$966,143Average Value$688Average Price per Sq Ft2Homes For Sale
Shops, restaurants and parks on the green line in Winter Hill
Winter Hill is an artsy residential community just north of Downtown Boston. The neighborhood was named after the 120-foot hill that overlooks the area and once held a military fort that played a major part in the Revolutionary War. There’s an immense amount of history to explore here, from the early Colonial periods of America to organized crime by the Winter Hill Gang in the late 20th century. While the neighborhood consists mostly of homes, condos and apartments, there are also shops, restaurants and parks within walking distance. The neighborhood used to be more secluded from Downtown Boston, but recent improvements to the area’s public transportation have turned Winter Hill into a popular choice for commuters. “The neighborhood has changed with the new green line,” says Jack Lister, a Real Estate Salesperson with Berkshire Hathaway Verani Realty, who’s been selling homes in the area since 1967. “The route pretty much goes right through the middle of downtown.”
Beautiful colorful townhomes line the various streets of Winter Hill in Somerville.
From single to multifamily townhomes, Winter Hill has various colonial styled homes.
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Colonial-style homes starting in the $825,000s
Properties in this walkable urban neighborhood include colonial-style homes, Victorian condos and luxury townhouses. Many homes were built in the early 1900s and have since been refurbished. Older houses typically sell for $825,000 to $1.2 million, while renovated homes go for $1.75 million to $2.5 million. One- to three-bedroom converted condos and townhouses usually sell for $465,000 to $950,000.
Large Victorian Colonial-style homes line the streets of Winter Hill.
Winter Hill has many homey-looking duplexes.
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Grocery shopping at Neighborhood Produce
Neighborhood Produce is a locally owned grocer along Medford Street with fresh fruits and vegetables, pre-packaged goods and bulk items. There’s also the Taj Mahal Desi Bazaar, an Indian grocery store with a large selection of spices and fresh fish. On Pearl Street, Sarma is a popular local restaurant modeled after the traditional meyhanes of Turkey. Residents can also pick up a pizza from Leone’s Sub & Pizza or Mamma Lisa’s Pizzeria and try a New England IPA or pilsner at Winter Hill Brewing Company. For dessert, Tipping Cow Ice Cream is a family-owned shop that serves specialty flavors such as cannoli and espresso. Winter Hill is also less than a mile from Assembly Row, an outlet mall with national retailers and restaurants.
Neighborhood Produce has multiple storefronts throughout Somerville.
Buy fresh food and spices from Taj Mahal Desi Bazaar in Winter Hill.
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Winter Hill's annual artsy events
Each year the community hosts several art-centered events, including Somerville ArtBeat in July and the Somerville Holiday Flea Market in December. Both events feature local craft vendors, musicians and food trucks. Somerville also hosts rotating SomerStreets events throughout the year, which are the city's take on the internationally known Open Streets concept. The city closes select streets and opens them for events like their annual carnival, arts and music festivals and a Halloween celebration. Also nearby, the Boston Figurative Art Center offers a regular schedule of classes, including drawing as meditation.
Locals enjoy walking down to the lined booths of the venders at Gilman Park Marketplace.
Live music performances for all ages at Gilman Arts and Music Fest.
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Tennis, baseball and swimming at Foss Park
Foss Park is a moderately sized green space run by the city, which offers tennis courts, baseball diamonds and an outdoor pool. Residents can also go for a stroll or ride a bike at the award-winning Edward L. Leathers Community Park. Once a vacant lot, the park received a merit award from the Boston Society of Landscape Architects for its appearance and use of sustainable landscaping. The Hoyt-Sullivan Playground is a natural play space in a dense, urban area. On the neighborhood's eastern side, Deanna Cremin Playground has musical chimes, slides and climbing area.
Foss Park in Winter Hill also has basketball and tennis courts.
The large recreational field used by locals and Somerville students is in Foss Park.
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Standout schools in Somerville
Neighborhood kids are served by the Somerville Public Schools district. Kindergarten through eighth-grade students may attend Winter Hill Community Innovation School, which gets a C-plus from Niche. Students may then attend Somerville High School, which earns an A-minus and ranks in the top ten of Niche’s standout high schools in Massachusetts. Winter Hill is also less than 3 miles away from prestigious Harvard University and the Massachusetts Institute of Technology. “A lot of people come for the colleges here too,” says Lister. “They get here, and they love it, so they end up staying.”
Entrance to Winter Hill Community School in Somerville, MA.
Large glass windows brings natural light to the main entrance of the Somerville High School.
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From Gilman Square station to downtown
Winter Hill is an accessible urban community with walkable streets and regular bus service. The neighborhood is also served by the Gilman Square light rail station, which offers quick and easy access to Downtown Boston. The CHA Cambridge Hospital is less than 2 miles away, and Boston Logan International Airport is about 5 miles away.
Take the green line from Gilman Station in Winter Hill.
Bikers and pedestrians share the Community Path in Winter Hill on there way to the green line.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Winter Hill neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Winter Hill
US
Homicide
2
4
Sexual Assault
3
4
Assault with Weapon
3
4
Robbery
3
4
Burglary
3
4
Motor Vehicle Theft
3
4
Larceny
3
4
Crime Score
2
4
Source: WhatIsMyCrimeRisk.com
Winter Hill Demographics and Home Trends
On average, homes in Winter Hill, Somerville sell after 26 days on the market compared to the national average of 54 days. The median sale price for homes in Winter Hill, Somerville over the last 12 months is $792,500, down 10% from the median home sale price over the previous 12 months.
GREAT FINANCING!!! 30 yr fixed at 5.625% w/ 5% down - No Points... Less than a half to the Green Line! FANTASTIC NEW CONSTRUCTION WITH HUGE EXCLUSIVE USE ROOF DECK AND STUNNING PANORAMIC VIEWS OF BOSTON... Also includes RARE EXCLUSIVE GARAGE PARKING SPOT. Fantastic quality, incredible value... Stunning Sun Splashed Luxurious top flr unit w/ 9 ft clngs, skylight & custom panneled walls. Wide plank
Explore this exceptional multi-family property in Somerville, MA. This property boasts two generously sized & recently updated apartments. Numerous rooms have been newly painted. The units showcase a variety of flooring options, including elegant hardwood, stylish tile, & plush new (2022) wall-to-wall carpeting. The expansive kitchens have been updated with modern countertops & cabinets, while
Seeing is believing! STUNNING NEW LUXURY CONSTRUCTION...JUST A BLOCK FROM THE GREEN LINE... with NON TANDEM PARKING. Exceptional Quality and Design! A sunny spacious modern escape that's perfect for entertaining. Fantastic Open Fireplace Living Room with hardwood floors and an abundance of large beautifully appointed Black Composite Marvin Windows throughout. Delightful well thought out 3 bedroom
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
Property Id: 2397697The home is conveniently located 0.4 miles from the Gilman Square Green Line station, with walking distance to a shopping center and grocery store. Amenities include in-unit laundry, ample street parking with a permit, and large windows that provide abundant natural light throughout the day.
LESS THAN A 5 MINUTE TO THE GREEN LINE. PRISTINE CONDO QUALITY THREE BEDROOM TOWNHOUSE WITH 2.5 BATHS. Winter Hill location with approximately 1,500 sq ft of living area. Two thoughtfully designed levels. Bright, expansive living space where brand-new hardwood floors and a beautiful gas fireplace. Oversized windows flood the home w/ natural light. Updated kitchen blends style and function w/
Property Id: 2364216Welcome in the new year with a new home- this beautifully updated 2-bedroom, 1-bath apartment in the heart of Somerville! This charming unit features gleaming hardwood floors throughout and a thoughtfully updated kitchen with quartz countertops, stainless steel appliances, dishwasher, gas stove, and built-in microwave- perfect for cooking and entertaining.Both
Charming 2-bedroom unit ideally located on Broadway in the heart of Somerville! This move-in-ready apartment features a lvng rm, kitchen, two well-sized bedrooms, a full bathroom, gleaming hardwood floors throughout and central A/C for comfort. Enjoy a private porch plus direct access to the building’s laundry room for added convenience. Commuter-friendly location just a short 10–12 minute bus
Spectacular 3 bedroom, 1 bathroom just 1 mile away from the heart of bustling Union Square. This 2017 renovation includes a brand new kitchen with high quality white maple cabinetry, granite counter tops and GE Profile stainless steel appliances. The unit also features 3 large bedrooms each featuring ample closet space. Other features include new hardwood floors throughout the hallways, living
Charming 2-bedroom apartment ideally located on Broadway in the heart of Somerville. This move-in-ready unit offers four well-proportioned rooms, two spacious bedrooms, a full bath, gleaming hardwood floors throughout, and central A/C for comfort. Laundry available in the building for added convenience. Commuter-friendly location just a 10–12-minute bus ride to Sullivan Square Station, with easy
[Available 9/1/26] 5 Minute walk to Gilman Square MBTA! Winter Hill treetop 2 bed on third floor. The bedrooms are big and spacious. Updated Galley kitchenwith Granite and SS appliances opens to living/dining area. Great natural light and hardwood floors! Coin-operated laundry in the basement. Just a block to Sarma and a few blocks to Winter Hill Brewing! Easy access to 93 or bus to Redline. Rent
Welcome to this spacious 4-bedroom, 2-bath apartment located on a quiet residential street in Newton. With approximately 2,800 square feet of thoughtfully designed living space, this unit offers a comfortable and functional layout.Enjoy a spacious living area filled with natural light, a well-equipped kitchen, and generously sized bedrooms. Laundry is conveniently located in the building
East Somerville/Winter Hill 2 BR WITH HOME OFFICE Fantastic blue skyline views! Custom white shaker kitchen cabinets,SS Appliances & quartz counters.Bathrooms w/modern decorative lighting & designer ceramic tile. All freshly painted w/colors of today.Gleaming refinished hardwood flooring.In unit new washer & dryer.Pet friendly building, On 2 major bus lines, public transportation, Foss Park,
Residential feel while being close to all the amenities Somerville has to offer. You’ll be just a short distance from restaurants, cafes, and shops along Broadway. Public transportation options, including nearby bus lines and the Green Line Extension, provide easy access to Boston, Cambridge, and the surrounding areas. TOTAL MOVE IN COSTS ARE NEGIOTATABLE BASED ON THE QUALIFICATIONS OF
This single-story apartment showcases a blend of functionality and character. The living areas feature warm hardwood floors and large windows, allowing ample natural light. The kitchen stands out with dark cabinets, stainless steel appliances, and granite countertops. Bedrooms are personalized with tapestries, string lights, and colorful decor, creating a youthful, bohemian atmosphere. A full
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