Winchester, MA homes for sale & real estate

Winchester, MA Homes for Sale

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 ceilings, hardwood floors, beautiful moldings, and exceptional architectural detail are showcased throughout all three levels. The welcoming first floor features a front-to-back living room with fireplace, generously sized dining room, spacious kitchen with center island and eat-in area, study, half bath, sun porch, and convenient first-floor laundry. Upstairs are four large bedrooms, including a spacious primary suite with private ensuite bath, plus a full family bathroom. The finished lower level offers even more living space

Winchester, MA Homes for Sale

Welcome to 8 North Gateway, a spacious, rambling six-bedroom home offering an exceptional opportunity to create something truly special in a desirable location close to Winchester Center and Boston. Deceiving from the street view, this spacious home w/ multiple additions offers a versatile floor plan and generous living spaces, with future expansion potential. The first floor features easy living with a large primary bedroom suite addition including a full bath, w/ adjacent laundry plus 2 additional rooms which could serve as bedrooms, or home offices. A beautiful oversized family room with walls of glass, vaulted beamed ceilings w/ sliders to patio is a must see, along with an inviting scr

Winchester, MA Homes for Sale

An exceptional opportunity in one of Winchester’s most desirable neighborhoods, directly across from the Winchester Country Club. Set on a beautiful . 39-acre lot, this distinctive 4-bedroom, 3.5-bath Colonial offers approximately 2,709 sq. ft. of living space, a 2-cargarage, generous room proportions, and a flexible floor plan ready for its next chapter. Offering wonderful possibilities with its generous proportions, flexible floor plan, and impressive setting, the property presents an ideal canvas for buyers looking to renovate and personalize a home to their exact vision. Reimagine the existing spaces with sophisticated modern finishes, create a timeless renovation that complements

Winchester, MA Homes for Sale

Charming ranch offering 1,313 square feet of main living area plus an additional 260 square feet of flexible basement space ready for finishing. Built in 1955 and set on a generous 15,800-square-foot lot, this home seamlessly blends comfortable interior living with exceptional outdoor space. Key updates include a new roof installed in 2020 and an updated electrical panel in 2023. The inviting layout features a bright living room centered around a classic fireplace, which flows effortlessly into the formal dining room and functional kitchen. Step right outside to a large deck overlooking an expansive, lush backyard—providing a wonderful setting for outdoor dining and gatherings. The su