Winchester, MA Houses for Rent

TOP location! Beautifully renovated single family colonial in Ambrose elementary district, situated on a gorgeous lot with oversized new 2 car garage, This 6-7 bedroom 3.5 bath home has been tastefully updated & redesigned offering desirable open concept living w/ central air & all new systems. This home features a welcoming front porch, spacious foyer, beautiful custom chefs kitchen w/

Kim Covino Compass

Well maintained 5 bedroom, 3.5-bath single-family home built in 2004, ideally located within walking distance to the town center, schools, shopping, and the commuter rail. This spacious home features hardwood floors, central AC, and a thoughtfully designed layout perfect for everyday living and entertaining. The bright kitchen flows into generous living and dining spaces, while the finished

Dylan Archambault Archambault Real Estate

Stunning Waterfront Rental in the Heart of Winchester. Experience the perfect blend of serene waterfront living and unbeatable convenience with this exceptional furnished home just steps from Winchester’s vibrant town center. Offering breathtaking water views and elegant living spaces, this property truly feels like a vacation retreat every day. The sun-filled first floor features an open-concept

Nancy Zhang Zhenning Fairview Partners International LLC

Fabulous 6 month rental opportunity with full additional in-law suite with private kitchen, bedroom, bath, and laundry. Very generous in size and scale.Light filled,modern all brick home abundant in space and comfort.Unrivaled privacy at end of cul-de-sac.Masterfully built staircase presents the two story great room with double sided fireplace.Spacious kitchen with island, double gas range, and

Anthony Marino The Marino Group Collection

Stunning home situated in one of Winchester's most sought-after neighborhoods available for rare 1 or 2 year rental. Enter the elegant foyer to find large living room, sun-drenched playroom and dining room next to generous kitchen which overlooks the large, private back yard. Laundry in side entry mud room offers convenience and a front-facing home office overlooks the picturesque neighborhood.

Kim Covino Compass

Available for short term rental through October 2025 with flexible lease options. Prime location on desirable Fells Road with easy access to Middlesex Fells trails and conservation land. This charming home sits on a beautiful lot and offers a spacious first floor featuring a large family room, updated kitchen, and a den or optional first floor bedroom. Enjoy the screened porch overlooking the

Kim Covino Compass

Grand and masterfully crafted, this exceptional residence sits on a private road abutting the Fells conservation land, offering rare privacy and natural surroundings. The spacious home features 6 bedrooms and 6 bathrooms, beginning with a stunning foyer that opens to a sprawling first floor. Sun-filled rooms showcase exquisite custom craftsmanship throughout. The gourmet kitchen is equipped with

Dylan Archambault Archambault Real Estate