5,501

Westwood, MA Homes

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  • /38

    $969,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,235 Sq Ft

    21 Birch St, Westwood, MA 02090

    Bright & beautifully updated cape in one of Westwood’s most convenient neighborhoods. Main level offers a flexible, easy-living layout featuring a sun-filled living room with fireplace, bright and inviting family room, kitchen w/ updated appliances, renovated full bath, and two bedrooms. Upstairs you’ll find two additional bedrooms, stylish full bath, and a dedicated home office - ideal for

    Agent Photo

    Michael Tinsley

    Longwood Residential, LLC

    (339) 500-7203

    21 Birch St, Westwood, MA 02090
  • /50

    $2,794 - $12,003 total monthly price

    Gables University Station

    1 - 2 Beds

    85-100 University Ave, Westwood, MA 02090

    Gables University Station, situated along University Avenue at the junction of Route I-95/Route 128 MBTA/Amtrak station, is a prestigious rental community and commuters dream conveniently located adjacent to the Amtrak Station. Enjoy an array of lifestyle amenities and conveniences within walking distance to your Westwood community. At Gables Residential, we live by our mission of Taking Care of

    85-100 University Ave, Westwood, MA 02090
  • /42

    $3,000,000 Sold Jun 18, 2025

    134 High Rock Ln, Westwood, MA 02090

    • 4 Beds
    • 5.5 Baths
    • 5,595 Sq Ft
    • Built 2016

    Last Sold Summary

    • $536/SF
    • 11 Days On Market

    Current Estimated Value $2,932,268

    Last Listing Agent Barbara Shea Shea Realty Group

    134 High Rock Ln, Westwood, MA 02090
    • /34

      Est $1,506,733 Not Listed For Sale

      116 Westchester Dr, Westwood, MA 02090

      • 3 Beds
      • 4 Baths
      • 3,745 Sq Ft
      • Built 1941
      116 Westchester Dr, Westwood, MA 02090

      Last Sold Summary

      • $402/SF
      • 4 Days On Market

      Last Sold Price $1,505,000

      Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  • /37

    $2,599,000 Open Sat 11:30AM - 1:30PM

    • 5 Beds
    • 5.5 Baths
    • 4,600 Sq Ft

    216 Oak St, Westwood, MA 02090

    Exceptional 2-year-young custom Colonial with 3-car garage, set on ~1 acre of landscaped grounds, featuring 5 spacious bedrooms, each with its own ensuite bath, blending modern luxury, thoughtful design, and everyday comfort. A stunning chef’s kitchen offers Miele and Gaggenau appliances, two dishwashers, quartz countertops, custom cabinetry, and a butler’s pantry for effortless entertaining. A

    Anna Federico Bel Air Properties

    216 Oak St, Westwood, MA 02090
  • /20

    $3,850 total monthly price

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

    52 Washington St Unit 1, Westwood, MA 02090

    4 large bedrooms ALL NEW with large closets, beautiful open concept kitchen with quartz kitchen, Stain less steel appliances. washer and dryer in the unit. all hardwood floor thru out , parking for 1 car, large customize luxurious bathroom. central heat. beautiful modern unit in desire costal of Winthrop.

    Arquimides Chinchilla Perlera Real Estate

    52 Washington St Unit 1, Westwood, MA 02090
  • /42

    $1,495,000 Sold May 30, 2025

    55 Mayfair Dr, Westwood, MA 02090

    • 4 Beds
    • 3 Baths
    • 2,764 Sq Ft
    • Built 1939

    Last Sold Summary

    • $541/SF
    • 6 Days On Market

    Current Estimated Value $1,478,722

    Last Listing Agent Anne Fahy Coldwell Banker Realty - Canton

    55 Mayfair Dr, Westwood, MA 02090
    • /33

      Est $2,051,285 Not Listed For Sale

      199A Canton St, Westwood, MA 02090

      • 5 Beds
      • 6 Baths
      • 6,917 Sq Ft
      • Built 2005
      199A Canton St, Westwood, MA 02090

      Last Sold Summary

      • 11% Above List Price
      • $266/SF
      • 19 Days On Market

      Last Sold Price $1,840,000

      Last Listing Agent Janet Stuart Coldwell Banker Realty - Concord

  • /42

    $1,375,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,938 Sq Ft

    90 Willow St, Westwood, MA 02090

    Gorgeous vintage 4 bed, 2.5 bath Gambrel style home offers a wealth of charm. Located in a highly desirable neighborhood, this property is within the Martha Jones school district. Sunny interior showcases hardwood flooring and a balanced floor plan featuring both open and defined rooms. The updated kitchen is appointed with SS appliances including an induction range and a stylish breakfast bar.

    The Jowdy Group RE/MAX Distinct Advantage

    90 Willow St, Westwood, MA 02090
  • /50

    $2,311 - $2,882 per month plus fees

    Westwood Glen Commons

    1 - 2 Beds

    21 Westwood Glen Rd, Westwood, MA 02090

    Located in the quaint town of Westwood, MA, Westwood Glen Commons offers renovated apartments for adults age 55+. Our mature landscaped grounds and friendly management team will welcome you home. Choose from 1 and 2 bedrooms with updated plank flooring, granite counters, stainless steel appliances and in home laundry. Residents enjoy our grill/courtyard area, social activities, dog park, bocce

    21 Westwood Glen Rd, Westwood, MA 02090
  • /40

    $1,625,500 Sold Jul 16, 2025

    256 Burgess Ave, Westwood, MA 02090

    • 4 Beds
    • 3.5 Baths
    • 2,914 Sq Ft
    • Built 2001

    Last Sold Summary

    • 14% Above List Price
    • $558/SF
    • 5 Days On Market

    Current Estimated Value $1,537,095

    Last Listing Agent Tom Aaron Coldwell Banker Realty - Wellesley

    256 Burgess Ave, Westwood, MA 02090
    • /29

      Not Listed For Sale

      409 Washington St Unit 2, Westwood, MA 02090

      • 2 Beds
      • 1 Bath
      • 818 Sq Ft
      • Built 1969
      409 Washington St Unit 2, Westwood, MA 02090

      Last Sold Summary

      • $642/SF
      • 1 Day On Market

      Last Sold Price $525,000

      Last Listing Agent Virginia Bethoney Discover Properties

  • /42

    $1,350,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,049 Sq Ft

    100 Magnolia Dr, Westwood, MA 02090

    Set gracefully on 2.02 private acres this immaculate 4-bed, 2.5 bath home tucked at the end of a cul-de-sac offers a rare combination of privacy and coveted neighborhood living in the Martha Jones School District. The interior showcases timeless design elements, including hardwood floors, custom built-ins, and the inviting warmth and architectural character of two wood-burning fireplaces. The

    The Jowdy Group RE/MAX Distinct Advantage

    100 Magnolia Dr, Westwood, MA 02090
  • /27

    $4,700 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Condo for Rent

    120 University Ave Unit 2301, Westwood, MA 02090

    available from 7/1. The best "I style" floor plan corner unit in Westwood Place! You gonna fall in love with the stunning spacious 1480 sqft 2 bed 2 bath home! One outdoor parking and one garage parking included. This unit features an open eat-in granite kitchen, large living room w/private balcony, flex/dining room, spacious master suite w/walk-in closet, full bath with stall shower, second

    CardinalRE Group Hooli Homes Boston

    120 University Ave Unit 2301, Westwood, MA 02090
  • /42

    $1,790,000 Sold Aug 29, 2025

    10 Gloucester Rd, Westwood, MA 02090

    • 5 Beds
    • 5 Baths
    • 4,644 Sq Ft
    • Built 2012

    Last Sold Summary

    • 6% Below List Price
    • $385/SF
    • 38 Days On Market

    Current Estimated Value $1,793,358

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    10 Gloucester Rd, Westwood, MA 02090
    • /15

      Not Listed For Sale

      405 Washington St Unit 2, Westwood, MA 02090

      • 2 Beds
      • 1 Bath
      • 800 Sq Ft
      • Built 1969
      405 Washington St Unit 2, Westwood, MA 02090

      Last Sold Summary

      • $650/SF
      • 9 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Len Chiariello Coldwell Banker Realty - Westwood

  • /24

    $2,595,000 Open Sun 1PM - 2:30PM

    • 5 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    298 Summer St, Westwood, MA 02090

    This sophisticated New England Farmhouse on Westwood’s iconic Summer Street, just completed, offers classic details integrated with tasteful contemporary design. The well-appointed, eat-in kitchen with west facing windows opens to a deck that overlooks the beautiful two-acre lot. It features granite countertops, high-end appliances and leads to a fireplaced living room and gracious dining room.

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • /35

    $300 - $2,700 per month plus fees

    Residences at Highland Glen - 55+ Active Adult Community

    1 - 2 Beds

    5100-5419 Highland Glen Rd, Westwood, MA 02090

    Engage in the atmosphere of our 55+ active adult carefree community with cozy indoor and outdoor spaces. Spend quality time with neighbors, friends, and family alike at our spacious clubroom, curl up with a book in the library, or surf the web in the computer room. Connect with fellow residents during book club, game nights, and classes. You will feel at home at the Residences at Highland Glen.

    5100-5419 Highland Glen Rd, Westwood, MA 02090
  • /39

    $1,491,000 Sold May 15, 2025

    356 Farm Ln, Westwood, MA 02090

    • 5 Beds
    • 3 Baths
    • 4,000 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Below List Price
    • $373/SF
    • 6 Days On Market

    Current Estimated Value $1,580,448

    Last Listing Agent Roula Gallis Bakis Artemis Realty

    356 Farm Ln, Westwood, MA 02090
    • /16

      Est $1,957,039 Not Listed For Sale

      5 Fox Meadow Dr, Westwood, MA 02090

      5 Fox Meadow Dr, Westwood, MA 02090

      Last Sold Summary

      • 7% Above List Price
      • 129 Days On Market

      Last Sold Price $1,825,000

      Last Listing Agent Ruchi Misra Keller Williams Realty Boston Northwest

  • /42

    $1,995,000 Pending

    • 5 Beds
    • 4 Baths
    • 5,617 Sq Ft

    25 Blueberry Ln, Westwood, MA 02090

    Sophisticated & tastefully updated 5,617± SF Colonial set on a private acre & conveniently located just minutes to Westwood center. A dramatic entry foyer flows seamlessly into a formal dining room, living room, step-down family room with fireplace, updated (2021) eat-in kitchen, great room with fireplace and 1st floor bedroom with updated (2025) bathroom. The spacious 2nd floor features a

    Tom Aaron Coldwell Banker Realty - Wellesley

    25 Blueberry Ln, Westwood, MA 02090
  • /9

    $2,600 total monthly price

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

    238 Washington St Unit 2, Westwood, MA 02090

    Absolute must see !!!!! This completely renovated and updated condo like unit boasts of gleaming hardwood floors, custom molding, 16 windows, open concept layout and brand new kitchen & bath!!!!. From the minimal utilities to the abundance of amenities you want for nothing. As if the interior amenities were not enough this property is truly a commuters dream. Located in Westwood’s Islington

    Alex Connor Capital Realty Group

    238 Washington St Unit 2, Westwood, MA 02090
  • /41

    $1,000,000 Sold Nov 20, 2025

    886 Gay St, Westwood, MA 02090

    • 4 Beds
    • 2.5 Baths
    • 2,284 Sq Ft
    • Built 1949

    Last Sold Summary

    • 9% Below List Price
    • $438/SF
    • 8 Days On Market

    Current Estimated Value $1,013,399

    Last Listing Agent Theresa David Gibson Sotheby's International Realty

    886 Gay St, Westwood, MA 02090
    • /42

      Est $1,196,591 Not Listed For Sale

      14 Dean St, Westwood, MA 02090

      • 4 Beds
      • 3.5 Baths
      • 2,340 Sq Ft
      • Built 2012
      14 Dean St, Westwood, MA 02090

      Last Sold Summary

      • 6% Above List Price
      • $482/SF
      • 6 Days On Market

      Last Sold Price $1,128,668

      Last Listing Agent Francis Curran Coldwell Banker Realty - Westwood

  • /41

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 5,078 Sq Ft

    177 Bay Colony Dr, Westwood, MA 02090

    Welcome to a popular culdesac location. Well maintained, recently updated and move in ready home boasts a spacious floor plan with high ceilings, plenty of natural light and neutral decor. Open front foyer leads to the sitting room with plenty of windows, fireplace and double seating. The dining room is open to the large island kitchen that has been renovated with plenty of counter, cabinet and

    Elena Price Coldwell Banker Realty - Westwood

    177 Bay Colony Dr, Westwood, MA 02090
  • /10

    $2,600 per month plus fees

    • 1 Bed
    • 1 Bath
    • Townhouse for Rent

    238 Washington St, Westwood, MA 02090

    Property Id: 810264Absolute must see !!!!! This completely renovated and updated condo like unit boasts of gleaming hardwood floors, custom molding, 16 windows, open concept layout and brand new kitchen & bath!!!!. From the minimal utilities to the abundance of amenities you want for nothing. As if the interior amenities were not enough this property is truly a commuters dream. Located

    238 Washington St, Westwood, MA 02090
  • /35

    $950,000 Sold Jun 06, 2025

    51 Saxon Rd, Westwood, MA 02090

    • 3 Beds
    • 2.5 Baths
    • 1,786 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Above List Price
    • $532/SF
    • 1 Day On Market

    Current Estimated Value $981,186

    Last Listing Agent Leslee Winston William Raveis R.E. & Home Services

    51 Saxon Rd, Westwood, MA 02090
    • /31

      Est $1,072,529 Not Listed For Sale

      548 Oak St, Westwood, MA 02090

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 1963
      548 Oak St, Westwood, MA 02090

      Last Sold Summary

      • 13% Above List Price
      • $475/SF
      • 26 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Ann Wood Keller Williams Realty Boston South West

  • /35

    $1,749,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,768 Sq Ft

    132 Thatcher St, Westwood, MA 02090

    Stunning, move-in-ready Colonial in Westwood’s highly sought-after Pine Hill School district, ideally located on prestigious Thatcher Street with exceptional access to highways, commuter rail, and top public and private schools. This elegant 4-bedroom, 3.5-bath home blends timeless design with modern efficiency, featuring vaulted ceilings and Brazilian cherry hardwood floors throughout. The

    DeWolfe Group Gibson Sotheby's International Realty

    132 Thatcher St, Westwood, MA 02090
  • /16

    $5,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • House for Rent

    71 Tamarack Rd, Westwood, MA 02090

    Wonderful neighborhood - this house was completely renovated - new windows - new siding - new kitchen - new bathrooms - new heating and A/C. Great size rooms and space. Deleaded cert. in hand - ready for you to rent! Washer and dryer hook up in basement. Tenants living in house - need 24 hours notice to see house. Virtual staging

    Sheila Moylan Coldwell Banker Realty - Westwood

    71 Tamarack Rd, Westwood, MA 02090
  • /35

    $870,000 Sold Jun 30, 2025

    51 Reynolds Farm Way Unit 51, Westwood, MA 02090

    • 2 Beds
    • 4 Baths
    • 2,582 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $337/SF
    • 15 Days On Market

    Current Estimated Value $858,635

    Last Listing Agent Christina Perdiki-Lord Coldwell Banker Realty - Waltham

    51 Reynolds Farm Way Unit 51, Westwood, MA 02090
    • /41

      Est $1,967,266 Not Listed For Sale

      83 Winslow Rd, Westwood, MA 02090

      • 5 Beds
      • 6 Baths
      • 5,957 Sq Ft
      • Built 1993
      83 Winslow Rd, Westwood, MA 02090

      Last Sold Summary

      • 16% Above List Price
      • $285/SF
      • 4 Days On Market

      Last Sold Price $1,700,000

      Last Listing Agent Kathy Murray Coldwell Banker Realty - Westwood

  • /41

    $1,799,000

    • 4 Beds
    • 2.5 Baths
    • 3,306 Sq Ft

    158 Strasser Ave, Westwood, MA 02090

    Rare opportunity to own in desirable Fairway Acres neighborhood. Move right in to this 4 bed 2.5 bath traditional Colonial. Open floor plan, stunning millwork & gleaming hardwood floors throughout. Walk into the foyer, on right the sun filled front to back formal living room w/ fireplace leads to office w/ custom built-ins, gorgeous arched tongue & groove cathedral ceiling. Formal dining room on

    Theresa David Gibson Sotheby's International Realty

    158 Strasser Ave, Westwood, MA 02090
  • /7

    $1,890 total monthly price

    • Studio
    • 1 Bath
    • 725 Sq Ft
    • House for Rent

    122 Burgess Ave, Westwood, MA 02090

    Cozy & Private Basement Apartment – Perfect for Students or Professionals!Looking for a bright, peaceful, and beautifully finished space to call home while you study or work? This inviting 725 sq. ft. basement apartment in Westwood offers the perfect balance of comfort and convenience!Utilities included, no broker fee, pet-friendly, and flexible lease termsFeatures You'll

    122 Burgess Ave, Westwood, MA 02090
  • /31

    $2,100,000 Sold Sep 30, 2025

    122 Smith Dr, Westwood, MA 02090

    • 5 Beds
    • 3.5 Baths
    • 3,508 Sq Ft
    • Built 2017

    Last Sold Summary

    • 5% Above List Price
    • $599/SF
    • 3 Days On Market

    Current Estimated Value $2,075,373

    Last Listing Agent Ralph Smith Compass

    122 Smith Dr, Westwood, MA 02090
    • /42

      Est $1,561,039 Not Listed For Sale

      121 Magnolia Dr, Westwood, MA 02090

      • 4 Beds
      • 2.5 Baths
      • 4,241 Sq Ft
      • Built 1968
      121 Magnolia Dr, Westwood, MA 02090

      Last Sold Summary

      • 4% Above List Price
      • $354/SF
      • 2 Days On Market

      Last Sold Price $1,500,000

      Last Listing Agent Sheila Moylan Coldwell Banker Realty - Westwood

  • /32

    $7,500,000

    • 5 Beds
    • 7 Baths
    • 8,033 Sq Ft

    26 Longmeadow Dr, Westwood, MA 02090

    Nestled on over 7.4 acres abutting Hale Reservation, this stunning estate offers 8,000+ square feet of thoughtfully designed living space. Blending elegance with everyday comfort, this five-bedroom, four full bath, and three half-bath home provides rare privacy all within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being

    Donna Scott Group Coldwell Banker Realty - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /9

    $1,795 total monthly price

    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    52 Washington St Unit 404, Westwood, MA 02090

    CHELSEA/BOSTON NO BROKER FEES LUXURY OVERSIZED STUDIO. 1 OFF-STREET PARKING SPOT AVAILABLE! HOT WATER INCLUDED. STEPS TO ALL PUBLIC "T" CONNECTIONS INCLUDING CHELSEA'S SILVER LINE AND COMMUTER RAIL WITH DIRECT ACCESS INTO BOSTON, UNIVERSITIES, AND ALL POINTS NORTH. Live in one of the most iconic downtown buildings. The modern way of living! A 24/7 professionally managed building on a gracious

    David Seetaram New Boston Real Estate Services, LLC

    52 Washington St Unit 404, Westwood, MA 02090
  • /42

    $1,475,000 Sold Mar 28, 2025

    107 Willow St, Westwood, MA 02090

    • 4 Beds
    • 4.5 Baths
    • 3,549 Sq Ft
    • Built 2016

    Last Sold Summary

    • $416/SF
    • 5 Days On Market

    Current Estimated Value $1,494,668

    Last Listing Agent The Jowdy Group RE/MAX Distinct Advantage

    107 Willow St, Westwood, MA 02090
    • /37

      Est $1,517,102 Not Listed For Sale

      31 Magnolia Dr, Westwood, MA 02090

      • 3 Beds
      • 3 Baths
      • 3,847 Sq Ft
      • Built 1968
      31 Magnolia Dr, Westwood, MA 02090

      Last Sold Summary

      • 5% Above List Price
      • $377/SF
      • 14 Days On Market

      Last Sold Price $1,450,000

      Last Listing Agent Britta Reissfelder Coldwell Banker Realty - Canton

Showing Results 1 - 40, Page 1 of 18

Home Trends in Westwood, MA

Housing Trends

Median Sale Price
$1,228,050
Median Single Family Sale Price
$1,277,500
Median Townhouse Sale Price
$954,500
Median 2 Bedroom Sale Price
$855,000
Median 1 Bedroom Sale Price
$553,500
Average Price Per Sq Ft
$519
Number of Homes for Sale
16
Last 12 months Home Sales
134
Months of Supply
1.40
Median List Price
$1,239,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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