Winchester, MA homes for sale & real estate

Winchester, MA Homes for Sale

A rare opportunity in Winchester’s coveted west-side “Greek Streets, ” 7 Aquinas Path marks the first resale offering on this enclave of custom-built homes since its 2016 completion. Set on a prominent corner lot, this meticulously maintained, upgraded home spans approximately 7,175 sq. ft. across four finished levels, with 5+ bedrooms, grand proportions and timeless craftsmanship. A chef’s kitchen opens to the fireplaced family room, complemented by elegant formal rooms, a butler’s pantry and private den. The luxurious primary suite features a fireplace, sitting room, dual walk-in closets and spa bath, while a custom-appointed second-floor office and third-flo

Winchester, MA Homes for Sale

Welcome to 3 Sunset Road, a beautifully updated 4 BR 2.5 bath colonial with rear addition featuring a 1st floor primary option, a fabulous great room w/ vaulted ceilings, and a versatile floor plan! This beautiful home is situated on a generous 1/2 acre lot in one of Winchester’s most loved neighborhoods! The large renovated kitchen with custom cabinetry & high end appliances offers plenty of room for storage, cooking and gathering and opens to a lovely dining room w/ easy access to an expansive deck overlooking the gorgeous back yard, perfect for indoor and outdoor entertaining. A warm and inviting living room features a wood-burning fireplace, while the impressive family room

Winchester, MA Homes for Sale

Welcome to 28 Olive Street, a renovated 3-bedroom, 2-bath ranch in Winchester with 1,783 square feet of finished living space and a top-to-bottom update that lets you move right in. The main level centers on an all-new, slightly expanded eat-in kitchen that opens to an adjacent living room. A wood-burning fireplace and shiplap accent wall anchor the living room. The main living level features refinished hardwood floors, all-new doors, trim, ceilings, and lighting, plus new central AC. Three bedrooms share a completely updated full bath. Downstairs, the finished lower level adds valuable flexible space. The spacious recreation room offers plenty of space for a media area, gym, or home office

Winchester, MA Homes for Sale

Excellent development opportunity in Winchester! This 22,403 sq. ft. lot at 67-69 Hemingway Street is approved for the construction of two townhomes, with architectural plans included in the sale. The proposed design features two spacious residences, each offering 4 bedrooms, 2.5 baths, open-concept living and dining areas, mudroom, walk in pantry, a private primary suite, outdoor living space, an attached garage, and the option to finish the basement for additional living space. Zoned RG, the property will be delivered as a vacant lot, with public water, public sewer, and natural gas available, providing an excellent opportunity for builders and developers to bring this project to life. Th