Forest Hill South Homes for Sale

Forest Hill South Homes for Sale

Welcome to Forest Hill South, one of Toronto's most prestigious and sought-after neighborhoods, where charm meets elegance in a picturesque setting. Nestled in the heart of the city, this enchanting enclave boasts tree-lined streets, lush parks, and a vibrant community atmosphere that makes it a perfect place to call home.

Forest Hill South is renowned for its stunning architecture, featuring a mix of grand estates, cozy bungalows, and modern townhomes. The homes for sale here are a testament to the neighborhood's rich history and architectural diversity, offering prospective buyers a chance to invest in a piece of Toronto’s heritage. Whether you’re seeking a sprawling family residence or a chic urban retreat, Forest Hill South has something for everyone.

The neighborhood is not only about beautiful homes; it's also about lifestyle. Residents enjoy access to some of the city's finest amenities, including top-rated schools, boutique shopping, and gourmet dining options. For nature enthusiasts, the nearby parks and ravines provide a serene escape, perfect for leisurely strolls, picnics, or simply unwinding amidst nature's beauty.

Transport links are excellent, with easy access to downtown Toronto and other key areas, ensuring that you're never far from the vibrant pulse of the city. With a strong sense of community, Forest Hill South is a place where neighbors become friends, and families thrive.

Explore the current homes for sale in this enchanting neighborhood and discover the perfect blend of luxury, convenience, and community that Forest Hill South has to offer. Your dream home awaits!

Newest Forest Hill South Homes for Sale

$10,180,000
5 Beds 7 Baths C13603996 MLS
39 Burton Road is a landmark residence, gracefully positioned within one of the most exclusive and prestigious enclaves in Forest Hill. Set on a rare 100x170.5 FT lot, this extraordinary estate offers appx 5,982 SF above grade plus partially renovated lower level, presenting a remarkable opportunity for both luxury living and scarcity investment. The expansive 17,000 SF grounds are nestled with a dense canopy of mature trees and exquisitely landscaped gardens that provide a private and sensational oasis. Approved severance allows two premium lots, effectively transforming one prominent residence into two and maximizing land value on one of the finest streets. The current mansion was built for an exceptional luxurious lifestyle that balances sumptuous entertaining and personal relaxation. Indulgence recreational amenities highlight an indoor saltwater pool, a circular hot tub, and a sauna that opens to a serene alfresco retreat for maximum comfort and wellness. Originally a Georgian, the mansion was reimagined by acclaimed architect Stanley Shenkman and interior designer Robert Dirstein into an epic modernist statement, defined by bold geometry, sweeping curves, and flat rooflines. Recognized for its distinctive aesthetic, once-famous black-changing-to-white exterior, the residence became a design icon after the radical redesign. Today, the home reflects a celebrated eclecticism and modernism, starring a teak paneled foyer, retro mid-century details, wall-to-wall windows and extensive use of skylights that bathed interiors with natural light. This excellent location is also known for its extreme proximity to walkable social hubs, places of worship, and top-tier schools such as UCC, BSS, Holy Rosary, St Michael's, Robbins, Bialik, Leo Baeck, Forest Hill CI and more. Rich in architectural significance and cultural character, the legendary residence is a rarity offering in a highly coveted row renowned for its affluent scale, influential prestige, and enduring grandeur.

39 Burton Road, Toronto

$11,895,000
6 Beds 8 Baths C13599294 MLS
An exceptional custom-built residence on a prominent Forest Hill corner lot, offering nearly 9,000 sq. ft. of impeccably designed living space across four levels connected by elevator. Surrounded by mature trees and enhanced by expansive windows throughout, this remarkable home is filled with natural light and showcases a rare combination of scale, craftsmanship, and thoughtful design.The main level is designed for both elegant entertaining and everyday family living, featuring sophisticated principal rooms, exquisite millwork, heated stone flooring, and a stunning chef's kitchen appointed with premium Miele appliances, custom cabinetry, and an oversized island. Interiors curated by acclaimed designer Carrie Mudford of CMID create a timeless yet contemporary atmosphere throughout the home.The second level offers four generous bedroom suites, each with its own ensuite. The primary retreat is truly extraordinary, featuring an oversized custom dressing room with extensive built-in cabinetry and a luxurious marble-clad ensuite complete with steam shower, freestanding soaker tub, and private water closet. The third floor provides exceptional flexibility with a fifth bedroom, full bath, private office, built-in bar, and spacious lounge area.Designed with wellness and entertainment in mind, the lower level rivals a private resort, featuring a state-of-the-art fitness centre, steam sauna, dry sauna, expansive recreation room, custom wine cellar, and a spectacular wet bar. A dedicated theatre room with seven premium reclining theatre chairs, serving counter, bar fridge, and microwave creates the ultimate cinematic experience.Radiant heated floors extend throughout all stone-finished areas and the entire lower level. A heated snow-melt driveway accommodates four vehicles with ease, while the exceptional garage configuration offers space for four additional vehicles, including a triple garage with lift access and a separate private bay ideal for a collector automobile.

201 Rosemary Road, Toronto

$4,880,000
5 Beds 4 Baths C13545286 MLS
Welcome to elevated Forest Hill living in this fully renovated 4+1 bedroom, 4 bathroom home, where timeless style, thoughtful design, and exceptional behind-the-scenes quality come together beautifully. Completely gutted and renovated in 2018, this home was designed for modern family living with premium finishes, smart technology, and everyday comfort in mind. Inside, you'll find elegant principal rooms and a warm, inviting layout designed for both relaxed family life and effortless entertaining. The chef's kitchen is a true showpiece, featuring a Wolf 48" dual fuel range with charbroiler, custom teppanyaki grill with stainless steel hood, Sub-Zero fridge/freezer, Sub-Zero drink cabinet, Sub-Zero wine fridge, Miele dishwasher, Grohe fixtures, reverse osmosis water system, and water softener. A well-appointed butler kitchen adds even more function for hosting, prep, storage, and keeping the main kitchen looking effortlessly polished.Thoughtful upgrades continue throughout the home, including heated floors in select rooms and bathrooms, Lutron lighting control, triple-pane windows, CCTV, network wiring, 200-amp electrical service, EV-ready connection, Copper front eavestrough/soffit and fascia, and a 22KW Generac backup generator. With spacious bedrooms, beautifully renovated bathrooms, double laundry, and a finished lower level with an additional bedroom, every detail has been carefully considered. Outside, enjoy a private drive with manual bollards, garage and spacious backyard, raccoon-proof vents, and even a dog washing station - because muddy paws deserve their own spa moment too. Set in prestigious Forest Hill, surrounded by beautiful homes, top schools, parks, shops, restaurants, and transit, this is a rare move-in-ready opportunity in one of Toronto's most coveted neighbourhoods. See attached for a full list of features & upgrades.

204 Richview Avenue, Toronto

$6,695,000
5 Beds 5 Baths C13544476 MLS
Exceptionally Custom Designed by one of Canada's leading, award-winning architects, Siamak Hariri (Hariri Pontarini), engaged by the owners. This magnificent and custom-built home was a magical result of the brilliant collaboration between the genius of Siamak Hariri and his very sophisticated and family-oriented clients. Total Square Footage is: 5,857 (4,287 sq ft above ground) and there's an Elevator. 4 +1 Bedrooms and 7 Bathrooms (2 Baths in Lower Level). Lot: see survey. Extra tall walls for their remarkable art collection had been a prerequisite, as were flexible multi-use rooms for visiting family and the two active professionals desiring quiet, beautiful spaces both inside and out. Private stone terraces in front and back, and above, cedar decks, overlook the country-like feel of the mature trees and nature sanctuary surrounding the property. Yet, it's close to Forest Hill Village shops, TTC, and Ravine trails. Natural materials - Algonquin Limestone, Brazilian Cherry hardwood (Jatoba), Rubble Stone, Mahogany doors and windows, and extensive use of copper, teak and cedar - mix together beautifully in light-filled spaces throughout. Huge glass picture windows, full height sliding glass doors, and the surrounding tall trees outside are viewed everywhere in the home. The central 3-storey atrium above the dining room is at the centre of the house, spilling light throughout the main floor and the centre of the 2nd floor. All of these elements combine to exude warmth and comfort, and yet are modern, clean and sleek, all at the same time. A Magnificent Garden was designed by renowned landscape architect, Janet Rosenberg, featuring cut stone, limestone terraces and Owen Sound ledge rock, including for the inspired central water feature, sounding softly like a babbling brook. Everything has been meticulously maintained and cared for, and like the finest wine, proves to be more outstanding over time. A stunning and truly unique sanctuary at a brilliant City location!

36 Millbank Avenue, Toronto

$4,550,000
5 Beds 7 Baths C13540690 MLS
Built in 2025, this brand-new bespoke luxury residence in affluent Forest Hill is beautifully situated on the quietest block of the street, steps from the elite Upper Canada College campus, and Kay Gardiner Beltline Trail. A rare blend of elegance and convenience, offering a peaceful sanctuary in one of the city's most affluent enclaves. The Georgian Revival Redbrick Architecture presents community-focused design and a sense of belonging. Acclaimed Sachiko Designs curate a wellness centric plan to elevate home comfort. Marvelous interior offers appx 4,500 SF of sophisticated living across 4 meticulously crafted storeys, granting 10ft ceiling, Cambridge Elevator, Gaggenau and a Scavolini-Total-Home. Significant amount of efforts & thoughts are donated for balance of aesthetics, relaxation & functional amenities. Renowned Scavolini craftsmanship consistently refines all 5 ensuite-bedrooms, 7 baths, kitchen, elevator, laundry, gym & mudroom. Comprehensive Gaggenau kitchen with Scavolini complements Italian finesse with German professional-grade technology. Large-format Caesarstone Quartz waterfall island appeals to showroom-quality fabrications. Soft minimalism flows seamlessly through elegant wall panelling & glass railing, Porcelanosa/Laminam/European White-oak floorings, 72'' fireplaces, and premier aluminium windows. Spa-like baths unify Scavolini frameless designs & floor heating. Home automation at thermos, speakers, lights, security & Somfy Blinds. Skylight at 3rd floor office admits sunbathing. Wall-to-wall sliding doors & sky patio enhance indoor-outdoor transitions. Private garden offers a recreational lounge with B/I barbecue kitchen. Expert underground infrastructure ensures durable conduits & watertight sealing. Atlantic granite porch and lighted landscaping illuminate a grandeur front facade. Refined with unparalleled structural integrity and high-end finishes, this extraordinary newer home exemplifies the pinnacle of luxury and immediate readiness.

734 Avenue Road, Toronto

$11,880,000
6 Beds 10 Baths C13527176 MLS
A Newly Completed Architectural Masterpiece In Prestigious Forest Hill, Expertly Crafted By Renowned Danieli Development Group, Celebrated For Exceptional Quality, Enduring Design, & Meticulous Attention To Detail. Encompassing Approximately 10,000 Sq. Ft. Of Luxurious Living Space, This Extraordinary Residence Seamlessly Blends Timeless Architecture With Sophisticated Contemporary Interiors. An Impressive Natural Stone Facade, Elegant Landscaping, And Stately Curb Appeal Introduce Interiors Defined By 12-Foot Main Floor Ceilings, Rich Herringbone Hardwood Flooring, Four Fireplaces, And A Private Elevator Connecting Every Level. The Designer Kitchen Is Paired With A Fully Equipped Butler's Kitchen, Both Outfitted With Premium Miele Appliances, Custom Cabinetry, And Exquisite Natural Stone Finishes. Designed For Exceptional Entertaining, The Home Showcases A Remarkable Custom Wine Cellar Featuring Leather Detailing, Wine Peg Displays, Glass And Mirrored Elements, And Warm Wood Veneers. The Second Level Is Enhanced By Dramatic Mirrored Hallways That Amplify Light And Space. A Lavish Primary Retreat Offers A Private Fireplace, Separate His-And-Hers Walk-In Closets, And Two Spa-Inspired Ensuites Complete With Steam Showers And Bespoke Finishes. Two Additional Bedroom Suites Complete The Second Floor, While The Third Level Offers Two More Spacious Bedrooms. The Resort-Calibre Lower Level Is Dedicated To Luxury And Wellness, Featuring A Private Home Theatre, Nanny Suite With Ensuite, Fully Equipped Gym, Steam Room, Heated Floors, Bar, And A Spectacular Indoor Sicis Saltwater Pool Finished With Iridescent Mosaic Tile And Anchored By A Stunning Double-Sided Fireplace. Completing This Exceptional Offering Is A Rare Five-Car Garage, Along With A Heated Two-Car Driveway, Front Walkway, And Rear Porch. Nearing Completion, This Is A Rare Opportunity To Personalize Select Finishes And Final Design Details While Securing One Of Forest Hill's Most Significant New Luxury Residences.

123 Glenayr Road, Toronto

$2,895,000
5 Beds 4 Baths C13490546 MLS
In one of Toronto's most prestigious pockets, an exceptional residence awaits. Fully renovated and reimagined in Forest Hill South, 217 Chaplin Crescent offers a refined, design-forward lifestyle only moments from prestigious schools, the Beltline Trail, boutique shopping, and transit. The open-concept main floor makes an immediate statement, wrapped in custom architectural panelling and built-in cabinetry that lend warmth, texture, and a sense of tailored luxury. Sunlight pours through oversized windows, illuminating the seamless flow between living, dining, and kitchen spaces. The chef-inspired kitchen anchors the floor with sleek cabinetry and generous prep space, while a striking centre island features an integrated family table. The large walk-out to a sun-drenched deck, blurs the line between the polished interior and serene outdoor living. Ascend to a primary retreat designed to indulge, complete with a wall of custom built-in closets and a spa-inspired ensuite finished with a custom double vanity - a private sanctuary of calm. Two further bedrooms offer versatility and generous proportions, the second appointed with a bespoke desk nook (or convert to a walk-in dressing room), the third with abundant closet space. Second-floor laundry adds an effortless layer of convenience. The fully finished lower level is equally considered, offering two additional bedrooms or sophisticated home offices, a sleek kitchenette, and a separate entrance - a seamless suite ideal for guests, extended family, or potential rental income. Outside, you have parking for 5 cars and double gates for addition privacy and security. The backyard is a private oasis: an expansive entertainer's deck, refined interlock patio and driveway, and a fully finished and insulated garage that can be used as a studio or living space. Lots of green space backing directly onto a tranquil walking trail, offering rare privacy and an enviable connection to nature.

217 Chaplin Crescent, Toronto

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