Winchester Highlands, MA homes for sale & real estate

Winchester Highlands, MA Homes for Sale

One of Winchester’s most beloved neighborhoods sets the tone for 30 Prospect Street, a beautifully reimagined home transformed by an extensive remodel less than five years ago. A spectacular, fully renovated Chef's kitchen anchors the main level with high-end finishes and a seamless flow for living and entertaining. The living room is sunny and inviting, featuring an impressive fireplace, timeless details, and a beautiful view of the gorgeous backyard. The adjoining dining room offers a refined space for gatherings with its classic architectural charm. The new primary suite includes a spa-inspired bath and custom walk-in closet, while additional bathrooms have been fully renewed with

Winchester Highlands, MA Homes for Sale

Beautiful 2BR/2BA waterfront condo at Wedgewood Place located at 666 Main Street. This open-concept corner unit features a bright living/dining area with private balcony, granite counter-tops in the kitchen, and hardwood floors. The primary bedroom is bright with lots of windows and offers a walk-in closet and en-suite bath. Additional highlights include in-unit laundry hook-ups, garage parking, elevator and access to an in-ground pool. Enjoy the landscaped waterfront grounds or take a short walk to Winchester Center, coffee shops, restaurants, and the commuter rail. Move-in ready and perfectly located! Sold in As-Is condition. Currently leased "Tenant At Will" paying $3200/month.

Winchester Highlands, MA Homes for Sale

Charm and character meet modern living in this beautifully renovated & expanded Victorian townhome just steps from Winchester Center. Fully updated in 2013/14 with new kitchen, baths, wiring, all systems, roof, and windows—and enhanced in 2023 with a redesigned patio, landscaping, fencing, and flower beds—in the exclusive yard. This home offers four levels of sun-filled space. The main level features 9’ ceilings, an open floor plan, and a chef’s kitchen with Viking appliances, large center island, with direct slider access to the fabulous private yard & patio. Upstairs includes a serene primary suite with walk-in closet and spa-like bath, plus two add&rsq

Winchester Highlands, MA Homes for Sale

Charm and character meet modern living in this beautifully renovated & expanded Victorian townhome just steps from Winchester Center. Fully updated in 2013/14 with new kitchen, baths, wiring, all systems, roof, and windows—and enhanced in 2023 with a redesigned patio, landscaping, fencing, and flower beds—in the exclusive yard. This home offers four levels of sun-filled space. The main level features 9’ ceilings, an open floor plan, and a chef’s kitchen with Viking appliances, large center island, with direct slider access to the fabulous private yard & patio. Upstairs includes a serene primary suite with walk-in closet and spa-like bath, plus two add&rsq

Winchester Highlands, MA Homes for Sale

New Construction at Highland at Vale in Woburn! Ideally located off Montvale Avenue, just 10 miles from downtown Boston, Highland at Vale offers new homes in a highly desired setting with easy access to everyday conveniences, shopping, and entertainment. Choose from a variety of innovative single-level and 2-story townhome designs featuring open-concept layouts. The Jameson is a Life Tested® design built with your everyday needs in mind, offering a versatile flex room with French doors, a beautiful kitchen, and an oversized gathering room perfect for entertaining. The luxurious Owner’s Suite provides a relaxing retreat with exceptional comfort and style. Includes 1 garage parking

Winchester Highlands, MA Homes for Sale

This stunning new construction end-unit townhome offers 3 bedrooms, 3.5 bathrooms, and a finished basement with full bath—perfect for flexible living or guest space. The chef’s kitchen boasts stainless steel appliances, a large center island, and abundant cabinetry, opening seamlessly to the spacious living room and private deck. A formal dining room with a charming bay window adds warmth and natural light. The luxurious owner’s suite features a tray ceiling, sitting area, dual walk-in closets, and a spa-like bath with a soaking tub and oversized window. Enjoy the convenience of second-floor laundry, ample closet space, and an attached garage. Ideally located in Woburn wit