Gerrard & Woodbine Real Estate for Sale

Welcome to Williamson Garden Townes - a rare opportunity to own a spacious and light-filled condo townhouse tucked into the heart of the vibrant Danforth community. Offering approximately 1,700 sq. ft. of thoughtfully designed living space, this stunning 2+1 bedroom, 3 bathroom home blends executive comfort with family-friendly functionality. Enjoy an inviting open-concept living and dining area filled with natural light, a versatile den/home office that can easily serve as a third bedroom or guest suite, plus the convenience of a built-in Murphy bed for added flexibility. Large windows showcase beautiful treescape views in the summer and picturesque park scenery throughout the winter months. One of the most coveted features of this enclave is its intimate access to East Lynn Park - your private gateway to seasonal farmers' markets, community festivals, fresh local produce, baked goods, and neighbourhood charm. Just steps to the TTC, Danforth shops, cafés, restaurants, and everyday amenities, this location offers the perfect balance of urban convenience and community living. Experience maintenance-free living in one of the Danforth's most sought-after townhouse communities. A rare offering that truly feels like home.

Bursting with charm and curb appeal! This bright and inviting 3-bedroom, 2-bath home offers the perfect blend of character and comfort-with parking, and a spacious backyard too! This one checks all the boxes, oversized windows, and beautiful natural light throughout. Upstairs, you'll find two large bedrooms and a stylish 4-piece bath, while the third-floor loft bedroom is an ideal retreat, creative space, or cozy primary suite. The partially finished basement adds even more flexibility with a family room or separate office, laundry, 2-piece bath, and plenty of storage. Spacious backyard with a large deck made for entertaining. All of this in a fantastic neighborhood with the best of the east end at your doorstep. Steps to Cassels Park, transit and shops near by. Tucked perfectly between the Danforth, and the Beach with all they have to offer.

Renovated with Permits and over 1400 square feet of usable finished space! 3-bedroom, 2-bathroom home in the heart of the Upper Beach, one of Toronto's most sought-after neighbourhoods! This move-in ready sun-soaked gem features an open-concept main floor with a large dining room and living room combined, custom-designed kitchen, large breakfast bar, stainless steel appliances, and hardwood floors and tile throughout. Updated bathrooms and thoughtful modern finishes make this home the complete package. Walk out from the kitchen to a spacious private deck and backyard, perfect for entertaining and family living.The finished basement offers a rec room, laundry area, additional bathroom, and walkout to the yard and your parking, equipped with an EV Charger! Basement is perfect to convert to a nanny suite with separate entrance! Steps to Queen Street East shops, cafes, parks, transit, and the beach! Too many updates to count so please see attachment!

A beautifully renovated Upper Beaches semi that blends modern comfort with effortless everyday living. Tucked along a quiet, tree-lined street, this thoughtfully reimagined home welcomes you with a warm, open atmosphere and a top-to-bottom transformation that feels both stylish and intuitive. Sunlight fills the open-concept main floor, where the living, dining, and chef-inspired kitchen connect seamlessly, perfect for slow mornings, family time, or hosting friends with ease. A convenient main-floor powder room adds everyday practicality. Upstairs, three serene bedrooms offer a true sense of retreat, complemented by tastefully updated bathrooms with clean, modern finishes. The fully finished basement expands the home's versatility with an additional bedroom, full bathroom, and flexible living space - ideal for guests, a home office, or a cozy media lounge. Step outside and the neighbourhood becomes part of the lifestyle: grab coffee from your favourite local cafe, enjoy quick access to transit for an easy commute, or wander down to the lake for weekend walks along Woodbine Beach. This is a home that doesn't just meet expectations, it creates a lifestyle you'll want to make your own.

Stunning Triplex located in the Upper Beaches neighbourhood. Tastefully renovated from top to bottom, this property is the definition of a turnkey investment with current potential to generate $6200+/month in rental income. The ground floor boasts a spacious bachelor unit complete with murphy bed, full kitchen, and generous bathroom. The main floor unit has the potential to be converted into a commercial unit for a variety of uses, and includes an additional large storage space. Its clean and modern design is beautifully highlighted by large windows. The second floor unit contains a 2 bedroom, 2 bathroom split bedroom floorplan, accessed through private side deck. Current tenants pay $2600 + utilities. The third floor contains a 1 bedroom, 1 bath unit. Accessed through a rear private entrance and including an additional private outdoor deck. Currently tenanted month to month for $2100 + utilities, the Tenants show true pride in ownership and are willing to stay. The property features 2 car parking with a separate garage for a potential 3rd spot or garden suite. All mechanicals are owned, and units separately metered. Roofs replaced in 2021 and 2023. Each unit comes with stainless steel appliances and ensuite washer and dryer. Located at the corner of Woodbine & Cassels, 1 block south of Gerrard, you have the bus stop at your doorstep and the streetcar just steps away. Convenient location in a desirable neighbourhood, close to schools, parks, shopping, and minutes to the beach. This versatile property provides endless opportunities to maximize income potential: long term lease, short term rental, potential commercial space. With a total area measuring just over 2500 sq.ft., This property offers some of the best value for triplexes available in the upper beaches area. (Please note: some photos contain virtual staging)

Stunning Upper Beaches home full of charm, character, and thoughtful upgrades, located in one of the East End's most family-friendly communities. Right at the top of Cassels Park, enjoy everything this incredible neighbourhood has to offer - from the splash pad, playground, and green space for kids, to the famous hill and stairs perfect for outdoor workouts and active living. Just a short walk to cafés, local shops, transit, and approximately 20 minutes walk to Woodbine Beach and the boardwalk. Surrounded by sought-after schools including Bowmore Road Junior and Senior Public School, Norway Junior Public School, Adam Beck Junior Public School, and Malvern Collegiate Institute. This lovingly maintained home offers spacious bedrooms, a functional family layout, and a rare mudroom off the back entrance alongside a convenient main floor powder room. The beautifully updated backyard creates a true urban oasis - perfect for relaxing summer evenings and entertaining with family and friends. The current homeowner has invested significant care and attention into the property, including the front retaining wall and landscaping, a rebuilt front porch, and a redesigned rear patio apace. The kitchen features premium KitchenAid appliances including a gas stove, fridge, and dishwasher. Additional upgrades include smart lighting throughout the home and a Nest thermostat. Long mutual driveway, and a detached rear garage. A truly special home blending warmth, lifestyle, and community in the heart of the Upper Beaches.

**Sunday May 10th Open House Cancelled** Extensively renovated 3-bedroom home in Toronto's sought-after Upper Beaches, offering a refined blend of design, function, and lifestyle. Set on a 17.59 x 120 ft lot, this property delivers seamless indoor-outdoor living and thoughtful upgrades throughout.The open-concept main floor features engineered hardwood flooring (2022), a spacious living area with brick fireplace, and a dining space that flows into a fully redesigned kitchen. Completed in 2024, the kitchen includes custom cabinetry, Dekton countertops and backsplash, high-end appliances including a Wolf gas range, and direct walk-out to a private backyard. The rear garden is a standout-an English country-inspired setting designed for privacy and connection, ideal for entertaining or quiet daily use.Upstairs, three well-proportioned bedrooms offer large windows, hardwood floors, and ample closet space. The renovated bathroom features elevated finishes and a spa-like feel. Additional upgrades include a new dual heating and cooling system with high-efficiency heat pump (2024) and furnace (2025), new baseboards, custom built-ins, updated staircase and railings, and new window coverings throughout. Located in the East End-Danforth / Upper Beaches pocket, just steps to Cassels Park and within walking distance to the Danforth, Queen Street, the Beach boardwalk, and multiple transit options including subway, GO Train, and streetcar. A turnkey home offering both lifestyle and long-term value in one of Toronto's most connected east-end communities.

Vacant well-cared for triplex with three above-ground self-contained units. Live in a comfortable home in one unit while two income suites upstairs help offset your mortgage and housing costs or use the house for multi-generational living. As the property will be delivered vacant, you have the rare opportunity to choose your own tenants and set market rents. The main floor unit serves as a comfortable owner's home - an apartment with a flexible 2 to 3-bedroom layout and direct access to a beautiful private backyard; it also has direct access to the basement with a large room, an oversized bathroom, and a separate entrance, offering flexible space for storage, play, or future possibilities. The second-floor unit is a bright 1-bedroom + bonus room with a large light-filled kitchen and a front garden sitting area. The third-floor unit is a two-level 1-bedroom unit with a bonus room design and an expansive private terrace, creating a peaceful treehouse-like retreat. The home is full of charm, featuring decorative beams, wainscoting, mature greenery, fruit trees, and berry bushes. Each unit includes ensuite laundry and a dishwasher. Two parking spaces: a large detached 1.5-car garage at the rear (currently fitted with a standard door, easily convertible back to garage parking), plus one legal rear parking space accessible via driveway. Street permit parking also available. Located in Toronto's desirable Upper Beaches neighborhood with strong rental demand and excellent transit access. Gerrard streetcar going directly to downtown is across the street. Woodbine and Coxwell subway stations are within walking distance. Bowmore Public School around the corner. Close to Queen Street, Woodbine Beach, the boardwalk, parks, cafés, grocery stores, schools, and daily amenities. Rare opportunity to live in a character home while generating income from two additional suites.

Fall in love with this beautiful 4-bed, 3-bath semi-detached house where character, space & location come together creating the perfect place to call home. It is rare to find a 4 bedroom semi in the Upper Beaches,& this one is an amazing opportunity to start your property journey or expand into. This beautiful home is full of natural light, high ceilings & charm. It offers a bright, airy interior, smooth 9ft. ceiling & hardwood flooring on the main level. The open concept living/dining/kitchen space creates a warm, cosy feel, yet there is separation of each space that allows the option of entertaining & unwinding - perfectly suited for today's modern lifestyle.The corner kitchen features a natural wood countertop, tiled backsplash, modern cabinetry & SS app's. Watch the kids play outside through the window, or walk through the French doors to the deck/garden - easy for indoor/outdoor entertaining.Next level up is a modern 4 pc bath & 3 good sized bedrooms, all with windows & closets - versatile for family/ guests/ home office. The upper level primary bedroom suite with a view of the CN Tower on a clear day. The Victorian-style bathroom features a claw foot bath, separate shower & double vanity. The basement can be used as a recreation space/office area/kids play area, & there is a separate room which could be an in-law bedroom along with a 2 pc bath for comfort.Enjoy BBQs on the deck or evenings under the stars in the garden which is perfect for entertaining in & the side gate allows you to bring bikes or strollers in. The large W exp front porch offers spectacular views of sunsets. Ideally located in the sought-after Upper Beaches community, steps from Gerrard & Kingston Rd streetcars, a short walk to Main St GO station. There is plenty of shopping, dining, good schools & parks in the neighbourhood, & the bustling Queen St. is a few streets away.This home delivers the perfect balance of charm, character, space & location. Come & live here, & love it forever.

Welcome to the Upper Beaches-Toronto's Coastal Crown Jewel! This is more than a property; it's a rare treasure in one of the city's most sought-after enclaves! Presenting a distinctive income-generating masterpiece featuring three fully self-contained residential suites, a spacious two-car garage, and individual hydro meters-perfectly tailored for the discerning investor or multi-generational family looking to live stylishly while earning effortlessly. Immerse yourself in the best of city-meets-lakeside living: stroll to the beach, savour the energy of trendy cafés and restaurants, and enjoy effortless access to the TTC, major highways, and the DVP. This location offers the ultimate urban lifestyle with a relaxed, beach-town feel.With 2 sets of Tenants on a month-to-month basis you have options - move right in, lease for passive income, or redesign to your heart's content. A rare opportunity not to be missed!

Step into a masterfully designed 3-storey home that defies expectations. Boasting soaring ceilings and an airy open-concept main floor, this home offers the scale and privacy of a semi-detached. The entire third floor is dedicated to a spectacular Primary Retreat, featuring vaulted ceilings, a private sun deck, walk-in closet, and a spa-like ensuite. Enjoy a fully finished basement with high ceilings and a rare separate walk-out and a convenient second-floor laundry. Bright and stylish, with a new furnace and A/C (2024). Complete with two-car parking off a wide lane, (driveway repaved in 2025) this stylish home is tucked away on a quiet, no-through-way street-perfect for families seeking an urban oasis near top schools, the best dog parks, large family park, GO transit, and local markets.