3,306

Middlesex, MA Homes

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  • /40

    $1,338,000 Pending

    • 6 Beds
    • 4 Baths
    • 3,325 Sq Ft

    10 Tennyson St, Somerville, MA 02145

    Well-maintained two-family home in Somerville’s Central Hill neighborhood with ~3,200 sq ft. Perfect for investors or owner-occupants seeking rental income, this property is just minutes to the Gilman Square and Magoun Square Green Line stations and convenient to Davis and Porter Square. The 1st unit is 7 rooms, 2 bedrooms, and 2 full baths across approx. 1,500 sq ft across two levels with dark

    Agent Photo

    Jamie Thompson

    Thompson Realty

    (617) 209-9093

    10 Tennyson St, Somerville, MA 02145
  • /10

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    92 Thurston St Unit 3, Somerville, MA 02145

    Live Above It All – Style, Light & Space in Somerville! This sun-splashed apartment offers the perfect blend of charm and modern convenience. With shiny hardwood floors throughout the living room and bedrooms, this inviting apartment delivers warmth and character at every turn. Love to cook or entertain? You’ll appreciate the spacious eat-in kitchen, plenty of room for a dining table, lots of

    Agent Photo

    Adele Faso

    eXp Realty

    (617) 882-7101

    92 Thurston St Unit 3, Somerville, MA 02145
  • /28

    $1,515,000 Sold Aug 29, 2025

    • 2,850 Sq Ft
    • $532/SF
    • 8 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1920

    6 Mortimer Place, Somerville, MA 02145

    Beautiful Winter Hill Three Family. 105K Annual Income. This magnificent beauty boasts high ceilings with large windows that allow a ton of natural sunlight. Renovated units with Stainless Steel appliances and Eat-in-Kitchens. Gleaming hardwood floors throughout. All units are leased through August 30th, 2026. This property is situated seconds from the MBTA Gilman Square. Moments to Magous

    Jerome Bibuld Red Tree Real Estate

    6 Mortimer Place, 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
  • /39

    $910,000

    • 3 Beds
    • 2 Baths
    • 914 Sq Ft

    115 Thurston St Unit G, Somerville, MA 02145

    Experience modern elegance at 115 Thurston Street, a sleek 3-bed, 2-bath new construction condo in the heart of Somerville’s vibrant Winter Hill. This sun-filled penthouse features an open floor plan, 9-ft ceilings, custom paneling, and designer finishes throughout. The striking kitchen is highlighted by quartz countertops, a breakfast island, premium stainless appliances, and a direct-vent gas

    Laura DeLuca Compass

    115 Thurston St Unit G, Somerville, MA 02145
  • /26

    $3,300 per month

    • 3 Beds
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    43 Dartmouth St Unit 2, Somerville, MA 02145

    Charming duplex 3.5 bedroom apartment located in Somerville. Step into a thoughtfully designed apartment that maximizes both style and functionality. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an inviting space for relaxation and entertainment. One parking spot included in the rent and free laundry in the building. Commute with ease using nearby

    43 Dartmouth St Unit 2, Somerville, MA 02145
  • /26

    $1,345,000 Sold Aug 28, 2025

    • 2,226 Sq Ft
    • $604/SF
    • 37 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1910

    126 Central St Unit 2, Somerville, MA 02145

    Sprawling upper duplex with greenery and blue skies out nearly every window! Shed the outdoors at the mudroom entry and revel in the expanse that is your living space. Enjoy the fire and admire your coffered ceilings of the living and dining areas with lovely wood flooring throughout. Or show off to friends and let the party spill out onto the deck and backyard. A sleek white kitchen with plenty

    Valerie Post Engel & Volkers Boston

    126 Central St Unit 2, Somerville, MA 02145
    • /32

      Est $1,156,862 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,743 Sq Ft

      18 Adams St Unit 1, Somerville, MA 02145

      18 Adams St Unit 1, Somerville, MA 02145
  • /14

    $599,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    115 Highland Ave Unit 21, Somerville, MA 02143

    Location Location! minutes from Green line Ext., Union Square, Harvard Square. This stunning condo is on the Top Floor/Penthouse Level it is the Gem you've been waiting for. Soaked in natural light it features an open layout and the kind of quiet only a top floor unit can offer. The perfect blend for your Modern Lifestyle and is move in ready! The updated kitchen features sleek counter tops, new

    Maureen Kelly-Fromm RE/MAX Preferred Properties

    115 Highland Ave Unit 21, Somerville, MA 02143
  • /19

    $5,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,435 Sq Ft
    • Condo for Rent

    17 Wellington Ave Unit 2, Somerville, MA 02145

    Move right into this fully renovated, beautiful top rental unit in Somerville! Located within minutes to everything you could possibly want, situated on a quiet street with ample parking, you will fall in love with this unit. Make your way upstairs to the grand main floor which has an open concept lay out with the living room, dining room and expanded kitchen with high end appliances and

    Beatrice Murphy Lamacchia Realty, Inc.

    17 Wellington Ave Unit 2, Somerville, MA 02145
  • /33

    $580,000 Sold Aug 21, 2025

    • 1,100 Sq Ft
    • $527/SF
    • 55 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1978

    115 Highland Ave Unit 11, Somerville, MA 02143

    !! Prime Location !!!. This beautifully renovated, largest 2-bedroom unit in the complex, with one full bathroom, offers the perfect blend of modern design and functional space. The expansive open-concept living area (approximately 32' x 25') provides an abundance of room for both relaxation and entertainment. A custom-built kitchen features exquisite millwork with sleek stone countertops.

    Zahra Zoglauer Berkshire Hathaway HomeServices Commonwealth Real Estate

    115 Highland Ave Unit 11, Somerville, MA 02143
    • /13

      Est $1,036,960 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
  • /19

    $3,000,000

    • 13 Beds
    • 6 Baths
    • 5,372 Sq Ft

    52 Bonair St, Somerville, MA 02145

    52 Bonair St is comprised of six residential units consisting of five 2-Bedroom/1-Bathroom units, and one 3-Bedroom/1-Bathroom unit. 52 Bonair St has received extensive renovations since its 2024 acquisition. All units (except for 44 Dana #1) feature brand new kitchens with quartz countertops, shaker cabinets and stainless-steel appliances, new bathrooms with new showers, vanities and flooring.

    Kelleher - Pentore Team Horvath & Tremblay

    52 Bonair St, Somerville, MA 02145
  • /17

    $4,650 per month

    • 3 Beds
    • 1.5 Baths
    • 1,650 Sq Ft
    • House for Rent

    24 Glenwood Rd, Somerville, MA 02145

    Restored nineteenth-century house. The south-facing interior is light and airy with high ceilings and wood floors throughout. Ascend the front porch into the parlor-level first floor, with an entrance hall, large kitchen, dining room, living room, and bonus study/art room leading to laundry room/half-bathroom. The second floor has 3 bedrooms (2 masters and 1 bedroom with full closet), and a full

    24 Glenwood Rd, Somerville, MA 02145
  • /21

    $1,200,000 Sold Aug 18, 2025

    • 2,256 Sq Ft
    • $532/SF
    • 42 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1920

    11 Madison St, Somerville, MA 02143

    BACK ON MARKET - BUYER FINANCING FELL THROUGH. Beautiful 2-family just one block to Gilman Square green line on quiet one-way street with tons of potential. Unit 1 has soaring ceilings with living room, spacious bedroom, office, and kitchen with gas stove + fridge, full bathroom and private porch. Unit 2 spans the 2nd and 3rd floors and has an eat-in kitchen with vaulted ceiling + skylight, three

    Sage Jankowitz Cambridge Sage Inc.

    11 Madison St, Somerville, MA 02143
    • /17

      Est $928,520 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,294 Sq Ft

      13 Lee St Unit 2, Somerville, MA 02145

      13 Lee St Unit 2, Somerville, MA 02145
  • /18

    $2,000,000

    • 10 Beds
    • 4 Baths
    • 3,566 Sq Ft

    54 Bonair St, Somerville, MA 02145

    54 Bonair St is comprised of a three-story residential building and contains four (4) residential units consisting of one (1), 4-Bedroom/1-Bathroom unit, one (1), 3-Bedroom/1-Bathroom unit, one (1), 2-Bedroom/1-Bathroom unit, and one (1) studio unit. The Property also offers four (4) on-site parking spaces (three in tandem). 54 Bonair Street has received extensive renovations since its 2024

    Kelleher - Pentore Team Horvath & Tremblay

    54 Bonair St, Somerville, MA 02145
  • /33

    $3,000 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    125 Walnut St Unit 1, Somerville, MA 02145

    Spacious first-floor 3 bed, 1 bath just 0.25 miles away from the Gilman Sq. T Stop (Green Line)! This sun-splashed unit is positioned in an extremely commuter-friendly location, but it also provides renters with an abundance of living space at a very affordable price. Underscored by an expansive living / dining room combo - the floor plan is not only spacious, but incredibly flexible. Tenants can

    Joe Danisch Coelho Realty Group LLC

    125 Walnut St Unit 1, Somerville, MA 02145
  • /39

    $1,080,000 Sold Aug 15, 2025

    • 1,750 Sq Ft
    • $617/SF
    • 71 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1900

    20 Richdale Ave Unit 2, Somerville, MA 02145

    Experience the perfect blend of timeless character and contemporary design in this spacious 4b, 3.5b townhouse. Nestled on a tranquil residential street, this open-concept home begins on the second floor with a gourmet kitchen, gleaming hardwood floors, and elegant crown molding. The main level boasts 3 well-appointed bedrooms, including one with an en suite bath, a shared full bathroom, and a

    Selina Yin MacDonald Keller Williams Boston MetroWest

    20 Richdale Ave Unit 2, Somerville, MA 02145
    • /29

      Est $686,304 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

    $1,288,000

    • 6 Beds
    • 2 Baths
    • 2,571 Sq Ft

    32 Radcliffe Rd, Somerville, MA 02145

    Charming, well maintained two family home located in the popular Winter Hill Area. Beautiful hardwood floors throughout, spacious living room and updated kitchen/dining combo. Unique features such as a walk in pantry and large closet for extra storage. Just minutes away from Assembly Row, restaurants, public transportation and more. The ease of on-site coin operated laundry & private storage on

    Kathryn Philbin Kathryn Philbin

    32 Radcliffe Rd, Somerville, MA 02145
  • /10

    $3,500 per month

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

    11 Edmands St Unit 2, Somerville, MA 02145

    This 3-bedroom, 1-bathroom property at 11 Edmands St offers 1,150 square feet of living space. The living room features ample natural light and is designed for comfortable seating. The kitchen is equipped with a dishwasher and includes a washer and dryer for added convenience. Each bedroom provides sufficient space for furniture and personal items. The bathroom is functional and well-maintained.

    11 Edmands St Unit 2, Somerville, MA 02145
  • /23

    $1,085,000 Sold Aug 12, 2025

    • 2,477 Sq Ft
    • $438/SF
    • 18 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1910

    57 Bartlett St, Somerville, MA 02145

    Gracious 2 family house steps from Magoun Sq Green Line station; somerville community path; Somerville HS, and minutes from Assembly Row, 93, and Boston. Sunsplashed top floor unit is on 2 levels and consists of 6 rooms, including 3 bedrooms, 1 bathroom, hardwood floors, high ceilings; front porch; First floor apartment is 4 rooms with 2 bedrooms, modern eat-in kitchen and bathroom. There is a

    Charles Ball Berkshire Hathaway HomeServices Commonwealth Real Estate

    57 Bartlett St, Somerville, MA 02145
    • /20

      Est $655,882 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,030 Sq Ft

      94 Bartlett St Unit 1, Somerville, MA 02145

      94 Bartlett St Unit 1, Somerville, MA 02145
  • /27

    $1,188,000

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

    73 Bonair St, Somerville, MA 02145

    Welcome to Somerville. This trendy area is right in the middle of everything. Just Minutes to Tufts University, public transportation, restaurants, shopping, parks, biking trails, University and hospitals. This 2-Family home offers amazing off street parking featuring an oversized driveway fitting 5 cars comfortably. Both units are currently rented with leases. This two family home is perfect

    Kathryn Philbin Kathryn Philbin

    73 Bonair St, Somerville, MA 02145
  • /31

    $3,000 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    125 Walnut St Unit 3, Somerville, MA 02145

    Spacious 3 bed, 1 bath just 0.25 miles away from the Gilman Sq. T Stop (Green Line)! This sun-splashed unit is positioned in an extremely commuter-friendly location, but it also provides renters with an abundance of living space at a very affordable price. Underscored by an expansive living / dining room combo - the floor plan is not only spacious, but incredibly flexible. Tenants can utilize a

    Joe Danisch Coelho Realty Group LLC

    125 Walnut St Unit 3, Somerville, MA 02145
  • /14

    $400,000 Sold Aug 08, 2025

    • 536 Sq Ft
    • $746/SF
    • 8 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1970

    7 Mortimer Place Unit 6, Somerville, MA 02145

    Bright, quiet, and move-in ready! This second-floor 1-bedroom end unit is located in a desirable residential neighborhood and offers a commuter’s dream location. Enjoy an open floor plan with hardwood floors throughout, an updated kitchen featuring granite countertops, a breakfast bar, and stainless-steel appliances. The renovated bathroom, fresh paint, and new wall AC add to the turnkey appeal.

    Emily Gan Boston Value Realty

    7 Mortimer Place Unit 6, Somerville, MA 02145
    • /31

      Est $1,110,231 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
  • /39

    $1,499,000

    • 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
  • /6

    $3,143 per month

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

    358 Broadway Unit 6 copy, Somerville, MA 02145

    358 Broadway Unit 6 copy, Somerville, MA 02145
  • /13

    $826,000 Sold Aug 06, 2025

    • 1,246 Sq Ft
    • $663/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    22 Robinson St Unit 3, Somerville, MA 02145

    Home sweet home is this wonderful 2-bed, 1 bath Winter Hill condo with loads of light and fabulous front deck on quiet tree-lined Robinson Street. This unit is on the top floor of the 3-unit Victorian condo building, and features an upstairs level replete with skylights and ideal for guest space or home office. The kitchen is large with stainless steel appliances and lots of counter space to

    The Carol Kelly Team Compass

    22 Robinson St Unit 3, Somerville, MA 02145
    • /16

      Est $693,848 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
  • /14

    $579,900

    • 1 Bed
    • 1 Bath
    • 675 Sq Ft

    456 Medford St Unit 3, Somerville, MA 02145

    “NEWLY RENOVATED 1-Bed w/ Office & Deck — Steps from Green Line!” Enjoy this Bright & Sunny Open Concept Condominium. The Kitchen has New Stainless-Steel Appliances, Quartz Countertops, and modern cabinets. Well-designed bathroom, ample closet space, in-unit combo washer/dryer, extra basement storage, and a private back deck that leads to a shared yard. Enjoy a FABULOUS FLOOR THRU Condominium

    Tony Menounos Coldwell Banker Realty - Boston

    456 Medford St Unit 3, Somerville, MA 02145
  • /22

    $3,300 per month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Apartment for Rent

    109 Walnut St Unit 5, Somerville, MA 02145

    AVAILABLE 10/1/2025. Come see this spacious 1300 sf 3 bed 1 bath apartment in Somerville's charming Winter Hill neighborhood. You'll be greeted by a recently renovated kitchen with SS appliances including a dishwasher and gas stove as well a pantry. Entertain in your large living space with plenty of natural light or retreat to one of 3 good sized bedrooms all with hardwood floors throughout.

    Leavitt + Co Team Compass

    109 Walnut St Unit 5, Somerville, MA 02145
  • /28

    $901,000 Sold Aug 06, 2025

    • 1,179 Sq Ft
    • $764/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1956

    129 Highland Ave Unit 4, Somerville, MA 02143

    Experience the perfect blend of style, comfort, & convenience in this sun-filled 2-bed, 2-bath condo located in one of Somerville’s most vibrant neighborhoods. This thoughtfully designed home features soaring ceilings, gleaming HW floors, & an open-concept living space ideal for modern living. The chef’s kitchen is a standout w/center island, granite countertops, custom cabinetry, & abundant

    Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

    129 Highland Ave Unit 4, Somerville, MA 02143
    • /31

      Est $554,830 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
  • /13

    $475,000

    • 1 Bed
    • 1 Bath
    • 596 Sq Ft

    326 Broadway Unit 11, Somerville, MA 02145

    ---Delivered Vacant 08/31 --- Welcome to 326 Broadway, Unit 11 – a quiet, well-maintained gem in Somerville’s Winter Hill. Bright and inviting, this unit has been rented continuously since 2012, reflecting its strong appeal and unbeatable location. Though located on Broadway, it offers a calm, peaceful living environment. The interior has been well cared for by both owner and tenants, and

    Derek Greene The Greene Realty Group

    326 Broadway Unit 11, Somerville, MA 02145
  • /12

    $3,000 per month

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

    275 Medford St Unit 1, Somerville, MA 02143

    Spacious, newly renovated, fully furnished, 2 bedroom - 1 bathroom, main floor condo in a quiet, 3-unit building near Gilman Square in Somerville and 8 minutes walk from Union Square. One block away from the Gilman Square T Station (Green Line) and bike/walk path. Door step public transit access, minutes from the Davis Square (Red Line) Station. Features large eat-in kitchen with dishwasher and

    275 Medford St Unit 1, Somerville, MA 02143
  • /13

    $475,000 Sold Aug 05, 2025

    • 635 Sq Ft
    • $748/SF
    • 55 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    280 Broadway Unit 5, Somerville, MA 02145

    Welcome to 280 Broadway! Having undergone a recent renovation, this penthouse condo is 100% move-in ready. Situated in an undeniably convenient location in the heart of Winter Hill - you’re just moments away from public transit, I-93, Assembly Square, and local restaurants and shopping. This condo offers a perfect blend of original millwork and modern updates. The updated kitchen offers granite

    Joseph Pollack Redfin Corp.

    280 Broadway Unit 5, Somerville, MA 02145
    • /29

      Est $845,883 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,120 Sq Ft

      107 Glenwood Rd Unit 3, Somerville, MA 02145

      107 Glenwood Rd Unit 3, Somerville, MA 02145

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Hill, MA

Housing Trends

Median Sale Price
$875,000
Median Single Family Sale Price
$1,057,450
Median Townhouse Sale Price
$1,303,750
Median 2 Bedroom Sale Price
$716,750
Median 1 Bedroom Sale Price
$496,000
Average Price Per Sq Ft
$667
Number of Homes for Sale
6
Last 12 months Home Sales
63
Months of Supply
1.10
Median List Price
$889,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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