Greenwood & Gerrard Real Estate for Sale

A unique opportunity in the heart of South Riverdale, this duplex offers a flexible layout with two kitchens, two full bathrooms and four bedrooms, creating options for extended family, shared living or rental income. The home features granite countertops, mostly newer windows, updated HVAC, 200-amp electrical service and an owned tankless water heater. The main floor includes a spacious kitchen, living area and bedroom with a walkout to the deck and backyard, while the upper level offers a second kitchen and two additional bedrooms. The layout provides flexibility for a variety of living arrangements and future uses. Set on a deep 14.15 x 120 ft lot with rear laneway access and parking for two vehicles, the property also offers potential for a future laneway suite, subject to the buyer's own due diligence. Located near Gerrard St E and Jones Ave, close to schools, parks, transit, shops, restaurants, Woodbine Park, the Beach and Lake Ontario. A property with flexibility, income potential and long-term upside in one of Toronto's most established east-end neighbourhoods.

This exceptional custom-built detached residence is a rare blend of striking contemporary architecture, timeless design, and effortless indoor-outdoor living. Just moments from Queen Street East's celebrated cafes, restaurants, boutiques, and parks, it offers the best of urban living. The backyard is nothing short of extraordinary. Framed by mature trees and complete privacy, it has been thoughtfully designed as an extension of the home itself. Whether you're hosting unforgettable summer soirees, enjoying dinner under the stars, or gathering family and friends for an outdoor movie night, this is a space you'll never want to leave. Inside, every room has been curated with intention. Soaring ceilings, wide-plank engineered hardwood floors, and built-in ceiling speakers create an atmosphere that is both warm and sophisticated. Natural light floods the open-concept living spaces, while dramatic floor-to-ceiling sliding doors dissolve the boundary between indoors and out. At the heart of the home is an exceptional chef's kitchen designed for those who love to cook and entertain. Featuring quartz countertops and backsplash, paneled appliances, a gas range with pot filler, and abundant custom cabinetry, it is as functional as it is beautiful. The adjoining dining area, provides the perfect backdrop for everything from intimate family dinners to lively celebrations. Upstairs, three beautifully appointed bedroom suites each offer generous closets, spa-inspired ensuite bathrooms, and private balconies. The primary suite is a true sanctuary, complete with a custom walk-in dressing room, two private terraces, and a luxurious five-piece ensuite featuring a deep soaker tub and oversized glass shower. Every detail has been carefully considered. From the elegant oak staircases with sleek glass railings to the impeccable craftsmanship found throughout, this home offers a level of quality and design rarely seen.

Excellent 3 units in one of Toronto's most vibrant and high-demand east-end neighbourhoods. This well-maintained income property features three self-contained units: a spacious 2-bedroom suite on the main floor, a bright 2-bedroom suite on the second floor, and a comfortable 2-bedroom basement apartment. Ground & 2nd Floor unit includes its own living room, full kitchen, bathroom, dishwasher and a dedicated in-suite laundry set-. Basement unit has its own living room, full kitchen, bathroom, a rare and highly desirable feature that enhances tenant appeal and minimizes shared-area management.All units oer functional layouts, generous room sizes, and excellent livability for long-term tenants. Located in the sought-after Leslieville area, just steps to trendy cafes, restaurants, parks, schools, transit, and everyday amenities. Easy access to downtown Toronto, the Gardiner Expressway, and major employment hubs makes this an attractive location for both tenants and owner-occupiers.An excellent opportunity for investors seeking stable rental income, multi-generational families, or buyers looking to live in one unit while generating income from the others

Cozy Fall property in the Heart of the East End! If you know, you know about this vibrant, family-friendly pocket where community spirit meets urban convenience. Steps from legendary local hotspots like Left Field Brewery, Maha's Restaurant, Pilot Coffee Roasters, and the incredible amenities at Greenwood Park (covered rink, pool, and weekly Farmers' Market!), this home offers an unmatched lifestyle.Professionally renovated and impressively wide, this 3-bedroom semi-detached beauty features a sun-drenched, open-concept main floor complete with rich hardwood flooring and a rare, ultra-convenient ground-floor powder room. The chef-inspired kitchen seamlessly flows out to your private backyard oasis-boasting a premium, durable Ipe wood deck, custom patio, and a cozy gas firepit designed for effortless outdoor entertaining.Need extra space? The fully finished basement serves as the perfect guest retreat or nanny suite, offering a spacious spare bedroom and a pristine full bathroom. With 3 modern baths in total and turnkey finishes throughout, this exceptional property is completely ready for the next family to move in, unpack, and enjoy. Don't miss your chance to plant roots in one of the city's most coveted neighbourhoods!

Offered for the First Time in Two Generations, This Cherished Greenwood Avenue Home Is Ready to Welcome Its Next Family. Lovingly Maintained by the Same Family for Decades, It Retains Much of Its Original Character, Including Hardwood Floors, High Baseboards and Traditional Trim - Along With a Rich History of Family Celebrations, Backyard Games and Lasting Memories. Set on a Generous 23.5-by-120-Ft Lot, This Rare True Four-Bedroom, Three-Bathroom Home Offers More Than 1,700 Sq. Ft. of Living Space and Tremendous Potential to Personalize, Reimagine and Build Equity. Large Windows and High Ceilings Create a Bright, Airy Interior, While Fresh Paint and New Main-Floor Flooring Provide a Welcoming Start for the Home's Next Chapter. Upstairs, Four Spacious Bedrooms Showcase Original Hardwood Flooring and Classic Period Details. The Separate Basement Entrance Adds Valuable Flexibility for Additional Living Space, a Home Office, Multi-Generational Use or a Potential Income Suite. Enjoy Morning Coffee on the Beautiful Covered Front Porch, Unwind While Taking in the Neighbourhood, or Watch the Lineups Form Across the Street at Maha's Brunch. The Extra-Deep Backyard Offers Ample Room for Children, Pets, Gardening and Outdoor Entertaining. Steps to Transit and 3 min walk to Greenwood Park (Farmer's Market, Dog Park, Skating Rink, Pool and Baseball Diamonds) plus a Convenient 6 min Bus Ride to Greenwood Station, Easy Access to the Gerrard Streetcar, 7 min drive to the DVP and 10 min bike ride to Woodbine Beach. Highly Desirable Schools Include Roden-Equinox Public School and Riverdale Collegiate Institute. An Exceptional Opportunity to Establish Your Own Legacy in a Well-Loved Leslieville Home Filled With Timeless Character, Charm, History and Possibility.

Turn-Key Investment Opportunity In The Heart Of Toronto! This detached property at 325 Greenwood Ave offers an excellent opportunity for investors or buyers looking to live in one unit while generating rental income from the other. Featuring two full, self-contained rental units - a spacious main floor two-bedroom suite and a separate upper level one-bedroom suite - the property provides flexibility, functionality and strong income potential. Two units. Two-car parking. Detached. Renovated. Income potential. A versatile property offering multiple paths for investors and end users alike.

Property being sold in "as is, where is" condition. The Seller makes no representations or warranties regarding the condition of the property.Property is currently uninhabitable and requires significant repairs and/or renovation. Buyers are advised to exercise extreme caution during all showings. Some areas of the property may be structurally unsafe and/or contain potential hazards.

Rare legal triplex offering the potential for three fully self-contained units - an exceptional investment or multi-generational living opportunity! This fully renovated semi-detached home features a spacious 4-bedrooms, 2-bath main and upper unit, plus a finished basement apartment with a separate entrance, kitchen, great room, and bathroom. Lots of windows, very bright and spacious. Nestled in one of Toronto's most sought-after family neighbourhoods, just steps to Monarch Park and Greenwood Park with a pool, farmers' market, sports facilities, and off-leash dog park. Direct bus to Greenwood Station or an easy 10-minute walk to the Danforth and subway. A fantastic opportunity for investors and end-users alike!

Modern townhouse offering 9'6" ceilings with open-concept. Kitchen overlooks breakfast bar, dining and living area with a walk-out to balcony. Enjoy the spacious, private rooftop terrace offering approx. 200 sq.ft. outdoor space with a gas BBQ hookup. Additional features include wood flooring throughout (no carpet), updated kitchen and bath fixtures. Stainless steel appliances, premium large-capacity washer/dryer. The functional layout compliments the floor to ceiling windows, brightening the home with natural lighting. Enjoy the convenience of city living, with being steps away from Greenwood Park, TTC access, trendy cafes, restaurants, shops, schools, grocery stores and just minutes away from the heart of Downtown Toronto. Includes 1 underground parking space and 1 storage locker. A wonderful opportunity to live in one of Leslieville's most vibrant Neighbourhoods.

Attention investors, contractors, renovators, and HGTV enthusiasts! This is the opportunity you've been waiting for. Located in the heart of the highly desirable Greenwood & Coxwell neighbourhood, this charming two-storey semi-detached home is full of potential and ready for your vision. Whether you're looking to renovate, invest, or create your dream home, the possibilities are endless. The main floor features separate living and dining rooms, along with a kitchen that provides direct access to the backyard. A rare right-of-way driveway has allowed the previous home owners to have parked multiple cars for many decades without issue, an exceptional feature in the city. Upstairs, you'll find a traditional layout with three bedrooms and one full bathroom, providing an excellent foundation for a modern renovation. Basement is unfinished and ready for your magic touch. Enjoy an unbeatable location just steps from Gerrard Street, TTC transit, local restaurants, and shopping, and within walking distance of Greenwood Park. A short drive to The Beaches and convenient access to downtown Toronto. The property is being sold as is, where is condition, and offers the opportunity for a quick closing.

Exceptional opportunity to own a legal triplex in the heart of one of Toronto's most sought-after communities, Leslieville. This well-maintained property has undergone multiple upgrades and is fully tenanted, providing immediate income for investors. Ideally located just a short 5-minute walk to Greenwood Park and surrounded by schools, parks, transit, shops, cafés, and everyday conveniences. The property also features separately metered units, keyless entry, two private parking spaces, dedicated storage lockers for each unit, plus an additional locker reserved for landlord maintenance items, providing added convenience and functional storage. A rare opportunity for investors seeking strong rental income, with future potential for owner occupancy. Whether you're a seasoned investor or an end-user looking to offset your mortgage with rental income, this is a property you won't want to miss. Disclaimer: Main and basement unit photos were taken prior to occupancy.