2,478

Winter Hill Homes

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  • /19

    $559,000 Pending

    • 2 Beds
    • 2 Baths
    • 885 Sq Ft

    74 Gilman St Unit 1, Somerville, MA 02145

    Spacious 2BR/2BA condo in a well-maintained building in Somerville’s ultra-convenient Winter Hill location. This sunny first-floor home features an open living/dining area with hardwood floors, central air, and in-unit laundry. The kitchen offers a generous island ideal for cooking and entertaining, and both bedrooms provide comfortable, private retreats. Enjoy a deeded parking space and quick

    Brian Fortier Joyce Lebedew Real Estate

    74 Gilman St Unit 1, Somerville, MA 02145
  • /14

    $2,200 per month plus fees

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    290 Broadway Unit 1, Somerville, MA 02145

    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

    290 Broadway Unit 1, Somerville, MA 02145
  • /41

    $859,900 Sold May 05, 2025

    115 Thurston St Unit G, Somerville, MA 02145

    • 3 Beds
    • 2 Baths
    • 914 Sq Ft
    • Built 2023

    Last Sold Summary

    • $941/SF
    • 6 Days On Market

    Last Listing Agent Steve Bremis Steve Bremis Realty Group

    115 Thurston St Unit G, Somerville, MA 02145
    • /27

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,800 Sq Ft

      32 Richdale Ave Unit 2, Somerville, MA 02145

      32 Richdale Ave Unit 2, Somerville, MA 02145
  • /27

    $918,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,717 Sq Ft

    49 Tennyson St Unit 2, Somerville, MA 02145

    Set along a pretty side street lined with 19th c. houses and tall trees, this inviting unit is just 0.4mi to the Green Line at Gilman Sq and 0.3mi to the Somerville Community Path. The property enjoys an unusually wide 5,200sf lot offering great light exposures, fenced yard and 2-car parking. The unit spans the upper floors and has had substantial updates including 2016 bathroom and laundry room

    The Team - Real Estate Advisors Coldwell Banker Realty - Cambridge

    49 Tennyson St Unit 2, Somerville, MA 02145
  • /13

    $3,495 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Apartment for Rent

    240 School St Unit 1, Somerville, MA 02145

    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

    Jarrett Lau Profitable Properties Boston LLC

    240 School St Unit 1, Somerville, MA 02145
  • /26

    $1,395,000 Sold Jul 11, 2025

    8 Lee St Unit 2, Somerville, MA 02145

    • 5 Beds
    • 3 Baths
    • 2,258 Sq Ft
    • Built 1905

    Last Sold Summary

    • 4% Below List Price
    • $618/SF
    • 33 Days On Market

    Last Listing Agent Amy Kirsch Leading Edge Real Estate

    8 Lee St Unit 2, Somerville, MA 02145
    • /32

      Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,644 Sq Ft

      53 Sargent Ave, Somerville, MA 02145

      53 Sargent Ave, Somerville, MA 02145
  • /41

    $999,999 Pending

    • 4 Beds
    • 3 Baths
    • 2,081 Sq Ft

    59 Dartmouth St Unit A, Somerville, MA 02145

    Welcome to 59 Dartmouth St, Unit A – a fully renovated 3-bedroom, 3-bath condo with a bonus room ideal for a 4th bedroom or home office. Located on a quiet residential street, this spacious unit features an open-concept floor plan, generous natural light, and modern updates throughout. Brand new kitchen and bathroom. High efficiency built (green score attached). Beautiful maple hardwood floor.

    Tal Klayman Stuart St James, Inc.

    59 Dartmouth St Unit A, Somerville, MA 02145
  • /20

    $3,600 per month plus fees

    • 3 Beds
    • 1 Bath
    • 1,018 Sq Ft
    • Condo for Rent

    39 Bradley St Unit 2, Somerville, MA 02145

    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

    39 Bradley St Unit 2, Somerville, MA 02145
  • /39

    $1,080,000 Sold Aug 15, 2025

    20 Richdale Ave Unit 2, Somerville, MA 02145

    • 4 Beds
    • 3.5 Baths
    • 1,750 Sq Ft
    • Built 1900

    Last Sold Summary

    • 10% Below List Price
    • $617/SF
    • 71 Days On Market

    Current Estimated Value $1,091,829

    Last Listing Agent Selina Yin MacDonald Keller Williams Boston MetroWest

    20 Richdale Ave Unit 2, Somerville, MA 02145
    • /13

      Est $1,016,356 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,515 Sq Ft

      1 Richdale Ave Unit 5, Somerville, MA 02145

      1 Richdale Ave Unit 5, Somerville, MA 02145
  • /28

    $1,299,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft

    12 Montgomery Ave, Somerville, MA 02145

    Experience modern efficiency and inviting warmth in this 4-bedroom plus bonus room, 2-bathroom single-family home. Completely remodeled in 2021, the home is cozy, open, and exceptionally bright. The main level offers an effortless flow leading to a rare Somerville find: a professionally landscaped, private backyard. This sanctuary enjoys beautiful morning and afternoon sun and offers a level of

    Tom Fitzpatrick Flow Realty, Inc.

    12 Montgomery Ave, Somerville, MA 02145
  • /7

    $2,800 total monthly price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    112 Thurston St Unit 1, Somerville, MA 02145

    The rent INCLUDES HEAT, HOT WATER & COOKING GAS. This 3 room, Large 1 bedroom apartment is just a few steps to many shops, restaurants and public transportation/bus line. 10 minute walk to new Gilmore Station Greenline/Boston & Medford. It is located in a well maintained and professionally managed building 1.5 miles from Assembly Row stores and restaurants. The rooms are very spacious and bright

    Edward Tobin Apple Real Estate Corp.

    112 Thurston St Unit 1, Somerville, MA 02145
  • /19

    $1,099,000 Sold Apr 17, 2025

    171 Walnut St Unit 173, Somerville, MA 02145

    • 4 Beds
    • 2.5 Baths
    • 2,991 Sq Ft
    • Built 2015

    Last Sold Summary

    • $367/SF
    • 3 Days On Market

    Last Listing Agent Jerome Bibuld Red Tree Real Estate

    171 Walnut St Unit 173, Somerville, MA 02145
    • /40

      Est $682,209 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,053 Sq Ft

      357 Medford St Unit 2, Somerville, MA 02145

      357 Medford St Unit 2, Somerville, MA 02145
  • /38

    $758,900 Open Sat 11:30AM - 1PM

    • 1 Bed
    • 1 Bath
    • 798 Sq Ft

    115 Thurston St Unit I, Somerville, MA 02145

    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

    Steve Bremis Steve Bremis Realty Group

    115 Thurston St Unit I, Somerville, MA 02145
  • /7

    $4,700 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    88 Gilman St Unit 2, Somerville, MA 02145

    4 bed 2 bath with central air and laundry in unit! Email for more info or for a tour!

    88 Gilman St Unit 2, Somerville, MA 02145
  • /34

    $975,000 Sold Nov 05, 2025

    38 Richdale Ave, Somerville, MA 02145

    • 4 Beds
    • 2 Baths
    • 1,971 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $495/SF
    • 16 Days On Market

    Current Estimated Value $977,158

    Last Listing Agent The Paradigm Team Coldwell Banker Realty - Newton

    38 Richdale Ave, Somerville, MA 02145
    • /29

      Est $666,656 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 770 Sq Ft

      24 Wigglesworth St Unit 1, Somerville, MA 02145

      24 Wigglesworth St Unit 1, Somerville, MA 02145
  • /41

    $1,400,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 3,600 Sq Ft

    25 Browning Rd, Somerville, MA 02145

    Discover the perfect blend of comfort, space, and unbeatable location. This expansive 4-bedroom, 1.5-bathroom home offers over 3,500 square feet of thoughtfully designed living space, with the potential to finish the third floor and make it 6-bedrooms and 2.5 bathrooms! The home's spacious layout includes generously sized bedrooms, versatile common areas, and an unfinished basement with endless

    Kyle Seyboth

    25 Browning Rd, Somerville, MA 02145
  • /8

    $2,975 total monthly price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    110 Thurston St Unit 4, Somerville, MA 02145

    The apartment is a large 1 BR with 3rooms. The rent INCLUDES HEAT, HOT WATER & COOKING GAS. This well-maintained unit t is just a few steps to many shops, restaurants and public transportation/bus line and is located in a well maintained and professionally managed building. The rooms are very spacious and bright and include a good size living room, bedroom and a recently renovated bath. The

    Edward Tobin Apple Real Estate Corp.

    110 Thurston St Unit 4, Somerville, MA 02145
  • /40

    $900,000 Sold May 21, 2025

    115 Thurston St Unit H, Somerville, MA 02145

    • 3 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Built 2023

    Last Sold Summary

    • $884/SF
    • 14 Days On Market

    Last Listing Agent Steve Bremis Steve Bremis Realty Group

    115 Thurston St Unit H, Somerville, MA 02145
    • /31

      Est $1,050,194 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,795 Sq Ft

      42 Marshall St Unit 1, Somerville, MA 02145

      42 Marshall St Unit 1, Somerville, MA 02145
  • /38

    $1,765,000 Pending

    • 5 Beds
    • 5 Baths
    • 3,064 Sq Ft

    49 Tennyson St, Somerville, MA 02145

    Set along a pretty side street lined with 19th c. houses & tall trees, this inviting 2-family is available as a multi or as individual condos. Just 0.4mi to the Green Line at Gilman Sq & 0.3mi to the Somerville Community Path, the property enjoys an unusually wide 5,200sf lot offering great light exposures, fenced yard & 4-car parking. Unit 1 was expanded & renovated in 2015 & features an open

    The Team - Real Estate Advisors Coldwell Banker Realty - Cambridge

    49 Tennyson St, Somerville, MA 02145
  • /8

    $4,599 total monthly price

    • 4 Beds
    • 2 Baths
    • 2,800 Sq Ft
    • Condo for Rent

    110 Walnut St Unit 1, Somerville, MA 02145

    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

    110 Walnut St Unit 1, Somerville, MA 02145
  • /13

    $800,000 Sold May 09, 2025

    28 Dana St Unit 1, Somerville, MA 02145

    • 2 Beds
    • 3 Baths
    • 1,898 Sq Ft
    • Built 1910

    Last Sold Summary

    • 3% Above List Price
    • $421/SF
    • 22 Days On Market

    Current Estimated Value $843,053

    Last Listing Agent Darin Thompson Stuart St James, Inc.

    28 Dana St Unit 1, Somerville, MA 02145
    • /16

      Est $677,801 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft

      9 James St Unit 1, Somerville, MA 02145

      9 James St Unit 1, Somerville, MA 02145
  • /16

    $1,299,000

    • 7 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    7 Stickney Ave, Somerville, MA 02145

    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

    Joseph Hickey Best Deal Realty, LLC

    7 Stickney Ave, Somerville, MA 02145
  • /26

    $3,100 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft
    • Apartment for Rent

    44 Dana St Unit 2, Somerville, MA 02145

    2BR apartment open floor plan AMAZING White shaker kitchen cabinets,SS Appliances,quartz counters.Designer ceramic tile showered bath decorative & modern lighting.IN UNIT WASHER /DRYER Private entrance shared with only 1 other unit makes nice space to hang coats & place boots .. All freshly painted w/colors of today and new lighting fixtures Gleaming re finished hardwood floors .Pet friendly

    Julie Tsakirgis RE/MAX Property Shoppe, Inc.

    44 Dana St Unit 2, Somerville, MA 02145
  • /27

    $650,000 Sold Jan 29, 2026

    9 Montgomery Ave Unit 1, Somerville, MA 02145

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1915

    Last Sold Summary

    • $829/SF
    • 27 Days On Market

    Last Listing Agent Nicole Bradford Prestige Homes Real Estate, LLC

    9 Montgomery Ave Unit 1, Somerville, MA 02145
    • /31

      Est $542,162 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 731 Sq Ft

      369 Medford St Unit 3, Somerville, MA 02145

      369 Medford St Unit 3, Somerville, MA 02145
  • /40

    $1,299,900 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    15 Stickney Ave Unit A, Somerville, MA 02145

    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

    Steve Bremis Steve Bremis Realty Group

    15 Stickney Ave Unit A, Somerville, MA 02145
  • /11

    $2,700 total monthly price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    99 Thurston St Unit 6, Somerville, MA 02145

    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

    99 Thurston St Unit 6, Somerville, MA 02145
  • /28

    $750,000 Sold Apr 07, 2025

    108 Gilman St Unit 1, Somerville, MA 02145

    • 2 Beds
    • 1.5 Baths
    • 797 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Above List Price
    • $941/SF
    • 6 Days On Market

    Current Estimated Value $736,957

    Last Listing Agent Nick Cuevas Compass

    108 Gilman St Unit 1, Somerville, MA 02145
    • /19

      Est $1,043,889 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,723 Sq Ft

      4 Virginia St, Somerville, MA 02145

      4 Virginia St, 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
  • /14

    $3,900 total monthly price

    • 4 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Apartment for Rent

    105 Walnut St Unit 1, Somerville, MA 02145

    Available Sept. 1st... This CHARMING 4BR apartment features extra high 9-foot ceilings, gracious foyer / office, four bright bedrooms, spacious living room, windowed eat-in kitchen with pantry, and outdoor deck. Additional features include built in shelving, molding details, and hardwood floors. Laundry and bike storage located in the building. WATER / SEWER IS INCLUDED. Ideally located near to

    Vincent Lee Supreme Property Solutions

    105 Walnut St Unit 1, Somerville, MA 02145
  • /33

    $980,000 Sold Jun 20, 2025

    40 Dartmouth St Unit 1, Somerville, MA 02145

    • 2 Beds
    • 2 Baths
    • 1,747 Sq Ft
    • Built 1895

    Last Sold Summary

    • 2% Above List Price
    • $561/SF
    • 6 Days On Market

    Current Estimated Value $968,779

    Last Listing Agent Lara Gordon Gibson Sotheby's International Realty

    40 Dartmouth St Unit 1, Somerville, MA 02145
    • /38

      Est $1,004,506 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,511 Sq Ft

      16 Virginia St, Somerville, MA 02145

      16 Virginia St, Somerville, MA 02145

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Hill, MA

Housing Trends

Median Sale Price
$792,500
Median Single Family Sale Price
$875,000
Median 2 Bedroom Sale Price
$725,000
Median 1 Bedroom Sale Price
$500,000
Average Price Per Sq Ft
$694
Number of Homes for Sale
3
Last 12 months Home Sales
42
Months of Supply
0.90
Median List Price
$785,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
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