Oakwood & Rogers Real Estate for Sale

18 Listings
303 Oakwood Avenue, Toronto
4+1
BEDS
3
BATHS
$1,069,000
FOR SALE
Semi-Detached In One Of Toronto's Great Neighbourhoods, Fronting across from park Park. Clear View. Bus At Front Steps, 3 Spacious Units, With A Great Layout And Independent Access, 3 Kitchen, Large Front Porch, Large Garage, Permit Parking On Street. Don't Miss The Opportunity To See This Great House.
494 Oakwood Avenue, Toronto
3+1
BEDS
2
BATHS
$999,000
FOR SALE
A detached home with a double garage and more than 60 years of family history, 494 Oakwood Avenue is ready for its next chapter. Well maintained by the same family since 1960, this two-storey home offers three bedrooms, two bathrooms and inviting spaces to enjoy now while making updates over time.A second kitchen and separate walk-out on the lower level add flexibility for extended family or a home office. The detached double garage, accessed from the laneway, provides parking and valuable extra storage.Enjoy the convenience of nearby transit, parks, schools, cafés and neighbourhood shops. Bring your ideas and make this long-loved home your own.
313 Glenholme Avenue, Toronto
2+2
BEDS
3
BATHS
$899,000
FOR SALE
A detached Oakwood Village home that adapts to the way you want to live. Today it is three self-contained units, each with a private entrance, and it can easily be converted back into a single-family home. Live in one suite and rent the others, bring extended family under one roof, or hold it as an investment. The main level opens to a kitchen with breakfast bar, stainless steel appliances and a walk-out to a private deck. Upstairs, a one-bedroom suite under sloped ceilings with its own four-piece ensuite. Below, a two-bedroom unit rebuilt in 2015 with waterproofing, sump pump, pot lights and a four-piece bath. Detached two-car garage on a 26 x 112 ft lot. A short walk to the cafes and shops of Oakwood Village, St Clair and Eglinton. Sold tenanted and as-is.
364 Winona Drive, Toronto
2
BEDS
1
BATHS
$579,000
FOR SALE
A fantastic opportunity to own a well-located condo alternative in the heart of the city, nestled in the thriving, family-friendly Humewood-Cedarvale community. The home currently has an interior renovation in progress, presenting a unique blank canvas. Bring your vision to put your own personal mark on the space and finish it to your exact tastes to live in, or take advantage of an incredible development opportunity: Committee of Adjustment approval has already been secured to construct a new four-storey detached dwelling. The approved plans feature an integral garage, driveway parking, a covered front porch, and a rear basement walkout with a deck (architectural plans and structural engineering drawings are available). Step outside to enjoy a lovingly landscaped backyard complete with an established fruit and vegetable garden and patio with a grape trellis. Ideal for commuters, this property is perfectly positioned just a few minutes' walk from the St. Clair streetcar, the new LRT, and the subway station, with easy access to the Allen Expressway and 401. Close to the scenic Cedarvale Ravine, Leo Baeck Day School, J. R. Wilcox Community School, and the vibrant amenities, cafes, and restaurants along St. Clair and Oakwood, this location offers an unmatched balance of convenience, lifestyle, and nature.
41 Ashbury Avenue, Toronto
3+1
BEDS
2
BATHS
$1,190,000
FOR SALE
Don't judge this bungalow by its cover - the size and what's inside will surprise you. Set on a generous 25 x 132 ft lot, walk through the wooden hand carved door into this inviting detached home, blending timeless character with thoughtful updates. The bright main floor offers an airy living and dining space, a well-appointed kitchen with quartz counters and centre island, and three comfortable bedrooms with hardwood floors and large windows throughout. Natural light pours into the basement through the above-grade windows. The lower level adds valuable flexibility with a spacious recreation room, office/exercise space, laundry and a separate entrance - ideal for a growing family, home office, guest space or future income suite potential. Step outside to the partitioned backyard with an oversized entertaining deck, perfect for summer dinners, morning coffee and gatherings with friends. The big-ticket items have been thoughtfully taken care of, including a new roof (2024), upgraded 3/4-inch plumbing(2022), and hot water tank (2022), offering peace of mind for the next owner. With a detached garage and an unbeatable Oakwood Village location, you're just steps from amazing coffee, the ultimate bagels and sandwiches, eclectic restaurants, greenspace, transit and everything this and everything this vibrant community has to offer. A wonderful opportunity to make this established family home your own.
368 Glenholme Avenue, Toronto
4
BEDS
2
BATHS
$1,069,000
FOR SALE
A great opportunity awaits in vibrant Oakwood Village. Situated on an expansive 27 x 130 ft lot, this detached four-bedroom home offers a perfect palate to make your own. Bring your design dreams to life in a standout location with space to spare. Step inside to find character and charm throughout, adorned with original stained glass details that bring timeless elegance to the living spaces. Generous proportions across all four bedrooms provide absolute adaptability for growing families, home offices, or versatile multi-use layouts. Outside, the deep lot provides lots of parking alongside a highly coveted double car garage. Just steps from the very best Oakwood Village has to offer. Enjoy morning coffee and fresh eats at neighborhood favorites like Primrose Bagel, Oakwood Espresso, and Porzia's right around the corner. A rare canvas with endless possibilities in one of the city's most desirable communities-don't miss out!
2 Mulberry Crescent, Toronto
2
BEDS
2
BATHS
$749,000
FOR SALE
Attention builders, renovators & end users - a rare opportunity to secure a premium lot on oneof Oakwood Village's most coveted streets! Tucked away on a quiet cul-de-sac lined withstunning brand-new custom-built homes, 2 Mulberry Cres is a true builder's dream. The home isbeing sold in as-is condition for land value - bring your vision and build your masterpieceamong the multi-million dollar new builds that surround it. Unbeatable location just steps tothe vibrant shops, cafes & restaurants of St. Clair West, with the 512 streetcar a short strollaway and the new Oakwood Station on the Eglinton Crosstown LRT nearby. Minutes to WychwoodBarns & its beloved Saturday farmers' market, Cedarvale Park & Ravine trails, Humewood Park,Oakwood Village Library & Arts Centre, and quick access to Allen Rd for an easy commute.Sought-after school district including J R Wilcox Community School & Oakwood CollegiateInstitute. Streets like this rarely come up - a quiet, family-friendly enclave where neighboursknow each other, surrounded by the energy of one of Toronto's fastest-appreciating pockets.Don't miss your chance to build new on Mulberry!
285 Robina Avenue, Toronto
2
BEDS
2
BATHS
$750,000
FOR SALE
Don't miss this rare opportunity to own a stylish, move-in-ready 2-bedroom bungalow on a quiet, tree-lined street in vibrant Oakwood Village! Perfect for first-time buyers, down-sizers, or savvy investors, this home features fresh flooring, a fully renovated kitchen, and an updated main-floor bathroom. Enjoy bright living spaces and a functional layout upstairs, plus a separate rear entrance leading directly to the basement-offering incredible potential for an in-law suite or future rental income. Prime location just steps from Cedarvale Park, local cafes, and the St. Clair West strip. Easy access to transit, TTC routes, Allen Road, and the Eglinton Crosstown LRT. A true gem offering comfort, style, and exciting upside in a high-demand urban pocket! Move-In Ready: Features stylish new flooring, fully updated kitchen, and modern main floor bath. Income Potential: Separate rear entrance directly into the lower level-ideal for an in-law suite or future rental conversion. Unbeatable Location: Short stroll to Cedarvale Park, St. Clair West shops/dining, Allen Rd, TTC, and Eglinton LRT. Turn-Key Charm: Perfect starter home or investment in one of Toronto's most sought-after urban pockets. Great rear yard offering potential for a legal City of Toronto Garden Suite (ADU)-ideal for multi-generational living or rental income potential (buyer to verify size, setbacks, and fire access requirements). Some pictures are virtually staged to showcase the true potential of the property.
661 Winona Drive, Toronto
8
BEDS
8
BATHS
$1,798,800
FOR SALE
Stunning legal fourplex in sought-after Oakwood Village! Featuring 8 bedrooms, 8 bathrooms, custom quartz kitchens, hardwood floors, and stainless-steel appliances. Ideal for large families, multi-gen living, or investors. Easily used as a single-family home or live in one unit and rent the others. Fully finished, extra spacious and expansive 2 bdrm unit with large above grade windows and tons of natural light. Extremely well appointed luxury enhanced finishes thru-out with optimum layout at lower level. Rare income property in a high-demand, low-supply pocket. All units are separately metered for gas and hydro, water split at 25% per unit. Unit A $2100, B - $2450, C - $2550 and D - $2650 total gross $9750 per month rent.
381 Glenholme Avenue, Toronto
4+1
BEDS
4
BATHS
$2,275,000
FOR SALE
381 Glenholme is a spectacular custom-built home where exceptional design meets effortless family living. Thoughtfully designed and meticulously executed from the ground up, every inch has been considered across 4+1 bedrooms and 4 bathrooms. Stunning 7" white oak engineered floors, heated stone, custom cabinetry, gas fireplace and extensive Lutron smart-home lighting set the tone. The showstopping kitchen features book-matched stone, oversized island, floor-to-ceiling pantry, Wolf, Bosch and Liebherr appliances and beautiful backlit detailing, opening to the family room and exceptionally private backyard. Thoughtful details include a custom mudroom with built-in lockers, dedicated dog wash, laundry chute, automated skylight blinds and recessed stair lighting. The primary retreat features a spa-inspired ensuite with heated floors and Mr. Steam shower with 4 body jets. The lower level offers hydronic heated floors, an additional bedroom, bathroom, laundry and incredible sports and media lounge with 4 TVs, theatre projection and surround sound. Integrated audio, Cat-6 hardwiring, 3-zone HVAC, Google Nest and 4 exterior security cameras complete this exceptional home. Ideally located near Cedarvale, Wychwood and everything St. Clair West has to offer.
313 Robina Avenue, Toronto
4+1
BEDS
4
BATHS
$2,199,000
FOR SALE
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.
207 Robina Avenue, Toronto
4+2
BEDS
5
BATHS
$2,199,000
FOR SALE
Welcome to 207 Robina Ave - an architectural masterpiece offering 3,227 sq. ft. of luxury interior living space crafted with unmatched attention to detail.Step into an elevated living experience defined by dramatic 10-foot ceilings, rich hardwood floors, and a sun-drenched open-concept layout. The main level centers around a striking open-riser staircase. Generous living and dining areas flow effortlessly into a chef-inspired kitchen equipped with a massive center island and premium cabinetry. The adjacent family room features a sleek custom built-in feature wall, creating a warm backdrop that overlooks the private, zen-inspired landscaped backyard.Ascend the staircase under the glow of a soaring skylight to the second level, where natural light fills every corner. This floor features 4 spacious bedrooms -each outfitted with custom closet cabinetry-and 3 full luxury baths. The serene Primary Suite boasts a private balcony, a skylit walk-in closet with built-in cabinetry, and a spa-inspired 5-piece ensuite bath with a towel warmer and soaker tub. Upper-level laundry adds ultimate day-to-day convenience.The fully finished lower level continues the home's grandeur with exceptional versatility. It features an expansive open-concept billiard and rec room, two additional bedrooms with custom built-in closets, a 3-piece bath, and a secondary laundry room-making it an ideal setup for an in-law suite, guest retreat, or private media hub.A flawless fusion of light, scale, and sophisticated design. Truly extraordinary. Welcome home.
233 Robina Avenue, Toronto
0
BEDS
0
BATHS
$1,088,000
FOR SALE
**Great Opportunity for Builders, Investors, or First-Time Home Buyers to Create Their Dream Home!** This property offers endless possibilities-renovate, redesign, or build new in prime **Oakwood Village, north of St. Clair**. Surrounded by beautiful, cohesive architecture, this sought-after neighbourhood offers excellent long-term potential.Enjoy a welcoming community just steps to **Wychwood Barns, Farmers' Market, parks, excellent schools, public transit, restaurants, and Corso Italia**, with its vibrant food, culture, and music.**Excellent Development Potential:** A permit has been obtained for a **two-storey, three-bedroom home**, along with approval to **increase the basement height**. Buyers are advised to conduct their own due diligence regarding the existing permits, zoning, renovation/redevelopment potential, and all applicable municipal requirements.The existing home requires substantial renovation and may also be suitable for redevelopment or rebuilding. Property is being sold in its current condition on an **"as-is, where-is" basis**.**Front Pad Parking - Annual Fee: $301.63.** Virtually Designed Image - For Illustration Purposes Only.
463 Oakwood Avenue, Toronto
3+1
BEDS
2
BATHS
$799,888
FOR SALE
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.
155 Earlsdale Avenue, Toronto
3
BEDS
1
BATHS
$839,000
FOR SALE
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.
388 Oakwood Avenue, Toronto
3+1
BEDS
4
BATHS
$1,849,999
FOR SALE
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.
481A Oakwood Avenue, Toronto
4
BEDS
3
BATHS
$699,900
FOR SALE
Act Now! Amazing Opportunity To Own In Oakwood Village, Spacious Main Floor Can Be Used For Most Types Of Businesses In High Foot Traffic Area, Second Floor Boasts 3 Bedrooms And Can Be Rented Out Or Used As Live/Work Space. Finished Basement With A Long Room, 2 Parking Spots In The Back. Eglington Subway Nearby, Separated Hydro Metered From Residential & Commercial. Bring Your Stablished Business Or Start A New Business Here. Won't Last, Must See Property.
541 Vaughan Road, Toronto
3+1
BEDS
3
BATHS
$849,000
FOR SALE
Why settle for one income stream when this home may offer more? This detached bungalow in Oakwood Village comes with a DUPLEX description per MPAC (report is available upon request), a self-contained 1-bedroom basement apartment with its own laundry, a second basement unit (bachelor suite) potential for setup. Two separate entrances to the basement (each unit has it's own entrance). Perfect for buyers looking to offset mortgage costs, accommodate extended family, or expand their investment portfolio. The flexible main-floor layout includes a third bedroom currently styled as a home office. Private gated driveway adds extra convenience and security. Close to transit, schools, shops, and everyday essentials.
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