Oakwood Village Homes for Sale

Oakwood Village Homes for Sale

Welcome to Oakwood Village, a vibrant and welcoming neighborhood nestled in the heart of Toronto, Ontario. Known for its rich cultural tapestry and community spirit, Oakwood Village offers residents a unique blend of urban convenience and suburban charm. This area is characterized by its tree-lined streets, quaint shops, and a diverse selection of eateries, making it a delightful place to call home.

As you stroll through Oakwood Village, you'll discover a mix of architectural styles, from charming bungalows to contemporary townhomes, each exuding character and warmth. The homes for sale in this neighborhood cater to a variety of lifestyles and budgets, ensuring that everyone can find their perfect sanctuary. Whether you’re a first-time buyer seeking a cozy starter home or a growing family looking for more space, Oakwood Village has something to offer.

Community is at the heart of Oakwood Village, with local parks and recreational facilities providing ample opportunities for outdoor activities and social gatherings. The neighborhood is well-connected by public transit, making it easy for residents to access downtown Toronto and other key areas of the city.

Education is a priority here, with several well-regarded schools and educational institutions nearby, ensuring that families have access to quality learning environments. The vibrant arts scene and community events foster a strong sense of belonging, making Oakwood Village not just a place to live, but a place to thrive.

Explore the homes for sale in Oakwood Village today, and discover the perfect blend of community, convenience, and charm that awaits you in this exceptional Toronto neighborhood!

Newest Oakwood Village Homes for Sale

$999,000
3 Beds ⋅ 2 Baths ⋅ C13673148 MLS
For those who want a HOUSE-but don't want to leave the city. Welcome to 134 Holland Park Avenue, where "backyard and bedrooms" isn't a dream of suburban life-it's right here in Toronto. Set on a mature, tree-lined street in Oakwood Village and just minutes from the energy and amenities of St. Clair West, this character-filled home offers the space and flexibility that can be hard to find in the city. The main floor features a renovated kitchen with quartz counters and stainless steel appliances, an open-concept dining area and a wood-burning fireplace. Just off the kitchen, a coffee station and pantry area adds useful storage and opens directly to the two-level rear deck with pergola-an inviting space for morning coffee, outdoor dining and entertaining. Upstairs, find 3 bedrooms and a full 3 piece bath. Downstairs, the finished basement adds a whole other layer of flexibility, with a recreation room, office or gym area, laundry, generous storage, a cold cellar and a beautifully renovated 4 pc bathroom. A separate side entrance adds convenience and flexibility. Outside, the well-kept front garden complements the established streetscape, while a permitted parking pad provides parking. The driveway continues to the rear garage, offering additional storage. Beyond the deck is a backyard with potential worth exploring, including the possibility of a future garden suite. There are also plenty of practical updates behind the home's character: metal roofing, upgraded electrical service, a waterproofed basement and a tankless hot-water system that supplies both domestic hot water and the home's character-filled radiators. Cooling is provided by a ductless mini-split system and ceiling fans. Convenient access to public transit, neighbourhood shops and amenities, Oakwood Village Library & Arts Centre and Cedarvale Park, with St. Clair West close by.

134 Holland Park Avenue, Toronto
$863,000
4 Beds ⋅ 2 Baths ⋅ C13671326 MLS
Welcome to an exciting opportunity in the heart of Oakwood Village! Offering over 2,000 sq. ft. of total living space, this fully functioning 3-bedroom, 2-bathroom home provides plenty of room to enjoy today, along with incredible possibilities for the future. The main floor features generous living and dining areas and an eat-in kitchen with a walkout to the backyard. Reimagine the space with an open-concept design to create a bright, modern layout ideal for everyday living and entertaining. A separate entrance leads to the basement, previously used as an in-law suite, offering the potential to be converted for extended family or rental income. The second floor may also offer the opportunity to add another kitchen and create an additional living unit, opening the door to a possible multi-unit configuration. Parking is available for two vehicles, with ample space to reconfigure for plenty more spots. Although the existing garage is not currently functional, it presents even more possibilities: explore the potential for a garden suite or rebuild it as a larger double garage while still preserving plenty of backyard space. Whether you're searching for a family home, an investment opportunity or a property you can transform over time, this home is filled with exciting potential. Steps to multiple bus routes and minutes from the subway, Eglinton Crosstown LRT and major highways. Enjoy fantastic restaurants, cafés and local amenities in a welcoming, family-friendly neighbourhood close to great schools and places of worship.

463 Oakwood Avenue, Toronto
$1,650,000
4 Beds ⋅ 3 Baths ⋅ C13669036 MLS
Welcome to this beautiful one-of-a-kind custom-built home with over 4200 sq.ft of living space. Incredible attention to detail went into every inch of its construction. Situated in a prime location, this luxurious property was completed in 2022 with top quality finishes throughout. Soaring 10' smooth ceilings on the main floor and 9' on the 2nd flr & Bsmt. The elegant oak stairs with wrought iron pickets, pot lights, & skylight set the tone for its charm and character. The gourmet kitchen is a dream w/beautiful quartz countertops, top-of-the-line appliances & ample storage space. A practical breakfast bar that seats four is perfect for casual meals. The open-concept layout seamlessly connects the kitchen, dining & living areas making it ideal for entertaining. Doors are solid wood, adding to the high-end finishes and ensuring privacy and soundproofing throughout the home. The Main living spaces feature luxury porcelain tiles and all bedrms are finished with 3/4 inch oak HW flooring. 4 spacious bedrms includes a luxurious primary suite with a spa-like 5-piece ensuite w/standalone tub, dual sinks & oversized shower. The Main floor bedrm (currently a den) has a full adjacent bath offering the option for an in-law situation. The Basement is almost completely finished with drywall, electrical & rough-ins already in place offering even more living space and possibilities for entertainment & relaxation. The private separate entrance into the basement also makes it possible to create a rental income or an In-Law apartment if needed. Truly a gem with many different options for it's ultimate use. Additional features include a fully bricked & stone facade, covered front & back porches with recessed pot lights, Moen fixtures throughout, spacious backyard, high-eff. furnace & A/C unit, 200-amp service, & Low-E Argon windows. This home has amazing Value and could not be reproduced today for this money. Don't miss the opportunity to make this exceptional custom-built home yours!

611 Northcliffe Boulevard, Toronto
$1,499,000
5 Beds ⋅ 4 Baths ⋅ C13668802 MLS
61 Appleton is a meticulously updated, move-in-ready semi-detached 3-storey home in the family-friendly Oakwood-Vaughan neighbourhood! This versatile 4+1 bed, 4 bath home offers 1,997 sq ft above grade plus 780 sq ft below, living beautifully as a spacious four-level family residence, or add a single wall on the main floor to convert it into a low-maintenance three-unit dwelling, complete with three full kitchens already in place. The professionally finished lower level offers its own separate entrance, kitchenette, above-grade windows, and a full 3-piece bath, making it ideal for an in-law or nanny suite. Enter through the enclosed, insulated porch/mud room into a bright main floor featuring a solid wood staircase, bay-windowed living room, and a dining room with a coffered ceiling and French doors. The chef's kitchen boasts custom solid wood cabinetry, quartz counters, a stainless appliance package with a gooseneck faucet and built-in garbage disposal, plus a walk-out to the backyard. The second floor offers a full second kitchen, a generous primary suite, second bedroom, home office, powder room with in-suite laundry, and a private balcony with BBQ gas line. A vaulted third-floor loft with built-in storage completes the upper levels, flexible as a primary retreat, teen space, or studio. Extensive mechanical upgrades throughout: high-efficiency Bosch hybrid boiler, four wall-mounted A/C units, copper plumbing with 15 drains, backflow preventer, 200-amp service with surge protection, and a wired smoke/CO system. 3/4 Solid oak hardwood runs throughout, and three laundry stations offer everyday convenience. Outside, enjoy a cedar-covered deck, fully fenced private yard, garden shed, and parking for 2 via mutual drive. Steps to the St Clair streetcar, cafes, restaurants, and top-rated schools, including Oakwood Collegiate and York Memorial.

61 Appleton Avenue, Toronto
$799,000
4 Beds ⋅ 2 Baths ⋅ C13668216 MLS
Well-Maintained Semi-Detached Home Offering Comfort, Flexibility, And Excellent Potential For Today's Lifestyle. The Main Floor Features Open-Concept Living And Dining Rooms, Hardwood Flooring Throughout, And Bright, Sun-Filled Bedrooms. The Entire Home Has Been Freshly Painted, Creating A Clean, Bright, And Move-In-Ready Feel. The Finished Basement With A Walk-Out Separate Entrance, Bedrooms, And Bathroom Provides Great Potential For Rental Income, Extended Family Living, Or Additional Entertainment And Living Space. A Fenced Private Backyard Offers The Perfect Setting For Gardening, Outdoor Enjoyment, Family Gatherings, Or Quiet Relaxation. With A Functional Layout, This Home Is An Ideal Fit For First-Time Buyers Looking To Offset Their Mortgage, Investors Seeking A Turnkey Opportunity, Or Downsizers Wanting Simplicity Without Compromise. Perfectly Located Facing Schools In A Well-Connected West-End Pocket, Less Than A 10-Minute Walk To The New Eglinton LRT At Oakwood Station. Enjoy Quick Access To Allen Road And Highway 401. Cedarvale Park Is Just Steps Away, Offering Scenic Trails And An Off-Leash Dog Area, While St. Clair Avenue West Provides A Vibrant Mix Of Cafes, Bakeries, Shops, And Neighbourhood Favourites That Make Everyday Living Easy And Enjoyable. Additional Upgrades In Recent Years Include A Microwave (Approx. 1 Year), Washer (Approx. 1.5 Years), Fridge And Roof (Approx. 2 Years), Two Toilets (Approx. 2.5 Years), And Air Conditioner (Approx. 3 Years).

484 Glenholme Avenue, Toronto
$1,298,000
3 Beds ⋅ 2 Baths ⋅ C13667730 MLS
Welcome to 368 Winnett Avenue, an exceptional opportunity for builders, investors, or end-users to create something truly special. This 29 x 122.4 ft lot comes with building permits and plans, offering a seamless path to your next project. Currently improved with a classic bungalow featuring a private driveway. Ideally located just moments from Allen Road and Eglinton Avenue, this property sits in one of Toronto's most desirable and family-friendly neighbourhoods. Enjoy the convenience of being steps to vibrant shops, restaurants, top-rated schools, and the lush greenery of Cedarvale Park. Commuters will love the easy access to transit, including the nearby Eglinton West/Cedarvale LRT and Forest Hill Station. A rare opportunity to build or invest in a highly sought-after pocket of the city.

368 Winnett Avenue, Toronto
$1,049,000
3 Beds ⋅ 2 Baths ⋅ C13667238 MLS
Nestled on a traffic-free street, this exceptional home immediately grabs your attention with its tremendous curb appeal, lush front garden, and classic red brick exterior. Abundant natural light, pristine condition and pride of ownership evident at every turn will steal your heart. Its rare 24-foot width offers an oversized living room and inviting dining room with convenient built-ins for easy reach. It overlooks the stylish kitchen featuring a subway tile backsplash, quartz counters, a counter-depth fridge, and a breakfast bar designed for easy living. Step outside to the entertainment-sized covered deck, perfect for summer meals or relaxed evenings outdoors and a patio for dining al fresco. The spacious primary bedroom offers a large organized closet and a cozy retreat at the end of the day. Two additional bedrooms accommodate desks, while the renovated bathroom includes a striking custom tile feature wall, excellent vanity storage, and double medicine cabinets. The lower level adds valuable living space with a media room for cozy movie nights, a charming private office, renovated bathroom with glass shower and heated floor, laundry area, and abundant storage. Enjoy an exceptional walkable lifestyle just steps to transit, Oakwood Village, and St. Clair West, with cafés, shops, restaurants, Wychwood Barns, and Cedarvale Ravine nearby.

18 Earnscliffe Road, Toronto
$899,000
3 Beds ⋅ 1 Baths ⋅ C13659610 MLS
An exciting opportunity in the heart of Oakwood Village. Situated on a deep 21 x 131 ft lot, this detached home offers exceptional potential to renovate, expand, or build your dream home from the ground up. A rare bonus: two parking spaces, adding tremendous value and flexibility.Ideally located within the sought-after Rawlinson school district and just steps to Oakwood Avenue's vibrant shops and cafes, including Primrose Bagels, Oakwood Espresso, and Porzia's Lasagna. A chance to create something truly special in one of Toronto's most dynamic, community-focused neighbourhoods.

155 Earlsdale Avenue, Toronto
$1,549,990
4 Beds ⋅ 3 Baths ⋅ C13656736 MLS
Welcome to 183 Glenholme Ave. Located in one of Toronto's most vibrant and highly desired neighbourhoods, offering the perfect blend of urban convenience and community charm.This property provides endless opportunity for a family or investor alike. Inside this charming 4-bedroom, 3-bathroom home, you'll find a spacious layout with generously sized rooms, approximately 9 ft. ceilings on the main floor, and not one but two kitchens - plus a third roughed-in. The home also features a fully finished basement and a second-floor patio. Outside is just as impressive: a wide driveway, an extra-large garage, and a great backyard perfect for entertaining. There's also the potential to build a garden suite, and this is one of the only properties on the street with garage egress onto another city street. Adding to its appeal, the location is transit-oriented, close to great schools, and surrounded by an abundance of wonderful cafes, restaurants, and shops.

183 Glenholme Avenue, Toronto
$799,000
3 Beds ⋅ 2 Baths ⋅ C13656358 MLS
Wonderful 3 bed, 2 bath home in coveted Oakwood-Vaughan at an affordable price point. The home offers a modern eat-in kitchen, updated bathrooms, built-in garage + driveway, massive shed offering plenty of storage, private backyard with tons of light, large bedrooms and more. Plus, the owner invested in several upgrades to the home including waterproofing (2018), installation of a sump pump (2018) and new roof (2022) to name a few. The property is being sold with no representations or warranties of any kind.

26 Jesmond Avenue, Toronto
$1,849,999
4 Beds ⋅ 4 Baths ⋅ C13649186 MLS
Located in the heart of vibrant Oakwood Village, approximately 7 km from the CN Tower, this stunning custom-designed and fully renovated home offers over 2,700 sq. ft. of beautifully finished living space. Every detail has been thoughtfully designed with premium finishes, including wide-plank oak floors, custom millwork, designer lighting, heated bathroom floors, spray foam insulation for added comfort and quiet, and a bright open-concept layout perfect for modern living. The showpiece kitchen features high-end stainless steel appliances, a built-in oven and microwave, an oversized island with seating, and flows seamlessly into the spacious living and dining areas with a custom linear fireplace. Upstairs you'll find generous bedrooms with custom closets, second-floor laundry, and beautifully finished bathrooms. What makes this home truly special is its flexibility. The home has successfully generated strong monthly revenue as a short-term rental. Whether you choose to live in the upper levels while generating income from the lower level or maximize the property's investment potential, this home offers a variety of lifestyle. With ample rear parking and just minutes to the subway, parks, cafés, restaurants, and shopping, this is a rare opportunity to own a luxury home that offers exceptional style, flexibility, and proven income potential.

388 Oakwood Avenue, Toronto
$2,449,000
8 Beds ⋅ 5 Baths ⋅ C13643676 MLS
An exceptional architectural residence where inspired design, everyday luxury, and intelligent homeownership come together. This distinctive legal multiplex offers a lifestyle rarely found in the city, featuring an expansive four-bedroom owner's residence and two beautifully finished, self-contained two-bedroom suites. Thoughtfully designed for comfort, privacy, and functionality, it provides the opportunity to enjoy elevated living while generating meaningful rental income to help offset monthly carrying costs and build long-term financial security. Set in the heart of vibrant Oakwood Village, this property is surrounded by beautiful parks, schools, cafés, local restaurants, and everyday conveniences, with effortless access to downtown Toronto and just a two-minute walk to the LRT. Ideal for multi-generational living, growing families, or homeowners seeking luxury with built-in income potential, this is more than a home - it's a smart investment in your lifestyle and your future. Live beautifully, enjoy flexibility, and let your property work for you.

33 Lanark Avenue, Toronto
Start Your Search