Guildwood & Livingston Real Estate for Sale

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.

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!

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.

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!

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.

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!

Welcome to this exceptional, fully renovated 4+2 bedroom, 4-bathroom luxury home nestled on an impressive 70' x 105' lot in desirable Guildwood. The home offers a spacious and versatile layout designed for today's families. Move-in ready. Renovated in 2026, high-end finish, new kitchen, quartz countertop, quartz backsplash, new furnace, new tankless hot water system, new floor, separate laundry. Approximately 2,000 sq. ft. above grade. walkout to backyard, walk-out basement, 2 Br Basement apt. can be rented. Specious living space for big families. Large outdoor space. Beautifully designed specious deck and patio perfect for entertaining and outdoor dining. Abundant natural Light, ideal for families looking for space, Located Within Walking Distance to High Ranking Schools, Groceries, Restaurants,, Shops, Worship place, TTC., minutes from the Waterfront & Trails. Friendly neighbourhood, A home that truly deserves to be seen.

Bright & Spacious Bungalow In Sought After Guildwood...Situated On A Premium 60 ft Frontage. Features Hardwood Flooring Throughout, A Stunning Gourmet Kitchen With Quartz Countertops, Granite Tile Flooring & Stainless Steel Appliances. Four Beautifully Updated Bathrooms, Newer Windows & Doors. Professionally Finished Basement With Separate Entrance, 4 Bedrooms and 2 Full Washroom - Offering Excellent In-Law Or Income Potential. Move-In Ready! Conveniently Located Close To Top-Rated Schools, Parks, TTC, Shopping & Beautiful Lake Ontario.