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

$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
$1,195,000
4 Beds ⋅ 2 Baths ⋅ E13766470 MLS
Set in the heart of Guildwood, this spacious detached home delivers the kind of layout, lot, and location that make this neighbourhood so sought after. Bright principal rooms are filled with natural light, enhanced by a skylight at the centre of the home. The generous living room features a fireplace, large windows, hardwood floors, and a graceful archway that add character and style to this highly functional layout. The kitchen, with its walkout to the private deck, features a breakfast area, granite countertops, and plenty of workspace. Three bedrooms and two bathrooms upstairs provide comfortable separation for everyday family living. Downstairs, the expansive open lower level adds exceptional flexibility and options with two large rooms, a full bathroom, and plenty of space for a recreation area, home office, guest space, or extended family. There's a full bathroom, and plenty of space for a recreation area, home office, guest space, or extended family. Hardwood flooring runs throughout the upper level, complemented by durable vinyl flooring below. Outside, a private driveway with parking for four and an attached double-car garage add everyday practicality. All of this in one of east Toronto's most enduring residential communities, surrounded by mature trees and close to Guildwood GO, TTC, schools, parks, trails, the waterfront, and historic Guild Park & Gardens. With generous living space, a versatile lower level, and a peaceful Guildwood setting, 48 Toynbee Trail offers the space to settle in, grow, and make your own.

48 Toynbee Trail, 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
$1,777,000
6 Beds ⋅ 5 Baths ⋅ E13720656 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
$1,199,000
4 Beds ⋅ 2 Baths ⋅ E13714864 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. The spacious open-concept living and dining area features warm 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-foot privacy 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. crawl space 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
$999,000
6 Beds ⋅ 3 Baths ⋅ E13703976 MLS
Attention to new home buyer. Fully Renovated Open Concept, Stunning Kit. W/ Center Island, Coffered Ceiling In L.R.,2 Newer Baths, Upgraded Windows, 200 Amp Electrical Service, New Furnace & Gas (Dec 21),Prof. Water Proofing Basement. With Life Time Warranty Certificate($19K), Separate Entrance To Basement. Apt. 3+3 Bedrooms, 2 Kitchens, 2 Ldry,9 Appliances, Min. To TTC, Go, Schools, Shopping, Scarborough, T.C., Grey-Abbey Park, Guild-Inn Estate Lake. And One Bus To U Of T. Beautiful basement 3 bedrooms apartment is ready for rent to support as additional income.

6 Greyabbey Trail, Toronto
$1,099,000
7 Beds ⋅ 4 Baths ⋅ E13701496 MLS
Bright & Spacious Bungalow In Sought After Guildwood...Situated On A Premium 60 ft Frontage. Features Hardwood Flooring Throughout, A Stunning Gourmet Kitchen With Quartz Countertops, Granite Tile Flooring & Stainless Steel Appliances. Four Beautifully Updated Bathrooms, Newer Windows & Doors. Professionally Finished Basement With Separate Entrance, 4 Bedrooms and 2 Full Washroom - Offering Excellent In-Law Or Income Potential. Move-In Ready! Conveniently Located Close To Top-Rated Schools, Parks, TTC, Shopping & Beautiful Lake Ontario.

40 Toynbee Trail, Toronto
$999,900
4 Beds ⋅ 2 Baths ⋅ E13696258 MLS
Your own private retreat in the heart of Guildwood, where tranquil lakeside living meets an effortless connection to the city. Set in one of Scarborough's most established and coveted family communities, this four-bedroom detached home pairs a fantastic family layout with a private backyard oasis featuring a heated inground pool, mature trees, and plenty of space to entertain and unwind. It's a home designed to make the most of every season, with summers that feel like a getaway without leaving home. Inside, the bright main floor features open-concept living and dining rooms with hardwood floors, a spacious eat-in kitchen, and a sun-filled solarium with a walkout to the backyard. Upstairs, four well-sized bedrooms provide plenty of room for a growing family, including a primary bedroom overlooking the yard and another bedroom with a walkout to a large deck over the carport, creating yet another inviting outdoor space. The finished basement adds valuable flexibility with a recreation room and plenty of storage. Step outside and the backyard delivers on that first impression. Fully fenced and surrounded by mature greenery, the heated pool, patio, and generous outdoor space create an exceptional setting for summer entertaining, family gatherings, or quiet afternoons by the water. And then there's Guildwood, one of the east end's most desirable places to put down roots. Enjoy the tranquility of living close to Lake Ontario and the lakeshore trail system, along with beautiful parks, mature streets, and fantastic local schools. Guildwood GO Station is a short walk away for an easy commute downtown, while Highway 401 is just a short drive away for convenient travel across the GTA. It's a rare combination: peaceful lakeside surroundings with the city still comfortably within reach. A true family home with an unforgettable backyard, exceptional connectivity, and the relaxed lakeside lifestyle that makes Guildwood such a special place to call home.

7 Lyncroft Drive, Toronto
$1,398,000
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. Newly renovated over 100K spend. 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 Laundry line set up. 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
$1,499,000
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
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