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Winter Hill Homes for Sale

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  • /42

    $1,750,000 Open Sat 12PM - 1PM

    • 6 Beds
    • 3 Baths
    • 3,028 Sq Ft

    9 Dartmouth St, Somerville, MA 02145

    LESS THAN A QUARTER MILE TO THE GREEN LINE! Hard to find Winter Hill Victorian Three Family Charmer with growth potential! INCLUDES DETACHED TWO STORY 856 SQ FT CARRIAGE HOUSE WITH LOFT which can be turned into a FOURTH unit ADU (incl all structural engineer plans, sprinkler plans and contractor estimate). All the little things you love like Bostonian moldings, medallion ceilings, original oak

    Steve Bremis Steve Bremis Realty Group

    9 Dartmouth St, Somerville, MA 02145
  • /39

    $749,900 Open Sun 11:30AM - 1PM

    • 1 Bed
    • 1 Bath
    • 798 Sq Ft

    115 Thurston St Unit I, Somerville, MA 02145

    FANTASTIC NEW CONSTRUCTION WITH HUGE EXCLUSIVE USE ROOF DECK AND STUNNING PANORAMIC VIEWS OF BOSTON. GREAT FINANCING... 5.5% on a 10/6 (fixed for 10 yrs @ 5.5% , 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 clngs,

    Steve Bremis Steve Bremis Realty Group

    115 Thurston St Unit I, Somerville, MA 02145
  • /15

    $1,079,999 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    73 Bonair St, Somerville, MA 02145

    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

    73 Bonair St, Somerville, MA 02145
  • /27

    $320,000

    • 1 Bath
    • 429 Sq Ft

    7 Mortimer Place Unit 2, Somerville, MA 02145

    Convenience and efficiency are key in this perfectly located studio condo situated between Winter Hill, Assembly Square, Spring Hill and East Somerville. Featuring gleaming hardwood floors, a well-appointed kitchen with granite countertops, coffee bar and stainless steel appliances, plenty of closet space and a murphy bed for flexible use of the living area, this efficient unit punches well above

    Paul Reeves Coldwell Banker Realty - Newton

    7 Mortimer Place Unit 2, Somerville, MA 02145
  • /26

    $999,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    41 Sargent Ave Unit 2, Somerville, MA 02145

    Situated on a quiet side street with two coveted, deeded off-street parking spaces, this beautifully renovated upper level Condo features open concept living and exceptional craftsmanship with soaring 9'6" ceilings, lovely crown moldings and handsome oak flooring.The stunning chef's kitchen wiith quartz counters, large island, SS appliances and abundance of custom cabinetry seamlessly adjoins the

    The Walsh Team And Partners William Raveis R.E. & Home Services

    41 Sargent Ave Unit 2, Somerville, MA 02145
  • /39

    $1,099,000

    • 4 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    232 Pearl St, Somerville, MA 02145

    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

    232 Pearl St, Somerville, MA 02145
  • /42

    $1,199,900

    • 3 Beds
    • 3.5 Baths
    • 1,678 Sq Ft

    15 Stickney Ave Unit C, Somerville, MA 02145

    AWESOME NEW CONSTRUCTION LUXURY THREE BEDROOM DETACHED COTTAGE...JUST A BLOCK FROM THE GREEN LINE! Fantastic Three Level Cottage with 3 bdrms, 3.5 bths, ONE CAR NON TNDM PARKING. EXCL USE PATIO AND YARD AREA. Open Living - Kitchen area has a gas log fireplace, softly stained wide plank WHITE OAK hardwood flrs, breakfast island and seperate dining nook. Lux Kitchen w/ quartz brkfst island and

    Steve Bremis Steve Bremis Realty Group

    15 Stickney Ave Unit C, Somerville, MA 02145
  • /18

    $795,000 Open Sat 11:30AM - 1:30PM

    • 4 Beds
    • 2 Baths
    • 1,555 Sq Ft

    206 Pearl St Unit 3, Somerville, MA 02145

    Looking for a bright, spacious condo in Somerville with character and convenience? Welcome to this beautifully maintained 4-bedroom, 2-bath third-floor residence offering an abundance of natural light, generous living space, and timeless charm. Featuring pine hardwood floors throughout, this home is enhanced by original moldings and elegant curved entryways that create a warm and inviting feel.

    Alex Pinck Coldwell Banker Realty - Cambridge

    206 Pearl St Unit 3, Somerville, MA 02145

Why Live in Winter Hill

Winter Hill in Somerville is a primarily residential neighborhood north of Boston. It's known for its rich history and diverse housing options, including colonial-style homes, condos in Victorian-era buildings, and some luxury townhouses. Shops and restaurants, many of them along Broadway, are within walking distance. Leone's Sub & Pizza has been family-owned and operated since 1954. Winter Hill Brewing Company has an assortment of beverages on tap, and for dessert, there's Tipping Cow Ice Cream. Tapias Convenience Store and Taj Mahal Desi Bazaar, an Indian grocery store, are nearby. The neighborhood boasts several green spaces, such as Foss Park, which includes tennis courts, baseball diamonds and an outdoor pool. The award-winning Edward L. Leathers Community Park is known for its sustainable landscaping. Cultural highlights include the Boston Figurative Art Center and the historic Peter and Oliver Tufts House. Among the public schools is the well-regarded Somerville High School. Despite some construction and traffic, the neighborhood remains walkable with regular bus service. Massachusetts Bay Transportation Authority (MBTA) buses serve the area, and the subway is also available from the Gilman Square station. Downtown Boston is several miles away.

Frequently Asked Questions

Is Winter Hill a good place to live?
Winter Hill is a good place to live. Winter Hill is considered very walkable and a biker's paradise with great transit options. Winter Hill is an urban core neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Winter Hill has 6 parks for recreational activities. It is fairly dense in population with 14.6 people per acre and a median age of 37. The average household income is $145,561 which is above the national average. College graduates make up 52.9% of residents. A majority of residents in Winter Hill are renters, with 63.4% of residents renting and 36.6% of residents owning their home. A local real estate agent serving Winter Hill can help you decide if this neighborhood is the right one for you. Learn more on our Winter Hill neighborhood guide.
Is Winter Hill, MA a safe neighborhood?
Winter Hill, MA is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Winter Hill?
The median home price in Winter Hill is $823,950. If you put a 20% down payment of $164,800 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $4,110 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $176K a year to afford the median home price in Winter Hill. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winter Hill is $146K.
What are the best public schools in Winter Hill?
The best public schools that serve Winter Hill are:
What are the best private schools in Winter Hill?
The best private schools that serve Winter Hill are:
  • Saint Theresa School has an A+ Niche grade, a student teacher ratio of 12:1 and an average review score of 5.0.
What are the most popular zip codes in Winter Hill, Somerville, MA?
The most popular zip codes in Winter Hill, Somerville, MA include 02145, 02143, 02155, 02144 and 02138.
What are the most popular neighborhoods near Winter Hill, Somerville, MA?
The most popular neighborhoods near Winter Hill, Somerville, MA are Prospect Hill, East Somerville, Ten Hills, Spring Hill and Magoun Square.
Are home prices dropping in Winter Hill?
Yes, home prices in Winter Hill are down 2% in the last 12 months.

Home Trends in Winter Hill, MA

Housing Trends

Median Sale Price
$859,900
Median Single Family Sale Price
$1,032,000
Median 2 Bedroom Sale Price
$745,000
Median 1 Bedroom Sale Price
$487,500
Average Price Per Sq Ft
$674
Number of Homes for Sale
5
Last 12 months Home Sales
43
Months of Supply
1.40
Median List Price
$823,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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