Guildwood Homes for Sale

Guildwood Homes for Sale

Welcome to Guildwood, a hidden gem nestled in the vibrant city of Toronto, Ontario. This enchanting neighborhood is renowned for its picturesque landscapes, serene parks, and a tight-knit community that welcomes newcomers with open arms. Guildwood boasts stunning views of Lake Ontario, where residents can enjoy leisurely strolls along the waterfront and take in breathtaking sunsets. The area is rich in history, with charming architecture that reflects its heritage, making it a delightful place to call home.

Guildwood is perfect for families, young professionals, and retirees alike, offering a variety of amenities that cater to diverse lifestyles. The neighborhood features excellent schools, local shops, and cozy cafes, ensuring that everything you need is just a stone's throw away. Nature enthusiasts will appreciate the abundance of green spaces, including the beautiful Guildwood Park, which is perfect for picnics, hiking, or simply unwinding amidst nature.

For those considering a move to Guildwood, the real estate market offers a range of homes for sale that cater to various preferences and budgets. From charming bungalows to modern townhouses, there’s something for everyone. Many homes feature spacious yards and are located on quiet, tree-lined streets, providing a peaceful retreat from the hustle and bustle of city life.

With its unique blend of natural beauty, community spirit, and convenient amenities, Guildwood is not just a neighborhood; it’s a lifestyle. Discover your dream home in this enchanting area and become part of a community that truly feels like home.

Newest Guildwood Homes for Sale

75 Fordover Drive, Toronto
$949,000
6 Beds ⋅ 2 Baths ⋅ E14103150 MLS
Discover an exceptional opportunity in the highly desirable Guildwood neighbourhood! situated on a spacious corner lot, this detached brick side-split home offers a versatile layout featuring four bedrooms, plus a finished basement with two additional bedrooms, a separate kitchen, a bathroom, and separate entrance-an excellent setup for growing families and multi-generational living. The home features a bright and spacious living area with a large bay window, generously sized bedrooms, and a functional layout offering wonderful potential for buyers to add their personal touch. Enjoy the generous outdoor space, perfect for entertaining, gardening, and family gatherings. Located in one of Scarborough's most charming communities, you're surrounded by natural beauty-Guild Park and Gardens, South Marine Park, scenic waterfront trails, and the Scarborough Bluffs. Convenient to Guildwood GO, TTC transit, schools, shopping, and everyday amenities. A fantastic opportunity to own a spacious detached home with additional finished living space, a separate kitchen, and separate entrance. Don't miss it.

75 Fordover Drive, Toronto
14 Saunders Road, Toronto
$929,000
4 Beds ⋅ 2 Baths ⋅ E14029206 MLS
Excellent Opportunity To Own A Charming Bungalow On An Oversized 50' x 210' Lot In The Desirable Scarborough Golf Club Area! A fantastic opportunity for homeowners, renovators, and investors alike. Featuring a separate entrance and an expansive backyard, this property offers excellent potential to customize, renovate, or explore future possibilities (subject to applicable approvals). Conveniently located near TTC transit, Guildwood GO Station, shopping, schools, parks, restaurants, and everyday amenities. Easy access to major roads and commuter routes. Enjoy the benefits of a well-established Scarborough neighbourhood with convenient access to urban amenities and outdoor recreation. Don't Miss This Exceptional Opportunity To Own A Property With A Generous Lot In A Sought-After Location!

14 Saunders Road, Toronto
24 Lalton Place, Toronto
$949,000
5 Beds ⋅ 3 Baths ⋅ E13884304 MLS
Welcome to 24 Lalton Place, a stunning 4+1 bedroom home situated in the sought-after Guildwood community. This home presents a unique opportunity to indulge in a sophisticated lifestyle, featuring a carefully curated design. The main floor offers a bright and inviting dining and living area, enhanced by the large windows that frame the picturesque landscaped gardens. The upper level is home to THREE +ONE(main floor) generously sized bedrooms, each boasting elegant laminate flooring. With two entrances to both the backyard and side yard, you'll have seamless access to the outdoor space, perfect for enjoying the private interlocked patio. Recent improvements include New Updated kitchen, New counter tops , Newer flooring(2024) and Newer finished basement a roof Shingles( 2022) , accompanied by a furnace and AC system (2023), Newer Bathtub ,Newer Paint. Brand New Electric Panel (2026)in the garage, The basement complete with a spacious sitting room, an additional bedroom, and Washroom . This prime location is just a stone's throw from beautiful parks and scenic trails, including Guild Park & Gardens and lakeside paths. You'll also find top-rated schools, convenient shopping along Kingston Rd, and the Guildwood GO train station nearby, ensuring a quick commute to downtown. With easy access to Highway 401 just minutes away, travel is a breeze. Don't let this chance slip away-schedule your showing today and step into your dream home!

24 Lalton Place, Toronto
19 Bournville Drive, Toronto
$1,115,000
3 Beds ⋅ 2 Baths ⋅ E13862928 MLS
Visit REALTOR website for additional information: Much larger than it appears! Welcome to this charming, bright back split nestled on a quiet, tree-lined street in the highly desirable Guildwood Village community. This spacious home features an inviting open-concept living and dining room, complete with a cozy gas fireplace and an elegant bay window. Step down into the sunken family room, which boasts brand-new vinyl flooring and a seamless walk-out toa private patio and back garden.With a separate side entrance, a classic hardwood foot print throughout, a durable lifetime tiled roof, and a massive crawl space for extra storage, this property offers incredible layout potential.It also presents a proven income opportunity, consistently designated as a top-performing short-term rental guest favorite. Enjoy un matched neighborhood lifestyle value with an easy walk to the Guildwood GOTrain, TTC transit, top-rated schools, local boutique shops, the historic Guild Inn park, scenic trails, and the shores of Lake Ontario!

19 Bournville Drive, Toronto
11 Fareham Crescent, Toronto
$1,199,000
4 Beds ⋅ 2 Baths ⋅ E13847374 MLS
Highly Sought-After Guildwood Village. A Rare Opportunity. This Home Has Been Beautifully Renevated With Upgraded Kitchen, All New MainFloor Bathroom, Brand New 3pc Bathroom With Glass Shower. Private Well Designed And Spacious In-Law Apartment (Possible Income Potetial) With High Ceilings, May Also Be Used For Office Spaces Or Those Work-From-Home Needs . Large + Bright Laundry Room And Spacious Cold-Celler. Rec-Room/Family Room With Beautifull Designed Stone FirePlace For Cozy Family Gatherings and Holiday Celebbrations. Main Floor Kitchen Has Walk-Out To A Spacious and Private Yard For Gardening and Has Large Patio For Entertaining, Summer Gatherings, BRBque And Safe Family Fun. An *Additional 2nd Detatched Garage* That Can Be Converted Into A Home Studio or Space For A Home Business And/or WorkShop - Garage Has Lower Level. All New Roof - 2025, New Up-Grade Electrical 200 Amp -2025, Newer Furnace 2021, New Hot Water Tank -2023 (Owend). This Home Has an Abundance of Natural Light With Large Wall To Wall Windows in Living Area, Dinning Room and Kitchen and Bedrooms. Renovated Main Floor Kitchen with New Stainless Steel Appliances i.e. Two-Door Large Refridgerater, New Built-In Dishwasher and Newer 4 Burnner Gas Stove and Oven. 3 Very Spacious and Bright Bedrooms With Ample Closet/Storage Space. Main Floor Has Hardwood Throughout.This Home Delivers! Just Steps Away From Incredible Parks, Top-Rated Schools - Elementary , Middle School and High School, and The Scenic/Historic Guild Inn and Park With Beautiful Views of The Famouse Scarborough Bluffs and Lake Ontario.You Will Love The Lifestyle The Neighbourhood Offers. For Commuters, Guildwood GO Station Is A Mere 2 Minute Drive Away, Making Your Journey To Work A Breeze. This Home Is a Must See, Situated In One of The Most Desireble Pockets Of The City. **Dont Miss This Opportunity.

11 Fareham Crescent, Toronto
21 Toynbee Trail, Toronto
$1,688,000
6 Beds ⋅ 5 Baths ⋅ E13840596 MLS
A rare, high-cash-flow architectural masterpiece nestled on a private 59-foot premium lot in prime Guildwood with total tranquility and no front or rear neighbours. Offering over 2,650 sq ft of luxury living space, this extraordinary property combines an exquisitely renovated primary residence, a brand-new 1,000 sq ft semi-attached addition, and a finished lower-level bachelor suite, creating the ultimate multi-generational retreat or mortgage-crushing investment. The legal secondary 2-bedroom, 2-bathroom suite generates an impressive $4,700/month in long-term executive rental income, allowing you to live luxuriously while your investment pays for itself.Step inside the brand-new contemporary addition, showcasing a sleek stucco exterior, ultra-efficient building envelope (4-inch spray foam plus 2-inch styrofoam), and high-end modern engineering. Interior highlights include over $90,000 in custom millwork, bespoke under-stair storage, rich engineered oak veneer flooring, and dramatic glass-railed oak stairs. The chef-inspired kitchen features smart LG appliances with an air-fryer range, while spa-like bathrooms feature intelligent thermostat-controlled heated floors. Outfitted with dual Bosch heating/cooling systems, smart lighting, and hardwired Ethernet, no detail has been overlooked.The fully transformed original residence boasts designer quartz countertops with matching slab backsplash, a dedicated coffee station, integrated entertainment storage, renovated luxury baths, and two spacious bedrooms with space-saving custom Murphy beds. The fully finished basement bachelor unit features its own brand-new kitchen, perfect for an in-law, nanny suite, or guest flat.The outdoor oasis is built for entertaining, featuring a new illuminated composite deck, 68-foot retaining wall, premium stone interlocking, epoxy garage floors, brand-new asphalt driveway, and custom storage shed. An unrepeatable turnkey Guildwood showpiece.

21 Toynbee Trail, Toronto
225 Catalina Drive, Toronto
$1,499,900
4 Beds ⋅ 4 Baths ⋅ E13828394 MLS
HGTV's Top of the Block winner, recognized for its sleek modern design, thoughtful functionality, natural light and exceptional attention to detail. Fully rebuilt in 2023 by a reputable builder with premium materials sourced from around the world. Bright, open-concept living and dining with European tilt-and-turn windows and expansive lift-and-slide doors. Chef-inspired kitchen with sleek cabinetry, quartz waterfall island and top-of-the-line appliances. Private pool-size 50 x 110 ft lot with a beautifully landscaped backyard oasis. Fully finished basement featuring a spacious bedroom and stunning bathroom. A true gem in Guildwood Village, one of Toronto's hidden paradises by the lake- Minutes from beaches, waterfront trails and Rouge National Urban Park, offering an incredible combination of nature and city living.

225 Catalina Drive, Toronto
16 Earswick Drive, Toronto
$1,100,000
4 Beds ⋅ 2 Baths ⋅ E13813576 MLS
Welcome to 16 Earswick Drive, an elevated retreat in the coveted Guildwood Village, known for its tree-lined streets, timeless architecture, strong sense of community, and convenient access to Guildwood GO Station. This beautifully updated 3-level backsplit offers a perfect blend of modern style, functionality, and versatile living. Spacious open-concept living and dining area with hardwood floors, a custom feature wall, and an oversized window that fills the space with natural light. The newly renovated kitchen boasts custom cabinetry, sleek quartz countertops, premium stainless steel appliances, and a generous layout ideal for everyday living and entertaining. The home offers three well-sized bedrooms with large closets and a tastefully renovated bathroom. The primary suite features a private walkout to an impressive 300 sq. ft. two-tier deck overlooking the fully private backyard, surrounded by mature greenery and approximately 18-footprivacy trees for a peaceful, secluded setting. A separate side entrance leads to a beautifully finished in-law suite with its own kitchen, bedroom, and full bathroom-ideal for extended family, guests, or potential income. The lower level includes an approximately 500 sq. ft. crawlspace for abundant storage, while a spacious garden shed provides additional outdoor storage. The fully interlocked front yard offers parking for up to four vehicles, plus a private attached garage. Ideally located minutes from the Scarborough Bluffs and Guild Park & Gardens, enjoy nearby trails, green space, historic architecture, and lakefront views. With easy access to Guildwood GO Station and Sir Wilfrid Laurier Collegiate, 16 Earswick Drive offers an exceptional combination of privacy, space, modern updates, and convenience in one of Scarborough's most established communities.

16 Earswick Drive, Toronto
4 Galloway Road, Toronto
$1,175,000
5 Beds ⋅ 4 Baths ⋅ E13808836 MLS
Does your Family need more space? This spacious and beautifully maintained Guildwood executive home offers room for everyone! Cherished by the same family since 1970, this wonderful home is filled with memories and ready for a new Family to begin their own chapter. Generously sized principal rooms provide plenty of space to gather, while the impressive Family room features soaring vaulted ceilings and a walk-out to a lovely, private yard-perfect for Family time and entertaining. Upstairs, the spacious primary bedroom offers a 2-piece ensuite, along with three additional good-sized bedrooms and a renovated 4-piece Family bathroom. The lower level expands your living space with a large 5th bedroom, 4-piece bathroom and huge recreation room where the Family fun continues! An oversized 2-car garage with bonus loft storage and covered entrance provides exceptional convenience and storage. A cozy covered front porch and welcoming curb appeal add to the charm of this special home. Spectacular location just steps from the Scarborough Bluffs and Guild Inn, with easy, walkable access to TTC, GO Train, excellent schools and local shopping. A wonderful opportunity to create lasting Family memories in one of Guildwood's most desirable settings!

4 Galloway Road, Toronto
166 Guildwood Parkway, Toronto
$1,349,000
6 Beds ⋅ 4 Baths ⋅ E13794938 MLS
Welcome to this exceptional, fully renovated 4+2 bedroom, 4-bathroom luxury home nestled on an impressive 70' x 105' lot in desirable Guildwood. The home offers a spacious and versatile layout designed for today's families. Move-in ready. Renovated in 2026, high-end finish, new kitchen, quartz countertop, quartz backsplash, new furnace, new tankless hot water system, new floor, separate laundry. Approximately 2,000 sq. ft. above grade. walkout to backyard, walk-out basement, 2 Br Basement apt. can be rented. Specious living space for big families. Large outdoor space. Beautifully designed specious deck and patio perfect for entertaining and outdoor dining. Abundant natural Light, ideal for families looking for space, Located Within Walking Distance to High Ranking Schools, Groceries, Restaurants,, Shops, Worship place, TTC., minutes from the Waterfront & Trails. Friendly neighbourhood, A home that truly deserves to be seen.

166 Guildwood Parkway, Toronto
69 Regency Square, Toronto
$1,199,000
3 Beds ⋅ 2 Baths ⋅ E13768592 MLS
A quiet street, an exceptional property and the waterfront just a short walk away-69 Regency Square delivers the kind of Guildwood setting that is becoming increasingly hard to find. Tucked onto a picturesque loop with minimal through traffic, this three-bedroom home sits on an impressive, beautifully treed lot with a large, fenced west-facing backyard, established gardens and plenty of room to play, entertain or simply enjoy the outdoors. Inside, crisp, clean design, hardwood floors and an abundance of natural light create a relaxed, breezy feel throughout, complemented by an easy-flowing layout that feels equally suited to everyday living and entertaining. A series of thoughtful updates means much of the work has already been done. The kitchen features quartz countertops and was updated alongside the bathroom and flooring in 2023, followed by a new deck in 2024 and windows in 2025. Three bedrooms and a full bathroom provide a comfortable main-floor layout, while the finished lower level adds valuable flexibility with a large rec room with bright above-grade windows, a second bathroom and additional living space for movie nights, working from home, overnight guests or a growing family. An attached garage and three-car driveway provide up to four valuable parking spaces. But it's the location that really sets this home apart. Schools, parks, transit, local shops and restaurants are all close by, with the historic Guild Inn Estate, Guild Park and Gardens and the Lake Ontario waterfront within an easy walk. Guildwood GO is also nearby, putting downtown Toronto within convenient reach while letting you come home to mature trees, generous properties and a neighbourhood that feels distinctly removed from the pace of the city. Updated where it counts and sitting on a remarkable property in one of Guildwood's most desirable pockets, this is a home with the space, setting and location to enjoy for years to come.

69 Regency Square, Toronto
59 Galloway Road, Toronto
$1,199,000
6 Beds ⋅ 4 Baths ⋅ E13751578 MLS
Welcome to 59 Galloway Road, a spacious detached home set on an exceptional 45 x 208 ft lot, a rare find in Toronto offering incredible space, privacy and flexibility. Step into the backyard and it is easy to see what makes this property so special. Surrounded by mature trees and lush gardens, this expansive yard feels like a private retreat from the city. Enjoy summer barbecues under the awning, relaxing beneath the gazebo, gardening, entertaining or simply the peace and privacy of your own outdoor oasis. Inside, this spacious 5 level back-split offers 4 + 2 bedrooms, 4 bathrooms and multiple living areas, ideal for a growing family, multigenerational living, guests, home offices or potential additional income. The bright main living and dining areas offer plenty of space for everyday living and entertaining. The updated eat in kitchen features granite countertops, a distinctive brick accent wall and a walkout overlooking the spectacular backyard. The inviting family room features a gas fireplace and direct access to the backyard, gardens and gazebo. Upstairs, the spacious primary bedroom offers its own ensuite bathroom and private balcony. The finished lower levels provide even more flexibility with additional bedrooms, recreation and living areas, a second kitchen and separate entrance with walkout, ideal for extended family or a potential income generating suite. Numerous improvements include updated flooring and lighting throughout, an additional backsplit window for more natural light, 200 amp electrical service (future proofed for a hot tub or EV charger) & high efficiency Lennox A/C. An attached double garage and private driveway provide plenty of parking. Located in beautiful Guildwood, enjoy mature trees, parks, ravines, waterfront trails, Lake Ontario and convenient access to Guildwood GO Station and 20 mins to downtown Union Station. A rare extra deep lot. an incredible backyard & a spacious and flexible home... Welcome home!

59 Galloway Road, Toronto
Start Your Search

How much is your home worth?

Get instant property value now!