Winchester, MA Houses for Rent with Basement

Available now, Spacious 3 bedroom, 1.5 bathroom single family home for rent in the heart of Winchester. This house offers a large first floor, an updated kitchen with ample cabinet space, and a private fenced backyard perfect for entertaining. The property also features a two car garage, providing additional storage and convenience. Enjoy the convenience of being just steps away from a top-rated

Yu Li Blue Ocean Realty, LLC

Located in a favorite Winchester neighborhood, this spacious and thoughtfully designed home offers an ideal layout for today's lifestyle. The oversized family room flows seamlessly from the kitchen, creating a perfect space for entertaining and everyday living. The kitchen features modern appliances and a slider to the back deck for easy indoor-outdoor enjoyment. A first-floor bedroom or home

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

Beautifully maintained home in one of Winchester’s most desirable family neighborhoods, the Flats..This spacious home full of charm offers generous living spaces, with 4-5 bedrooms, 3 full updated baths, eat in kitchen, freshly painted interior, gleaming hardwood floors, and abundant natural light throughout. The first floor features a large living room, formal dining room, kitchen, family room,

Kim Covino Compass

Move right into this spacious newer construction home with a great layout, hardwood floors, high ceilings, spacious bedrooms, located near Macdonald Field with playground, tennis etc.. kitchen is fully applianced with gas stove & granite countertop opens into family room w access to rear yard and patio, formal living room and dining room. Direct entry 2 car garage- The oversized primary bedroom

Kim Covino Compass

Available 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 private

Kim Covino Compass

Charming, updated Colonial filled with character. This beautiful home features an updated kitchen that is bright and open and offers granite counter tops, stainless steel appliances, frameless maple cabinets & recessed lights. Updated bathrooms. Hardwood floors throughout the 1st & 2nd floors. Access the stone and granite patio through French doors in the dining room. The patio is fenced in and

Matthew Pierce True North Realty