Winchester, MA Houses for Rent

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

Well-maintained updated two-level single-family rental offering a bright, open feel and a flexible layout. The home features 4 bedrooms and two full baths, with generous living space across both levels.The main level includes spacious living and dining areas filled with natural light from large windows. An open kitchen offers space for a dining table and a functional, livable layout that opens to

Leigh Ventura Compass

Ideally located near Winchester Center, this beautifully updated home combines modern design with classic New England charm. 113 Cambridge Street features a fully renovated kitchen with custom cabinetry, quartz counters, and premium appliances, opening to bright, inviting living spaces. The newly finished basement adds incredible versatility, ideal for a playroom, gym, or guest suite. With four

Ryan Clunan Campion & Company Fine Homes Real Estate