Forest Hill South Homes for Sale

Forest Hill South Homes for Sale

Welcome to Forest Hill South, one of Toronto's most prestigious neighborhoods, where elegance meets tranquility. Nestled in the heart of the city, this charming enclave is renowned for its lush tree-lined streets, historic architecture, and a vibrant community spirit that makes it a sought-after destination for families and professionals alike.

Forest Hill South boasts an impressive array of homes for sale, ranging from stately mansions to beautifully renovated bungalows. Each property reflects the neighborhood's rich history and architectural diversity, offering potential homeowners a unique opportunity to find their dream residence. Whether you’re seeking a modern masterpiece or a classic home with character, you’ll discover a variety of options that cater to every taste and lifestyle.

The neighborhood is not just about stunning homes; it also offers an abundance of amenities. Residents enjoy proximity to top-rated schools, including Forest Hill Collegiate Institute and Bishop Strachan School, making it an ideal location for families. The area is also home to beautiful parks, such as the serene Forest Hill Park, perfect for leisurely strolls or picnics with loved ones.

For those who appreciate a vibrant cultural scene, Forest Hill South provides easy access to boutique shops, gourmet restaurants, and local cafes, all within walking distance. The neighborhood's close-knit community often hosts events that foster a sense of belonging and camaraderie among residents.

With its perfect blend of luxury, convenience, and community, Forest Hill South is not just a place to live; it’s a lifestyle choice. Explore the homes for sale in this enchanting neighborhood and discover the perfect place to call home.

Newest Forest Hill South Homes for Sale

33 Tarlton Road, Toronto
$4,295,000
5 Beds ⋅ 5 Baths ⋅ C14143546 MLS
A distinguished collaboration of design, craftsmanship and modern elegance, 33 Tarlton Rd is an exceptional residence originally built by renowned Shram Homes and architecturally designed by celebrated Richard Wengle. Set on an impressive 35 x 124 ft lot, this sophisticated 4-bedroom, 5-bathroom home offers exceptional indoor-outdoor living, refined finishes and effortless entertaining. Rich hardwood floors complement a curated selection of sophisticated finishes, while the spectacular custom kitchen features top-of-the-line appliances, bespoke cabinetry and an expansive centre island. The elegant living room features a striking fireplace, while the family room, with custom built-ins and a second fireplace, opens seamlessly to the beautifully landscaped rear garden. A Lutron lighting system and integrated surround sound throughout the home and outdoor entertainment space further elevate the experience. The private rear garden features a tranquil water feature, covered entertainment area and expansive BBQ deck, creating an exceptional setting for entertaining. The luxurious primary suite includes a spa-like ensuite with heated floors, complemented by three additional generously sized bedrooms. A bright finished lower level with heated floors, recreation room and bedroom currently serves as an artist's studio and offers exceptional versatility. A two-car garage and heated driveway provide year-round convenience. Ideally located near exceptional schools, parks, shopping, dining and transit, 33 Tarlton Rd represents a rare convergence of architectural pedigree, contemporary luxury and sophisticated family living.

33 Tarlton Road, Toronto
106 Richview Avenue, Toronto
$10,799,000
5 Beds ⋅ 6 Baths ⋅ C14140954 MLS
Located at the coveted south end of Richview Avenue in Forest Hill South, surrounded by grand estate-style properties on impressive 100-foot lots, this extraordinary newly built custom home delivers the feel of a five-star hotel. A neighbouring vacant lot presents the potential to create your own expansive Forest Hill South estate. Designed by renowned architect Richard Wengle, with interiors by Wise Nadel, this residence offers three storeys of total luxury, with exceptional craftsmanship and bespoke finishes throughout. Soaring ceilings, expansive windows, exquisite millwork and beautifully proportioned rooms create a spectacular setting for both entertaining and everyday family living. A stunning designer kitchen, complemented by an enormous separate prep kitchen tucked behind it, makes hosting effortless while keeping the main kitchen pristine. Elegant principal rooms flow seamlessly into inviting gathering spaces. The massive primary retreat is a destination of its own, featuring two enormous his-and-hers dressing rooms and a breathtaking oversized shower that brings the luxury spa experience home. Generously scaled bedrooms and beautifully appointed bathrooms continue the uncompromising quality throughout. Outside, the backyard feels like a private luxury hotel, with a stunning pool, lush maintenance-free turf and beautifully designed spaces for lounging, entertaining and unwinding. A spectacular lower level completes the experience with a theatre room, gym and exceptional recreation space. Built by a builder for their own family, every detail reflects a commitment to comfort, quality and extraordinary living. Moments from Forest Hill Village, top private and public schools, parks, shops and restaurants, this is a rare opportunity to enjoy a complete luxury lifestyle in one of Toronto's most prestigious neighbourhoods.

106 Richview Avenue, Toronto
314 Rosemary Road, Toronto
$8,998,000
6 Beds ⋅ 9 Baths ⋅ C14138478 MLS
Presenting A Visionary Architectural Residence In Forest Hill. Five-Bedroom Custom Home, Featuring World-Class Design By Acclaimed Hyphen Studios. Striking Modernist Exterior, Finished W/ Precast Limestone, Heated 4-Car Drive & 2-Car Garage. Impeccably Curated Open Floor Plan Accented By Exquisite Circular Staircase. German-Engineered Windows & Elevator Access On All Four Levels. Entertainers' Backyard Featuring Luxury Swim Spa & Tree-Lined Privacy. Oversized Solid Wood Front Door With Keyless Entry. Foyer With Antique Mirrored Art & Spanish Imported Porcelain Floors. Office With Soaring Windows, Antique Mirrored Ceiling & Integrated Desk. Living Room Features In-Wall Speakers & White Oak Paneling, Dining Room Presents Dramatic 20' Ceilings, Two-Way Gas Fireplace & Floor-To-Ceiling Windows. Stunning Gourmet Kitchen With Separate Working Kitchen, High-End Appliances, Italian Imported Porcelain Countertops & Seamless Transition Into Family Room. Two Beautifully-Appointed Primary Suites, Gracious Second Floor Lounge & Third Floor Walk-Out Terrace. First Primary Suite Includes Two-Way Fireplace, Expanded Balcony, Opulent 8-Piece Ensuite With Steam Shower & Walk-In Closet. Second Primary Suite With Wet Bar, Balcony, Expansive Walk-In Closet & 5-Piece Ensuite. 3Additional Upstairs Bedrooms W/ Upscale Finishes, Ensuites & Walk-In Closets. The Professionally Finished Lower Level Offers Heated Floors, A Private Nanny Suite With 3-Pcs Ensuite, & An Impressive Recreation Area Featuring A Sauna, Wet Bar, Climate-Controlled Walk-In Wine Cellar, Linear Fireplace & Custom Designer Wall Paneling. A Rare Offering Where Architectural Brilliance, Contemporary Design & Exceptional Craftsmanship Come Together In An Artfully Conceived Home Of The Highest Caliber. Ideally Situated In A Prestigious Forest Hill Location, Just Moments From Exceptional Amenities, Top-Rated Schools & Cedarvale Park.

314 Rosemary Road, Toronto
226 Chaplin Crescent, Toronto
$1,539,000
3 Beds ⋅ 2 Baths ⋅ C13885158 MLS
A classically proportioned and adored bungalow nestled in the heart of the desirable midtown Chaplin estates neighbourhood. A beautifully sculpted and landscape lit frontage offers ample private driveway parking, built-in garage and accessory storage room. A commanding stone clad facade welcomes you to this traditional home. The gracious foyer opens to a bright south facing living room. Perfectly positioned, the oversized bay window overlooks Larratt Parkette offering access to the Beltline nature trail. The impressive fireplace has been upgraded to natural gas for convenience. A separate windowed formal dining room is perfect for entertaining. The functional kitchen has ample space, Abundant storage & light. The two main floor bedrooms are nestled at the rear. Designed to bring the outside in, Both bedrooms feature greenhouse style windows overlooking the fenced and landscape garden. An updated 4pc bathroom completes this level. The finished lower level with additional side entrance features a family recreation room, an additional bedroom 4pc bathroom, Laundry and utility room with ample additional storage. Interior access to the built in garage. Modern conveniences include forced air, gas heating, central A/C, upgraded European style tilt/turn windows. Professionally landscaped and lit front and rear driveway, patio and gardens with sprinkler system. A perfect couples/intimate family home or ideal condo alternative for those seeking independent living. Within walking distance to shops and both subways on Yonge (line 1) Eglinton (LRT lines) or bus stop on block. Visit: https://chaplinbungalow.com/

226 Chaplin Crescent, Toronto
21 Ridgewood Road, Toronto
$3,999,000
4 Beds ⋅ 4 Baths ⋅ C14128120 MLS
An exceptional opportunity to move in and enjoy, renovate to your taste, or build your custom dream home in a premier ravine setting. Welcome to 21 Ridgewood Road, a rare offering on one of Forest Hill South's most coveted tree-lined streets. This gracious two-storey residence sits on a deep, private lot that backs onto a lush wooded ravine, delivering the tranquility of a country retreat in the heart of the city. Lovingly maintained by long-time owners, the home blends timeless mid-century character with generous proportions and abundant natural light. A covered front porch with flagstone walkway opens to a bright centre-hall foyer with an elegant wood staircase and wrought-iron railing. The expansive open-concept family and dining room is the heart of the home, framed by crown mouldings and floor-to-ceiling windows and French doors that walk out to the stone patio and sweeping backyard views, ideal for both everyday living and large-scale entertaining. The kitchen features warm wood cabinetry with frosted-glass uppers, stainless steel range, and a sunny bay-window breakfast area. A powder room and dressing area complete the main level. Upstairs, hardwood floors lead to a richly wood-panelled office/den with built-in shelving and treetop views, a spacious primary retreat with sitting area and dressing vanity, overlooking the garden. A well-proportioned second bedroom and third bedroom with built-in desk and storage, served by full bathrooms. The finished lower level offers a wood-panelled recreation room with a curved wet bar and lit glass display shelving, a home gym area, and a two-piece washroom, perfect for family gatherings or guests. Outside, the beautifully landscaped grounds feature a sun-drenched lawn, raised stone terraces and mature trees, all backing onto a wooded ravine for exceptional privacy. Attached double-car garage and private driveway. Steps to top-rated public and private schools, parks, shops, and dining.

21 Ridgewood Road, Toronto
55 Elderwood Drive, Toronto
$3,695,000
5 Beds ⋅ 3 Baths ⋅ C14125998 MLS
Welcome to life in one of Canada's most desirable sought-after neighbourhoods - Forest Hill South. Considered to be an ideal family home, this is truly a wonderful and rare opportunity to plant your roots in one of Toronto's most affluent and sought-after neighbourhoods. This charming 4+1 bedroom home has it all - Gleaming hardwood floors, private office, luxury panelled appliances, lots of space for storage, and a spacious, fully customizable basement with 9' ceilings & radiant heating in the floor. Among the amazing features offered are a Subzero refrigerator/freezer; Wolfe induction cooktop with a pop-up range hood; built-in Dacor wall oven, warming drawer and microwave; Insinkerator Garburetor, Metalex security screen doors, built-in speakers, central vacuum, an huge composite deck, LG washer and dryer, and a lot more. Surrounded by mature, beautiful trees, and located conveniently within walking distance to world-class private schools including Upper Canada College, Bishop Strachan School, Forest Hill Jr & Sr School; Beth Tzedec, Cedarvale Park, TTC Routes, and all the amazing shoppes and restaurants on Eglinton and in Spadina Village. Don't miss this amazing chance to become a part of this amazing, vibrant community.

55 Elderwood Drive, Toronto
12 Millbank Avenue, Toronto
$5,295,000
5 Beds ⋅ 6 Baths ⋅ C14124326 MLS
Situated on one of Forest Hill's most coveted and quietest streets, 12 Millbank Avenue is an exquisitely-designed home exuding luxury at every turn. Meticulously rebuilt over two years, including a primary suite addition in 2019, this Tudor-style brick house blends traditional Forest Hill charm with a modern elevated aesthetic design throughout by Tara Fingold Design Group. At the heart of this home is a large open-concept kitchen with an oversized island, a suite of Sub-Zero and Thermador appliances, walk-in pantry and adjoining breakfast area. All adjacent to an exquisite dining room with a window seat and custom cabinetry. Steps down to a bright, expansive family room with electric fireplace, a wetbar and floor-to-ceiling windows overlooking an impeccably-designed yard with both outdoor dining and seating, built-in BBQ, swimming pool and sport court, all among a topiary of tall trees. The primary suite addition is an oasis, with a stunning bespoke built-in King sized bed, an office with custom cabinetry, a walk-in closet, 5-piece spa ensuite and potential for a walkout deck. Three chic bedrooms with ensuites, custom millwork and closets along with a spacious secondary laundry room round out this space. A mud room with ample storage greets you on the fully-finished lower level, with abundant family space. A luxurious media room with custom cabinetry, spacious rec room/gym, laundry room, 3-piece bath and abundant storage. Partially heated driveway. This unique location provides the best of both worlds - the privacy of a tree-lined street, and steps away from the well-loved shops & restaurants that Forest Hill Village has to offer and easy access for all transportation. Moments from leading private schools such as BSS, UCC and St. Mike's, and in the catchment for Forest Hill Elementary School and Forest Hill Collegiate. No stone was left unturned in this impeccably-designed and functional house, making this a home not to be missed.

12 Millbank Avenue, Toronto
26 Vesta Drive, Toronto
$3,895,000
5 Beds ⋅ 5 Baths ⋅ C14119554 MLS
Welcome to 26 Vesta Drive, a wonderful family home in the heart of Forest Hill, just a short walk to Forest Hill Village, parks, transit and some of the city's top schools. This spacious three-storey detached home offers an incredible combination of space, location and endless potential, with the opportunity to move in and enjoy today while making it your own over time. Ideally located close to BSS, UCC and Leo Baeck, as well as the Cedarvale Ravine and all the shops and amenities of Forest Hill Village. The main floor offers a warm and inviting layout, with a gracious living room, a spacious dining room that flows seamlessly into the kitchen, and a large family room overlooking the backyard. An addition to the home has created additional living space, including a generous mudroom with direct access outside, adding to the ease and functionality of everyday family living. Upstairs, the second floor features a large primary bedroom with ensuite, two additional well sized bedrooms and a fabulous home office. The third floor offers two more bedrooms and a bathroom, providing plenty of additional space for children, guests or a growing family. The lower level adds even more versatility with a large recreation room perfect for family activities, a home gym or guest bedroom, sauna and full bathroom. The west-facing backyard is a true highlight. Set on an impressive 50 x 142.5 foot lot, the property offers beautifully manicured gardens, exceptional privacy and a large stone patio perfect for entertaining. An inground pool and cabana with its own full powder room create the ultimate setting for long summer days with family and friends. The garage provides excellent additional storage. A special Forest Hill home offering incredible space inside and out, an exceptional lot and a location that is hard to beat. Move in and enjoy it today, make thoughtful updates over time, or take advantage of its incredible potential in the years ahead.

26 Vesta Drive, Toronto
215 Dunvegan Road, Toronto
$9,995,000
6 Beds ⋅ 8 Baths ⋅ C14108620 MLS
Situated on one of Forest Hill's most prestigious & sought-after streets, this extraordinary custom-built estate exemplifies luxury living at its finest. Showcasing timeless architecture, impeccable craftsmanship & premium finishes t/out, the residence offers over 8,300 sq. ft. of elegant living space designed for both grand-scale entertaining & refined everyday living. Defined by soaring ceilings, expansive principal rooms & abundant natural light, every detail has been thoughtfully curated to create a sophisticated yet welcoming atmosphere.The home features 6 spacious bdrms & 9 luxurious bathrms, along w/ a rare 1,729 sq. ft. underground garage accommodating up to 5 cars, plus additional heated driveway parking for 2 cars. The main level is tailored for entertaining & family living, featuring a refined private study, formal living & dining rms, & a chef-inspired kitchen w/ premium appliances, custom cabinetry & an oversized breakfast area overlooking the beautifully landscaped backyard. The expansive family rm opens seamlessly to a large deck, creating exceptional indoor-outdoor flow. The 2nd level is highlighted by a luxurious primary retreat complete w/ a private balcony, spa-inspired ensuite & expansive his-&-hers dressing rms. Three additional generously sized bdrms, each w/ their own ensuite bathrm, provide exceptional comfort & privacy. The 3rd level offers versatility w/ a substantial gym & spa retreat, extensive storage & an additional ensuite bdrm ideal for guests. The lower level is designed for entertainment & lifestyle, featuring a stunning home theatre, recreation rm, nanny's room, custom wine cellar & mudrm w/ direct access to the underground garage. Set on a mature, professionally landscaped lot, the private backyard oasis features a salt water swimming pool, multiple entertaining areas & complete privacy. Ideally located near Forest Hill's shops & restaurants, top private & public schools & convenient access to downtown Toronto.

215 Dunvegan Road, Toronto
250 Forest Hill Road, Toronto
$6,995,000
5 Beds ⋅ 7 Baths ⋅ C14100908 MLS
Welcome to 250 Forest Hill Road, a distinguished family residence in the heart of Forest Hill. Designed by Joe Brennan, with interiors by Katherine Newman and more recently Stacey Cohen Design, this exceptional home showcases timeless design and refined craftsmanship. Set on a 50 x 136 ft lot, the residence offers approximately 6,790 sq. ft. of finished living space, with 4+1 bedrooms and 7 bathrooms. The main floor features impressive 10'4" ceilings and generously proportioned principal rooms, including elegant living and dining rooms, private office, expansive family room, kitchen with breakfast area and servery. Rich cherrywood flooring, Jerusalem limestone and custom marble fireplaces add warmth and sophistication. The family room and breakfast area overlook the landscaped backyard and expansive stone patio.The second floor features four spacious bedrooms with 9 ft ceilings. The primary suite includes a sitting area with fireplace, dressing room, walk-in closet and large six-piece ensuite. Each additional bedroom has its own ensuite.The finished lower level provides approximately 2,339 sq. ft. with 9 ft ceilings, including two recreation areas, fifth bedroom with four-piece ensuite, powder room, laundry, storage and mudroom with direct access to the 1.5-car garage. The approximately 2,081 sq. ft. unfinished third floor features 8'9" ceilings and offers potential for two additional bedrooms and a bathroom, subject to required approvals.Outside, the property features a four-car heated driveway, 1.5-car garage and landscaped backyard with large stone patio. Ideally situated within walking distance of UCC, transit, Forest Hill Village and Eglinton Way, with the Beltline Trail just steps away.Meticulously maintained and exceptionally well built, 250 Forest Hill Road offers a rare combination of scale, quality, timeless design and an outstanding Forest Hill location.

250 Forest Hill Road, Toronto
217 Chaplin Crescent, Toronto
$2,499,000
5 Beds ⋅ 4 Baths ⋅ C14098190 MLS
Fully renovated and reimagined residence in Forest Hill South, 217 Chaplin Crescent offers a refined, design-forward lifestyle, backing right on the Beltline Trail, and only moments from prestigious schools, boutique shopping, and transit. The open-concept main floor makes an immediate statement, wrapped in custom architectural paneling 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 impressive, 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
201 Rosemary Road, Toronto
$11,500,000
6 Beds ⋅ 8 Baths ⋅ C14093250 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
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