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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220 Greyabbey Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13567700
220 Greyabbey Trail Toronto M1E 1V9 
$11,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13567700
- Bedrooms:
- 5
- Bathrooms:
- 5
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. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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34 Scarcliff Gardens in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13543932
34 Scarcliff Gardens Toronto M1E 2A2
$999,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13543932
- 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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44 Fareham Crescent in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13526006
44 Fareham Crescent Toronto M1E 1J9
$1,149,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13526006
- Bedrooms:
- 4
- Bathrooms:
- 2
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! More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JARROD ARMSTRONG
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1120 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13511704
1120 10 Guildwood Parkway Toronto M1E 5B5
$988,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13511704
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this DROP DEAD GORGEOUS Rowatson Suite - where Luxury meets BREATHTAKING VIEWS OF LAKE ONTARIO! Bathed in natural light and positioned for privacy, this fully reimagined suite has been masterfully renovated from top to bottom with an uncompromising commitment to quality and craftsmanship. Every detail has been curated to create a home that is sophisticated and serene! The designer Kitchen is a statement in modern elegance, featuring premium LG appliances, sleek custom cabinetry, and clean architectural lines that blend beauty with functionality! Ideal for intimate evenings or elevated entertaining, the space flows seamlessly into open-concept Living and Dining areas framed by mesmerizing Lake vistas. The Primary retreat is a sanctuary unto itself, complete with a spa-inspired Ensuite showcasing a spacious glass walk-in shower and indulgent jacuzzi tub - a tranquil escape at day's end. A second fully renovated bath mirrors the same timeless aesthetic. Luxury finishes elevate every corner: wide-plank quality vinyl flooring, smooth ceilings, crown moulding, designer lighting, motorized window treatments, three new fan coil units, and a gas fireplace that adds warmth and ambiance year-round! Beyond the suite, enjoy a Lifestyle reserved for the discerning few. Set within 10 acres of beautifully manicured grounds, residents experience a true resort atmosphere with access to an exceptional Recreation Centre and an array of fabulous amenities - including indoor salt-water pool & whirlpool, gym, billiards, indoor golf practice & outdoor putting green, tennis, pickleball, squash & social clubs & classes! Completing this rare offering are two premium parking spaces, a private EV charger, and a spacious storage locker - practical luxuries that enhance effortless living. This is waterfront sophistication without compromise - an exceptional residence for those who expect nothing less than extraordinary. More detailsListed by EVANOFF REAL ESTATE LTD.- JARROD ARMSTRONG
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11 Regency Square in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13504750
11 Regency Square Toronto M1E 1N4
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13504750
- Bedrooms:
- 3
- Bathrooms:
- 3
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! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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PH14 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13477586
PH14 20 Guildwood Parkway Toronto M1E 5B6
$1,088,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13477586
- Bedrooms:
- 2
- Bathrooms:
- 2
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! More detailsListed by SUPERSTARS REALTY LTD.- JARROD ARMSTRONG
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24 Lalton Place in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13476334
24 Lalton Place Toronto M1E 1T4
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13476334
- 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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14 Fintona Avenue in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13475766
14 Fintona Avenue Toronto M1E 1V3
$849,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13475766
- Bedrooms:
- 4
- Bathrooms:
- 2
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! More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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9 Cranston Manor Court in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13453710
9 Cranston Manor Court Toronto M1J 3M7
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13453710
- Bedrooms:
- 4
- Bathrooms:
- 4
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! More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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502 90 Dale Avenue in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13446548
502 90 Dale Avenue Toronto M1J 3N4
$460,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13446548
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to this bright and stylish 2-bedroom, 2-bathroom condo in the sought-after Guildwood community! This spacious 1,000+ sq ft suite offers a smart open-concept layout, modern finishes, and expansive south-east-facing windows that flood the home with natural light all day long. Enjoy the convenience of ensuite laundry, a private underground parking space, and a secure owned locker for extra storage. The well-managed building has you covered with maintenance fees that include heat, hydro, water, central air, building insurance, parking, and common elements - worry-free condo living at its best. Perfectly situated just steps to the TTC, shopping, parks, and everyday amenities, with quick access to Kingston Rd and the Scarborough Golf Club. Whether you're a first-time buyer, downsizer, or savvy investor, this turn-key condo is an outstanding opportunity. Don't miss your chance to call this stunning suite home! More detailsListed by CITYSCAPE REAL ESTATE LTD.- JARROD ARMSTRONG
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311 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13430196
311 20 Guildwood Parkway Toronto M1E 5B6
$1,125,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13430196
- 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 any 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, 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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H55 55 Guildcrest Drive in Toronto: Guildwood Detached Condo for sale (Toronto E08) : MLS®# E13418446
H55 55 Guildcrest Drive Toronto M1E 1E2
$699,000Residential Condo & Other- Status:
- Active Under Contract
- MLS® Num:
- E13418446
- Bedrooms:
- 3
- Bathrooms:
- 2
Rare detached condo bungalow in desirable Guildwood area! An opportunity like this has not come up in over 5 years. Why settle for a townhouse or condo when you can enjoy the privacy and comfort of a detached home? This spacious and well-maintained home features three generous bedrooms, 2 full bathrooms, interior access to garage and separate entrance to ground level finished basement which offers in-law suite potential all located in the sought after Guildwood community. Steps to TTC and walking distance to Guildwood GO station. Easy train ride to downtown in less than 30 minutes. You can appreciate why Guildwood was considered 'cottage country' back in the day - the Bluffs, lakefront trails, and parks (including the Guild and Sylvan Park) are all within walking distance. Take your bike and ride along the waterfront to Rouge Beach, or take a walk along Doris McCarthy trail for a picnic by the lake. Quick walk to local grocery stores, public library, schools, shops and pubs. Conveniently located nearby schools and recreation centre. Lovingly owned for over 25 years by the same family who is ready to pass the torch. Welcome to your new home! More detailsListed by RE/MAX WEST REALTY INC.- JARROD ARMSTRONG
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Data was last updated July 16, 2026 at 06:15 AM (UTC)
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