Westwood, MA Homes

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  /17

  $699,999 Pending

  • 2 Beds
  • 1 Bath
  • 1,047 Sq Ft

  49 Fisher St, Westwood, MA 02090

  Enter into this inviting 2 bedroom, 1 bath home featuring a spacious living room with a cozy wood-burning fireplace, a separate dining room, and a bright kitchen with granite countertops, stainless steel appliances, and access to the back porch. Enjoy the outdoors with a lovely backyard complete with a covered porch, patio and storage shed. The home also offers a full-size unfinished basement,

  

  Jessica Hancock

  Coldwell Banker Realty - Westwood

  (339) 244-8865

  49 Fisher St, Westwood, MA 02090
• Explore Westwood

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  /50

  $2,894 - $10,040 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
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  /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 $2,977,797

  Last Listing Agent Barbara Shea Shea Realty Group

  134 High Rock Ln, Westwood, MA 02090
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  /42

  Est $926,610 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,567 Sq Ft

  209 Winter St, Westwood, MA 02090

  209 Winter St, Westwood, MA 02090
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  /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
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  /38

  $4,600 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,962 Sq Ft
  • House for Rent

  195 Dover Rd, Westwood, MA 02090

  Discover the inviting residence located at 195 Dover Rd, Westwood, MA. This single-family residence is ready to move in. The living room presents a warm and comforting atmosphere, featuring a fireplace perfect for cozy evenings, along with crown molding that adds a touch of elegance to the space; the beamed ceiling and wood wall create a unique and inviting ambiance, while the built-in shelves

  Bianca Barros Simaku Realty, LLC

  195 Dover Rd, Westwood, MA 02090
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  /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 $1,496,326

  Last Listing Agent Anne Fahy Coldwell Banker Realty - Canton

  55 Mayfair Dr, Westwood, MA 02090
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  /37

  Est $1,578,982 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,330 Sq Ft

  40 Stanford Dr, Westwood, MA 02090

  40 Stanford Dr, Westwood, MA 02090
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  /16

  $2,725,000 New Construction

  • 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, with expected completion in early December, 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

  John Boyle LandVest, Inc.

  298 Summer St, Westwood, MA 02090
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  /50

  $2,112 - $2,796 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
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  /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 $1,575,726

  Last Listing Agent Tom Aaron Coldwell Banker Realty - Wellesley

  256 Burgess Ave, Westwood, MA 02090
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  /38

  Est $961,318 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  566 Pond St, Westwood, MA 02090

  566 Pond St, Westwood, MA 02090
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  /28

  $799,000 Pending

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

  90 Blueberry Ln, Westwood, MA 02090

  OH SAT and SUN, DEC 6TH and 7TH,.CANCELLED. SELLER ACCEPTED OFFER. From the porte-cochère entry to the expansive walls of glass, this home is a sanctuary of light, texture, and nature—an inspiring retreat tucked gently into the landscape. An exceptional opportunity for a planned renovation or thoughtful renewal. Set high on a hill with natural privacy. yet just minutes from everyday essentials

  Jim Gibbons RE/MAX Real Estate Center

  90 Blueberry Ln, Westwood, MA 02090
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  /11

  $2,700 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,650 Sq Ft
  • Apartment for Rent

  251 Washington St Unit 3, Westwood, MA 02090

  Welcome to this charming third-floor three-bedroom home in a well-maintained three-family building. Enjoy a short walk to the MBTA Commuter Rail and quick access to major highways, shops, the public library, and local restaurants. This inviting unit features 3 bright bedrooms and 1 bathroom, beautiful hardwood floors, and abundant natural light throughout. In-unit washer and dryer add everyday

  Grace Li PlanSmart Realty LLC

  251 Washington St Unit 3, Westwood, MA 02090
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  /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 $1,835,431

  Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  10 Gloucester Rd, Westwood, MA 02090
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  /41

  Est $1,219,350 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  67 Cushing Rd, Westwood, MA 02090

  67 Cushing Rd, Westwood, MA 02090
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  /41

  $4,295,000

  • 6 Beds
  • 6.5 Baths
  • 8,827 Sq Ft

  20 Longmeadow Dr, Westwood, MA 02090

  Exceptional custom-built estate on over 3 private, wooded acres in exclusive Stevens Farm Estates. This luxurious home offers unparalleled privacy, top-tier finishes, and timeless design throughout the expansive floor plan. Featuring 6 bedrooms, 7 bathrooms, 5 fireplaces and multiple living/entertaining spaces including a gourmet chef's kitchen with premium appliances, oversized island, butler's

  Peter Cwieka Media Realty Group Inc.

  20 Longmeadow Dr, Westwood, MA 02090
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  /35

  $2,600 - $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
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  /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 $1,562,278

  Last Listing Agent Roula Gallis Bakis Artemis Realty

  356 Farm Ln, Westwood, MA 02090
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  /42

  Est $1,186,634 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,641 Sq Ft

  120 Ellis St, Westwood, MA 02090

  120 Ellis St, Westwood, MA 02090
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  /42

  $785,000

  • 3 Beds
  • 1 Bath
  • 1,492 Sq Ft

  207 Hartford St, Westwood, MA 02090

  This charming Cape home is a rare opportunity that offers a condo alternative or starter home. Conveniently located close to town, top rated school and easy access into Boston.First floor layout includes eat in kitchen, dining room with classic built in cabinet, living room with fireplace, and family room that leads to a screened in porch. Primary bedroom and full bath are located in the back the

  Colleen Beacham William Raveis R.E. & Home Services

  207 Hartford St, Westwood, MA 02090
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  /10

  $4,100 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • House for Rent

  16 Carroll Ct, Westwood, MA 02090

  This charming Cape-style home features 3 bedrooms and 2 full bathrooms, combining classic character with modern updates. The first floor offers a spacious mudroom with extra storage, a bright living room with a decorative fireplace, a galley-style kitchen, a lovely dining room, one bedroom, a full bath, and an additional bonus room perfect for an office or den. Upstairs, you’ll find two

  Kristina Lamarre Compass

  16 Carroll Ct, Westwood, MA 02090
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  /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

  Last Listing Agent Theresa David Gibson Sotheby's International Realty

  886 Gay St, Westwood, MA 02090
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  /42

  Est $1,004,057 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,518 Sq Ft

  81 Colburn St, Westwood, MA 02090

  81 Colburn St, Westwood, MA 02090
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  /30

  $6,650,000

  • 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
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  /7

  $1,790 total monthly price

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

  122 Burgess Ave, Westwood, MA 02090

  Cozy & Private Basement Apartment – Perfect for Students or Young Professionals!Looking for a bright, peaceful, and beautifully finished space to call home while you study or work? This inviting 500 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

  122 Burgess Ave, Westwood, MA 02090
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  /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 $978,762

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

  51 Saxon Rd, Westwood, MA 02090
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  /30

  Est $865,568 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft

  98 Cobleigh St, Westwood, MA 02090

  98 Cobleigh St, Westwood, MA 02090
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  /39

  $600,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,548 Sq Ft

  355 Canton St, Westwood, MA 02090

  Excellent opportunity for investors, developers or buyers looking to restore and customize a home, or raze it and build new! Great location in Westwood on a corner lot. Sold as-is. Cash sale preferred. Spacious ranch. Living room with fireplace & hardwood floors. Family room with fireplace off the back of the house overlooking the enclosed in-ground pool. 3 bedrooms. Full bath with access to the

  Joe Watson RE/MAX Way

  355 Canton St, Westwood, MA 02090
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  /14

  $3,100 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Apartment for Rent

  583 Gay St Unit A, Westwood, MA 02090

  2 bed, 2 full bath apartment AVAILABLE NOW. Discover the perfect blend of privacy and convenience with this charming 2-bedroom, 2-bathroom rental nestled down a long private drive off Gay St. The apartment offers a serene retreat but despite its secluded setting, you're only moments away from highway access, and town activity on High St and downtown Islington, providing easy access to local

  The Shulkin Wilk Group Compass

  583 Gay St Unit A, Westwood, MA 02090
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  /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 $857,733

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

  51 Reynolds Farm Way Unit 51, Westwood, MA 02090
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  /38

  Est $1,659,459 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,852 Sq Ft

  217 Washington St, Westwood, MA 02090

  217 Washington St, Westwood, MA 02090
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  /4

  $1,450,000

  • Land
  • 0.93 Acre
  • $1,559,140 per Acre

  11 Stonegate Dr, Westwood, MA 02090

  Fabulous acre lot on one of Westwood's most sought after streets. This lot has been substantially improved and landscaped as part of the grounds of the adjacent home at 9 Stonegate Drive.

  Michael Viano Coldwell Banker Realty - Westwood

  11 Stonegate Dr, Westwood, MA 02090
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  /27

  $2,500 total monthly price

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

  22 Everett St Unit 103, Westwood, MA 02090

  Introducing The Block - Westwood! Brand new, well-appointed, extra spacious, one, two and three bedroom luxury apartment suites featuring an open floor plan concept. Each unit boasts a stylish, fully applianced kitchen with quartz counters (stove, refrigerator, dishwasher, microwave and disposal), sunny living room, one, one and a half or two full baths, in-unit washer/dryer combo unit and much

  Christine Bethoney Discover Properties

  22 Everett St Unit 103, Westwood, MA 02090
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  /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

  Last Listing Agent Ralph Smith Compass

  122 Smith Dr, Westwood, MA 02090
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  /26

  Est $1,079,159 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,422 Sq Ft

  115 Westchester Dr, Westwood, MA 02090

  115 Westchester Dr, Westwood, MA 02090
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  /26

  $795,000 Pending

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

  43 Oriole Rd, Westwood, MA 02090

  Shown by Appointment. Great opportunity to update or expand this charming three bedroom, one and a half bath Cape style home and make it your own! Features include large kitchen with seating area, dining room, and spacious fireplaced living room. Two bedrooms and full bath up and one bedroom and half bath down. Hardwood floors. Lower level provides additional living space but needs updating.

  Jill Kelly Coldwell Banker Realty - Westwood

  43 Oriole Rd, Westwood, MA 02090
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  /30

  $3,250 total monthly price

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Apartment for Rent

  22 Everett St Unit 429, Westwood, MA 02090

  Introducing The Block - Westwood! Brand new, well-appointed, extra spacious, one, two and three bedroom luxury apartment suites featuring an open floor plan concept. Each unit boasts a stylish, fully applianced kitchen with quartz counters (stove, refrigerator, dishwasher, microwave and disposal), sunny living room, one, one and a half or two full baths, in-unit washer/dryer combo unit and much

  Christine Bethoney Discover Properties

  22 Everett St Unit 429, Westwood, MA 02090
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  /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 $1,484,397

  Last Listing Agent The Jowdy Group RE/MAX Distinct Advantage

  107 Willow St, Westwood, MA 02090
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  /33

  Est $2,304,277 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,917 Sq Ft

  199A Canton St, Westwood, MA 02090

  199A Canton St, Westwood, MA 02090

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