Toronto Real Estate Search

Toronto Homes with a Pool for Sale

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Newest Toronto Homes with a Pool for Sale

$11,995,000
5 Beds 7 Baths C13092402 MLS
Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, and contemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting with an infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes from downtown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated public and private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street and Mount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect a seamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lower level, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floors enhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 square feet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlessly to the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a serene retreat with a dressing room and spa-inspired bathroom. The third floor provides rare additional living space, ideal for guests or multi-generational living. The lower level includes a recreation room, home gym, and wet bar. Complete with a spacious double garage and heated driveways, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods.

20 Cluny Drive, Toronto

$5,499,000
5 Beds 5 Baths C13048670 MLS
An iconic showcase of refined design, upgraded and perfectly positioned in the prestigious Windfields neighbourhood, this exceptional residence offers unparalleled privacy and a seamless connection to the natural beauty of Windfields Park. Bold Brutalist architecture creates a dramatic, light-filled interior with floor-to-ceiling picture windows on every level, adorned with custom Belgian linen window coverings. An expansive second-floor sundeck provides sweeping park views and is accessible from all four bedrooms, while the lower level opens effortlessly to lush rear gardens. The main floor is designed for elegant entertaining, featuring formal living and dining areas, a sunken family room, a chef's kitchen with servery, and walk-outs to a flagstone patio and shimmering concrete pool. A sculptural open-riser staircase enhances the flow of natural light throughout the home. The lower level offers a luxurious retreat with a fifth bedroom, wet bar, recreation room with wood-burning fireplace, sauna, and floor-to-ceiling garden views with walk-up access to the patio. A three-car garage and circular driveway accommodating 8+ vehicles provide ultimate convenience, while proximity to top schools, 401/404/DVP, and the exclusive Granite Club ensure unparalleled lifestyle ease. A rare urban sanctuary, this home combines dramatic design, refined luxury, and a serene parkside setting for a truly extraordinary living experience.

10 Penwood Crescent, Toronto

$6,500,000
4 Beds 5 Baths C13047138 MLS
A rare, turn-of-the-century Victorian, reimagined for modern luxury in the heart of Annex/Yorkville corridor. Set on one of the area's most coveted streets, this one-of-a-kind detached residence seamless blends timeless old-world charm with elevated contemporary design. Completely rebuilt to the studs with exceptional craftsmanship, this 4+1 bedroom, 5 bathroom home spans over 4,500 sq.ft across three impressive levels. Soaring 10.5 ft ceilings, solid oak and stone floors and curated architectural detailing, create a sense of refined elegance. Gracious principal rooms are designed for both intimate living and sophisticated entertaining, anchored by a stunning marble wood-burning fireplace, one of four fireplaces featured. A custom chef's kitchen serves as the heart of the home, complete with a centre island, Wolf & Subzero appliances, and seamless flow into a formal 10-seat dining room. Just beyond, a private backyard oasis, ideal for hosting or unwinding in style. Natural light pours through expansive windows, enhancing the home's warm, inviting ambiance. The grand staircase leads to the second floor family/media room w/fireplace overlooking the tree-lined street and up to the third level, offering three spacious bedrooms, w/2 full baths. The primary suite is a private retreat, featuring its own fireplace, walk-in closet, secondary laundry & spa-inspired 6 piece ensuite with oversized tub, steam room, and separate shower. Lower level showcases Italian tile, exposed brick, wine room and a generous recreation space with walkout access to a beautifully landscaped backyard complete with in-ground pool & jacuzzi. Set on a 39 x 111 ft lot, the home also offers exceptional curb appeal, heated interlocking drive w/parking for 3 vehicles. Steps to Yorkville's premier shopping and dining, top-tier schools, parks, TTC, and the downtown core, this residence delivers a rare combination of heritage character, modern conformd, and prestigious location - elevated urban living.

140 Bedford Road, Toronto

$10,800,000
6 Beds 9 Baths C13020262 MLS
Classic residence sited on an estate-sized 0.54-acre lot on one of the most prestigious streets in Teddington Park, adjacent to Rosedale Golf Club. The home was completely taken back to the studs and restored by Joe Brennan with interior design by Lori Morris, showcasing superb craftsmanship, impeccable finishes, and meticulous attention to the finest materials. Grand principal rooms are ideal for entertaining, complemented by an epicurean kitchen, while the sunroom and family room with walk-out to terraces provide more relaxed living spaces. A richly panelled library offers a quiet retreat. Luxurious primary suite boasts a dressing room with centre island and custom built-in shelves. The third level features a spacious loft with two additional bedrooms and two baths. The lower level includes a wine cellar and a large room suitable for a home theatre. The lovely grounds enchant and delight, framed by a canopy of mature trees, exquisite gardens, a sparkling pool, hot tub, fountain, and an eat-in area shaded by a pergola. At the heart of the garden stands a graceful tiered fountain, where water cascades in delicate streams, creating a tranquil focal point. The charming coach house blends elegance and functionality, featuring a kitchen with an aluminum blind that opens to reveal an outdoor bar, complemented by a retractable awning for shade. Inside , there is an exercise room with walk-out to a basketball court, a loft with vaulted ceiling, a bedroom, and a three-piece bath, ideal for guests. Close to Toronto's top private and public schools, clubs, shopping, transit, and a short drive downtown. This exceptional property offers a rare combination of architectural refinement, expansive outdoor living, and thoughtful design, creating an ideal setting for both grand entertaining and comfortable family living in one of the city's most coveted neighbourhoods. A distinguished offering that seamlessly blends timeless elegance with modern luxury and convenience.

175 Teddington Park Avenue, Toronto

$7,999,000
6 Beds 6 Baths C13014948 MLS
Prestige. Privacy. Possibility. 80 Bayview Ridge - A Signature Estate Opportunity In One Of Toronto's Most Coveted Enclaves.Set On An Extraordinary 100 X 250 Ft Estate-Style Lot, This Remarkable Property Offers Exceptional Scale, Mature Greenery, And A Beautifully Maintained In-Ground Pool Framed By Lush Perennial Gardens-An Oasis Of Complete Privacy In The Heart Of Bayview Ridge.The Existing Residence, Measuring 7,715 Sq. Ft., Is Warm, Inviting, And Comfortably Livable. Sunlit Interiors Feature Multiple Skylights And Five Fireplaces, Enhancing Both Charm And Ambiance. Generous Principal Rooms Include A Richly Appointed Wood-Panelled Library With Fireplace, A Classic Living Room, A Formal Dining Room Adorned With Luxurious Silk Wall Finishes, And A Grand Family Room With Skylight, Fireplace, And Walk-Out To The Serene Backyard.The Walk-Out Lower Level Elevates Everyday Living With A Dedicated Theatre Room, Spacious Recreation And Entertainment Areas, And Flexible Spaces Ideal For Hosting, Relaxing, Or Accommodating Extended Family. A Three-Car Garage And The Estate's Exceptional Lot Size Complete This Distinguished Offering. While The Home Is Perfectly Enjoyable As-Is, The Value Lies In The Land And Redevelopment Potential. Architectural Plans By Makow Architects For A New Luxury Residence Of Over 18,000 Sq. Ft. Are Available, And The Building Permit Is Already Approved And Ready, Making This A Truly Turnkey Opportunity For A Future Signature Estate. An Exceptional Bayview Ridge Address Where Privacy, Timeless Elegance, And Limitless Opportunity Converge-Whether You Choose To Live, Enhance, Or Build New.

80 Bayview Ridge, Toronto

$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

$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

$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

$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

$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

$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

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