Greenwood & Gerrard Real Estate for Sale

TWO LANEWAY PARKING SPACES! MAJOR PLUMBING & ELECTRICAL UPDATES! Welcome to this beautifully updated, spacious 3-bedroom, 2-storey semi-detached home in one of Toronto's most beloved east-end communities! Enjoy the charm and character of a classic Toronto home with the peace of mind of updated plumbing and electrical wiring throughout-addressing two of the biggest concerns often associated with older homes! Freshly painted throughout, this move-in-ready gem features a renovated kitchen with stainless steel appliances, an updated bathroom, brand-new basement laminate flooring, modern light fixtures, and large windows that flood the home with natural light. Two convenient laneway parking spaces add exceptional value in this sought-after neighborhood. Just steps to trendy cafés, restaurants, local shops, parks, vibrant community festivals, TTC, and excellent schools. All the charm of an older home, with the comfort and confidence of modern updates! More than just a house-it's a place to call home in a thriving community. A true east-end gem!

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!

Welcome to 272 Highfield, a fully detached home that perfectly blends modern living, family-friendly comfort, and the unmistakable charm of East Leslieville. Featuring 3+1 bedrooms, 3 bathrooms, and an incredible backyard oasis, this home is made for growing families, entertaining friends, and putting down roots. Inside, a renovated chef's kitchen flows seamlessly into open-concept living and dining spaces, complemented by beautiful hardwood flooring, loads of natural light, and generously sized bedrooms. Need extra space or income potential? The basement apartment, complete with a separate entrance and bamboo flooring, offers endless possibilities. Nestled between two fantastic parks and surrounded by everything that makes this neighbourhood so special, the location is just as impressive as the home. Enjoy 24-hour streetcar service steps away, plus a short, scenic stroll through the park to the subway. With an excellent school district, outstanding daycares, and a vibrant mix of restaurants, cafés, breweries, galleries, and creative studios, East Leslieville is a neighbourhood that truly caters to young families. Smack dab between The Beaches and Downtown, East Leslieville strikes that perfect balance between city convenience and a slower, more laid-back, hip neighbourhood vibe. It's the kind of place where community comes naturally, local favourites become your regulars, and putting down roots just feels right. 272 Highfield isn't just a house - it's a place to call home.

Why settle for condo living and monthly maintenance fees when you can step into freehold homeownership with your own backyard and basement? An exciting opportunity for first-time buyers looking to get into a highly sought-after east-end neighbourhood, as well as investors, renovators and contractors looking to unlock the potential of a Toronto home. This semi-detached property is ready for its next chapter and offers the opportunity to renovate, personalize, next door neighbour transformed home into 2 separate dwelling units, endless possibilities!! Enjoy a private, fully fenced backyard with plenty of room for entertaining, gardening, kids or pets, plus the additional space and flexibility of a basement. Bring your vision and transform this property into a home that reflects your style while enjoying all the benefits of owning your own piece of the city. Spend your weekends in Torontos most vibrant neighbourhoods, Leslieville, The Danforth or The Beaches, exploring the restaurants, cafes, bakeries, independent shops and local favourites or head to Greenwood Park, Monarch Park, Woodbine Beach and the waterfront for outdoor recreation. Enjoy nearby parks, playgrounds, off-leash dog areas, outdoor pools, skating, walking and cycling trails, along with grocery stores, fitness facilities, community amenities and everyday conveniences all close to home. Excellent TTC access via Queen and Gerrard streetcars, nearby bus routes and Coxwell Station makes commuting downtown and throughout the city convenient. Whether you're a first-time buyer looking for an alternative to condo living or an investor searching for a property with renovation potential in an established Toronto neighbourhood, this is an opportunity to buy the house, bring your vision and make it your own. Property is being sold in its current condition, as-is, where-is.

Classic , lovingly maintained bungalow offering two self contained units, each with its own laundry and fireplace. The main floor 2 bedroom unit has large windows bringing lots of sunshine in and a kitchen with granite countertops and ample storage. While the lower level 1 bedroom unit is vacant and features a private entrance. Major updates include a new furnace (2026), central A/C (2021), new sewer service line from house to street (2022), exterior waterproofing (2012), updated electrical (2007) and roof (2006). Set on a quiet, family-friendly street steps to Greenwood Park and great shops, restaurants, and amenities along Gerrard and Queen St. A fantastic opportunity for investors, multi-generational families or end users looking to offset their mortgage with rental income, or to build a new home on a wide lot in a fabulous location. Garden suite report available.

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!

Built in 2022, this modern semi in The Pocket offers four finished levels, a private terrace and a bathroom for every bedroom. The main floor is open and bright: a long living room flows to the kitchen and dining area, with a gas range, stainless steel appliances, generous counter space and a walk-out to the fenced backyard. A powder room and an open staircase with glass railings complete the level. Upstairs, two bedrooms each have their own ensuite, with an office nook and laundry on the same floor. The entire third floor is the primary retreat: a bedroom with walk-in closet, an ensuite with glass shower, and a walk-out to a finished terrace with glass railings and treetop views. The lower level has its own walk-up entrance, kitchenette / dinning, bedroom and full 4 piece bath, offering flexible space for guests, extended family or a home office. The Pocket is one of the east end's most loved enclaves, known for its tree-lined streets, front porches and strong community spirit. Walk to Phin Park, the shops, cafes and restaurants of the Danforth, and Donlands and Pape subway stations, with the future Ontario Line nearby. Leslieville and Riverdale are minutes away. Permit street parking available through the City of Toronto (buyer to verify eligibility).

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.

Welcome to 127 Highfield, a beautifully maintained and thoughtfully updated home nestled in one of the area's most sought-afterneighborhoods. Whether you're a first-time buyer, a growing family, or an investor, this property offers the perfect blend of comfort, style, andconvenience.*Top to Bottom Brand new Renovated with permits * With 3 bedrooms and 4 bathrooms, there's room for everyone inbetween*New Parking Pad In The Back With Two Parking Spots*Master Bedroom With 4pc Ensuite Bathroom And Walk-in Closet*Finished Separate Entrance Basement, Income Potential*Google Smart Home System with 3 Security Cameras, Climate Control And More* All New LargeWindows Bring In Lots Of Natural Lights*Brand New Deck And Fence* Roof refreshed in Oct 2026 with a professionally installed shingle overlay(second layer)* For developer, Approved variance for a Floor Space Index of 0.705 timesthe area of lot(2171sqft), detailed engineering drawings provided upon closing*Close to Greenwood Park, Excellent Walk Score Of 97, Steps ToStreet Car / Bus Routes And A Short Ride To The Heart Of Downtown!*

A rare South Riverdale opportunity offering flexibility today and strong future potential. This duplex features two kitchens, two full bathrooms and four bedrooms, making it well suited for extended family, shared living or rental income. Highlights include granite countertops, mostly newer windows, updated HVAC, 200-amp electrical service and an owned tankless water heater. Situated on a deep 14.15 x 120 ft lot with rear laneway access and parking for two vehicles. According to a site-specific Laneway Housing Feasibility Report prepared by Laneway Housing Advisors, the property qualifies for a laneway house under Toronto's Changing Lanes program, with an as-of-right build appearing to accommodate approximately 932 sq. ft. over two levels, with options that may include garage parking. All of this in a convenient South Riverdale location close to parks, schools, transit, shops, restaurants, Woodbine Park and the Beach. A compelling property for end-users, investors or buyers looking for added long-term value. Buyers and Buyer's Agent to conduct their own research regarding laneway housing and development.

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

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 and water line. 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.