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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458 Guildwood Parkway in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12612068
458 Guildwood Parkway Toronto M1E 1R5 
$1,648,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12612068
- 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 minor 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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- 1 (416) 457-1722
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115 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12602634
115 Toynbee Trail Toronto M1E 1G5 OPEN HOUSE: Dec 13, 202502:00 PM - 04:00 PM ESTOpen House on Saturday, December 13, 2025 2:00PM - 4:00PM
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12602634
- Bedrooms:
- 3
- Bathrooms:
- 3
The treasure of Toynbee Trail awaits you...This is the one you have been waiting for, situated on a premium corner lot on the best part of one of Guildwood's most prestigious streets. Think "Classic Guild" home and this is it. Inside you will find an enchanting blend of traditional character details and thoughtful upgrades. The sun-drenched, open concept main level is ideal for entertaining and Sunday dinners with family and friends. 3 large bedrooms and a family room (with powder room) that walks out to the backyard oasis is ideal for growing families, while the basement rec room is the perfect spot to watch the big game. Hardwood throughout and 3 (yes 3!) wood burning fireplaces and a spacious garage. The sprawling corner lot, with 78 foot frontage, features an inground pool and ample green space providing a private outdoor oasis, perfect for warm summer nights and el fresco dining. Prime location with close proximity to transit, TTC, Guildwood GO, Guildwood Park, waterfront trails, The Guild Inn and top ranked schools. More detailsListed by Signature Elite Realty Ltd.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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30 Greyabbey Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12599622
30 Greyabbey Trail Toronto M1E 1V7
$949,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12599622
- 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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- 1 (416) 457-1722
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926 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12597450
926 10 Guildwood Parkway Toronto M1E 5B5
$720,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12597450
- Bedrooms:
- 2
- Bathrooms:
- 2
** VACANT ** Freshly Painted throughout, this 1185 sq. ft. "Dearham" suite features: 2-Bedrooms, 2-Bathrooms, a Den/Solarium, Kitchen with a large B/I Pantry, In-unit Laundry facility room, 2-Walkouts to a Balcony with West/South views to Lake Ontario (Look down and you see the Tennis/Pickleball Courts), 1-Owned Locker and WOW!! 3-Owned Underground Parking Spots. The main living area offers a functional, open-concept layout with plenty of Natural Sunlight throughout the day. California Shutters cover all of the unit's Windows. There's Hardwood flooring in the combined Living Room, Dinning Room and Hallway. Carpet covers the 2-Bedroom & Den/Solarium flooring. Welcome to the "Gates of Guildwood" set on 10 acres of beautifully Landscaped Grounds, Gardens, Walking Path, outdoor Putting Green, Tennis courts, outdoor BBQs and Patio(s). Relax & Enjoy such Amenities as: 24-Hr Gated Security, Guest Suites, Party Room, Indoor Salt Water Pool, Sauna, Hot Tub, Fitness Room, Billiards, Golf Practice Driving Mats, Library, Squash & More! The building is just steps away to TTC, only a few more steps to the Guildwood-Go Station and a short distance to the Community Center, Restaurants, Shopping, Schools and More! More detailsListed by ACHIEVERS REAL ESTATE LIMITED- JARROD ARMSTRONG
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- 1 (416) 457-1722
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16 Lyncroft Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12570892
16 Lyncroft Drive Toronto M1E 1X7
$965,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12570892
- Bedrooms:
- 3
- Bathrooms:
- 2
Have you ever dreamed of owning a "Cottage in the City"? This fabulous chalet-style home in the heart of Guildwood Village truly ticks all the boxes! Nestled on one of the neighbourhood's most beloved streets, it sits gracefully along a quiet curve - an ideal spot where kids can play safely outdoors all day long. And then there's the backyard - an expansive, pie-shaped oasis that feels like your own enchanted forest, perfect for adventures, relaxation, or creative landscaping dreams. With convenient gate access to Galloway Road - adding a Garden Suite could be a breeze! Inside, the unique layout features cathedral ceilings throughout, creating a bright, open, and airy atmosphere in every room. Lovingly maintained by the original owners, this home is ready for its next chapter, and for someone new to unlock its incredible potential. You'll love living in Guildwood Village, a friendly Family-oriented community! This fantastic location is within walking distance to excellent schools, the TTC, GO Train, University of Toronto Scarborough, and Centennial College. Plus, you're just steps away from of Lake Ontario, where peaceful nature walks await! Come discover why this special home and this exceptional neighbourhood are the perfect place to build your next story! More detailsListed by EVANOFF REAL ESTATE LTD.- JARROD ARMSTRONG
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- 1 (416) 457-1722
- Contact by Email
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1405 90 Dale Avenue in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12545240
1405 90 Dale Avenue Toronto M1J 3N4
$479,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12545240
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to 90 Dale Ave #1405 in the sought-after Guildwood community, a bright and spacious 2-bedroom, 2-bath condo featuring a desirable **southwest exposure** with partial views of Lake Ontario. The well-designed layout offers an open-concept living and dining area, a primary bedroom with a 3-piece ensuite and a walk-in closet, and a second bedroom with walk in closet served by a 4-piece bathroom. Enjoy sun-filled rooms, beautiful views from every window, and an unbeatable location just steps to the TTC, Guildwood GO Station, parks, and scenic walking trails-offering the perfect blend of comfort and convenience. More detailsListed by REALTY ONE GROUP REVEAL- JARROD ARMSTRONG
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- 1 (416) 457-1722
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51 Prince Philip Boulevard in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12536348
51 Prince Philip Boulevard Toronto M1E 1J5
$999,999Residential Freehold- Status:
- Active
- MLS® Num:
- E12536348
- Bedrooms:
- 4
- Bathrooms:
- 2
PEACEFUL ON PRINCE PHILLIP! Tucked into the heart of Guildwood Village, this detached 2-storey home sits proudly on a beautifully landscaped corner lot. It's the kind of place that feels calm the moment you arrive - bright, open, and full of life. Inside, natural light pours through every room. The living and dining areas offer an easy flow for everyday moments or gatherings, while the family room opens onto a private patio - perfect for relaxed afternoons or evening dinners outdoors. The kitchen has space for casual meals and features stainless steel appliances that make cooking feel effortless. Upstairs, four comfortable bedrooms and two bathrooms provide room for everyone, all finished with warm hardwood floors. The lower level extends the living space with a recreation room, home office, and utility area - adaptable for work, play, or quiet retreat. Recent updates - including the roof, siding, windows, doors, and deck (2019) - bring confidence and convenience to everyday living. Step outside and you'll find your own backyard escape: a beautiful in-ground pool surrounded by lush greenery and space to unwind. Whether you're hosting friends or soaking up a quiet moment, it's a setting that makes home feel like a getaway. Moments from the GO Train, TTC, schools, restaurants, the Bluffs, and the lake, this property blends connection, comfort, and charm - the best of Guildwood living. More detailsListed by SAGE REAL ESTATE LIMITED- JARROD ARMSTRONG
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- 1 (416) 457-1722
- Contact by Email
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76 Livingston Road in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12530928
76 Livingston Road Toronto M1E 1L4
$999,999Residential Freehold- Status:
- Active
- MLS® Num:
- E12530928
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to this beautiful maintained four level, split home in the highly sought after Guildwood village! The main and upper levels feature hardwood flooring throughout. Upstairs, you'll find three generously sized bedrooms, each with large windows and ample closet space. The lower level offers a spacious recreational room complete with a cozy fireplace, while the basement includes an additional kitchen and bedroom - perfect for extended family or guest. A built-in, hardwired security system was professionally installed in 2022 by stealth security systems. Recent upgrades include: California shutters 2019; Goodman HVAC system 2019; tankless water heater 2019; metal yard fence 2020; pot lights; main floor, refrigerator, and stove. This premium location puts you just minutes from the go train, TTC, schools, shopping, restaurants, the Scarborough, Bluffs, and Lake Ontario. Book your showing today! More detailsListed by CENTURY 21 ATRIA REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
- Contact by Email
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21 Nuffield Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12518984
21 Nuffield Drive Toronto M1E 1H3
$949,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12518984
- Bedrooms:
- 4
- Bathrooms:
- 3
A home you can truly grow into, 21 Nuffield Drive offers space, versatility, and a strong sense of community in the heart of Guildwood Village. *QUALIFIES for a GARDEN SUITE* This 4 bedroom, 3 bathroom detached 4-level Sidesplit sits on a generous 50 x 105 ft lot backing directly onto the 7-acre Guildwood Village Park. With 1,586 sq. ft. above grade plus a fully finished lower level, it's ideal for multi-generational living, work-from-home setups, or rental income potential. The upper level features 3 bedrooms, a 4-piece bath, a full kitchen, and new luxury vinyl flooring throughout. On the main level, a 4th bedroom, 3-piece bath, kitchenette, and bright living room with floor-to-ceiling glass doors open to a fully fenced backyard. The backyard gate opens onto Guildwood Village Park for convenient access to both Guildwood Junior PS and St. Ursula Catholic School. The lower level features combined living/kitchen area, 4-piece bath, and laundry. An attached 1-car garage and private driveway for 4 vehicles make parking easy. Known for its tree-lined streets, tight-knit community, and natural beauty, Guildwood offers Lake Ontario, the Guild Inn Estate, waterfront trails, GO Transit, TTC, and nearby shopping - a true East End gem where families stay for decades. Open House Saturday November 29th from 2:00PM to 4:00PM. More detailsListed by ROYAL LEPAGE ESTATE REALTY- JARROD ARMSTRONG
- RIGHT AT HOME
- 1 (416) 457-1722
- Contact by Email
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64 Dale Avenue in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12486749
64 Dale Avenue Toronto M1J 3J5
$969,999Residential Freehold- Status:
- Active
- MLS® Num:
- E12486749
- Bedrooms:
- 7
- Bathrooms:
- 4
Welcome to this beautifully renovated detached bungalow in Guildwood Village, sitting on an impressive 49.1 x 290.66 ft lot, offering endless possibilities! This charming all-brick home boasts 3 spacious bedrooms on the main floor, plus an additional 4 bedrooms in the fully finished basement with a separate entrance, ideal for potential rental income. The main level features an inviting living and dining area with elegant crown molding and oak hardwood floors throughout, complemented by an abundance of natural light. The modern kitchen is equipped with sleek quartz countertops. The basement is expansive and well-designed, offering a 200-amp electrical panel. Plus, a brand new park will be built next door on the east side, adding even more value to this incredible property. With a large backyard, there's plenty of space to build a garden suite or create your dream outdoor oasis. More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- JARROD ARMSTRONG
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- 1 (416) 457-1722
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726 3650 Kingston Road in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12481480
726 3650 Kingston Road Toronto M1M 3X9
$419,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12481480
- Bedrooms:
- 2
- Bathrooms:
- 1
Beautiful and Spacious 1+1 Bedroom Plus Den Condo ,Excellent Location! Tridel-built condo featuring ensuite laundry. walk out to Juliette balcony The Village at Guildwood" Condominiums, Party room , quiet Library area , spacious 700 sq. ft suite. Window coverings, Stainless steel appliances: Refrigerator; Stove; Over-the-range Microwave; Built-in Dishwasher. Ensuite full-sized stacked washer and dryer. Minutes drive to Guildwood Station on the GO- Train Lakeshore line; Walk to "Metro" grocery store, Strip-mall, Close to bluffers park and Beautiful Scarborough Bluffs on the Lake and Minutes drive to prestigious Scarborough Golf Club. Library, Enjoy access to excellent building amenities and a variety of shops and services. Steps to Grocery Store, TTC, Goodlife Fitness Many Parks, Schools, Medical Clinic, Library, Banks, Rec Centre, Shops too Many to list! More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
- RIGHT AT HOME
- 1 (416) 457-1722
- Contact by Email
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PH14 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12474024
PH14 20 Guildwood Parkway Toronto M1E 5B6
$1,249,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12474024
- 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
- RIGHT AT HOME
- 1 (416) 457-1722
- Contact by Email
Data was last updated December 11, 2025 at 04:15 AM (UTC)
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