A NEW BENCHMARK FOR LUXURY LIVING IN WINCHESTER. Introducing a truly one-of-a kind estate—an extraordinary new residence created without compromise on approximately one p...
Listing courtesy of Listing Agent: Anthony Marino from Listing Office: The Marino Group Collection.
Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy p...
Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
Exceptional opportunity to own or lease a beautifully renovated, meticulously maintained mixed-use property with exciting development potential just outside Winchester Ce...
Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
Welcome to 15 Foxcroft Road, an 8-bedroom home with 4 full and 2 half baths in Winchester's sought-after Flats neighborhood, offering over 7,000 sq ft on a beautiful corn...
Listing courtesy of Listing Agent: Karen S. Garrett from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
Spectacular ground-up NEW construction set on an expansive, level lot of 24,688 square foot lot at the end of a quiet Winchester cul-de-sac. Newly completed and ready fo...
Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.
Situated on a generous18,000SF level lot! Must see this custom built spectacular masterpiece by some of winchester's finest builders, offering unique architectural design...
Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
Ideally situated in one of Winchester’s most serene neighborhoods, this exceptional residence offers impressive scale, thoughtful design, and remarkable versatility in a ...
Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
A rare expression of quality, craftsmanship, and enduring style, 30 Willowdale Road presents an exceptional opportunity to own a newly constructed residence in one of Win...
Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
Introducing 18 Ridge Street — a masterfully restored and reimagined Greek Revival residence where timeless architectural beauty meets elevated modern luxury. Set on a bea...
Listing courtesy of Listing Agent: Gayle Winters & Co. Team from Listing Office: Compass.
**OPEN HOUSE SUNDAY 1-2pm Oct 25 **HOME JUST COMPLETED!! ** This thoughtfully designed new construction home in prime Winchester locations a must see- a handcrafted labo...
Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
Magnificent newer sun-filled Colonial ideally situated in a premier West Side cul-de-sac, offering over 8,000 sq ft of beautifully finished living space across four level...
Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
New construction currently underway. Estimated completion in approximately Spring/Summer 2027. Set on an impressive 22,629 sq. ft. lot, this beautifully crafted new const...
Listing courtesy of Listing Agent: Pirani & Wile Group from Listing Office: Gibson Sotheby's International Realty.
Spacious seven-bedroom, four-bath home in one of the area's most sought-after neighborhoods, thoughtfully designed with the flexible living space today's lifestyles deman...
Listing courtesy of Listing Agent: Mary Kelly from Listing Office: Century 21 Property Central Inc..
Grand custom-built 6 bedroom / 7 bathroom house in a quiet Winchester neighborhood. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing ...
Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.
Inspired by the timeless villas of Europe, this exceptional residence blends classic elegance with modern design. A dramatic curved staircase and soaring architectural de...
Listing courtesy of Listing Agent: Jennifer Taves from Listing Office: Coldwell Banker Realty - Boston.
RARE WATERFRONT OPPORTUNITY on Upper Mystic Lake with spectacular sunset views! Tucked away on Lakeview Terrace, this special 1910 home offers a combination rarely found ...
Listing courtesy of Listing Agent: Elizabeth Darby from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
Stately and beautifully built brick Colonial in a premier Flats location, set on a gorgeous, level corner lot just under half an acre. Gracious proportions, soaring ceili...
Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
Introducing 54 Squire Road,an exceptional newer Colonial privately sited within one of Winchester’s most desirable enclaves.Set on a beautifully landscaped, wooded lot, t...
Listing courtesy of Listing Agent: Anthony Marino from Listing Office: The Marino Group Collection.
Welcome to 9 Plymouth Rd — a classic 1959 single-family home tucked at the end of a private road on a dead-end street, set on a private 0.52-acre lot abutting conservatio...
Listing courtesy of Listing Agent: Steph Crawford Group from Listing Office: Real Broker MA, LLC.
Welcome to 19 Hancock Street, a stunning transformation where timeless New England character meets sophisticated modern living. Completely reimagined through an extensive...
Listing courtesy of Listing Agent: Vita Realty Group from Listing Office: Compass.
Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This ...
Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
Set back on a tranquil cul-de-sac, this totally gut-renovated Colonial blends high-end modern design with warm organic textures. The heart of the home is a vaulted family...
Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.
Welcome to this beautifully appointed and exceptionally spacious home, ideally situated in a quiet, desirable West Side Winchester neighborhood within the sought-after Vi...
Listing courtesy of Listing Agent: Gayle Winters & Co. Team from Listing Office: Compass.
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