Toronto Real Estate | Toronto Homes with a Pool for Sale

Opportunity for Someone Who is Looking to Build in the Beaches. The Property is Situated on a Quite Family-Oriented Street that's just South of Queen Street. Property is Being SOLD "AS/IS" & "WHERE IS" CONDITION.

74 Kenilworth Avenue, Toronto

Listing courtesy of CENTURY 21 PARKLAND LTD..

$1,110,000

5 Beds ⋅ 4 Baths ⋅ W13011668 MLS® #

Exceptional Location on a Quiet, Mature, Tree-Lined, Traffic-Calmed Crescent in Etobicoke. Convenient access to transit, the airport, and Highway 401. This spacious property offers approximately 3,000 sq. ft. of total living space with walk-outs to a deck, patio, and spectacular swimming pool. Situated on a premium 50' x 126' mature lot, 3+2 Bedrooms, 4 Full washrooms, inground swimming pool. The home also includes an extra-long driveway with parking for numerous vehicles, plus a single-car garage.The main floor features a bright open-concept layout with abundant natural light, a large eat-in kitchen with walk-out access, and two bedrooms, one with direct access to the pool area and a kitchenette, washer/dryer, breakfast island, and stairs leading to the second floor, where you'll find a spacious living room with skylight, full washroom, and an oversized bedroom with both front and rear yard windows.The basement contains two separate apartment units, each with its own kitchenettes and full washrooms, with extra washer and dryer. A rare opportunity for homeowners, multi-generational families, or investors seeking strong income potential in a desirable Etobicoke neighbourhood.

21 Mitre Place, Toronto

Listing courtesy of RIGHT AT HOME REALTY.

$3,995,000

5 Beds ⋅ 5 Baths ⋅ E13008254 MLS® #

Welcome to 55 Pine Ridge Drive, a custom residence set on a private, tree-lined ravine lot near the Bluffs. Rebuilt approximately 15 years ago on the original 1954 foundation, this bright, generously scaled home offers refined millwork, Brazilian cherry hardwood, porcelain tile, multiple fireplaces, a hydraulic elevator, and a dramatic two-storey great room with a striking Palladian window overlooking the gardens. The custom kitchen was designed with both function and entertaining in mind, featuring dark-stained maple cabinetry, Nero Assoluto granite, a centre island with raised bar and hidden buffet table, two Miele dishwashers, multiple sinks and work areas, side-by-side KitchenAid fridge and freezer, Electrolux wall ovens and microwave, Miele steam oven, induction cooktop, dedicated gas wok burner, and a bright breakfast area with walkout to the deck. The home offers five bedrooms and five full bathrooms across three levels. The upper level includes a private primary retreat with fireplace, balcony, walk-in closets, dressing area, and five-piece ensuite, along with additional suite-like bedroom space and an upper family room. The lower level adds a recreation room, gym, steam room, hot tub, wet bar, guest bedroom, and walkout access. Outside, the landscaped grounds unfold as a private retreat with extensive decking, terraces, pond and waterfall, pool house, and gas-heated saltwater pool. Located on one of the most desirable streets, close to the Bluffs, parks, schools, Kingston Road amenities, Eglinton GO, Scarborough GO, Kennedy Station, and Highway 401.

55 Pine Ridge Drive, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$7,795,000

7 Beds ⋅ 11 Baths ⋅ C12997860 MLS® #

If you are looking for quiet street and a large private lot, you've found your next home! This remarkable custom-built residence offers a perfect balance of elegance, comfort, and functionality across three levels of thoughtfully designed living space. The main floor welcomes you with a sophisticated living room featuring soaring ceiling height of over 20 ft with a dramatic floor to ceiling window and a gas fireplace. A formal dining room with adjoining servery is enhanced with built-in speakers and glass doors, creating the ideal setting for entertaining. Two offices provide flexible work-from-home options, while the inviting family room, with its two-way fireplace and walk-out to the garden, seamlessly connects to the chefs kitchen. This culinary space is equipped with a centre island, stainless steel appliances, and a built-in desk, while the adjoining breakfast area with room for both casual meals and a cozy seating area that shares the fireplace and opens directly to the garden. Upstairs, the primary suite offers a true retreat with a sitting room and a walk-out that overlooks the rear grounds, walk-in closet, and a luxurious six-piece ensuite. Additional bedrooms each feature their own sitting area, walk-in or built-in closets, and private ensuites, with unique enhancements including hardwood flooring and custom built-ins. The lower level is designed for recreation and entertainment, highlighted by a large room with a built-in bar, gas fireplace, and garden walk-out. An exercise room with mirrored walls and built-in speakers, plus a media room for a full theatre experience, add to the lifestyle appeal. Two additional bedrooms with private ensuites, one of two laundry rooms, a three-piece bath and garden walk-out. The backyard oasis is beyond description with an outdoor BBQ, stunning water feature, pool, hot tub and covered pergola for al fresco dining. Privacy and lush landscaping. This home is a must see!

7 Cedarwood Avenue, Toronto

Listing courtesy of FOREST HILL REAL ESTATE INC..

$12,700,000

6 Beds ⋅ 10 Baths ⋅ C12992952 MLS® #

A rare Forest Hill offering, this custom residence showcases over 8,000 square feet of beautifully finished living space across five levels, all serviced by an elevator. Built in 2017 and extensively refined, the home offers exceptional scale, comfort, and craftsmanship. Grand principal rooms flow seamlessly for both everyday living and entertaining, anchored by a top-tier chef's kitchen, inviting family room, main floor library, dining room, and lounge with custom cabinetry and bar fridges. The second level features a sumptuous primary suite with his/her 3-piece and 5-piece ensuites and separate dressing rooms, along with four additional bedrooms, each with its own ensuite. Designed for complete lifestyle living, the lower level includes a home theatre, glass-enclosed gym, recreation room with bar, large wine cellar, and nanny suite. Outdoor living is equally impressive, with a stunning pool and hot tub, 2-piece washroom off the pool deck and cooking hub. An oversized double garage with pet spa and the convenience of a mud room completes this exceptional home, ideally located near top schools, parks, and local amenities.

9 Dewbourne Avenue, Toronto

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

$2,998,000

5 Beds ⋅ 3 Baths ⋅ C12985944 MLS® #

Welcome to this exceptional Lytton Park residence, gracefully set on a rare 50' x 174' deep lot, where timeless elegance meets refined family living. Designed for both everyday comfort and sophisticated entertaining, this home features a stunning saltwater pool, expansive principal rooms, and a chef-inspired kitchen complete with a butler's pantry. The breathtaking great room is highlighted by soaring vaulted ceilings and wrap-around windows, creating an airy, light-filled ambiance. The main floor showcases newly renovated hardwood floors, elegant pot lighting, a wine cellar room, and fresh designer paint, along with a private office or optional fourth bedroom. Upstairs, the home continues to impress with updated flooring and beautifully appointed spa-inspired bathrooms. The lower level offers generous additional living space with outstanding potential for further customization. A private driveway and double garage complement the home's presence on a picturesque, tree-lined street in one of Toronto's most prestigious neighbourhoods. This is a rare opportunity to enjoy a remarkable home as-is or tailor it to your vision. Ideally located just steps to Yonge Street, with access to top-tier restaurants, cafés, parks, the North Toronto Tennis Club, and some of the city's most sought-after schools, including Havergal and John Ross.

216 Glencairn Avenue, Toronto

Listing courtesy of META REALTY INC..

$3,599,000

7 Beds ⋅ 5 Baths ⋅ C12985148 MLS® #

Spacious luxury residence located in the prestigious C13 Banbury-Don Mills neighbourhood, surrounded by parks, ravines, and scenic bicycle trails. Just a few minutes' walk to Edwards Gardens and close to the Bridle Path. Features an extra-wide frontage with a circular drive-through driveway and a three-car garage with direct interior access.Enjoy an indoor pool and a professionally finished nanny/in-law suite with separate entrance, easily convertible back to a recreation room. Two story grand foyer with skylight and soaring ceilings.Situated within top-ranking school districts, including Windfields Middle School, York Mills Collegiate Institute, French, Catholic, and private schools. One of Toronto's most desirable neighbourhoods. Minutes to highways, Midtown, and approximately 20 minutes to Downtown Toronto.

21 Kirkdale Crescent, Toronto

Listing courtesy of HOMELIFE LANDMARK REALTY INC..

$5,950,000

5 Beds ⋅ 5 Baths ⋅ C12977932 MLS® #

SOUTH ROSEDALE AREA! RARE FIND RAVINE VIEWS! ONE OF KIND CONTEMPORARY DETACHED HOME IN 50.5 X 352.69 FEET PREMIUM LOT, IT OFFERS AMIDST RAVINE WITH MATURE TREE VISTAS. THIS BEAUTIFUL HOUSE HAS A VERY COOL INTERIOR LAYOUT & IS INFUSED WITH AN ABUNDANCE OF NATURAL LIGHTS. SPACIOUS 5 BEDROOMS TOTAL OF 6 WASHROOM, 2 BUILT IN CAR GARAGE, 2 DRIVEWAY PARKING AND ADDITONAL 2 CARPORT PARKING SPOTS. THIS QUIET RESIDENCE IN THE HEART OF DOWNTOWN TORONTO ONLY 7 MIN WALK TO ROSEDALE SUBWAY STATION, EASY WALK TO YONGE BLOOR SHOPS, 25 MIN WALK TO U OF TORONTO, TRANSIT TO METROPOLITAN UNIVERSITY(TMU) ETC. UPON ENTERING THE HOME, THERE IS AN INVITING SUNKEN LIVING ROOM OVERLOOKING SPACES IN DINING ROOM, THESE ROOMS HAVE THE ADVANTAGE OF ENDLESS VIEW OF LUSH GREEN AND BEAUTIFUL RAVINE! KITCHEN HAS BOTH GAS & ELECTRIC STOVES; CENTRAL ISLAND HAS FRUIT SINK, THERE ARE NUMEROUS WALK-OUT TO MULTIPLE DECKS. THE SELF-CONTAINED MASTER ROOM HAS SITTING ROOM; DRESSING ROOMS, THE LOWER LEVEL ENJOY AN INDOOR POOL WITH RAVINE VIEW, EQUIPT WITH SAUNA, WASHROOMS, GREAT ENTERTAINMENT ROOM.

33 Rosedale Road, Toronto

Listing courtesy of HOMELIFE BROADWAY REALTY INC..

$7,889,000

5 Beds ⋅ 6 Baths ⋅ C12977114 MLS® #

Welcome to this exquisite custom-built 4+1 Bedrm 6 Bathrm home, perfectly situated in the heart of Lawrence Park. Soaring 10ft ceilings, sleek pot lights, and White Oak hardwood flrs throughout. Open Concept living and dining rm creates a spacious environment ideal for entertaining with natural light through the floor to ceiling windows. Family rm boasts a gas fireplace. Dining rm features a wine cellar. Main flr office, complete with smart frosting film on glass offers option for privacy. Grand foyer showcases a walk-in closet with sliding doors, powder rm impresses with designer sink and heated floors. Gourmet kitchen is a chefs dream, with built-in Miele appliances, refrigerator, freezer, 6-burner gas range, coffee system, transitional speed oven, and dishwasher. Custom-built center island adorned with luxurious quartzite countertops. Open-concept family room, featuring another fireplace with walk out to deck. Natural light floods the contemporary staircase with skylights overhead. Primary suite offers a serene retreat, complete with a 6-piece ensuite, walk-in closet, gas fireplace and speaker system, all overlooking the tranquil backyard. All Bedrooms on the second flr have ensuites. 3rd & 4th Bedrms offer south facing large windows. Lower level offers a Mudroom with a side entrance to the driveway featuring custom closets and bench. Lower level also has an expansive rec room w/ fireplace, a bedroom, Gym, 2-3pc bathrms, laundry, and a home theatre. Federal Elevator system. Home Automation System. Hot Tub & Pool. Heated Driveway & Stairs, Front Porch, Rear Deck & Rear Stairs. Camera Security System. Double Car Garage. Sprinkler System. Concrete Deck w/Glass Railing

64 Glengowan Road, Toronto

Listing courtesy of MCCANN REALTY GROUP LTD..

$7,990,000

6 Beds ⋅ 7 Baths ⋅ C12971352 MLS® #

108 Stratford Cres, famous "Bézier Curve House" is a premier architectural residence in affluent Lawrence Park, tailored specifically to those seeking both extraordinary high-end design and a functional family home. Curated by renowned Tania Bortolotto and built by acclaimed luxury custom home builder Abond Homes, this exceptional 7,500+ square foot home is a notable modern masterpiece celebrated for its distinctive curved zinc roof, spectacular layout with an elevator, and sustainable mathematical design. Experience a masterclass in architectural artistry and lavish finishes within this expansive, one-of-a-kind residence. Soaring ceilings and dramatic walls of glass bathe the interiors in natural light, creating refined atmosphere and warmly inviting. Unfolds in a seamless, open-concept plan an entertainer's dream, the main floor features seamless indoor-outdoor transitions. A striking roofline makes a bold architectural statement, sweeping effortlessly from exterior into captivating focal point inside. A grand mezzanine enhances the home's verticality, amplifying the sense of openness and airiness throughout. Impressive second floor scaled for generously proportioned bedrooms and a sumptuous primary retreat complete with pa-inspired ensuite and elegant dressing room. The lower level is equally well-appointed, showcasing magnificent recreational area, guest accommodations and 2nd laundry. Outdoors, a remarkably rare private front garden reveals a bespoke concrete lap pool, set within an illuminated courtyard, an sensational urban sanctuary invented for both relaxation and wellness. Set on an extra-wide lot, it also offers enlarged private driveway, garage, and 3-flr-elevator. Ideally located moments from downtown, the distinguished address enjoys close proximity to city's finest parks, sports facilities, prestigious Granite Club and Rosedale Golf Club, and within the zones of top-tier public and private schools, a key factor for long-term home value in Toronto.

108 Stratford Crescent, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$1,149,900

4 Beds ⋅ 2 Baths ⋅ E12970574 MLS® #

This exceptional property in the highly desirable Highland Creek enclave offers a rare opportunity on a large 49.38 x 206 ft lot ideal for a family or investor to build their dream home, renovate the existing residence, or create a basement suite with its own separate entrance. Enjoy warm summer days by the sparkling inground pool, all set among prestigious multi-million dollar homes. In addition, the City of Torontos Committee of Adjustment has approved the severance of the lot to create two residential parcels, each eligible for a detached homepending final conditions. With easy access to Hwy 401, public transit, and top institutions like U of T Scarborough and Centennial College, this prime property blends luxury, location, and future development potential. Dont miss your chance to own this standout opportunity.

87 Euclid Avenue, Toronto

Listing courtesy of REAL ESTATE ADVISORS INC..

$5,998,000

3 Beds ⋅ 5 Baths ⋅ C12965706 MLS® #

An Exquisite French-inspired residence in the Bridle Path. This exceptional home blends timeless elegance with modern luxury, showcasing masterful craftsmanship and meticulous attention to detail. Grand principal rooms adorned with intricate millwork, soaring ceilings, and sun-filled spaces designed for both gracious entertaining and everyday living. This home is a masterpiece of design, featuring ornate and timeless wall panelling and curated designer finishes that exude sophistication. The chefs kitchen is a work of art, boasting custom cabinetry and premium appliances. Retreat to the primary suite, a sanctuary of indulgence with extensive closet space and a marble-clad ensuite. Full lower level with a recreation room, second kitchen, additional guest space, exercise room, and storage rooms. The backyard is superb - with a covered outdoor loggia, terrace and extensive patio space for relaxing and entertaining - complete with an inground swimming pool. Plus a fantastic gazebo and 3-piece washroom. The property is completely landscaped: stone paver driveway and walkways, gated front entrance, with an emphasis on privacy from the street. This palatial home is set in one of Toronto's most exclusive neighbourhoods, with conveniences and recreational amenities in the immediate vicinity. This residence offers a seamless blend of old-world grandeur and contemporary comfort, offering a rare opportunity to live such a refined lifestyle.

14 Banbury Road, Toronto

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

$16,800,000

7 Beds ⋅ 12 Baths ⋅ C12945142 MLS® #

A truly one-of-a-kind estate showcasing an NBA-calibre professional sports court, set on over 1.3 acres of breathtaking ravine vistas. This exceptional residence is clad in timeless limestone and offers an uncompromising standard of luxury, craftsmanship, and design. Boasting over 9,390 square feet above grade, plus an extraordinary 6,042 square foot lower level featuring a full basketball court, this home is the ultimate in grand-scale living and entertaining. No expense has been spared, with soaring ceilings, bespoke finishes, and meticulous attention to detail throughout. State-of-the-art technology enhances every aspect of the home, including a fully integrated Control4 automation system, Alexa connectivity, and a spectacular home theatre with 4K projection and a 152-inch screen. The main level features a private in-law suite, an elegantly panelled library, and a chef-inspired kitchen complete with a wood chopping block, expansive centre island, and built-in refrigeration-designed for both everyday living and elevated entertaining. The primary retreat is a sanctuary of indulgence, highlighted by a lavish 11-piece onyx marble ensuite and a custom-designed dressing room. Outdoors, the estate transforms into a dream resort-style oasis, complete with a stunning pool, private soccer field, outdoor bar and kitchen, granite fire pit, and an expansive stone terrace-perfect for hosting or unwinding in complete privacy. This estate is just minutes to highway access, top public and private schools and boutique shops and eateries nearby.

382 Old Yonge Street, Toronto

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

$5,995,000

4 Beds ⋅ 3 Baths ⋅ C12935382 MLS® #

An Exceptional Opportunity To Build Your Dream Residence On This Premium, Mostly Table, One-Acre Building Lot With 300' Of Frontage, Elegantly Perched Atop Its Ridge And Commanding Picturesque Ravine Vistas Of The Valley Below. This Remarkable Setting Affords A Rare Combination Of Complete Privacy While Simultaneously Showcasing Sweeping City Views, Including The Iconic CN Tower Skyline. Nestled Within The Esteemed Enclave Of Hogg's Hollow, This Distinguished Property Presents An Exquisite Canvas For A Custom Residence Designed In Refined Harmony With Its Natural Surroundings And Serene Seclusion. Conceptual Architectural Renderings By Renowned Architect Stan Makow Illustrate The Extraordinary Potential To Create A Residence Of Approximately 5,300 Square Feet As Of Right, With The Possibility Of Significantly Greater Scale Through A Committee Of Adjustment Application. Whether You Choose To Design And Build A Bespoke Masterpiece Tailored To Your Exacting Standards, Or Thoughtfully Refine And Expand The Existing Residence With Its Current Abundance Of Character And Enduring Charm, The Opportunity Is Truly Exceptional. A Rare And Distinguished Offering For Builders, Investors, Or End-Users Seeking To Craft A Singular Estate In One Of Toronto's Most Coveted Neighbourhoods. Moments To Fine Shops, Upscale Dining, Premier Golf, Subway Access, And Major Highways. Proudly Held By The Same Family For Generations, This Property Awaits Its Owner-An Invitation To Create Something Truly Remarkable.

27 Old Yonge Street, Toronto

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

$1,670,000

4 Beds ⋅ 3 Baths ⋅ C12925178 MLS® #

Welcome to this charming and beautifully updated 1.5-storey character home, perfectly situated on a spacious 120-ft lot in a highly desirable location backing directly onto Shepherd East Park. Offering exceptional privacy with mature trees and direct access to walking trails, this property combines nature, convenience, and timeless appeal-just minutes to the 401 and a short walk to Glendora Park.Inside, you'll find a thoughtfully designed layout featuring 3 bedrooms and 3 bathrooms-one on every level for ultimate functionality. The main floor offers incredible versatility with a potential fourth bedroom, currently used as a home office, or ideal as a cozy family room. The bright and inviting living room flows seamlessly into the dining area, showcasing elegant crown moulding and California shutters.The beautifully renovated kitchen (2023) is sure to impress with quartz countertops and stainless steel appliances, blending modern style with everyday practicality. Upstairs, the spacious primary bedroom comfortably accommodates a king-sized bed and features double closets, while the bedroom level is finished with classic hardwood flooring, adding warmth and character throughout.The fully finished lower level expands your living space with a large recreation room complete with a stunning wood-burning fireplace, brick mantle, and built-in shelving. You'll also find a 3-piece bathroom with a glass shower and rain feature, sauna, laundry area, craft space, and plenty of storage, along with potential for an additional bedroom.Step outside to your private backyard oasis featuring an inground heated concrete pool, surrounded by mature landscaping-perfect for entertaining or relaxing in total privacy.Additional updates include central air (2025), shingles (2016), updated bathrooms, a solid wood staircase, and a security system for peace of mind.This is a rare opportunity to own a beautifully finished home on a premium lot in an unbeatable location.

65 Craigmore Crescent, Toronto

Listing courtesy of RE/MAX NIAGARA REALTY LTD, BROKERAGE.

$5,589,000

6 Beds ⋅ 6 Baths ⋅ W12908760 MLS® #

There is no other property quite like this. Centrally located yet offering a rare sense of privacy, this is an exceptional opportunity to own half an acre on one of the most prestigious streets in Edenbridge-Humber Valley. A setting that feels removed from the city, yet just minutes to everything.The backyard is a true oasis. Thoughtfully designed for both entertaining and everyday enjoyment, it features an inground saltwater pool, cabana, tranquil koi pond, and cascading waterfalls crafted from Credit Valley limestone. Beyond the pool, a stretch of lush green space provides plenty of room for kids to play. Muskoka in the city.Inside, the home offers just over 7,000 square feet of finished living space, thoughtfully designed with both scale and sophistication. The custom chef's gourmet kitchen is the heart of the home, complete with Wolf, Sub-Zero, and Miele appliances, along with bespoke cabinetry by Cameo Kitchens.The walk-out lower level seamlessly extends your living space outdoors, creating an ideal setting for hosting, relaxing, and enjoying the property year-round. An indoor sauna adds a quiet, spa-like element, with a jacuzzi just steps away. In addition, the lower level features a fully self-contained and completely separate living area with two bedrooms, a full bathroom, complete kitchen, spacious recreation area, and two private entrances-ideal for in-laws, extended family, guests, live-in caregivers, or multigenerational living.This is a legacy property designed to be enjoyed for years to come.

23 Edenbrook Hill, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$11,900,000

5 Beds ⋅ 6 Baths ⋅ C12885694 MLS® #

A rare statement of architectural distinction, this Forest Hill estate announces itself with quiet confidence and timeless elegance. Designed by award winning architect Richard Wengle and nominated for Luxury Home of the Year, this stately custom residence offers approximately 7,300 square feet of impeccably finished interior space, recently reimagined to exacting bespoke standards.Every detail reflects craftsmanship at the highest level. A slate tile roof and Indiana limestone exterior create a commanding first impression, while the interiors unfold with soaring ceilings, abundant natural light, rich plaster mouldings, and refined architectural finishes. The chef's kitchen by world renowned designer Clive Christian blends beauty and functionality, anchoring the home's principal living spaces.Designed for both entertaining and everyday comfort, the residence features a steam room, trophy wine cellar with brick floors and tasting area, as well as an English style panelled office with custom built shelving. Wellness and convenience are seamlessly integrated with an exercise room, built in speakers, advanced security, and an exceptionally rare six car underground garage complemented by a heated driveway. Outdoors, a landscaped in ground pool, natural stone gas fireplaces, and automated irrigation create a private setting for year round enjoyment. Moments from Yorkville, top private schools, fine dining, and picturesque parks, this is a legacy property in one of Canada's most prestigious communities.

41 Old Forest Hill Road, Toronto

Listing courtesy of RIGHT AT HOME REALTY.

$7,375,000

5 Beds ⋅ 5 Baths ⋅ C12885682 MLS® #

For those who appreciate architecture that stands apart, this distinctive Forest Hill residence offers a refreshing departure from the ordinary. Inspired by West Coast design, the home introduces a rare sense of openness, natural light, and architectural flair to one of Toronto's most prestigious neighbourhoods. Set on an extraordinary 50 x 183 foot west facing lot, the landscaped grounds create a private outdoor retreat featuring a striking gunite pool with waterfall and a fully equipped cabana with kitchen and washroom, perfect for effortless summer entertaining. Inside, approximately 6,000 square feet of thoughtfully designed living space unfolds across multiple levels. A substantial three storey addition enhances the home while preserving its charm. The main floor presents elegant principal rooms including a gracious living room, formal dining room, and a refined library with wood burning fireplace. A spacious family room with floor to ceiling windows overlooks the pool and gardens, creating a seamless connection between indoor and outdoor living. The kitchen is designed for both everyday comfort and entertaining, complete with breakfast area, servery, and a mudroom with convenient side entrance. The second floor features four well proportioned bedrooms along with a sun filled solarium spanning the rear of the home. The entire third level is dedicated to a private primary retreat with sitting room, balcony walkout, skylights, dressing area, and a luxurious six piece ensuite. The lower level offers a recreation room with walkout to the pool, sauna, exercise room, washroom, and abundant storage. A heated garage accommodates up to six vehicles with two lifts, complemented by a heated driveway and front steps. Located on one of Forest Hill's most coveted streets, moments to The Village and renowned schools including UCC, BSS, and South Prep, this is a home defined by character, design, and exceptional lifestyle.

428 Russell Hill Road, Toronto

Listing courtesy of RIGHT AT HOME REALTY.

$9,488,888

6 Beds ⋅ 7 Baths ⋅ C12884638 MLS® #

Exceptional 75 x 175 ft premium lot,This distinguished pink stone residence, originally built in 1913, is a rare offering in the prestigious neighbourhood of Forest Hill. Rich in history, the property once operated as the renowned Cantab College boys' school during the Depression years before being acquired by the current owners in 1985. The home was meticulously restored and thoughtfully updated, including a seamless stone-clad main floor addition that blends beautifully with the original architecture.The elegant main floor features a welcoming vestibule and grand hall, a cozy library, an entertainment-sized dining room with fireplace, and a gracious living room with bay window and fireplace. Toward the rear, a spacious open-concept kitchen, family, and recreation area with a two-way fireplace overlooks the expansive patio, garden, and swimming pool, creating an ideal setting for both everyday living and entertaining.Upstairs, the second floor offers three bedrooms, including two with ensuite baths, while the third floor provides a substantial bedroom or sitting suite with a three-piece ensuite and cedar closet. The lower level, with 7-foot ceilings, includes a gym and home theatre area with fireplace, additional living quarters, and extensive storage including a wine cellar. The home occupies only a portion of the site, presenting rare potential for future redevelopment or expansion in one of Toronto's most coveted residential enclaves. The property also includes a detached two-car garage with a pool cabana and washroom.Located minutes from two of Canada's most prestigious private schools, Upper Canada College and Bishop Strachan School, this unique residence offers a remarkable opportunity to enjoy its historic charm today while holding significant long-term potential.

287 RUSSELL HILL Road, Toronto

Listing courtesy of RIGHT AT HOME REALTY.

$5,480,000

6 Beds ⋅ 4 Baths ⋅ C12884140 MLS® #

Experience sublime privacy and tranquility in this classic and lovingly maintained home. Ideally situated in the heart of The Bridle Path and backing directly onto adjoining conservation land !! From the sunroom, living, dining room and spacious gourmet kitchen opening up to the private patio and fenced yard, every outdoor-facing captures peaceful nature vistas. ** Inside, enjoy quality reno finishes throughout, a modern high-efficiency kitchen with oversized central island and high-end appliances. The thoughtfully designed kitchen has access to the sunroom. Complete with a living room and fireplace, primary bedroom with ensuite (heated flooring), an office/library room with a fireplace and exit to the second patio. * An extra feature is a built-in accessibility elevator for access to the main floor and upstairs and accessible large bathroom. ** The lower level offers an additional bedroom overseeing the backyard, entertaining areas and spacious utility room with upgraded home systems. Enjoy 5,584 sf total LivSp ** The lower level at-grade walkout opens to the backyard on a generous tableland with a heated pool and multiple sitting areas for outdoor, al-fresco dining & grand entertaining! ** This premium walkout lot also presents a unique opportunity to showcase your vision for a new home and capture the scenery with unobstructed natural views !! Located in Prestigious The Bridle Path area near top ranking private and public schools, Granite Club, Gold Course, Sunnybrook, Edwards Garden and other parks, this property offers a rare blend of privacy, natural beauty, and convenient amenities!

38 Saintfield Avenue, Toronto

Listing courtesy of RE/MAX REALTRON REALTY INC..

$1,279,000

7 Beds ⋅ 5 Baths ⋅ E12869376 MLS® #

Stunning 2-Storey Solid Brick Home in a Prime Location. Welcome to this beautifully maintained 2-storey solid brick home, ideally situated in one of the most desirable and convenient neighborhoods. This impressive residence offers 4+3 spacious bedrooms and 5 washrooms, making it a perfect home for large or extended families. Step inside to discover a bright, spacious, and open-concept layout designed for both comfort and functionality. The main floor features a beautiful chef's kitchen with elegant granite countertops, stylish tile flooring, and ample space for cooking and entertaining. The generous living and dining areas provide a warm and inviting atmosphere for family gatherings and everyday living. The primary bedroom retreat includes a private ensuite bathroom and a large closet, offering comfort and privacy. Additional bedrooms are well-sized, providing plenty of space for family members or guests. The fully finished basement with a separate entrance adds exceptional value, featuring 3 additional bedrooms and 2 full washrooms-an excellent opportunity for rental income or multi-generational living. This property is perfectly located close to TTC transit, the VP Subway Station, schools, community centers, places of worship including mosques, shopping plazas, grocery stores, medical offices, parks, and many other essential amenities. Whether you are looking for a family home or a smart investment, this property offers tremendous potential to grow your equity while enjoying comfortable living in a vibrant community. Don't miss this exceptional opportunity to make this remarkable home your next move. Thank you for your Valuable Presence.

33 Wanstead Avenue, Toronto

Listing courtesy of BSS REALTY INC..

$6,950,000

3 Beds ⋅ 2 Baths ⋅ C12864050 MLS® #

Build to suit! Situated in the heart of Millionaire's Row, 48 the Bridle Path offers a rare 103' x 260' rectangular lot, providing over 26,000 square feet of prime, sun-drenched land. Surrounded by lush greenery and the city's most significant architectural landmarks, this property is the ultimate stage for a custom built sanctuary of glass, stone and unparalleled privacy. Sold "As Is" "Where Is".

48 the bridle Path, Toronto

Listing courtesy of RIGHT AT HOME REALTY.

$5,300,000

6 Beds ⋅ 5 Baths ⋅ C12863444 MLS® #

132 Blythwood Road | Lawrence Park. A rare opportunity to secure a spectacular 76' x 403' ravine-backing estate lot (nearly 30,000 sq ft) in the heart of prestigious Lawrence Park. One block to Yonge Street, this extraordinary property offers the perfect blend of country tranquility and urban convenience. Build your dream custom residence - or explore the potential for multiple exceptional homes - on one of the most unique and expansive lots in the neighbourhood. With remarkable depth and privacy, there is room for it all: a grand estate, resort-style pool, coach house, cabana, multiple garages, sports court, and breathtaking landscaped grounds. Enjoy direct access to ravine walking and biking trails, plus nearby private tennis, lawn bowling and croquet club facilities. Steps to coffee shops, restaurants, and boutiques. Surrounded by Toronto's top private and public schools, two subway stations within walking distance, 15 minutes to downtown, 20 minutes to Pearson International airport, leading hospitals, and premier country clubs. This is the ultimate midtown Toronto compound - a private, gated sanctuary where extended family can gather, children can roam freely, and generations can live and entertain together. Imagine summer evenings by the pool, weekend matches on your own sports court, and tranquil mornings overlooking the ravine canopy. The scale of this lot allows for true estate-style living rarely found - offering security, prestige, and legacy in one irreplaceable address. Design your private country escape in the city. Heritage Designated under Blythwood HCD.

132 Blythwood Road, Toronto

Listing courtesy of FOREST HILL REAL ESTATE INC..

$1,788,000

5 Beds ⋅ 3 Baths ⋅ C12839110 MLS® #

Welcome to 11 Urbandale, located in the prestigious East Newtonbrook community.Quiet tree-lined street, just one block long, child safe with very little street traffic. This 4+1 bedroom home sits on an ideal south facing 53.33 x 140 ft lot.On the main floor, you'll find a very large living room with gas fireplace, perfect for the baby grand. Leading into the renovated rear of the main floor, we have an open concept kitchen, dining room & family room. The kitchen has an oversized centre island, great for casual dining. The dining area will support a long harvest table, with walkout leading to a 30 x 14 ft deck with natural gas hookup. The main floor family room has space for ample seating, and overlooks the back deck & inground pool. From the family room, walk through the side mud room, with storage area, exterior door to the side walkway, & access to the deep garage. Moving upstairs, we have a large primary suite, the bedroom divided into a bedroom area, & a comfortable sitting/dressing area. Down the hall, the original master bedroom is quite spacious, plenty of room for a king sized bed & more. Across the hall is the 3rd bedroom, also a very comfortable size & overlooking the back yard. The 4th bedroom has a closet, & a 2nd built-in closet with deep shelving. The renovated 4 pc bathroom has a stylish vanity with two sinks, a deep soaking tub, glass shower enclosure, & ceramic floors, tub surround & backsplash. In the upper hall, you'll also find a linen closet, & pull down staircase to convenient attic storage space. Heading downstairs, the basement has been renovated with thoughtful design for storage and living space. There are two very large rooms, ideal as a recreation room & bedroom, or change to suit to your needs. Two storage areas, a 3 pc bathroom, coldroom & laundry/furnace room complete the basement. The backyard has it all..deck, lounge area, firepit, storage, large grassy area, & 34 x 15 ft concrete pool..complete with a Mickey Mouse logo

11 Urbandale Avenue, Toronto

Listing courtesy of ROYAL LEPAGE TERREQUITY REALTY.

$9,980,000

6 Beds ⋅ 9 Baths ⋅ C12833200 MLS® #

Unrivalled luxury defined by exquisite finishes and timeless design. This breathtaking residence features a limestone façade, slate roof, and heated driveway, set on a south-facing 70 ft frontage lot in the heart of prestigious Lawrence Park. Offering approximately 6,400 sq ft above grade plus an additional 3,500 sq ft lower level (as per builder's plans), this home showcases exceptional craftsmanship throughout. Designed by renowned architect Richard Wengle, the residence blends elegance and functionality. The chef-inspired kitchen features custom built-ins, top-of-the-line appliances, a walk-through pantry, and a bright breakfast area, seamlessly opening to a spacious family room ideal for entertaining. A private office with walkout leads to a beautifully landscaped backyard terrace and resort-style yard with swimming pool. A functional mudroom with a separate side entrance adds everyday convenience. A private elevator provides access to the second floor, featuring 5 spacious bedrooms, including a luxurious primary suite with his-and-hers walk-in closets and a spa-inspired ensuite. All bedrooms are complete with their own ensuite bathrooms, along with a sun-filled lounge/work area. The fully finished lower level offers radiant heated flooring throughout, a recreation room, kitchenette/wet bar, gym, theatre, wine cellar, and a guest/nanny suite with walk-up access to the backyard oasis, complete with pool and waterfall feature. Additional highlights include a heated driveway and front steps, and a fully integrated Crestron home automation system.

33 Stratheden Road, Toronto

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

$6,580,000

10 Beds ⋅ 8 Baths ⋅ C12832806 MLS® #

Truly one of a kind, an extraordinary residence on a rare 66' wide lot, crafted by renowned architect Richard Wengle. This expansive home offers 7 bedrooms and 10 bathrooms, thoughtfully designed for multi-generational living. The main floor features two full kitchens with premium appliance, including a separate kosher kitchen, a large island, and seamless flow to the dining and family rooms. French doors lead to the private backyard with a gated inground pool and cabana with bathroom and outdoor shower. The upper level showcases a luxurious primary suite with walk-in closet, private office, and a 7-piece spa ensuite, along with six additional spacious bedrooms and 4 bathrooms. The lower level is perfectly suited for extended family or rental opportunities, offering two fully equipped in-law suites/apartments with private kitchens, living spaces, and separate entrances. Additional amenities include multiple laundry rooms, custom storage, and direct garage access. With its rare lot size, thoughtful design, dual kitchens, and in-law potential, this home is a truly unique offering in the market, perfect for large families and those seeking both luxury and practicality.

428 Glengrove Avenue, Toronto

Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY.

$4,050,000

5 Beds ⋅ 5 Baths ⋅ C12812110 MLS® #

A Spectacular Showcase Oversized Corner Lot For Your Own Creation, OR, Regenerate This Sprawling Custom-Built 4 Bedroom To Be Once Again A Real Gem. A Majestic Property In The Heart Of Fifeshire. A Prominent Toronto Builder's Family Home Since 1966 With Over 5,000 Sq.Ft. Of Living Space. The Main Floor Rooms Have Abundant Daylight In An Intelligently Designed Floor Plan. A Central Family Room Features Heritage Wood Moldings Taken From The Old Chorley Park Mansion Of Toronto. Walkout To The Pool. Large Living and Dining Rooms Are Accessed From The Stately Grand Hall Entrance. Upstairs Are 4 Bedrooms. The Corner Lot With Picturesque And Appealing Landscaping Is An Above Average Size Of 107' x 150' **EXTRAS** Extra Carved Wooden Mouldings in the Basement From The Demolition Old Chorley Park Mansion.

2 Chieftain Crescent, Toronto

Listing courtesy of ROYAL LEPAGE TERREQUITY REALTY.

$14,995,000

9 Beds ⋅ 17 Baths ⋅ C12802388 MLS® #

Two Picturesque Acres - Mostly Table Land And On Ravine With Two Attached Dwellings: A Modern Sprawling Bungalow & A 6-Bedroom 2-Storey Residence. Ideal For Multi-Generational Living Or The Perfect Palette For Your New Build Within Toronto's Iconic Bridle Path Neighborhood On A Quiet Stretch Of Park Lane Circle. This Extraordinary Property Offers Unparalleled Tranquility And A Landscaped Oasis With Mature Trees Enveloping The Serene Backyard. Build New Up To 44,000 Sq Ft Or Enjoy This Thoughtfully Multi-Generational Designed Home With 16,000 Sq Ft Of Living Area. The Main House, Designed In Part By Renowned Architect Mariyama Teshima, Features Soaring Three-Storey Floor-To-Ceiling Windows Offering Panoramic Ravine Views, Hand-Cut Heated Marble Flooring, And A Grand Circular Staircase. Multiple Walkouts Perfect For Entertaining. The Estate Offers 8+1 Bedrooms, 16 Washrooms, An elevator, Dumbwaiter, And Multiple Fireplaces. Complete With A Pool, An Outdoor Washroom And Two Change Rooms. Enjoy Expansive Rear Yard Seating And Lookout Points To Soak Up The Ravine And Private Views. Conveniently Located, Just A Short Walk From Famed Edward Gardens, Sunnybrook Park, The Granite Club, Canada's Acclaimed Private Schools, Trendy Shops, And Eateries.

50 Park Lane Circle, Toronto

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

$12,495,000

6 Beds ⋅ 8 Baths ⋅ C12799076 MLS® #

As one of Toronto's original landmark estates, the 'Rosewood Estate' sets the bar for uncompromising luxury in the city. Tucked discreetly at the end of a quiet cul-de-sac, the residence rests on a sprawling 1.12 acre private ravine lot. Reimagined in 2019 by acclaimed architect Lorne Rose, with interiors by Dvira Interiors, and built to exacting standards by JTF Custom Homes, the home is a masterclass in vision, craftsmanship, and enduring design. The approach is cinematic: a stone and wrought iron fence opens to manicured gardens, mature maple trees, and imported European planters that frame the limestone façade and cedar roofline. A heated drive and walkways lead to grounds designed for both grandeur and privacy, where an elegant saltwater pool, cabana, outdoor kitchen, fireplace, and a full sports court are seamlessly woven into the landscape. The gardens dissolve into a lush ravine backdrop, offering rare tranquility within the city. Inside, nearly 12,000 square feet of living space unfolds with quiet confidence. Timeless custom crown moulding and wainscoting, hand-carved marble fireplace mantels, and imported European wallpaper and hardware create a layered, textural narrative throughout. Built-in cabinetry and vanities by Falcon Kitchens anchor the principal rooms, while marble counters, bespoke lighting, custom drapery, and automated blinds reflect meticulous attention to detail. The chef's kitchen is equipped with a suite of luxury appliances, including a La Cornue range, and flows effortlessly into both formal living spaces designed for modern family life. The upper levels offer five serene bedrooms, including a primary retreat with soaring vaulted ceilings, dual bespoke dressing rooms, and a lavish marble-clad ensuite. The lower level rivals a private club, complete with a state-of-the-art theatre, glass-enclosed gym, recreation spaces, a nanny suite, and a large laundry room. Rosewood Estate is not merely a residence, it is a legacy property.

108 Sandringham Drive, Toronto

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$1,830,000

4 Beds ⋅ 4 Baths ⋅ E12797910 MLS® #

Welcome to 11 South Marine Drive - a charming home in a desirable location. Featuring a bright and spacious layout, generous living areas, and well-sized bedrooms, this property offers comfort and functionality for modern living. Enjoy a private outdoor space perfect for relaxing or entertaining. Conveniently located close to schools, parks, shopping, and transit.A wonderful opportunity you don't want to miss!

11 South Marine Drive, Toronto

Listing courtesy of GET HOME REALTY INC..

$3,999,999

4 Beds ⋅ 4 Baths ⋅ W12786338 MLS® #

Contemporary meets Mid-Century Modern in this unique, custom-built Bone Structure home, featuring every designer detail. Radiant heated floors throughout. Sleek Scavolini kitchen and cabinetry. Entertain effortlessly in the gourmet kitchen equipped with a professional range featuring a steam oven and warming drawer, touch-open panels concealing the fridge and freezer, and custom solid-slab Laminam porcelain countertops and backsplash.This home offers four generously sized bedrooms. The large primary suite features tranquil views of the pool and garden, along with a luxurious ensuite complete with a deluxe soaker tub and a glass-enclosed shower with multiple shower heads.The expansive living and dining areas are ideal for both family gatherings and elegant entertaining. Just outside you enter a private garden oasis with a salt-water pool complete with automation and swim jets, or unwind in the large six-person Beachcomber hot tub. Lighting, whole-home audio, security, and window coverings are all controlled via touchscreen panels or remotely through a smartphone app. A full-home backup generator powers the entire house, including heating, air conditioning, pool, and hot tub.This property has a 79 Walk Score. The main floor office and the 2nd floor gym can be re-configured into additional bedrooms

4 Old Oak Road, Toronto

Listing courtesy of ROYAL LEPAGE WEST REALTY GROUP LTD..

$5,780,000

5 Beds ⋅ 5 Baths ⋅ W12778808 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.

$8,900,000

6 Beds ⋅ 7 Baths ⋅ C12771164 MLS® #

A once-in-a-generation opportunity in one of the city's most prestigious enclaves, welcome to 7 Alderbrook Dr. This is not just a property, it's a canvas for your family's legacy. Set on an extraordinary 1.4-acre double lot with 160 feet of frontage and a rare pie-shaped depth of 295 feet that opens dramatically toward the ravine, this estate-sized parcel offers an unparalleled sense of space, privacy, and possibility. The backyard is like something out of a dream, lush, expansive, and backing directly onto untouched ravine forest. A sparkling pool anchors the landscape, while the lower level walks out to a generous flat area perfect for a custom putting green, sports court, or luxury garden retreat. Whether it's kids running free, elegant entertaining under the stars, or quiet mornings with nature as your backdrop, this outdoor space delivers. The existing home is solid, well-maintained, and offers immediate comfort, but the real potential lies in what comes next. Renovate, expand, or design and build a custom residence from the ground up. Few lots offer this level of frontage, depth, and natural setting, especially in such a coveted location. Just minutes from top-rated schools, upscale shopping, and fine dining, yet nestled in serene surroundings, this property strikes a rare balance between convenience and retreat. If you've been waiting for the right property to build your forever home this is it.

7 Alderbrook Drive, Toronto

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

$1,999,999

5 Beds ⋅ 3 Baths ⋅ W12765380 MLS® #

THIS HOUSE IS REALLY SPECIAL! STARTING FROM THE WELCOMING FRONT PORCH AND THE INVITINGENTRANCE, YOU WILL FEEL YOU HAVE FINALLY FOUND YOUR DREAM HOME AS SOON AS YOU STEP INSIDE ANDARE IMMEDIATELY CAPTIVATED BY THE ABUNDANCE OF NATURAL LIGHT. THE LARGE WINDOWS CREATE A WARMAND INVITING AMBIANCE, WHILE THE FLOORPLAN DESIGN ALLOWS FOR SEAMLESS FLOW BETWEEN THE LIVINGAREAS CREATING AN INVITING ATMOSPHERE. THE MAIN FLOOR ALSO FEATURES AN OFFICE AND A LARGEFAMILY ROOM WITH FIREPLACE. THIS STUNNING HOME OFFERS THE PERFECT BLEND OF ELEGANCE ANDCOMFORT, MAKING IT THE IDEAL RETREAT FOR YOU AND YOUR FAMILY.WITH FOUR SPACIOUS BEDROOMS AND TWO BATHROOMS(ONE 4-PIECE AND ONE 5-PIECE) ON THE SECONDFLOOR, THERE'S PLENTY OF ROOM FOR EVERYONE TO ENJOY THEIR OWN SPACE!THE FINISHED BASEMENT IS CURRENTLY USED AS A HUGE REC-ROOM, A GAMES-ROOM, A LAUNDRY ROOM ANDAN ADDITIONAL ROOM THAT CAN BE USED AS A 5TH BEDROOM.MANY OTHER FEATURES ADD TO THE CONVENIENCE OF THIS HOME, SUCH AS A LARGE PIE-SHAPED LOT WITHABOVE-GROUND SWIMMING POOL ON TWO-TIERED DECK, CALIFORNIA SHUTTERS AND CROWN MOULDINGSTHROUGHOUT THE ENTIRE FIRST AND SECOND FLOORS, CARPET FREE FLOORS.THE NEIGHBOURHOOD IS A PARK HEAVEN, WITH 4 PARKS WITHIN A 20 MINUTE WALK), AND MORE THAN TENRECREATIONAL FACILITIES. IT ALSO FEATURES GREAT ELEMENTARY AND SECONDARY SCHOOLS, BOTH PUBLICAND CATHOLIC.

18 Terryellen Crescent, Toronto

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$22,500,000

8 Beds ⋅ 10 Baths ⋅ C12694680 MLS® #

Arguably one of Torontos most iconic estates, this French-style chateau is an extraordinary expression of European grandeur on a 3.12-acre double lot in the prestigious enclave of Bayview Ridge. Designed by renowned architect Gordon Ridgely, the residence commands unobstructed western views over the Rosedale Golf Club. Beyond the stately stone gates and circular drive, manicured gardens by Ron Holbrook frame a breathtaking setting featuring a negative-edge infinity pool, a reflecting pond with a stepped waterfall, tennis court, kitchen gardens, flagstone terraces, and a stone cabana. The striking facade spans nearly 150 feet, clad in Indiana buff limestone and rubble stone with Vermont unfaded green slate shingles and lead-coated copper details. An ivy-clad turret anchors the asymmetrical design, lending the home its signature silhouette. Inside, over 15,000 square feet of living space showcases Brazilian cherry wood floors with African wenge inlay, acid-etched antique Crema Marfil marble, coffered ceilings, Indiana limestone fireplaces, and solid North American cherry doors. Six principal bedrooms and two additional suites are complemented by ten baths and warm, richly detailed interiors. The main floor features an impressive library and office with wood-burning fireplace, a grand dining room with artisan-painted walls and ceilings, a conservatory beside the spacious family room, and a sunlit morning room perfect for coffee. Three staircases, including a hidden passage, lead to the lower level with a Bordeaux-inspired wine cellar, cigar room, gym, nanny suite with two bedrooms, a full kitchen, and a large recreation space. Upstairs, the primary suite offers a six-piece spa bathroom, dual dressing rooms, gas fireplace, and sweeping views. Each bedroom enjoys an ensuite bath and sitting area, blending luxury with practicality. This remarkable estate is a once-in-a-generation offering at once grand, intimate, and built to endure.

45 Bayview Ridge, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$3,800,000

5 Beds ⋅ 5 Baths ⋅ C12629186 MLS® #

Exceptional opportunity to secure a prime 70 by 200 foot lot in prestigious Lawrence Park South. This property comes with unanimous Committee of Adjustment approval for a spectacular luxury residence offering approximately 7,842 square feet of total living space, including a 5,234 square foot above grade plan and a 2,608 square foot walkout lower level. The approved exterior footprint and front elevation are in place, giving buyers a head start on the building process. Should you prefer a smaller home on the property, the house can easily be scaled back to accommodate your families needs.The listing is strictly for the land. Construction of the home is at the buyer's expense.Our preferred builder for this site is Andon Fine Homes, one of Toronto's most respected names in luxury residential construction. Their homes in Forest Hill, Lytton Park, and Lawrence Park have become quiet neighbourhood landmarks, known for impeccable craftsmanship, refined architecture, and a level of detail that tends to make guests whisper wow under their breath. Buyers have the rare opportunity to collaborate directly with Andon to create a fully customized interior within the approved exterior design. It is a chance to shape a true Andon home exactly to your preferences.Set in an architecturally significant, family friendly neighbourhood, the property backs onto a ravine with mature trees and a calm, private setting while still offering easy access to the conveniences of Yonge Street. Nearby top rated schools include John Wanless Jr PS, Lawrence Park Collegiate, Havergal, Crescent, and Toronto French School. Fine dining, boutique shopping, and quick routes to downtown or Highway 401 complete the location's appeal.A rare offering in one of Toronto's most desirable neighbourhoods. Work with Andon's experienced team to create a bespoke estate that truly fits the setting.

178 Blythwood Road, Toronto

Listing courtesy of RE/MAX REALTRON REALTY INC..

$12,995,000

5 Beds ⋅ 7 Baths ⋅ W12571062 MLS® #

Leave the city in the city. This serene estate invites you to do just that. Nestled behind the gates on one of Toronto's most exclusive streets, 25 North Drive is a rare architectural offering: a quiet, confident statement where design, art, and nature coexist in harmony. Thoughtfully reimagined through an internationally acclaimed renovation by Reflect Architecture and featured in leading architectural and design publications. Executed with masterful precision, the transformation celebrates both innovation and restraint, elevating everyday living to an art form. At the heart of the home lies a truly exceptional Obumex kitchen, handcrafted in Belgium. This kitchen thoughtfully integrates artful sensibilities, natural inspirations and family-oriented functionality. With minimalist lines and bespoke finishes, this space is more than a kitchen, it is a sculpture in daily use. Expansive windows frame ravine views and infuse the interiors with natural light. The main floor is tailored for elegant living, featuring sun-filled rooms, with an inviting family room, and that stunning kitchen which opens seamlessly to the lush backyard. The upper levels include an expansive primary wing with dual dressing rooms, a spa-inspired ensuite, and treetop views. Four additional bedrooms offer ensuite baths, providing privacy and independence for family or guests. The lower level features a gym, recreation room, kitchenette, and full bath, making it ideal for wellness and entertaining. Manicured gardens, mature trees, a ravine backdrop, a sparkling pool, and a private tennis court elevate the everyday. With architectural pedigree, natural beauty, and a legacy of care, 25 North Drive is more than a home. It is a lifestyle defined by privacy, presence, and permanence. Some homes are built for living, this one was crafted for a life well lived.

25 North Drive, Toronto

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

$12,880,000

7 Beds ⋅ 9 Baths ⋅ C12449015 MLS® #

The Rosedale Grand Estate In the prestigious Bridle Path Sunnybrook York Mills neighbourhood, The Rosedale Grand Estate stands as a testament to timeless grandeur and modern sophistication. Positioned on a southwest-facing ravine lot (106.6 x 306), the residence offers panoramic views of the Rosedale Golf Club and a rare conservation backdrop. A full walk-out design extends to expansive terraces and a resort-inspired pool, creating a seamless connection between elegant interiors and the natural outdoors. With approximately 13,280 square feet of living space across three levels, the estate embodies both scale and refinement. Soaring ceilings, rich hardwood floors, and walls of glass bring light and openness throughout. The principal suite serves as a private retreat with a spa-like ensuite, elegant dressing room, and three walk-in closets. At the homes centre, a custom chefs kitchen with walk-in pantry flows into the grand family room, while the sweeping central hall and curved staircase overlook the ravine, offering an architectural statement of distinction. The full walk-out lower level transforms into an entertainers haven, complete with a home theatre, bar, gym, sauna, and nanny's suite. An elevator services all three levels, ensuring accessibility and ease. Beyond the residence, the lifestyle is unmatched. Families benefit from proximity to some of Canadas most celebrated private and public schools. Just minutes away, downtown Toronto awaits with its world-class dining, cultural attractions, theatres, and luxury shopping. With 6+1 bedrooms and 8 bathrooms, The Rosedale Grand Estate is more than a home it is a statement of legacy, offering privacy, prestige, and connection to the best of Toronto living. An extraordinary residence where conservation beauty, refined luxury, and city sophistication meet. A world of magnificence awaits!

32 Arjay Crescent, Toronto

Listing courtesy of HAMMOND INTERNATIONAL PROPERTIES LIMITED.

$49,950,000

9 Beds ⋅ 13 Baths ⋅ C12431780 MLS® #

15 High Point Road stands as one of the most distinguished and celebrated residences in the world. This masterpiece elevates the French Revival style to an unparalleled level with all the benefits of contemporary living. The great architectural ambition has been achieved, elevating this residence to the pinnacle of North America's style and design hierarchy. More importantly, this gracious residence offers a lifestyle for the most discerning and thoughtful owners. Built on a tradition of generosity and community engagement, High Point is a grand Embassy of Goodwill. Its scale and layout create a lifestyle of grand formal entertaining with a warm environment for the most important family gatherings. Seven years of meticulous planning and masterful craftsmanship culminated in the creation of this iconic palatial mansion. Hundreds of Europe's foremost artists, artisans, designers, collectors, and gilders were commissioned. A multitude of collectible fixtures and precious antiques sourced from Europe and beyond add to the richness of this fabulous sanctuary's unique palette of perfection. Undeniably, this is a magnificent dream realized, a world-class architectural endeavor at the highest level. The Park-like Estate is located a brief 20 minutes from downtown Toronto and Pearson International Airport. This gilded mansion is gracefully situated on two acres of lush green lands in the center of The Bridle Path, Canada's most affluent enclave, in the heart of the city. Offering perfect proximity to world-class educational institutions, cultural amenities, Carriage Trade retail, and a wonderful array of private clubs and golf clubs. All the amenities that an elite family might require. High Point is an iconic edifice destined to be cherished by generations to come. This is a remarkable once-in-a-lifetime opportunity to call this visionary legacy your Home.

15 High Point Road, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$8,580,000

4 Beds ⋅ 5 Baths ⋅ C12380445 MLS® #

A Much Admired Victorian Landmark On Hazelton Ave. This Sophisticated House W/Spacious Magical Garden And Large Terrace W/Exceptional City View Located Just Steps Away From Luxury Brand Stores, Galleries And Restaurants In Yorkville. High End Finishes And Remarkable Attention To Detail In Its Interior. Detached Garage For Two Cars.

51 Hazelton Avenue, Toronto

Listing courtesy of RIGHT AT HOME REALTY.

$6,490,000

6 Beds ⋅ 7 Baths ⋅ C12301941 MLS® #

100 x 227 Ft south exposure Lot with inground pool backing to Park *Exquisite 5+1-Bedroom Family Residence Masterfully reBuilt To The Highest Standards Of Craftsmanship. Outstanding Forested Property In Prestigious Enclave Bordering Sunnybrook Grounds. Interior Design Merges Classic Elegance & Contemporary Style, Sparing No Cost On Premium Finishes. Exemplary Principal Spaces Arranged In Graceful Flow W/ Two Lavish Primary Suites On Main Floor & Many Walk-Out Access Points To The Backyard Retreat. Crown Moulding, Custom Millwork, Oak & Marble Floors Throughout. Stately Entrance Hall W/ Stained Glass Skylight & Marble Floors. Formal Dining Room W/ Custom-Built Display Shelves, Grand Living Room W/ Walk-Outs To Backyard & Gas Fireplace. Gourmet Kitchen Presents High-End Appliances, Vast Breakfast Area, Expanded Central Island W/ Seating & Severy W/ Full-Sized Wine Fridge. Sun-Filled Library Features Walk-Out To Private Courtyard. Graceful Family Room W/ Walk-Out To Yard, Gas Fireplace, Custom Entertainment Center W/ Built-In Shelves. Two Primary Suites Boasting Backyard Access, Wall-To-Wall Windows, Walk-In Closets & Opulent Spa-Like Ensuites. Second Floor Presents 3 Elegantly-Appointed Bedrooms, 3-Piece Ensuite Bathroom & 4-Piece Semi-Ensuite W/ Soaking Tub. Basement Features Graciously-Scaled Recreation Room W/ Custom-Built Bookcases & Gas Fireplace, Exercise Room, Nanny Suite W/ Walk-In Closet & Full Bathroom. South-Facing Backyard Oasis W/ Pool, Cabana, BBQ Ready Terrace & Meticulous Landscaping. Handsome Street Presence W/ Portico, Sprawling Wooded Lawn, 10-Car Circular Driveway & 2-Car Garage. Coveted Address In Torontos Most Revered Neighborhood, Conveniently Near The Crescent School, TFS International School, Granite Club, Sunnybrook Park, York Glendon Campus, Transit & First-Rate Amenities.

7 Valleyanna Drive, Toronto

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$6,699,000

5 Beds ⋅ 7 Baths ⋅ C12203848 MLS® #

Welcome to 154 Yonge Blvd, a rare opportunity to own a custom-built luxury home! This residence offers over 7,200 sq.ft. of flawless design and craftsmanship in one of Toronto's most prestigious neighbourhoods, Bedford Park-Nortown. Meticulously built by Saaze with interiors by renowned designer Robin Nadel, the home combines timeless architecture with modern living. From the soaring 14-ft ceilings, oak rift-cut hardwood floors, and elegant panel detailing, every finish speaks sophistication.The main floor boasts a grand living and dining space and an executive office. An open-concept family room flows seamlessly into a designer kitchen featuring a La Cornue stove, a marble waterfall island, and a full suite of integrated Wolf/Sub-Zero appliances. These elegant spaces are perfect for both entertaining guests and comfortable everyday living. Upstairs, the primary retreat includes a spa-inspired 6-piece ensuite, walk-in closets, and a private balcony. All additional bedrooms offer their own ensuites and custom cabinetry. Each room is designed to provide privacy and comfort for family or guests. The walkout basement is an entertainment haven, featuring a full theatre, gym, recreation room, wet bar, and wine cellar. It opens out to a resort-style backyard with a saltwater pool, an outdoor kitchen, and lush greenery. This lower level seamlessly blends indoor and outdoor living, making it ideal for hosting gatherings or enjoying family time. A true statement of custom perfection complete with elevator access to all levels, a heated driveway, and built-in smart systems throughout.

154 Yonge Boulevard, Toronto

Listing courtesy of HOMELIFE NEW WORLD REALTY INC..

Toronto Homes with a Pool for Sale

Newest Toronto Homes with a Pool for Sale

MORTGAGE CALCULATOR

Estimated Monthly Payment

Estimated Monthly Payment