Guildwood Real Estate

Guildwood Real Estate

Welcome to Guildwood, a hidden gem nestled in the heart of Toronto, Ontario. This picturesque neighborhood, bordered by the stunning shores of Lake Ontario, offers a unique blend of natural beauty and community spirit. Known for its lush green spaces, Guildwood is home to the breathtaking Guildwood Park, where residents can stroll through beautifully landscaped gardens, explore scenic walking trails, and admire the stunning views of the lake.

Guildwood’s charm lies not only in its natural surroundings but also in its rich history. Originally developed in the 1950s as a planned community, it features a delightful mix of architectural styles, from mid-century modern homes to elegant bungalows, each contributing to the neighborhood's distinctive character. The streets are lined with mature trees, creating a serene atmosphere that invites leisurely walks and friendly chats with neighbors.

Families are drawn to Guildwood for its excellent schools and community-oriented spirit. Local parks, such as the popular Guildwood Village Park, provide ample opportunities for outdoor activities and social gatherings. The neighborhood is also conveniently located near shopping centers, cafes, and restaurants, ensuring that residents have easy access to all their daily needs.

With its close-knit community, stunning natural landscapes, and vibrant local culture, Guildwood is more than just a place to live; it’s a lifestyle. Whether you’re looking to raise a family or enjoy a peaceful retirement, Guildwood offers an idyllic setting that feels like home. Discover the charm of Guildwood and see why so many have chosen to call this enchanting neighborhood their own!

Newest Listings in Guildwood

$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
$429,900
2 Beds ⋅ 2 Baths ⋅ E13580640 MLS
This exceptional condo offers a breathtaking , unobstructed Lake Ontario View and an unbeatable blend of comfort, convenience and value. Designed with bright open living spaces, the home captures natural light throughout the day and provides a serene backdrop of the lake from sunrise to sunset, A rare highlight of this property is the inclusion of Two parking spaces-- an uncommon and highly sought after advantage in the Toronto Condo Market--Perfect for multi vehicle households or added flexibility. Ideally Situated within walking distance to TTC, GO TRAIN access, reputable schools, and a wide selection of shopping and daily amenities, this location offers seamless connectivity and everyday convenience. Lakeside trails, parks, and essential services are all just steps away, making this an exceptional opportunity for buyers seeking both lifestyle and practicality.

90 Dale Avenue Unit 1603, 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
$999,000
5 Beds ⋅ 3 Baths ⋅ E13543932 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
$1,149,000
4 Beds ⋅ 2 Baths ⋅ E13526006 MLS
Dreaming of a peaceful street, an idyllic garden and park setting? 44 Fareham Crescent gives you precisely that. This is an exceptionally rare offering; it's once in a blue moon to have a chance to acquire a home backing onto Rowatson Park... we'll get to how special this park is in a moment. Fareham's gem is a wonderfully maintained and updated 3+1-bed bungalow in Guildwood, backing onto Rowatson Park. One could say this is a lucky family's ideal forever home. Walking through this exquisitely manicured front yard and rear oasis, which widens to 65 feet and leads to a gate reminiscent of London and New York City's private parks, there's a sense of exclusivity that only those fortunate few neighbours who back onto it enjoy. The yard and park give a sense of seclusion and serenity, like that of a private sanctuary. This wonderfully loved home is a perfect setup for raising children and for loving and enjoying the years to come. The property is an idyllic spot to entertain friends and family, and watch the kids running through the park. Endless summer nights, with birds chirping and water fountains flowing, provide the pristine backdrop for the most relaxing, enjoyable time to connect with those you love. The community is tight-knit, supportive, and the definition of neighbourly. The most incredible hidden gem in this area is Guild Park & Gardens, a breathtaking lakeside space filled with historic architectural fragments, sculpture gardens, and winding trails overlooking the Scarborough Bluffs. It feels like an open-air museum tucked away from the city, where you can wander among stone columns and art pieces while taking in sweeping views of Lake Ontario. The Guildwood GO Station is a few blocks away, making it a breeze to catch a game or head downtown for a meeting or explore Ontario on the weekends. Guildwood offers grocery stores and charming coffee shops. Be sure to watch the virtual tour!

44 Fareham Crescent, Toronto
$1,150,000
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). 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
$1,088,000
2 Beds ⋅ 2 Baths ⋅ E13477586 MLS
Welcome To This Extraordinary, Rarely Available Luxurious Penthouse, Offering The Best Of Elevated Living With Unobstructed Panoramic Views Of The Golf Course And The Lake. Impressive 2,035 Sq Ft Across Two Levels. This Spacious And Sun-Filled Residence Features Two Expansive Terraces, A Stunning Skylight. Approx. 9ft Ceilling & Hardwood Flooring Throughout. Open Concept Living And Breakfast Area Walks Out To A Serene Terrace Overlooking The Lake, Perfect For Morning Coffee Or Evening Relaxation. The Upgraded Chefs Kitchen Is A Dream, Showcasing High-End Miele Appliances, Quartz Countertops And Backsplash, Extended Cabinetry With Crown Moulding, And Under Cabinet Lighting For Both Elegance And Functionality. Grand Primary Suite Featuring A 6Pc Ensuite, Walk-In Closet, And Private Terrace With Views Of The Golf Course. Two Large Side-By-Side Parking Spaces And Two Spacious Lockers Are Included. This Exceptional Condo Community Spans 4.5 Acres Of Landscaped Grounds And Includes Resort-Style Amenities, Security, Gatehouse, Guest Suites, Hot Tub, Sauna, Exercise Room, Golf Net, Basketball, Badminton, Squash, Darts, Table Tennis, Party Room, Car Wash & Vacuum, Workshop, Bike Storage And Library Etc. All Utilities Are Covered In The Maintenance Fees: Heat, Hydro, Water, Central Air, Cable, And Internet. Ideally Located Just A Short Walk To The Go And Via Rail Station, With Easy Access To The Doris Waterfront Trail And Scenic Walking Paths. This Is More Than A Home. It's A Lifestyle. Don't Miss This Rare Opportunity To Live In Luxury With Unbeatable Views And Amenities!

20 Guildwood Parkway Unit PH14, Toronto
$999,000
5 Beds ⋅ 3 Baths ⋅ E13476334 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
$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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