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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105 Catalina Drive in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13089244
105 Catalina Drive Toronto M1M 1K7 OPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$1,229,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13089244
- Bedrooms:
- 3
- Bathrooms:
- 3
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 just 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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1120 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13088840
1120 10 Guildwood Parkway Toronto M1E 5B5
$1,050,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13088840
- 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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5 Greyabbey Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13087440
5 Greyabbey Trail Toronto M1E 1V6 OPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PMOPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$799,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13087440
- Bedrooms:
- 4
- Bathrooms:
- 2
This beautifully maintained 3+1 bedroom, 2 bathroom home has been thoughtfully cared for and tastefully updated, offering the kind of quality and warmth that's immediately felt the moment you walk through the door. The main floor shines with brand new appliances in a well-appointed kitchen, and a fully renovated bathroom that strikes the perfect balance of style and function. Fresh, neutral paint throughout gives the home a crisp, move-in ready feel, while new flooring in the basement rec room adds a polished finish to the additional living space below. A brand new washer and dryer round out the updates - the big-ticket items are already done for you. This generous lot is a standout feature for those with a love of gardening or outdoor living, offering space to create something truly special through the seasons. All of this is set within the heart of Guildwood - one of Toronto's most cherished communities, known for its neighbourly spirit, proximity to the Scarborough Bluffs, scenic walking trails, and top-rated schools. It's the kind of street where people stay for decades, and it's easy to see why. A rare opportunity at this price point - don't wait. More detailsListed by SUTTON GROUP OLD MILL REALTY INC.- JARROD ARMSTRONG
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PH1 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13083520
PH1 20 Guildwood Parkway Toronto M1E 5B6
$624,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13083520
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome home to the prestigious Gates of Guildwood! Resort style living in your sought after penthouse unit! Enjoy your bright and spacious home with a thoughtfully planned layout to maximize comfort, function and enjoyment. The flow from the kitchen with breakfast bar to the open concept living / dining areas makes every living space usable! Your beautiful primary bedroom offers a 4pc ensuite and walk out to the balcony. Bonus solarium room to maximize your natural light - offers fantastic "flexible space" to suit your needs (guest room / home office / additional living space). You'll love to spend every evening enjoying the colours of the sunset view! This building is a rare gem, offering a genuine opportunity for community and warmth. It has fantastic physical amenities like tennis courts, pickleball, indoor golf range, putting green, pool, sauna, gym, library, social rooms, guest suites, car wash and more. But the real unique offering of this building is all the social clubs and organized social activity calendars - from aquafit to glee club & euchre..and truly EVERYTHING in-between! Penthouse unit offers unique perks to the owner - XL storage locker & XL end spot parking. Located just minutes from highway 401, Guildwood GO station, Scarborough Bluffs, shops, restaurants, parks and more. ALL UTILITIES INCLUDED! No more juggling monthly bills - your maintenance fees keep life stress-free (heat, hydro, water, A/C..even your cable TV and internet)! If you're looking to simplify your space and upgrade your lifestyle, start packing your bags! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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222 10 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13082766
222 10 Guildwood Parkway Toronto M1E 5B5
$819,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13082766
- Bedrooms:
- 3
- Bathrooms:
- 2
What value!! This is your prime opportunity to own a fantastic, expansive and sophisticated suite in the prestigious Gates of Guildwood condos where you will experience resort style living within an exclusive gated complex. Situated on the 2nd floor, this unit offers peace of mind with very quick and easy access to the lobby/exterior and wonderful privacy on its balcony. With 1620 sq.ft. of upgraded living space, a large marble tiled entry foyer, 2 bedrooms/2 baths this highly desirable "Avonmore model" offers a comfortable care free lifestyle for the discerning buyer. The large open living/dining space features a rare, cozy gas fireplace with an adjacent four season solarium. The well appointed renovated kitchen with granite counters and built in appliances is ideal for entertaining. The primary bedroom features a walk-in closet with additional his/ her closets and a beautiful four piece ensuite bath. The second bedroom/den features a walk-out to a very private covered balcony, as do the primary bedroom and solarium... 3 walk-outs in total! This fabulous suite ticks all the boxes and with separate ensuite storage/laundry rooms and a bonus additional owned locker, storage space will never be a concern. The exceptional and abundant amenties include an indoor pool, seperate hot tub, work out gym, billiards room, library, party room, virtual golf and indoor racquet courts and much more. Explore the outdoors of this 11 acre private property with extensive gardens, walking trails, tennis/pickle ball courts, BBQ area, patio, gazebo and even more. With gate house access and 24 hour security this amazing condo at 10 Guildwood Pkwy is the perfect home for you. More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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207 20 guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E13082490
207 20 guildwood Parkway Toronto M1B 5E6
$749,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13082490
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To The sought after Gates Of Guildwood, Where The Amenities & Grounds Have So Much To Offer! 24 Hour Gatehouse Security, Close To Ttc, Subway, Go Train, Shopping & Golf Course. 2 Bedroom, 2 Full Bathrooms, 2 w/o to balcony Maintenance Fees Incl:All Utilities,Cable & Internet. New kitchen w/quatrz counters & stainless steel Appliances 2021 main bathroom renovated 2021, new flooring throughout 2021, ensuite bathroom new vanity w/ quartz counters 2021, Freshly painted new closet organizers 2026 More detailsListed by ROYAL HERITAGE REALTY LTD.- JARROD ARMSTRONG
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3741 Kingston Road in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13076616
3741 Kingston Road Toronto M1J 3H4
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13076616
- Bedrooms:
- 4
- Bathrooms:
- 3
Guildwood Gem | Timeless Charm Meets Modern Living. Step into a beautifully restored 1927 home where character, warmth, and thoughtful upgrades come together seamlessly. This exceptional 4-bedroom, 3-bathroom residence is truly overflowing with charm, offering elegant principal rooms and versatile living spaces designed for today's lifestyle. A stunning formal dining room showcases perfectly preserved wainscoting and original leaded glass windows, while the inviting living room features a large bay window, rich hardwood floors, and a cozy wood-burning fireplace-upgraded with a stainless steel liner and flue (2020).The updated eat-in kitchen is both stylish and functional, complete with Bosch appliances (2025), a Kohler farmhouse dual sink with built-in hot water dispenser, and ample storage for everyday living and entertaining. Upstairs, four spacious bedrooms include a serene primary retreat with a walk-in closet, ensuite bathroom, and private balcony, your own quiet escape. A unique loft above the single-car garage offers incredible flexibility as a home office, gym, or additional living space. The finished basement with a separate entrance adds even more versatility, while the secluded backyard transforms into a romantic oasis in the warmer months, featuring lush gardens and vine-covered walls-perfect for entertaining or unwinding in privacy. Located in the heart of Guildwood, this home offers the perfect blend of nature and convenience. Enjoy access to incredible parks and scenic walking trails just moments away, while still being able to walk to local shops and grocery stores. Commuters will appreciate the easy access to the GO Train-getting you downtown in under 30 minutes-as well as close proximity to the highway for effortless travel across the city. A rare offering in a truly special neighbourhood-where timeless elegance meets modern comfort. More detailsListed by UNION REALTY BROKERAGE INC.- JARROD ARMSTRONG
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135 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13058276
135 Toynbee Trail Toronto M1E 1G5
$990,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13058276
- Bedrooms:
- 4
- Bathrooms:
- 2
Tucked into the heart of Guildwood, this bungalow offers a rare blend of warmth, privacy, and everyday functionality - set on a beautifully landscaped 53.75 x 110.18 ft lot surrounded by mature trees and lush greenery, with no homes directly behind. The setting feels open, quiet, and established, with a level of privacy that's hard to find. Across both levels, the home offers over 1,100 sq ft of finished living space, thoughtfully laid out to maximize usability. Inside, large west-facing windows fill the main living area with natural light throughout the afternoon, creating a bright and welcoming feel. The main floor features three bedrooms and an open-concept living and dining space - comfortable, functional, and with room to personalize over time. The finished basement adds meaningful flexibility, featuring a spacious rec room with a wood-burning fireplace, an additional bedroom, full bathroom, and its own side entrance - well-suited for in-law living or income potential. This is the kind of versatility that adds long-term value. The outdoor space continues to impress, with five mature trees enclosing the yard and creating a private, green backdrop through the warmer months. The property has also been recognized with multiple Scarborough gardening awards, reflecting clear pride of ownership. Location is a major highlight. Just minutes to Guildwood GO Station for a quick downtown commute, and within walking distance through nearby parkland to local schools, the convenience here is hard to beat. Surrounded by parks, trails, and the natural beauty Guildwood is known for-while still being close to everyday amenities - this is a neighbourhood that consistently holds strong demand. A well-rounded home offering light, privacy, flexibility, and a location that delivers in one of the east end's most desirable communities. More detailsListed by Signature Elite Realty Ltd.- JARROD ARMSTRONG
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115 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13054866
115 Toynbee Trail Toronto M1E 1G5
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13054866
- Bedrooms:
- 4
- 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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12 Dale Avenue in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13054960
12 Dale Avenue Toronto M1J 3J5
$1,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13054960
- Bedrooms:
- 4
- Bathrooms:
- 5
Looking For More Space? Looking For Long-Term Options For Your Family? Welcome To This Massive And Spacious 3-Storey Detached Corner Home in Guildwood - Ideal for Families or Multigenerational Living! This home blends generous living spaces with practical layouts, offering versatility for family life, entertaining, and future needs. The open-concept main level is designed for seamless entertaining, featuring a bright flow between living and dining spaces, and a kitchen anchored by a large island, tons of storage space, next to the breakfast area. Walk into the grand room - a double living room plus dedicated dining room for flexible layouts, with a built-in electric fireplace for added comfort. Upstairs you'll find the primary suite and three additional bedrooms with ample closet space in each. Enjoy a primary that has its own walk-in closet and ensuite bath, including a separate soaker tub! Below you'll find the ground main floor with its own separate entrance and walk-out to the backyard. The backyard retreat comes with a deck and gazebo, plus generous grass area for a kids play area or to fulfill all your green thumb needs. Bonus: Bathrooms on every level, including the basement! Basement has the potential for a second kitchen or kitchenette, ideal for an in-law suite or guest suite setup for all your out of town family and friends. Schedule a viewing to experience the flow and the endless possibilities this Guildwood gem provides. More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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3 Wythenshawe Wood in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13039732
3 Wythenshawe Wood Toronto M1E 1H1
$1,849,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13039732
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome To This Beautiful 4+1 Bedroom, 3-Bathroom Side-Split Home, Offering An Incredible 3,129 Sq Ft of Total Living Space, Comfort, And Versatility In A Prime Location on a Quiet Cul-de-Sac. With A Double-Car & Deep Garage with Door Large Interlock Driveway & Walkway And Fantastic Curb Appeal, This Property Makes An Immediate Impression. Step Inside To A Bright, Well Lit Entryway W/ Direct Garage Access And An Airy Open-Concept Layout. Natural Light Pours In Through 3 Skylights And Walls of Windows, Highlighting The Rich Hardwood Floors Throughout. The Main Level Offers An Inviting Living Area With A Picture-Perfect Bay Window Flowing Seamlessly Into The O/Sized Kitchen, Complete With High End Stainless Steel Appliances, B/I Floor To Ceiling Wine-Beverage Fridge, Coffee Bar, Granite Counters, Gas Cooktop W/Pop Up Exhaust Fan, Breakfast Bar, And Open Sightlines To The Family Room. The Family Room Is The Heart Of The Home, Featuring Vaulted Ceilings With Pot Lights, Gas Fireplace, And A Walk-Out To The Backyard Deck & Pool. Perfect For Indoor-Outdoor Living And Entertaining. A Unique Bonus: A Main Floor Bedroom Or Sitting Room With A Private 2-Piece(Ez 3 Pc) Bath And Direct Walk-Out To The Rear Yard, Ideal For Guests, A Home Office, Or Multi-Generational Living. Upstairs, You'll Find Three Generous Bedrooms, Including A Serene Primary Retreat With Bay Window Seating And Views Of The Backyard. The Lower Level Boasts High Ceilings, Pot Lights, A Spacious Rec Room/Secondary Living Area, Reimagined Potential Kitchen Plus A Finished 5th Bedroom With A Separate Side Entrance and Loft (EZ Office) Making It A Great Candidate For An In-Law Suite. Step Outside To Your Private Backyard Retreat Featuring A Gorgeous 16x38 ft In-Ground Pool, Expansive Stone Patio, Gazebo W/Firetable, Kids Treehouse, Cabana/Change Room, 2 Pool Sheds And Lush Green Space with Rear Inground Sprinklers! Thoughtfully Designed & Newly Upgraded Throughout, This Home Is Waiting For You To Make It Yours! More detailsListed by RE/MAX CROSSROADS REALTY INC.- JARROD ARMSTRONG
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203 Toynbee Trail in Toronto: Guildwood House for sale (Toronto E08) : MLS®# E13042226
203 Toynbee Trail Toronto M1E 1G8 OPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$1,084,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13042226
- Bedrooms:
- 5
- Bathrooms:
- 2
"Exceptional opportunity to own a beautiful bungalow in the highly desirable Guildwood community, situated on a premium 46 x 107.33 ft lot. This home offers a bright and functional layout with 3 bedrooms on the main level, 2 additional bedrooms in the fully finished basement,and 2 bathrooms, including one on the main floor and one in the lower level. The basement alsofeatures a separate entrance, second kitchen, and a spacious living area-perfect for extendedfamily or income potential. Freshly painted throughout and showcasing modern finishes, quartz countertops, and ample storage, this home seamlessly blends style and functionality. Theprivate driveway accommodates 3 vehicles, while the large backyard is ideal for entertaining, gardening, or relaxing outdoors. Ideally located near Guildwood GO Station, parks, schools, and shopping, this property offers both convenience and a quiet, family-friendly neighbourhood setting. This move-in ready home presents exceptional value in one of the most sought-aftercommunities-don't miss this rare opportunity to own a bright, spacious, and versatile bungalow in Guildwood. Homes like this where lot, layout, and location align, are rarely available andalways in demand." More detailsListed by CENTURY 21 PROPERTY ZONE REALTY INC.- JARROD ARMSTRONG
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Data was last updated May 10, 2026 at 03:15 AM (UTC)
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