Winter Hill Homes for Sale

LESS THAN A QUARTER MILE TO THE GREEN LINE! WINTER HILL VICTORIAN THREE FAMILY CHARMER with growth potential! INCLUDES DETACHED TWO STORY 856 SQ FT CARRIAGE HOUSE WITH LOFT which can be a FOURTH unit ADU (incl all structural engineer plans, sprinkler plans and contractor estimate). VACANCY FOR OWNER OCCUPANT AS OF 6/1. Classic details like Bostonian moldings, medallion ceilings, original oak

Steve Bremis Steve Bremis Realty Group

Tucked away in one of Somerville’s most desired neighborhoods, this beautifully maintained home awaits for you. With four finished levels, including a walk-out lower level, this property provides flexibility for potential ADU and may present a conversion opportunity for buyers exploring a two-family layout (subject to city approvals). The home features 6 bedrooms, 3 full baths, and a bright main

Jose Frias Realty ONE Group Nest

Rare opportunity to own a well-located 4-unit property in the highly desirable Winter Hill neighborhood. Ideal for investors or developers looking to capitalize on strong rental demand and future long-term upside with rents currently below market. The property features a total of 6 bedrooms and 4 bathrooms across the four units, providing flexible living arrangements and consistent rental appeal.

Shane Marrion Benoit Real Estate Group ,LLC

Introducing a fully renovated and stabilized massive 6-unit building in the extremely desirable Winter Hill neighborhood of Somerville! This 8,060 sq foot building is nestled on a tree-lined one-way street and is directly across from the new Gilman Square green line stop and has a gross rent roll of $20,400 per month! The building has undergone extensive renovations including kitchen/bath/laundry

Lior Rozhansky Keller Williams Realty Evolution

Discover a smart and stylish home at 60 Bradley St offering a condo alternative with a single-family feel. Located just 10 minutes from Copley Square, this property is close to train and bus lines for convenient commuting. The first floor features a fully remodeled eat-in kitchen with modern finishes, ideal for daily living and entertaining. A spacious living room with sliding patio doors opens

Kathryn Sallis Redfin Corp.

FANTASTIC NEW CONSTRUCTION WITH HUGE EXCLUSIVE USE ROOF DECK AND STUNNING PANORAMIC VIEWS OF BOSTON. GREAT FINANCING... 5.625% on a 10/6 (fixed for 10 yrs @ 5.625% , turns into a 6 month adjustable) - No Points... Less than a half to the Green Line!... Also includes RARE EXCLUSIVE GARAGE PARKING SPOT. Fantastic quality, incredible value... Stunning Sun Splashed Luxurious top flr unit w/ 9 ft

Steve Bremis Steve Bremis Realty Group

Meticulously gut-renovated by a premier builder, this exceptional 5 BR, 3.5 BA home is defined by timeless craftsmanship. Thoughtful design, rich custom moldings and curated finishes elevate every space throughout the home. The beautifully designed 1st floor is punctuated by 9’ ceilings and features a fantastic chef’s kitchen that opens to an elegant dining area, with coffered ceilings and access

Coleman Group William Raveis R.E. & Home Services

Well-maintained two-family property located in a desirable Somerville neighborhood. Each unit offers bright living spaces with functional layouts and great potential for rental income or owner-occupants. Features include separate utilities, ample storage, and outdoor space. Conveniently located near public transportation, restaurants, shopping, parks, and major commuting routes. Excellent

Peggy Pratt Century 21 North East

Presenting a distinguished multi-family at 7 Stickney Ave, Somerville, MA. This expansive 1920 residence offers approx. 2,600 sq ft across three levels with two generously sized, recently updated apartments. The home features seven sun-filled bedrooms plus flexible bonus rooms ideal for home offices, walk-in closets, or mudrooms. Many rooms are freshly painted, with a mix of hardwood, tile, and

Suzanne Hickey Best Deal Realty, LLC

Attention investors or wise first time homebuyers! Remodeled three family with second floor apartment left vacant for an owner occupant buyer (projected rent $3650, similar to 1st floor unit). Unit 1 tenants staying and lease already in place for 2027 at $3650 effective 9-1-26. Kitchens, baths and building systems have been updated to include stainless steel appliances, updated cabinets, front

The GBRI Team Northeastern Realty Group

Welcome to 232 Pearl street Somerville MA. Don’t miss the opportunity to own a fantastic Two-Family Home located close to Magoun Square and just steps from the new Green Line, dinning, bars and bike path. First floor (Unit 1) has 3 rooms, 1 bedroom, 1 bathroom, living room and Kitchen. Second floor (Unit 2) has 6 rooms 3 bedrooms, 1 bathroom, kitchen, dining and living room. Off-street parking

Arlindo Neto Cameron Real Estate Group

This distinctive building offers strong curb appeal and undeniable character. Located on a tree-lined street, the property features six 1-bedroom, 1-bath units, making it an ideal addition to any investor’s portfolio. Front and back porches enhance tenant appeal. The building is equipped with central heat and hot water, providing efficiency and convenience. Paved driveway. Situated in a prime

Maggie Dee + Charles Cherney Team Compass

Fully gut-renovated two-family just ~0.3 mi to Gilman Square, offering a rare blend of design, flexibility, and location in one of Somerville’s most exciting neighborhoods. Thoughtfully curated with a well-balanced unit mix, Unit 1 features 2 beds/2 baths with private outdoor space and an effortless single-level layout. Unit 2 spans the upper levels with 3 beds/3 baths, offering a more expansive

Margie Gundersheim Commonwealth Standard Realty Advisors