5,486

Westwood, MA Homes

Section Image
  • /40

    $2,295,000

    $70K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,908 Sq Ft

    54 Meadowbrook Rd, Westwood, MA 02090

    Prime location on culdesac - Two year young custom built contemporary style home with thoughtful detail and design boasts all you would expect with high ceilings, white oak floors, oversize windows, spacious bright rooms and comfortable living space. Welcome your guests onto the wide front porch and into the large open entry foyer. There is a front sitting room, office space and separate

    Elena Price Coldwell Banker Realty - Westwood

    54 Meadowbrook Rd, Westwood, MA 02090
  • /29

    $4,800 Per Month

    • 4 Beds
    • 2 Baths
    • 2,034 Sq Ft
    • House for Rent

    92 Hawthorn St, Westwood, MA 02090

    Charming home located in the top-rated Westwood school district. It offers outstanding convenience near the newly redeveloped Islington Center, commuter rail, Legacy Place, University Station, shops, restaurants, and major routes. The flexible layout is ideal for both everyday living and entertaining. The first floor includes two bedrooms, a full bathroom, a living room, a kitchen, and a

    Grace Li PlanSmart Realty LLC

    92 Hawthorn 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
    • /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

  • /42

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft

    1036 High St, Westwood, MA 02090

    Situated along a quiet stretch of Route 109, this Colonial style residence occupies a prime Westwood location, providing convenient access to Westwood center, local schools, major routes, and nearby natural attractions like the Sen Ki Trail and Buckmaster Pond. Offering hardwood flooring and abundant storage throughout the home, the flexible layout presents outstanding potential for

    The Jowdy Group RE/MAX Distinct Advantage

    1036 High St, Westwood, MA 02090
  • /30

    $1,010,000

    Sold Jun 15, 2026

    70 Cobleigh St, Westwood, MA 02090

    • 3 Beds
    • 1.5 Baths
    • 2,264 Sq Ft
    • Built 1953

    Last Sold Summary

    • 2% Above List Price
    • $446/SF
    • 6 Days On Market

    Current Estimated Value $1,014,594

    Last Listing Agent Tom Aaron Coldwell Banker Realty - Wellesley

    70 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

  • /20

    $770,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    55 Westdale Rd, Westwood, MA 02090

    DON'T WAIT! This Westwood home is ready for its next chapter! Perfect for first-time buyers wanting quick sweat equity, savvy investors hunting their next high-yield gem, or DIYers eager to build their dream space. Nestled on a cul-de-sac in an established neighborhood, just 5 minutes from the vibrant dining, shopping, and entertainment at Legacy Place, and close to the commuter rail, and major

    Cynthia Goode Coldwell Banker Realty - Westwood

    55 Westdale Rd, Westwood, MA 02090
  • /37

    $880,000

    Sold Jul 22, 2026

    130 University Ave Unit 1412, Westwood, MA 02090

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $595/SF
    • 8 Days On Market

    Current Estimated Value $890,961

    Last Listing Agent Joseph Bethoney Discover Properties

    130 University Ave Unit 1412, Westwood, MA 02090
    • /30

      Est $2,198,204

      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

      Last Listing Agent Roula Gallis Bakis Artemis Realty

  • /42

    $2,525,000

    Pending
    • 6 Beds
    • 4.5 Baths
    • 4,258 Sq Ft

    23 Pleasant Valley Rd, Westwood, MA 02090

    Prepare to fall in love with this impeccable custom Cape located in one of Westwood's most desirable neighborhoods. This property, set on a generous 0.93 acre lot, offers an unparalleled blend of classic architecture and modern functionality. The first floor vaulted family room with stone fireplace, built-ins and window seat overlooks the backyard and opens to the recently remodeled stunning

    Elaine Patterson Coldwell Banker Realty - Westwood

    23 Pleasant Valley Rd, Westwood, MA 02090
  • /25

    $1,005,000

    Sold Sep 10, 2026

    101 Lakeshore Dr, Westwood, MA 02090

    • 4 Beds
    • 2 Baths
    • 1,962 Sq Ft
    • Built 1937

    Last Sold Summary

    • 6% Above List Price
    • $512/SF
    • 4 Days On Market

    Current Estimated Value $1,099,442

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    101 Lakeshore Dr, 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

  • /32

    $4,000,000

    • 5 Beds
    • 4 Baths
    • 5,090 Sq Ft

    157 Grove St, Westwood, MA 02090

    A private estate spanning 11 spectacular acres, this distinguished 1912 residence offers timeless character and exceptional privacy in one of the Boston area's most coveted settings. The five-BR home features 4,500+ square feet of beautifully maintained living space blending classic architectural details with modern comfort. Grand living and dining rooms, a sun-drenched conservatory, and an

    Bell Property Partners Compass

    157 Grove St, Westwood, MA 02090
  • /24

    $9,700,000

    Sold Dec 12, 2025

    300 Summer St, Westwood, MA 02090

    • 6 Beds
    • 9 Baths
    • 10,309 Sq Ft
    • Built 2017

    Last Sold Summary

    • 22% Below List Price
    • $941/SF
    • 513 Days On Market

    Current Estimated Value $9,062,319

    Last Listing Agent John Boyle LandVest, Inc.

    300 Summer St, Westwood, MA 02090
    • /36

      Est $1,240,061

      Not Listed For Sale

      105 Tamarack Rd, Westwood, MA 02090

      • 4 Beds
      • 3.5 Baths
      • 3,200 Sq Ft
      • Built 1966
      105 Tamarack Rd, Westwood, MA 02090

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Barbara Shea Shea Realty Group

  • /40

    $1,599,900

    • 3 Beds
    • 2.5 Baths
    • 2,804 Sq Ft

    85 Canton Terrace, Westwood, MA 02090

    Welcome to this exceptional expanded Cape, where beautifully designed living spaces and an impressive backyard retreat make this home truly unique. Enter in with the front to back fireplaced living room, French door to the spacious family room opens directly to an incredible outdoor setting, featuring pool, patios, basketball court, and outdoor shower - an entertainer's dream. At the heart of the

    Theresa David Gibson Sotheby's International Realty

    85 Canton Terrace, Westwood, MA 02090
  • /42

    $1,480,000

    Sold Aug 28, 2026

    94 Mayfair Dr, Westwood, MA 02090

    • 5 Beds
    • 5 Baths
    • 2,920 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Above List Price
    • $507/SF
    • 4 Days On Market

    Current Estimated Value $1,388,685

    Last Listing Agent Elaine Patterson Coldwell Banker Realty - Westwood

    94 Mayfair Dr, Westwood, MA 02090
    • /42

      Est $2,060,052

      Not Listed For Sale

      12 Pettees Pond Ln, Westwood, MA 02090

      • 4 Beds
      • 3.5 Baths
      • 4,548 Sq Ft
      • Built 1997
      12 Pettees Pond Ln, Westwood, MA 02090

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  • /42

    $1,895,000

    $204K PRICE DROP Pending
    • 4 Beds
    • 6 Baths
    • 5,263 Sq Ft

    10 Peartree Dr, Westwood, MA 02090

    Gorgeous, spacious colonial set on an acre in one of Westwood’s most coveted, quiet, picturesque neighborhoods. Main level offers open kitchen, dining and family room plus formal living room with fireplace. Family room is a true showstopper with soaring ceilings and exceptional natural light. Main-level makes entertaining easy w/ wet bar and seamless indoor-outdoor flow to a large patio, hot tub,

    Michael Tinsley Longwood Residential, LLC

    10 Peartree Dr, Westwood, MA 02090
  • /41

    $2,650,000

    Sold Jun 01, 2026

    39 Westbrook Ln, Westwood, MA 02090

    • 5 Beds
    • 4.5 Baths
    • 5,266 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $503/SF
    • 65 Days On Market

    Current Estimated Value $2,637,672

    Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

    39 Westbrook Ln, Westwood, MA 02090
    • /27

      Est $977,179

      Not Listed For Sale

      618 Canton St, Westwood, MA 02090

      • 3 Beds
      • 2.5 Baths
      • 2,151 Sq Ft
      • Built 1964
      618 Canton St, Westwood, MA 02090

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Aya Yamaguchi Coldwell Banker Realty - Westwood

  • /27

    $6,995,000

    $255K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 10,765 Sq Ft

    111 Summer St, Westwood, MA 02090

    Set on four beautifully landscaped acres in one of Westwood’s most desirable neighborhoods, this exceptional custom shingle-style residence offers over 10,000 square feet of thoughtfully designed living space. Built in 2016 and designed by acclaimed architect Christopher Hall, the home seamlessly blends architectural sophistication with everyday functionality. The open floor plan features a

    The Shulkin Wilk Group Compass

    111 Summer St, Westwood, MA 02090
  • /26

    $1,190,000

    Sold Oct 09, 2025

    40 Weatherbee Dr, Westwood, MA 02090

    • 4 Beds
    • 3 Baths
    • 2,563 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $464/SF
    • 207 Days On Market

    Current Estimated Value $1,258,270

    Last Listing Agent Anna Federico Bel Air Properties

    40 Weatherbee Dr, Westwood, MA 02090
    • /26

      Est $1,675,093

      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

      Last Listing Agent Charlotte Liu Keller Williams Realty

  • /15

    $759,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    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

    The Ridick Revis Group Compass

    120 University Ave Unit 2308, Westwood, MA 02090
  • /2

    $1,150,000

    Sold May 29, 2026

    829 Gay St, Westwood, MA 02090

    • 4 Beds
    • 2 Baths
    • 2,360 Sq Ft
    • Built 1953

    Last Sold Summary

    • $487/SF
    • 7 Days On Market

    Current Estimated Value $1,131,265

    Last Listing Agent Denise Connell Donahue Real Estate Co.

    829 Gay St, Westwood, MA 02090
    • /30

      Est $1,599,198

      Not Listed For Sale

      23 Whitney Ave, Westwood, MA 02090

      • 4 Beds
      • 3.5 Baths
      • 4,488 Sq Ft
      • Built 1996
      23 Whitney Ave, Westwood, MA 02090

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Ellen McGillivray Coldwell Banker Realty - Westwood

  • /33

    $1,149,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    45 Blueberry Ln, Westwood, MA 02090

    Welcome to 45 Blueberry Lane, where classic New England charm meets the feeling of a private retreat in the heart of Westwood. Set on 1.08 wooded acres along a quiet neighborhood street, this inviting Colonial offers 4 bedrooms, 2.5 baths and nearly 2,500 square feet of comfortable living space designed for everyday life and entertaining. Inside, fresh neutral paint, hardwood floors and crown

    DeWolfe Group Gibson Sotheby's International Realty

    45 Blueberry Ln, Westwood, MA 02090
  • /2

    $4,300,000

    Sold Jun 19, 2026

    77 Fox Hill St, Westwood, MA 02090

    • 5 Beds
    • 6.5 Baths
    • 7,200 Sq Ft
    • Built 2026

    Last Sold Summary

    • 6% Below List Price
    • $597/SF
    • 1 Day On Market

    Current Estimated Value $4,042,500

    Last Listing Agent Roula Gallis Bakis Artemis Realty

    77 Fox Hill St, Westwood, MA 02090
    • /33

      Est $1,652,154

      Not Listed For Sale

      33 Whitney Ave, Westwood, MA 02090

      • 4 Beds
      • 2.5 Baths
      • 2,535 Sq Ft
      • Built 1996
      33 Whitney Ave, Westwood, MA 02090

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Elena Price Coldwell Banker Realty - Westwood

  • /42

    $1,399,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,730 Sq Ft

    42 Birchtree Dr, Westwood, MA 02090

    Beautifully maintained and updated 4-bed, 2.5-bath Colonial, on picturesque Birchtree Dr., offers a serene wooded backdrop and layout designed for entertaining and every day life. Hardwood flooring extends throughout the home. Spacious living/dining room with traditional fireplace is adjacent to home office serving as a quiet workspace. Central kitchen appointed with custom cabinetry, quartz and

    The Jowdy Group RE/MAX Distinct Advantage

    42 Birchtree Dr, Westwood, MA 02090
  • /38

    $960,000

    Sold Apr 01, 2026

    21 Birch St, Westwood, MA 02090

    • 4 Beds
    • 2 Baths
    • 2,235 Sq Ft
    • Built 1952

    Last Sold Summary

    • 1% Below List Price
    • $430/SF
    • 11 Days On Market

    Current Estimated Value $960,690

    Last Listing Agent Michael Tinsley Longwood Residential, LLC

    21 Birch St, Westwood, MA 02090
    • /26

      Est $1,190,296

      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

      • 14 Days On Market

      Last Listing Agent Melissa Roy Coldwell Banker Realty - Westwood

  • /38

    $1,249,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,705 Sq Ft

    61 Cedar Ln, Westwood, MA 02090

    Custom built in 1950 by esteemed Howard Brothers Builders of Westwood, this updated/expanded and proudly maintained home offers convenient one floor living and is set on a magnificent acre lot in one of Westwood's most coveted neighborhoods, surrounded by other homes of significant scale and value. Elegant living room with wood burning fireplace and bay window overlooks the front yard with

    Tom Aaron Coldwell Banker Realty - Wellesley

    61 Cedar Ln, Westwood, MA 02090
  • /39

    $1,489,000

    Sold Aug 21, 2026

    58 Weatherbee Dr, Westwood, MA 02090

    • 4 Beds
    • 4 Baths
    • 3,048 Sq Ft
    • Built 1971

    Last Sold Summary

    • 12% Below List Price
    • $489/SF
    • 13 Days On Market

    Current Estimated Value $1,613,754

    Last Listing Agent John Guerini Keller Williams Realty Evolution

    58 Weatherbee Dr, Westwood, MA 02090
    • /42

      Est $1,026,856

      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

      • 1 Day On Market

      Last Listing Agent The Jowdy Group RE/MAX Distinct Advantage

  • /39

    $2,495,000

    $200K PRICE DROP Pending
    • 5 Beds
    • 4.5 Baths
    • 5,890 Sq Ft

    10 Rockmeadow Rd, Westwood, MA 02090

    Classic and understated exterior belies the custom features of this custom built, sun-drenched, open-flow home with every imaginable high-end feature. Set on an idyllic roadway in a desired, walk to town neighborhood, this immaculate home is surrounded by mature plantings and features 9-foot ceilings and custom moldings throughout, amazing storage and room for expansion in the walk-up third

    Barbara Shea Shea Realty Group

    10 Rockmeadow Rd, Westwood, MA 02090
  • /40

    $770,000

    Sold Aug 14, 2026

    39 Fisher St, Westwood, MA 02090

    • 3 Beds
    • 1 Bath
    • 1,328 Sq Ft
    • Built 1935

    Last Sold Summary

    • 10% Above List Price
    • $580/SF
    • 5 Days On Market

    Current Estimated Value $744,973

    Last Listing Agent Meghan Collins RE/MAX Distinct Advantage

    39 Fisher St, Westwood, MA 02090
    • /14

      Est $1,048,325

      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

      • 7 Days On Market

      Last Listing Agent Roula Gallis Bakis Artemis Realty

Showing Results 41 - 80, Page 2 of 18

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