5,493

Westwood, MA Homes

Section Image
  • /42

    $995,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,361 Sq Ft

    1689 High St, Westwood, MA 02090

    Privately set on nearly an acre with a beautiful level yard and barn perfect for entertaining and enjoying all year round. Offering a combination of rare historic features and modern living throughout, the home welcomes plenty of sunlight and showcases charming detail. Enjoy your family or guests in the tastefully updated eat-in kitchen with quartz countertops, stainless appliances, and storage.

    Elena Price Coldwell Banker Realty - Westwood

    1689 High St, Westwood, MA 02090
  • /50

    Starting at $2,136 Plus Fees

    • 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

    Westwood Glen Commons

    21 Westwood Glen Rd, Westwood, MA 02090
  • /35

    $1,955,000

    Sold Jun 26, 2026

    55 Rockmeadow Rd, Westwood, MA 02090

    • 5 Beds
    • 6 Baths
    • 4,863 Sq Ft
    • Built 1947

    Last Sold Summary

    • 9% Above List Price
    • $402/SF
    • 2 Days On Market

    Current Estimated Value $1,771,178

    Last Listing Agent Legacy Group Coldwell Banker Realty - Westwood

    55 Rockmeadow Rd, Westwood, MA 02090
    • /30

      Est $2,214,711

      Not Listed For Sale

      421 Oak St, Westwood, MA 02090

      • 4 Beds
      • 4.5 Baths
      • 4,228 Sq Ft
      • Built 2016
      421 Oak St, Westwood, MA 02090

      Last Sold Summary

      • 9 Days On Market

  • /40

    $6,950,000

    $550K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 8,033 Sq Ft

    26 Longmeadow Dr, Westwood, MA 02090

    Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood’s most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant

    Donna Scott Group Coldwell Banker Realty - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /50

    Starting at $2,711

    Total Monthly Price

    • 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 commuter's 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

    Gables University Station

    85-100 University Ave, 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 $1,581,563

    Last Listing Agent Tom Aaron Coldwell Banker Realty - Wellesley

    256 Burgess Ave, Westwood, MA 02090
    • /26

      Est $1,629,225

      Not Listed For Sale

      7 Colby Way, Westwood, MA 02090

      • 5 Beds
      • 3.5 Baths
      • 3,271 Sq Ft
      • Built 1995
      7 Colby Way, Westwood, MA 02090

      Last Sold Summary

      • 23 Days On Market

  • /24

    $2,495,000

    New Construction $230K PRICE DROP Pending
    • 5 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    298 Summer St, Westwood, MA 02090

    This sophisticated New England farmhouse is set on Westwood’s iconic Summer Street. Recently completed, it offers 4,700 square feet of living space that blends classic detail with tasteful contemporary design. The gourmet kitchen is a culinary enthusiast’s dream, featuring granite countertops and a substantial island ideal for both preparation and casual dining. It opens to a fireplaced living

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • /22

    $2,850 Per Month

    • 1 Bed
    • 1 Bath
    • 962 Sq Ft
    • Condo for Rent

    130 University Ave Unit 1303, Westwood, MA 02090

    Looking for LIFESTYLE at University Station? Spacious front facing one bedroom, one full bath located on the 3rd floor. SHORT distance to University Ave (128) station & AMTRACK. Beautifully designed open floor with endless upgrades. Kitchen with pantry & upgraded white quartz counters tops, generous island & stainless steel appliances. Stunning full bath with Quartz vanity & stall shower.

    Mona Chahine Coldwell Banker Realty - Westwood

    130 University Ave Unit 1303, 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 $1,843,506

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    10 Gloucester Rd, Westwood, MA 02090
    • /25

      Est $955,991

      Not Listed For Sale

      242 Burgess Ave, Westwood, MA 02090

      • 3 Beds
      • 1.5 Baths
      • 1,967 Sq Ft
      • Built 1955
      242 Burgess Ave, Westwood, MA 02090

      Last Sold Summary

      • 7 Days On Market

  • /20

    $849,900

    Open Sun 11:30AM - 1PM $20K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 1,419 Sq Ft

    290 East St, Westwood, MA 02090

    An inviting opportunity to own a slice of Westwood! Great condo alternative! Charming Cape-style home set on a private half-acre lot in desirable Islington. A commuter’s dream just minutes to the train, major highways, Islington Village, Norfolk Country Club, and Downey Elementary, with sidewalks leading to all. This welcoming 5-bedroom home offers a flexible floor plan ideal for today’s

    DeWolfe Group Gibson Sotheby's International Realty

    290 East St, Westwood, MA 02090
  • /20

    $3,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Condo for Rent

    120 University Ave Unit 2308, Westwood, MA 02090

    Newly luxury condo ready for move in! This 2B2B unit is the best in the building and comes with a garage parking spot! Covered by hardwood floors, the unit is 1320 sq ft with everything you need! Enjoy numerous upgrades installed during construction. There is an open living space with a granite countertop kitchen that has its own island, stainless steel appliances, a large fridge and gas range. A

    Annie Juanzi Liu Compass

    120 University Ave Unit 2308, 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 $1,017,559

    Last Listing Agent Theresa David Gibson Sotheby's International Realty

    886 Gay St, Westwood, MA 02090
    • /42

      Est $1,938,371

      Not Listed For Sale

      60 Perry Dr, Westwood, MA 02090

      • 5 Beds
      • 3.5 Baths
      • 4,936 Sq Ft
      • Built 1970
      60 Perry Dr, Westwood, MA 02090

      Last Sold Summary

      • 7 Days On Market

  • /41

    $3,490,000

    $505K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 9,286 Sq Ft

    9 Stonegate Dr, Westwood, MA 02090

    NEW PRICE! Built in 2004 the first owner redid the interior space over 5 years w/ the finest custom millwork & luxury finishes coupled w/ exquisitely landscaped private grounds w/ pool, 2 spas, waterfall w/ grotto, outdoor patio w/ stone oven & a heated guest cabin thoughtfully located amidst hilltop gardens in a premier Westwood estate area. In addition to the gracious entry hall, formal dining

    Michael Viano Coldwell Banker Realty - Westwood

    9 Stonegate Dr, Westwood, MA 02090
  • /10

    $2,900 Per Month

    • 1 Bed
    • 1 Bath
    • 1,026 Sq Ft
    • Condo for Rent

    130 University Ave, Westwood, MA 02090

    Experience the opulence of the Westwood Place luxury condominium! This unit features one bedroom boasting abundant natural light plus an additional flex room. Situated in the University Station neighborhood, it offers a perfect environment for effortless living. Conveniently close to shops, restaurants, I-95, and the MBTA/Amtrak commuter rail, this residence ensures a well-connected lifestyle.

    Sanford Lui Giant Realty

    130 University Ave, 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 $857,444

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

    51 Reynolds Farm Way Unit 51, Westwood, MA 02090
    • /37

      Est $3,281,406

      Not Listed For Sale

      48 Milk St, Westwood, MA 02090

      • 4 Beds
      • 5.5 Baths
      • 5,703 Sq Ft
      • Built 2015
      48 Milk St, Westwood, MA 02090

      Last Sold Summary

      • 4 Days On Market

  • /23

    $565,000

    • 2 Beds
    • 1 Bath
    • 809 Sq Ft

    407 Washington St Unit 2, Westwood, MA 02090

    Imagine stepping out your front door and into the vibrant pulse of Islington Center morning coffee at the corner caf , fresh groceries at Roche Bros, a quick train ride into Boston, all before noon. This isn't just a condo. It's a lifestyle upgrade. Completely built out in 2022, every surface is new, every system is modern, and every detail was chosen for effortless living. No projects. No

    Gabe Francis Lenox Realty Group

    407 Washington St Unit 2, Westwood, MA 02090
  • /7

    $3,000 Per Month

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

    120 University Ave Unit 2212, Westwood, MA 02090

    Built in 2019, high end 1 bed plus den in Westwood. Stunning, White Kitchen included in the Single level "M" style home features a, large living room w/private balcony, separate den/office, spacious master suite w/walk-in closet, full bath with stall shower, full sized side by side washer & dryer and hardwood flooring. Outstanding location at University Station with access to Commuter Rail to

    Thomas Alexander Round Room

    120 University Ave Unit 2212, 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 $2,034,463

    Last Listing Agent Ralph Smith Compass

    122 Smith Dr, Westwood, MA 02090
    • /24

      Est $902,423

      Not Listed For Sale

      47 Bonney St, Westwood, MA 02090

      • 3 Beds
      • 1.5 Baths
      • 1,615 Sq Ft
      • Built 1955
      47 Bonney St, Westwood, MA 02090

      Last Sold Summary

      • 6 Days On Market

  • /37

    $899,900

    Pending
    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft

    130 University Ave Unit 1412, Westwood, MA 02090

    Most Desirable Unit Location at Sought After Westwood Place is this Top Floor, Corner, Spacious, Updated & Better than New Two Bedroom Unit with Awesome Views of the Blue Hills. Built in 2018 this Gracious Unit Features an Open Floor Plan Which Connects the Kitchen, Dining Room & Living Room, High Ceilings, Hardwood, Custom Moldings, Upgraded Chef's Kitchen with Quartz Countertops, Center Island,

    Joseph Bethoney Discover Properties

    130 University Ave Unit 1412, Westwood, MA 02090
  • /23

    $4,200 Per Month

    • 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

    $1,500,000

    Sold Jun 12, 2026

    20 Gay St, Westwood, MA 02090

    • 4 Beds
    • 2.5 Baths
    • 3,952 Sq Ft
    • Built 1935

    Last Sold Summary

    • $380/SF
    • 4 Days On Market

    Current Estimated Value $1,425,054

    Last Listing Agent The Shulkin Wilk Group Compass

    20 Gay St, Westwood, MA 02090
    • /41

      Est $1,220,875

      Not Listed For Sale

      78 Croft Regis Rd, Westwood, MA 02090

      • 5 Beds
      • 2 Baths
      • 1,941 Sq Ft
      • Built 1954
      78 Croft Regis Rd, Westwood, MA 02090

      Last Sold Summary

      • 4 Days On Market

  • /42

    $4,495,000

    Open Sun 12PM - 4PM
    • 6 Beds
    • 6.5 Baths
    • 8,827 Sq Ft

    20 Longmeadow Dr, Westwood, MA 02090

    Your family's everything dream home is already built for you with both elegance and warmth as soon as you step in. Light-filled rooms throughout, featuring window seating both in the kitchen's separate eating area and in the hexagonal library. Floor to vaulted ceiling windows that flank the grand stone and brick fireplace in the Great Room and carry you to the gourmet kitchen with quartz

    Peter Cwieka Media Realty Group Inc.

    20 Longmeadow Dr, Westwood, MA 02090
  • /16

    $1,350,000

    Sold Oct 31, 2025

    139 Porter St, Westwood, MA 02090

    • 4 Beds
    • 3 Baths
    • 3,847 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $351/SF
    • 69 Days On Market

    Current Estimated Value $1,725,023

    Last Listing Agent Anna Federico Bel Air Properties

    139 Porter St, Westwood, MA 02090
    • /42

      Est $2,481,458

      Not Listed For Sale

      52 Hillcrest Place, Westwood, MA 02090

      • 7 Beds
      • 5.5 Baths
      • 6,275 Sq Ft
      • Built 2013
      52 Hillcrest Place, Westwood, MA 02090

      Last Sold Summary

      • 16 Days On Market

  • /42

    $1,399,000

    Pending
    • 5 Beds
    • 5 Baths
    • 2,920 Sq Ft

    94 Mayfair Dr, Westwood, MA 02090

    Nestled among mature trees & surrounded by natural beauty, this spacious 3,000sf home offers a perfect blend of comfort, functionality & privacy. Featuring 5 generously sized bedrooms, 3 full baths, 2 half baths and an office, the thoughtfully designed floor plan provides ample space for everyday living. The heart of the home is a stunning vaulted family room, with fireplace, soaring ceilings &

    Elaine Patterson Coldwell Banker Realty - Westwood

    94 Mayfair Dr, Westwood, MA 02090
  • /38

    $1,050,000

    Sold Oct 31, 2025

    20 Lakeshore Dr, Westwood, MA 02090

    • 4 Beds
    • 4 Baths
    • 2,786 Sq Ft
    • Built 1974

    Last Sold Summary

    • 11% Above List Price
    • $377/SF
    • 4 Days On Market

    Current Estimated Value $1,116,303

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    20 Lakeshore Dr, Westwood, MA 02090
    • /42

      Est $2,724,145

      Not Listed For Sale

      397 Far Reach Rd, Westwood, MA 02090

      • 6 Beds
      • 6 Baths
      • 6,704 Sq Ft
      • Built 1992
      397 Far Reach Rd, Westwood, MA 02090

      Last Sold Summary

      • 6 Days On Market

  • /39

    $1,688,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,048 Sq Ft

    58 Weatherbee Dr, Westwood, MA 02090

    Just in time for the new School Year. Bring your vision & ideas. Nestled on a picturesque one-acre lot, timeless center-entrance Colonial offers the space, flexibility, & setting today's families desire, with a home you can truly grow into, not out of. Thoughtfully designed floor plan features 4 bedrooms, 2 full baths, 2 half baths, formal living room, elegant dining room, expansive great room, &

    John Guerini Keller Williams Realty Evolution

    58 Weatherbee Dr, Westwood, MA 02090
  • /28

    $850,000

    Sold Dec 30, 2025

    90 Blueberry Ln, Westwood, MA 02090

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Above List Price
    • $559/SF
    • 2 Days On Market

    Current Estimated Value $879,334

    Last Listing Agent Jim Gibbons RE/MAX Real Estate Center

    90 Blueberry Ln, 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

      • 1 Day On Market

  • /41

    $1,349,900

    $49K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,572 Sq Ft

    129 Dover Rd, Westwood, MA 02090

    Situated on expansive corner lot, this beautifully appointed 4+ bedroom Colonial is where timeless charm meets modern living. Thoughtfully updated throughout, this home features an open floor plan, gleaming hardwood floors and two work from home offices! Come in from the covered porch into the foyer, with an office to the right, open to the spacious living room and dining room. Sun filled white

    Theresa David Gibson Sotheby's International Realty

    129 Dover Rd, Westwood, MA 02090
  • /37

    $675,000

    Sold Jul 14, 2025

    150 Pond St, Westwood, MA 02090

    • 3 Beds
    • 1.5 Baths
    • 1,075 Sq Ft
    • Built 1935

    Last Sold Summary

    • 4% Above List Price
    • $628/SF
    • 4 Days On Market

    Current Estimated Value $694,918

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    150 Pond St, Westwood, MA 02090
    • /16

      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

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,200,000
Median Single Family Sale Price
$1,267,500
Median Townhouse Sale Price
$870,000
Median 2 Bedroom Sale Price
$825,000
Median 1 Bedroom Sale Price
$585,000
Average Price Per Sq Ft
$524
Number of Homes for Sale
24
Last 12 months Home Sales
131
Months of Supply
2.20
Median List Price
$1,229,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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