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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532 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12744770
532 10 Guildwood Parkway Toronto M1E 5B5 
$600,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12744770
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to Luxury Resort-Style Living at the Prestigious Gates of Guildwood! Experience unmatched comfort and refined elegance in this beautifully updated and freshly painted 1+1 bedroom suite. This thoughtfully designed condo features a spacious eat-in kitchen adorned with stunning quartz countertops, a modern stainless-steel undermount sink, and a breakfast bar, ideal for casual dining or effortless entertaining. The open-concept layout, complemented by gleaming hardwood floors, flows seamlessly into a sunlit den, perfect for a home office, guest room, or additional bedroom. Enjoy direct access to your own private balcony from both the inviting den and generously sized primary bedroom, offering a tranquil escape for morning coffee or evening relaxation. The primary bedroom features ample storage space with his-and-hers closets and a tastefully renovated 3-piece ensuite complete with a walk-in shower. Marked by exceptional value, this suite includes owned tandem parking for two vehicles, emphasizing quality per square foot far superior to newer constructions. Indulge in a truly resort-like lifestyle with world-class amenities, including an indoor pool, whirlpool, gym, squash, pickleball and tennis courts, billiards room, indoor golf chipping nets and outdoor putting green, library room, meeting room and an active calendar of social events. All set within beautifully landscaped award-winning grounds, featuring picturesque gardens and outdoor BBQ patios. Experience worry-free living with all-inclusive maintenance fees covering heat, hydro, water, internet, and cable. Additional offerings include guest suites, a lively party/meeting room, and 24/7 gatehouse security for your peace of mind. Ideally situated just steps away from TTC, GO Transit, serene parks, diverse shopping options, scenic waterfront trails, and the historic Guild Inn Estate, this condo is not merely a residence but a gateway to a lifestyle defined by elegance and convenience! More detailsListed by REMAX CONNECT REALTY- JARROD ARMSTRONG
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50 Poplar Road in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12742634
50 Poplar Road Toronto M1E 1Z3
$1,299,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12742634
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to this exceptional family home in sought-after Guildwood Village, set on a rare 50 x 218 ft lot backing directly onto Poplar Road Junior Public School. Offering outstanding space inside and out, this property combines privacy, functionality, and long-term potential. This well-maintained residence features 4+1 bedrooms and 3 bathrooms, with 2,589 sq ft above grade plus approximately 900 sq ft of finished space in the walk-out basement. A main floor bedroom and 3-piece bathroom offer excellent flexibility for a home office or multi-generational living. The primary bedroom is impressively oversized and includes extensive closet space offering his & her double/triple closets and a built-in mirrored vanity area. The layout easily allows for conversion to a large walk-in closet/dressing room or turn it into a luxurious ensuite bathroom! Second-floor laundry adds everyday convenience. The finished walk-out basement, with a separate entrance, features an inviting rec room with above-grade windows, a large bedroom with a walk-in closet, and a 3-piece bathroom, making it ideal for extended family or in-law use. Then step outside to a private backyard retreat featuring an in-ground pool (easily converts back to salt-water), two-tier deck, and a 12 x 20 shed with hydro w/ pony panel & steel roof & R/I woodstove, suitable for a workshop, studio, or your personal retreat. A covered front porch spanning the width of the home enhances curb appeal and offers useful outdoor space. Located on a quiet street with mature trees in an established neighbourhood close to schools, parks, the lake, transit, shopping, and major routes, this is a rare opportunity to secure a large lot and versatile home in a prime Scarborough location. More detailsListed by SUTTON GROUP-HERITAGE REALTY INC.- JARROD ARMSTRONG
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30 Greyabbey Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12724744
30 Greyabbey Trail Toronto M1E 1V7
$919,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12724744
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 30 Greyabbey Trail, a fully upgraded semi-detached home featuring a self contained in-law suite (with a side entrance) in the desirable pocket of Guildwood. This home boasts an oversized and bright main floor with 3 bedrooms, a full bathroom and a dedicated laundry room. The kitchen features an eat-in dining area, brand new cabinets, quartz countertops and stainless steel appliances. The basement offers two spacious bedrooms, 1.5 bathrooms, a side entrance, washer/dryer and a stunning kitchen. The home features a massive backyard lot perfect for entertaining and enjoying the outdoors. Guildwood is one of Scarborough's most desirable pockets- this home is steps from Lake Ontario, countless trails and parks and local amenities. Homes this perfect rarely hit the market, book your showing today! More detailsListed by CENTURY 21 KENNECT REALTY- JARROD ARMSTRONG
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458 Guildwood Parkway in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12713042
458 Guildwood Parkway Toronto M1E 1R5
$1,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12713042
- Bedrooms:
- 4
- Bathrooms:
- 3
An opportunity to own an indirect waterfront property-something that doesn't come up often. Welcome to 458 Guildwood Parkway. With its sophisticated and inviting curb appeal and a double-car garage, this elegant 4-bedroom executive residence enjoys a premier location directly across from Lake Ontario and the TRCA, offering breathtaking natural surroundings and unmatched tranquillity. The interior offers 3,200 square feet of ABOVE-GRADE living space, featuring large principal rooms, including a main-floor family room, a grand foyer with soaring ceilings, and an abundance of windows that fill the home with natural light. Thoughtfully appointed interior details include secure interior access from the garage, hardwood floors throughout the main and second levels, refined crown mouldings, California shutters, multiple fireplaces, and a spacious, family-sized eat-in kitchen with a walk-out to the deck. The unique primary suite offers a sunken sitting area or home office with lake vistas, and the finished basement features high ceilings. The second floor also showcases an open-to-below overlook, providing impressive views of the main living area and enhancing the home's sense of space. Mature trees beautifully frame the front and backyard. This is a classic home, ideal for those looking to make upgrades while preserving its natural charm. Enjoy easy access to the TTC and Guildwood GO for a seamless commute, along with scenic trails, parks, schools, the iconic Guild Inn Estate, and the beauty of Lake Ontario! More detailsListed by RE/MAX ALL-STARS REALTY INC.- JARROD ARMSTRONG
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1416 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12698708
1416 20 Guildwood Parkway Toronto M1E 5B6
$590,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12698708
- Bedrooms:
- 2
- Bathrooms:
- 2
Prestigious Gates of Guildwood Offers Resort Style Living Built By Tridel! This Bright, Freshly Painted Unit Features New Lighting & Vinyl Floors Throughout. Spacious Primary Bedroom Offers His/Her Closets, 4-Piece Ensuite & Walk Out To Balcony. The Sun Filled Solarium Can Double As A 2nd Bedroom Or Office. Enjoy The Functional Kitchen With Breakfast Bar. Private Laundry With Added Storage Is Conveniently Located Off The Foyer. Set In A Gated Community With Million Dollar Amenities! Close To GO Station, Shopping and Transit. More detailsListed by CENTURY 21 PERCY FULTON LTD.- JARROD ARMSTRONG
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276 Guildwood Parkway in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12699908
276 Guildwood Parkway Toronto M1E 1P9
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12699908
- Bedrooms:
- 4
- Bathrooms:
- 2
Live Where Nature, Community, and Connectivity Align. Set directly across from Guild Park & Gardens, this beautifully maintained home offers one of the most desirable settings in Toronto's east end. Surrounded by mature trees and parkland, with the lake nearby, you'll enjoy a peaceful, green backdrop while maintaining effortless downtown access. Inside, the home is exceptionally bright, with large windows capturing serene wooded views that bring the outdoors in. The beautifully renovated kitchen features stainless steel appliances and leathered granite countertops, while the combined living and dining area opens seamlessly to a generous backyard that also presents potential for a future garden suite, providing an opportunity for additional income, multi-generational living, or long-term value enhancement. The upper level features four well-sized bedrooms, including one with direct access to a large wraparound deck, offering a unique outdoor extension and treed views-perfect for morning coffee or unwinding at the end of the day. The layout is practical and inviting, designed for comfortable everyday living with a strong connection to the surrounding landscape. Families will value the close proximity to highly regarded schools, as well as easy access to parks, trails, and waterfront amenities. Transit options are close at hand, with bus service nearby and walking distance to the Guildwood GO Station, making commuting simple and efficient. Homes with this combination of setting, light, and location are rarely available. A special opportunity to secure a bright, welcoming home in one of Toronto's most cherished neighbourhoods - where the view, the surroundings, and the lifestyle truly stand apart. More detailsListed by Signature Elite Realty Ltd.- JARROD ARMSTRONG
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1011 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12700574
1011 20 Guildwood Parkway Toronto M1E 5B6
$999,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12700574
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to a truly exceptional living opportunity in the heart of the Prestigious Guild Community. With some updating this could truly become a gem and the home of your dreams. This Tridel Built, Well Appointed Building, Offers Resort-Like Amenities. The Building Sits On Beautifully Manicured Grounds Overlooking The Lake and This Suite Offers A Stunning 1,622 Sqft and Includes 2 Parking Spaces & 1 Locker (including an in-suite storage room/walk-in pantry and walk-in Laundry Room. Extremely Bright and Spacious Layout With 2+1 Bedrooms Each With A Walk Out To The Balcony With Unobstructed Lake View. Generous Primary Bedroom w/Spacious Walk In Closet Plus A His & Hers Closet And A 4 Pc Ensuite. Truly A Special Unit That Feels Like Your Very Own Bungalow In The Sky With A Spectacular View. Amenities Include: Pool/Whirlpool &Sauna w/Change Rooms, Squash Court,Indoor Golf, Exercise Room, Party Room, Billiards Room & more.... 24 Hour Gatehouse Security, Public Transit At Your Doorstep, Steps To Scarborough Golf and Country Golf Club. Short Drive To The Desirable Cathedral Bluffs Marina & The Beaches And Downtown Toronto. **Some photos are virtually staged** More detailsListed by REMAX YOUR COMMUNITY REALTY- JARROD ARMSTRONG
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105 Catalina Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12694660
105 Catalina Drive Toronto M1M 1K7
$1,389,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12694660
- Bedrooms:
- 3
- Bathrooms:
- 3
Updated kitchen cabinets in Nov 2025. Welcome to 105 Catalina Drive, where comfort meets style and every day feels like a getaway! Step into this beautiful, sun-filled home, an entertainer's dream tucked away in one of the most sought-after neighbourhoods. Move-in ready and full of charm, this home blends function, warmth, and lifestyle perfectly. You'll find 3 spacious bedrooms (originally 4) and 3 bathrooms, with hardwood floors throughout, granite countertops, newer appliances, and an updated furnace, all (2020/2021). From the moment you walk in, it feels like home - the kind of place where you can truly relax and make lasting memories. The bright, above-grade basement is a bonus, featuring a wall-mounted TV and built-in speakers, a full bathroom and laundry area, plus a walkout to the backyard. Step outside to your private backyard oasis - the perfect setting for summer gatherings. Lounge by the pool, unwind under the pergola, or hostfriends on the wrap-around deck. You'll also enjoy the convenience of direct garage access from the main floor. Elizabeth Simcoe Public School is known for offering a private-school experience without the private-school fees. You're also just steps away from parks, tennis courts, a splash pad, nature trails, the marina, and Scarborough Golf Club. With the Guildwood GO Station Nearby easy access to shopping, hospitals, grocery stores, and restaurants, everything you need is right here.105 Catalina Drive isn't just a house, it's the home you've been waiting for. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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3358C Kingston Road in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12685862
3358C Kingston Road Toronto M1M 1R2
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12685862
- Bedrooms:
- 4
- Bathrooms:
- 3
Luxury at its finest! Freehold end-unit townhome, (like a semi) offering great space and privacy, nestled in the highly sought after Guildwood community. With nearly 2,500sqft of elegant living space, this beautifully upgraded 4-bedroom, 3-bath home is the largest unit in the complex. Step inside to an open-concept layout that is both bright and inviting, featuring hardwood floors, sleek California shutters, crown moulding, luxurious pot lights and a striking brick accent wall with a cozy fireplace that adds character to the main floor. The chef-inspired kitchen is a showstopper, boasting upgraded granite countertops, a stylish quartz backsplash, exquisite custom cabinetry and high-end stainless-steel appliances. Enjoy your enormous upgraded private deck in the rear, perfect for BBQs or relaxation, offering a serene retreat right at home. The primary bedroom is a true sanctuary, featuring a spacious walk-in closet, a luxurious spa-like ensuite, and a charming Juliet balcony, bringing in natural light and beautiful views. Enjoy the added bonus of two spacious parking spaces and built-in garage. The separate entrance to the basement, offers great rental potential. Ideally located in close proximity to top-rated schools, shopping centres, hospitals, and recreational facilities. With easy access to public transportation, including the TTC and nearby GO train stations, commuting has never been easier. This home is the perfect balance of luxury, practicality, and location a true dream come true. 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®# E12687638
9 Cranston Manor Court Toronto M1J 3M7
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12687638
- 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!Brokerage Remarks More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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80 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12688688
80 Toynbee Trail Toronto M1E 1G3
$1,374,999Residential Freehold- Status:
- Active
- MLS® Num:
- E12688688
- Bedrooms:
- 5
- Bathrooms:
- 3
Gorgeous in Guildwood - A Standout home in One of Toronto's Most Sought-After Lakeside Neighbourhoods. This beautifully maintained home offers an exceptional blend of location, comfort, and long-term value. Quiet, established streets, excellent schools, and seamless commuter access make this a neighbourhood a true gem. Thoughtfully designed, with large windows and three skylights filling the space with natural light. The main living areas feature a gas fireplace and an elegant box-beam ceiling in the dining room, creating a warm, refined atmosphere. The eat-in kitchen offers a large centre island, quartz countertops, and a walkout to a covered PVC low-maintenance composite deck and stone patio, ideal for everyday living and entertaining in any weather. Three bedrooms complete the main floor, including a primary suite with a 3pc ensuite, plus an additional full bath with a deep soaker tub. The fully finished basement adds valuable living space with a family room, home office, two additional bedrooms, a 3pc bathroom, separate laundry room, and ample storage. Recent updates include new carpeting in the basement and spare bedrooms, along with heated floors in both upstairs bathrooms. All interior walls and doors are sound-insulated, reflecting quality construction. Outdoor features include a barn-door entrance from the deck to the garage, a covered front porch, pot lighting in the soffits, a 2-car garage, and a wide private driveway with ample parking. The beautifully landscaped lot offers mature trees, landscape lighting, a fully fenced backyard, and a vinyl-sided shed with power and lighting for added storage or workspace. Walk to Guildwood GO, minutes to Highway 401, close to Kingston Road shopping and dining, and steps to parks, schools, and the waterfront, this home delivers on lifestyle and livability. More than a home - it's a rare opportunity to enjoy lakeside living, sun-filled spaces, and effortless commuting in one of Guildwood's most cherished communities. More detailsListed by Signature Elite Realty Ltd.- JARROD ARMSTRONG
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629 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12657428
629 10 Guildwood Parkway Toronto M1E 5B6
$889,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12657428
- Bedrooms:
- 3
- Bathrooms:
- 2
Highly Sought-After Lake View Unit! This bright and sunny south-west facing unit offers 1,542 sq ft of living space, featuring 2 bedrooms plus a solarium/office, 2 walk-outs, 2 brand-new sliding doors, a gas-fireplace and 2 parking spots! The spacious primary bedroom easily accommodates a king-sized bed and offers plenty of walking room, along with a walk-in closet and a 5-piece ensuite with both a jacuzzi tub and a separate shower. The condominium grounds are second to none, with lush, professionally managed and manicured garden paths that any nature lover will adore. Resort-style amenities include guest suites, an indoor saltwater pool, putting green with practice net, squash and basketball courts, a fully equipped gym, billiards room, library, card room, outdoor tennis and pickleball courts, and a communal BBQ patio with picnic tables and umbrellas-perfect for family gatherings. More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- JARROD ARMSTRONG
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- 1 (416) 457-1722
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Data was last updated February 2, 2026 at 01:15 AM (UTC)
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