North Main, MA homes for sale & real estate

North Main, MA Homes for Sale

Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show.

North Main, MA Homes for Sale

Enjoy the best of Winchester living in this spacious 2-bed, 1.5-bath townhouse at Wedge Pond Condominium, set along scenic Wedge Pond. The main level features hardwood floors, a sunny living room, dining room with charming bow window, half bath, and renovated kitchen with updated appliances. Upstairs offers two bedrooms and a full bath. The finished lower level provides flexible space for a family room, home office, or guest bedroom, plus laundry and storage. Large closets throughout offer ample storage. Extend your living outdoors with garden views and a serene pondside setting. One deeded parking space included. Unbeatable location—walk to downtown shops, Packer Tennis Courts, new L

North Main, MA Homes for Sale

Ideally located for commuters, this stylish 2-bed, 1.5-bath condo sits in the heart of vibrant downtown Winchester—just steps from the Commuter Rail for a quick ride into Boston. Enjoy easy access to major routes and nearby Sheepfold Park for weekend recreation. The main level boasts a sunlit living room with vaulted ceilings and a dedicated dining area, and a sleek kitchen with stainless steel appliances. A convenient half bath completes the main floor. Unwind on your private rooftop balcony—the perfect place to relax after a long day. Upstairs offers two generously sized bedrooms with ample closet space, a full bath, and in-unit laundry. Basement storage adds to the appeal. A

North Main, MA Homes for Sale

Stunning new construction Colonial tucked away at the end of a quiet cul-de-sac in "The Flats", offering the ideal combination of luxury, comfort, and convenience. Just minutes from Winchester Center, this beautifully crafted home places top-rated schools, boutique shopping, and vibrant dining right at your doorstep. Meticulously designed with high-end finishes throughout. Features include an open-concept chef’s kitchen with wet bar, dining area with access to a private deck, and a spacious mudroom with custom cabinetry. The living room boasts a cozy gas fireplace, while the expansive primary suite offers a private deck & spa-like bath. Five additional bedrooms, 2 full

North Main, MA Homes for Sale

Opportunity to own the last available end unit! Welcome to 162 Swanton Street, the final new construction townhome by Ron Roy in the heart of Winchester. This home blends modern design with exceptional craftsmanship. The open-concept first floor features hardwood floors, a cozy fireplace, and a chef-inspired kitchen with stainless steel appliances, a large island, and adjacent mudroom with half bath. The second floor offers two spacious bedrooms and a full bath, while the third floor is a private primary suite with a spa-like en-suite. The finished lower level provides flexible space for a great room, office, or gym with its own full bath. Includes two off-street parking spaces with EV char

North Main, MA Homes for Sale

Back on Market - buyer got cold feet. Welcome to Wedgewood Place at 666 Main Street in Winchester Center - a perfect blend of small-town charm and urban convenience. This desirable and well-maintained 2 bed/2 bath home comes with 1 covered parking. Enjoy a spacious open-concept layout with a wood-burning fireplace, screened-in balcony overlooking courtyard & pool, and updated kitchen and guest bath. The oversized primary suite offers a walk-in closet, en-suite bath, and an additional vanity area. Additional features include new floors throughout, central air, extra storage, shared outdoor pool, professional management, and shared laundry on the same floor (in-unit laundry can be insta