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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638 22 East Haven Drive in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12628742
638 22 East Haven Drive Toronto M1N 0B4 
$699,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12628742
- Bedrooms:
- 3
- Bathrooms:
- 2
Beautiful 2 Bed Plus Den (Room Size Den) & 2 Washroom, High-End Baths & Kitchen Finishes. With 9' Smooth Ceiling- Efficient Floor Plan, Upgraded Bath & Kitchen Finishes. Located In One Of The Cities Ideal Neighbourhoods, Close To All Amenities Include Shops, Cafes, Restaurants, & 24Hr Transit Service At Your Door Step *** Stunning Lakeside Building Terrace ***1 Parking And Locker Included More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- JARROD ARMSTRONG
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24 Lalton Place in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12628098
24 Lalton Place Toronto M1E 1T4
$1,139,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12628098
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome To 24 Lalton Place. This Is Your Opportunity To Live In The Wonderful Guildwood Community . Renovated and designed with timeless elegant features. The main level presents a vibrant, sun filled dining and living area with huge windows O/L the gardens The upper level includes 3 large bedrooms updated with beautiful Laminate throughout. 2 separate side yards and landscaped with a private interlocked patio, Roof 4 years ,Furnace & AC 1 year, just steps to parks and trails, Guild Park & Gardens, lakeside trails, great schools, and moments to Kingston Rd shopping, groceries, Guildwood GO train station with a short trip to downtown, and minutes to highway 401 for easy commuting. This is the one you've been waiting for! Book your showing today! More detailsListed by ROYAL LEPAGE CONNECT REALTY- JARROD ARMSTRONG
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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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115 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E12602634
115 Toynbee Trail Toronto M1E 1G5
$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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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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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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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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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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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
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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
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532 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12471290
532 10 Guildwood Parkway Toronto M1E 5B5
$600,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12471290
- 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 ROYAL LEPAGE CONNECT REALTY- JARROD ARMSTRONG
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1416 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E12461022
1416 20 Guildwood Parkway Toronto M1E 5B6
$619,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E12461022
- 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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- 1 (416) 457-1722
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Data was last updated December 16, 2025 at 03:15 PM (UTC)
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