Exceptional value, prime living in this stunning home w/ spectacular resort style back yard surrounded by mature plants and trees encompassing the gorgeous yard/setting. Completely updated throughout w/ custom high end finishes, open floor plan, wonderful chefs kitchen w/ Sub Zero- Wolf appliances, sunny breakfast/dining area w/ a wall of windows overlooking expansive backyard featuring gorgeous patio & maintenance free heated POOL w/ in- floor cleaning system & auto cover! Inviting covered rear porch /gazebo for outdoor living complete with movie night projector! Impressive family rm w/ views of yard, gas fireplace & built in bookshelves . Stylish formal dining rm w/ bay
Impressive family rm • Gas fireplace • Built in bookshelves
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ABOUT THIS HOME
The Flats, MA Homes for Sale
An extremely rare new construction in the Flats, this stunning 6BD/4.5BA home is a ground-up rebuild blending modern luxury with timeless warmth in one of Winchester’s most coveted neighborhoods. Designed for elevated living, it features a chef’s kitchen with quartz counters, custom cabinetry, a large island, and built-in bar, opening to a sunlit dining area ideal for both casual meals and elegant entertaining. The soaring family room stuns with cathedral ceilings, exposed beams, and a floor-to-ceiling stone fireplace—perfect for cozy evenings or lively gatherings. The serene primary suite offers a wood-accented ceiling, sitting area, and spa bath with dual vanities and a
Welcome to one of Winchester’s most extraordinary residences. This one-of-a-kind Center Entrance Colonial Revival sits on a beautifully landscaped, private lot complete with in-ground swimming pool and ample outdoor space perfect for relaxation or entertaining. A grand foyer welcomes you in where you can entertain with ease throughout the expansive first floor. Here you will find a high-end eat-in kitchen with large island & granite countertops as well as a formal dining room with gas fireplace. A living room with custom built-ins & window seat, a family room overlooking the yard, and a bar complete this level. This distinguished residence offers 7 bedrooms and 6 bathrooms
Formal dining room • Primary suite • Custom built-ins
OPEN TODAY, 12:30PM TO 1:30PM3D & VIDEO TOUR
ABOUT THIS HOME
The Flats, MA Homes for Sale
Another Tree Top Group masterpiece –Welcome to 4 Wyman Court! New full gut renovation townhome with 2,500 sq. ft. , 4 beds, 4.5 baths & 4 levels of sun-drenched living space. Located in a prime end of cul-de-sac & moments from the vibrant Winchester Center including shops, dining & commuter rail. Main level features a thoughtfully designed kitchen w/ stainless steel appliances, a large center island, opening to bright living & dining areas w/ custom cabinetry & hardwood floors. The 2nd level offers a serene en-suite primary w/ private deck, a spacious 2nd bedroom, full bathroom, 2nd floor laundry, & includes a versatile loft ideal for office or loung
Custom cabinetry • Large center island • Full gut renovation
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ABOUT THIS HOME
The Flats, MA Homes for Sale
Thoughtfully renovated & meticulously maintained, this classic colonial home in the Flats invites with timeless charm & modern conveniences. Through the center entrance be welcomed into the fireplaced living room & dining room- both refreshed in 2025 with new lighting, paint & wallpaper. The open-plan custom kitchen with marble counters, stainless appliances, and a butler’s pantry with sink, granite counters, and second dishwasher make this a wonderful home for entertaining. The second floor features a primary suite with walk-in closet & marble bath w/ soaking tub, 3 generous bedrooms with a full hall bath, and a laundry-ready closet. The lower level offe
Move right into this immaculate, renovated walk-in condo with an oversized layout and a highly sought-after private terrace patio. Terrace units rarely go on the market—don’t miss this opportunity to purchase a unit in the best location in the building. The sun-filled home offers an eat-in kitchen with granite counters, modern cabinets, newer stainless-steel appliances, and a dining area overlooking the tranquil duck pond and landscaped grounds. Updates include fresh paint, new lighting, bathroom mirror, kitchen tile floor, slider blinds, and gleaming hardwood floors. The spacious living room opens directly to the private patio, perfect for relaxing or entertaining. Enjoy resort
Luxury, location, and lifestyle come together in this beautiful new 5-bed, 5.5-bath home in Winchester’s sought-after Westside. Just steps to Ambrose School, one block from the Alewife bus stop, a short stroll to the commuter rail, and right down the street from the Winchester Boat Club, this home offers unmatched convenience and charm. Inside, enjoy over 4,600 sq. ft. of thoughtfully designed space with white oak floors, imported tile, a chef’s kitchen with Viking appliances and custom cabinetry, and a cozy living room with a natural stone gas fireplace. Dual primary suites—on both the first and second floors—feature spa-like en-suite baths. The finished lower level
NEW CONSTRUCTION!! Welcome to this meticulously crafted, modern townhouse END UNIT offering over 2,100 sq ft of thoughtfully designed living space. The open-concept main level features gorgeous mill work, gleaming hardwood floors, a cozy fireplace & sleek chef-inspired kitchen w/ stainless appliances, large center island & an adjacent mudroom w/ half bath perfect for today’s lifestyle. The 2nd floor includes 2 generous bedrooms & a stylish full bath, while the top level is dedicated to the luxurious primary suite w/ a spa-like en-suite bath & great custom closet space. The finished lower level provides flexible space ideal for a family room, home gym, or office
This stunning Victorian home, in the style of Painted Ladies with soaring ceilings & hardwood floors, is in a prime neighborhood just moments from Winchester Center, the commuter rail, Shannon Beach, & a short ride to the Airport & downtown Boston. The house lives as a harmonious single family with an inlaw apartment on the 1st floor. It has 6 beds & 4 baths, over 4,385 SF of living area on 3 floors. Features include 2 covered porches, a renovated garage, butler’s pantries, built-in cabinetry, new interior & exterior paint, & ample outdoor space. Upgrades include high-velocity A/C throughout the home, 2 new gas water heaters, a restored chimney, a gas
Nestled in the heart of Myopia Hill, this custom-built home is sure to impress! Live your best life at 26 Swan Road offering 6 bedrooms, 6.5 bathrooms with 2 primary suite options! This magnificent residence boasts expansive living spaces, elevator & indoor pool! Exquisite craftsmanship is shown throughout this home including a newly renovated gourmet kitchen w/ custom cherry cabinetry & high end appliances leading to adj. family room w/ fireplace. A handsome library w/ fireplace offers a warm and inviting space to relax. The highlight of this extraordinary home is the 16x32 indoor freshwater pool & jacuzzi set within a breathtaking atrium room w/ soaring vaulted ceilings,
From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Café appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight, ceiling fan, two walk-in closets, balcony, jacuzzi bath, and steam shower. Two more bedrooms and a sitting area complete this level. The third floor provides space for additional bedrooms or an office. The finished lower level includes a family room, wine cellar, sauna, gym, and full bath. Enjoy a tree-lined backyard with deck and hot tub, perfect for entertaining. The home office ope