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$4,999,000
6 Beds ⋅ 8 Baths ⋅ C13421764 MLS® #
A Masterpiece of Luxury in Prestigious Bayview VillageWith 5+1 bedrooms and 8 spa-inspired baths, this custom-built estate offers over 7,500 sq. ft. of refined elegance on an extraordinary pie-shaped lot, expanding to 80 ft wide. Designed with timeless sophistication and masterful craftsmanship, it represents the pinnacle of modern luxury living.Enter through the grand mahogany solid wood entry to soaring 10-ft ceilings, abundant skylights, and exquisite detailing throughout. A walnut wood library, paneled hallways, and radiant heated floors on all levels highlight the home's unparalleled design.The gourmet chef's kitchen is equipped with premium Miele & Bosch appliances, gas cooktop, upgraded waterline, and seamless integration of style and function. Each bedroom enjoys a private ensuite, while the lavish primary suite defines indulgence.Engineered for ultimate comfort, the home features dual furnaces, ACs, HRVs, and humidifiers. A timeless stone exterior, LED lighting, and generously sized principal rooms complete this extraordinary residence.Set in prestigious Bayview Village, this estate offers unrivalled comfort and sophistication, moments from top-ranked schools, fine amenities, and transit.

3 Sutcliffe Drive, Toronto

Listing courtesy of AVION REALTY INC..

$4,999,000
6 Beds ⋅ 5 Baths ⋅ W13084450 MLS® #
We are saying good-bye to 166 High Park Avenue. The stunning 1891 home of the Heintzman piano makers featured in the book Old Toronto Houses. This residence is now fully restored to surpass its former glory. With carved oak trims, exotic kitchen granite, luxury marble washrooms, slate/solar roof, 360 tower, copper troughs, decks, rare stained-glass windows, chandeliers, 7 fireplaces, solarium, theatre, bar, gym, wine cellar and heated herringbone hardwood floors, its 7-car parking & coach house sit on a 60 X 200 forested lot. Top floor features one of a kind nanny suite with a private entrance and spacious deck. Walking distance to subway station, High Park and Bloor West Village to enjoy all the entertainment and fine dining. Coach House is fully equipped with an alley kitchen and one 3pc bathroom.

166 High Park Avenue, Toronto

Listing courtesy of KINGSWAY REAL ESTATE.

$4,998,000
5 Beds ⋅ 9 Baths ⋅ C13662898 MLS® #
Rare & Architecturally Distinctive Contemporary Residence Set On An Exceptional 0.421-Acre Pie-Shaped Lot, Widening To Approx. 195 Ft At The Rear, On A Quiet Cul-De-Sac. A Truly Unique Structure Of Timeless Beauty, Designed With Remarkable Scale, Natural Light & A Wonderful Sense Of Tranquility. A Dramatic 2-Storey Foyer Introduces Expansive Principal Rooms With Soaring Ceilings, Walls Of Glass & Beautiful Hardwood Floors. The Spectacular 2-Storey Family Room Is The Heart Of The Home, Featuring A Fireplace, Dramatic Floor-To-Ceiling Windows & Captivating Views Of The Pond And Magnificent Park-Like Backyard. Spacious Formal Living & Dining Rooms Offer Elegant Entertaining Spaces, While The Generous Main Kitchen Features Extensive Cabinetry, Centre Island & Bright Breakfast Area. A Second Kitchen With Direct Walkout To The Garden Is Ideal For Entertaining & Indoor-Outdoor Living. The Upper Level Is Highlighted By An Exceptionally Spacious Primary Suite With Fireplace, Expansive Windows, Treed Views & A Large Private Covered Balcony. The Extraordinary Backyard Feels Like A Private Park-A Serene, Zen-Inspired Garden With A Beautiful Pond, Mature Trees, Lush Landscaping & Exceptional Privacy. Expansive Stone Terraces Provide Multiple Areas For Outdoor Dining, Entertaining & Relaxation. A Rare Home With Incredible Energy & Character, Combining Timeless Contemporary Architecture, Dramatic Interior Spaces, Abundant Natural Light And One Of The Most Unique, Peaceful Garden Settings.

5 Abrams Place, Toronto

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES NANCY SAEDI.

$4,998,000
5 Beds ⋅ 6 Baths ⋅ C13575934 MLS® #
Stunning Custom Residence, Windermere Homes Built On A Quiet Exclusive Cul-De-Sac In Prestigious Family-Friendly Neighbourhood of St. Andrew-Windfields. 187' Of Frontage, Soaring Ceilings, Crown Moulding, Integrated Speakers, And Luxurious Finishes Throughout. Generously-Sized Principal Rooms Overlooking The Serene Rear Rock Garden Set Against A Lush Verdant Landscape. Open Concept Gourmet Kitchen With Breakfast Area And Family Room Features Custom Finishes, Cathedral Ceiling And Sun-Drenched Interior With Walkouts To The Sprawling Side Garden. The Tranquil Primary Retreat Features Ante-Room Entrance, Vaulted Ceiling, Sitting Area With Custom Fireplace, Walk-In Closet, And Lavish 8-Piece Ensuite With Spa-Like Amenities. Three More Bedrooms With Ensuites Plus Convenient Laundry Complete The 2nd Floor. The Lower Level Offers A Sprawling Rec Room With Fireplace Plus Exercise Room With 3-Piece Ensuite And Steam Shower, And Nanny Suite. The Impeccably Maintained Interior Is Elevated Even Further By The Residence's Stunning Curb Appeal - Custom Stucco Exterior And Refined Architecture Set Within An Exclusive Lot Featuring 187.99' Frontage With Mature Trees, Manicured Lawns And Custom Landscaping Including Water Feature And Two-Level Stone Terrace. Conveniently Located Within Minutes Of Hwy 401, Top-Rated Golf, Renowned Public And Private Schools, Granite Club, High-End Shops And Eateries.

3 Legacy Court, Toronto

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

$4,995,000
6 Beds ⋅ 6 Baths ⋅ C13673480 MLS® #
French Chateau-Inspired Custom Residence In Prestigious St. Andrews Features Unparalleled Craftsmanship And Unrivaled Curb Appeal Approx. 6200 Sq Ft Of Elegant Living Space. Premium Corner Locale. Full Home Automation By Control4 Smarthome Technology. Exquisite Millwork, Hand-Scraped Oak Floors, Rich In Luxe Finishes, Elevated Lighting Throughout. Over 11 Foot Ceiling Heights On Main And Second Floor. The Main Floor Features A Bespoke Library With Masterful Panelling And Millwork, Open Concept Living And Dining Rooms For Formal Entertaining, A Showstopping Gourmet Kitchen And Breakfast Area With Top-Tier Appliances, And Family Room With Walkout To the Rear Garden Deck For Comfortable Everyday Living. An Exquisitely Panelled Open-Riser Side Staircase Leads Up To The 2nd Floor Where A Primary Retreat With Sitting Room And 6-Piece Ensuite Provide The Perfect Place For Rest And Relaxation. The Expansive Lower Level Has Been Designed For Lifestyle And Entertainment With 10+ Foot Ceilings, In Floor Radiant Heating Throughout, Rec Room With Luxury Wet Bar, Custom Theatre Room, And Convenient Walk-Up To The Rear Garden. The Pinnacle Of Tranquility, The Rear Garden Is Bordered By Lush Perennial Landscaping And Mature European Beech Trees For Low-Maintenance Year-Round Privacy, A Newly Built Composite Deck With Expansive 12'x20' Automated Awning, And Custom Interlock Stone Conversation Area With Fire Table, Plus Manicured Lawns. Just Minutes To Renowned Public And Private Schools, Upscale Dining And Shopping, Granite Club, Rosedale Golf & Country Club & Cricket Club. Quick Access To TTC & Line 1 For A Fast Commute Downtown.

100 Munro Boulevard, Toronto

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

$4,995,000
5 Beds ⋅ 5 Baths ⋅ C13109790 MLS® #
A rare legacy estate awaits! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets. Nestled in the heart of the coveted Bayview and York Mills enclave, 38 Fifeshire Road presents an exceptional offering to create a bespoke masterpiece in one of the city's most distinguished neighbourhoods. Spanning nearly 1/2 an acre, this expansive ravine lot is a canvas of serenity and prestige, framed by lush greenery, mature trees, and the tranquil beauty of its natural surroundings. With exceptional frontage, depth, and breathtaking ravine vistas, this property is a dream for visionary architects and discerning homeowners. The existing residence, boasting nearly 5,000 square feet of well-appointed living space, provides a foundation of grandeur, yet the true allure lies in the lands potential. Imagine a custom-designed estate with sweeping outdoor terraces, infinity pools, or private gardens all tailored to your unique vision of luxury. Located just moments from Toronto's finest offerings, including Bayview Villages upscale shopping, elite private and public schools, gourmet dining, exclusive clubs, and seamless access to Highway 401 & DVP, this address marries tranquility with connectivity. 38 Fifeshire Road is not merely a home its a legacy in the making, a rare chance to define timeless elegance on one of Toronto's most iconic streets.

38 Fifeshire Road, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$4,995,000
5 Beds ⋅ 6 Baths ⋅ C13021760 MLS® #
Contemporary Residence Nestled On A Private Lush Ravine Setting. Spectacular Residence Which Redefines Modern Living. Every Detail Crafted For Comfort, Style, And Function. This Stunning Home Offers The Perfect Blend Of Space And Sophistication. Heated Driveway. Architectural Oversized Slab Entry Door. Professionally Landscaped To The Tens. Entertainer's Paradise. Premium Finishes And Seamless Flow Throughout. High-End Living. Chocolate Brown Gourmet Kitchen, Breakfast Bar Overlooking Family Room, Spa-Inspired Bathrooms, And Cozy Media Retreat. Outstanding Custom Outdoor Kitchen, Expansive Patio, Black Bottom Pool, Glass Railings Overlooking Ravine, Dramatic Exterior Lighting, Tree-Lined Emerald Cedar Hedges, And Sports Court. Resort Style Outdoor Living And And Recreation. Just Steps To Renowned Private And Public Schools, Shops, And Eateries.

215 Lonsmount Drive, Toronto

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

$4,990,000
5 Beds ⋅ 7 Baths ⋅ C13740356 MLS® #
This spectacular, custom-crafted, architecturally designed 24-year-new residence is nestled on a quiet cul-de-sac in the prestigious St. Andrew-Windfields family-friendly neighborhood. Situated on a 270 ft wide private treed lot (15,750 sqft) with park-like yards, it offers over 6,500 square feet of luxurious living space, including a 1,670 sqft separate-entrance basement. This home features a striking four sides stone exterior and soaring ceilings. A circular iron staircase anchors the elegant interior, where every bedroom includes its own ensuite bathroom. The spacious primary suite offers a large sitting area and a 6-piece ensuite, while the second-floor laundry room adds daily convenience. The unique third-floor loft showcases a vaulted ceiling, open-concept office, bedroom with 4-piece semi-ensuite, and a huge home entertainment area, adding architectural flair. The open-concept lower level, with a separate entrance, includes a nanny room with 4-piece ensuite, an extra powder room, and plenty of storage-providing the perfect setting for family gatherings and entertainment. The circular driveway with Brussels block edging enhances curb appeal and provides ample parking. The home is impeccably maintained and in immaculate condition, features two central air conditioners, two newer furnaces, sump pumps, a double weeping tile system, and an HRV. This one-of-a-kind home is ideally located close to highways, parks, within the catchment of top schools including Owen PS, St. Andrew's MS and York Mills CI, and close to prestigious private schools such as Havergal College and Crescent School - offering the perfect blend of sophistication, comfort, and convenience.

7 Legacy Court, Toronto

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$4,990,000
4 Beds ⋅ 5 Baths ⋅ C13670892 MLS® #
Architecturally significant - designer palette without equal. This exceptional Bathurst Manor Area residence, reimagined by Toronto-based architect Robert Micacchi, offers over 4,200 sq. ft. of refined living space. Completely remodelled to the studs over six years, this one-of-a-kind "Scandifornian" dream home brings together the warmth and simplicity of Scandinavian design, the relaxed spirit of California surf culture, playful vintage influences, and an unmistakable sense of personality. Sun-drenched interiors, soaring ceilings, skylights, white oak floors, rounded corners, signature colourful arches, and a spectacular floating oak curved staircase create an unforgettable architectural statement. Expert craftsmanship continues throughout with bespoke lighting, marble and natural stone, custom Scavolini cabinetry, and thoughtfully curated finishes. The four-level backsplit offers a gourmet kitchen with quartzite counters, generous living spaces, and two equally indulgent primary suites with spa-like ensuites and unforgettable dressing rooms. The lower level features two additional bedrooms, a family room with a striking mirrored wet bar, and a walkout to the rear garden with a covered terrace and majestic lawn, an idyllic setting for summer garden parties. A spacious exercise room and luxurious spa with a 4-piece bath and dry sauna complete the lowest level. Fully automated lighting, custom window coverings, heated floors, a circular drive, and striking curb appeal provide the utmost in comfort and convenience. Located just minutes from Earl Bales Park, with its abundant green spaces and walking trails, as well as top-tier public and private schools, premier golf courses, and public transit. This is a truly special home where every detail has a story behind it. Come and discover it for yourself!

6 Denmark Crescent, Toronto

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

$4,990,000
5 Beds ⋅ 6 Baths ⋅ C13218774 MLS® #
Exceptional custom-built 4+1 bedroom, 6-bath residence on a quiet, tree-lined street in prestigious York Mills. Soaring 10' ceilings on the main floor and 9' ceilings on the second and lower levels create a bright, open feel, highlighted by dramatic two-storey (20') full-height glass windows overlooking a private backyard with automated shades. The grand family room features a two-storey bookmatched slab fireplace, coffered ceiling, and skylight, while the chef's kitchen boasts high-end appliances, oversized island, and custom cabinetry. Elegant marble and natural stone finishes, refined mouldings, and built-in millwork elevate every space. The primary suite offers a spa-inspired ensuite and generous walk-in closets. Beautiful professionally landscaped grounds complete the home's private oasis. Located within the highly sought-after Denlow School district and close to top private schools including Crescent School, The Toronto French School, and Havergal College, this home combines luxury, style, and exceptional location.

11 Chipstead Road, Toronto

Listing courtesy of HC REALTY GROUP INC..

$4,990,000
7 Beds ⋅ 6 Baths ⋅ C13172714 MLS® #
Discover a rare opportunity in the prestigious Don Mills community, just moments from CF Shops at Don Mills, at 39 Hemford Crescent - a premium ravine-style lot backing directly onto lush greenbelt trails and parkland. Nestled on a quiet, tree-lined crescent, this exceptional property offers the perfect setting to renovate, invest, or build your custom dream home. The existing residence features expansive principal rooms, hardwood floors, two fireplaces, two thoughtfully added extensions, and parking for eight vehicles.Enjoy the tranquility of nature while remaining moments from every urban convenience. Ideally located close to major highways, top-rated hospitals, Top Ranking schools, Edwards Gardens, Sunnybrook Park, and other beautiful green spaces, this location offers an exceptional lifestyle for families and nature lovers alike.An extraordinary chance to own a prime property in one of Toronto's most established and family-friendly neighbourhoods, offering the perfect blend of privacy, prestige, and convenience.

39 Hemford Crescent, Toronto

Listing courtesy of REALBIZ REALTY INC..

$4,988,000
5 Beds ⋅ 4 Baths ⋅ W13233364 MLS® #
A spectacular and seldom-offered ravine property, 187 Ellis Avenue presents a once-in-a-generation opportunity to own one of Toronto's most coveted and private parcels of land. Located on the shores of Grenadier Pond with sweeping views of High Park's ancient canopy, this extraordinary property offers the rare sensation of a wooded countryside retreat - mere minutes from the very heart of the city.The exceptional lot spans 70 feet in width and an impressive 512.5 feet in depth, encompassing 0.82 acres of lush ravine land. Whether envisioned as the site of a masterfully designed bespoke residence or a lovingly restored character home, the potential here is unparalleled.The existing home unfolds across three levels totalling 4,215 square feet, offering four generously proportioned bedrooms and three-and-a-half bathrooms. A two-car garage with attached workshop adds exceptional utility, complemented by two additional driveway spaces. The ravine setting ensures a degree of seclusion rarely achieved on a Toronto residential lot, with mature trees providing a natural privacy screen.Situated in the prestigious Swansea neighbourhood, this address places residents within walking distance of the Bloor West Village's celebrated shops and restaurants and top-rated schools including Swansea PS and Humberside Collegiate. Convenient access to the Gardiner and Bloor subway line ensures effortless connectivity to downtown, the airport and beyond. Renovate to your exacting standards or build the residence you have always envisioned. Properties of this magnitude, in this location, simply do not come to market. 187 Ellis Avenue is not merely a listing - it is a legacy.

187 Ellis Avenue, Toronto

Listing courtesy of BABIAK TEAM REAL ESTATE BROKERAGE LTD..

$4,950,000
6 Beds ⋅ 7 Baths ⋅ C13434592 MLS® #
Dramatic Curb Appeal - Rich In Architecture, Finest In Luxurious Appointments And Landscaping. Custom Residence - By And For Its Designer Owners. Premium Corner Locale On Quiet Cul-De-Sac In Prestigious St. Andrew-Windfields, This Exceptional Residence Offers Over 6,356 Sq. Ft. Of Refined Living Space And A Private Garden Sanctuary. A Truly Spectacular Offering, The Property Showcases A Circular Drive, Lush Landscaped Grounds, Tranquil Water Features, And Impeccable Attention To Detail Throughout. This Elegant 5+1 Bedroom Home Features Hardwood Floors, Custom Mouldings And Wainscoting, Soaring Ceilings, Richly Appointed Principal Rooms, Abundant Natural Light, And Bespoke Finishes At Every Turn. Designed For Both Grand Entertaining And Everyday Living, The Gourmet Kitchen Is Equipped With Top-Of-The-Line Appliances And A Spacious Breakfast Area With Walkout To The Rear Garden Terrace. A Grand Foyer, Main Hall With Wet Bar, And Elegant Living And Dining Rooms Provide The Perfect Setting For Formal Gatherings. The Luxurious Primary Retreat Features A Private Sitting Room, Dressing Room, Walk-In Closet, And Spa-Inspired 9-Piece Ensuite. Four Additional Bedroom Suites And A Convenient Second-Floor Laundry Complete The Upper Level. The Expansive Lower Level Offers Exceptional Additional Living Space, Including An Exercise Room With Ensuite, An Open-Concept Recreation And Games Room With Wet Bar, And A Private Nanny Suite. Ideally Located With Easy Access To Highways 401 And 404, And Just Steps To Renowned Public And Private Schools, Public And Private Golf Course. Highly Rated Public And Private Schools. Upscale Shopping, Fine Dining, And Everyday Conveniences.

3 Vernham Court, Toronto

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

$4,899,000
8 Beds ⋅ 7 Baths ⋅ C13534844 MLS® #
Designed by acclaimed architect Richard Wengle, this extraordinary Bedford Park-Nortown estate showcases over 8,000 sq. ft. of impeccably finished living space, where timeless architecture, refined craftsmanship, and resort-inspired amenities converge in a single exceptional residence. A grand circular foyer introduces elegant principal rooms adorned with soaring 10-ft ceilings, rich custom millwork, a stunning mahogany-paneled library, and expansive living and dining spaces designed for both grand entertaining and comfortable family living. At the heart of the home, the chef-inspired kitchen seamlessly connects to the spacious family room and breakfast area before extending to a spectacular covered terrace, creating effortless indoor-outdoor living. A private elevator services all four levels. The upper floors feature a luxurious primary retreat with dual walk-in closets and a spa-inspired ensuite, complemented by four additional private bedroom retreats, each with a versatile loft, lounge, study, or additional living space. The walk-up lower level rivals a private resort, highlighted by a breathtaking indoor swimming pool with a lounge area, recreation and games rooms, a home gym, a private office, and a full bath with shower. Outdoors, professionally landscaped grounds offer multiple entertaining spaces, including a covered living room, covered dining area, gazebo-covered hot tub, fire table lounge, tiered stone terraces, mature trees, and exceptional privacy, creating an outdoor sanctuary for year-round enjoyment. Ideally situated in one of Toronto's most prestigious neighbourhoods, steps to premier public and private schools, Avenue Road's boutiques, cafés, and fine dining, with convenient access to downtown, major highways, and Pearson International Airport. A truly rare offering where exceptional design, luxury, wellness, and location converge.

208 Carmichael Avenue, Toronto

Listing courtesy of RE/MAX PLUS CITY TEAM INC..

$4,898,000
5 Beds ⋅ 6 Baths ⋅ C13658764 MLS® #
A Breathtaking Two-Story Custom Built Residence, An Incredible Achievement in Modern Luxury. Impeccably Curated Finishes Throughout Combined With Coveted Control4 Automation. Imposing Modern Exterior Includes Snow-Melting 3-Car Private Drive And Custom Floating Concrete Stairway Entrance. Interior Features Soaring Ceilings Complemented by Floor-To-Ceiling Windows Throughout To Flood Every Space In Natural Light, Bespoke Modern Lighting and Custom Built-Ins. Main Floor Boasts Open Concept Living and Dining Room, Office/Library, Stunning Powder Room, Gourmet Kitchen With Walkout To Rear Oasis With Heated Pool and Impeccable Landscaping, Family Room with Gas Fireplace and Sweeping Modern White Oak and Acrylic Staircase With Access to the 2nd Floor and Lower Level. 2nd Floor features 2nd Floor Laundry Room, 3 Spacious Bedrooms With Ensuites Plus A Luxurious Primary Bedroom Suite With Spa-Like 7-Piece Ensuite And Sprawling Open Concept Dressing Room. Lower Mezzanine Level Mudroom Provides Access to Built-In Heated 2-Car Garage and Stairway Down to Lower Level Complete With Stunning Wet Bar With Lounge And 2-Sided Gas Fireplace, Rec Room With Walk-Up To Rear Garden, Nanny Suite, And Lower Level Laundry. A Truly Masterfully Planned Residence Designed For Luxury And Sophisticated Comfort. Ideally Located In The Heart of Prestigious Lawrence Park South Near Top-Ranked Schools And Surrounded By The Best Of Midtown Toronto With The Convenience Of Effortless Commuting.

39 Chudleigh Avenue, Toronto

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

$4,888,888
4 Beds ⋅ 2 Baths ⋅ C13756400 MLS® #
AN EXTRAORDINARY RAVINE-SIDE SETTING. A LEGACY OPPORTUNITY. Offered for the first time in more than half a century, this cherished family home is gracefully positioned on an exceptional 50 x 159-foot lot with beautiful table land, backing onto the protected Teddington Park/Riverview Drive ravine corridor. Rarely does a property offer such a remarkable combination of exceptional table land and an extraordinary ravine-side exceptional tablesetting, creating a level of privacy, natural beauty and tranquillity that is increasingly difficult to find in Toronto. Surrounded by a magnificent canopy of mature trees and lush gardens, this is a property where nature and timeless elegance exist in perfect harmony. The protected ravine landscape becomes a natural extension of the backyard, a peaceful retreat where morning coffee, evening entertaining, and the changing seasons unfold against a backdrop of mature forest and birdsong. It feels wonderfully removed from the pace of the city, yet remains moments from the exceptional amenities that define this coveted neighbourhood. Toronto French School is just a short stroll away, while The Granite Club and Crescent School are within comfortable walking distance. Havergal College, Rosedale Golf Club, Sunnybrook Health Sciences Centre and the picturesque Glendon Campus of York University are all just minutes away. Nearby ravine trails offer an unparalleled connection to nature, whether walking the dog, enjoying a morning run, cycling through the valley or strolling beneath the canopy of mature trees. More than simply a property, 143 Mildenhall Road offers the opportunity to become part of an established community where families put down roots, friendships span generations and neighbours become lifelong friends. Some homes are purchased. Others become part of a family's story. After more than fifty years of cherished ownership, this remarkable residence awaits a new family to carry forward its legacy and write the next chapter.

143 Mildenhall Road, Toronto

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

$4,888,888
6 Beds ⋅ 7 Baths ⋅ C13715438 MLS® #
This extraordinary custom residence-over 6,300 sq ft-redefines refined living with impeccable finishes and intelligent systems throughout. Enter a masterpiece of design: dramatic high ceilings on the main and second floors, expansive custom windows, sculpted dropped ceilings with bespoke lighting, and continuous oak staircases and millwork. Every surface has been thoughtfully selected, from limestone at the façade and glass railings to leather waterfall marble counters and quartz-clad cabinetry in the gourmet kitchen-complete with Wolf appliances and Sub-Zero refrigeration. Designed for effortless entertaining and quiet retreat alike, the home features a show-stopping lower level with an 11' basement ceiling, a glass-fronted car elevator and three-car garage, a private movie theater, fully finished gym, curated wine/vine display, two laundry rooms, and abundant built-in storage. Comfort and convenience are uncompromised: heated floors, central vacuum, state-of-the-art HVAC, integrated smart home controls, and elegant finishes at every turn. Outside, the property backs onto parkland for serene privacy, while interior vistas and high-end details create an immersive living experience. This is an invitation to entertain effortlessly and live luxuriously.

95 Lord Seaton Road, Toronto

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$4,888,000
6 Beds ⋅ 5 Baths ⋅ C13731758 MLS® #
Perfectly situated on one of St.Andrew-Windfield's most coveted Streets-Welcome to 44 Cotswold Crescent-A Distinguished Custom Built Residence Offering Over 4000 Square Feet of Beautifully Appointed Living Space. Grand Principal Rooms, 3 Prestigious Fireplaces, A perfect blend of refined finishes and thought out floorplan. The Main Floor Features Distinctive Architectural Details-Greeted by a grand foyer with Columns framing the entrances to two principal rooms at both sides- An impressive library featuring solid wood built-in bookcases and on the other, a guest room with intricate detailed mouldings and grandeur wooden fireplace mantle. Step into the grand formal foyer with a soaring masterpiece staircase with a distinguished white turned balusters with detailed craftsmanship. Graciously sized- kitchen handcrafted and custom designed by the renowned Falcon Kitchen with a generous sized island perfect for entertaining and breakfast area surrounded by green lush backyard view and plenty of sunlight. Walk alongside the sun filled oak doors and oak framed windows of the backyard, you will be greeted to a wonderfully curated family room with oakwood ceiling beams and built-in shelves. The floorplan flows beautifully upstairs: Four well-proportioned bedrooms, including a spacious Primary bedroom with a formal ensuite retreat & A walk-in closet. Oversized recreation room, a private sauna and plenty of storage space in the basement level. A rare architectural masterpiece rarely available In The Heart Of St.Andrew-Windfield's, steps from Top-Ranked Public and Private Schools. Beautiful South East Exposure, Well-Landscaped Backyard Creates A Private Outdoor Retreat Perfect for Effortless Summer Entertaining. Lot is surrounded by mature trees offering private sanctuary in the heart of the city and backing onto the park for even more privacy. A gated two car garage allows for added security.

44 Cotswold Crescent, Toronto

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$4,888,000
4 Beds ⋅ 6 Baths ⋅ C13713204 MLS® #
Welcome to 40 Thelma Avenue, a masterfully designed four-level home in the heart of Forest Hill Village. Just steps from the neighbourhood's beloved shops, cafes, and restaurants, and moments from prestigious private schools including Upper Canada College and The Bishop Strachan School, this residence offers an exceptional blend of luxury, location, and lifestyle. Designed by renowned architect Richard Wengle and completed in 2023, this custom-built home spans over 4,500 square feet of beautifully curated living space. Exquisite custom cabinetry and millwork elevate every room, while a fully integrated smart home system provides seamless control of lighting, audio, TVs, window coverings, climate, and security. Generous ceiling heights and floor-to-ceiling windows on every level flood the home with natural light, while built-in surround sound enhances the living experience throughout. Outside, a heated driveway and heated rear patio provide year-round comfort and convenience, complemented by discreet security bollards for added peace of mind. The stunning kitchen is designed for both everyday living and entertaining, complemented by a temperature-controlled wine cabinet ideal for collectors. The second floor features two spacious bedrooms, each with an ensuite, plus a versatile den or play area with its own ensuite that can easily be converted into a fourth bedroom. A dedicated laundry room adds convenience. Occupying the entire top floor, the primary suite is a luxurious private sanctuary featuring a spacious bedroom with walkout balcony, oversized glass-enclosed shower, separate soaking tub, double vanity, custom makeup station, private office, and dedicated wellness space. With timeless architecture, exceptional finishes, intelligent design, and an unparalleled location, 40 Thelma Avenue is a rare opportunity to own an extraordinary home in one of Toronto's most prestigious and walkable neighbourhoods.

40 Thelma Avenue, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$4,888,000
6 Beds ⋅ 6 Baths ⋅ C13677682 MLS® #
***PRIDE OF OWNERSHIP***Welcome to 158 Owen Blvd. This elegant & owner's own custom-built residence boasts blend of sophistication and warmth with exquisite materials thru-out and beautiful home nestled in a highly sought-after, prestigious St Andrew neighbourhood. This UNIQUE architectural masterpiece offers approximately 7000 sf luxurious living space(4800 sf for 1st/2nd floors), meticulously-maintained by its, original owner, to capture tranquil-private views of backyard. The main floor offers an expansive living & dining space, ideal for entertaining or relaxing at home with airy atmosphere and grand & open-feel. The gourmet kitchen is equipped with built-in appliances, a large island, spacious eat-in area, and direct flow into an outdoor deck and patio for effortless indoor-outdoor living. This residence features five spacious bedrooms upstairs, each with an ensuite or semi-ensuite for privacy and comfort. The primary suite is an private sanctuary with generous room size with hi ceiling, lavish 7-pc ensuite and walk-in closet. The basement is an entertainer's paradise, providing an ample space, functional wet bar. The additional two-bedrooms, one with an ensuite, provide ample space for family or guests.

158 Owen Boulevard, Toronto

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$4,888,000
5 Beds ⋅ 5 Baths ⋅ C13440660 MLS® #
Welcome to 18 Chipstead Road, an entertainer's dream home, conveniently located in the heart of Denlow near Bayview and 401 with great schools and lots of local shopping nearby. This fully renovated 4200 + square foot home is one of the nicest homes in the area. Interior designers Jeffrey Douglas and Chantal Philippe contributed to the designs and furnishing choices. Landscape architect Wendy Berger and her team contributed to the landscape architecture. From the moment you walk in the front door, you know this home is calming and special. Super spacious, yet oh so warm and cozy. New custom stairs and railings. Massive 2-story upper hallway with 4 oversized skylights. The brand new open concept custom kitchen/family room has tons of natural light and a new linear Regency gas fireplace. The almost 45-foot-long lounge/living/dining room combination is great for entertaining. The powder room is stunning. The pantry/mud room is off the main hall and has plenty of cupboards and counter space. It also has a separate full-size fridge, wine fridge and dishwasher. The pantry connects to the garage which has polyaspartic floors. The primary suite is an open concept retreat with a coffered ceiling and plenty of natural light. The Regency 3-sided gas fireplace enhances the bedroom and the primary lounge area. The primary bath has a 2-person shower and a separate soaking tub, overlooking the primary upper deck that overlooks the pool. The primary custom backlit closet is expansive with 2 skylights. All other bedrooms are king-size rooms with 2 additional en-suites and custom finishes. The basement has an open concept media area with a gas fireplace and room for a card table, pool table, and multiple workout areas. The backyard oasis has dining under the primary upper deck as well as a lounge area off the pool.

18 Chipstead Road, Toronto

Listing courtesy of THE OTHER GUYS REALTY CORP..

$4,850,000
4 Beds ⋅ 6 Baths ⋅ W13574284 MLS® #
Looking for Privacy? Hidden within the coveted Lincoln Wood Neighbourhood, Welcome to 11 Country Club Dr. This remarkable residence offers timeless architecture, refined elegance, and an impressive collection of luxury upgrades designed for sophisticated living & effortless entertaining. From the moment you arrive, the beautifully crafted exterior & award winning landscaping create a stunning first impression. Inside, every detail reflects quality and comfort, with thoughtfully designed living spaces, rich finishes, and exceptional craftsmanship throughout. The gourmet kitchen is a chef's dream, featuring premium Sub-Zero refrigeration, Wolf six-burner gas range, built-in microwave, pot filler, heated flooring, and reverse osmosis water filtration. The luxurious primary suite offers a private retreat with a stunning skylit ensuite, while heated floors in all second-floor bathrooms provide year-round comfort. Entertain with ease with a whole home multi zone sound system extending throughout the main floor, lower level, and backyard oasis. The recreation room features built-in speakers and a complete entertainment system ready for streaming. Step outside into your own private resort style retreat featuring a inground salt water pool & dramatic waterfall, gas fire pit, custom cabana with bathroom, outdoor tv, outdoor granite kitchen with sink, bar & refrigerator. The professionally landscaped grounds provide exceptional privacy with mature Japanese Maples, Birch, Beech, Cherry Blossoms, Cedars, Hydrangeas, and Boxwoods. Recent enhancements include artificial turf and a putting green installed in 2025. Located moments from the prestigious St. George's Golf and Country Club, this extraordinary residence presents a rare opportunity to enjoy luxury, privacy, and convenience in one of the area's most desirable neighbourhoods. 11 Country Club Drive is more than a home, it is an exceptional lifestyle.

11 Country Club Drive, Toronto

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$4,850,000
6 Beds ⋅ 6 Baths ⋅ C13161590 MLS® #
Stunning Custom-Built Family Home In The Prestigious St. Andrew-Windfields neiboorhood. Offering over 7,200 Sq. Ft. Of Luxury Living Space. Sun Filled Living room oversees the front yard garden, connected to the spacious Dining room surrounded professional millwork and coffered ceiling. Featured Family room equipped with a fireplace and B/I Shelves, and overlooks the backyard Oasis. Chef inspired kitchen includes a large centre island, beautiful granite countertops and backsplash, top of the line appliances, Custom Kitchen Cabinetry, and a Built-in Pantry. The private office with Mahogany panelled wood walls. Classic Wrought iron Staircase with a skylight leads to the upper floor, which features a luxurious primary bedroom with a fireplace, sitting area, walk in dressing room and 6pc ensuite with heated floors. Four other bedrooms all with access to ensuites. The lower level Boasts an entertainment and relaxation paradise, Large Rec Room with Wet Bar, Exercise Rm, Red Wood Rack Wine Cellar, Home Cinema and Cedar Closet. Also an extra bedroom with 3pc Bath. Walk up to the backyard. Radiant Heated Floors on Main Floor & Basement. Minutes To Golf, Highway and Public Transit. Top tier Private & Public Schools, branding Shopping & Dining.

108 Yorkminster Road, Toronto

Listing courtesy of ROYAL LEPAGE PEACELAND REALTY.

$4,850,000
5 Beds ⋅ 6 Baths ⋅ C13002612 MLS® #
Luxury meets location is South Rosedale! Nestled in one of Torontos most prestigious neighbourhoods, this South Rosedale gem is part of a rare, exclusive enclave developed approximately 25 years ago. A true prize, this home blends timeless craftsmanship with refined elegance, custom mouldings vaulted ceilings, and top-tier construction speak to its luxurious pedigree.Enjoy unparalleled convenience: you're just a 5-minute walk to the Summerhill subway, fine dining, boutique shopping, and more. This is a rare opportunity to own a distinguished home in a location where luxury truly meets lifestyle.

45 Mathersfield Drive, Toronto

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$4,800,000
6 Beds ⋅ 7 Baths ⋅ C13462122 MLS® #
Stunningly Renovated '25 Luxe Residence Nestled On A Coveted Corner Lot In One Of St. Andrews Most Desirable Enclaves With A Rare 3 Door Garage. This Extraordinary Residence Offers Exceptional Design, Soaring Ceilings, And Modern Finishes Throughout. A Grand Foyer Welcomes You With A Sweeping Staircase Cascading In Natural Light From A Skylight Above. Designed For Both Elegance And Functionality. The Gourmet Kitchen Is A Chefs Dream, Complete With A Breakfast Area And Walkout To A Deck That Overlooks Beautifully Landscaped Rear Gardens. A Sophisticated Main Floor Library Showcases Custom Wall-To-Wall Built-Ins And Rich Paneling. The Luxurious Primary Suite Is A Private Retreat With A Lavish Dressing Room Offering Both Open And Closed Storage, A Decadent 6-Piece Ensuite, And A Secluded Deck With Serene Garden Views. Four Additional Bedrooms And Three Well-Appointed Bathrooms Complete The Upper Level. The Expansive Lower Level Is Designed For Relaxation And Versatility, Featuring A Nanny Suite, Recreation Room With Gas Fireplace, An Exercise Room, Cedar Sauna, And A Bright Walk-Up. Outdoor Living Is Enhanced By A Stone Patio And An Inground Pool With Waterfall, All Surrounded By Mature Landscaping For Ultimate Privacy. Just Steps To Renowned Schools, Shops And Eateries.

63 Gordon Road, Toronto

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

$4,799,000
5 Beds ⋅ 7 Baths ⋅ W13767992 MLS® #
Architecturally significant custom-built residence in the heart of The Kingsway, offering approximately 5,000 sq ft of refined living space on a premium 50' lot. Designed by Ian Robertson, this home blends timeless elegance with modern sophistication. A striking limestone facade, Loewen windows and doors, and a lifetime PVC slate roof highlight the exterior. Inside, enjoy soaring ceilings (11' main, up to 10' second, 9' basement) and exceptional finishes throughout, including European white oak hardwood, imported porcelain and stone, custom millwork, and Rubinet fixtures.The chef's Downsview kitchen features luxury appliances including a Sub-Zero fridge and La Cornue stove/oven, along with two pullout drawer dishwashers (one in the main kitchen and a second in the servery), and a servery-ideal for entertaining. The well-appointed servery also includes a pullout drawer fridge and freezer, as well as a built-in espresso bar.The fully finished lower level offers a walk-up to the pool deck, a second kitchen, a sunken gym, a nanny suite, and two full baths. Additional features include two furnaces (basement and attic), heated basement and garage floors, an extra-high climate-controlled garage (lift potential), and solid wood doors with Emtek hardware. Outdoor living is complete with a low-maintenance fiberglass saltwater pool and integrated spa. Prime location steps to Bloor West Village shops and dining, parks, transit, and the top-rated Lambton Kingsway JMS.

85 Kingsway Crescent, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$4,795,000
6 Beds ⋅ 5 Baths ⋅ C13758824 MLS® #
This Grande Dame of Lawrence Park is an absolute treasure. Sitting on a 96 x 144 foot wide double lot set back from the street on a hill, this majestic home greets you with a rare combination of warmth and elegance. A centre hall plan seamlessly offers a formal living room to the left and sophisticated office to the right, before leading down the hall to the separate formal dining room with a stamped metal tile ceiling. The bright family kitchen overlooking the stunning yard is a delight with a large centre island and premium stainless steel appliances. The adjoining breakfast room with banquet seating overlooks an oversized family room, with built-in shelving, separate desk area and fireplace. French doors lead to a stunning outdoor haven with a covered outdoor deck, an inground pool and cabana under a canopy of trees. A chic powder room and side-door mudroom round out this traditional elegant main floor. Five generous-sized bedrooms, one with an ensuite, along with a three-piece bath and full-size laundry make up the substantial second floor, with room for everyone in the family. The third floor primary suite is a serene oasis with an oversized five-piece bath, two large walk-in closets, two balconies flanking each side of the room and floor, and an especially spacious living space, making it the perfect retreat. The lower level offers an oversized recreation/media room with a kitchen conveniently attached, a nearby sauna, a private wine cellar, utility room and plenty of storage. Built in 1913 and extensively redesigned in 1996, this distinguished home is a rare find in the city. Boasting a total of 6,000 square feet over four floors this classic Edwardian offers endless opportunities to convene as a family or entertain both indoors and out. Steps to ravine walks and situated in the catchment for top-rated Blythwood Public School, Lawrence Park CI, Blessed Sacrament and close to private schools such as Toronto French School, Crescent School and Havergal.

25 Strathgowan Crescent, Toronto

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

$4,790,000
6 Beds ⋅ 7 Baths ⋅ C13567586 MLS® #
This Stunning Luxury Home Offers a Meticulously Designed Multi-Level Layout, Where No Detail Has Been Overlooked. Situated on a Quiet Street near Top Schools, Parks, and Shopping, It Features a Chef's Dream Kitchen with a Butler's Pantry, Pot-Filler Faucet, 6-Gas Stove, Paneled Fridge, Wall Oven/Microwave, Dishwasher, and a Spectacular Skylit Ceiling. The Spacious Interiors Boast 10-Ft Main-Floor Ceilings, Heated Floors(Basement & All Ensuite Washrooms), a Combined Family/Playroom, Extensive Wood Trim, Exotic Marble Finishes, and Elegant Designer Lighting. Additional Luxuries Include a Hotel-Style Wet Bar, Built-in Bose Sound System, CVAC, 2 Furnaces, a Steam Humidifier, Gas Fireplace, Washer/Dryer, Stylish Light Feature Walls, and Designer Window Treatments Truly a Masterpiece of Modern Living.

26 Danville Drive, Toronto

Listing courtesy of AVION REALTY INC..

$4,788,800
6 Beds ⋅ 8 Baths ⋅ C13669680 MLS® #
A rare offering in one of Toronto's most prestigious neighbourhoods, this exceptional residence embodies timeless elegance, uncompromising attention to detail and effortless luxury. Thoughtfully designed for both grand entertaining and comfortable family living, every space has been meticulously crafted to the highest standard, showcasing soaring ceilings, exquisite millwork, designer lighting and expansive principal rooms filled with natural light. At the heart of the home is a spectacular chef's kitchen featuring premium built-in appliances, custom cabinetry, a walk-in pantry, and an oversized marble waterfall island, all beautifully complemented by an elegant tray ceiling with crown moulding that adds architectural sophistication to the space. Seamlessly connected to the family room and breakfast area, it creates the perfect setting for everyday living and effortless entertaining while overlooking the beautifully landscaped backyard. Throughout the home, exceptional craftsmanship is paired with thoughtfully integrated modern conveniences, including automatic blinds and a heated driveway, ensuring comfort and convenience in every season. Offering 5 spacious bedrooms plus an additional lower-level bedroom, each with its own private ensuite, along with 2 elegant powder rooms, the home is thoughtfully designed to provide exceptional comfort and privacy for both family and guests. The generously proportioned primary suite serves as a luxurious private retreat, while the beautifully finished lower level offers exceptional additional living and entertaining space, perfect for hosting guests, a home theatre, gym or recreation area. Every detail has been carefully considered to create a home that is as functional as it is beautiful-an exceptional opportunity to experience luxury living in one of Toronto's most sought-after neighbourhoods.

35 Longwood Drive S, Toronto

Listing courtesy of HOMELIFE/VISION REALTY INC..

$4,750,000
5 Beds ⋅ 6 Baths ⋅ C13638166 MLS® #
A distinguished custom Georgian residence in Toronto's prestigious Windfields neighbourhood, thoughtfully designed by renowned architect Tom Spragge with interiors by ColeDesign Studio. Timeless architecture, exceptional craftsmanship & beautifully landscaped grounds combine to create an elegant family estate in the heart of the city. The classic red-brick façade, cedar shake roof and symmetrical dormers establish a memorable first impression. Offering approximately 6,800 sf of total living space, the residence features 4+1 beds, 6 baths, a rare 4-car attached garage & a circular driveway with parking for up to 10 vehicles. A gracious centre-hall floor plan is designed for both refined entertaining & everyday family living, featuring a formal dining room, a richly panelled library with a gas fireplace, a spacious family room overlooking the gardens & a custom chef's kitchen. Solid oak hardwood floors, custom millwork, wainscoting, crown mouldings & 2 gas fireplaces reflect the home's exceptional quality throughout. The custom kitchen is appointed with stone countertops, a large centre island, walk-in pantry, service area, and a sun-filled breakfast area with French doors opening to the terrace pool, creating a seamless connection between indoor & outdoor living. The 2nd level offers 4 generously proportioned bedrooms, each with its own ensuite, including two primary suites. A versatile den, dedicated laundry room & 4 skylights provide flexibility and abundant natural light. The finished lower level includes a recreation room, billiards area, exercise room, guest or nanny suite with a full bath & extensive storage. The professionally landscaped grounds, featured on the Toronto Botanical Garden's Garden Walk, create a private outdoor retreat with a 30-ft gunite pool, stone terraces & mature gardens. The property is also sought after as a setting for television productions. Ideally located for families, with access to premier schools, parks, private clubs & shopping.

17 Sagewood Drive, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..