Guildwood is a lakeside community near Scarborough Village east of the Bluffs. It as formerly land owned by one family, and one can see why they chose to live in this spot. Real estate in Guildwood offers stately homes and charming bungalows. There is also expansive parkland overlooking the lake. Guild Park even features various historic structures, including one of Toronto's oldest log cabins.
Welcome to Guildwood
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6 Greyabbey Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13703976
6 Greyabbey Trail Toronto M1E 1V7 
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13703976
- Bedrooms:
- 6
- Bathrooms:
- 3
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. More detailsListed by ROYAL LEPAGE IGNITE REALTY- JARROD ARMSTRONG
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40 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13701496
40 Toynbee Trail Toronto M1E 1E9
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13701496
- Bedrooms:
- 7
- Bathrooms:
- 4
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. More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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7 Lyncroft Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13696258
7 Lyncroft Drive Toronto M1E 1X6
$1,049,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13696258
- Bedrooms:
- 4
- Bathrooms:
- 2
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. More detailsListed by Signature Elite Realty Ltd.- JARROD ARMSTRONG
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207 20 guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13694614
207 20 guildwood Parkway Toronto M1B 5E6
$699,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13694614
- Bedrooms:
- 2
- Bathrooms:
- 2
LUXURY CONDO LIVING IN THE GATES OF GUILDWOOD, Welcome home to resort-style living in one of Scarborough's most prestigious addresses. This bright, spacious 2-bedroom, 2-bathroom condo offers comfort, security, and an unbeatable lifestyle.The Lifestyle You Deserve:The Gates of Guildwood isn't just a condo - it's a community. Enjoy peace of mind with 24-hour gatehouse security and access to an unmatched suite of amenities:Indoor Resort Amenities: Salt water pool & hot tub Full fitness center Billiards room & library Party room for entertaining Virtual golf + putting green Indoor racquet courts, 10+ Acres of Meticulously Maintained Grounds: Scenic walking trails & lush gardens Tennis & pickleball courts. BBQ areas & patios for summer evenings Beautifully landscaped outdoor spacePrime Location:Steps to the GO, TTC, Guildwood Village shops & restaurants, parks, and the Bluffs. Commuting or unwinding - you're perfectly placed.Whether you're downsizing without compromise, investing, or buying your first home, this condo delivers the rare combo of security, space, and lifestyle. Maintenance Fees Incl:All Utilities,Cable & Internet. The Unit features New kitchen w/quatrz counters & stainless steel Appliances 2021 main bathroom renovated 2021, new flooring throughout 2021, ensuite bathroom new vanity w/ quartz counters 2021, Freshly painted new closet organizers 2026 More detailsListed by ROYAL HERITAGE REALTY LTD.- JARROD ARMSTRONG
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64 Dale Avenue in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13674692
64 Dale Avenue Toronto M1J 3J5
$814,900Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13674692
- Bedrooms:
- 7
- Bathrooms:
- 4
Welcome to 64 Dale Ave! Renovated detached bungalow in highly sought-after Guildwood Village. This home sits on an extraordinary 49.5 xx 290.66 ft lot, offering endless possibilities for future expansion or development. The main level features 3 spacious bedrooms, an inviting open-concept living and dining area. Finished basement with a separate entrance, provides 4 additional bedrooms. The massive backyard offers ample space to create even more value. Tons of potential. More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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34 Scarcliff Gardens in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13665998
34 Scarcliff Gardens Toronto M1E 2A2
$1,159,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13665998
- Bedrooms:
- 5
- Bathrooms:
- 3
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. More detailsListed by RIGHT AT HOME REALTY- JARROD ARMSTRONG
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289 Livingston Road in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13655286
289 Livingston Road Toronto M1E 1M2
$1,449,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13655286
- Bedrooms:
- 6
- Bathrooms:
- 3
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 ). More detailsListed by HOMELIFE/MIRACLE REALTY LTD- JARROD ARMSTRONG
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311 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13643342
311 20 Guildwood Parkway Toronto M1E 5B6
$1,075,000Residential Condo & Other- Status:
- Active Under Contract
- MLS® Num:
- E13643342
- Bedrooms:
- 3
- Bathrooms:
- 2
A One-Of-A-Kind suite that's big on WOW factor from the moment you enter. 1622 Sq Feet of Gorgeous quality renovations which have completely made this Modern Open Concept space an ideal move for anyone who knows the stress-free value of a turn-key property. Light fills the Open Concept Living Room-Dining Room-Sunroom and Kitchen. Downsizing or empty nester? There's plenty of space here to entertain friends or host family get-togethers. So many details you won't see in the others - Smooth-finish Ceilings, Wide Plank Hardwood Floors and extensive Custom-designed LED Pot Lights that can not only set the mood or showcase your artwork collection. Gather with family and friends in front of the Fireplace or around the Oversized Central Island. Quality high-end Custom Kitchen Cabinets take advantage of every inch. Soft closing doors, interior organizers, hidden storage in the island and even a baseboard kickplate Central Vac inlet. Thoughtful high-end finishes extend to the Primary Bedroom where $$$ extensive custom cabinetry and interior finishings will satisfy the needs of the most generous of wardrobes. Primary bathroom has Heated Floors and a No-curb entry to the shower. The Second bedroom features a built-in Murphy Bed with Home office/Desk combination & additional storage. A "hidden" En-Suite Storage Room with Pantry allows for easy and immediate access -much preferred to trekking/hauling items to the basement. En-Suite Laundry Room also contains Central Vac system. Enjoy extensive lush landscaped grounds and gardens without all the work! Multiple outdoor terraces with BBQs, Indoor Practice Driving Range & Outdoor putting green, Pickleball + two outdoor Tennis courts, plus a Gym, Salt-Water Pool & Hot Tub, Sauna, Guest Suites. This friendly gated community has 24-hour security and all the luxuries you could ask for. A few steps to TTC and a short distance to both GO transit and Via Rail at Guildwood station, make this a great location for heading downtown or beyond. More detailsListed by REAL ESTATE HOMEWARD- JARROD ARMSTRONG
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24 Lalton Place in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13622168
24 Lalton Place Toronto M1E 1T4
$995,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13622168
- Bedrooms:
- 5
- Bathrooms:
- 3
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! More detailsListed by REMAX CONNECT REALTY- JARROD ARMSTRONG
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44 Fareham Crescent in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13613472
44 Fareham Crescent Toronto M1E 1J9
$1,128,500Residential Freehold- Status:
- Active
- MLS® Num:
- E13613472
- Bedrooms:
- 4
- Bathrooms:
- 2
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. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JARROD ARMSTRONG
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23 Earswick Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13612398
23 Earswick Drive Toronto M1E 1C7
$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13612398
- Bedrooms:
- 3
- Bathrooms:
- 2
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!! More detailsListed by EVANOFF REAL ESTATE LTD.- JARROD ARMSTRONG
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12 Dale Avenue in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13606340
12 Dale Avenue Toronto M1J 3J5
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13606340
- Bedrooms:
- 4
- Bathrooms:
- 5
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. More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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Data was last updated August 24, 2026 at 05:15 PM (UTC)
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