Guildwood Real Estate

Guildwood Real Estate

Welcome to Guildwood, a hidden gem nestled in the southeastern part of Toronto, Ontario. This enchanting neighborhood offers a unique blend of natural beauty, rich history, and a strong sense of community that makes it a sought-after destination for families and professionals alike.

Guildwood is renowned for its stunning waterfront views along the shores of Lake Ontario, where residents can enjoy picturesque parks and scenic walking trails. The iconic Guildwood Park, with its breathtaking gardens and artistic sculptures, serves as a perfect backdrop for picnics, leisurely strolls, or simply unwinding in nature. The area is also home to the historic Guild Inn Estate, a charming venue that celebrates the artistry and heritage of the region.

The neighborhood boasts a diverse mix of architectural styles, from classic bungalows to modern family homes, providing options for every taste and lifestyle. Families are drawn to Guildwood for its excellent schools, friendly atmosphere, and safe streets, making it an ideal place to raise children.

With convenient access to public transportation, including the Guildwood GO Station, commuting to downtown Toronto is a breeze. Local shops, cafes, and restaurants add to the neighborhood’s charm, ensuring residents have everything they need within reach.

Guildwood is more than just a location; it’s a welcoming community where neighbors become friends and memories are made. Whether you’re taking a stroll along the waterfront or enjoying a community event, Guildwood invites you to experience the best of Toronto living. Come and discover why Guildwood is the perfect place to call home!

Newest Listings in Guildwood

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
20 Guildwood Parkway Unit 711, Toronto
$899,000
3 Beds ⋅ 2 Baths ⋅ E14009540 MLS ⋅ Gates Of Guildwood BLDG.
Spectacular Lake Views! Beautifully renovated Avonmore suite at the prestigious Gates of Guildwood. Perched on the 7th floor with coveted southern exposure, this elegant residence offers approximately 1,622 sq. ft. of beautifully updated, light-filled living space. Designed for everyday living & effortless entertaining, the spacious open to a magnificent south-facing, terrace-style balcony just off the kitchen. Both generously sized bedrooms also walk out to this exceptional outdoor space, creating a seamless connection. A renovated kitchen features gorgeous stone countertops, ceramic flooring & top of the line stainless steel appliances. A large walk-in pantry/storage room provides exceptional additional space a full size second fridge & upright freezer with ample built in shelving, while the generously sized laundry room includes a sink for added convenience.Both bathrooms have been completely renovated with stylish, quality finishes. The spacious primary suite features a walk-in closet & a beautifully renovated 4-piece ensuite. Set on 13 acres of beautifully landscaped grounds, resort-style living with the comfort & space of a traditional home. Residents enjoy 24-hour gatehouse security, an indoor saltwater pool, sauna, fitness centre, tennis and pickleball courts, putting green, BBQ terraces, billiards, library, large party room, out door bbq space with patio seating, guest suites and scenic walking paths.Just steps from Guildwood GO Station, this exceptional residence offers spacious, refined living in one of Toronto's most sought-after communities. All-inclusive maintenance fees cover utilities, WiFi and cable!

20 Guildwood Parkway Unit 711, Toronto
90 Dale Avenue Unit 1705, Toronto
$399,900
2 Beds ⋅ 2 Baths ⋅ E13886478 MLS
Space, views and value! Looking to downsize without giving up the things you love? Or buying your first home and want room to grow? This spacious 2-bedroom, 2-bathroom suite offers approximately 1,095 sq. ft. of living space, with floor-to-ceiling windows showcasing beautiful Lake Ontario views and spectacular sunsets. There's plenty of room for your furniture, collections, and everything that makes a home your own. Enjoy an impressive selection of amenities including an indoor pool, gym, sauna, party/meeting room, recreation room, and plenty of visitor parking. Maintenance fees are low and include all utilities. A fantastic location for commuters and outdoor enthusiasts, with easy access to TTC, GO Transit and VIA Rail, while surrounded by parks, trails, nature and the lake. A great opportunity for first-time buyers, downsizers, or anyone looking for an exceptional amount of space and an incredible view at an attractive price.

90 Dale Avenue Unit 1705, 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
28 Livingston Road Unit 83, Toronto
$765,000
3 Beds ⋅ 3 Baths ⋅ E13882946 MLS
A new way of Livingston! This well-kept 3-storey end unit townhouse in the Guildwood community offers the beauty of lakeside living in one of Toronto's most desirable neighbourhoods. Perfectly positioned just steps beside Lake Ontario, the home sits surrounded by nature and offers a tranquil environment while having the convenience of the city's proximity. This end unit provides additional privacy combined with the open concept layout for the ideal home for both relaxing and entertaining. Residents of this well-managed community also enjoy access toa seasonal outdoor pool. Do not miss your opportunity to enjoy the lakeside lifestyle you have always wanted!

28 Livingston Road Unit 83, 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
30 Livingston Road Unit 15, Toronto
$709,000
3 Beds ⋅ 3 Baths ⋅ E13874264 MLS ⋅ Lakeside Village BLDG.
Welcome to this well-located 3-bedroom, 3-bathroom townhome in the heart of Guildwood overlooking the Scarborough's Bluffs and Lake Ontario, tucked inside a well-managed complex and ideal for first-time buyers, commuters, and nature lovers alike. Step outside and you're one minute from the trail, with direct access to the scenic Bluff trails for walks, runs, and weekend escapes. Commuting is easy: Guildwood GO is a 15-minute walk, and a direct bus takes you to Kennedy Station in about 15 minutes. Five nearby schools make this a great fit for growing families, The Guild Inn Estate Park and the Clark Centre for the Arts. Inside, enjoy a functional layout with three bathrooms, a cozy electric fireplace in the recreation room, proximity to the lake, the bluffs, and transit, all in one place.

30 Livingston Road Unit 15, Toronto
20 Guildwood Parkway Unit 612, Toronto
$738,000
3 Beds ⋅ 2 Baths ⋅ E13871668 MLS
Welcome to the Gates of Guildwood, where beautiful south-facing lake views and resort-style living come together. This spacious 2+1 bedroom, 2 bathroom suite offers a bright and functional layout with stunning views of Lake Ontario. The versatile den provides the perfect space for a home office, guest room or additional living area, while the generous principal rooms offer plenty of space to relax and entertain. Enjoy the convenience of a ground-floor locker and an impressive collection of building amenities, including an indoor saltwater pool, fitness centre, party room, guest suites, beautifully landscaped grounds and outdoor patios with BBQs. Set on 11 acres of gardens in the heart of Guildwood, you're just minutes from Guild Park, the waterfront trails, Guildwood GO, shops, restaurants and everyday conveniences. A wonderful opportunity to enjoy space, views and an exceptional community.

20 Guildwood Parkway Unit 612, Toronto
30 Livingston Road Unit 11, Toronto
$699,900
4 Beds ⋅ 3 Baths ⋅ E13866988 MLS
A hidden gem in the city, surrounded by nature and nestled within a community that's increasingly hard to find.Situated at the bright, welcoming entrance of Lakeside Village, Unit 11 offers a rare combination of space, privacy and natural beauty in the quiet south end of Guildwood, overlooking the Bluffs and Lake Ontario. Across from Guild Park Forest, The Guildwood Estate Inn and the Clark Centre for the Arts, and steps from the lake, nature is part of everyday life.From the windows, mature trees and lush greenery create an ever-changing backdrop. The private backyard offers a peaceful retreat, with birds, wildlife and the changing seasons providing an escape from the pace of the city-a setting that invites creativity, whether through meditation, poetry, painting or simply taking a quiet moment to observe and reflect.Thoughtfully laid out across four levels, including the finished basement, this spacious townhome offers over 1,700 sq. ft., 4 bedrooms, 3 bathrooms, with a washroom on each of the three main floors, and parking for 2 cars, including one underground space. Generous principal rooms with large closets, an updated kitchen, backyard walk-out and ample laundry and storage space make this a practical family home. Solidly built, these homes offer a remarkable sense of quiet, with neighbouring households rarely heard. Key mechanical systems and appliances have also been attended to.Beyond the home is a welcoming community of longtime residents and young families, where children play safely away from open roads and neighbours enjoy a lovely community pool with stunning lakeside view. Walk to Elizabeth Simcoe Jr. Public School, with Guildwood GO conveniently located at the top of the street.Four levels of living. Nature at your doorstep. A true sense of community. A special pocket of Toronto to call home.

30 Livingston Road Unit 11, 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
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