Winter Hill Homes for Sale

Welcome to Winter Hill, an enchanting neighborhood nestled in the vibrant city of Somerville, Massachusetts, within the heart of Middlesex County. Known for its rich history and diverse community, Winter Hill offers a unique blend of suburban charm and urban convenience, making it an ideal place for families, young professionals, and anyone looking to enjoy the best of both worlds.

One of the highlights of Winter Hill is its accessibility. With easy access to public transportation, including the nearby Alewife and Davis Square T stations, residents can effortlessly commute to downtown Boston and beyond. The neighborhood is also dotted with delightful parks, local shops, and trendy eateries, providing a perfect backdrop for a leisurely stroll or a quick bite with friends.

For those considering a move to Winter Hill, you're in luck! A variety of homes are currently available for sale, ranging from charming single-family houses to modern condos that cater to various lifestyles and budgets. Whether you're seeking a cozy abode with historic character or a sleek, contemporary space, Winter Hill has something to offer everyone.

Imagine waking up in a home that not only reflects your style but also places you in a community that celebrates diversity and connection. With its rich array of amenities, strong sense of community, and proximity to Boston, Winter Hill is more than just a place to live—it's a place to thrive. Explore the homes for sale today and discover your perfect sanctuary in this captivating neighborhood!

Newest Winter Hill Homes for Sale

$1,275,000

5 Beds ⋅ 3 Baths ⋅ 73584422 MLS

Bold, bright and full of character, this iconic Winter Hill Victorian is move-in ready, while still allowing opportunity to tailor to your lifestyle. High ceilings, original wood floors, stained glass and beautiful period details pair with Pella windows, a modern kitchen and fresh updates throughout. The main level flows seamlessly from a gracious entry to living and dining rooms with bay windows, open kitchen and adjacent family room, perfect for movie nights, play space and everyday life. Upstairs find spacious bedrooms, including a primary with adjoining laundry room offering interesting potential for future primary bath. Ideal home office in bonus room that opens directly to lovely outdoor balcony. The third floor is perfect for guests, WFH, or growing needs, with two more bedrooms and a generous full bath. The unfinished walkout basement offers nice potential for additional finished space, if ever needed. Fenced backyard has plenty of room for kids and dogs and opportunity to reimagine the space as a fantastic urban retreat for gardening, play and outdoor entertaining. Driveway provides coveted off-street parking, and you are just MINUTES to Gilman Sq. T, Magoun Sq T, Sarma, Highland Kitchen, Winter Hill Brewing, and bike path.

77 Sycamore Street, Somerville

Listing courtesy of Listing Agent: Jessica Cohen Barmach from Listing Office: Gibson Sotheby's International Realty.

$739,000

3 Beds ⋅ 1 Baths ⋅ 73583920 MLS

Welcome to 91 Heath Street, a beautifully updated single-family home in Somerville’s desirable Winter Hill neighborhood. Offering three bedrooms, one full bath, approx 1,050 square feet of living space, and two off-street parking spaces, this inviting home combines thoughtful updates with the space and convenience of a true single-family residence. A bright three-season porch welcomes you into the home, while a second three-season porch off the kitchen by a charming Dutch door extends the living space and leads to a private deck and backyard—an ideal setting for morning coffee, summer dinners, or entertaining. At the heart of the home is a stunning eat-in chef’s kitchen, beautifully renovated with Bosch appliances, a Forno range, apron-front sink, Moen faucet, statement hood, and new hardwood flooring. The front-facing living room offers a comfortable space to relax, while upstairs, custom built-ins add character and organization. The unfinished walkout basement provides excellent storage. The location is equally compelling, with the Green Line T approximately a 10-minute walk away and convenient bus access to both the Orange and Red Lines. Fantastic walkability for everyday conveniences. Assembly Row and Bow Market are just minutes away by car, with downtown Boston approximately 15 minutes. 91 Heath Street offers an exceptional opportunity to enjoy the best of Somerville living in a welcoming single-family home. Skip the HOAs and settle on in to this private urban oasis!

91 Heath St, Somerville

Listing courtesy of Listing Agent: The Bohlin Group from Listing Office: Compass.

$700,000

3 Beds ⋅ 1 Baths ⋅ 73580658 MLS

The opportunity you have been waiting for! A pretty Colonial, nestled-in on a quiet dead-end street with a nice fenced-in back yard. This home offers peaceful privacy while providing convenient access to schools, parks, public transportation, and I-93, as well as Assembly Row & Wellington Circle shopping areas. Lovingly held by the same family for over 70 years, the home offers good size rooms, a large deck, some hardwoods and a maintenance-free exterior. An opportunity to own a single-family home in the highly desired city of Somerville.This is an estate sale and the property will be sold in as-is condition. Buyers are encouraged to make every effort to attend the open houses, as showing times are limited.

104 Fremont St, Somerville

Listing courtesy of Listing Agent: Christina Butler from Listing Office: Parkway Real Estate, LLC.

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