5,502

Westwood, MA Homes

Section Image
    • /26

      Est $1,034,414 Not Listed For Sale

      16 Winter Terrace, Westwood, MA 02090

      • 3 Beds
      • 2 Baths
      • 1,643 Sq Ft
      • Built 1954
      16 Winter Terrace, Westwood, MA 02090

      Last Sold Summary

      • 6% Above List Price
      • $595/SF
      • 0 Days On Market

      Last Sold Price $978,000

      Last Listing Agent Noah Pearlstein Gibson Sotheby's International Realty

  • /38

    $7,990,000

    • 8 Beds
    • 12 Baths
    • 17,175 Sq Ft

    18 Longmeadow Dr, Westwood, MA 02090

    Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the

    John Boyle LandVest, Inc.

    18 Longmeadow Dr, Westwood, MA 02090
  • /38

    $1,155,000 Sold Sep 18, 2025

    18 Edgewood Rd, Westwood, MA 02090

    • 5 Beds
    • 3 Baths
    • 3,171 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Below List Price
    • $364/SF
    • 82 Days On Market

    Current Estimated Value $1,189,582

    Last Listing Agent Tania Rooney Coldwell Banker Realty - Westwood

    18 Edgewood Rd, Westwood, MA 02090
    • /22

      Est $1,471,255 Not Listed For Sale

      49 Briarwood Dr, Westwood, MA 02090

      • 5 Beds
      • 3.5 Baths
      • 3,012 Sq Ft
      • Built 1967
      49 Briarwood Dr, Westwood, MA 02090

      Last Sold Summary

      • 9% Above List Price
      • $448/SF
      • 14 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Mary Crane Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /17

    $1,800,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,482 Sq Ft

    350 Blue Hill Dr, Westwood, MA 02090

    Second of three new homes being built in prime Westwood location offering timeless craftsmanship and modern design. 4 bedrooms / 4 full baths / 2-car garage. Impeccable millwork, high ceilings, and designer finishes. Gourmet kitchen with Thermador appliances, custom cabinets, quartz counters, and large island that opens to bright family room with gas fireplace. Formal dining room and private

    Elena Price Coldwell Banker Realty - Westwood

    350 Blue Hill Dr, Westwood, MA 02090
  • /41

    $1,550,000 Sold Jul 14, 2025

    360 Dover Rd, Westwood, MA 02090

    • 6 Beds
    • 3.5 Baths
    • 4,032 Sq Ft
    • Built 1813

    Last Sold Summary

    • 3% Below List Price
    • $384/SF
    • 43 Days On Market

    Current Estimated Value $1,614,967

    Last Listing Agent Barbara Shea Shea Realty Group

    360 Dover Rd, Westwood, MA 02090
    • /26

      Est $1,126,130 Not Listed For Sale

      185 Winter St, Westwood, MA 02090

      • 4 Beds
      • 2.5 Baths
      • 2,205 Sq Ft
      • Built 1953
      185 Winter St, Westwood, MA 02090

      Last Sold Summary

      • 7% Above List Price
      • $476/SF
      • 14 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent Melissa Roy Coldwell Banker Realty - Westwood

  • /42

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft

    14 Eldridge Place, Westwood, MA 02090

    Worth the Wait for WESTWOOD. Searching for just the "RIGHT" Home? Welcome to 14 Eldridge set on quiet side street in sought after New Pine Hill School District. From the moment you enter, it will be Love at First Sight! 2020 updated bright white kitchen, granite counters, shaker cabinets, & SS appliances. Large Dining Room & Sun splashed Living room stuns with glass walls, transom windows, &

    The Kouri Team Keller Williams Realty Boston South West

    14 Eldridge Place, Westwood, MA 02090
  • /18

    $900,000 Sold Jun 30, 2025

    26 Grafton Ave, Westwood, MA 02090

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 1941

    Last Sold Summary

    • 1% Above List Price
    • $612/SF
    • 4 Days On Market

    Current Estimated Value $820,934

    Last Listing Agent Rjp Sells Coldwell Banker Realty - Brookline

    26 Grafton Ave, Westwood, MA 02090
    • /42

      Est $959,552 Not Listed For Sale

      209 Winter St, Westwood, MA 02090

      • 4 Beds
      • 2 Baths
      • 1,567 Sq Ft
      • Built 1948
      209 Winter St, Westwood, MA 02090

      Last Sold Summary

      • 13% Above List Price
      • $542/SF
      • 1 Day On Market

      Last Sold Price $850,000

      Last Listing Agent The Jowdy Group RE/MAX

  • /39

    $1,299,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    40 Locust Dr, Westwood, MA 02090

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial located in the highly desirable Martha Jones neighborhood. Set on a generous .95-acre lot, this home offers space, comfort, and abundant natural light throughout. The recently renovated kitchen serves as the heart of the home and features modern finishes, a spacious walk-in pantry, and plenty of room for everyday living and

    Tania Rooney Coldwell Banker Realty - Westwood

    40 Locust Dr, Westwood, MA 02090
  • /17

    $700,000 Sold Oct 27, 2025

    670-672 High St Unit 3, Westwood, MA 02090

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1814

    Last Sold Summary

    • 11% Below List Price
    • $692/SF
    • 33 Days On Market

    Last Listing Agent Maureen Kelly-Fromm RE/MAX Preferred Properties

    670-672 High St Unit 3, Westwood, MA 02090
    • /14

      Est $978,576 Not Listed For Sale

      228 Oak St, Westwood, MA 02090

      • 3 Beds
      • 1.5 Baths
      • 2,184 Sq Ft
      • Built 1958
      228 Oak St, Westwood, MA 02090

      Last Sold Summary

      • 9% Above List Price
      • $412/SF
      • 7 Days On Market

      Last Sold Price $899,900

      Last Listing Agent Roula Gallis Bakis Artemis Realty

  • /38

    $995,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,085 Sq Ft

    55 Lakeshore Dr, Westwood, MA 02090

    Welcome home ! Meticulously cared for and wonderfully updated this property checks all the boxes. Enter through the front entryway into the fireplaced sitting room. There is an office and generous sized formal dining room with builtins. The newer kitchen offers great space for entertaining with an island and breakfast area and access to the back deck. The family room is open to the kitchen and

    Elena Price Coldwell Banker Realty - Westwood

    55 Lakeshore Dr, Westwood, MA 02090
  • /31

    $1,525,000 Sold Sep 12, 2025

    29 Shermans Way, Westwood, MA 02090

    • 3 Beds
    • 3.5 Baths
    • 3,938 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $387/SF
    • 6 Days On Market

    Current Estimated Value $1,529,970

    Last Listing Agent DeWolfe Group Gibson Sotheby's International Realty

    29 Shermans Way, Westwood, MA 02090
    • /42

      Est $1,380,595 Not Listed For Sale

      127 Locust Dr, Westwood, MA 02090

      • 4 Beds
      • 2.5 Baths
      • 2,180 Sq Ft
      • Built 1967
      127 Locust Dr, Westwood, MA 02090

      Last Sold Summary

      • 1% Below List Price
      • $642/SF
      • 3 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent The Jowdy Group RE/MAX

  • /32

    $919,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    215 Blue Hill Dr, Westwood, MA 02090

    Nothing to do but move right in to this conveniently located three+ bedroom, two full bath home featuring a newer roof, boiler & water heater and updated kitchen & bathrooms, making it perfect for immediate occupancy, with potential for expansion (or teardown/rebuild). Enjoy garage parking and carport, wood burning fireplaces, convenience of a first floor bedroom(s)/full bath, and spacious

    Michael Lord Capital Realty Group

    215 Blue Hill Dr, Westwood, MA 02090
  • /26

    $830,000 Sold Jan 09, 2026

    43 Oriole Rd, Westwood, MA 02090

    • 3 Beds
    • 1.5 Baths
    • 1,310 Sq Ft
    • Built 1942

    Last Sold Summary

    • 4% Above List Price
    • $634/SF
    • 8 Days On Market

    Current Estimated Value $848,418

    Last Listing Agent Jill Kelly Coldwell Banker Realty - Westwood

    43 Oriole Rd, Westwood, MA 02090
    • /42

      Est $1,059,258 Not Listed For Sale

      253 Oak St, Westwood, MA 02090

      • 4 Beds
      • 2 Baths
      • 2,122 Sq Ft
      • Built 1958
      253 Oak St, Westwood, MA 02090

      Last Sold Summary

      • 6% Above List Price
      • $471/SF
      • 3 Days On Market

      Last Sold Price $1,000,000

      Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  • /36

    $1,249,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    365 Dover Rd, Westwood, MA 02090

    This tastefully updated & proudly maintained 2,276± SF home is set on a magnificent acre of land & located on one of Westwood's most coveted streets. The bright & spacious first floor includes a sunny living room with fireplace, formal dining room with bay window, cozy wood panelled family room with outdoor access & a spacious eat-in kitchen. The second floor features a tranquil primary bedroom

    Tom Aaron Coldwell Banker Realty - Wellesley

    365 Dover Rd, Westwood, MA 02090
  • /38

    $1,678,000 Sold Oct 20, 2025

    216 Clapboardtree St, Westwood, MA 02090

    • 4 Beds
    • 2.5 Baths
    • 2,286 Sq Ft
    • Built 1970

    Last Sold Summary

    • $734/SF
    • 4 Days On Market

    Current Estimated Value $1,647,331

    Last Listing Agent Anna Maria Karam Coldwell Banker Realty - Westwood

    216 Clapboardtree St, Westwood, MA 02090
    • /42

      Est $1,199,660 Not Listed For Sale

      133 Tamarack Rd, Westwood, MA 02090

      • 3 Beds
      • 2.5 Baths
      • 2,002 Sq Ft
      • Built 1966
      133 Tamarack Rd, Westwood, MA 02090

      Last Sold Summary

      • 1% Below List Price
      • $607/SF
      • 5 Days On Market

      Last Sold Price $1,215,000

      Last Listing Agent J.T. Kelly Keller Williams Realty

  • /40

    $699,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,210 Sq Ft

    8 Hillview Terrace, Westwood, MA 02090

    OFFER ACCEPTED - OPEN HOUSE 2/7 CANCELLLED - Location, location, location! Don’t miss this charming 3-bedroom, 1-bath Cape-style home ideally situated in the highly desirable Islington section of Westwood. Enjoy a walkable lifestyle just steps from Islington shops, cafes, and the MBTA Commuter Rail, with Legacy Place only a 3-minute drive away. Inside, the home offers warmth and character,

    Kyle Pernock Keller Williams Elite

    8 Hillview Terrace, Westwood, MA 02090
  • /22

    $1,415,000 Sold Jun 04, 2025

    34 Shermans Way, Westwood, MA 02090

    • 4 Beds
    • 3.5 Baths
    • 2,827 Sq Ft
    • Built 1999

    Last Sold Summary

    • 11% Below List Price
    • $501/SF
    • 26 Days On Market

    Current Estimated Value $1,413,580

    Last Listing Agent Jessica Hancock Coldwell Banker Realty - Westwood

    34 Shermans Way, Westwood, MA 02090
    • /42

      Est $1,068,754 Not Listed For Sale

      7 Alder Rd, Westwood, MA 02090

      • 3 Beds
      • 3 Baths
      • 1,833 Sq Ft
      • Built 1963
      7 Alder Rd, Westwood, MA 02090

      Last Sold Summary

      • 5% Above List Price
      • $554/SF
      • 20 Days On Market

      Last Sold Price $1,015,000

      Last Listing Agent Goldpath Real Estate Group United Brokers

  • /17

    $1,785,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,482 Sq Ft

    360 Blue Hill Dr, Westwood, MA 02090

    First of three new homes being built in prime Westwood location offering timeless craftsmanship and modern design. 4 bedrooms / 4 full baths / 2-car garage. Impeccable millwork, high ceilings, and designer finishes. Gourmet kitchen with Thermador appliances, custom cabinets, quartz counters, and large island that opens to bright family room with gas fireplace. Formal dining room and private

    Elena Price Coldwell Banker Realty - Westwood

    360 Blue Hill Dr, Westwood, MA 02090
  • /35

    $765,000 Sold Jul 15, 2025

    40 Colburn St, Westwood, MA 02090

    • 2 Beds
    • 1.5 Baths
    • 1,324 Sq Ft
    • Built 1937

    Last Sold Summary

    • 9% Above List Price
    • $578/SF
    • 8 Days On Market

    Current Estimated Value $766,680

    Last Listing Agent Barbara Shea Shea Realty Group

    40 Colburn St, Westwood, MA 02090
    • /33

      Est $1,174,687 Not Listed For Sale

      103 Fensview Dr, Westwood, MA 02090

      • 4 Beds
      • 2.5 Baths
      • 2,056 Sq Ft
      • Built 1963
      103 Fensview Dr, Westwood, MA 02090

      Last Sold Summary

      • 3% Below List Price
      • $586/SF
      • 3 Days On Market

      Last Sold Price $1,205,000

      Last Listing Agent Jessica Hancock Coldwell Banker Realty - Westwood

  • /36

    $899,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    49 Pond St, Westwood, MA 02090

    Walk to town, schools and parks from this well-loved side entrance colonial with many recent updates. Enter via covered porch to the fireplaced living room and on to the oversized kitchen/dining area (2004) featuring gas cooking, granite counters and custom cabinets. A heated side room functions as home office. Upstairs are three good size bedrooms and a full bath. Walk up to unheated but useable

    Barbara Shea Shea Realty Group

    49 Pond St, Westwood, MA 02090
  • /13

    $670,000 Sold Aug 29, 2025

    57 Strafford Rd, Westwood, MA 02090

    • 3 Beds
    • 2 Baths
    • 1,211 Sq Ft
    • Built 1951

    Last Sold Summary

    • 22% Below List Price
    • $553/SF
    • 40 Days On Market

    Current Estimated Value $685,981

    Last Listing Agent Jeffrey Sullivan Lamacchia Realty, Inc.

    57 Strafford Rd, Westwood, MA 02090
    • /41

      Est $1,225,339 Not Listed For Sale

      125 Fensview Dr, Westwood, MA 02090

      • 4 Beds
      • 2.5 Baths
      • 2,387 Sq Ft
      • Built 1964
      125 Fensview Dr, Westwood, MA 02090

      Last Sold Summary

      • 2% Above List Price
      • $505/SF
      • 4 Days On Market

      Last Sold Price $1,205,000

      Last Listing Agent Elaine Patterson Coldwell Banker Realty - Westwood

  • /26

    $9,000,000

    • 7 Beds
    • 8 Baths
    • 12,762 Sq Ft

    401 Sandy Valley Rd, Westwood, MA 02090

    Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining

    John Boyle LandVest, Inc.

    401 Sandy Valley Rd, Westwood, MA 02090
  • /42

    $3,000,000 Sold Aug 04, 2025

    29 Summer St, Westwood, MA 02090

    • 4 Beds
    • 3.5 Baths
    • 4,237 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Above List Price
    • $708/SF
    • 4 Days On Market

    Current Estimated Value $2,812,553

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    29 Summer St, Westwood, MA 02090
    • /42

      Est $957,228 Not Listed For Sale

      136 Beechnut Rd, Westwood, MA 02090

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft
      • Built 1949
      136 Beechnut Rd, Westwood, MA 02090

      Last Sold Summary

      • 1% Above List Price
      • $545/SF
      • 9 Days On Market

      Last Sold Price $945,000

      Last Listing Agent The Jowdy Group RE/MAX

  • /18

    $975,000

    • 5 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    39 Bayley St, Westwood, MA 02090

    Located in a well-established area of Westwood, this 0.46 acre plot is a quarter-of-a-mile from Westwood High School and 1.5 miles from I-95. The house itself was originally built in 1927 with a second floor constructed in 1990. The structure includes a total living space of 1,632 sqft but with 3,396 sqft in total making this an ideal location for a buyer looking to build their dream home whether

    Jonathan Minerick homecoin.com

    39 Bayley St, Westwood, MA 02090
  • /34

    $845,000 Sold Jul 08, 2025

    33 Sexton Ave, Westwood, MA 02090

    • 3 Beds
    • 1.5 Baths
    • 1,724 Sq Ft
    • Built 1937

    Last Sold Summary

    • 3% Below List Price
    • $490/SF
    • 23 Days On Market

    Current Estimated Value $886,830

    Last Listing Agent Carlisle Group Compass

    33 Sexton Ave, Westwood, MA 02090
    • /42

      Est $2,361,245 Not Listed For Sale

      128 Beechnut Rd, Westwood, MA 02090

      • 5 Beds
      • 4.5 Baths
      • 3,806 Sq Ft
      • Built 2015
      128 Beechnut Rd, Westwood, MA 02090

      Last Sold Summary

      • 2% Below List Price
      • $630/SF
      • 5 Days On Market

      Last Sold Price $2,399,000

      Last Listing Agent Mary Conroy Henderson Coldwell Banker Realty - Westwood

  • /32

    $950,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,416 Sq Ft

    52 Summer St, Westwood, MA 02090

    This welcoming ranch offers the comfort of main-level living paired with the space and flexibility today’s buyers need. Sunlight fills the fireplaced living room, while the updated kitchen with island flows seamlessly into the family room, highlighted by a large window overlooking the backyard. The dining room opens to a deck—perfect for morning coffee or relaxed evenings outdoors. The main level

    Christine Norcross William Raveis R.E. & Home Services

    52 Summer St, Westwood, MA 02090
  • /23

    $850,000 Sold Dec 05, 2025

    102 Smith Dr, Westwood, MA 02090

    • 4 Beds
    • 1.5 Baths
    • 1,891 Sq Ft
    • Built 1959

    Last Sold Summary

    • 11% Below List Price
    • $449/SF
    • 20 Days On Market

    Current Estimated Value $899,178

    Last Listing Agent Jill Kelly Coldwell Banker Realty - Westwood

    102 Smith Dr, Westwood, MA 02090
    • /37

      Est $1,023,944 Not Listed For Sale

      10 Robin Rd, Westwood, MA 02090

      • 4 Beds
      • 3 Baths
      • 2,151 Sq Ft
      • Built 1948
      10 Robin Rd, Westwood, MA 02090

      Last Sold Summary

      • 9% Above List Price
      • $437/SF
      • 24 Days On Market

      Last Sold Price $940,000

      Last Listing Agent Melissa Mayer Compass

Showing Results 81 - 120, Page 3 of 18

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