Greenwood Real Estate for Sale

43 Listings
159 Gillard Avenue, Toronto
4
BEDS
2
BATHS
$899,800
FOR SALE
Loved by the same owner for over 40 years, this cherished home is ready for its next chapter. Set on a tree-lined street in the sought-after Monarch Park school district, this is a true blank canvas waiting for your vision. Step inside and discover gracious living and dining rooms with vintage pocket doors, rich wood trim and beautiful antique baseboards throughout. The petite galley kitchen extends into a bright, eat-in area with exposed brick - a charming space with plenty of potential to make your own. Upstairs, a sunlit hallway glows beneath a skylight and leads to four bedrooms, including a spacious primary with soaring cathedral ceilings, plus two bathrooms. A separate side entrance leads to the basement, offering added flexibility. Outside, enjoy a pretty backyard perfect for relaxing or entertaining. And the location is hard to beat! Steps to Danforth shops, the subway, Monarch Park Recreation Centre and an abundance of parks. A home rich in character, history and possibility, ready for someone to bring their vision to life.
45 Connaught Avenue 104, Toronto
1
BEDS
1
BATHS
$455,000
FOR SALE
Location, Quality and Value - Welcome to Connaught 45! The spaciousness of this unit and functionality of its layout is unlike anything you've seen in a new building. Large semi-ensuite bathroom accessible from the oversized living room and bedroom. This unbelievable brand new boutique building will put you in one of the most desired areas in Leslieville, minutes to The Beaches at a price that can't be beat! If you love boutique living and keeping your monthly costs to a minimum, look no further! Thoughtfully designed and tastefully finished, this one bedroom unit features two bathrooms for extra convenience and to accommodate your guests. Tons of natural light, modern appliances, en-suite laundry, open concept, stone countertops. Comes with locker and bike rack. City transit at your door for easy and convenient commuting. Minutes to downtown, and a light walk / bike ride to the beach, boardwalk, Woodbine Park, bike trails, and plethora of shops, restaurants and other local amenities. All-inclusive building maintenance fee is projected to be some of the lowest in the city, leaving you with more money for your lifestyle. An absolute must-see building with many available units of various configurations to suit your exact needs!***Surface parking available for purchase for 35k.
45 Connaught Avenue 303, Toronto
1
BEDS
1
BATHS
$455,000
FOR SALE
Location, Quality and Value - Welcome to Connaught45! The spaciousness of this unit and functionality of its layout is unlike anything you've seen in a new building, a true spacious condo living. This unbelievable brand new boutique building will put you in one of the most desired areas in Leslieville, minutes to The Beaches at a price that can't be beat! If you love boutique living and keeping your monthly costs to a minimum, look no further! Thoughtfully designed and tastefully finished, this one bedroom unit features two bathrooms for extra convenience and to accommodate your guests. Tons of natural light, modern appliances, en-suite laundry, open concept, stone countertops. Comes with locker and bike rack. City transit at your door for easy and convenient commuting. Minutes to downtown, and a light walk / bike ride to the beach, boardwalk, Woodbine Park, bike trails, and plethora of shops, restaurants and other local amenities. All-inclusive building maintenance fee is projected to be some of the lowest in the city, leaving you with more money for your lifestyle. An absolute must-see building with many available units of various configurations to suit your exact needs!
45 Connaught Avenue 302, Toronto
1
BEDS
1
BATHS
$566,000
FOR SALE
Location, Quality and Value - Welcome to Connaught 45! The spaciousness of this unit and functionality of its layout is unlike anything you've seen in a new building, a true spacious condo living. This unbelievable brand new boutique building will put you in one of the most desired areas in Leslieville, minutes to The Beaches at a price that can't be beat! If you love boutique living and keeping your monthly costs to a minimum, look no further! Thoughtfully designed and tastefully finished, this one bedroom unit features two bathrooms for extra convenience and to accommodate your guests. Tons of natural light, modern appliances, en-suite laundry, open concept, stone countertops. Comes with locker and bike rack. City transit at your door for easy and convenient commuting. Minutes to downtown, and a light walk / bike ride to the beach, boardwalk, Woodbine Park, bike trails, and plethora of shops, restaurants and other local amenities. All-inclusive building maintenance fee is projected to be some of the lowest in the city, leaving you with more money for your lifestyle. An absolute must-see building with many available units of various configurations to suit your exact needs! Parking available for purchase for 35K.
898 Eastern Avenue, Toronto
2
BEDS
1
BATHS
$570,000
FOR SALE
The House is ready for your personalization update; this semi-detached home presents a rare opportunity to live in the vibrant, family-oriented community of Leslieville. A spacious, fenced backyard featuring a patio and storage shed is well-suited for gardening, entertaining, or providing a secure outdoor area for pets-a convenience especially appreciated during Toronto's cold winter mornings. The main floor comprises an open-concept living and dining area with durable vinyl plank flooring and a functional kitchen that opens directly onto the private rear patio. The upper level offers two comfortable bedrooms, a full bathroom complete with a skylight and a six-foot soaker tub, and the added practicality of upper-level laundry. The surrounding neighbourhood provides immediate access to an array of amenities, including grocery stores, local breweries, cafés, fitness centres, dog daycare facilities, and parks. Walkability, transit connections, and downtown access are effortless. Opportunities of this calibre are seldom available. Arrange a viewing today to make this exceptional property your own.
1331 Queen Street 403, Toronto
1+1
BEDS
1
BATHS
$699,900
FOR SALE
Customized for space and effect this 1+1 lives like a 2 with modified original floorplan. The entire suite speaks to S P A C E!. Bedroom has extra space, Den is spacious, Living Rm/Dining entertaining space + a bathroom that is so spacious the whole family can get ready at the same time. Customized extended length Kitchen cabinets, tile backsplash & additional counter space for the chef while entertaining or for food/cocktail prep to take out to your own Urban Yard & BBQ (approx 108 sf balcony) or the Rooftop Terrace that also features an outdoor Gym, Children's section, outdoor Bar, Dining & cozy Firepit. Situated in a high demand neighbourhood of Leslieville where you couldn't pick a better place to live. If you are a foodie then this is your place with Farmer's Markets, Cafes, Restos, Shoppes. If you work downtown you can cycle to work with a perfect 100 score, take the TTC with an excellent transit score and walk to everything with the walkers paradise score of 90+. Being one block from Greenwood Park, short jaunt to The Beach & Boardwalk & nestled amongst trees and great neighbours is the living luxury you have been looking for!
62 Northridge Avenue, Toronto
2+2
BEDS
2
BATHS
$1,299,000
FOR SALE
Welcome to 62 Northridge Avenue - a fully renovated luxury bungalow nestled on a quiet, family-friendly street in the heart of East York. Thoughtfully redesigned from top to bottom, this exceptional 2+2 bedroom, 2 bathroom home blends timeless design, quality craftsmanship, and modern functionality. Step inside to discover a bright open-concept living and dining space featuring engineered flooring, custom millwork, designer finishes, upgraded lighting, and a beautifully appointed kitchen complete with quartz countertops, premium stainless steel appliances, and abundant storage. Large windows throughout flood the home with natural light, creating a warm and inviting atmosphere. The professionally finished lower level offers impressive ceiling height, two additional bedrooms, a stylish bathroom, recreation space, and excellent flexibility for growing families, guests, or future income potential. Extensive improvements include underpinning and waterproofing, updated mechanical systems, upgraded electrical service, newer windows, and enhanced plumbing throughout. Outside, enjoy a private landscaped backyard designed for entertaining, complete with a large new deck, patio area, low-voltage lighting, detached garage, and ample parking. Smart home features include smart doorbells, security cameras, sound system integration, and a modern smart thermostat. Ideally located close to excellent schools, parks, shopping, restaurants, transit, and major commuter routes, this rare East York offering delivers the perfect combination of luxury, comfort, and convenience. A turnkey home where every detail has been carefully considered - simply move in and enjoy.
22 Harriet Street, Toronto
3
BEDS
4
BATHS
$1,450,000
FOR SALE
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 cafés, 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 soirées, 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, panelled 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.
417 Leslie Street, Toronto
3
BEDS
1
BATHS
$649,000
FOR SALE
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.
361 Highfield Road, Toronto
4
BEDS
3
BATHS
$1,399,980
FOR SALE
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!
669 Greenwood Avenue, Toronto
5
BEDS
2
BATHS
$1,199,000
FOR SALE
Welcome to 669 Greenwood Avenue-a fully detached, classic brick 2-storey home that delivers the kind of space, flexibility, and location that rarely comes together in one property. With nearly 2,000 sq ft above grade, this is one of the larger homes in the neighbourhood and it shows in both its scale and presence on the street. Currently configured as 2 unit home with the potential for 3rd unit in basement for strong mortgage helper, it's also easy to use as single family. Over $150k in renovations with updated electrical 200 amp (knob & tube removed), all new plumbing, 2 brand new kitchens, updated bathrooms and more. It's ready to go! Set in a true "walker's paradise" with a 97 Walk Score, the lifestyle here is unmatched. Walk to Greenwood subway in only 2 minutes! Stroll to the Danforth for some of the city's best and most diverse restaurants, head down to the Beach, or explore the vibrant shops and cafes of Leslieville - all without needing a car. A few short subway stops to Yonge & Bloor - the very core! Your private detached garage can be used for parking, storage, or both. The possibilities are truly endless in a location that simply cannot be beat.
630 Greenwood Avenue 503, Toronto
1+1
BEDS
2
BATHS
$549,000
FOR SALE
Welcome to a gorgeous sun-lit sanctuary at 'Platform Condos'- a boutique address nestled in the heart of one of Toronto's most coveted Danforth neighbourhoods. Thoughtfully designed with style and sophistication, this spacious open-concept 1+1 bedroom, 2 bath layout offers 9' ceilings, sleek Kitchen quartz finishes, custom window coverings, and laminate flooring throughout. South-facing floor-to-ceiling windows flood the living space with natural light, leading to a private balcony perched above the tree line - your own quiet escape in the city. The primary suite is a true retreat featuring a custom built-in walk-in closet and a large ensuite. A second bath and a generous versatile den make working from home or a flex space completely effortless. Both baths have gorgeous frameless glass walk-in showers and quartz vanities. Completing this suite is the ultimate convenience of owned parking plus a rare oversized locker. Premier amenities include a rooftop lounge with BBQs with sweeping skyline views and top-tier fitness facilities. Seconds to Greenwood TTC, vibrant local cafes, shops, restaurants and easy access to downtown and beaches. Pristine, turnkey and beautiful finished. Urban living at its finest.
7 Cherry Nook Gardens, Toronto
3
BEDS
3
BATHS
$1,099,900
FOR SALE
Welcome to the enhanced home with laneway parking located in one of Toronto's most vibrant and family-friendly neighborhoods, "Leslieville," on a ** quiet cul-de-sac. Enjoy the urban lifestyle - just a short walk to schools, parks, the beach, grocery stores, boutique shops, and restaurants. This home offers a beautifully landscaped front garden and inviting front porch, leading to a commodious open-concept living and dining room. The stylish modern kitchen boasts a functional centre island, plenty of cabinetry for storage, and a walk-out to the backyard, making outdoor dining and BBQs a breeze. Skylit staircase brings in an abundance of natural light. Spacious primary bedroom with ensuite, 2nd and 3rd bedroom with custom closet. Private-Entry basement with windows that create a bright, welcoming atmosphere ideal for a family recreation room or a home theatre.
259 Milverton Boulevard, Toronto
3
BEDS
2
BATHS
$849,000
FOR SALE
Attention investors and renovators! Great opportunity in the desirable Danforth community. This solid brick semi-detached sits on an 18.5 x 120 ft lot and offers excellent potential for renovation or investment. Conveniently located near parks, schools, public transit, and just minutes to the shops, restaurants, and amenities along Danforth Avenue, with easy access to Toronto Transit Commission routes and nearby green space at Monarch Park. A great opportunity to create value in a vibrant east-end neighbourhood. Home is being Sold as is where is condition.
24 Wiley Avenue, Toronto
2+1
BEDS
2
BATHS
$929,900
FOR SALE
Welcome to this charming 2-bedroom, 2-bathroom bungalow nestled in the highly sought-after Danforth Village! The main floor features an open-concept layout that seamlessly connects the kitchen, dining, and living areas-perfect for modern living and entertaining. The bright living room boasts a beautiful skylight, flooding the space with natural light, and offers a seamless walkout to a generous backyard deck. Downstairs, the fully finished basement expands your living space with a spacious family room and a versatile extra room, ideal for a third bedroom or home office. Complete with convenient front-yard parking and kept in fantastic shape, this home is just steps from top rated schools, the vibrant shops, dining, and transit options of The Danforth.
99 Cadorna Avenue, Toronto
4
BEDS
4
BATHS
$1,799,000
FOR SALE
Welcome To 99 Cadorna Avenue-A Stunning Custom-Built Family Home In The Heart Of East York, Offering Timeless Design, Exceptional Functionality, And Modern Finishes Throughout. Less Than 10 Years Old, This Beautifully Crafted Residence Boasts Impressive Curb Appeal, A Private Driveway, And Over Three Levels Of Thoughtfully Designed Living Space. The Bright, Open-Concept Main Floor Features 9-Foot Ceilings, Natural Oak Hardwood Floors, Pot Lights, And An Abundance Of Natural Light. The Spacious Living And Dining Areas Are Anchored By A Striking Two-Way Fireplace, Creating The Perfect Setting For Everyday Living And Entertaining. The Gourmet Kitchen Is A Chef's Dream With Quartz Countertops, A Large Centre Island With Breakfast Bar, Stainless Steel Appliances, Gas Range, Wine Fridge, And A Walkout To The Rear Deck Just In Time For Summer Barbecues! Upstairs, You'll Find Four Generous Bedrooms, Including An Enviable Primary Retreat Complete With His-And-Hers Closets And A Spa-Inspired Ensuite Featuring A Soaker Tub And Double Vanity. Three Additional Oversized Bedrooms Share A Spacious 4-Piece Bathroom. The Versatile Lower Level Offers Endless Possibilities With A Den Ideal For A Home Office Or Potential Fifth Bedroom, A Two-Piece Bathroom With Rough-In For A Shower Plus A Massive Recreation Room Or Children's Playroom With A Walkout To The Backyard. Ideally Situated Just Steps To Dieppe Park And Within The Highly Sought-After William Burgess Elementary School And Westwood Intermediate School Catchments. Enjoy A Short Walk To The Shops, Cafés, And Restaurants Of The Danforth And Greektown, With Quick Access To The Don Valley Parkway For An Easy Commute. This Is The Perfect Opportunity To Own A Beautifully Appointed Family Home In One Of East York's Most Desirable Neighbourhoods.
40 Leroy Avenue, Toronto
3+1
BEDS
2
BATHS
$1,168,888
FOR SALE
An East York gem! This beautifully renovated detached home sits on a street lined with luxury homes, offering a rare 30.04 x 100.13 ft lot. Enjoy over 1,200 sq. ft. of total living space, featuring a bright front kitchen bathed in sunlight from large bay windows. Ideal for downsizers, investors, or co-living. The bright, finished basement offers impressive ceiling height-no ducking required!-with a separate entrance, second kitchen, bedroom, and storage, perfect for in-law or income potential (buyer to verify). Enjoy a private, fenced yard with a private driveway and detached garage offering garden suite potential (buyer to verify). Located in a family-friendly neighbourhood close to the Danforth, TTC, top schools, and the DVP.
27 Lesmount Avenue, Toronto
3
BEDS
2
BATHS
$1,138,000
FOR SALE
Welcome to 27 Lesmount Ave., a detached family home in one of Toronto's most sought-after east-end neighbourhoods. Lovingly maintained by the same family for over 60 years, this cherished home is ready for its next chapter. Featuring the rare luxury of a spacious main-floor family room, a garage with parking & garden suite potential, it offers an exceptional opportunity for families looking to put down roots in a wonderful community.Step inside to discover a bright, functional layout designed for comfortable everyday living. The spacious living & dining rooms feature original trim & large windows that fill the home with natural light, while the expansive main-floor family room is perfect for relaxing, entertaining or gathering with family & friends. The practical floor plan flows effortlessly from room to room.The generous kitchen offers ample workspace & storage, making it the heart of the home & ideal for family meals & entertaining. Upstairs are three well-proportioned bedrooms & an updated bathroom, providing comfortable accommodation for a growing family.The unfinished basement offers exceptional storage & endless potential to create additional living space, whether you envision a recreation room, home office, gym or expanded family living area.Step outside to enjoy a private backyard, perfect for summer entertaining, gardening or simply relaxing. The property's garden suite potential provides a rare opportunity to create future living space for extended family, a home office or added long-term value.Located approx. a 15-minute walk to Donlands Station, directly across from Holy Cross Catholic School & within walking distance of William Burgess Elementary School, this home is also close to parks, cafés, shops & the vibrant Danforth. A wonderful opportunity to own a cherished home in an established neighbourhood with a true sense of community. Move in & enjoy today or personalize the space over time & make it your own.
691 Greenwood Avenue, Toronto
4+1
BEDS
5
BATHS
$1,398,000
FOR SALE
***Updated Semi with Main-Floor Suite, Basement Apartment & Laneway Garage - Steps to Greenwood Station*** Welcome to 691 Greenwood Ave - a thoughtfully updated, multi-family ready semi-detached home offering exceptional flexibility, modern convenience, and meaningful long-term value. This spacious residence features four well-sized bedrooms, including a main-floor bedroom with a private 3-piece washroom, ideal for extended family, guests, or a dedicated home office. A standout feature of this home is its five total washrooms, providing rare convenience in this housing segment. With multiple full and half washrooms across all levels, the property supports comfortable living for larger households, multi-generational families, or shared accommodation - a practical advantage that enhances everyday functionality. The open-concept kitchen with granite island flows seamlessly into the living and dining areas, creating an inviting space for cooking and gathering. Crown moulding and a bright skylight add character and natural light throughout. A rare oversized detached garage accessed from the laneway offers valuable storage and workspace options. Conceptual laneway-home potential exists, subject to all City of Toronto zoning and permit approvals. The fully finished one-bedroom basement apartment provides excellent rental potential, featuring a separate entrance, full kitchen, dedicated laundry, and private washroom. Its independent layout enhances privacy and makes the home well-suited for multi-family living or extended family arrangements. Located steps from the Danforth, the home is close to shops, restaurants, and everyday amenities. Greenwood Station is just around the corner, and nearby routes to the DVP make commuting across the city straight forward. A premium semi-detached opportunity with modern updates, five washrooms, multi-family versatility, and a self-contained basement suite - all in a vibrant, highly convenient community.
1321 Gerrard Street 3, Toronto
2
BEDS
2
BATHS
$699,900
FOR SALE
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.
19 Minto Street, Toronto
4
BEDS
5
BATHS
$1,399,000
FOR SALE
Exceptional opportunity in the heart of Leslieville! Calling all investors, builders, renovators, and end users. This detached 2-storey home with 4 self-contained units offers over 2,000 sq ft of living space across three finished levels, with endless potential in one of Toronto's most desirable east-end neighbourhoods. Renovate and restore the existing units to create a premium income-generating property, or reimagine the site by building your dream single-family home, subject to all required approvals and permits. Enjoy a private, low-maintenance backyard with perennial gardens and rare laneway parking for 3 cars. Situated on a quiet, low-traffic street just steps to Queen St E, cafés, shops, parks, transit, and a short stroll to the beach and boardwalk, with a Walk Score and Bike Score of 100. Located within the sought-after Riverdale Collegiate and Duke of Connaught school catchment. Whether you're looking to invest, redevelop, or build your forever home, this is a rare opportunity with exceptional upside in a thriving community.
204 Highfield Road, Toronto
3
BEDS
1
BATHS
$749,900
FOR SALE
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.
307 Greenwood Avenue, Toronto
4+2
BEDS
3
BATHS
$1,238,888
FOR SALE
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.
898 Greenwood Avenue, Toronto
3+1
BEDS
2
BATHS
$1,099,000
FOR SALE
This renovated brick semi on Greenwood Avenue opens up the moment you step inside: an open-concept main floor, pot lights, and a gourmet chef's kitchen built for everyday life. Three bedrooms upstairs, a fourth and a full luxurious bath downstairs with a finished basement that flexes to whatever you need. Parking for two, a detached garage, and a front porch made for slow evenings. Greenwood station and the shops of the Danforth sit just steps away. Quiet street, easy life, the heart of the east end.
22 Connaught Avenue, Toronto
3
BEDS
2
BATHS
$1,249,000
FOR SALE
Authentic, charming, and unmistakably Toronto. This quintessential Leslieville classic captures the essence of east-end living, blending cherished original character with thoughtful updates throughout. Warm and welcoming, the interior offers a functional layout, inviting principal rooms, and timeless details that speak to the home's rich history while supporting modern-day living. Three well-sized bedrooms occupy the upper floor, along with an updated bathroom. A second bathroom on the main level incorporates stacked laundry. Framed by a mature canopy of trees, the rear outlook feels almost picture-perfect and provides a surprising sense of privacy, with the historic red-brick streetcar house adding architectural character and a unique sense of place. The backdrop serves as a reminder of the neighbourhood's authentic urban roots and storied past. A fully fenced west-facing backyard is anchored by a generous deck designed for outdoor dining, entertaining, and soaking in the afternoon and evening sun. Ideally positioned to enjoy the very best of the east end, find yourself moments from Leslieville's beloved cafés, restaurants, and independent shops, while also benefiting from exceptional everyday convenience. Loblaws, Fresh Co, Canadian Tire, and other daily essentials are all nearby with easy parking access, while Ashbridges Bay, waterfront trails, parks, and beaches are just minutes away. Well-connected by transit and surrounded by some of the city's most vibrant neighbourhood amenities, this is a home that offers character, community, and a distinctly Toronto lifestyle.
332 Woodfield Road, Toronto
1+1
BEDS
2
BATHS
$897,000
FOR SALE
Welcome to 332 Woodfield Rd - This Detached Bungalow Sits On A Large 25' x 100' Lot And Is Ready To Charm! Excellent Condo Alternative With Spacious Front And Back Yards, Or The Perfect Investment For Those Looking To Rebuild Their Dream Home! Recently Updated With Renovated Bathrooms, Brand New Floors, Fresh Paint and More Through-Out. Endless Opportunities With Flexible Floor Plan - Main Floor Features Soaring 9 Ft Ceilings, Bright Living Room With Skylight, Convenient 2 Pc Powder Room And Primary Bedroom. Spacious Kitchen Includes Dining / Breakfast Area and Stainless Steel Appliances. Even More Living Space Downstairs In The Fully Finished Basement With Extra Bedroom, Den / Office Space. Private Fully Fenced Backyard Oasis Features Large Covered Deck For Summer Entertaining And Use All Year Round! Architect Plans For Rebuild Available. Located On Desirable, Family Friendly Street Close to Greenwood Park With Outdoor Pool / Rink and Trails. Just A Short Walk To The Best of the East; Shops, Cafes, Dining, Everyday Amenities Like Grocery Stores, and More Along Gerrard and Danforth. Excellent Walk Score Of 95, Just Steps To Street Car / Bus Routes And A Short Ride To The Heart Of Downtown! Offers Welcome Anytime!
69 Hertle Avenue, Toronto
3+1
BEDS
2
BATHS
$1,600,000
FOR SALE
Welcome to this coveted, family-friendly neighbourhood of Leslieville. This 3 bed, 2 bath semi-detached home has many upgrades and features that you will love, just move in and start enjoying! Gorgeous hardwood floors, crown moulding & pot lights throughout. An open concept kitchen/living/dining room with a walk-out to a large deck and newly fenced-in backyard, perfect for your dog to roam freely or your children to play while you BBQ and entertain family and friends. Enjoy home-grown veggies from the fool-proof vegetable garden thanks to the amazing sun exposure in the back. The kitchen has gorgeous stone floors, granite countertops, S/S appliances, amazing high cabinetry, and tons of storage space. Three good-sized bedrooms upstairs with a renovated 4PC bath. Separate side entrance basement tastefully finished with a 4PC bath with a large laundry room & lots of closet storage. Foundation wall waterproofed from exterior with a sump pump installed. Updated windows. Laneway Parking For 2!
427 Leslie Street, Toronto
4+2
BEDS
3
BATHS
$1,689,000
FOR SALE
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 offer functional layouts, generous room sizes, and excellent livability for long-term tenants. Located in the sought-after Leslieville area, just steps to trendy cafés, 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.
9 Cherry Nook Gardens, Toronto
3
BEDS
1
BATHS
$950,000
FOR SALE
Welcome to 9 Cherry Nook Gardens, a beautifully renovated Leslieville home blending timeless character with modern finishes. Extensively updated throughout, this move-in-ready property features a renovated kitchen and bathroom, new flooring, bright principal rooms, a finished lower level, private rear deck, and parking. Thoughtfully redesigned while preserving its original charm, this home offers exceptional comfort and functionality. Situated on a quiet cul-de-sac just steps to Queen Street East, parks, schools, transit, cafés, restaurants, and shops.
553 Greenwood Avenue, Toronto
3+1
BEDS
2
BATHS
$1,075,000
FOR SALE
Welcome to 553 Greenwood Avenue, a beautifully maintained 2-storey semi-detached home in the vibrant and highly sought-after Greenwood-Coxwell neighbourhood. Offering over 1,300 sq. ft. of above-grade living space plus a fully finished 760 sq. ft. basement with a separate rear entrance, this home offers exceptional flexibility for families, multi-generational living, or potential additional living space.The main level features an enclosed front porch, spacious combined living and dining rooms, and a large eat-in kitchen with built-in wood cabinetry, granite countertops, ceramic tile backsplash, and stainless-steel appliances. Classic strip hardwood and ceramic tile flooring add warmth and durability throughout.The second floor offers three well-proportioned bedrooms, including a rear bedroom with a walk-out to a private upper deck, plus a 4-piece bathroom.The finished lower level provides excellent additional space with a separate rear entrance, second eat-in kitchen/laundry area, spacious recreation/living room, additional bedroom, generous 5-piece bathroom, separate laundry room, and cold room. Ceramic tile flooring throughout makes the space practical and easy to maintain.Enjoy a fully fenced and gated rear yard with an interlocking brick patio and storage shed. Rear mutual laneway access is available, with no garage, plus street permit parking options. Forced-air natural gas heating and central air conditioning provide year-round comfort.Ideally located just steps from Danforth Avenue and Greenwood Avenue, Monarch Park, schools, shopping, recreation, and TTC transit. All major appliances are included, including washer and dryer, two refrigerators, and two stoves. Additional furniture may also be included upon request.A wonderful opportunity to own a spacious and versatile home in a vibrant Toronto neighbourhood!
39 Derwyn Road, Toronto
4+2
BEDS
5
BATHS
$2,599,000
FOR SALE
If you're looking for all the bells and whistles, welcome to 39 Derwyn Rd - a spectacular custom-built residence crafted by a premier Tarion-registered builder as his own personal home with a legal 2-bed basement unit. Built without compromise and showcasing approximately 4,000 sq. ft. of luxurious living space! Step into a stunning foyer finished in large-format white porcelain tile with heated flooring that extends throughout the entire main level. The exquisite Scavolini Italian kitchen features quartz countertops & backsplash, and built-in JennAir appliances with panelled fridge & freezer. The open-concept dining and family room is truly mesmerizing with custom tray ceilings, LED lighting, built-in speakers, and double sliding doors opening to luxurious composite decking with frameless glass railings. Every detail speaks to quality, including aluminum-clad windows & doors, 8ft solid wood interior doors & poplar trim throughout, multi-zone radiant in-floor heating, automated blinds, a centralized app-based Sonos system with whole-home audio with Paradigm CI Pro speakers, Cat6 wiring in every room, in-ceiling Wi-Fi boosters on every floor, and full automation-ready infrastructure. An impressive open-riser staircase with offset glass railings and LED lighting lead upstairs beneath multiple skylights. The primary retreat features a French balcony, custom walk-in closet with organizers, additional full-wall closet with drawers, and a spa-inspired ensuite with Scavolini vanity, oversized glass shower & enclosed soaker tub. The second bedroom enjoys its own private ensuite and floor-to-ceiling windows, while the third bedroom features a private balcony and shares a semi-ensuite with the fourth bedroom. The lower level is equally impressive with polished concrete heated floors, and a legal two-bedroom basement apartment with a second kitchen, laundry, full washroom, oversized above-grade windows and a walkout to the privacy fenced backyard and interlocked patio!
108 Greenwood Avenue, Toronto
3+1
BEDS
3
BATHS
$1,100,000
FOR SALE
Charming Detached Home in the Heart of Leslieville. Welcome to this beautifully maintained home, perfectly situated in one of Toronto's most sought-after neighbourhoods. Enjoy all that Leslieville has to offer-an area known for its vibrant culinary scene, family-friendly amenities,&distinct community atmosphere.Located steps fromGreenwood Park&short walk to the 24-hr Queen St or Gerrard streetcar, you're close&connected to downtown while enjoying a close-knit community.The fenced front yard & oversized enclosed front porch offer charming curb appeal & a welcoming, functional entry. Inside you're greeted w/gleaming hardwd flrs in the family & dining rms which flow into the bright kitchen creating a warm & inviting space for entertaining & everyday living. From the kitchen,W/O to back deck ideal for morning coffee or evening dining.A renovated powder rm completes the main flr. The 2nd flr features 3 generously sized bedrms fully renovated bath beautifully updated while maintaining the homes original character.The fully finished lower level includes a self-contained in-law suite w/its own kitchen, bedrm & bath perfect for extended family, guests, or additional income potential.The private backyard offers a serene setting for relaxation or play. Additional highlights include detached garage&parking behind the home. Unbeatable location:Just steps from Greenwood Park, where you'll enjoy amenities including a playground, outdoor pool, splash pad, skating trail, outdoor rink, dog off-leash area,& the beloved Leslieville Farmers' Market. Recent updates include:Full home rewiring&removal of knob and tube,Basement kitchen,Basement bath, All appliances '18, A/C unit'19, Primary bedrm & 2nd-floor windows'20, 2nd floor bath,Roof shingles&flat roof replacement'21, Backyard fence'23, 2nd & 3rd bedrm windows, front door & windows in the enclosed porch '24, Powder rm '25.
388 O'connor Drive, Toronto
2+1
BEDS
2
BATHS
$899,000
FOR SALE
Welcome to 388 O'Connor Drive - a beautifully updated classic all-brick bungalow in the sought-after Four Oaks Gate community. Nestled up against Four Oaks Gate Park and community green space, this home offers the perfect blend of family living, convenience, and investment potential. Enjoy your morning coffee on the charming front porch. Stroll throught the park just next door while taking in the vibrant neighbourhood atmosphere where kids play, pets roam with their owners, and neighbours connect. Inside, the spacious sun-filled living and dining area creates a warm and inviting space for everyday living and entertaining. The renovated kitchen, freshly paint throughout, updated flooring, and refreshed bathrooms make this home truly move-in ready.The lower level offers exceptional flexibility with two separate entrances, generous living space, new floors, and a renovated 3-piece bathroom - ideal for extended family, multi-generational living, a nanny suite, or income potential with a close-to-rent setup. Families will appreciate access to excellent local schools including Diefenbaker Elementary and Cosburn Middle School. Commuters will love the unbeatable convenience with TTC transit at your doorstep, easy connections to the subway, plus quick access to the Don Valley Parkway for effortless travel in and out of the city.Whether you're searching for a welcoming family home, a smart investment property, or a flexible living arrangement with income potential, this special property offers endless opportunity in one of East York's most connected and community-focused neighbourhoods. Don't miss your chance to own this exceptional home in desirable Four Oaks Gate.
31 Ivy Avenue, Toronto
3+1
BEDS
2
BATHS
$749,900
FOR SALE
Attention Investors, Renovators & Contractors! Exceptional opportunity in Toronto's sought-after Leslieville/South Riverdale community. Situated on a desirable residential street, this property offers tremendous potential for renovation, restoration, or redevelopment. Conveniently located close to parks, schools, public transit, recreation facilities, libraries, shops, restaurants, and everyday amenities. Easy access to downtown Toronto, TTC, and major routes. Property is being sold in "as is, where is" condition. Home is in rough condition and may present safety concerns. Exercise caution when entering the property. Seller and Listing Brokerage make no representations or warranties regarding the condition of the property and assume no responsibility or liability for any injuries or damages incurred by persons entering the premises.
1299 Danforth Avenue, Toronto
4
BEDS
6
BATHS
$2,450,000
FOR SALE
Welcome to 1299 and 1301 Danforth Ave .This corner property is a rare turnkey investment opportunity offering strong cash flow with great cap rate in one of Toronto's most vibrant and transit-oriented corridors, directly across from Toronto Subway Greenwood Station. Close to 400K spend in renovation during past recent year to upgrade and improve the building and property is currently in excellent shape without requiring any budget for improvement. This fully income-producing mixed-use property features a prominent ground-floor commercial space with basement level occupied by an established restaurant tenant, along with an additional private office area in the basement ideal for owner use, professional office space, or potential supplementary income. The property also includes four fully furnished residential apartments comprised of two bachelor suites and two one-bedroom units, all currently leased and generating stable rental income. An additional rooftop billboard lease provides bonus monthly income under a flexible month-to-month agreement. Surrounded by thriving retail, restaurants, parks, schools, and everyday amenities, this exceptional asset combines immediate income stability, future upside potential, and outstanding exposure in the heart of the Danforth.Please ask the listing agent for full financials.Recent upgrades :New roof,New Heat pumps,New professional hood for restaurant, updated bathrooms,Meters are currently not separated but fees have been paid to Hydro for separate meters to be installed.New Flat Roof 2023,New Windows 2024,New Balcony Roof 2026.Property has been updated and renovated based on City codes fro commercial property and is an ideal hassle free investment property.
633 Greenwood Avenue, Toronto
3+1
BEDS
3
BATHS
$989,900
FOR SALE
A classic semi-detached brick 2-storey offering space, flexibility, and an unbeatable location in the heart of the Danforth, a short walk to Greektown. With a Walk Score of 97 it is a "walker's paradise". Just steps to Greenwood subway, schools, the Danforth's restaurants, the Beach, and Leslieville's cafes and shops - everything you need is right outside your door.The main floor offers a bright living and dining room, an eat-in kitchen, a 3-piece bathroom, and in-suite laundry. Upstairs, three well-sized bedrooms and a 4-piece bathroom provide comfortable family living. Out back, a private yard offers outdoor space and parking.The refreshed one-bedroom basement apartment - with back entrance - makes this an exceptional opportunity for multi-generational living or a mortgage-offsetting rental in a high-demand neighbourhood. Live up, rent down, or welcome family while keeping everyone's independence. The flexibility is built right in.
630 Greenwood Avenue 409, Toronto
1+1
BEDS
2
BATHS
$499,900
FOR SALE
Why choose between lifestyle and space? You can have both with this smart layout and functional design. Boasting 9-ft ceilings this bright 1+ den lives like a true 2-bedroom.The spacious den features sliding doors and functions perfectly as a second bedroom or quiet home office, complemented by a rare second 4-piece bathroom. The primary retreat offers a walk-in closet and private 3-piece ensuite. The modern kitchen, complete with quartz countertops, stainless steel appliances, and space for a table and chairs, opens to a living area with abundant natural light. Step out onto the balcony and enjoy a front-row seat to the energy of the Danforth below, perfect for morning coffee or evening drinks. An owned locker offers additional storage for larger seasonal items and recreational gear, keeping your suite clutter-free. Skip the gym membership with top-floor amenities including an exercise room, rooftop skyline deck, outdoor yoga area, pool table, and BBQs. Other amenities include evening/overnight concierge, bike storage, and visitor parking. With an exceptional 97 Walk Score, you are just minutes to the subway, with quick access to Danforth GO and the DVP. Surrounded by schools, parks, large grocery stores, and endless dining options, with nearby quiet side streets offering a rare suburban feel in the city. An exceptional layout, outstanding amenities, and a dynamic neighbourhood. This is condo living done right!
102 Greenwood Avenue, Toronto
4
BEDS
4
BATHS
$1,450,000
FOR SALE
Renovated Detached Gem in Vibrant Leslieville! where modern luxury meets unbeatable location perks. Perfect for savvy investors or homeowners seeking a turnkey property with stellar cash flow! Soaring 9 ceilings on the main floor and 8.5 ceilings upstairscreate an airy, light-filled sanctuary. Currently generating rent of $5,908/month with a reliable, long-term tenant. Coin Laundry income about $100 per month. Steps to the TTC, lush parks, trendy cafes, and the Woodbine Beach boardwalk. Minutes to top-rated schools, the DVP, and the buzzing Queen East strip. Fully renovated with high-end finishes and timeless design zero work needed! High demand for rentals in this hot East York enclave. Secure a low-maintenance property with instant cash flow and long-term appreciation in one of Torontos fastest-growing neighborhoods. Coin Laundry Set (2025), AC (2024), Furnace (2025)
38 Connaught Avenue, Toronto
5
BEDS
7
BATHS
$2,499,800
FOR SALE
Walk to Yonge st, TTC, Shops, Tim Hortons, Custom Built Luxurious Home In Highly Sought After Location! Double Entrance Door With Iron And Murano Glass, Family Size Kitchen W/Granite Counter And B/I Appliances, Crown Molding, Pot lights, Huge Hallway 2nd Floor W/Skylight, Open Riser Stairs, Marble Flooring In Foyer,4 Bedrooms Have their Own Bathrooms And W/In Closets Perfect For Big Family, Master bedroom W /6Pc Ensuite-Double Vanity, Jacuzzi Tub, Bidet And Two Closets, Huge Backyard And Deck. Separate Entrance To The Bsmt.
45 Connaught Avenue 203, Toronto
0
BEDS
1
BATHS
$449,000
FOR SALE
Modern Living Meets East-End Energy - Discover this brand-new studio suite at 45 Connaught Ave, perfectly positioned between Queen Street, The Beach, and Ashbridge's Bay. Thoughtfully designed for function and flow, the open-concept layout maximizes space with dedicated living, dining, and bedroom area with an open East-facing balcony. The modern kitchen features stainless steel appliances, tiled backsplash, and ensuite laundry, offering everything you need in one sleek, efficient package. Located in the heart of Greenwood-Coxwell, this boutique low-rise building delivers the best of city living - TTC at your door, local cafés and restaurants steps away, and easy access to parks, schools, and shops. Downtown Toronto is just a short ride away, making this the perfect home base or investment property. With low carrying costs, high rentability, and strong long-term growth potential, this is a rare opportunity for first-time buyers or investors looking for a smart, stylish foothold in one of Toronto's most desirable east-end communities. Price includes HST and builder/development closing costs. Optional upgrade packages for flooring and appliances.
45 Connaught Avenue 404, Toronto
0
BEDS
1
BATHS
$448,000
FOR SALE
Experience the best of city-meets-beach living at 45 Connaught Ave - a modern south-facing suite that combines functional design, walkable convenience, and a vibrant community setting. Set within a boutique low-rise building in the sought-after Greenwood-Coxwell neighbourhood, this open-concept suite features a bright and efficient layout that seamlessly blends living, dining, and sleeping areas. The kitchen is equipped with stainless steel appliances, a tiled backsplash, and in-suite laundry, while the private balcony extends your living space outdoors. Located just steps to Queen Street, The Beach, and Ashbridge's Bay, you're surrounded by local cafés, restaurants, parks, and shops with the TTC at your door and a quick ride to downtown. Designed for comfort and flexibility, this unit offers a turnkey ownership opportunity with low fees, strong rentability, and lasting value. Perfect for first-time buyers or investors alike, this condo delivers modern style, everyday convenience, and one of the best price-per-square-foot offerings in the city. Price includes HST and builder/development closing costs.
45 Connaught Avenue 402, Toronto
1
BEDS
1
BATHS
$639,900
FOR SALE
Enjoy the best of East End living in this spacious unit with an oversized balcony, set within a boutique low-rise building just steps from Queen Street and the Beach. **With all utilities included in the maintenance fees and a locker!** Nestled in an area with high rentability, offering the comfort of a larger home with the ease of condo living, enjoy over 720 sq. ft. of well-planned living space. The open-concept layout features a bright living and dining area that flows seamlessly to a rare oversized south-facing balcony - ideal for morning coffee, entertaining, or simply relaxing outdoors. The kitchen is equipped with stainless steel appliances and backsplash, while the generously sized bedroom includes a full closet and plenty of natural light. Surface parking and an owned locker provide everyday convenience. All-inclusive maintenance covers every utility, making this a smart and cost-effective choice for homeowners. All this and more wrapped up in a fantastic location. Walk to Queen Street, the Beach, boardwalk, nightlife, cafes, parks, Ashbridge's Bay, and transit. With the TTC at your door, you can be downtown in minutes while still enjoying the community feel of the east end. Whether you're a first-time buyer, investor, or looking to downsize, this condo combines lifestyle, convenience, and value in a way that's hard to match. The parking reflected in the MLS listing is to indicate that parking is available for purchase. Parking is available at $35,000 per space and is not included in the purchase price outlined herein.
45 Connaught Avenue 103, Toronto
1
BEDS
1
BATHS
$499,000
FOR SALE
Brand new condominium in the heart of Leslieville , offering nearly 600 sq. ft. of thoughtfully designed living space. This move-in-ready residence features a bright open-concept living and dining area, a modern kitchen with stainless steel appliances and backsplash, and a well-proportioned bedroom filled with natural light. Ensuite laundry provides everyday convenience. Maintenance fees include all utilities hydro, heat, water, and air conditioning, making this a truly low-maintenance and affordable choice. Added value includes owned surface parking and a storage locker, both included in the purchase price. The location is exceptional: steps to Queen Street East, Woodbine Beach, Ashbridge's Bay, and some of Toronto's best parks, with shops, dining, and public transit at your door and downtown minutes away. A perfect opportunity for first-time buyers or investors, this condominium combines style, function, and location, delivering outstanding value with one of the BEST-PRICED-CONDO per sq foot offerings in the city. Price includes HST and builder/development closing costs. Extras: owned parking, locker, PLUS: premium appliance/flooring packages available. The parking reflected in the MLS listing is to indicate that parking is available for purchase. Parking is available at $35,000 per space and is not included in the purchase price outlined herein.
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
Would you like to rate us on Google?
Yes
324392130