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Listings last updated Monday July 14 2025

464-468 WINONA DRIVE, Toronto (Oakwood Village), Ontario

$24,800,000 - For sale

The Location is ideal for the Proposed Development of a 200-unit, Eleven-story Rental Apartment Building, currently in the planning phase. This project is perfectly aligned with the Multi-Unit CMHC approval process, offering an exceptional opportunity to secure the maximum 100 points in the MLI Select program. It's a once-in-a-lifetime chance to own a rental, retirement, or student housing property in the heart of Toronto's Midtown...

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Bedrooms N/ABathrooms N/A

5 DEWBOURNE AVENUE, Toronto (Forest Hill South), Ontario

$14,680,000 - For sale

Welcome to 5 Dewbourne Avenue - a Lorne Rose - designed architectural masterpiece completed in 2023, nestled in the prestigious enclave of Forest Hill. This bespoke contemporary estate on 63 ft south lot offers a seamless fusion of modern luxury and timeless sophistication, encompassing over 7800 sqft. of impeccably crafted living space with 10-15ft ceiling heights throughout. Featuring 5+1 BR with custom Poliform closets and 6...

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5+1 Bedrooms6-Total 1-Partial Bathrooms

9 DEWBOURNE AVENUE, Toronto (Forest Hill South), Ontario

$13,900,000 - For sale

Welcome to this elegant and magnificent Forest Hill residence. You will constantly be impressed as you move from room to room through this 4-level 8000 plus square foot home, that was built in 2017, with a further 2 year remodelling. It begins with the striking exterior that stands majestically on the 60 x 120 foot lot. 5 +1 bedrooms and 9 washrooms with main floor family room and elegant wood office. There is an elevator to assist...

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5+1 Bedrooms8-Total 1-Partial Bathrooms

11 RIDGEWOOD ROAD, Toronto (Forest Hill South), Ontario

$10,000,000 - For sale

Experience the epitome of comfort, prestige & sophistication in this extraordinary residence located within the esteemed Forest Hill community. Crafted in 2017 by the renowned architect Lorne Rose, this custom Danieli home-built masterpiece boasts southern exposure, 4+1 bedrooms, 7 bathrooms, and approximately 8,000 square feet of living area. Set on a sprawling 62 by 266 feet ravine lot, the home seamlessly blends elegance, modern...

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4+1 Bedrooms7-Total 1-Partial Bathrooms

330 VESTA DRIVE, Toronto (Forest Hill South), Ontario

$9,980,000 - For sale

Unmatched Contemporary Elegance In Exclusive Forest Hill. A Masterful Collaboration By Visionary Architect Richard Wengle & Interior Designer Maxine Tissenbaum. Custom Built To An Impeccable Standard Of Luxury & Superior Craftsmanship. 5+1 Bedrooms W/ Heated-Floor Ensuites. Exceedingly Spacious Principal Rooms Designed In Seamless Harmony W/ Abundant Natural Light From All Directions. Living & Dining W/ Floor-to-Ceiling Windows &...

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5+1 Bedrooms9-Total 1-Partial Bathrooms

210 GLENAYR ROAD, Toronto (Forest Hill South), Ontario

$9,480,000 - For sale

Extraordinary Custom Built Residence - Architecturally Significant. Architects Own Home Completed Only Last Year. Finishes Almost Never Seen Before All In One Home! Magnificent Textures With Designer Palette. In The Prestigious Forest Hill Neighborhood, A True Gem That Exudes Sophistication And Elegance. With 7,760 SqFt Of Living Areas. City Of Torontos First Approved Sleek Garden House. This Residence Offers An Unparalleled Living...

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6+1 Bedrooms7-Total 1-Partial Bathrooms

7 ROSEMARY LANE, Toronto (Forest Hill South), Ontario

$7,780,000 - For sale

Nestled in the heart of prestigious Forest Hill, one of Torontos most coveted enclaves, this exquisite residence sits on a generous 70 x 140 ft lot, surrounded by a landscape of luxury custom-built estates. This sought-after neighborhood is renowned for its timeless elegance, prestigious schools, and unmatched future potential. Offering approximately 6,701 sq. ft. above grade (as per MPAC), with an additional 2,116 sq. ft. on the...

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5 Bedrooms6-Total 1-Partial Bathrooms

216 GLENAYR ROAD, Toronto (Forest Hill South), Ontario

$7,495,000 - For sale

An extraordinary Forest Hill residence where timeless elegance meets modern luxury. Masterfully crafted by Stacey Cohen Design, this exceptional home is the epitome of sophistication, with impeccable finishes, thoughtful craftsmanship, and unparalleled functionality. Step inside to find a beautifully curated interior featuring an entertainer's dream dining room with seating for 14, and custom built-ins that are as beautiful as they...

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4+1 Bedrooms7-Total 1-Partial Bathrooms

11 DEWBOURNE AVENUE, Toronto (Forest Hill South), Ontario

$7,360,000 - For sale

Rarely Offered Exquisite Estate In The Prestigious Forest Hill Neighborhood! Traditional And Elegant Designed Home On 60 X 120 Ft Lot! 5,535 + 1,650 Sq.Ft Of Living Space W/ 5 Bedrooms, 8 Washrooms, Library, Exercise, Recreation & Studio Room! Whole House Is Meticulously Built With Top Of The Line Material And Well Maintained By Owner. 3 Furnance + 2 Laundry Rooms, Heated Driveway & Walkways. 3 Marble Fireplaces. Top Schools! Don't...

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5 Bedrooms8-Total 2-Partial Bathrooms

217 RICHVIEW AVENUE, Toronto (Forest Hill South), Ontario

$7,299,000 - For sale

Welcome to one of Forest Hills most exquisite new builds a visionary collaboration between Hirman Architects Inc. and Rayvon Interior Design. This nearly 4,500 sq. ft. above-grade home blends sophistication, scale, and lifestyle like few others.The main floor stuns with its expansive open-concept design, where formal living and dining spaces seamlessly flow into a show-stopping gourmet kitchen featuring top-of-the-line Miele...

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4+2 Bedrooms8-Total 1-Partial Bathrooms

1 RIDGEWOOD ROAD, Toronto (Forest Hill South), Ontario

$6,880,000 - For sale

Prestigious "Forest Hill south". 67' X 140' Ft w/75' at rear at the end of private Cul-De-Sac. Rare find 6 Bdrm Detached with Stone Front. South Exposure Overlooking Ravine & Trees. Approx. 5000 S.F + Fin. Bsmt. $$$ Upgrades. Crown Moulding & Pot Lights. Hardwood Flooring Throughout. Gourmet Kitchen w/ Antique Color Cabinets & Canopy. Granite Vanity Top, Large Centre Island and B/I Pantry. Granite/Quartz Vanity Top In Baths. Main...

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6 Bedrooms7-Total 1-Partial Bathrooms

464-468 WINONA DRIVE, Toronto (Oakwood Village), Ontario

$6,299,999 - For sale

Attention Builders, Developers! Shovel Ready Power Of Sale Opportunity! Fully Zoned and Site Plan Approved For 16 Townhomes! Rare Land Assembly With 2 Separate Lots 464 & 468 Winona Drive in the Heart Of Vibrant Oakwood Village. Sold "As Is" With Plans. VTB Possible! (id:2471)

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Bedrooms N/ABathrooms N/A

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