Guildwood Homes for Sale

Guildwood Homes for Sale

Welcome to Guildwood, a picturesque neighborhood nestled in the eastern part of Toronto, Ontario. Renowned for its serene atmosphere and stunning natural beauty, Guildwood offers a perfect blend of suburban tranquility and urban convenience. This charming community is bordered by the breathtaking Scarborough Bluffs, providing residents with panoramic views of Lake Ontario and an abundance of outdoor recreational opportunities. The lush parks and scenic trails invite families and nature enthusiasts alike to explore the great outdoors, making it an ideal setting for those who appreciate a vibrant, active lifestyle.

Guildwood is not just about nature; it boasts a rich history and a strong sense of community. The neighborhood is characterized by its diverse architectural styles, featuring a mix of mid-century homes, modern builds, and unique custom designs. With homes for sale ranging from cozy bungalows to spacious family residences, there is something to suit every taste and budget. Many properties in Guildwood are surrounded by mature trees and beautifully landscaped gardens, creating a welcoming atmosphere for families and individuals alike.

Residents enjoy easy access to excellent schools, shopping centers, and local amenities, ensuring that everything you need is just a stone's throw away. The Guildwood Village Plaza provides a variety of shops and services, while nearby public transit options make commuting a breeze.

Discover the charm of Guildwood, where community spirit thrives and every day feels like a retreat. Explore the homes for sale today and find your dream residence in this enchanting neighborhood!

Newest Guildwood Homes for Sale

$1,159,900
5 Beds ⋅ 3 Baths ⋅ E13665998 MLS
Welcome to 34 Scarcliff Gardens, a charming and spacious three bedroom side split on a quiet street in the heart of Guildwood. Beautifully renovated from top to bottom and thoughtfully designed by Sarah Richardson, this exceptional home was featured on Real Potential (HGTV) and offers the perfect blend of style, comfort, and function. Offering approximately 2,145 square feet of above grade living space, this home is much larger than it appears and provides an ideal layout for growing families. Set on an impressive 165 foot deep lot, the property features a beautifully landscaped backyard with plenty of space for children to play, gardening, or summer entertaining. The home also offers parking for up to five cars, adding excellent convenience for families and guests. Inside, the home offers far more than meets the eye. A generous rear addition expands the living space and creates a stunning open concept great room with a gas fireplace overlooking the backyard. The modern kitchen is designed for everyday living and entertaining, complete with built in stainless steel appliances and a large center island that anchors the space. Warm, modern finishes throughout create an inviting atmosphere, while the finished basement provides excellent additional living space. The lower level includes a separate bedroom with a three piece bathroom, making it ideal for a nanny or in law suite. A spacious office offers additional flexibility and can easily be converted into a fourth bedroom if desired. Ideally located close to parks, schools, shopping, transit, and major routes across Toronto, this is a rare opportunity to move into a beautifully designed, turnkey home in one of Guildwood's most welcoming neighbourhoods.

34 Scarcliff Gardens, Toronto
$1,449,999
6 Beds ⋅ 3 Baths ⋅ E13655286 MLS
Stunning 5 Level Back Split on a Premium Corner Lot. This spacious and versatile home sits on a large corner lot in one of the area's most welcoming and convenient neighbourhood. Just minutes from the GO Train, TTC, shops, and a minute walk to beautiful Lake Ontario, the location truly can't be beat. Inside, the unique 5. level back split layout offers exceptional space and flexibility - perfect for large families or those seeking great income potential. Surrounded by schools, a mosque, church, parks, and all essential amenities, this property delivers comfort, community, and convenience in one package. A rare opportunity to own a home with size, location, and future potential - all in a highly desirable neighborhood. Separate Living Room, Family Room, Back Yard has Cover Deck, Basement finish with 1+1 Bed Room. Basement has separate Landry, Camera's line are installed ( Buyer needs to add the Camera ).

289 Livingston Road, Toronto
$995,000
5 Beds ⋅ 3 Baths ⋅ E13622168 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 FOUR generously sized bedrooms, each boasting elegant laminate flooring. With two separate 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 , New flooring and New finished basement a roof Shingles 2022 , accompanied by a furnace and AC system 2023, New Bathtub ,New Paint. The basement is a standout feature, complete with a spacious sitting room, an additional bedroom, and a kitchen-ideal for generating rental income to help pay your mortgage faster. 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
$1,128,500
4 Beds ⋅ 2 Baths ⋅ E13613472 MLS
A rare Guildwood gem, this beautifully updated 3+1 bedroom bungalow offers comfort, style, and effortless living. Immaculately maintained and move-in ready, this home features custom built-ins, abundant storage, and thoughtful updates throughout. The showcase kitchen, fully renovated in 2023, features quality finishes and timeless design. Step outside to your own private garden oasis, beautifully landscaped and offering direct gated access to the tranquil green space of Rowatson Park - an ideal setting for relaxing or entertaining. Situated on a quiet, family-friendly street, this home is just minutes from Guildwood GO Station, well-regarded schools, grocery stores, and the beautiful Guild Park & Gardens. Perfect for families, professionals, or empty nesters, this turnkey home offers the ideal blend of comfort, style, and convenience in one of Scarborough's most sought-after communities.

44 Fareham Crescent, Toronto
$899,900
3 Beds ⋅ 2 Baths ⋅ E13612398 MLS
Your lucky day has arrived - this Guildwood gem is now available! Freshly painted throughout and featuring new luxury vinyl plank flooring on both the main and lower levels, this delightful bungalow is truly move-in ready! The home exudes warmth, with a sun-filled main floor that creates a bright and inviting living space. There's a separate entrance to the partially finished basement, complete with a spacious recreation room and a convenient 3-piece bathroom, providing excellent flexibility for additional living space, guests, or future income potential. Step outside to a beautifully landscaped, fully fenced backyard that offers exceptional privacy and is perfect for relaxing or entertaining Family and Friends. The location is second to none! Just steps from Guildwood's local shops and TTC, and only a short walk to the GO Station, commuting is a breeze. Families will appreciate being in the highly sought-after Elizabeth Simcoe Public School district and just moments from Elizabeth Simcoe Park, featuring tennis courts, a splash pad, and a toboggan hill for the kids! This is a wonderful opportunity to own a move-in-ready home in one of Scarborough's most desirable neighbourhoods! Come discover why you'll love living in Guildwood!!

23 Earswick Drive, Toronto
$1,499,000
4 Beds ⋅ 5 Baths ⋅ E13606340 MLS
Looking For More Space? Looking For Long-Term Options For Your Family? Welcome To This Massive And Spacious 3-Storey Detached Corner Home in Guildwood - Ideal for Families or Multigenerational Living! This home blends generous living spaces with practical layouts, offering versatility for family life, entertaining, and future needs. The open-concept main level is designed for seamless entertaining, featuring a bright flow between living and dining spaces, and a kitchen anchored by a large island, tons of storage space, next to the breakfast area. Walk into the grand room - a double living room plus dedicated dining room for flexible layouts, with a built-in electric fireplace for added comfort. Upstairs you'll find the primary suite and three additional bedrooms with ample closet space in each. Enjoy a primary that has its own walk-in closet and ensuite bath, including a separate soaker tub! Below you'll find the ground main floor with its own separate entrance and walk-out to the backyard. The backyard retreat comes with a deck and gazebo, plus generous grass area for a kids play area or to fulfill all your green thumb needs. Bonus: Bathrooms on every level, including the basement! Basement has the potential for a second kitchen or kitchenette, ideal for an in-law suite or guest suite setup for all your out of town family and friends. Schedule a viewing to experience the flow and the endless possibilities this Guildwood gem provides.

12 Dale Avenue, Toronto
$2,880,000
6 Beds ⋅ 5 Baths ⋅ E13596062 MLS
One-Of-A-Kind Home Situated On An Impressive 70-Ft Wide Lot, This Exceptional Home Enjoys An Unobstructed, Direct-Facing View Of Lake Ontario From The Backyard, With Breathtaking Lake Views From Every Bedroom. The Spacious Layout Features Soaring Vaulted Ceilings, A Striking Statement Window In The Kitchen, And Oversized Living And Family Rooms With A Walk-Out To The Beautifully Landscaped Backyard. Relax On The Expansive Deck Or Upper Balcony And Enjoy Your Morning Coffee While Watching Sailboats Glide Across The Lake. Additional Highlights Include A Double-Car Garage, Two Fireplaces, And A Grand Open-Concept Foyer Featuring Stained Glass And A Soaring Vaulted Ceiling.

441 Guildwood Parkway, Toronto
$1,190,000
7 Beds ⋅ 4 Baths ⋅ E13595264 MLS
Approx. 1,500 Sq.Ft Bright & Spacious Bungalow In Prestigious Guildwood On A Premium 60 Ft Lot.....Hardwood Floors Throughout, Gourmet Kitchen With Quartz Counters, Granite Floors & Stainless Steel Appliances..... 4 Beautifully Updated Bathrooms, Newer Windows & Doors. ... Professionally Finished Basement With Separate Entrance, 4 Bedrooms & 2 Full Baths....Ideal For Extended Family Or Excellent Income Potential. Steps To Top-Rated Schools, Parks, TTC, Shopping & Lake Ontario. A Must See...MOTIVATED SELLER

40 Toynbee Trail, Toronto
$11,500,000
5 Beds ⋅ 5 Baths ⋅ E13567700 MLS
A once-in-a-lifetime opportunity, 220 Greyabbey Trail is one of Toronto's most extraordinary private waterfront estates. Beyond elegant wrought-iron gates, nearly 6 acres of breathtaking park-like grounds unfold, framed by mature trees and 11 magnificent Blaze Maples lining the 660-foot street frontage create an unforgettable arrival. With approximately 770 feet of unobstructed Lake Ontario frontage, one of the longest privately owned waterfronts within the City of Toronto, and your own private beach, this is an offering of exceptional scale, privacy and natural beauty that is impossible to replicate. Lovingly held by the same family since 1967, the home has evolved into an exceptional residence offering over 5,500 sq. ft. of living space with 5 bedrooms + den and 4.5 bathrooms. The heart of the home is a spacious family kitchen with a grand centre island, premium appliances and generous dining area, flowing into a spectacular glass-enclosed solarium with floor-to-ceiling folding doors that create seamless indoor-outdoor living. A formal living room with gas fireplace, private office with custom built-ins, family room and sunfilled breezeway/foyer complete the main level. Upstairs, four well appointed bedrooms include three with private balconies, while the primary suite offers rooftop access and a spa-inspired ensuite with lake views. A three-car garage is complemented by a self-contained guest or nanny suite above. Whether entertaining on a grand scale or enjoying the luxury of your private waterfront, this is more than a home-it's a legacy.

220 Greyabbey Trail, Toronto
$1,120,000
3 Beds ⋅ 3 Baths ⋅ E13504750 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
$849,000
4 Beds ⋅ 2 Baths ⋅ E13475766 MLS
Nestled on a quiet, tree-lined street in Scarborough's sought-after Guildwood community, this charming, raised bungalow sits on a generous 46.5 x 114-foot lot surrounded by mature trees and established landscaping. The private backyard offers an ideal setting for family living and entertaining, featuring a party-sized wood deck, lush green space, and plenty of room for children and pets to play. Inside, the bright and inviting home offers a functional layout with two bedrooms, originally designed as a three-bedroom residence and easily converted back if desired. The spacious eat-in kitchen provides ample room for family gatherings, while the combined living and dining area is enhanced by elegant crown moulding and large windows that fill the home with natural light. The rear bedroom offers convenient walkout access to the backyard deck, creating a seamless connection between indoor and outdoor living. The finished lower level expands the living space with a separate entrance, a large recreation room featuring a cozy stone fireplace, a spacious bedroom, and a three-piece bathroom. With its independent access and flexible layout, the basement presents excellent potential for an in-law suite, multigenerational living, or future income opportunities. Located in one of Scarborough's most established and picturesque neighbourhoods, residents enjoy close proximity to the scenic Guild Park and Gardens, the beautiful waterfront bluffs along Lake Ontario, and the extensive trail network of Grey Abbey Trail. Just minutes from shopping, schools, parks, public transit, and the convenient Guildwood GO Station, commuters will appreciate easy access to downtown Toronto and Highway 401. A wonderful opportunity to enjoy a family-friendly lifestyle in one of east Toronto's most treasured communities!

14 Fintona Avenue, Toronto
$1,150,000
4 Beds ⋅ 4 Baths ⋅ E13453710 MLS
Welcome to this beautifully maintained, move-in ready home nestled on a quiet, family-friendly cul-de-sac in one of Toronto's most desirable Scarborough neighborhoods. Ideal for a growing or upsizing family, this spacious home offers a perfect blend of comfort, convenience, and functionality. Located just minutes from Guildwood GO Station, TTC transit, shopping center, groceries, and scenic parks, including the lush grounds of Scarboro Golf & Country Club. Recent updates include hardwood flooring on the main floor and fresh paint throughout both the main and second floors, creating a bright, modern atmosphere. The finished basement includes a separate bedroom and full bathroom perfect for guests, in-laws, and multi-generational living. Park up to six cars including garage. Don't miss this rare opportunity to own a turnkey home in a well-established neighborhood!

9 Cranston Manor Court, Toronto
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