5,481

Westwood, MA Homes

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  • /31

    $930,000

    Open Thu 4:30PM - 6PM
    • 4 Beds
    • 2 Baths
    • 1,903 Sq Ft

    58 Lyons Dr, Westwood, MA 02090

    Welcome to 58 Lyons Drive, a lovingly maintained one-family home nestled on a quiet dead-end street in a convenient location close to shopping, dining, and major highways. Built in 1966, this spacious split-level offers 4 bedrooms and 2 full bathrooms, providing flexibility for today's lifestyle. The sun-filled main level features a large living room with oversized windows and a beautiful stone

    Agent Photo

    Jessica Hancock

    Coldwell Banker Realty - Westwood

    58 Lyons Dr, Westwood, MA 02090
  • /50

    Starting at $2,791

    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
  • /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 $1,826,691

    Last Listing Agent Legacy Group Coldwell Banker Realty - Westwood

    55 Rockmeadow Rd, Westwood, MA 02090
    • /41

      Est $1,265,545

      Not Listed For Sale

      517 Oak St, Westwood, MA 02090

      • 4 Beds
      • 2.5 Baths
      • 2,360 Sq Ft
      • Built 1963
      517 Oak St, Westwood, MA 02090

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Barbara Shea Shea Realty Group

  • /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 $2,186

    Total Monthly Price

    • 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
  • /42

    $1,110,000

    Sold Jul 31, 2026

    1689 High St, Westwood, MA 02090

    • 4 Beds
    • 2 Baths
    • 2,361 Sq Ft
    • Built 1790

    Last Sold Summary

    • 12% Above List Price
    • $470/SF
    • 3 Days On Market

    Current Estimated Value $1,061,922

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    1689 High St, Westwood, MA 02090
    • /30

      Est $1,052,478

      Not Listed For Sale

      137 Pond St, Westwood, MA 02090

      • 3 Beds
      • 2 Baths
      • 2,105 Sq Ft
      • Built 1995
      137 Pond St, Westwood, MA 02090

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Jessica Hancock Coldwell Banker Realty - Westwood

  • /20

    $849,900

    $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
  • /16

    $3,900 Per Month

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

    120 University Ave Unit 2307, Westwood, MA 02090

    Luxury condo at Westwood Place! This corner 2B2B unit has a great view. Covered by hardwood floors, the unit around 1500 sq.ft and has superb natural lighting due to numerous large windows. Enjoy many upgrades installed. At the center is a huge open living+dining area, with an open kitchen & an island to the side. Kitchen has stainless steel appliances, a large fridge and a whirlpool gas range. A

    Annie Juanzi Liu Compass

    120 University Ave Unit 2307, 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 $1,911,563

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    10 Gloucester Rd, Westwood, MA 02090
    • /42

      Est $2,972,116

      Not Listed For Sale

      29 Summer St, Westwood, MA 02090

      • 4 Beds
      • 3.5 Baths
      • 4,237 Sq Ft
      • Built 1963
      29 Summer St, Westwood, MA 02090

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  • /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
  • /11

    $3,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • House for Rent

    63 Pond St, Westwood, MA 02090

    Beautiful single family house in great location, close to everything. 1st Floor fireplaced living room with built-ins, formal dining room with built ins, den or office, fully applianced eat-in kitchen, full bath with shower. 2nd floor has 3 bedrooms, another full bath, tub and shower. Hardwood floors up and down, updated heat (oil), hot water (electric) and electric service. 2 car under garage

    Donald Schiarizzi RE/MAX Real Estate Center

    63 Pond St, 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 $1,051,427

    Last Listing Agent Theresa David Gibson Sotheby's International Realty

    886 Gay St, 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

      Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  • /23

    $555,000

    $10K PRICE DROP
    • 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
  • /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
  • /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 $2,134,567

    Last Listing Agent Ralph Smith Compass

    122 Smith Dr, Westwood, MA 02090
    • /35

      Est $871,320

      Not Listed For Sale

      51 Reynolds Farm Way Unit 51, Westwood, MA 02090

      • 2 Beds
      • 4 Baths
      • 2,582 Sq Ft
      • Built 2012
      51 Reynolds Farm Way Unit 51, Westwood, MA 02090

      Last Sold Summary

      • 15 Days On Market

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

  • /42

    $4,495,000

    • 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
  • /22

    $3,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Apartment for Rent

    907 Gay St Unit 907, Westwood, MA 02090

    Move-in ready rental in sought-after Westwood! This beautifully updated side-by-side duplex is nestled in a quiet, friendly neighborhood near playgrounds and part of Westwood’s top-rated school system. Located in the desirable Islington area, just steps from the Commuter Rail, bus routes (Bus 34 to Orange Line), and minutes to Rt 1, I-95, and Legacy Place shopping. Features 3 bedrooms, living

    Anna Federico Bel Air Properties

    907 Gay St Unit 907, Westwood, MA 02090
  • /24

    $2,325,000

    Sold Jul 20, 2026

    298 Summer St, Westwood, MA 02090

    • 5 Beds
    • 4.5 Baths
    • 4,700 Sq Ft
    • Built 2025

    Last Sold Summary

    • 15% Below List Price
    • $495/SF
    • 791 Days On Market

    Current Estimated Value $1,956,000

    Last Listing Agent John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
    • /16

      Est $2,029,475

      Not Listed For Sale

      5 Fox Meadow Dr, Westwood, MA 02090

      5 Fox Meadow Dr, Westwood, MA 02090

      Last Sold Summary

      • 129 Days On Market

      Last Listing Agent Ruchi Misra Keller Williams Realty Boston Northwest

  • /25

    $945,000

    Open Sat 11:30AM - 1PM
    • 4 Beds
    • 2 Baths
    • 1,962 Sq Ft

    101 Lakeshore Dr, Westwood, MA 02090

    Opportunity to purchase this picture perfect move in ready home with a nice usable back yard abutting conservation with a view of the pond. Located in a popular neighborhood there have been many updates over the years to maintain the home offering living space on three levels. Upon entering there is a fireplace family room open to the dining room with built in cabinet. The kitchen with some

    Elena Price Coldwell Banker Realty - Westwood

    101 Lakeshore Dr, Westwood, MA 02090
  • /25

    $3,700 Per Month

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

    120 University Ave Unit 2301, Westwood, MA 02090

    Available now! best value in westwood. 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

    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 $1,488,793

    Last Listing Agent The Shulkin Wilk Group Compass

    20 Gay St, Westwood, MA 02090
    • /42

      Est $1,227,929

      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 Days On Market

      Last Listing Agent Francis Curran Coldwell Banker Realty - Westwood

  • /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
  • /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 $1,792,951

    Last Listing Agent Anna Federico Bel Air Properties

    139 Porter St, Westwood, MA 02090
    • /39

      Est $1,234,966

      Not Listed For Sale

      215 Briar Ln, Westwood, MA 02090

      • 3 Beds
      • 2.5 Baths
      • 2,383 Sq Ft
      • Built 1964
      215 Briar Ln, Westwood, MA 02090

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  • /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
  • /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 $1,169,054

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    20 Lakeshore Dr, Westwood, MA 02090
    • /42

      Est $1,592,116

      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

      • 2 Days On Market

      Last Listing Agent Sheila Moylan Coldwell Banker Realty - Westwood

  • /40

    $699,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,328 Sq Ft

    39 Fisher St, Westwood, MA 02090

    Welcome to this storybook Cape-style home, where cherished memories are waiting to be made! Nestled in Westwood's beloved "Maze" neighborhood, known for its strong sense of community and festive Halloween trick-or-treating, this home is less than a mile from top-ranked Westwood High School and Middle Schools, the Senior Center, the Tot Lot, Buckmaster Pond, & local cafés. Bright, airy, and

    Meghan Collins RE/MAX Distinct Advantage

    39 Fisher St, 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 $906,914

    Last Listing Agent Jim Gibbons RE/MAX Real Estate Center

    90 Blueberry Ln, Westwood, MA 02090
    • /35

      Est $1,103,818

      Not Listed For Sale

      51 Saxon Rd, Westwood, MA 02090

      • 3 Beds
      • 2.5 Baths
      • 1,786 Sq Ft
      • Built 1966
      51 Saxon Rd, Westwood, MA 02090

      Last Sold Summary

      • 1 Day On Market

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

  • /30

    $5,999,000

    $1M PRICE DROP Pending
    • 6 Beds
    • 6.5 Baths
    • 9,342 Sq Ft

    429 Summer St, Westwood, MA 02090

    This magnificent Georgian Colonial, set on 12+ acres in the heart of Westwood’s estate area, was designed by Johnson, Craven & Gibson and inspired by William Lawrence Bottomley’s Milburne in Richmond, VA. The stunning entry hall with its sweeping staircase is flanked by exquisite formal living and dining rooms, a classic library, and a wonderful breakfast room, all overlooking the south-facing

    John Boyle LandVest, Inc.

    429 Summer St, Westwood, MA 02090
  • /35

    $1,095,500

    Sold Dec 15, 2025

    130 Cobleigh St, Westwood, MA 02090

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft
    • Built 1952

    Last Sold Summary

    • 10% Above List Price
    • $571/SF
    • 7 Days On Market

    Current Estimated Value $1,097,114

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    130 Cobleigh St, Westwood, MA 02090
    • /37

      Est $1,548,237

      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

      • 14 Days On Market

      Last Listing Agent Britta Reissfelder Coldwell Banker Realty - Canton

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,200,000
Median Single Family Sale Price
$1,300,000
Median 2 Bedroom Sale Price
$812,000
Average Price Per Sq Ft
$531
Number of Homes for Sale
18
Last 12 months Home Sales
120
Months of Supply
1.80
Median List Price
$1,272,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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