2,536

Winter Hill Homes

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  • /36

    $1,049,000

    $50K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,586 Sq Ft

    59 Bonair St, Somerville, MA 02145

    Multifamily alternative in one of Somerville’s most desired neighborhoods, this beautifully maintained Single family 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

    Agent Photo

    Jose Frias

    Realty ONE Group Nest

    59 Bonair St, Somerville, MA 02145
  • /12

    $3,900 Plus Fees

    • 2 Beds
    • 2 Baths
    • 923 Sq Ft
    • Condo for Rent

    81 Gilman St Unit 1, Somerville, MA 02145

    81 Gilman St. #1, Somerville, MA 02145 East Somerville Be the first to enjoy this beautifully renovated 2-bedroom, 2-bath condominium in East Somerville offering 923 square feet of thoughtfully designed living space. Located on the first floor, this bright and modern home blends clean contemporary finishes with warm hardwood floors and an open, functional layout. The centerpiece of the

    81 Gilman St Unit 1, Somerville, MA 02145
  • /34

    $437,500

    Sold Jul 27, 2026

    326 Broadway Unit 6, Somerville, MA 02145

    • 2 Beds
    • 1 Bath
    • 696 Sq Ft
    • Built 1970

    Last Sold Summary

    • 3% Below List Price
    • $629/SF
    • 43 Days On Market

    Current Estimated Value $450,893

    Last Listing Agent John Dean Engel & Volkers Boston

    326 Broadway Unit 6, Somerville, MA 02145
    • /32

      Not Listed For Sale

      53 Sargent Ave, Somerville, MA 02145

      • 5 Beds
      • 4 Baths
      • 3,644 Sq Ft
      • Built 1905
      53 Sargent Ave, Somerville, MA 02145

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Rodney Sinclair J. Barrett & Company

  • /28

    $459,000

    Pending
    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    326 Broadway Unit 15, Somerville, MA 02145

    Well-maintained, bright, and sunny 2-bedroom, 1-bath condo located on the third floor of a professionally managed building. Ideally situated just steps from shops, restaurants, and public transportation, with easy access to Cambridge and downtown Boston. This inviting home features sun-filled living spaces, two generously sized bedrooms, and a full bathroom. The unit includes one designated

    Agent Photo

    Wei Wang

    WW Real Estate LLC

    326 Broadway Unit 15, Somerville, MA 02145
  • /10

    $975 Plus Fees

    • 5 Beds
    • 1 Bath
    • Room in Shared 5 bed/1 bath home in Somerville

    105 Walnut St Unit B, Somerville, MA 02145

    Room for rent: PLEASE NOTE: This is a private room in a shared apartment. You will have your own bedroom and shared common areas (kitchen, bathroom, etc.) with other residents.Full bedroom in a 5 bedroom / 1 bathroom apartment!This Full room in Somerville offers flexible lease lengths, including a standard 12-month term. You pick your custom start and end date. Monthly

    Room in Shared 5 bed/1 bath home in Somerville

    105 Walnut St Unit B, Somerville, MA 02145
  • /41

    $945,000

    Sold Feb 20, 2026

    59 Dartmouth St Unit A, Somerville, MA 02145

    • 4 Beds
    • 3 Baths
    • 2,081 Sq Ft
    • Built 1900

    Last Sold Summary

    • 16% Below List Price
    • $454/SF
    • 180 Days On Market

    Last Listing Agent Tal Klayman Velney Realty LLC

    59 Dartmouth St Unit A, Somerville, MA 02145
    • /27

      Est $1,072,283

      Not Listed For Sale

      402 Medford St Unit 2, Somerville, MA 02145

      • 3 Beds
      • 2 Baths
      • 1,690 Sq Ft
      • Built 1910
      402 Medford St Unit 2, Somerville, MA 02145

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Hudson Santana Keller Williams Realty Boston Northwest

  • /42

    $1,599,999

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,028 Sq Ft

    9 Dartmouth St, Somerville, MA 02145

    SPECIAL 4.125% FINANCING in Year One! LOVELY VACANT VICTORIAN 3 FAMILY CHARMER WITH WRAPAROUND FRONT PORCH AND PLANS FOR 4TH UNIT CARRIAGE HOUSE CONVERSION! Fantastic GROWTH potential with the DETACHED 2 STORY 856 SQ FT CARRIAGE HOUSE including LOFT which can be a FOURTH Unit ADU (seller will include structural plans, sprinkler plans & contractor estimate). LESS THAN A QUARTER MILE TO THE GREEN

    Steve Bremis Steve Bremis Realty Group

    9 Dartmouth St, Somerville, MA 02145
  • /20

    $4,000 Plus Fees

    • 4 Beds
    • 1 Bath
    • Condo for Rent

    12 Gilman Terrace, Somerville, MA 02145

    Nice 4 Bed 1 Bath available 9/1 on Gilman Ter. in Somerville Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained. We are pledged to

    12 Gilman Terrace, Somerville, MA 02145
  • /28

    $1,400,000

    Sold Mar 05, 2026

    12 Montgomery Ave, Somerville, MA 02145

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft
    • Built 1915

    Last Sold Summary

    • 8% Above List Price
    • $682/SF
    • 5 Days On Market

    Current Estimated Value $1,171,227

    Last Listing Agent Tom Fitzpatrick Flow Realty, Inc.

    12 Montgomery Ave, Somerville, MA 02145
    • /40

      Est $668,322

      Not Listed For Sale

      357 Medford St Unit 2, Somerville, MA 02145

      • 2 Beds
      • 1 Bath
      • 1,053 Sq Ft
      • Built 1900
      357 Medford St Unit 2, Somerville, MA 02145

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Susan Kadilak Fiv Realty Co.

  • /18

    $1,200,000

    • 6 Beds
    • 4 Baths
    • 2,364 Sq Ft

    15 Kenneson Rd, Somerville, MA 02145

    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

    15 Kenneson Rd, Somerville, MA 02145
  • /13

    $2,700 Per Month

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Condo for Rent

    17 Edmands St Unit Edmands top floor, Somerville, MA 02145

    sunny top floor unit with an eat in kitchen and a pantry with laundry. hardwood floors throughout. cedar closets and a bonus room/office. walk to Assembly Row shopping and dining.

    17 Edmands St Unit Edmands top floor, 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 $995,935

    Last Listing Agent The Paradigm Team Coldwell Banker Realty - Newton

    38 Richdale Ave, Somerville, MA 02145
    • /29

      Est $632,913

      Not Listed For Sale

      24 Wigglesworth St Unit 1, Somerville, MA 02145

      • 2 Beds
      • 1 Bath
      • 770 Sq Ft
      • Built 1900
      24 Wigglesworth St Unit 1, Somerville, MA 02145

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Daniel Deychman Helix Real Estate

  • /19

    $1,099,750

    Pending
    • 4 Beds
    • 3 Baths
    • 2,573 Sq Ft

    8 Sargent Ave, Somerville, MA 02145

    Contractor, builder, investor opportunity for those seeking a full-scale renovation, expansion, or teardown/redevelopment project. This expansive property offers 2573 square feet of living space, poised on a generous lot w/ample parking. Representing a significant investment opportunity in burgeoning Winter Hill, a desirable, established neighborhood still ripe with upside potential. Commuter

    Lynne Thompson Gibson Sotheby's International Realty

    8 Sargent Ave, Somerville, MA 02145
  • /13

    $1,310 Plus Fees

    • 4 Beds
    • 1.5 Baths
    • 138 Sq Ft
    • Room in Shared 4 bed/1.5 bath home in Somerville

    17 Kenneson Rd Unit C, Somerville, MA 02145

    Room for rent: PLEASE NOTE: This is a private room in a shared apartment. You will have your own bedroom and shared common areas (kitchen, bathroom, etc.) with other residents.Queen bedroom in a 4 bedroom / 1.5 bathroom apartment!This Queen room in Somerville offers flexible lease lengths, including a standard 12-month term. You pick your custom start and end date.

    Room in Shared 4 bed/1.5 bath home in Somerville

    17 Kenneson Rd Unit C, Somerville, MA 02145
  • /19

    $762,000

    Sold Jun 26, 2026

    14 Kenneson Rd Unit A, Somerville, MA 02145

    • 2 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Above List Price
    • $543/SF
    • 7 Days On Market

    Current Estimated Value $759,333

    Last Listing Agent Karen Dame Century 21 North East

    14 Kenneson Rd Unit A, Somerville, MA 02145
    • /31

      Est $1,099,714

      Not Listed For Sale

      42 Marshall St Unit 1, Somerville, MA 02145

      • 3 Beds
      • 2 Baths
      • 1,795 Sq Ft
      • Built 1915
      42 Marshall St Unit 1, Somerville, MA 02145

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Julie McClure Coldwell Banker Realty - Cambridge

  • /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
  • /20

    $3,650 Plus Fees

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    78 Sycamore St Unit 2, Somerville, MA 02145

    This nice 2 Bedrooms 1.5 Bath place in the Somerville - Winter Hill area is available for Now. Included Features are: Electric heat pump Heat, Fire Places, Deck, and Laundry in Basement, Free. 1. Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs,

    78 Sycamore 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

    Current Estimated Value $656,279

    Last Listing Agent Nicole Bradford Prestige Homes Real Estate, LLC

    9 Montgomery Ave Unit 1, Somerville, MA 02145
    • /28

      Est $989,984

      Not Listed For Sale

      102 Gilman St, Somerville, MA 02145

      • 6 Beds
      • 2 Baths
      • 1,659 Sq Ft
      • Built 1890
      102 Gilman St, Somerville, MA 02145

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Brett Sillari Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /26

    $3,300,000

    • 11 Beds
    • 8 Baths
    • 5,921 Sq Ft

    174 Walnut St, Somerville, MA 02145

    Rare opportunity to own a newly renovated three-family investment property in a high-demand Somerville location. 174 Walnut Street offers approx. 5,921 total gross SF across three spacious residences: a massive duplex Unit 1 with approx. 3,044 SF, 6 effective bedrooms, 3 full baths, private deck access, and excellent rental flexibility; Unit 2 with approx. 1,532 SF, 3 bedrooms, 2 full baths,

    Kirsten McEleney KM Real Estate Group

    174 Walnut St, Somerville, MA 02145
  • /20

    $3,500 Plus Fees

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    203 School St Unit 2, Somerville, MA 02145

    Spacious 3-bedroom, 2-bath rental in Somerville's Winter Hill neighborhood offering approximately 1,200 sq. ft. across two levels. The main living level includes the kitchen and living areas and a smaller bedroom and full bath, while the upper level features two additional bedrooms, including one with direct access to the second full bath offering a flexible, suite-like arrangement. Enjoy a

    203 School St Unit 2, Somerville, MA 02145
  • /19

    $559,000

    Sold Apr 15, 2026

    74 Gilman St Unit 1, Somerville, MA 02145

    • 2 Beds
    • 2 Baths
    • 885 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Below List Price
    • $632/SF
    • 82 Days On Market

    Current Estimated Value $560,326

    Last Listing Agent Brian Fortier Joyce Lebedew Real Estate

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

      Est $1,034,400

      Not Listed For Sale

      4 Virginia St, Somerville, MA 02145

      • 3 Beds
      • 1.5 Baths
      • 1,723 Sq Ft
      • Built 1900
      4 Virginia St, Somerville, MA 02145

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Currier, Lane & Young Compass

  • /29

    $895,000

    Open Sat 10AM - 2PM
    • 2 Beds
    • 2.5 Baths
    • 6,602 Sq Ft

    356 Broadway Unit A-2, Somerville, MA 02145

    Two-bedroom, 2½-bath condo — all-new construction with premium finishes and unbeatable convenience. Step into a completely rebuilt, modern home featuring brand-new Marvin windows, new plumbing and electrical, and hardwood floors throughout. The open living area is anchored by a sleek, high-end kitchen with natural-gas cooking, new luxury appliances, and central air conditioning and gas heat for

    Jonathan Minerick homecoin.com

    356 Broadway Unit A-2, Somerville, MA 02145
  • /11

    $4,200 Per Month

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    8 Wesley St Unit 2, Somerville, MA 02145

    8 Wesley St Unit 2, Somerville, MA 02145
  • /14

    $655,000

    Sold Jul 08, 2026

    60 Bradley St, Somerville, MA 02145

    • 2 Beds
    • 1.5 Baths
    • 1,142 Sq Ft
    • Built 1985

    Last Sold Summary

    • 11% Below List Price
    • $574/SF
    • 46 Days On Market

    Current Estimated Value $727,247

    Last Listing Agent Kathryn Sallis Redfin Corp.

    60 Bradley St, Somerville, MA 02145
    • /38

      Est $1,034,630

      Not Listed For Sale

      16 Virginia St, Somerville, MA 02145

      • 4 Beds
      • 2 Baths
      • 1,511 Sq Ft
      • Built 1900
      16 Virginia St, Somerville, MA 02145

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Alicia Robillard Century 21 North East

  • /39

    $699,500

    Pending
    • 1 Bed
    • 1 Bath
    • 798 Sq Ft

    115 Thurston St Unit I, Somerville, MA 02145

    SPECIAL FINANCING 6.125%, 5% DOWN on a 10/6 Loan Program (Fixed 10 yrs/ then 6 mnth adjustable!) as of 9/3/26 EXCLUSIVE USE X LARGE ROOF DECK AND STUNNING PANORAMIC VIEWS OF BOSTON... MANSARD INFLUENCED NEW CONSTRUCTION WITH A NON TANDEM GARAGE SPOT. Skylight, big windows, breakfast bar and large designer bath...Less than a half to the Green Line!... Fantastic quality, incredible value...Stunning

    Steve Bremis Steve Bremis Realty Group

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

    $1,260 Plus Fees

    • 4 Beds
    • 1.5 Baths
    • 145 Sq Ft
    • Room in Shared 4 bed/1.5 bath home in Somerville

    53 Sycamore St Unit B, Somerville, MA 02145

    Room for rent: PLEASE NOTE: This is a private room in a shared apartment. You will have your own bedroom and shared common areas (kitchen, bathroom, etc.) with other residents.Queen bedroom in a 4 bedroom / 1.5 bathroom apartment!This Queen room in Somerville offers flexible lease lengths, including a standard 12-month term. You pick your custom start and end date.

    Room in Shared 4 bed/1.5 bath home in Somerville

    53 Sycamore St Unit B, Somerville, MA 02145
  • /18

    $1,080,000

    Sold Aug 28, 2026

    5 Essex St, Somerville, MA 02145

    • 6 Beds
    • 4 Baths
    • 2,665 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $405/SF
    • 76 Days On Market

    Current Estimated Value $1,182,902

    Last Listing Agent Sage Jankowitz Cambridge Sage Inc.

    5 Essex St, Somerville, MA 02145
    • /36

      Est $1,211,794

      Not Listed For Sale

      192 Pearl St, Somerville, MA 02145

      • 7 Beds
      • 3 Baths
      • 2,602 Sq Ft
      • Built 1900
      192 Pearl St, Somerville, MA 02145

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Ning Sun United Real Estate, LLC

  • /19

    $1,299,000

    • 7 Beds
    • 2.5 Baths
    • 3,160 Sq Ft

    7 Stickney Ave, Somerville, MA 02145

    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

    7 Stickney Ave, Somerville, MA 02145
  • /9

    $1,150 Per Month

    • 1 Bed
    • 1 Bath
    • 1,500 Sq Ft
    • Condo for Rent

    420 Medford St Unit 1, Somerville, MA 02145

    1500 square foot apartment for rent . Newly installed floating wood floors , stainless steel appliances , granite counters . large room available. . Utilities included . Convenient location and convenient store right underneath for all of your essential needs . Please call me for more details .

    420 Medford St Unit 1, Somerville, MA 02145
  • /18

    $455,000

    Sold Jan 30, 2026

    390 Broadway Unit 24, Somerville, MA 02145

    • 1 Bed
    • 1 Bath
    • 644 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Above List Price
    • $707/SF
    • 5 Days On Market

    Current Estimated Value $465,203

    Last Listing Agent Gary S. Vrotsos Coldwell Banker Realty - Cambridge

    390 Broadway Unit 24, Somerville, MA 02145
    • /30

      Est $512,425

      Not Listed For Sale

      206 Pearl St Unit 1A, Somerville, MA 02145

      • 2 Beds
      • 1 Bath
      • 800 Sq Ft
      • Built 1900
      206 Pearl St Unit 1A, Somerville, MA 02145

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Bill Patterson Craft Realty

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$753,500
Median Single Family Sale Price
$945,000
Median 2 Bedroom Sale Price
$640,000
Median 1 Bedroom Sale Price
$445,750
Average Price Per Sq Ft
$634
Number of Homes for Sale
2,536
Last 12 months Home Sales
36
Months of Supply
3.30
Median List Price
$756,950
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-6%
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