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In the heart of Summerhill, 92 Woodlawn Avenue West is a distinguished red-brick Victorian defined by its architectural character, generous proportions and remarkable setting. Situated on a 50 x 113.23-foot lot, this home has been thoughtfully updated by its current owners while retaining its original character. Offering over 5,300 square feet of living space, the interiors feature soaring ceilings, rich hardwood floors, intricate moldings and oversized windows that fill the principal rooms with natural light. A grand formal living room sets an elegant tone, while the chef-inspired kitchen, complete with an expansive breakfast bar and custom cabinetry, flows seamlessly into the sun-filled family room. Across the upper levels, six bedrooms offer exceptional flexibility for family and guests. The second floor features a generous primary retreat, complete with a bright four-piece ensuite and the potential to reconfigure the existing layout to accommodate an expansive walk-in closet. Two additional spacious bedrooms and a dedicated laundry room complete this level. The third floor offers three further bedrooms and a shared family bathroom, ideal for growing families, guests or additional workspace. The lower level extends the home's versatility, offering a generous recreation room and flexible spaces suited to fitness, guest accommodations or creative pursuits. A spacious mudroom adds further practicality to the home's thoughtful design. Outside, mature trees and established perennial gardens create a private, tranquil retreat from the city. Completing this exceptional offering, a detached three-car garage and private three-car driveway provide rare convenience and ample parking seldom found in the neighbourhood. Combining the timeless appeal of Victorian architecture with impressive scale, elegant interiors and an enviable location, 92 Woodlawn Avenue West presents a rare opportunity to experience the best of Summerhill living.

7 Beds ⋅ 4 Baths ⋅ C14087996 MLS® #

In the heart of Summerhill, 92 Woodlawn Avenue West is a distinguished red-brick Victorian defined by its architectural character, generous proportions and remarkable setting. Situated on a 50 x 113.23-foot lot, this home has been thoughtfully updated by its current owners while retaining its original character. Offering over 5,300 square feet of living space, the interiors feature soaring ceilings, rich hardwood floors, intricate moldings and oversized windows that fill the principal rooms with natural light. A grand formal living room sets an elegant tone, while the chef-inspired kitchen, complete with an expansive breakfast bar and custom cabinetry, flows seamlessly into the sun-filled family room. Across the upper levels, six bedrooms offer exceptional flexibility for family and guests. The second floor features a generous primary retreat, complete with a bright four-piece ensuite and the potential to reconfigure the existing layout to accommodate an expansive walk-in closet. Two additional spacious bedrooms and a dedicated laundry room complete this level. The third floor offers three further bedrooms and a shared family bathroom, ideal for growing families, guests or additional workspace. The lower level extends the home's versatility, offering a generous recreation room and flexible spaces suited to fitness, guest accommodations or creative pursuits. A spacious mudroom adds further practicality to the home's thoughtful design. Outside, mature trees and established perennial gardens create a private, tranquil retreat from the city. Completing this exceptional offering, a detached three-car garage and private three-car driveway provide rare convenience and ample parking seldom found in the neighbourhood. Combining the timeless appeal of Victorian architecture with impressive scale, elegant interiors and an enviable location, 92 Woodlawn Avenue West presents a rare opportunity to experience the best of Summerhill living.

92 Woodlawn Avenue W, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$5,695,000

A True Artist's Vision Brought To Life, This Exceptional Bedford Park Residence By SAAZE Building Group, One Of Toronto's Premier Luxury Design Build Firms, Showcases Extraordinary Craftsmanship, Sophisticated Design And Uncompromising Attention To Detail. SAAZE Has Delivered A Residence Where Architecture, Materiality And Functionality Create A Blend Of Traditional Detail That Makes This Modern Design Feel Warm And Inviting. From The Dramatic Limestone Façade And Landscaped Grounds To The Richly Layered Interiors, Every Element Has Been Thoughtfully Considered. White Oak Floors, Custom Millwork And Paneling, Sculptural Archways, Book-Matched Marble Slabs, Designer Lighting And Integrated Technology Create An Elevated Yet Inviting Home. The Chef's Kitchen Features Premium Appliances And Finishes, While The Principal Living Spaces Are Designed For Everyday Living And Entertaining. The Primary Suite Features A Vaulted Ceiling, Gas Fireplace, Two Custom Walk-In Closets And Hidden-Door Seven-Piece Ensuite Wrapped In Book-Matched Slabs, With A Wet-Steam Shower, Freestanding Tub And Marble And Brass Detailing. Family Bedrooms Each Feature Ensuite Bathrooms. The Lower Level Offers A Custom Wet Bar, Walkout Recreation Room, Home Gym With Rock-Climbing Wall, Nanny Suite And Direct Access To The Two-Car Garage. Outside Is A Private Entertaining Retreat With A Covered Rear Porch, Built-In Hestan Barbecue Kitchen, Limestone Detailing And Spectacular Gib-San Pool With Waterfall Feature, Surrounded By Turf, Stone, Mature Cedars And Fencing. Set In The Heart Of Bedford Park, Within Walking Distance Of Excellent Schools, Parks, Shops, Restaurants And Neighbourhood Amenities. Sophisticated Enough For Entertaining On A Grand Scale Yet Designed As An Incredible Family Home, 363 Bedford Park Is A Rare Expression Of Design, Craftsmanship And Modern Luxury.

5 Beds ⋅ 8 Baths ⋅ C13795772 MLS® #

A True Artist's Vision Brought To Life, This Exceptional Bedford Park Residence By SAAZE Building Group, One Of Toronto's Premier Luxury Design Build Firms, Showcases Extraordinary Craftsmanship, Sophisticated Design And Uncompromising Attention To Detail. SAAZE Has Delivered A Residence Where Architecture, Materiality And Functionality Create A Blend Of Traditional Detail That Makes This Modern Design Feel Warm And Inviting. From The Dramatic Limestone Façade And Landscaped Grounds To The Richly Layered Interiors, Every Element Has Been Thoughtfully Considered. White Oak Floors, Custom Millwork And Paneling, Sculptural Archways, Book-Matched Marble Slabs, Designer Lighting And Integrated Technology Create An Elevated Yet Inviting Home. The Chef's Kitchen Features Premium Appliances And Finishes, While The Principal Living Spaces Are Designed For Everyday Living And Entertaining. The Primary Suite Features A Vaulted Ceiling, Gas Fireplace, Two Custom Walk-In Closets And Hidden-Door Seven-Piece Ensuite Wrapped In Book-Matched Slabs, With A Wet-Steam Shower, Freestanding Tub And Marble And Brass Detailing. Family Bedrooms Each Feature Ensuite Bathrooms. The Lower Level Offers A Custom Wet Bar, Walkout Recreation Room, Home Gym With Rock-Climbing Wall, Nanny Suite And Direct Access To The Two-Car Garage. Outside Is A Private Entertaining Retreat With A Covered Rear Porch, Built-In Hestan Barbecue Kitchen, Limestone Detailing And Spectacular Gib-San Pool With Waterfall Feature, Surrounded By Turf, Stone, Mature Cedars And Fencing. Set In The Heart Of Bedford Park, Within Walking Distance Of Excellent Schools, Parks, Shops, Restaurants And Neighbourhood Amenities. Sophisticated Enough For Entertaining On A Grand Scale Yet Designed As An Incredible Family Home, 363 Bedford Park Is A Rare Expression Of Design, Craftsmanship And Modern Luxury.

363 Bedford Park Avenue, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$5,689,000

Welcome to 31 Bradgate Road, a custom-built residence on a quiet cul-de-sac in the heart of Banbury, one of Toronto's most sought-after family enclaves. Set on a pie-shaped lot that widens to 98 feet at the rear, the home backs directly onto the Don Mills walking and riding trail with its own private gate. Inside, approximately 8,000 square feet across three levels deliver 5+2 bedrooms, 7 baths and a private wheelchair-accessible elevator. The chef's kitchen is anchored by Sub-Zero and Wolf appliances, an oversized quartz island and a walk-in butler's pantry. The dining room showcases a 240-bottle custom wine wall and a double-sided custom built steel fireplace, while a fully integrated Elan smart-home system controls sound, blinds and lighting throughout. The office with its own entrance for meetings without clients entering the house. The soundproofed primary retreat offers a fireplace, private balcony, custom walk-in closet and a spa ensuite with Kohler steam shower and heated floors. Every bedroom has its own ensuite. The finished lower level, on radiant heated floors, features a home theatre, gym with basketball court, fitness room, wet bar and a self-contained in-law suite with separate entrance. The garage holds two car lifts with an EV charging rough-in. The location is exceptional. Catchment schools are Rippleton PS, Windfields MS (IB program) and York Mills CI, with Crescent School, TFS, Bayview Glen, Crestwood and Havergal minutes away. Edwards Gardens, Sunnybrook Park and Bond Park are steps from the door, and the Shops at Don Mills, Granite Club, Donalda Club and Sunnybrook Hospital are all close by. TTC service runs along Lawrence and Leslie, with Eglinton Crosstown LRT stations at Leslie and Eglington, and Highways 401, 404 and the DVP are minutes away for a quick trip downtown or out of the city. A rare combination of craftsmanship, technology and location in a neighborhood that has long held its value.

7 Beds ⋅ 7 Baths ⋅ C13811914 MLS® #

Welcome to 31 Bradgate Road, a custom-built residence on a quiet cul-de-sac in the heart of Banbury, one of Toronto's most sought-after family enclaves. Set on a pie-shaped lot that widens to 98 feet at the rear, the home backs directly onto the Don Mills walking and riding trail with its own private gate. Inside, approximately 8,000 square feet across three levels deliver 5+2 bedrooms, 7 baths and a private wheelchair-accessible elevator. The chef's kitchen is anchored by Sub-Zero and Wolf appliances, an oversized quartz island and a walk-in butler's pantry. The dining room showcases a 240-bottle custom wine wall and a double-sided custom built steel fireplace, while a fully integrated Elan smart-home system controls sound, blinds and lighting throughout. The office with its own entrance for meetings without clients entering the house. The soundproofed primary retreat offers a fireplace, private balcony, custom walk-in closet and a spa ensuite with Kohler steam shower and heated floors. Every bedroom has its own ensuite. The finished lower level, on radiant heated floors, features a home theatre, gym with basketball court, fitness room, wet bar and a self-contained in-law suite with separate entrance. The garage holds two car lifts with an EV charging rough-in. The location is exceptional. Catchment schools are Rippleton PS, Windfields MS (IB program) and York Mills CI, with Crescent School, TFS, Bayview Glen, Crestwood and Havergal minutes away. Edwards Gardens, Sunnybrook Park and Bond Park are steps from the door, and the Shops at Don Mills, Granite Club, Donalda Club and Sunnybrook Hospital are all close by. TTC service runs along Lawrence and Leslie, with Eglinton Crosstown LRT stations at Leslie and Eglington, and Highways 401, 404 and the DVP are minutes away for a quick trip downtown or out of the city. A rare combination of craftsmanship, technology and location in a neighborhood that has long held its value.

31 Bradgate Road, Toronto

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$5,688,000

An Extraordinary Waterfront Masterpiece At The Prestigious 500 Queens Quay W. Offering Approx. 3,800 Sq. Ft. Of Exquisitely Renovated Living Space With Coveted Southeast Exposure, This Remarkable 3+1 Bedroom Residence Features Three Private Ensuites, Timeless Designer Finishes And Impeccable Craftsmanship Throughout. Floor-To-Ceiling Walls Of Glass Capture Unparalleled Panoramic Views Of Lake Ontario, The Toronto Islands, Marina, Billy Bishop Airport And The Iconic City Skyline. Expansive Principal Rooms Flow Effortlessly To A Rare Private Waterfront Terrace, Creating An Exceptional Setting For Refined Entertaining And Everyday Living. Two Elegant Fireplaces, One On Each Level, Add Warmth And Architectural Elegance. The Bespoke Chef's Kitchen Showcases Premium New Appliances, Custom Cabinetry, Luxurious Stone Countertops And Extensive Storage. Rich Hardwood Flooring And Abundant Natural Light Enhance Every Space. The Main Level Offers A Private 1+1 Guest Suite With A Beautiful Ensuite And Tranquil Lake Views. Upstairs, The Spectacular Primary Retreat Features Separate His & Hers Walk-In Closets, A Private Sauna And A Lavish 6-Piece Spa-Inspired Ensuite. Every Bedroom Enjoys Its Own Private Ensuite, Delivering Exceptional Comfort And Privacy. Includes Three Premium Parking Spaces And One Oversized Locker. Residents Enjoy White-Glove Concierge, Fitness Centre, Rooftop Terrace, Party & Meeting Rooms, Visitor Parking, 24-Hour Security And Direct Access To Toronto's Vibrant Waterfront. A Truly Once-In-A-Generation Offering Reserved For The Most Discerning Buyer Seeking An Iconic Waterfront Residence Defined By Unrivalled Luxury, Timeless Elegance And World-Class Panoramic Views.

4 Beds ⋅ 4 Baths ⋅ C13615386 MLS® #

An Extraordinary Waterfront Masterpiece At The Prestigious 500 Queens Quay W. Offering Approx. 3,800 Sq. Ft. Of Exquisitely Renovated Living Space With Coveted Southeast Exposure, This Remarkable 3+1 Bedroom Residence Features Three Private Ensuites, Timeless Designer Finishes And Impeccable Craftsmanship Throughout. Floor-To-Ceiling Walls Of Glass Capture Unparalleled Panoramic Views Of Lake Ontario, The Toronto Islands, Marina, Billy Bishop Airport And The Iconic City Skyline. Expansive Principal Rooms Flow Effortlessly To A Rare Private Waterfront Terrace, Creating An Exceptional Setting For Refined Entertaining And Everyday Living. Two Elegant Fireplaces, One On Each Level, Add Warmth And Architectural Elegance. The Bespoke Chef's Kitchen Showcases Premium New Appliances, Custom Cabinetry, Luxurious Stone Countertops And Extensive Storage. Rich Hardwood Flooring And Abundant Natural Light Enhance Every Space. The Main Level Offers A Private 1+1 Guest Suite With A Beautiful Ensuite And Tranquil Lake Views. Upstairs, The Spectacular Primary Retreat Features Separate His & Hers Walk-In Closets, A Private Sauna And A Lavish 6-Piece Spa-Inspired Ensuite. Every Bedroom Enjoys Its Own Private Ensuite, Delivering Exceptional Comfort And Privacy. Includes Three Premium Parking Spaces And One Oversized Locker. Residents Enjoy White-Glove Concierge, Fitness Centre, Rooftop Terrace, Party & Meeting Rooms, Visitor Parking, 24-Hour Security And Direct Access To Toronto's Vibrant Waterfront. A Truly Once-In-A-Generation Offering Reserved For The Most Discerning Buyer Seeking An Iconic Waterfront Residence Defined By Unrivalled Luxury, Timeless Elegance And World-Class Panoramic Views.

500 Queens Quay W Unit Ph01E, Toronto

Listing courtesy of SMART SOLD REALTY.

$5,680,000

Beautifully renovated and offering over 5,000 square feet of finished living space, this exceptional bungalow sits on an estate-sized lot of more than half an acre, tucked away at the end of a private cul-de-sac with just seven homes. The remarkable 328-foot-wide backyard is a feature rarely found in an established neighbourhood. Designed for both everyday living and effortless entertaining, the home features expansive principal rooms, an updated eat-in kitchen with stainless steel appliances and a walkout to the backyard deck, and a spacious primary retreat complete with a walk-in closet, luxurious 5-piece ensuite, and private walkout to the patio.The finished lower level extends the home's living space with a large recreation room, fourth bedroom, two full bathrooms, and a custom wellness area featuring a private sauna. A rare opportunity to enjoy the convenience of luxurious bungalow living on one of the area's most exceptional properties.

4 Beds ⋅ 5 Baths ⋅ C14094562 MLS® #

Beautifully renovated and offering over 5,000 square feet of finished living space, this exceptional bungalow sits on an estate-sized lot of more than half an acre, tucked away at the end of a private cul-de-sac with just seven homes. The remarkable 328-foot-wide backyard is a feature rarely found in an established neighbourhood. Designed for both everyday living and effortless entertaining, the home features expansive principal rooms, an updated eat-in kitchen with stainless steel appliances and a walkout to the backyard deck, and a spacious primary retreat complete with a walk-in closet, luxurious 5-piece ensuite, and private walkout to the patio.The finished lower level extends the home's living space with a large recreation room, fourth bedroom, two full bathrooms, and a custom wellness area featuring a private sauna. A rare opportunity to enjoy the convenience of luxurious bungalow living on one of the area's most exceptional properties.

7 Purling Place, Toronto

Listing courtesy of Move Smartly Realty Inc..

$5,680,000

Set on a rare 100-foot frontage along an exclusive, child-safe crescent in Toronto's coveted Bridle Path, this renovated, move-in-ready two-storey blends timeless brick architecture with refined modern interiors. Generously scaled principal rooms feature exotic wood finishes, two fireplaces, and walkouts to sun-filled terraces. The modern centre-island kitchen opens to terrace access, ideal for entertaining, while a main-floor office and breakfast room complete the level. Upstairs, the primary suite offers a five-piece ensuite and walk-in closet, joined by four additional bedrooms, several with private ensuites. The fully finished walk-out lower level is a private retreat with a second kitchen, two bedrooms, a recreation room, a media and billiards room, and a playroom, all brightened by above-grade windows with direct garden access. An ideal in-law or nanny suite. Extensively upgraded approximately one year ago: new roof, two new heating systems, whole-home and kitchen water filtration, exterior security cameras, fresh landscaping with a new front-yard sprinkler system, finished basement with kitchen, new pot lights, new blinds throughout, a new terrace floor, and new terrace lighting. All windows have been replaced across every level, and the full staircase connecting the main, second, and lower levels has been upgraded to hardwood with new railings. A built-in three-car garage with parking for six more completes the offering. Set on beautifully manicured, private grounds, this is Bridle Path living at its finest.

7 Beds ⋅ 8 Baths ⋅ C13847682 MLS® #

Set on a rare 100-foot frontage along an exclusive, child-safe crescent in Toronto's coveted Bridle Path, this renovated, move-in-ready two-storey blends timeless brick architecture with refined modern interiors. Generously scaled principal rooms feature exotic wood finishes, two fireplaces, and walkouts to sun-filled terraces. The modern centre-island kitchen opens to terrace access, ideal for entertaining, while a main-floor office and breakfast room complete the level. Upstairs, the primary suite offers a five-piece ensuite and walk-in closet, joined by four additional bedrooms, several with private ensuites. The fully finished walk-out lower level is a private retreat with a second kitchen, two bedrooms, a recreation room, a media and billiards room, and a playroom, all brightened by above-grade windows with direct garden access. An ideal in-law or nanny suite. Extensively upgraded approximately one year ago: new roof, two new heating systems, whole-home and kitchen water filtration, exterior security cameras, fresh landscaping with a new front-yard sprinkler system, finished basement with kitchen, new pot lights, new blinds throughout, a new terrace floor, and new terrace lighting. All windows have been replaced across every level, and the full staircase connecting the main, second, and lower levels has been upgraded to hardwood with new railings. A built-in three-car garage with parking for six more completes the offering. Set on beautifully manicured, private grounds, this is Bridle Path living at its finest.

7 Shady Oaks Crescent, Toronto

Listing courtesy of THE AGENCY.

$5,660,000

**Captivating residence/exquisite estate--Classic Elegance--This magical home has been meticulously cared for, remodeled/upgraded, and maintained by its owners--Classic/charm centre hall design offers spaces of refined and elegant comfort--5,511 sq.ft (3 storey) + 1,007 sq.ft (basement)---total 6,518 sq.ft of luxurious--where every impeccable detail has been carefully crafted and preserved. The grand principal rooms are designed for both elegance and comfort, a formal dining room and a living room with marble mantle fireplace. The functional gourmet kitchen is equipped with built-in appliances (Sub-Zero/Wolf brand), custom cabinetry & granite countertops. The adjoining family/sun room features a HEATED LIMESTONE floor and 16 ft high glass ceilings, allowing natural sunlight and French doors walkout to south exposure private garden. Upstairs, the hand-carved antique pine paneled library elaborates a story of this home, perfect for versatile use such as 2nd family room and adjoining a mahogany paneled office for a private space. The primary bedroom offers a dressing room, 6 pcs ensuite. The family gym on 2nd floor offers a 18 ft high ceiling with skylights for convenience and comfort. On 3rd floor, the additional all 3 bedrooms provide their own private ensuites, closets, and feature a 3rd furnace and 2nd laundry area. The lower level offers an entertainment room, music and studio room, wine cellar with climate control. Outside, the landscaped lush garden features cheerful trees for privacy and relaxation, and a heated driveway for 5 vehicles, and 2 cars in garage. Surrounded by top ranking private and public schools-UCC/BSS/Havergal College/Forest Hill Junior & Senior PS & Forest Hill CI. A short walk brings you to Forest Hill Village with shops, restaurants & cafes, minutes to sunway station, hwys & more!

5 Beds ⋅ 8 Baths ⋅ C13000962 MLS® #

**Captivating residence/exquisite estate--Classic Elegance--This magical home has been meticulously cared for, remodeled/upgraded, and maintained by its owners--Classic/charm centre hall design offers spaces of refined and elegant comfort--5,511 sq.ft (3 storey) + 1,007 sq.ft (basement)---total 6,518 sq.ft of luxurious--where every impeccable detail has been carefully crafted and preserved. The grand principal rooms are designed for both elegance and comfort, a formal dining room and a living room with marble mantle fireplace. The functional gourmet kitchen is equipped with built-in appliances (Sub-Zero/Wolf brand), custom cabinetry & granite countertops. The adjoining family/sun room features a HEATED LIMESTONE floor and 16 ft high glass ceilings, allowing natural sunlight and French doors walkout to south exposure private garden. Upstairs, the hand-carved antique pine paneled library elaborates a story of this home, perfect for versatile use such as 2nd family room and adjoining a mahogany paneled office for a private space. The primary bedroom offers a dressing room, 6 pcs ensuite. The family gym on 2nd floor offers a 18 ft high ceiling with skylights for convenience and comfort. On 3rd floor, the additional all 3 bedrooms provide their own private ensuites, closets, and feature a 3rd furnace and 2nd laundry area. The lower level offers an entertainment room, music and studio room, wine cellar with climate control. Outside, the landscaped lush garden features cheerful trees for privacy and relaxation, and a heated driveway for 5 vehicles, and 2 cars in garage. Surrounded by top ranking private and public schools-UCC/BSS/Havergal College/Forest Hill Junior & Senior PS & Forest Hill CI. A short walk brings you to Forest Hill Village with shops, restaurants & cafes, minutes to sunway station, hwys & more!

11 Dewbourne Avenue, Toronto

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$5,650,000

Hidden behind a mature wall of hedges on one of South Hill's most coveted streets, this Georgian Revival residence pairs Old World character with the romance of a European garden estate, offering scale and privacy on a 79.65 x 110 ft lot. A gated stone walkway leads to a classical columned portico, sunlit foyer, and sweeping staircase. Inside, 6,464 square feet of living space features soaring ceilings, solid hardwood floors, leaded glass windows, and original detailing. Exceptionally bright yet remarkably private, every room overlooks greenery rather than neighbouring homes or the street. Both the formal living room and panelled dining room feature bay windows and wood-burning fireplaces, with the living room opening to a covered veranda. A chef-calibre kitchen with honed Calacatta counters and framed cabinetry flows into a breakfast area and family room, a welcoming space for everyday living. Upstairs, an expansive primary suite with beautifully appointed ensuite joins two generous bedrooms; the third floor offers two more bedrooms, an office, den, and family room with gas fireplace. The spacious lower level includes a recreation room, wine cellar, gym, and large mudroom with a backyard walkout connecting to the driveway. Outside, the terracotta-floored veranda overlooks landscaped gardens framed by mature hedges and Japanese maples-an extraordinarily peaceful, secluded retreat that makes you forget you're in Midtown Toronto. Despite being home to some of Toronto's finest residences, South Hill has a distinctly understated and discreet character that sets it apart from many of the city's other affluent neighbourhoods. Its desirable position south of St. Clair offers easy access to Yorkville and downtown, moments from Winston Churchill Park, Yonge & St. Clair shops and restaurants, and respected public and private schools. Beautifully maintained over the years, the home is move-in ready, with the opportunity to personalize it over time.

6 Beds ⋅ 5 Baths ⋅ C14093466 MLS® #

Hidden behind a mature wall of hedges on one of South Hill's most coveted streets, this Georgian Revival residence pairs Old World character with the romance of a European garden estate, offering scale and privacy on a 79.65 x 110 ft lot. A gated stone walkway leads to a classical columned portico, sunlit foyer, and sweeping staircase. Inside, 6,464 square feet of living space features soaring ceilings, solid hardwood floors, leaded glass windows, and original detailing. Exceptionally bright yet remarkably private, every room overlooks greenery rather than neighbouring homes or the street. Both the formal living room and panelled dining room feature bay windows and wood-burning fireplaces, with the living room opening to a covered veranda. A chef-calibre kitchen with honed Calacatta counters and framed cabinetry flows into a breakfast area and family room, a welcoming space for everyday living. Upstairs, an expansive primary suite with beautifully appointed ensuite joins two generous bedrooms; the third floor offers two more bedrooms, an office, den, and family room with gas fireplace. The spacious lower level includes a recreation room, wine cellar, gym, and large mudroom with a backyard walkout connecting to the driveway. Outside, the terracotta-floored veranda overlooks landscaped gardens framed by mature hedges and Japanese maples-an extraordinarily peaceful, secluded retreat that makes you forget you're in Midtown Toronto. Despite being home to some of Toronto's finest residences, South Hill has a distinctly understated and discreet character that sets it apart from many of the city's other affluent neighbourhoods. Its desirable position south of St. Clair offers easy access to Yorkville and downtown, moments from Winston Churchill Park, Yonge & St. Clair shops and restaurants, and respected public and private schools. Beautifully maintained over the years, the home is move-in ready, with the opportunity to personalize it over time.

236 Poplar Plains Road, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$5,600,000

Newly renovated from top to bottom, this stately five-bedroom residence is set on one of North Rosedale's most private and established streets, offering the very best of Rosedale living-refined, timeless & beautifully appointed throughout. The main level features luxurious herringbone floors. A timeless kitchen, anchored by a Wolf range & expansive centre island, flows seamlessly into the adjoining family room. Both spaces open to the rear yard & deck through wall-to-wall picture windows, while a gas fireplace warms the heart of the home. A formal dining room suits family gatherings, while a versatile living room-with its own gas fireplace-works equally well as an elegant sitting room, home office or piano room. A side entrance from the driveway adds everyday convenience. Upstairs, the generous primary suite features a sizeable walk-in closet & completely reimagined five-piece ensuite with sophisticated finishes. French doors open to a south-facing balcony overlooking the rear yard. Two well-proportioned secondary bedrooms, a four-piece family bathroom & brand-new hardwood floors complete the second level. The third floor offers two additional bedrooms: a spacious room with a walk-in closet & private south-facing balcony overlooking the treetops, plus a second ideally suited to children or guests. An additional four-piece bathroom completes this level. Heated floors extend throughout the lower level, featuring a sizeable recreation room with gas fireplace, dedicated gym enclosed by a full glass partition wall, sixth bedroom & three-piece bathroom with curbless shower. Outside, a resort-style backyard awaits, with a concrete pool & integrated hot tub, cabana with cedar sauna, pergola & multiple seating areas creating a private oasis for effortless al fresco entertaining. Steps from Chorley & Rosedale Park, the boutique shops of Summerhill Avenue, this newly transformed residence presents a rare opportunity to secure one of North Rosedale's most coveted addresses.

6 Beds ⋅ 5 Baths ⋅ C13799918 MLS® #

Newly renovated from top to bottom, this stately five-bedroom residence is set on one of North Rosedale's most private and established streets, offering the very best of Rosedale living-refined, timeless & beautifully appointed throughout. The main level features luxurious herringbone floors. A timeless kitchen, anchored by a Wolf range & expansive centre island, flows seamlessly into the adjoining family room. Both spaces open to the rear yard & deck through wall-to-wall picture windows, while a gas fireplace warms the heart of the home. A formal dining room suits family gatherings, while a versatile living room-with its own gas fireplace-works equally well as an elegant sitting room, home office or piano room. A side entrance from the driveway adds everyday convenience. Upstairs, the generous primary suite features a sizeable walk-in closet & completely reimagined five-piece ensuite with sophisticated finishes. French doors open to a south-facing balcony overlooking the rear yard. Two well-proportioned secondary bedrooms, a four-piece family bathroom & brand-new hardwood floors complete the second level. The third floor offers two additional bedrooms: a spacious room with a walk-in closet & private south-facing balcony overlooking the treetops, plus a second ideally suited to children or guests. An additional four-piece bathroom completes this level. Heated floors extend throughout the lower level, featuring a sizeable recreation room with gas fireplace, dedicated gym enclosed by a full glass partition wall, sixth bedroom & three-piece bathroom with curbless shower. Outside, a resort-style backyard awaits, with a concrete pool & integrated hot tub, cabana with cedar sauna, pergola & multiple seating areas creating a private oasis for effortless al fresco entertaining. Steps from Chorley & Rosedale Park, the boutique shops of Summerhill Avenue, this newly transformed residence presents a rare opportunity to secure one of North Rosedale's most coveted addresses.

37 St Andrews Gardens, Toronto

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM.

$5,600,000

A rare offering in Etobicokes prestigious Princess-Rosethorn community, 32 Totteridge Road pairs architectural sophistication with family-friendly functionality. Set on a remarkable 200 FT DEEP LOT this 2017 custom home spans more than 6,500 sq. ft. of finished living space across three levels, all on a very private .4 OF AN ACRE. From the moment you arrive, the home makes an impression. Clean contemporary lines, oversized windows, and carefully curated finishes reflect true pride of ownership. The main floor delivers expansive principal rooms, a chefs kitchen with professional-grade appliances, and a dramatic two-story family room that opens seamlessly to the outdoors perfect for both day-to-day living and elegant entertaining.The resort-inspired backyard is a showpiece. A saltwater pool, full cabana with lounge area, and landscaped gardens create an ideal space for hosting summer gatherings or enjoying tranquil evenings at home.The lower level continues the theme of lifestyle and luxury, offering a complete secondary kitchen, a temperature-controlled wine cellar, a walk-up to the rear yard, and versatile recreation areas that can adapt to family needs.This is modern living without compromise an estate that blends contemporary design with enduring quality, in one of Etobicokes most desirable neighbourhoods.

5 Beds ⋅ 5 Baths ⋅ W13759166 MLS® #

A rare offering in Etobicokes prestigious Princess-Rosethorn community, 32 Totteridge Road pairs architectural sophistication with family-friendly functionality. Set on a remarkable 200 FT DEEP LOT this 2017 custom home spans more than 6,500 sq. ft. of finished living space across three levels, all on a very private .4 OF AN ACRE. From the moment you arrive, the home makes an impression. Clean contemporary lines, oversized windows, and carefully curated finishes reflect true pride of ownership. The main floor delivers expansive principal rooms, a chefs kitchen with professional-grade appliances, and a dramatic two-story family room that opens seamlessly to the outdoors perfect for both day-to-day living and elegant entertaining.The resort-inspired backyard is a showpiece. A saltwater pool, full cabana with lounge area, and landscaped gardens create an ideal space for hosting summer gatherings or enjoying tranquil evenings at home.The lower level continues the theme of lifestyle and luxury, offering a complete secondary kitchen, a temperature-controlled wine cellar, a walk-up to the rear yard, and versatile recreation areas that can adapt to family needs.This is modern living without compromise an estate that blends contemporary design with enduring quality, in one of Etobicokes most desirable neighbourhoods.

32 Totteridge Road, Toronto

Listing courtesy of HAMMOND INTERNATIONAL PROPERTIES LIMITED.

$5,600,000

Welcome To This Immaculate, Custom-Built Forest Hill Masterpiece. Crafted With The Finest Materials-From White Oak Floors To Elegant Marble Finishes-This Exceptional Home Showcases 11-Foot Ceilings On The Main Level And 10-Foot Ceilings On The Second Floor. A Private Elevator Provides Seamless Access To All Levels, Including A Fully Finished Basement Featuring Heated Floors, An Exercise Room And A Built-In Bar. A Brilliantly Designed Wine Cellar Adds An Element Of Intrigue And Luxury, Perfect For Storing And Showcasing Your Finest Collections. The Space Also Offers A Walk-Out To A Beautiful, Fully Fenced Backyard. The Main Floor Is Designed For Both Everyday Living And Entertaining, Boasting A Bright, Expansive Chef's Kitchen With A Large Centre Island, Walk-In Pantry, And Servery. The Family Room Is Filled With Natural Light, With Windows Opening To Juliette Balconies, While A Private Library Provides The Perfect Quiet Retreat. A Heated Driveway Adds An Extra Touch Of Comfort And Convenience Year-Round. Luxury, Comfort And Sophistication Are The Foundation Of This Exquisite Home.

5 Beds ⋅ 7 Baths ⋅ C13488406 MLS® #

Welcome To This Immaculate, Custom-Built Forest Hill Masterpiece. Crafted With The Finest Materials-From White Oak Floors To Elegant Marble Finishes-This Exceptional Home Showcases 11-Foot Ceilings On The Main Level And 10-Foot Ceilings On The Second Floor. A Private Elevator Provides Seamless Access To All Levels, Including A Fully Finished Basement Featuring Heated Floors, An Exercise Room And A Built-In Bar. A Brilliantly Designed Wine Cellar Adds An Element Of Intrigue And Luxury, Perfect For Storing And Showcasing Your Finest Collections. The Space Also Offers A Walk-Out To A Beautiful, Fully Fenced Backyard. The Main Floor Is Designed For Both Everyday Living And Entertaining, Boasting A Bright, Expansive Chef's Kitchen With A Large Centre Island, Walk-In Pantry, And Servery. The Family Room Is Filled With Natural Light, With Windows Opening To Juliette Balconies, While A Private Library Provides The Perfect Quiet Retreat. A Heated Driveway Adds An Extra Touch Of Comfort And Convenience Year-Round. Luxury, Comfort And Sophistication Are The Foundation Of This Exquisite Home.

169 Old Forest Hill Road, Toronto

Listing courtesy of CITY PLUS REALTY INC..

$5,580,000

Rarely Offered Exquisite Private Home in the Heart of Toronto! Large Premium Ravine Lot With 100 Ft Frontage Besides Prestigious Edwards Gardens! Over 5,800 sqft of Interior Living Space plus 2,300 sqft in Basement! This Beautifully Uniquely Designed Home W/Distinction & Elegance! Bordering On Ravine Setting Offers Peaceful Living & Ideally Designed For Entertaining. Just Minutes Away From Edward Gardens, Top Public and Private Schools, TTC Bus Station, Malls, Shopping And Highway. Perfect lot for self-living or Redevelopment!!

8 Beds ⋅ 8 Baths ⋅ C13540162 MLS® #

Rarely Offered Exquisite Private Home in the Heart of Toronto! Large Premium Ravine Lot With 100 Ft Frontage Besides Prestigious Edwards Gardens! Over 5,800 sqft of Interior Living Space plus 2,300 sqft in Basement! This Beautifully Uniquely Designed Home W/Distinction & Elegance! Bordering On Ravine Setting Offers Peaceful Living & Ideally Designed For Entertaining. Just Minutes Away From Edward Gardens, Top Public and Private Schools, TTC Bus Station, Malls, Shopping And Highway. Perfect lot for self-living or Redevelopment!!

16 Brian Cliff Drive, Toronto

Listing courtesy of MAPLE LIFE REALTY INC..

$5,500,000

Rare 8-unit turnkey portfolio delivering 8,724 sq ft of legal livable space and a ~4.4% in-place yield in prime Toronto. Situated steps from Dufferin Mall, High Park, schools, groceries, TTC transit, and the Bloor GO Station, this property features two fully renovated legal semi-detached fourplexes with modern laneway suites. Building 449 (~4,378 sq ft) includes a 3-bed/1-bath main unit (~768 sf), 3-bed/3-bath upper unit (~1,307 sf), 2-bed/1-bath basement unit (~823 sf), and 3-bed/3-bath laneway suite (~1,480 sf). Building 447 (~4,346 sq ft) includes a 2-bed/2-bath main unit (~847 sf), 3-bed/3-bath upper unit (~1,317 sf), 2-bed/1-bath basement unit (~908 sf), and 3-bed/3-bath laneway suite (~1,274 sf). Each unit offers private entrances, modern kitchens with stainless steel appliances, stylish backsplashes, and in-suite laundry. Low-maintenance operations feature separately metered hydro, proportionate gas/water splits, tenant-paid internet, stable long-term tenants, future repositioning upside, on-site parking, and City permit street parking.

21 Beds ⋅ 17 Baths ⋅ C13775080 MLS® #

Rare 8-unit turnkey portfolio delivering 8,724 sq ft of legal livable space and a ~4.4% in-place yield in prime Toronto. Situated steps from Dufferin Mall, High Park, schools, groceries, TTC transit, and the Bloor GO Station, this property features two fully renovated legal semi-detached fourplexes with modern laneway suites. Building 449 (~4,378 sq ft) includes a 3-bed/1-bath main unit (~768 sf), 3-bed/3-bath upper unit (~1,307 sf), 2-bed/1-bath basement unit (~823 sf), and 3-bed/3-bath laneway suite (~1,480 sf). Building 447 (~4,346 sq ft) includes a 2-bed/2-bath main unit (~847 sf), 3-bed/3-bath upper unit (~1,317 sf), 2-bed/1-bath basement unit (~908 sf), and 3-bed/3-bath laneway suite (~1,274 sf). Each unit offers private entrances, modern kitchens with stainless steel appliances, stylish backsplashes, and in-suite laundry. Low-maintenance operations feature separately metered hydro, proportionate gas/water splits, tenant-paid internet, stable long-term tenants, future repositioning upside, on-site parking, and City permit street parking.

447 - 449 Lansdowne Avenue, Toronto

Listing courtesy of RE/MAX METROPOLIS REALTY.

$5,500,000

An Architectural Expression of Modern Grandeur. Set within one of Toronto's most distinguished and established residential enclaves, 118 Laurentide Drive is a striking custom-built estate where architectural drama, refined craftsmanship and contemporary luxury converge. Positioned on an impressive 85.17 200-foot, tree-lined lot, the residence commands expansive views and an extraordinary sense of privacy. The sculptural architecture is distinguished by an elegant Indiana limestone exterior, sweeping stone terraces and multiple walkouts that seamlessly connect the interior with its natural surroundings. Beyond the elevated entrance, a spectacular grand foyer opens into a soaring atrium illuminated by natural light. Five-by-ten-foot Italian porcelain slabs, custom French panelling and dramatic Romeo-and-Juliet staircases establish an entrance of exceptional presence. The interiors reveal a highly curated palette of premium materials and bespoke detailing, including rich oak hardwood flooring, Caesarstone countertops and backsplashes, custom lighting, vaulted and coffered ceilings, and intricate plaster mouldings. The principal living spaces are designed for both sophisticated entertaining and effortless family living, with generous formal living and dining rooms, an expansive family room and a dedicated home office. The private upper level introduces an exceptional primary retreat with a 13-piece ensuite and sweeping city skyline views, accompanied by three additional bedrooms, each with ensuite access, and a thoughtfully appointed second-floor laundry with kitchenette. The lower level extends the lifestyle with a spacious recreation room, exercise area, additional kitchen and bedroom, while the grade-level walkout creates a natural connection to the outdoors. A remarkable eight-car snow-melt private drive leads to a three-car heated garage, complete with epoxy flooring and EV charging rough-in-an exceptional combination of convenience and future-ready design.

5 Beds ⋅ 7 Baths ⋅ C13765410 MLS® #

An Architectural Expression of Modern Grandeur. Set within one of Toronto's most distinguished and established residential enclaves, 118 Laurentide Drive is a striking custom-built estate where architectural drama, refined craftsmanship and contemporary luxury converge. Positioned on an impressive 85.17 200-foot, tree-lined lot, the residence commands expansive views and an extraordinary sense of privacy. The sculptural architecture is distinguished by an elegant Indiana limestone exterior, sweeping stone terraces and multiple walkouts that seamlessly connect the interior with its natural surroundings. Beyond the elevated entrance, a spectacular grand foyer opens into a soaring atrium illuminated by natural light. Five-by-ten-foot Italian porcelain slabs, custom French panelling and dramatic Romeo-and-Juliet staircases establish an entrance of exceptional presence. The interiors reveal a highly curated palette of premium materials and bespoke detailing, including rich oak hardwood flooring, Caesarstone countertops and backsplashes, custom lighting, vaulted and coffered ceilings, and intricate plaster mouldings. The principal living spaces are designed for both sophisticated entertaining and effortless family living, with generous formal living and dining rooms, an expansive family room and a dedicated home office. The private upper level introduces an exceptional primary retreat with a 13-piece ensuite and sweeping city skyline views, accompanied by three additional bedrooms, each with ensuite access, and a thoughtfully appointed second-floor laundry with kitchenette. The lower level extends the lifestyle with a spacious recreation room, exercise area, additional kitchen and bedroom, while the grade-level walkout creates a natural connection to the outdoors. A remarkable eight-car snow-melt private drive leads to a three-car heated garage, complete with epoxy flooring and EV charging rough-in-an exceptional combination of convenience and future-ready design.

118 Laurentide Drive, Toronto

Listing courtesy of HAMMOND INTERNATIONAL PROPERTIES LIMITED.

$5,500,000

Rarely Offered 2-Bedroom Multi-Level Suite With Soaring Ceilings Is One Of Only 19 Residences At This Ultra-Exclusive Yorkville Address, Featuring A Remarkable Contemporary Space Of 2,690Sqft Across All Levels With Direct Elevator Access. Luxurious European Oak Hardwood, Heated Floors, 16' Ceilings, Tall South- And East-Facing Windows, Private Balcony With Two Walkouts, And Refined Finishes Throughout. The Chef-Inspired Kitchen, Featuring Top-Tier Miele And Wolf Appliances Plus Bespoke Bar, Is Open In Design To The Dining Area And Overlooks The Expansive Living Room Complete With Floor-To-Ceiling Gas Fireplace - The Ideal Entertaining Space. An Open-Concept Office/Den Offers The Perfect Work-From-Home Space. The Primary Suite Provides The Ultimate Place To Unwind, Featuring Large Walk-In Custom Closet And Spa-Inspired 7pc Marble Ensuite. A Luxurious 2nd Bedroom Suite Completes The Lower Level Of This Ultra-Exclusive Urban Retreat. This Suite Includes 2 Parking Spaces Equipped With A Personal EV Charging Station, Oversized Locker, And Private Wine Locker. Set Within The Restored 1928 Gothic Revival Facade Of St. Basil's Catholic School, The Building's Amenities Reflect The Same Level Of Distinction, Including 24Hr Concierge, 24Hr Valet, State-of-the-Art Fitness Centre, Bespoke Games And Billiard Room With Wine Cellar, And Spa Room. A Quiet Residential Retreat Right In The Middle Of Toronto's Most Luxurious Enclave, With The Finest Dining, Upscale Shopping, And The Neighbourhood's Historic Charm At Your Doorstep!

3 Beds ⋅ 3 Baths ⋅ C13727204 MLS® #

Rarely Offered 2-Bedroom Multi-Level Suite With Soaring Ceilings Is One Of Only 19 Residences At This Ultra-Exclusive Yorkville Address, Featuring A Remarkable Contemporary Space Of 2,690Sqft Across All Levels With Direct Elevator Access. Luxurious European Oak Hardwood, Heated Floors, 16' Ceilings, Tall South- And East-Facing Windows, Private Balcony With Two Walkouts, And Refined Finishes Throughout. The Chef-Inspired Kitchen, Featuring Top-Tier Miele And Wolf Appliances Plus Bespoke Bar, Is Open In Design To The Dining Area And Overlooks The Expansive Living Room Complete With Floor-To-Ceiling Gas Fireplace - The Ideal Entertaining Space. An Open-Concept Office/Den Offers The Perfect Work-From-Home Space. The Primary Suite Provides The Ultimate Place To Unwind, Featuring Large Walk-In Custom Closet And Spa-Inspired 7pc Marble Ensuite. A Luxurious 2nd Bedroom Suite Completes The Lower Level Of This Ultra-Exclusive Urban Retreat. This Suite Includes 2 Parking Spaces Equipped With A Personal EV Charging Station, Oversized Locker, And Private Wine Locker. Set Within The Restored 1928 Gothic Revival Facade Of St. Basil's Catholic School, The Building's Amenities Reflect The Same Level Of Distinction, Including 24Hr Concierge, 24Hr Valet, State-of-the-Art Fitness Centre, Bespoke Games And Billiard Room With Wine Cellar, And Spa Room. A Quiet Residential Retreat Right In The Middle Of Toronto's Most Luxurious Enclave, With The Finest Dining, Upscale Shopping, And The Neighbourhood's Historic Charm At Your Doorstep!

36 Hazelton Avenue Unit 2A, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$5,500,000

Exclusive Bedford Park Enclave. Modern Luxury. Over 5,600 sf Of Living Area. 2-1/2 Storeys With Rare 3rd Floor Great Room And Fully Finished Lower Level With 2nd Kitchen/Wet Bar. This Sun Drenched Residence Is Perfectly Suited For A Large Family Or Those Who Love To Entertain And Values A Child Safe Street Community. The Gourmet Kitchen Features High-End Appliances and Waterfall Centre Island, Imported Italian Marble/Quartzite Countertops, Pot Filler, Well-Appointed Servery And Breakfast Area With Open Concept Layout To The Living Room And Dining Room. The 2nd Floor Boasts 3 Generously Sized Bedrooms With 4-Piece Ensuites And Custom Closets, Plus Primary Retreat Complete With Private Balcony Overlooking The Rear Garden, Luxurious Dressing Room And Lavish 8-Piece Marble Ensuite. Additional Living Spaces Include A Third-Level Great Room With Gas Fireplace And 4-Piece Ensuite Which Can Be Converted To A 6th Bedroom If Needed, A Fully Finished Lower Level With A Spacious Rec Room, Nanny's Suite, Wine Cellar, Laundry Room, 2nd Kitchen/Wet Bar, Lounge And Very Convenient Walk-Up To The Rear Garden. Professional Landscaping and Exterior Lighting Provide Stunning Curb Appeal To The Striking Stone Exterior, Complemented By The Equally Impressive Rear Gardens With Modern Horizontal Wood Fencing And Lush Greenery To Provide The Perfect Backdrop For Your Custom Landscape Design. A Perfect Blend Of High-End Finishes, Expert Design And Modern Comforts!

6 Beds ⋅ 7 Baths ⋅ C13706454 MLS® #

Exclusive Bedford Park Enclave. Modern Luxury. Over 5,600 sf Of Living Area. 2-1/2 Storeys With Rare 3rd Floor Great Room And Fully Finished Lower Level With 2nd Kitchen/Wet Bar. This Sun Drenched Residence Is Perfectly Suited For A Large Family Or Those Who Love To Entertain And Values A Child Safe Street Community. The Gourmet Kitchen Features High-End Appliances and Waterfall Centre Island, Imported Italian Marble/Quartzite Countertops, Pot Filler, Well-Appointed Servery And Breakfast Area With Open Concept Layout To The Living Room And Dining Room. The 2nd Floor Boasts 3 Generously Sized Bedrooms With 4-Piece Ensuites And Custom Closets, Plus Primary Retreat Complete With Private Balcony Overlooking The Rear Garden, Luxurious Dressing Room And Lavish 8-Piece Marble Ensuite. Additional Living Spaces Include A Third-Level Great Room With Gas Fireplace And 4-Piece Ensuite Which Can Be Converted To A 6th Bedroom If Needed, A Fully Finished Lower Level With A Spacious Rec Room, Nanny's Suite, Wine Cellar, Laundry Room, 2nd Kitchen/Wet Bar, Lounge And Very Convenient Walk-Up To The Rear Garden. Professional Landscaping and Exterior Lighting Provide Stunning Curb Appeal To The Striking Stone Exterior, Complemented By The Equally Impressive Rear Gardens With Modern Horizontal Wood Fencing And Lush Greenery To Provide The Perfect Backdrop For Your Custom Landscape Design. A Perfect Blend Of High-End Finishes, Expert Design And Modern Comforts!

4 Forest Wood, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$5,500,000

Custom-Built, Palatial & Stately Residence in the prestigious York Mills and Bayview Neighbourhood! ----This exceptional south-facing home is situated on a premium 75-foot lot on coveted Heathcote Avenue. Offering approximately 5,750 sq. ft. above grade plus a fully finished walkout basement-over 8,000 sq. ft. of total living space. ----- Beautifully appointed with outstanding attention to detail, sophisticated design, and high-end finishes throughout. The grand foyer opens to elegant living and formal dining areas, while the spacious family room and breakfast area flow seamlessly into the gourmet kitchen, complete with an oversized centre island and top-of-the-line appliances. Large windows overlook the beautifully landscaped and exceptionally private backyard oasis with an expansive deck and mature trees. The luxurious Master suite features a generously sized ensuite and walk-in closet. Four additional bedrooms with Ensuite bathrooms provide exceptional comfort and privacy for family and guests. The finished walkout basement is designed for entertaining and extended family living, featuring a spacious recreation room, wet bar, nanny suite, sauna, and wine cellar.An outstanding location within walking distance of Windfields Middle School and York Mills Collegiate, and close to Harrison Public School, Edwards Gardens, the Granite Club, and Post Road. A remarkable opportunity to enjoy luxurious family living in one of Toronto's most prestigious neighbourhoods!

6 Beds ⋅ 8 Baths ⋅ C13674474 MLS® #

Custom-Built, Palatial & Stately Residence in the prestigious York Mills and Bayview Neighbourhood! ----This exceptional south-facing home is situated on a premium 75-foot lot on coveted Heathcote Avenue. Offering approximately 5,750 sq. ft. above grade plus a fully finished walkout basement-over 8,000 sq. ft. of total living space. ----- Beautifully appointed with outstanding attention to detail, sophisticated design, and high-end finishes throughout. The grand foyer opens to elegant living and formal dining areas, while the spacious family room and breakfast area flow seamlessly into the gourmet kitchen, complete with an oversized centre island and top-of-the-line appliances. Large windows overlook the beautifully landscaped and exceptionally private backyard oasis with an expansive deck and mature trees. The luxurious Master suite features a generously sized ensuite and walk-in closet. Four additional bedrooms with Ensuite bathrooms provide exceptional comfort and privacy for family and guests. The finished walkout basement is designed for entertaining and extended family living, featuring a spacious recreation room, wet bar, nanny suite, sauna, and wine cellar.An outstanding location within walking distance of Windfields Middle School and York Mills Collegiate, and close to Harrison Public School, Edwards Gardens, the Granite Club, and Post Road. A remarkable opportunity to enjoy luxurious family living in one of Toronto's most prestigious neighbourhoods!

18 Heathcote Avenue, Toronto

Listing courtesy of RE/MAX ATRIUM HOME REALTY.

$5,498,000

A Truly Iconic Balsam Lake Landmark Estate. Rarely does a property of this magnitude, legacy, and architectural pedigree come to market. Welcome to a once-in-a-lifetime luxury compound commanding unparalleled views across Balsam Lake-the highest, most sought-after body of water on the Trent-Severn Waterway. Offering an extraordinary1060 feet of waterfront and 360-degree panoramic vantage point, this estate represents the absolute pinnacle of luxury lakefront living. The professionally landscaped grounds feature pathways winding through mature trees and stone terraces. The compound comprises three structures with a grandfathered footprint virtually impossible to replicate today. The main cottage stands as a sprawling two-storey architectural retreat, accompanied by an impeccably finished, oversized 3-car garage with a massive storage loft. Completing the estate is a grandfathered wet-slip boathouse with a power lift for a 30-foot boat, topped with a spectacular, covered upper-level entertainment deck. Inside, the residence spans 6 bedrooms and 6washrooms, balancing timeless warmth with high-end design. Exceptional craftsmanship shines through rich old-growth oak floors, soaring coffered ceilings, and custom trim. The great room is anchored by a stately floor-to-ceiling fieldstone fireplace designed for unforgettable family gatherings. For wellness, a world-class lakeside indoor spa features a hot tub and custom sauna framed by unobstructed lake views and an ambient fireplace. Culinary experiences await in the chef's kitchen and dining area, featuring premium finishes and framing massive "big lake" views. This property is a generational masterwork-a rare triumph of architecture, position, and legal privilege offering an elite lifestyle reserved for those who demand nothing less than the absolute finest lakefront estate in the Kawarthas.

6 Beds ⋅ 6 Baths ⋅ X14126670 MLS® #

A Truly Iconic Balsam Lake Landmark Estate. Rarely does a property of this magnitude, legacy, and architectural pedigree come to market. Welcome to a once-in-a-lifetime luxury compound commanding unparalleled views across Balsam Lake-the highest, most sought-after body of water on the Trent-Severn Waterway. Offering an extraordinary1060 feet of waterfront and 360-degree panoramic vantage point, this estate represents the absolute pinnacle of luxury lakefront living. The professionally landscaped grounds feature pathways winding through mature trees and stone terraces. The compound comprises three structures with a grandfathered footprint virtually impossible to replicate today. The main cottage stands as a sprawling two-storey architectural retreat, accompanied by an impeccably finished, oversized 3-car garage with a massive storage loft. Completing the estate is a grandfathered wet-slip boathouse with a power lift for a 30-foot boat, topped with a spectacular, covered upper-level entertainment deck. Inside, the residence spans 6 bedrooms and 6washrooms, balancing timeless warmth with high-end design. Exceptional craftsmanship shines through rich old-growth oak floors, soaring coffered ceilings, and custom trim. The great room is anchored by a stately floor-to-ceiling fieldstone fireplace designed for unforgettable family gatherings. For wellness, a world-class lakeside indoor spa features a hot tub and custom sauna framed by unobstructed lake views and an ambient fireplace. Culinary experiences await in the chef's kitchen and dining area, featuring premium finishes and framing massive "big lake" views. This property is a generational masterwork-a rare triumph of architecture, position, and legal privilege offering an elite lifestyle reserved for those who demand nothing less than the absolute finest lakefront estate in the Kawarthas.

27 STAR Road, Kawartha Lakes

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$5,498,000

Set on a quiet, tree-lined cul-de-sac in one of Upper Leaside's most sought-after enclaves, this stunning custom residence offers more than 6,100 square feet of luxurious living space. This beautiful home sits on an oversized pie shaped lot that widens to 80 feet at the back. Designed with both elegance and functionality in mind, this exceptional home delivers an elevated lifestyle in a truly remarkable setting. A grand 12-foot solid mahogany door opens to a light-filled interior featuring soaring 11.5-foot ceilings and expansive windows that bring the outdoors in. The chef-inspired kitchen is complemented by a fully equipped dirty kitchen, providing the perfect balance of beauty and practicality for everyday living and effortless entertaining. Seamlessly connected to the family room and overlooking the resort-style backyard, this space is truly the heart of the home. Relax by the family room fireplace or step outside to the covered outdoor lounge, where a second fireplace creates the perfect backdrop for summer evenings with family and friends. The private backyard feels like a luxury retreat, complete with a saltwater pool and waterfall, outdoor kitchenette, fire pit, generous seating areas, and serene views of the surrounding greenery. The primary suite serves as a private sanctuary, complete with a spa-inspired ensuite, an expansive walk-in closet, a stylish minibar, and a generous private balcony overlooking the lush surroundings, creating the perfect place to unwind and recharge. Designed with entertainment and wellness in mind, the lower level offers high ceilings, a fully soundproofed cinema, a dry sauna, a sophisticated bar, and a sprawling recreation room, creating the ultimate space for hosting guests and enjoying time with family and friends. Every detail of this exceptional home has been carefully considered to deliver a sophisticated yet welcoming lifestyle.

5 Beds ⋅ 6 Baths ⋅ C13754206 MLS® #

Set on a quiet, tree-lined cul-de-sac in one of Upper Leaside's most sought-after enclaves, this stunning custom residence offers more than 6,100 square feet of luxurious living space. This beautiful home sits on an oversized pie shaped lot that widens to 80 feet at the back. Designed with both elegance and functionality in mind, this exceptional home delivers an elevated lifestyle in a truly remarkable setting. A grand 12-foot solid mahogany door opens to a light-filled interior featuring soaring 11.5-foot ceilings and expansive windows that bring the outdoors in. The chef-inspired kitchen is complemented by a fully equipped dirty kitchen, providing the perfect balance of beauty and practicality for everyday living and effortless entertaining. Seamlessly connected to the family room and overlooking the resort-style backyard, this space is truly the heart of the home. Relax by the family room fireplace or step outside to the covered outdoor lounge, where a second fireplace creates the perfect backdrop for summer evenings with family and friends. The private backyard feels like a luxury retreat, complete with a saltwater pool and waterfall, outdoor kitchenette, fire pit, generous seating areas, and serene views of the surrounding greenery. The primary suite serves as a private sanctuary, complete with a spa-inspired ensuite, an expansive walk-in closet, a stylish minibar, and a generous private balcony overlooking the lush surroundings, creating the perfect place to unwind and recharge. Designed with entertainment and wellness in mind, the lower level offers high ceilings, a fully soundproofed cinema, a dry sauna, a sophisticated bar, and a sprawling recreation room, creating the ultimate space for hosting guests and enjoying time with family and friends. Every detail of this exceptional home has been carefully considered to deliver a sophisticated yet welcoming lifestyle.

77 Walder Avenue, Toronto

Listing courtesy of RIGHT AT HOME REALTY.

$5,495,000

Windfields Park feels like an extension of your backyard at this classic red-brick Georgian-inspired luxury family home in Bayview & York Mills. Set on a rare 84' x 125' lot in Banbury/Denlow, 6 Penwood Crescent combines timeless architecture, exceptional scale and remarkable privacy with beautiful park and sunset views. Offering approx. 4,500 Sq. Ft. above grade plus a finished walkout lower level that sits at grade and lives like a true third level, the home has been thoughtfully renovated and improved over the years by the current owners. Inside are 5+1 bedrooms, 7 baths, oversized principal rooms, a renovated eat-in kitchen with centre island and premium appliances, and a spacious family room overlooking the park. Multiple walkouts connect the interiors to generous outdoor entertaining spaces, mature landscaping and an inground pool. Traditional architectural details include custom millwork, panelled walls, mouldings, built-ins, beamed ceilings and a graceful curved staircase. The private principal suite is a serene retreat with tranquil park views, a generous walk-in dressing room/closet with built-in organizers and a spa-inspired 8-piece ensuite with heated marble floors, dual vanities, whirlpool tub and separate glass shower. The at-grade lower level is ideal for entertaining, guests or extended family, with a recreation room, wet bar, cedar wine cellar, sauna and an exercise room easily used as a sixth bedroom or nanny's quarters. Two-zone HVAC, a double built-in garage and private drive complete the home. Minutes to Denlow P.S., Windfields Middle School, York Mills Collegiate, Bayview Glen School, Crescent School, the Granite Club, Donalda Club, parks, Shops at Don Mills, Bayview Village and convenient Hwy 401/DVP access. A rare Toronto luxury home where classic Georgian character, family-friendly space and an extraordinary park setting come together.

6 Beds ⋅ 7 Baths ⋅ C14093382 MLS® #

Windfields Park feels like an extension of your backyard at this classic red-brick Georgian-inspired luxury family home in Bayview & York Mills. Set on a rare 84' x 125' lot in Banbury/Denlow, 6 Penwood Crescent combines timeless architecture, exceptional scale and remarkable privacy with beautiful park and sunset views. Offering approx. 4,500 Sq. Ft. above grade plus a finished walkout lower level that sits at grade and lives like a true third level, the home has been thoughtfully renovated and improved over the years by the current owners. Inside are 5+1 bedrooms, 7 baths, oversized principal rooms, a renovated eat-in kitchen with centre island and premium appliances, and a spacious family room overlooking the park. Multiple walkouts connect the interiors to generous outdoor entertaining spaces, mature landscaping and an inground pool. Traditional architectural details include custom millwork, panelled walls, mouldings, built-ins, beamed ceilings and a graceful curved staircase. The private principal suite is a serene retreat with tranquil park views, a generous walk-in dressing room/closet with built-in organizers and a spa-inspired 8-piece ensuite with heated marble floors, dual vanities, whirlpool tub and separate glass shower. The at-grade lower level is ideal for entertaining, guests or extended family, with a recreation room, wet bar, cedar wine cellar, sauna and an exercise room easily used as a sixth bedroom or nanny's quarters. Two-zone HVAC, a double built-in garage and private drive complete the home. Minutes to Denlow P.S., Windfields Middle School, York Mills Collegiate, Bayview Glen School, Crescent School, the Granite Club, Donalda Club, parks, Shops at Don Mills, Bayview Village and convenient Hwy 401/DVP access. A rare Toronto luxury home where classic Georgian character, family-friendly space and an extraordinary park setting come together.

6 Penwood Crescent, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$5,495,000

Welcome to 105 Roxborough Street East - a Grand Dame of South Rosedale and a rare opportunity to own one of the neighbourhood's magnificent early 1900s residences. Set on an exceptional 50' x 145' south-facing lot with sweeping city skyline views, this handsome red-brick home has the scale, presence & proportions of another era - and is absolutely flooded with sunlight throughout the day. From the moment you enter, the grandeur is undeniable. Soaring 10' ceilings on the main floor, 9' on the second & over 8' on the third. Incredible principal rooms. Beautiful original character. A gracious centre hall plan and the width that only a 50' lot can provide. Outside, a private drive leads to an unusually large 2-car garage at the rear - another Rosedale rarity. Move in & enjoy this wonderful home as it is, or reimagine it into an extraordinary residence for the next generation. The bones, scale, lot & location are all here.And the history! 105 Roxborough was once home to Lt.-Col. Arthur Godfrey Peuchen, prominent Toronto businessman, yachtsman & Titanic survivor, who crossed the Atlantic some 40 times and escaped the Titanic by climbing down a rope into Lifeboat No. 6. He spent his final days at this very address. All of this in one of South Rosedale's most coveted pockets - walk to Yonge Street, Rosedale subway, Branksome Hall, Rosedale Jr PS, shops, restaurants & neighbourhood favourites. A magnificent house with a fascinating past, incredible presence & an even more exciting future. This is the kind of Rosedale opportunity that simply cannot be recreated.

6 Beds ⋅ 5 Baths ⋅ C13820618 MLS® #

Welcome to 105 Roxborough Street East - a Grand Dame of South Rosedale and a rare opportunity to own one of the neighbourhood's magnificent early 1900s residences. Set on an exceptional 50' x 145' south-facing lot with sweeping city skyline views, this handsome red-brick home has the scale, presence & proportions of another era - and is absolutely flooded with sunlight throughout the day. From the moment you enter, the grandeur is undeniable. Soaring 10' ceilings on the main floor, 9' on the second & over 8' on the third. Incredible principal rooms. Beautiful original character. A gracious centre hall plan and the width that only a 50' lot can provide. Outside, a private drive leads to an unusually large 2-car garage at the rear - another Rosedale rarity. Move in & enjoy this wonderful home as it is, or reimagine it into an extraordinary residence for the next generation. The bones, scale, lot & location are all here.And the history! 105 Roxborough was once home to Lt.-Col. Arthur Godfrey Peuchen, prominent Toronto businessman, yachtsman & Titanic survivor, who crossed the Atlantic some 40 times and escaped the Titanic by climbing down a rope into Lifeboat No. 6. He spent his final days at this very address. All of this in one of South Rosedale's most coveted pockets - walk to Yonge Street, Rosedale subway, Branksome Hall, Rosedale Jr PS, shops, restaurants & neighbourhood favourites. A magnificent house with a fascinating past, incredible presence & an even more exciting future. This is the kind of Rosedale opportunity that simply cannot be recreated.

105 Roxborough Street E, Toronto

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE.

$5,495,000

Set discreetly behind a wall of mature hedges, this grand Rosedale residence occupies a remarkable bright corner lot, its width and setting allowing for a scale and presence rarely found. Manicured front gardens feel like the pages of a magazine and introduce a home where beautiful proportions, original character and thoughtful renovation come together effortlessly. The expansive main floor retains the elegance of formal living and dining rooms + a grand foyer, while a renovated kitchen opens to a generous family room with coffered ceilings and oversized character windows. A private office like a sun room and substantial mudroom with exceptional floor-to-ceiling storage and a separate side entrance offering a natural connection to the lower level nanny suite. The completely reconfigured and beautifully renovated second floor is devoted to two impressive bedroom suites. The primary is particularly exceptional, with a beautifully scaled ensuite and steam shower and dream walk-in closet. Two additional bedrooms occupy the third floor alongside a second laundry area, and a relaxed family room, an ideal space for children, guests or potential fifth bedroom. Outside, the property becomes its own private world. Lush gardens surround a saltwater pool with waterfall, outdoor kitchen, stone terrace and covered, heated pergola with outdoor fireplace and television, creating a backyard designed to be lived in from spring through fall. A private driveway accommodates 2+ cars, while the garage offers parking for up to 3 with the existing lift. Generous in proportion yet remarkably private, this is a Rosedale home of exceptional space and presence, both inside and out.

6 Beds ⋅ 5 Baths ⋅ C13753998 MLS® #

Set discreetly behind a wall of mature hedges, this grand Rosedale residence occupies a remarkable bright corner lot, its width and setting allowing for a scale and presence rarely found. Manicured front gardens feel like the pages of a magazine and introduce a home where beautiful proportions, original character and thoughtful renovation come together effortlessly. The expansive main floor retains the elegance of formal living and dining rooms + a grand foyer, while a renovated kitchen opens to a generous family room with coffered ceilings and oversized character windows. A private office like a sun room and substantial mudroom with exceptional floor-to-ceiling storage and a separate side entrance offering a natural connection to the lower level nanny suite. The completely reconfigured and beautifully renovated second floor is devoted to two impressive bedroom suites. The primary is particularly exceptional, with a beautifully scaled ensuite and steam shower and dream walk-in closet. Two additional bedrooms occupy the third floor alongside a second laundry area, and a relaxed family room, an ideal space for children, guests or potential fifth bedroom. Outside, the property becomes its own private world. Lush gardens surround a saltwater pool with waterfall, outdoor kitchen, stone terrace and covered, heated pergola with outdoor fireplace and television, creating a backyard designed to be lived in from spring through fall. A private driveway accommodates 2+ cars, while the garage offers parking for up to 3 with the existing lift. Generous in proportion yet remarkably private, this is a Rosedale home of exceptional space and presence, both inside and out.

43 Maple Avenue, Toronto

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM.

$5,490,000

Sleek Luxurious 5 Bedroom 3-Storey architectural masterpiece, located in the exclusive Forest Hill South. Experience contemporary living in this newly built 5 bedroom, 3-story modern masterpiece, nestled in the coveted Forest Hill South community. This sleek and sophisticated home offers 5 spacious bedrooms, a private balcony, and an elevator for effortless access across all 4 levels. The bright, finished walk-up basement adds additional living space, perfect for entertaining or relaxation. Step inside to a striking open-concept layout with soaring 28 ft ceilings, floor-to-ceiling windows, and clean, modern lines that fill the space with natural light. Luxurious finishes and high-end materials are showcased throughout, complemented by spacious rooms. Located near elite private schools (BSS, UCC, FHPS, FHCI), Forest Hill South offers both modern living and convenience with its proximity to upscale shopping, fine dining, and cultural attractions. Embrace the ultimate in modern luxury living with this exceptional home! Heated Driveway, Basement & Washrooms, Steam Room in Master Shower & Lots lots more!!

6 Beds ⋅ 6 Baths ⋅ C13816852 MLS® #

Sleek Luxurious 5 Bedroom 3-Storey architectural masterpiece, located in the exclusive Forest Hill South. Experience contemporary living in this newly built 5 bedroom, 3-story modern masterpiece, nestled in the coveted Forest Hill South community. This sleek and sophisticated home offers 5 spacious bedrooms, a private balcony, and an elevator for effortless access across all 4 levels. The bright, finished walk-up basement adds additional living space, perfect for entertaining or relaxation. Step inside to a striking open-concept layout with soaring 28 ft ceilings, floor-to-ceiling windows, and clean, modern lines that fill the space with natural light. Luxurious finishes and high-end materials are showcased throughout, complemented by spacious rooms. Located near elite private schools (BSS, UCC, FHPS, FHCI), Forest Hill South offers both modern living and convenience with its proximity to upscale shopping, fine dining, and cultural attractions. Embrace the ultimate in modern luxury living with this exceptional home! Heated Driveway, Basement & Washrooms, Steam Room in Master Shower & Lots lots more!!

69 Elderwood Drive, Toronto

Listing courtesy of SUTTON GROUP-ADMIRAL REALTY INC..

$5,489,900

Set in the Bridle Path, Sunnybrook and York Mills area, this elegant family residence offers over 7,500 square feet of beautifully finished living space, totally renovated by Sbane Baghai. A classic contemporary finish runs throughout, with freshly refinished red oak hardwood floors and a calm, timeless feel in every room. The main floor (5,721 Sq. Ft.) is made for both family life and entertaining. The dining room, chef's kitchen, family room and a large separate room, ideal as a library or private office, all walk out on the deck and pool. Upstairs, five bedrooms each have their own ensuite or semi ensuite, including a luxurious primary suite with a distinctive marble en-suite, steam shower and an exceptionally large walk-in closet. Laundry is on both the main and second floors. The lower level is a true retreat, with a theatre room, a second kitchen, nanny's suite, cedar sauna and wine cellar. Outside, enjoy the beautiful pool and hot tub. The kitchen is fitted with Sub Zero, Bosch and Brigade appliances. A double car garage and a private drive for eight more cars make hosting effortless. Golf enthusiasts will appreciate the setting: the Granite club is a four minute drive and Rosedale Golf Club is eight minutes away. Excellent public schools are close by, including Owen Public School, St. Andrew's Middle School and York Mills Collegiate Institute. A rare opportunity to own a spacious, move in ready home in one of Toronto's most ought after enclaves.

6 Beds ⋅ 6 Baths ⋅ C14122840 MLS® #

Set in the Bridle Path, Sunnybrook and York Mills area, this elegant family residence offers over 7,500 square feet of beautifully finished living space, totally renovated by Sbane Baghai. A classic contemporary finish runs throughout, with freshly refinished red oak hardwood floors and a calm, timeless feel in every room. The main floor (5,721 Sq. Ft.) is made for both family life and entertaining. The dining room, chef's kitchen, family room and a large separate room, ideal as a library or private office, all walk out on the deck and pool. Upstairs, five bedrooms each have their own ensuite or semi ensuite, including a luxurious primary suite with a distinctive marble en-suite, steam shower and an exceptionally large walk-in closet. Laundry is on both the main and second floors. The lower level is a true retreat, with a theatre room, a second kitchen, nanny's suite, cedar sauna and wine cellar. Outside, enjoy the beautiful pool and hot tub. The kitchen is fitted with Sub Zero, Bosch and Brigade appliances. A double car garage and a private drive for eight more cars make hosting effortless. Golf enthusiasts will appreciate the setting: the Granite club is a four minute drive and Rosedale Golf Club is eight minutes away. Excellent public schools are close by, including Owen Public School, St. Andrew's Middle School and York Mills Collegiate Institute. A rare opportunity to own a spacious, move in ready home in one of Toronto's most ought after enclaves.

11 York Road, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$5,488,888

Welcome To 50 Sheldrake Boulevard, A Rare Custom-Built Residence In Coveted Sherwood Park, Offered For Sale By Its Original Owner For The First Time. Set On A Premium Nearly 50' Corner Lot At The End Of A Quiet Cul-De-Sac, This Exceptional Home Offers Nearly 4,400 Sq. Ft. Of Beautifully Finished Living Space In The Heart Of Midtown Toronto. Thoughtfully Designed And Built With Exceptional Attention To Detail, The Home Features Soaring Ceilings, Expansive Windows, Custom Millwork, Wainscoting, Coffered Ceilings, Wide-Plank Ebony Hardwood And Heated Floors Throughout. The Stunning Custom Kitchen Is Anchored By An Oversized Island And Features Bespoke Cabinetry, Premium Wolf, Sub-Zero, And Asko Appliances, A Walk-In Pantry And Beautiful Stone Finishes. A Bright Breakfast Area Overlooks The Landscaped Grounds, While The Family Room Offers A Fireplace, Paneled Ceilings And French Doors To The Private Yard. Upstairs, The Vaulted Primary Retreat Includes A Large Custom Walk-In Closet And Spa-Inspired Ensuite With Heated Floors, A Full Make Up Area and Vanity And An Oversized Walk-In Shower. Three Spacious Additional Bedrooms And Second-Floor Laundry Complete The Level. The Finished Lower Level Offers A Recreation Room, Surround-Sound Theatre, 300-Bottle Custom Wine Cellar, Fifth Bedroom, Full Bathroom, Second Laundry And Heated Floors. Professionally Landscaped Grounds, Extensive Stonework, Fully Operational Back Up Power Generator, Cedar Roof, Copper Flashings And A Mahogany Front Door Further Reflect The Quality Of This One-Owner Home. A Truly Special Custom Residence In One Of Midtown Toronto's Most Established Neighbourhoods-Quietly Tucked Away Yet Moments From Yonge Street, Avenue Road, Parks, Top Rated Schools, Shops, Countless Restaurants And Transit. A Special Home In An Exceptional Midtown Setting-Built Once, Owned Once, And Now Offered For The First Time.

5 Beds ⋅ 5 Baths ⋅ C13871540 MLS® #

Welcome To 50 Sheldrake Boulevard, A Rare Custom-Built Residence In Coveted Sherwood Park, Offered For Sale By Its Original Owner For The First Time. Set On A Premium Nearly 50' Corner Lot At The End Of A Quiet Cul-De-Sac, This Exceptional Home Offers Nearly 4,400 Sq. Ft. Of Beautifully Finished Living Space In The Heart Of Midtown Toronto. Thoughtfully Designed And Built With Exceptional Attention To Detail, The Home Features Soaring Ceilings, Expansive Windows, Custom Millwork, Wainscoting, Coffered Ceilings, Wide-Plank Ebony Hardwood And Heated Floors Throughout. The Stunning Custom Kitchen Is Anchored By An Oversized Island And Features Bespoke Cabinetry, Premium Wolf, Sub-Zero, And Asko Appliances, A Walk-In Pantry And Beautiful Stone Finishes. A Bright Breakfast Area Overlooks The Landscaped Grounds, While The Family Room Offers A Fireplace, Paneled Ceilings And French Doors To The Private Yard. Upstairs, The Vaulted Primary Retreat Includes A Large Custom Walk-In Closet And Spa-Inspired Ensuite With Heated Floors, A Full Make Up Area and Vanity And An Oversized Walk-In Shower. Three Spacious Additional Bedrooms And Second-Floor Laundry Complete The Level. The Finished Lower Level Offers A Recreation Room, Surround-Sound Theatre, 300-Bottle Custom Wine Cellar, Fifth Bedroom, Full Bathroom, Second Laundry And Heated Floors. Professionally Landscaped Grounds, Extensive Stonework, Fully Operational Back Up Power Generator, Cedar Roof, Copper Flashings And A Mahogany Front Door Further Reflect The Quality Of This One-Owner Home. A Truly Special Custom Residence In One Of Midtown Toronto's Most Established Neighbourhoods-Quietly Tucked Away Yet Moments From Yonge Street, Avenue Road, Parks, Top Rated Schools, Shops, Countless Restaurants And Transit. A Special Home In An Exceptional Midtown Setting-Built Once, Owned Once, And Now Offered For The First Time.

50 Sheldrake Boulevard, Toronto

Listing courtesy of WISE GROUP REALTY.

$5,480,000

Welcome to Villa Lunaire, an exquisitely renovated residence where timeless sophistication meets resort-inspired living. Set on an extraordinary 60' x 267' private lot, this remarkable estate offers nearly 7,000 sq. ft. of beautifully appointed living space designed for elegant entertaining and exceptional everyday living.Sun-filled principal rooms, professionally curated interiors by Qummunicate, and impeccable craftsmanship create a refined yet inviting atmosphere. The designer kitchen, renovated in 2022, features premium Fisher & Paykel, Bosch, KitchenAid and Marvel appliances, seamlessly connecting to expansive living spaces that overlook the spectacular backyard.Outside, discover a private retreat inspired by the world's finest resorts. A heated 18' x 36' saltwater pool, built-in hot tub, composite entertainment deck, cabana with granite countertop and sink, extensive stone landscaping, landscape lighting, and multiple outdoor entertaining areas create an unforgettable setting for relaxing or hosting beneath the stars.The home offers five spacious bedrooms plus a lower-level guest or nanny suite, 5+2 bathrooms, an attached private two-car garage, and an impressive collection of modern conveniences including Sonos whole-home audio, Lutron smart lighting, comprehensive security systems, a Generac whole-home backup generator, EV charging pre-wire, and numerous recent mechanical updates.Ideally located just moments from Bayview Village, the TTC subway, Crescent School, Toronto French School, Crestwood Preparatory College, Bayview Glen, The Granite Club and Donalda Club, Villa Lunaire offers an exceptional balance of privacy, prestige, and convenience.

5 Beds ⋅ 7 Baths ⋅ C13530700 MLS® #

Welcome to Villa Lunaire, an exquisitely renovated residence where timeless sophistication meets resort-inspired living. Set on an extraordinary 60' x 267' private lot, this remarkable estate offers nearly 7,000 sq. ft. of beautifully appointed living space designed for elegant entertaining and exceptional everyday living.Sun-filled principal rooms, professionally curated interiors by Qummunicate, and impeccable craftsmanship create a refined yet inviting atmosphere. The designer kitchen, renovated in 2022, features premium Fisher & Paykel, Bosch, KitchenAid and Marvel appliances, seamlessly connecting to expansive living spaces that overlook the spectacular backyard.Outside, discover a private retreat inspired by the world's finest resorts. A heated 18' x 36' saltwater pool, built-in hot tub, composite entertainment deck, cabana with granite countertop and sink, extensive stone landscaping, landscape lighting, and multiple outdoor entertaining areas create an unforgettable setting for relaxing or hosting beneath the stars.The home offers five spacious bedrooms plus a lower-level guest or nanny suite, 5+2 bathrooms, an attached private two-car garage, and an impressive collection of modern conveniences including Sonos whole-home audio, Lutron smart lighting, comprehensive security systems, a Generac whole-home backup generator, EV charging pre-wire, and numerous recent mechanical updates.Ideally located just moments from Bayview Village, the TTC subway, Crescent School, Toronto French School, Crestwood Preparatory College, Bayview Glen, The Granite Club and Donalda Club, Villa Lunaire offers an exceptional balance of privacy, prestige, and convenience.

75 Truman Road, Toronto

Listing courtesy of HAMMOND INTERNATIONAL PROPERTIES LIMITED.

$5,475,000

A truly exceptional and rarely offered residence in the heart of prestigious Yonge & St. Clair. Purchased during construction, the current owners secured two grand suites spanning half of the entire 10th sub-penthouse level of this luxury building. Expertly combined and customized, the result is an unparalleled home in the sky offering 5,550 SF of living space. Designed to comfortably accommodate family life, this remarkable residence features 4 generous bedrooms, 7 washrooms, a family room, spacious home office, versatile games/music room, full laundry room and abundant storage throughout. Expansive principal rooms provide an extraordinary setting for entertaining, allowing large gatherings to be hosted with ease. A thoughtfully designed split-bedroom layout offers two luxurious primary suites, each complete with separate his-and-hers walk-in closets and ensuite washrooms. Additional bedrooms are positioned in each wing, providing ideal privacy and flexibility for family members or guests. Floor-to-ceiling windows and multiple walkouts bring in natural light and showcase south, east and north exposures. Offering a level of privacy seldom found in condominium living, this special residence serves as a discreet urban retreat. Included are 4 parking spaces and 2 private locker rooms conveniently located beside the elevator. Residents enjoy amenities including a 24-hour concierge, indoor pool, exercise room, party room, courtyard with BBQs and ample visitor parking. Quietly tucked away on sought-after Delisle Avenue, just steps from the vibrant shops, restaurants, parks, walking trails and transit of Yonge & St. Clair, this premium midtown location offers effortless access downtown and out of town. Rarely does a condominium residence offer this combination of scale, comfort, privacy and location. An extraordinary opportunity to own a remarkable home balancing sophisticated entertaining with exceptional everyday living.

6 Beds ⋅ 7 Baths ⋅ C13797140 MLS® #

A truly exceptional and rarely offered residence in the heart of prestigious Yonge & St. Clair. Purchased during construction, the current owners secured two grand suites spanning half of the entire 10th sub-penthouse level of this luxury building. Expertly combined and customized, the result is an unparalleled home in the sky offering 5,550 SF of living space. Designed to comfortably accommodate family life, this remarkable residence features 4 generous bedrooms, 7 washrooms, a family room, spacious home office, versatile games/music room, full laundry room and abundant storage throughout. Expansive principal rooms provide an extraordinary setting for entertaining, allowing large gatherings to be hosted with ease. A thoughtfully designed split-bedroom layout offers two luxurious primary suites, each complete with separate his-and-hers walk-in closets and ensuite washrooms. Additional bedrooms are positioned in each wing, providing ideal privacy and flexibility for family members or guests. Floor-to-ceiling windows and multiple walkouts bring in natural light and showcase south, east and north exposures. Offering a level of privacy seldom found in condominium living, this special residence serves as a discreet urban retreat. Included are 4 parking spaces and 2 private locker rooms conveniently located beside the elevator. Residents enjoy amenities including a 24-hour concierge, indoor pool, exercise room, party room, courtyard with BBQs and ample visitor parking. Quietly tucked away on sought-after Delisle Avenue, just steps from the vibrant shops, restaurants, parks, walking trails and transit of Yonge & St. Clair, this premium midtown location offers effortless access downtown and out of town. Rarely does a condominium residence offer this combination of scale, comfort, privacy and location. An extraordinary opportunity to own a remarkable home balancing sophisticated entertaining with exceptional everyday living.

33 Delisle Avenue Unit 1004, Toronto

Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY.

$5,450,000

Welcome to an extraordinary residence in the heart of prestigious Lytton Park, one of Toronto's most coveted and distinguished luxury neighbourhoods. Masterfully designed with impeccable craftsmanship and exceptional attention to detail, this magnificent home showcases timeless architecture, elegant finishes, and sophisticated living spaces tailored for modern family living. From the grand principal rooms and soaring ceilings to the thoughtfully designed layout, every element reflects a commitment to luxury, comfort, and functionality. The impressive 11-foot ceilings on the main level create an extraordinary sense of openness and grandeur, enhancing both natural light and everyday living. Expansive windows flood the home with sunlight, while designer finishes, premium materials, and beautifully appointed living and entertaining spaces create an atmosphere of refined elegance throughout.Situated on a quiet, tree-lined boulevard surrounded by grand custom homes, this exceptional property offers an unparalleled lifestyle in one of Midtown Toronto's most desirable enclaves. Residents enjoy convenient access to Avenue Road, Yonge Street, upscale boutiques, fine dining, private clubs, and an abundance of parks and recreational amenities. Ideally positioned within Toronto's premier educational corridor, the home is just minutes from many of the city's most prestigious independent schools and is also served by highly regarded public schools. This exceptional location offers families access to outstanding educational opportunities, making it one of the most sought-after neighbourhoods for those who value academic excellence and long-term community appeal. Combining an irreplaceable location, outstanding school access, and exquisite design, this remarkable residence presents a rare opportunity to enjoy luxury living in a neighbourhood renowned for its prestige, exclusivity, and enduring value.

5 Beds ⋅ 6 Baths ⋅ C13839996 MLS® #

Welcome to an extraordinary residence in the heart of prestigious Lytton Park, one of Toronto's most coveted and distinguished luxury neighbourhoods. Masterfully designed with impeccable craftsmanship and exceptional attention to detail, this magnificent home showcases timeless architecture, elegant finishes, and sophisticated living spaces tailored for modern family living. From the grand principal rooms and soaring ceilings to the thoughtfully designed layout, every element reflects a commitment to luxury, comfort, and functionality. The impressive 11-foot ceilings on the main level create an extraordinary sense of openness and grandeur, enhancing both natural light and everyday living. Expansive windows flood the home with sunlight, while designer finishes, premium materials, and beautifully appointed living and entertaining spaces create an atmosphere of refined elegance throughout.Situated on a quiet, tree-lined boulevard surrounded by grand custom homes, this exceptional property offers an unparalleled lifestyle in one of Midtown Toronto's most desirable enclaves. Residents enjoy convenient access to Avenue Road, Yonge Street, upscale boutiques, fine dining, private clubs, and an abundance of parks and recreational amenities. Ideally positioned within Toronto's premier educational corridor, the home is just minutes from many of the city's most prestigious independent schools and is also served by highly regarded public schools. This exceptional location offers families access to outstanding educational opportunities, making it one of the most sought-after neighbourhoods for those who value academic excellence and long-term community appeal. Combining an irreplaceable location, outstanding school access, and exquisite design, this remarkable residence presents a rare opportunity to enjoy luxury living in a neighbourhood renowned for its prestige, exclusivity, and enduring value.

119 Strathallan Boulevard, Toronto

Listing courtesy of HC REALTY GROUP INC..

$5,395,000

A Rare Summerhill Residence Where Design, Space & Location Come Together. Welcome to 81 Macpherson Avenue, an exceptional 3-storey detached home offering approximately 2,500 sq. ft. plus a finished lower level in one of Toronto's most coveted neighbourhoods.Thoughtfully designed for sophisticated city living, this 4+1 bedroom, 3.5 bathroom residence combines contemporary style, exceptional functionality and true turnkey comfort. Large windows and skylights flood the home with natural light, creating bright, airy interiors throughout. All mechanical systems have been upgraded, offering added comfort and peace of mind.The beautifully appointed kitchen features a Sub-Zero integrated fridge/freezer, Wolf 6-burner gas range, Dacor stainless steel built-in wall oven and Wolf built-in microwave, and flows seamlessly into the living spaces and private rear outdoor space. A standout feature is the heated rear patio, providing a snow-free connection from the garage to the house, an incredible convenience during Toronto winters. Upstairs, generously proportioned bedrooms offer privacy and comfort, with heated floors in both upper-level bathrooms. Crowning the home is a spectacular rooftop terrace with stunning views of the downtown Toronto skyline, perfect for entertaining or relaxing above the city. The finished lower level provides flexible space for guests, a home office, gym and or a recreation room. The rare double garage features in-floor radiant heating (separate system), an epoxy-finished floor, skylight and adjoining cabana, adding another level of year-round comfort and functionality. Set in the heart of Summerhill, steps to Yonge Street shops, restaurants and cafés, Summerhill subway station and minutes to Rosedale, Yorkville and downtown Toronto. Space, light, luxury and location-experience Summerhill living at its best. Book your private showing of 81 Macpherson Avenue today. See List of Inclusions for All the Upgrades.

5 Beds ⋅ 4 Baths ⋅ C13840266 MLS® #

A Rare Summerhill Residence Where Design, Space & Location Come Together. Welcome to 81 Macpherson Avenue, an exceptional 3-storey detached home offering approximately 2,500 sq. ft. plus a finished lower level in one of Toronto's most coveted neighbourhoods.Thoughtfully designed for sophisticated city living, this 4+1 bedroom, 3.5 bathroom residence combines contemporary style, exceptional functionality and true turnkey comfort. Large windows and skylights flood the home with natural light, creating bright, airy interiors throughout. All mechanical systems have been upgraded, offering added comfort and peace of mind.The beautifully appointed kitchen features a Sub-Zero integrated fridge/freezer, Wolf 6-burner gas range, Dacor stainless steel built-in wall oven and Wolf built-in microwave, and flows seamlessly into the living spaces and private rear outdoor space. A standout feature is the heated rear patio, providing a snow-free connection from the garage to the house, an incredible convenience during Toronto winters. Upstairs, generously proportioned bedrooms offer privacy and comfort, with heated floors in both upper-level bathrooms. Crowning the home is a spectacular rooftop terrace with stunning views of the downtown Toronto skyline, perfect for entertaining or relaxing above the city. The finished lower level provides flexible space for guests, a home office, gym and or a recreation room. The rare double garage features in-floor radiant heating (separate system), an epoxy-finished floor, skylight and adjoining cabana, adding another level of year-round comfort and functionality. Set in the heart of Summerhill, steps to Yonge Street shops, restaurants and cafés, Summerhill subway station and minutes to Rosedale, Yorkville and downtown Toronto. Space, light, luxury and location-experience Summerhill living at its best. Book your private showing of 81 Macpherson Avenue today. See List of Inclusions for All the Upgrades.

81 Macpherson Avenue, Toronto

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

183 Wellington Street W Unit 4301, Toronto

$5,395,000

This fully furnished north-west corner residence offers approximately 2590 square feet of refined luxury, thoughtfully curated for effortless, turnkey living. The highly sought-after split two-bedroom layout, complete with a separate family room, provides exceptional privacy and functionality. Floor-to-ceiling windows showcase sweeping sunset views and the architectural beauty of Roy Thomson Hall. The interiors are sophisticated and inviting, featuring rich walnut herringbone flooring and a signature two-sided fireplace anchoring the open concept living and dining space offering Motorized Blinds, Designed for both everyday comfort and entertaining, the chef's kitchen is equipped with quartz countertops, professional-grade Sub-Zero and Wolf appliances, and a Wine-cellar cooling system. The primary suite is a private retreat, complete with a spa-inspired 6-piece marble ensuite and an expansive walk-in closet. Residents enjoy the unparalleled lifestyle of The Ritz-Carlton Residences Toronto, including private residential entrance while maintaining full access to world-class hotel amenities: indoor saltwater pool, hot tub, sauna and steam rooms, dual fitness center, sky lobby with outdoor terrace and BBQ, 24-hour concierge, valet services, in-suite dining, and white-glove delivery of groceries and packages. Two-car parking and locker included. A rare opportunity to lease a fully furnished, turn-key residence offering the highest standard of urban luxury living.

3 Beds ⋅ 3 Baths ⋅ C13791828 MLS® # ⋅ The Ritz Carlton Residences BLDG.

This fully furnished north-west corner residence offers approximately 2590 square feet of refined luxury, thoughtfully curated for effortless, turnkey living. The highly sought-after split two-bedroom layout, complete with a separate family room, provides exceptional privacy and functionality. Floor-to-ceiling windows showcase sweeping sunset views and the architectural beauty of Roy Thomson Hall. The interiors are sophisticated and inviting, featuring rich walnut herringbone flooring and a signature two-sided fireplace anchoring the open concept living and dining space offering Motorized Blinds, Designed for both everyday comfort and entertaining, the chef's kitchen is equipped with quartz countertops, professional-grade Sub-Zero and Wolf appliances, and a Wine-cellar cooling system. The primary suite is a private retreat, complete with a spa-inspired 6-piece marble ensuite and an expansive walk-in closet. Residents enjoy the unparalleled lifestyle of The Ritz-Carlton Residences Toronto, including private residential entrance while maintaining full access to world-class hotel amenities: indoor saltwater pool, hot tub, sauna and steam rooms, dual fitness center, sky lobby with outdoor terrace and BBQ, 24-hour concierge, valet services, in-suite dining, and white-glove delivery of groceries and packages. Two-car parking and locker included. A rare opportunity to lease a fully furnished, turn-key residence offering the highest standard of urban luxury living.

183 Wellington Street W Unit 4301, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

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