Winter Hill Homes

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  /19

  $574,000 Open Sat 11AM - 1PM

  • 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. 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 access to

  Brian Fortier Joyce Lebedew Real Estate

  74 Gilman St Unit 1, Somerville, MA 02145
• Explore Winter Hill

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  /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
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  /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
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  /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
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  /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
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  /10

  $2,600 total monthly price

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

  51 Sargent Ave Unit 2, Somerville, MA 02145

  Available NOW! This spacious 2-bedroom, 1-bath apartment is ideally located in the heart of Winter Hill—within walking distance to public transportation, local shops, and just a 10-minute drive to Tufts University.The unit features a dining area, an eat-in kitchen, two comfortable bedrooms, a full bathroom, two balconies and the convenience of in-unit laundry. Off-street parking is available for

  Mujde Eroglu Orter Stuart St James, Inc.

  51 Sargent Ave Unit 2, Somerville, MA 02145
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  /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
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  /13

  Est $1,018,599 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
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  /27

  $649,000 Pending

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  9 Montgomery Ave Unit 1, Somerville, MA 02145

  NEW YEAR, NEW HOME! This beautifully updated 2 bed/1 bath first-floor Somerville condo sits directly across from Foss Park and offers garage parking, central air, and in-unit, laundry. Fully renovated in 2015, and immaculately maintained with many updates since (below), this home boasts 9 ft ceilings, an open-concept living room, and a fully applianced stainless-steel kitchen. Bedrooms are

  Nicole Bradford Prestige Homes Real Estate, LLC

  9 Montgomery Ave Unit 1, Somerville, MA 02145
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  /14

  $2,400 per month plus fees

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

  296A Broadway Unit 2, Somerville, MA 02145

  2 Bedrooms With Small Office Space.1 BathroomPet Policy: No Pets.Broker Fee: No FeeLaundry: Laundromats Near By.Utilities: Tenants Pay.Parking: Plenty of Street Parking.Availability: Now.Fee Disclosure:First Month Rent: $2,400Last Month Rent: $2,400Security Deposit: $2,400

  296A Broadway Unit 2, Somerville, MA 02145
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  /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 $1,083,455

  Last Listing Agent Selina Yin MacDonald Keller Williams Boston MetroWest

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

  Est $681,592 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
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  /18

  $448,000 Pending

  • 1 Bed
  • 1 Bath
  • 644 Sq Ft

  390 Broadway Unit 24, Somerville, MA 02145

  Inviting, corner unit one-bedroom, one-bathroom condominium offering 644 square feet of well-designed living space in the peak of Winter Hill. Built in 1978, the residence combines classic charm with efficient layout, making it an ideal choice for first-time buyers, urban professionals, or savvy investors. The thoughtful floor plan maximizes space, and includes an excellent private deck, creating

  Gary S. Vrotsos Coldwell Banker Realty - Cambridge

  390 Broadway Unit 24, Somerville, MA 02145
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  /25

  $2,300 total monthly price

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

  54 Bonair St Unit 1, Somerville, MA 02145

  Rent in East Somerville/Winter Hill .BEST FURNISHED STUDIO AROUND! lots of natural light& windows.Full size kitchen FULL SIZE KITCHEN Custom white shaker kitchen cabinets,SS Appliances,quartz counters.Bathrooms w/modern decorative lighting & designer ceramic tile shower. landlord may entertain short term lease ( 6 months ) but prefers 1 year lease. On 2 major bus lines, public transportation,

  Julie Tsakirgis RE/MAX Property Shoppe, Inc.

  54 Bonair St Unit 1, Somerville, MA 02145
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  /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
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  /31

  Est $1,102,969 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
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  /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
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  /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
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  /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

  Last Listing Agent The Paradigm Team Coldwell Banker Realty - Newton

  38 Richdale Ave, Somerville, MA 02145
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  /16

  Est $706,507 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
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  /17

  $1,495,000 Pending

  • 7 Beds
  • 3 Baths
  • 2,850 Sq Ft

  10 Mortimer Place, Somerville, MA 02145

  Prime Winter Hill multi-family investment opportunity near the new Gilman Square MBTA stop. This well maintained 3-family features (2) 2-bedroom units and (1) 3-bedrooms unit all with modern kitchen and bathrooms. High ceilings, hardwood floors, and ample closet space throughout. Fully leased with current monthly rent roll of $8,250 and room for potential increases. All 3 units have recently

  Patrick Millane 617 Real Estate Group, LLC

  10 Mortimer Place, Somerville, MA 02145
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  /40

  $3,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 979 Sq Ft
  • Apartment for Rent

  52 Bonair St Unit 3, Somerville, MA 02145

  East Somerville/Winter Hill FURNISHED 2 BR WITH HOME OFFICE COULD BE A MINIMUM 6-7 MONTH LEASE UNTIL SEPT OR 1 YEAR LEASE 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

  Julie Tsakirgis RE/MAX Property Shoppe, Inc.

  52 Bonair St Unit 3, Somerville, MA 02145
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  /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
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  /31

  Est $523,673 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
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  /23

  $2,999,900 Pending

  • 99 Beds
  • 198 Baths

  176-182 Broadway, Winter Hill, MA 02145

  DEVELOPABLE FIVE STORY MIXED USE DEVELOPMENT PROJECT. SELLER WILL NOT WAIT FOR BUYER TO RECEIVE PROJECT APPROVALS. Possible buildout w/ TYPICAL CONSTRUCTION WILL ALLOW UP TO 28 UNITS and approx 31,970 gross sq ft of building and approx 1,125 average per unit size OR building as a NET ZERO BUILDING...YOU CAN PUT UP TO 37 MAXIMUM UNITS with approx 577 sq ft more or lessIncludes 2 parcels w/ over

  Steve Bremis Steve Bremis Realty Group

  176-182 Broadway, Winter Hill, MA 02145
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  /12

  $3,750 total monthly price

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

  79 Thurston St Unit 2, Somerville, MA 02145

  Unit FeaturesA/C Central Air Ceramic Tiles Dishwasher Disposal Eat-in Kitchen Granite Counter Tops Hardwood Floors Laundry in Unit Modern Bath Modern Kitchen New/Renovated Bath New/Renovated Kitchen New Appliances Patio Stainless Steel Appliance(s)

  79 Thurston St Unit 2, Somerville, MA 02145
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  /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 $801,747

  Last Listing Agent Darin Thompson Stuart St James, Inc.

  28 Dana St Unit 1, Somerville, MA 02145
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  /19

  Est $1,100,617 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
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  /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
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  /21

  $2,750 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  50 Dartmouth St Unit 1, Somerville, MA 02145

  Available FEBRUARY 1ST 2026 ! Beautifully maintained Winter Hill apartment featuring classic architectural detail throughout, including original oak woodwork, moldings, and decorative fireplaces. This spacious layout offers a generously sized bedroom, an oversized living room, and a formal dining room/family room. The dining room/ family room flows into the kitchen through a large butler’s

  Adam Charfi LAER Realty Partners

  50 Dartmouth St Unit 1, Somerville, MA 02145
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  /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 $726,333

  Last Listing Agent Nick Cuevas Compass

  108 Gilman St Unit 1, Somerville, MA 02145
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  /38

  Est $1,073,610 Not Listed For Sale

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

  16 Virginia St, Somerville, MA 02145

  16 Virginia St, Somerville, MA 02145
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  /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
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  /11

  $3,700 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,110 Sq Ft
  • Condo for Rent

  115 Thurston St, Somerville, MA 02145

  115 Thurston St, Somerville, MA 02145
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  /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 $964,362

  Last Listing Agent Lara Gordon Gibson Sotheby's International Realty

  40 Dartmouth St Unit 1, Somerville, MA 02145
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  /9

  Est $879,304 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,852 Sq Ft

  26 Virginia St, Somerville, MA 02145

  26 Virginia St, Somerville, MA 02145
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  /38

  $1,279,900 Pending

  • 7 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  185 School St, Somerville, MA 02145

  Amazing opportunity to own a well-cared-for, southern sun filled 2-family with beautiful mix of hardwood & yellow pine floors, tall ceilings, and excellent natural light. Steps from Somerville's Gilman Sq T & bike path, in a walkable neighborhood with cafes, shops, & restaurants, yet offering front, side, & back yards for peace & privacy. Backyard w/ weeping cherry, space for a veggie garden, &

  Manish Kumar Maven Realty

  185 School St, Somerville, MA 02145
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  /12

  $4,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,217 Sq Ft
  • House for Rent

  36 Sargent Ave, Somerville, MA 02145

  Welcome to this beautifully renovated single-family home nestled on a tranquil, tree-lined street located in Somerville’s desirable Winter Hill / Gilman Square area that offers a perfect blend of classic charm and thoughtful modern updates. The living room is spacious enough for entertaining and cozy enough for quiet nights. A contemporary kitchen with s/s appliances complements the 1st floor.

  Patrick Barosy Engel & Volkers Boston

  36 Sargent Ave, Somerville, MA 02145
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  /28

  $1,515,000 Sold Aug 29, 2025

  6 Mortimer Place, Somerville, MA 02145

  • 6 Beds
  • 3 Baths
  • 2,850 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Below List Price
  • $532/SF
  • 8 Days On Market

  Current Estimated Value $1,365,816

  Last Listing Agent Jerome Bibuld Red Tree Real Estate

  6 Mortimer Place, Somerville, MA 02145
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  /33

  Est $1,161,171 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,602 Sq Ft

  192 Pearl St, Somerville, MA 02145

  192 Pearl St, Somerville, MA 02145

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