Guildwood Homes for Sale

Guildwood Homes for Sale

Welcome to Guildwood, a hidden gem nestled in the vibrant city of Toronto, Ontario. Known for its picturesque landscapes and charming residential streets, Guildwood offers a unique blend of natural beauty and suburban tranquility. This delightful neighborhood is bordered by the stunning Scarborough Bluffs, providing residents with breathtaking views of Lake Ontario and endless opportunities for outdoor activities, from hiking to picnicking along the shoreline.

Guildwood boasts a rich history, with its roots dating back to the 1950s. The community is characterized by its diverse architectural styles, featuring everything from cozy bungalows to elegant two-story homes, all set against a backdrop of lush greenery and well-maintained parks. The inviting atmosphere is perfect for families, retirees, and young professionals alike, fostering a strong sense of community where neighbors become friends.

For those looking to call Guildwood home, there are a variety of homes for sale that cater to different tastes and budgets. Whether you’re seeking a charming starter home or a spacious family residence, you’ll find a range of options that highlight the neighborhood's character. With easy access to public transit, local schools, and shopping centers, Guildwood is not only a serene place to live but also a convenient one.

Explore the beauty and warmth of Guildwood today, and discover why this neighborhood is the perfect place to plant your roots in Toronto. Your dream home awaits amidst the scenic charm of this vibrant community!

Newest Guildwood Homes for Sale

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
256 Catalina Drive, Toronto
$989,000
4 Beds ⋅ 3 Baths ⋅ E14027786 MLS
There's something about a great Guildwood bungalow that just feels like home. Set on a quiet street in one of Scarborough's most loved neighbourhoods, 256 Catalina combines the ease of bungalow living with thoughtful design, beautiful craftsmanship and far more space than you might expect. Extensively renovated and lovingly maintained, the main floor is filled with details that give the home quality and character, including hardwood floors, extra-high baseboards, three-panel doors and transom windows that carry natural light throughout. At the heart of the home is the custom kitchen, where quality millwork and expansive, almost floor-to-ceiling windows create a bright and welcoming space equally suited to busy mornings, family dinners and having friends over. Three bedrooms and two bathrooms on the main floor make everyday living remarkably convenient, with room for family, guests or a dedicated workspace without giving up the simplicity of one-level living. Downstairs, the finished lower level expands the possibilities with an additional bedroom, full bathroom and plenty of space for movie nights, overnight guests, older kids, hobbies or simply somewhere to spread out. Outside, the beautifully landscaped property feels private and established, with a backyard designed to be enjoyed. There's room to garden, entertain, relax or spend a quiet afternoon outdoors, while the private driveway and carport take care of the practical side. And then there's Guildwood itself. Guildwood GO makes getting downtown remarkably convenient, while neighbourhood shopping, schools, parks, trails, the historic Guild Inn Estate and Lake Ontario put so much of what makes this community special close to home. Beautifully cared for, thoughtfully updated and filled with details you simply don't find in every house, 256 Catalina offers the comfort of a classic bungalow with the finish, flexibility and sense of home that make you want to stay for years.

256 Catalina Drive, 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 New 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
258 Guildwood Parkway, Toronto
$1,399,000
5 Beds ⋅ 4 Baths ⋅ E13882070 MLS
Nestled on a 70 x 120 ft lot in sought-after Guildwood, this meticulously maintained executive family home is framed by mature trees and established gardens. Open-concept main floor is designed for the rhythms of family life: coffee at the kitchen breakfast bar or on the terrace on lazy weekend mornings, family dinners around the dining room table, then a book or a movie in the living room, where white custom built-ins frame the gas fireplace. Kitchen features stainless steel appliances, granite counters, and an induction range, with the BBQ just outside. Three walkouts from the kitchen, dining room, and living room open onto a private, cottage-like retreat with a multilevel Trex terrace, space for six to dine outdoors, and a hot tub beneath a custom cedar pergola. A sunlit family room with a second fireplace offers another place to gather. Tucked away, a fourth bedroom with custom built-ins is currently used as a home office and can readily return to bedroom use. Upstairs, three bedrooms provide a quiet retreat. The spacious primary bedroom has generous his-and-hers closets and a spa-like three-piece ensuite with heated floors and a glass-enclosed walk-in shower. A second full bathroom includes a deep soaker tub. Finished basement makes room for guests and favourite pursuits: a recreation room with a fireplace, currently used as a cycling studio; a separate gym with a wall-to-wall, floor-to-ceiling mirror; and a fifth bedroom with a window and closet. A new three-piece bathroom with a quartz-topped vanity and shower, plus a renovated laundry room with custom built-ins and quartz counters, both completed in 2026. Hardwood floors, California shutters, pot lights, and European-style dual-opening windows add thoughtful detail throughout. New interior wood doors, baseboards, and door frames installed in 2024. Park 4 cars in the double driveway and 2 in the attached garage. Step inside, wander out to the garden, and see how easily you can picture yourself at home.

258 Guildwood Parkway, 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
76 Livingston Road, Toronto
$949,000
4 Beds ⋅ 4 Baths ⋅ E13853042 MLS
$80K+ IN UPGRADES | CORNER LOT | 2 DRIVEWAYS | RARE DOUBLE-CAR GARAGE | 3 MINS TO GUILDWOOD GO! Welcome to this one-of-a-kind, generously sized 4-level split in prestigious Guildwood Village. Offering the space of a much larger home, this property features 3 spacious bedrooms, 4 washrooms, hardwood flooring on the main floor, a large living area, dedicated dining space and a well-appointed kitchen with island.The separate entrance to the lower level creates excellent rental potential-ideal for generating additional income and building long-term wealth while still enjoying plenty of space for your own family.Designed with family living in mind, the multi-level layout offers a wonderful balance of shared spaces and privacy, with room to grow, entertain, work from home and create lasting memories.The lifestyle is just as special. Located minutes from the Scarborough Bluffs, Guild Park & Gardens and Lake Ontario, enjoy nearby trails, green space, historic architecture and beautiful lakefront views. Guildwood GO is just 3 minutes away, offering an approx. 30-minute ride to Downtown Toronto, with TTC, schools and Sir Wilfrid Laurier Collegiate nearby.A rare combination of space, family living, income potential and convenience in one of Scarborough's most established communities.

76 Livingston Road, 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
11 Regency Square, Toronto
$1,068,000
3 Beds ⋅ 3 Baths ⋅ E13827352 MLS
Welcome to 11 Regency Sq. located on a Peaceful, Tree-lined street in the desirable Guildwood Village community. This spacious , Sun-filled, Mid-Century/Modern brick bungalow has been freshly painted throughout and features a large double-car garage. 1483 SF (MPAC). Roof Re-shingled (2025),Lovely Landscaping. The combined living and dining area boasts engineered hardwood floors and a wood-burning fireplace. The main level offers a family-sized kitchen with a large window overlooking the pool, three spacious bedrooms-including a primary bedroom with a 2-piece ensuite-and a separate 4-piece main bathroom. Additionally, the property includes a sunroom with a walkout to a private backyard patio and a 32 x 16 ft. inground pool. The lower level features a large recreation room with new vinyl flooring and above-ground windows, a cozy games room, a sauna, a 3-piece bathroom, and a dedicated laundry and furnace room. Guildwood is a "hidden gem" in East Toronto, offering top-rated schools, shopping, beautiful parks, and scenic walking trails along the shores of Lake Ontario. It is conveniently located near the marinas at Bluffer's Park, within walking distance to the GO Train for a quick commute to downtown Toronto, and just a short walk to TTC. Your search ends here Welcome Home!

11 Regency Square, 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
Start Your Search