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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19 Bournville Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13862928
19 Bournville Drive Toronto M1E 1C3 
$1,115,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13862928
- Bedrooms:
- 3
- Bathrooms:
- 2
Visit REALTOR website for additional information: Much larger than it appears! Welcome to this charming, bright back split nestled on a quiet, tree-lined street in the highly desirable Guildwood Village community. This spacious home features an inviting open-concept living and dining room, complete with a cozy gas fireplace and an elegant bay window. Step down into the sunken family room, which boasts brand-new vinyl flooring and a seamless walk-out toa private patio and back garden.With a separate side entrance, a classic hardwood foot print throughout, a durable lifetime tiled roof, and a massive crawl space for extra storage, this property offers incredible layout potential.It also presents a proven income opportunity, consistently designated as a top-performing short-term rental guest favorite. Enjoy un matched neighborhood lifestyle value with an easy walk to the Guildwood GOTrain, TTC transit, top-rated schools, local boutique shops, the historic Guild Inn park, scenic trails, and the shores of Lake Ontario! More detailsListed by PG DIRECT REALTY LTD.- JARROD ARMSTRONG
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76 Livingston Road in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13853042
76 Livingston Road Toronto M1E 1L4 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 11, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 11, 2026 2:00PM - 4:00PM
$949,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13853042
- Bedrooms:
- 4
- Bathrooms:
- 4
$80K+ IN UPGRADES | CORNER LOT | 2 DRIVEWAYS | RARE DOUBLE-CAR GARAGE | 3 MINS TO GUILDWOOD GO! Welcome to this one-of-a-kind, generously sized 4-level split in prestigious Guildwood Village. Offering the space of a much larger home, this property features 3 spacious bedrooms, 4 washrooms, hardwood flooring on the main floor, a large living area, dedicated dining space and a well-appointed kitchen with island.The separate entrance to the lower level creates excellent rental potential-ideal for generating additional income and building long-term wealth while still enjoying plenty of space for your own family.Designed with family living in mind, the multi-level layout offers a wonderful balance of shared spaces and privacy, with room to grow, entertain, work from home and create lasting memories.The lifestyle is just as special. Located minutes from the Scarborough Bluffs, Guild Park & Gardens and Lake Ontario, enjoy nearby trails, green space, historic architecture and beautiful lakefront views. Guildwood GO is just 3 minutes away, offering an approx. 30-minute ride to Downtown Toronto, with TTC, schools and Sir Wilfrid Laurier Collegiate nearby.A rare combination of space, family living, income potential and convenience in one of Scarborough's most established communities. More detailsListed by AVION REALTY INC.- JARROD ARMSTRONG
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11 Fareham Crescent in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13847374
11 Fareham Crescent Toronto M1E 1J8 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 11, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 11, 2026 2:00PM - 4:00PM
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13847374
- Bedrooms:
- 4
- Bathrooms:
- 2
Highly Sought-After Guildwood Village. A Rare Opportunity. This Home Has Been Beautifully Renevated With Upgraded Kitchen, All New MainFloor Bathroom, Brand New 3pc Bathroom With Glass Shower. Private Well Designed And Spacious In-Law Apartment (Possible Income Potetial) With High Ceilings, May Also Be Used For Office Spaces Or Those Work-From-Home Needs . Large + Bright Laundry Room And Spacious Cold-Celler. Rec-Room/Family Room With Beautifull Designed Stone FirePlace For Cozy Family Gatherings and Holiday Celebbrations. Main Floor Kitchen Has Walk-Out To A Spacious and Private Yard For Gardening and Has Large Patio For Entertaining, Summer Gatherings, BRBque And Safe Family Fun. An *Additional 2nd Detatched Garage* That Can Be Converted Into A Home Studio or Space For A Home Business And/or WorkShop - Garage Has Lower Level. All New Roof - 2025, New Up-Grade Electrical 200 Amp -2025, Newer Furnace 2021, New Hot Water Tank -2023 (Owend). This Home Has an Abundance of Natural Light With Large Wall To Wall Windows in Living Area, Dinning Room and Kitchen and Bedrooms. Renovated Main Floor Kitchen with New Stainless Steel Appliances i.e. Two-Door Large Refridgerater, New Built-In Dishwasher and Newer 4 Burnner Gas Stove and Oven. 3 Very Spacious and Bright Bedrooms With Ample Closet/Storage Space. Main Floor Has Hardwood Throughout.This Home Delivers! Just Steps Away From Incredible Parks, Top-Rated Schools - Elementary , Middle School and High School, and The Scenic/Historic Guild Inn and Park With Beautiful Views of The Famouse Scarborough Bluffs and Lake Ontario.You Will Love The Lifestyle The Neighbourhood Offers. For Commuters, Guildwood GO Station Is A Mere 2 Minute Drive Away, Making Your Journey To Work A Breeze. This Home Is a Must See, Situated In One of The Most Desireble Pockets Of The City. **Dont Miss This Opportunity. More detailsListed by RIGHT AT HOME REALTY- JARROD ARMSTRONG
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21 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13840596
21 Toynbee Trail Toronto M1E 1E8
$1,688,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13840596
- Bedrooms:
- 6
- Bathrooms:
- 5
A rare, high-cash-flow architectural masterpiece nestled on a private 59-foot premium lot in prime Guildwood with total tranquility and no front or rear neighbours. Offering over 2,650 sq ft of luxury living space, this extraordinary property combines an exquisitely renovated primary residence, a brand-new 1,000 sq ft semi-attached addition, and a finished lower-level bachelor suite, creating the ultimate multi-generational retreat or mortgage-crushing investment. The legal secondary 2-bedroom, 2-bathroom suite generates an impressive $4,700/month in long-term executive rental income, allowing you to live luxuriously while your investment pays for itself.Step inside the brand-new contemporary addition, showcasing a sleek stucco exterior, ultra-efficient building envelope (4-inch spray foam plus 2-inch styrofoam), and high-end modern engineering. Interior highlights include over $90,000 in custom millwork, bespoke under-stair storage, rich engineered oak veneer flooring, and dramatic glass-railed oak stairs. The chef-inspired kitchen features smart LG appliances with an air-fryer range, while spa-like bathrooms feature intelligent thermostat-controlled heated floors. Outfitted with dual Bosch heating/cooling systems, smart lighting, and hardwired Ethernet, no detail has been overlooked.The fully transformed original residence boasts designer quartz countertops with matching slab backsplash, a dedicated coffee station, integrated entertainment storage, renovated luxury baths, and two spacious bedrooms with space-saving custom Murphy beds. The fully finished basement bachelor unit features its own brand-new kitchen, perfect for an in-law, nanny suite, or guest flat.The outdoor oasis is built for entertaining, featuring a new illuminated composite deck, 68-foot retaining wall, premium stone interlocking, epoxy garage floors, brand-new asphalt driveway, and custom storage shed. An unrepeatable turnkey Guildwood showpiece. More detailsListed by RE/MAX REALTRON MARIUS MITROFAN GROUP- JARROD ARMSTRONG
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223 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13833688
223 10 Guildwood Parkway Toronto M1E 5B5
$625,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13833688
- Bedrooms:
- 2
- Bathrooms:
- 2
Very popular, meticulously maintained, Fareham model suite with southeast views! 1123 sq ft, split bedroom model. Beautiful Tridel built Gates of the Guild condo in Guildwood Village, set on 10 acres of lovely gardens and walking trails. Excellent, all inclusive maintenance fees (TV and internet as well), lovely amenities and social events. 3 walk-outs to the south east facing balcony. Underground parking and main floor locker. Exceptional amenities include an indoor salt water pool, whirlpool, sauna, exercise room, billiards, outdoor golf green and indoor practice golf, tennis, squash and pickleball courts, library, party room, guest suites, concierge, security, car wash and bbq area. TTC at the door and Guildwood GO train station steps away. This condo has it all! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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706 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13833560
706 20 Guildwood Parkway Toronto M1E 5B6
$999,999Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13833560
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 20 Guildwood Pkwy, Unit 706! Situated on a higher floor, this exceptional suite offers expansive, elevated views and a wonderful sense of openness. This Unit has it all! Experience 1,622 sq. ft. of beautifully updated living space in the desirable Avondale Model, offering 2 bedrooms + Den, 2 full bathrooms and stunning lake views. Step directly onto the balcony from both bedrooms and the den and enjoy the tranquil setting. The spacious primary suite features three closets, one being a walk-in, while the separate laundry room and additional in-suite storage/pantry adds exceptional convenience and value. The kitchen has been stylishly refreshed with new quartz countertops, backsplash and refaced cabinetry, complemented by newer stainless-steel appliances. Laminate floor and bedroom carpeting updated approx 2025. Enjoy two underground tandem parking spaces conveniently located near the elevator, plus an owned ground-floor locker. This exceptional community offers over 10 acres of beautifully manicured gardens and an incredible array of amenities including 24-hour gatehouse security, indoor saltwater pool, whirlpool, sauna, gym, tennis / pickleball courts, golf simulator, outdoor putting green, outdoor terraces with BBQ's, billiards, library, guest suites and more. With Guildwood GO Station within walking distance, this is a rare opportunity to enjoy space, comfort, resort-style amenities and breathtaking lake-oriented living in Toronto's beautiful Guildwood community. Monthly maintenance includes: water, hydro, subsidized cable, internet, furnace filter change and change of LED potlight bulbs. Please note there is a No dogs policy in the builing. More detailsListed by RE/MAX WEST REALTY INC.- JARROD ARMSTRONG
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21 Sir Raymond Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13827536
21 Sir Raymond Drive Toronto M1E 1C1
$990,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13827536
- Bedrooms:
- 6
- Bathrooms:
- 3
Welcome to this elegant, fully renovated 4-bedroom home in the prestigious Guildwood neighbourhood. Renovated from top to bottom, this beautiful property features extensive upgrades inside and out, including a brand new kitchen with a double sink and gorgeous quartz counter tops, set within a spacious eat-in layout. Freshly painted throughout, the home offers a newly renovated 2-bedroom basement with a separate side entrance, providing excellent potential for an in-law suite, guest accommodation or additional living space. Step outside to enjoy a huge backyard with a charming deck ,perfect for relaxing, entertaining and enjoying summer days. Ideally located just minutes from the Scarborough Bluffs, with convenient access to GO transit, TTC, Shopping and Guild Park. Move-in ready and thoughtfully renovated, this is an opportunity you don't want to miss! More detailsListed by RE/MAX ACE REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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83 28 Livingston Road in Toronto: Guildwood Condo Townhouse for sale (Toronto E08) : MLS®# E13830864
83 28 Livingston Road Toronto M1E 4S5
$824,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13830864
- Bedrooms:
- 3
- Bathrooms:
- 3
A new way of Livingston! This well-kept 3-storey end unit townhouse in the Guildwood communityoffers the beauty of lakeside living in one of Toronto's most desirable neighbourhoods.Perfectly positioned just steps beside Lake Ontario, the home sits surrounded by nature andoffers a tranquil environment while having the convenience of the city's proximity. This endunit provides additional privacy combined with the open concept layout for the ideal home forboth relaxing and entertaining. Residents of this well-managed community also enjoy access toa seasonal outdoor pool. Do not miss your opportunity to enjoy the lakeside lifestyle you havealways wanted! More detailsListed by PSR- JARROD ARMSTRONG
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- 1 (416) 457-1722
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225 Catalina Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13828394
225 Catalina Drive Toronto M1E 1B8
$1,499,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13828394
- Bedrooms:
- 4
- Bathrooms:
- 4
HGTV's Top of the Block winner, recognized for its sleek modern design, thoughtful functionality, natural light and exceptional attention to detail. Fully rebuilt in 2023 by a reputable builder with premium materials sourced from around the world. Bright, open-concept living and dining with European tilt-and-turn windows and expansive lift-and-slide doors. Chef-inspired kitchen with sleek cabinetry, quartz waterfall island and top-of-the-line appliances. Private pool-size 50 x 110 ft lot with a beautifully landscaped backyard oasis. Fully finished basement featuring a spacious bedroom and stunning bathroom. A true gem in Guildwood Village, one of Toronto's hidden paradises by the lake- Minutes from beaches, waterfront trails and Rouge National Urban Park, offering an incredible combination of nature and city living. More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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11 Regency Square in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13827352
11 Regency Square Toronto M1E 1N4
$1,068,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13827352
- 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). Roof Re-shingled (2025),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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- 1 (416) 457-1722
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16 Earswick Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13813576
16 Earswick Drive Toronto M1E 1C6
$1,100,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13813576
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 16 Earswick Drive, an elevated retreat in the coveted Guildwood Village, known for its tree-lined streets, timeless architecture, strong sense of community, and convenient access to Guildwood GO Station. This beautifully updated 3-level backsplit offers a perfect blend of modern style, functionality, and versatile living. Spacious open-concept living and dining area with hardwood floors, a custom feature wall, and an oversized window that fills the space with natural light. The newly renovated kitchen boasts custom cabinetry, sleek quartz countertops, premium stainless steel appliances, and a generous layout ideal for everyday living and entertaining. The home offers three well-sized bedrooms with large closets and a tastefully renovated bathroom. The primary suite features a private walkout to an impressive 300 sq. ft. two-tier deck overlooking the fully private backyard, surrounded by mature greenery and approximately 18-footprivacy trees for a peaceful, secluded setting. A separate side entrance leads to a beautifully finished in-law suite with its own kitchen, bedroom, and full bathroom-ideal for extended family, guests, or potential income. The lower level includes an approximately 500 sq. ft. crawlspace for abundant storage, while a spacious garden shed provides additional outdoor storage. The fully interlocked front yard offers parking for up to four vehicles, plus a private attached garage. Ideally located minutes from the Scarborough Bluffs and Guild Park & Gardens, enjoy nearby trails, green space, historic architecture, and lakefront views. With easy access to Guildwood GO Station and Sir Wilfrid Laurier Collegiate, 16 Earswick Drive offers an exceptional combination of privacy, space, modern updates, and convenience in one of Scarborough's most established communities. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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- 1 (416) 457-1722
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4 Galloway Road in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13808836
4 Galloway Road Toronto M1E 1W4
$1,175,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13808836
- Bedrooms:
- 5
- Bathrooms:
- 4
Does your Family need more space? This spacious and beautifully maintained Guildwood executive home offers room for everyone! Cherished by the same family since 1970, this wonderful home is filled with memories and ready for a new Family to begin their own chapter. Generously sized principal rooms provide plenty of space to gather, while the impressive Family room features soaring vaulted ceilings and a walk-out to a lovely, private yard-perfect for Family time and entertaining. Upstairs, the spacious primary bedroom offers a 2-piece ensuite, along with three additional good-sized bedrooms and a renovated 4-piece Family bathroom. The lower level expands your living space with a large 5th bedroom, 4-piece bathroom and huge recreation room where the Family fun continues! An oversized 2-car garage with bonus loft storage and covered entrance provides exceptional convenience and storage. A cozy covered front porch and welcoming curb appeal add to the charm of this special home. Spectacular location just steps from the Scarborough Bluffs and Guild Inn, with easy, walkable access to TTC, GO Train, excellent schools and local shopping. A wonderful opportunity to create lasting Family memories in one of Guildwood's most desirable settings! More detailsListed by EVANOFF REAL ESTATE LTD.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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Data was last updated October 6, 2026 at 12:15 PM (UTC)
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