Bracondale, Wychwood and Hillcrest Homes for Sale

The quieter streets between St. Clair Street Avenue and Davenport Road are home to prestigious pockets of Bracondale, Wychwood, and Hillcrest. These very established communities are popular with families because of the community’s beautiful heritage home and some of the most reputable schools in Toronto.

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1-12/25
  • 248 Benson Avenue in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C14098898

    248 Benson Avenue Wychwood Toronto M6G 2J6
    Main Photo: 248 Benson Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14098898
    $999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14098898
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 248 Benson Ave, a rare turnkey opportunity in the sought-after Wychwood neighborhood. Redesigned by owner-architect and renovated from the studs up in 2020; additional upgrades in 2022 include an insulated basement, new porch, front concrete staircase and retaining wall. Elevated from the street, enter through a spacious south-facing porch to an open concept main floor. Ergonomic custom kitchen doubles up as a dining area and is equipped with Caesar stone quartz countertops, marble tile backsplash and premium appliances. French patio doors with an oversized transom window enhance indoor-outdoor living. Rare three-piece main floor washroom, provides convenience for entertaining or pet care. Upstairs, spa-like bathroom is completed with a rare commercial-grade steam shower, marble tile, and designer fixtures. All three bedrooms are filled with light through oversized windows, feature engineered hardwood, solid wood trim and doors, including a custom closet in the main bedroom. Other upgrades include new plumbing, electrical, HVAC, new windows, roof maintenance and more, virtually every aspect of this home has been improved resulting in high energy efficiency rating that keeps the house naturally cool during the summer and warm in the winter. The basement offers additional living space, custom built-in storage, and a premium Electrolux laundry center. Outdoor living features a spacious 14' x 14' rear deck, professionally landscaped grounds, and cedar garden beds. Located steps to Wychwood Barns year-round farmer's market, St. Clair W restaurants, parks, schools, and transit, this family home offers exceptional urban accessibility. Move in with confidence knowing the home's major systems have been comprehensively updated and meticulously maintained. Parking is available through a parking pass guaranteed by city for $23.26 + HST/month and is readily available right in front of the house. More details
    Listed by Royal LePage Frank Real Estate
    ALEX BEAUREGARD
  • 58 Ellsworth Avenue in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C14094790

    58 Ellsworth Avenue Wychwood Toronto M6G 2K3
    Main Photo: 58 Ellsworth Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14094790
    $1,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14094790
    Bedrooms:
    4
    Bathrooms:
    2
    Beautifully maintained century home in the heart of Wychwood, offering an abundance of natural light, generous living spaces and timeless character throughout. A charming front garden and inviting cedar veranda lead into spacious formal living and dining rooms, while the modern eat-in kitchen features a walkout to a fantastic backyard complete with a multi-level deck and patio, perfect for outdoor entertaining. The second floor is highlighted by a skylight, spa-inspired bathroom and an expansive primary bedroom with soaring cathedral ceilings. A finished lower level with a separate entrance, kitchen, living area and full bathroom offers additional versatile living space. Situated a heartbeat away from the Wychwood Barns Farmers' Market, playground and splash pad, and within the renowned Hillcrest School District. Enjoy easy access to beautiful parks, great restaurants, shops, cafés and transit, including the streetcar and subway. A wonderful opportunity to enjoy the charm of a century home in a vibrant, family-friendly neighbourhood with a strong sense of community and an annual street party! More details
    Listed by RE/MAX HALLMARK BATORI GROUP INC.
    ALEX BEAUREGARD
  • 2B Alcina Avenue in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C14094394

    2B Alcina Avenue Wychwood Toronto M6G 2E8
    Main Photo: 2B Alcina Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14094394
    $1,279,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14094394
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 2B Alcina Ave, a rare freehold townhouse situated in Wychwood. Nestled in the highly coveted Hillcrest School district, steps from the Wychwood Barns, weekend farmers' markets, dog parks, family-run restaurants and cafes, and transit along St. Clair West. Beyond its stellar location, this property offers an outstanding blend of space, value, and low-maintenance urban living. It delivers the function and feel of a traditional freehold home without the burden of constant outdoor maintenance. Soaring ceilings, rich hardwood floors, and a bright layout built for effortless living and relaxed entertaining. The main floor features a kitchen with a breakfast nook, leading into a living room centered around a cozy gas fireplace, custom built-in cabinetry, and a walk-out to a private deck. The oversized primary suite is a true retreat with an ensuite. Downstairs, the impressive lower level boasts 11-foot ceilings and direct garage access. Incredible location, generous proportion, and effortless Wychwood living, all in one turnkey package. More details
    Listed by SUTTON GROUP-ASSOCIATES REALTY INC.
    ALEX BEAUREGARD
  • 4 1145 Ossington Avenue N in Toronto: Wychwood Condo Townhouse for sale (Toronto C02) : MLS®# C14093266

    4 1145 Ossington Avenue N Wychwood Toronto M6G 0A3
    Main Photo: 4 1145 Ossington Avenue N in Toronto: Wychwood Condo Townhouse for sale (Toronto C02)  : MLS®# C14093266
    $1,450,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14093266
    Bedrooms:
    3
    Bathrooms:
    2
    A Signature Address in the City I The Ossington The opportunity to own at The Ossington has arrived, ideally located at Ossington Avenue and Dupont Street in one of Toronto's most vibrant neighbourhoods. Refined city living takes centre stage in this beautifully appointed 3-bedroom, 2-bathroom townhome with parking and a private rooftop terrace. The open-concept interior offers a sophisticated setting for both everyday living and entertaining, highlighted by an elegant fireplace that anchors the main living area. The spacious primary suite is complemented by a spa-inspired ensuite, offering a serene and beautifully appointed setting designed for relaxation and unwinding. Above, an expansive private rooftop terrace creates an exceptional outdoor retreat, complete with a gas BBQ hookup and beautiful views toward the Toronto skylin-ideal for entertaining, dining al fresco, or simply enjoying the city beyond. Perfectly situated among some of the city's most sought-after restaurants, cafes, boutiques, parks, and cultural destinations, with transit just steps away. Everything that makes downtown Toronto exceptional is right outside your door. Rarely offered. Exceptionally located. Distinctively refined. This is not simply a place to live-it is an opportunity to experience Toronto at its most sophisticated. More details
    Listed by ROYAL LEPAGE PREMIUM ONE REALTY
    ALEX BEAUREGARD
  • 35 Regal Road in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C14091838

    35 Regal Road Wychwood Toronto M6H 2J6
    Main Photo: 35 Regal Road in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14091838
    $1,749,988
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14091838
    Bedrooms:
    6
    Bathrooms:
    3
    Old Toronto character. Modern updates. City views. A double-car garage. And a neighborhood you'll love coming home to. Welcome to Regal Heights, where your next home sits elevated above one of the area's coveted tree-lined streets. Showcasing 4 spacious bedrooms and 3 bathrooms, this detached home beautifully blends original charm with thoughtful updates throughout. Rich hardwood floors, stained glass window details, and warm architectural elements create an inviting interior with unmistakable Toronto charm. An updated kitchen connects the main level, flowing seamlessly from the living and dining rooms into the bright, newly added family room. Heated floors in the family room, kitchen, and powder rooms add an unexpected touch of comfort. Step outside to enjoy elevated city views from the rear deck, overlooking the rare double-car detached stone garage. The separate entrance offers excellent flexibility, whether for additional income potential, extended family, or convenient access from the fully fenced yard. The lower level extends the living space with two additional bedrooms, a kitchen, and laundry, providing versatility for a growing family or income unit. Nestled among mature trees on a quiet, winding street, this neighborhood gem offers the best of both worlds: a peaceful, established community with easy access to schools, parks, public transit, shops, and the downtown core. Don't miss your chance to get into this 'Regal' community! More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    ALEX BEAUREGARD
  • 32 Thome Crescent in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C14033210

    32 Thome Crescent Wychwood Toronto M6H 2S5
    Main Photo: 32 Thome Crescent in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14033210
    $989,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14033210
    Bedrooms:
    5
    Bathrooms:
    3
    Big on Space. Rich in Character. Endless in Possibility. Tucked into the coveted Regal Heights enclave of Wychwood, 32 Thome Crescent presents an exceptional opportunity to own an impressively wide, 3 storey semi-detached home in one of Toronto's most charming neighbourhoods. Offering five bedrooms, three full bathrooms, one conveniently located on each floor, and generous living spaces throughout, this character-filled home delivers both immediate comfort and exciting possibilities. The second floor features three spacious bedrooms and a sun-filled office or sunroom, perfect for working from home or simply unwinding. The third floor offers two additional bedrooms, including a primary retreat complete with a four-piece ensuite and walkout to a private deck. An unfinished basement with a separate entrance presents exciting potential for additional living space or a future secondary suite. A brand-new roof (October 2026) adds peace of mind. Move in and enjoy its warmth and character today, or thoughtfully reimagine the space to suit your vision. Surrounded by beautiful streetscapes, neighbourhood parks, vibrant local shops and a welcoming community, this is a home with room to grow, possibilities to explore and a neighbourhood you'll love calling home. More details
    Listed by ROYAL LEPAGE SUPREME REALTY
    ALEX BEAUREGARD
  • 166 Rushton Road in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C14032292

    166 Rushton Road Wychwood Toronto M6G 3J1
    Main Photo: 166 Rushton Road in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14032292
    $1,179,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14032292
    Bedrooms:
    3
    Bathrooms:
    2
    This is the special semi you have been waiting for! A beautifully renovated and peaceful 3-bedroom home in the Fabulous Hillcrest Village Community. You have to experience Halloween on Rushton Road! This century Home has tons of character with exposed brick, a centre island, and stainless steel appliances in the kitchen. Bonus Breakfast/office/family room that walks out to a fully decked rear garden for 3-season living. Impressive ceiling height in the living and dining rooms, with dramatic oversized plaster mouldings. Beautiful 4 1/4" White Oak hardwood floors and a recently rebuilt staircase. 3 generous Bedrooms with closets and tons of storage. This home has incredible built-in storage on all levels. Walk to Wychwood Barns with the weekly farmer's market. TTC is close by, as well as all the shops and restaurants on St Clair. Fantastic parks are a short walk away. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    ALEX BEAUREGARD
  • 237 Melita Avenue in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C13868530

    237 Melita Avenue Wychwood Toronto M6G 2A1
    Main Photo: 237 Melita Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C13868530
    $1,699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13868530
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 237 Melita Avenue, a professionally designed 3-story, 5-bedroom masterpiece with finished basement completely gutted and rebuiltfrom top to bottom. Nestled on a quiet, family-friendly street in Toronto's highly coveted Wychwood community, this home seamlessly blendstranquil neighborhood living with vibrant downtown accessibility. Every detail has been meticulously crafted to building code compliance withcity permits, featuring a welcoming covered front porch, a cozy backyard with a large deck, and an invaluable lane-accessible parking space and2 street parking permits can be obtained. Step outside and you are just minutes away from exceptional local cafés, excellent daycares, top-tierschools, and the sprawling greenery of nearby parks, all while remaining exceptionally transit-friendly. This property represents a rare opportunityto move straight into a sprawling, modern urban sanctuary in one of midtown's most beloved enclaves. More details
    Listed by RE/MAX REALTRON REALTY INC.
    ALEX BEAUREGARD
  • 91 Braemore Gardens in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C13851128

    91 Braemore Gardens Wychwood Toronto M6G 2C7
    Main Photo: 91 Braemore Gardens in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C13851128
    $3,945,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13851128
    Bedrooms:
    5
    Bathrooms:
    3
    An exclusive sanctuary of quiet luxury and refined tranquility, this five-bedroom home combines classic Wychwood charm with an expansive woodland garden oasis moments from the city core. Set on a quiet, slightly elevated bend on a cul-de-sac in Braemore Gardens, the residence overlooks the street and rests on over 10,000 sf of land, widening to appx 140 ft across the rear. The garden unfolds behind the house in a sweep of old growth green surround, framed by mature trees and established plantings. There is room for long lunches on the deck, games on the lawn and quiet corners to make your own. Bay windows, stone accents and a covered entrance introduce the home with warmth and personality. Inside, hardwood floors connect bright, generously sized rooms, with leafy views at every turn. The living room centers on a wood-burning fireplace, while the glass-lined den provides a lovely spot to read or settle in with a morning coffee. The kitchen leads into a sunroom where a skylight brings in natural light and a gas fireplace makes cooler days just as inviting. Sliding doors connect this gathering space to the outdoors, keeping the garden part of daily life throughout the seasons. Upstairs, five bedrooms include a primary bedroom with an ensuite, with options for guests, a home office or a growing family. The finished lower level adds a recreation room, a second kitchen and further flexible space. A private driveway and attached garage complete the practical side of the home. Braemore Gardens curves away from passing traffic, yet the vibrant community is close at hand. Spend a Saturday at Wychwood Barns, meet friends along St. Clair or walk to nearby shops, restaurants and neighbourhood schools. Streetcar and bus routes offer convenient connections to the subway. An extraordinary estate ground for serene grandeur, this rare property offers the exceptional privilege of boundless space to spread out and a legacy of generational estate character to settle into. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    ALEX BEAUREGARD
  • 1069 Davenport Road in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C13832350

    1069 Davenport Road Wychwood Toronto M6G 2C2
    Main Photo: 1069 Davenport Road in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C13832350
    $1,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13832350
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to 1069 Davenport Rd. with large enclosed porch. 3 + 1 bedrooms, 2 bathroom home has been freshly painted and features new laminate flooring and smooth ceiling. Renovated main floor family-sized kitchen offers a spacious eating area. Renovated bathroom on 2nd floor. The walk-out basement with kitchen, bedroom, washroom and recreation room. Ideally located within walking distance to the parks. Close to TTC, library, schools, shops, cafes and restaurants. Some photos have been virtually staged. More details
    Listed by HOMELIFE BROADWAY REALTY INC.
    ALEX BEAUREGARD
  • 80 Wychwood Park in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C13819668

    80 Wychwood Park Wychwood Toronto M6G 2V5
    Main Photo: 80 Wychwood Park in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C13819668
    $6,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13819668
    Bedrooms:
    8
    Bathrooms:
    5
    The Magic of Wychwood Park. Wychwood Park stands as one of the most unique and transformative enclaves in the country. Conceived as an artistic haven ahead of its time, this exclusive community was built on a vision of preserving a pastoral, country lifestyle right in the heart of Toronto. Today, it remains a national beacon for unparalleled urban living.Where else in Canada can you find an urban neighbourhood that shares a private road, a community tennis court and a historic park reserve pond celebrated for its winter pick-up hockey games? It is a lifestyle simply unmatched anywhere in the nation. Currently configured as four private apartments, 80 Wychwood Park offers an extraordinary canvas for the discerning buyer. For those wishing to restore this grand estate back into a magnificent single family residence, the transition presents no major structural challenges, allowing you to easily revive the splendor of the original 1910 architectural vision. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    ALEX BEAUREGARD
  • 1169 Davenport Road in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C13814814

    1169 Davenport Road Wychwood Toronto M6H 2G6
    Main Photo: 1169 Davenport Road in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C13814814
    $2,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13814814
    Bedrooms:
    8
    Bathrooms:
    11
    Newly built, thoughtfully designed residence offering a rare opportunity to own a multi-suite property with over 4,402 sq ft., comprised of four spacious, two-story townhome-style suites. Each suite features 2 bedrooms and 2 to 3bathrooms, carefully laid out to maximize both functionality and comfort. The interiors are finished with contemporary design elements throughout, highlighted by sleek kitchens equipped with stainless steel appliances, stone countertops, and generous cabinetry. Bright and airy principal rooms are complemented by large windows and elevated ceiling heights, creating a warm, inviting living environment across all units. Three units have balconies and patios with gas connections for BBQs. The lower level is enhanced with radiant-heated polished concrete floors, delivering both modern appeal and year-round comfort. Additional features include in-suite laundry, electric fireplaces, efficient forced-air heating, and central air conditioning, ensuring convenience and ease of living for both owners and tenants. Located within the prestigious Wychwood / Hillcrest enclave, this address offers a refined urban lifestyle defined by character, culture, and convenience. Situated steps from transit along Davenport and near Ossington, the property offers easy access to surrounding neighbourhoods, parks, and local amenities, earning the area a reputation as a"Walker's Paradise. Just minutes from St. Clair Avenue West, residents enjoy easy access to shops, cafés, restaurants, and everyday essentials, along with convenient TTC transit connections to downtown Toronto and surrounding neighbourhoods. More details
    Listed by RIGHT AT HOME REALTY
    ALEX BEAUREGARD
1-12/25
Data was last updated October 21, 2026 at 07:15 PM (UTC)
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