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 community spirit and diverse culture, Oakwood Village is a hidden gem that offers a perfect blend of urban convenience and suburban tranquility. With tree-lined streets, charming parks, and a variety of local shops and eateries, this neighborhood is a haven for families, young professionals, and retirees alike.

One of the standout features of Oakwood Village is its strong sense of community. Residents take pride in their neighborhood, often coming together for local events, farmers' markets, and community festivals that celebrate the unique character of the area. The neighborhood is also well-connected, with easy access to public transportation, making commuting to downtown Toronto a breeze.

When it comes to homes for sale, Oakwood Village boasts a diverse array of properties that cater to various tastes and budgets. From cozy bungalows and stylish townhouses to modern condos, there is something for everyone. Many homes feature beautiful gardens, spacious layouts, and modern amenities, providing the perfect backdrop for creating lasting memories with loved ones.

With its prime location, Oakwood Village is also in proximity to excellent schools, recreational facilities, and green spaces, making it an ideal place for families to call home. Whether you’re looking to buy your first home or seeking a peaceful retreat in the city, Oakwood Village is a neighborhood that truly has it all. Explore the available homes for sale today and discover the charm of Oakwood Village for yourself!

Newest Oakwood Village Homes for Sale

628 Winona Drive, Toronto
$1,890,000
4 Beds ⋅ 5 Baths ⋅ C14132420 MLS
Contemporary design meets exceptional functionality at 628 Winona Drive, a striking three-storey residence offering sophisticated finishes, thoughtfully designed living spaces, and seamless indoor-outdoor living. With approximately 1,843 square feet above grade, this architecturally distinctive home features soaring 10-foot ceilings on the main floor and an impressive open-concept layout designed for both everyday living and entertaining. At the heart of the home, a custom chef's kitchen with a generous centre island flows effortlessly into the dining and living areas, where a gas fireplace adds warmth and character. The second floor offers two spacious bedrooms, including one with access to a private terrace, while the third-floor primary retreat features a four-piece ensuite and access to an expansive rooftop terrace. Multiple outdoor spaces provide the perfect setting for morning coffee, summer gatherings, or simply unwinding. The finished lower level adds exceptional versatility, complete with a recreation room, additional bedroom, three-piece bathroom, and separate walk-up entrance, ideal for guests, extended family, or a home office. Ideally situated in the vibrant Oakwood Village neighbourhood, this home offers the perfect balance of urban convenience and residential charm. Enjoy easy access to neighbourhood cafés, restaurants, independent shops, parks, schools, and the lively Eglinton corridor.

628 Winona Drive, Toronto
313 Robina Avenue, Toronto
$1,999,999
5 Beds ⋅ 4 Baths ⋅ C14131430 MLS
Nestled in the heart of Toronto's highly sought-after neighborhoods, this home is perfectly situated on a charming tree-lined street known for it's family atmosphere, a strong sense of community and the feeling of being "home". Perfectly positioned between the vibrancy of St Clair West, and the beautiful Cedearvale Ravine and trails, this location offers an ideal balance between urban and residential living with unbeatable lifestyle amenities. Close to transit, parks, top-rated schools, shops and restaurants. Approx. 3,000 sq ft total living space, fully renovated from top to bottom (completed in 2017), this exceptional home was thoughtfully rebuilt with no detail overlooked. This bright and spacious residence showcases superior craftsmanship, thoughtful design, and high-end finishes throughout, offering the perfect blend of luxury, comfort, and functionality. Step inside to soaring 10-ft ceilings on the main level, rich hardwood floors throughout, elegant coffered ceilings in the kitchen and family great room, and an abundance of natural light from three skylights. The versatile layout offers 4 spacious bedrooms on the secluded 2nd floor (4th bedroom currently used as a home office). The stunning primary retreat features a beautiful walk-in closet with laundry and a spa-inspired 4-piece ensuite complete with heated floors and a rain shower, creating the perfect private sanctuary. Features also include a private gated driveway, garage, and a beautifully landscaped backyard oasis-ideal for entertaining or relaxing. A separate basement suite with private entrance provides excellent income potential or comfortable in-law/nanny accommodations. A rare opportunity to own a truly move-in ready home in one of Toronto's most desirable neighborhoods.

313 Robina Avenue, Toronto
174 Cedric Avenue, Toronto
$2,785,000
5 Beds ⋅ 5 Baths ⋅ C14131246 MLS
Step into luxurious urban living with this stunning property Located in Toronto's vibrant St Clair West neighbourhood. Inspired by trendy Modern Organic aesthetics, this residence blends design elements of a modern farmhouse with a bright contemporary spirit. House's spacious interior layout exudes brightness, warmth, and character from the 9' custom entry door to soaring raised ceiling with exposed beams and hand-made bar backdrop tiles. The main floor spacious open-concept layout seamlessly divides formal living/dining and meticulously functional chefs' kitchen from casual living space. This level Features a generous Dining/Bar area equipped with a second granite sink and faucet, Coffee Bar concealed behind pocket doors, Breakfast Banquette, 10ft Island, and a warm hugging Family room anchored by a natural stone Fireplace and wide sliders to the backyard deck.The sun-filled master suite on the third floor nurtures your soul, evokes comfort and well-being with two spacious walk-out Balconies, wall to wall ample built-in closets, and spa-like 6 piece ensuite.The mezzanine style office/dayroom balance's function and relaxation promoting focus and life quality. Other bedrooms feature their own design, ensuites and built-in closets complemented by a refined laundry boosting storage and convenience. The versatile basement features 11-ft ceilings, oversized windows, an industrial-inspired media room, bedroom, full kitchen, bathroom, laundry, and mudroom off the garage. A separate side entrance offers potential for a private in-law suite or rental.The expansive backyard is landscaped for effortless outdoor entertaining, with potential for a pool or hot tub.The Local designer, Studio Golara crafted an atmosphere of "Ambient calm and Design Detox". Every element is thoughtfully curated to maximize storage, organic flow, timelessness, and everyday functionality. WalktoCedarvaleRavine, StClairWestShopsRestaurants,LocalCafes, LeoBeckSchool & other HighRankedSchools.

174 Cedric Avenue, Toronto
442 Northcliffe Boulevard, Toronto
$749,900
2 Beds ⋅ 2 Baths ⋅ C14131070 MLS
Fantastic Opportunity To Own A Detached Home On A Generous 24.75' X 114.5' Lot! Great Space And Plenty Of Potential To Make It Your Own. Features Legal Front Pad Parking Plus Wide Mutual Driveway, 2 Bedrooms, 2 Full Baths, Hardwood & Ceramic Floors, Large Windows Providing Plenty Of Natural Light, Kitchen Overlooking Generous Dining Room, And Walk-Out To The Backyard! The Finished Basement Offers A Large Rec Room, Kitchen, Full Bathroom, Laundry Room With Double Sink, Large Cold Room, And A Separate Walk-Out To The Front Of The Home! Great Location - Short Walk To Bus Stop, Minutes To Subway Stations & Eglinton LRT, Vibrant St. Clair West, Corso Italia, Schools, Shopping, Restaurants, Cafes, Grocery Stores, Parks, & More! A Wonderful Opportunity For End Users, Renovators Or Investors.

442 Northcliffe Boulevard, Toronto
170 Robina Avenue, Toronto
$858,000
2 Beds ⋅ 3 Baths ⋅ C14128498 MLS
Welcome to this exceptionally bright, meticulously maintained, and spacious two-bedroom, three-bathroom home on Robina Avenue, lovingly cared for by the same family for 55 years.This rare property features both main-floor and basement rear extensions. The functional main level boasts a full three-piece accessible bathroom and a generous, family-sized kitchen with direct walk-out access to the backyard. Freshly painted throughout, the home showcases classic hardwood and ceramic flooring.The versatile layout offers potential to expand, with the possibility of adding a third bedroom on the upper level (similar to neighboring 168 Robina ave). The fully finished basement expands your living space with a second kitchen, a four-piece bathroom, a dedicated laundry room, a spacious family room, and both front and rear separate entrances. Property Highlights: Exterior & Parking: Licensed front-yard parking and a private backyard featuring two garden sheds. Prime Location: Situated in the highly sought-after Oakwood Village / Humewood-Cedarvale neighborhood.Transit & Access: Excellent transit connectivity-a short 5-to-10-minute walk to St. Clair Avenue West and TTC routes, providing swift access to St. Clair West Station, Eglinton West Station, and the Eglinton Crosstown LRT. Minutes to Allen Road with seamless access to Highways 401, 400, 407, the DVP, and Toronto Pearson Airport. Community Amenities: Steps from Beth Shalom Synagogue, local shopping, vibrant parks, and top-rated area schools, including J.R. Wilcox Community School, Cedarvale Community School, Leo Baeck Day School, and Rawlinson Community School.

170 Robina Avenue, Toronto
1867 Dufferin Street, Toronto
$699,000
3 Beds ⋅ 2 Baths ⋅ C14103250 MLS
Welcome to 1867 Dufferin St. This 3 bedroom, 2 bathroom semi detached home features a total of 1495 Sqft of usable living space, a spacious open concept living and dining area, a bright kitchen with abundant natural light and access to a sunroom. The finished basement offers additional living space, while recent updates include roof replacement, waterproofing and a new hot water tank. Enjoy transit at your doorstep with the Dufferin bus, walking distance to the St. Clair streetcar and minutes to the Eglinton LRT. Conveniently located close to shops, restaurants, parks and everyday amenities.

1867 Dufferin Street, Toronto
185 Cedric Avenue, Toronto
$2,200,000
4 Beds ⋅ 5 Baths ⋅ C14102358 MLS
Welcome to an exquisite 4 bed, 5 bath, 3 storey smart home celebrated as the winner of HGTV's Top of the Block and highlighted on Toronto Life's House of the Week. Surrounded by multimillion dollar homes, this remarkable residence has been thoughtfully designed to provide the ultimate sanctuary. The open concept main floor seamlessly connects the gourmet kitchen, dining area, and living room, creating an effortless flow for high end entertaining. Sunlit interiors, gleaming hardwood floors, and lofty ceilings establish an inviting, luxurious ambiance throughout, while integrated surround sound speakers in the ceilings (main & basement) deliver music at a simple voice command. Equipped with state-of-the-art features, this fully automated smart home is an entertainer's dream. Step through to the main level walkout and discover your fully fenced private backyard, complete with a custom patio built around a cherry tree for outdoor dining. Retreat to the private 3rd floor primary suite featuring a spa like 5 piece ensuite with a lavish soaking tub, double vanity, and custom walk in shower.Walking distance to an array of cozy bistros, trendy eateries, and top tier culinary destinations along St. Clair Avenue. Additionally, the area is witnessing a surge in the construction of modern homes, take a look at all the new homes along Robina Ave. Book your showing today!

185 Cedric Avenue, Toronto
280 Westmount Avenue, Toronto
$1,099,000
4 Beds ⋅ 2 Baths ⋅ C14099466 MLS
Welcome to 280 Westmount, a beautifully upgraded detached home located just steps from the highly sought-after Corso Italia-St. Clair Avenue West Village. Enjoy the convenience of being minutes from vibrant shops, cafes, restaurants, and everyday amenities, with quick access to public transit and the St. Clair West streetcar-offering the very best of city living. This rare gem perfectly blends timeless character with modern functionality, featuring over$100,000 in upgrades and ample parking. The bright and spacious main floor showcases a sun-filled living room, a formal dining room, and a stunning newly renovated eat-in kitchen designed for both everyday living and effortless entertaining. Meticulously preserved original woodwork adds warmth, charm, and character throughout the home. Outside, enjoy a spacious front porch, a new metal roof, front yard parking, a detached garage, and a private garden that's perfect for growing your own produce. The second level offers three generously sized bedrooms and a beautifully renovated 4-piecebathroom. The south-facing bedroom is equipped with rough-in plumbing, providing excellent flexibility for growing families or future investment opportunities. The fully finished basement, complete with a separate entrance, offers exceptional income potential or an ideal setup for multi-generational living. This versatile space features anopen-concept living and dining area, a full kitchen, a full bathroom, and a cold cellar that's perfect for wine enthusiasts or additional storage.

280 Westmount Avenue, Toronto
77 Alameda Avenue, Toronto
$2,329,900
4 Beds ⋅ 5 Baths ⋅ C14098560 MLS
Spectacular Executive 4 Bedroom, 5 Bathroom Detached 2-Storey Nestled On Tree-Lined Street! Premium 30 x 140.83 ft lot! Unsurpassed Craftsmanship & Sleek Modern Design Starting W Contemporary Elevation, Custom Entry Door, Glass Railings And Good Sized Interlock Driveway W Built-In Garage. Sun-Filled Open Concept Main Floor, High Ceils W 9ft At Main And Upper, And 8ft at Bsmt. Luxury Enhanced W Extra Wide Strip Plank Floors, Smooth Ceils Thru-Out, Pot Lights Galore & Spacious Formal Dining. Dream Kitchen W Sleek Two-Tone Custom Cabinetry, Tall Uppers, Custom Counters, Full Height Custom Backsplash, Integrated Under-Cabinet Lighting, Oversized Waterfall Centre Island W Breakfast Seating, Under-Mount Sink And Stainless Built-In Appliances Incl Gas Cooktop, Concealed Hood Vent, Wall Oven & Stainless Steel Dishwasher. Exceptional Functionality W Floor-To-Ceiling Pantry Wall And Tons Of Handy Storage. Living Room Boasts Custom Fireplace Flanked By Illuminated Floating Shelves & Built-In Cabinetry, Overlooking Breakfast Area W W/O To Byard. Custom Staircase W Glass Railing & Skylight Above. Revealing Oversized Primary Bedroom W Spa Inspired 5-Pce Ensuite Featuring Free-Standing Tub, Double Floating Vanity & Large Glass Shower, Plus Walk-In Closet W Full Built-In Organizers And Its Own Skylight. Three Additional Good Sized Bedrooms W Good Sized Windows & Closets, Two Additional Modern Baths W Glass Showers And Convenient Upper Level Laundry. Great Finished Basement Setup W Separate Walk-Up Entrance, Large Rec Room, Full 3-Pc Bath, Oversized Windows, Roughed-in Kitchen, Tons Of Handy Storage and Second Roughed-in Kitchen And Laundry In Basement. Retreat To Your Showpiece Backyard - Raised Deck W Glass Railings Stepping Down To An Oversized Patio, Terraced Landscaping W Stone Steps Rising To A Private Elevated Lawn, All Framed By Sleek Horizontal Fencing & Mature Tree. Great For Entertaining! Close To Transit, Schools, Shops, Parks & Major Highways.

77 Alameda Avenue, Toronto
463 Oakwood Avenue, Toronto
$799,888
5 Beds ⋅ 2 Baths ⋅ C14097958 MLS
Space to enjoy today...Possibilities to explore for tomorrow! Offering over 2,000 sq. ft. of total living space, this 3+ bedroom home in the heart of Oakwood Village presents an exciting opportunity to update, personalize and add even more value over time. Generous living and dining rooms offer comfortable spaces for everyday living and entertaining, while the eat-in kitchen features a walkout to the backyard. Enjoy the existing layout or reimagine the main floor with an open-concept design to suit your style. A separate side entrance offers potential for a future basement suite for extended family or rental income. The second floor may also accommodate an additional kitchen, creating further possibilities for a multi-unit layout. Parking is available for two vehicles, with space to explore additional parking. The existing garage is not currently functional, but its footprint invites possibilities, including a replacement double garage or garden suite. Whether you're looking for a family home to make your own or an investment with future potential, this property offers room to bring your vision to life. Steps to multiple bus routes, with convenient access to subway service, the Eglinton Crosstown corridor and major highways. Enjoy neighbourhood restaurants, cafés, shops, schools and places of worship in a welcoming Oakwood Village setting.

463 Oakwood Avenue, Toronto
497 Northcliffe Boulevard, Toronto
$1,299,000
5 Beds ⋅ 2 Baths ⋅ C14081940 MLS
The House That Checks All The Boxes! Three Bedrooms On The Main Floor, A Finished Walk-Out Lower Level With A Separate Side Entrance, And So Many Possibilities! Think Multigenerational Living, An In-Law Suite Or Airbnb Potential. Top It All Off With A Backyard Pool, And You've Got A Home That Really Does It All! Welcome To Oakwood Village! This Lovingly Maintained And Thoughtfully Updated Home Features A Bright, Open-Concept Kitchen, Dining And Living Area, Perfect For Everyday Living And Entertaining. The Finished Lower Level Offers Two Additional Rooms And Flexible Living Spaces, Ideal For Extended Family Or Guests. Step Outside To Your Own Backyard Oasis, Complete With A Swimming Pool Perfect For Summer Entertaining, Family Fun And Relaxing Weekends. Located In The Established Oakwood Village Community, Close To Schools, Community Centres, Shopping And Convenient Transit.

497 Northcliffe Boulevard, Toronto
28 Conway Avenue, Toronto
$1,399,999
4 Beds ⋅ 3 Baths ⋅ C14080820 MLS
This is the one you have been waiting for. A stunning, renovated, detached 3+1 bed charmer just steps from the shops, cafes and restaurants of St. Clair West Village. All the original character is still here, but the old radiators are gone in favour of a gas furnace and central air conditioning, plus a main floor bathroom addition - three upgrades that are rare finds on these streets. Inside you will find real hardwood flooring, soaring 10' ceilings and thoughtful updates across nearly 2000 square feet of sun-filled living space. This highly coveted location features an extra deep lot with a private fenced yard, a detached garage off the laneway and zoning for a laneway home with room for 2-car parking and a generous suite above. The lower level has its own separate entrance and is set up as a one-bedroom apartment with a kitchen, bathroom, laundry and living room. Between the lower level and laneway zoning, 28 Conway offers 2 potential streams of additional income, or room for the whole family to grow. With a covered front porch, a 2-level deck off the kitchen and second floor rear bedroom, a stone patio and greenspace front & back, there is a ton of year-round outdoor enjoyment on offer rain or shine. Homes like this, in this neighbourhood, rarely come to market. Move right in with confidence. Pre-list home inspection available.

28 Conway Avenue, Toronto
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