24

Westwood, MA Houses for Sale

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  • /39

    $1,295,000

    • 4 Beds
    • 1.5 Baths
    • 2,725 Sq Ft

    40 Hooper St, Westwood, MA 02090

    Welcome to this stunning Center Entrance Colonial, ideally situated in one of Westwood’s most walkable neighborhoods—just steps to shops, train, and restaurants. This 4-bedroom home offers generously sized living spaces, including a cathedral-ceiling family room off the kitchen, a front-to-back living room with fireplace, and a formal dining room. A flexible first-floor room provides the perfect

    Agent Photo

    Maggie Coppens

    Coldwell Banker Realty - Westwood

    (339) 356-1248

    40 Hooper St, Westwood, MA 02090
  • /42

    $3,199,000 Open Sun 1:30PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 5,299 Sq Ft

    39 Westbrook Ln, Westwood, MA 02090

    Step into this elegantly styled and masterfully crafted gem! Built with only the highest quality in mind. From the mahogany woodwork to the antique heart pine floors. Through its private setting and serene surroundings, enjoy peace and quiet in a central location. Only minutes to shops, schools, playgrounds, and MBTA station. It’s an easy commute to anywhere in or out of the city. This

    Jacqueline Sandler Louise Condon Realty

    39 Westbrook Ln, Westwood, MA 02090
  • /38

    $3,199,000

    • 5 Beds
    • 5 Baths
    • 5,631 Sq Ft

    314 Grove St, Westwood, MA 02090

    Discover an extraordinary residence nestled on one of Westwood's most prestigious streets, offering unparalleled luxury and privacy just 20 miles from the heart of Boston. This elegant sanctuary provides the perfect blend of relaxation and entertainment with its expansive living spaces, many of which open to the outdoors. The main level features four exquisite fireplaces, including a unique

    Abode with Us Team Compass

    314 Grove St, Westwood, MA 02090
  • /42

    $1,895,000

    • 5 Beds
    • 5 Baths
    • 4,644 Sq Ft

    10 Gloucester Rd, Westwood, MA 02090

    Prime neighborhood setting close to all. Move in ready and like new, enjoy all this home has to offer. From the moment you enter the foyer into this spacious home you are met with high ceilings, hardwood floors and windows that bring in wonderful natural light. There is a grand two story family room with fireplace and a large eat in kitchen complete with quartz island and counters, upgraded

    Elena Price Coldwell Banker Realty - Westwood

    10 Gloucester Rd, Westwood, MA 02090
  • /37

    $2,450,000

    • 6 Beds
    • 4.5 Baths
    • 5,484 Sq Ft

    45 Cedar Ln, Westwood, MA 02090

    Rarely available in one of Westwoods' most coveted neighborhoods abutting Hale Reservation. Beautifully appointed, updated and spacious this five bedroom home is ready for its next chapter. Lovingly maintained and renovated over the years this special property not only offers space but charm and warmth. Front entryway leads to the formal living room with fireplace and bow windows. There is an

    Elena Price Coldwell Banker Realty - Westwood

    45 Cedar Ln, Westwood, MA 02090
  • /42

    $2,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    53 Thompson Ave, Westwood, MA 02090

    Spectacular young custom-built Colonial with incredible privacy and peaceful views! All on a cul de sac in a wonderful Westwood location. A welcoming front porch opens to a beautiful foyer with soaring ceilings, gleaming hardwood floors, elegant dining room, and a lovely library with a coffered ceiling, pocket French doors, built-in cabinetry and a gas fireplace. An impressive kitchen with

    Ellen McGillivray Coldwell Banker Realty - Westwood

    53 Thompson Ave, Westwood, MA 02090
  • /41

    $1,700,000

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    1 Gay Farm Way, Westwood, MA 02090

    RARE OPPORTUNITY - 3B/2.5B sun-drenched private 4.8 acre sanctuary overlooking 4-season pond and brook in Westwood! 5 minutes to I-95 & Rte 1. Entertainer’s dream, open concept mid-century with Brazilian river rock granite countertop, Goshen stone hardscape, numerous top end finishes, and countless upgrades inside and out. Spacious primary suite with newly updated bathroom, floor-to-ceiling

    Jerome McDermott McDermott Realty Associates

    1 Gay Farm Way, Westwood, MA 02090
  • /42

    $2,149,000

    • 5 Beds
    • 5 Baths
    • 3,574 Sq Ft

    243 Weatherbee Dr, Westwood, MA 02090

    Your opportunity awaits for this first for sale offering of this glamorous colonial in the highly coveted Weatherbee Estates. This well-appointed home emits a great atmosphere, especially for entertaining and large gatherings. This home boasts an open floor plan of very sizable rooms, 4 bedrooms on the upper floor, high ceilings, hardwood floors, and plenty of natural lighting. The lower level is

    Anna Federico Bel Air Properties

    243 Weatherbee Dr, Westwood, MA 02090
  • /12

    $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 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 and gracious dining room. The foyer, (with

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • /37

    $1,069,000

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft

    15 Stanford Dr, Westwood, MA 02090

    Fashionably built and meticulously maintained, this true one-owner raised ranch is a gem and has finally hit the market after 56 years! Located on an expansive 1.25-acre private corner lot in a highly sought-after neighborhood, homes like this don't come often. This 3 bedroom, 2.5 bath house with finished lower-level boasts an amazing layout including spacious living/dining areas, full primary

    Piantidosi Group Coldwell Banker Realty - Andovers/Readings Regional

    15 Stanford Dr, Westwood, MA 02090
  • /28

    $8,500,000

    • 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 within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being part

    The Scott Group Advisors Living - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /42

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,315 Sq Ft

    240 Canton St, Westwood, MA 02090

    Amazing opportunity – Historic Weatherbee Farm. Step into history with the rare chance to own Weatherbee Farm, one of Westwood’s oldest and most distinctive properties. Originally built in 1790, this iconic home underwent an extensive restoration by Bob Vila and the crew of "This Old House" between 1987–1988, blending period authenticity with modern comfort. Set on sprawling lot framed by a

    Anne Fahy Coldwell Banker Realty - Canton

    240 Canton St, Westwood, MA 02090
  • /38

    $1,500,000

    • 5 Beds
    • 2.5 Baths
    • 3,198 Sq Ft

    300 Nahatan St, Westwood, MA 02090

    Nahatan Street at Crossway Farms. Custom built colonial set on a gorgeous two acre lot, the home features an open floor plan, generous room dimensions and great storage. The front-to-back living and family rooms both have walls of glass overlooking the deck and sumptuous grounds. Fully applianced kitchen, half bath and office complete the first floor. Upstairs are four/five bedrooms,

    Barbara Shea Shea Realty Group

    300 Nahatan St, Westwood, MA 02090
  • /13

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,210 Sq Ft

    57 Strafford Rd, Westwood, MA 02090

    An ideal blend of comfort and convenience in one of Westwood’s most commuter-friendly locations. Perfectly situated with easy access to major highways (Route 1, I-95), this home makes getting to Boston or nearby business hubs a breeze. Just minutes away, the Islington section of Westwood offers a charming village center with boutique shops, dining options, parks, and the Islington Commuter Rail

    Jeffrey Sullivan Lamacchia Realty, Inc.

    57 Strafford Rd, Westwood, MA 02090
  • /31

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,771 Sq Ft

    109 Washington St, Westwood, MA 02090

    Welcome to 109 Washington Street – where timeless charm meets modern ease in one of Westwood’s most desirable, walkable neighborhoods. This beautifully maintained home blends character, space, and style. Inside, enjoy sun-filled living areas, hardwood floors, and an updated kitchen perfect for everyday living and entertaining. With 4,000+ gross sq ft (per town record), it offers 3 spacious

    Paul Whaley Coldwell Banker Realty - Boston

    109 Washington St, Westwood, MA 02090
  • /38

    $1,195,000

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

    18 Edgewood Rd, Westwood, MA 02090

    Welcome to this beautifully maintained 5BR, 3Bath Colonial nestled in the sought-after LOOP neighborhood. Set on a private, level .3 acre lot, this inviting home is perfect for making lifelong memories. The heart of the home is the sun-drenched family room featuring a soaring cathedral ceiling, built-in shelving and a charming brick accent wall. The first floor also offers an inviting dining

    Tania Rooney Coldwell Banker Realty - Westwood

    18 Edgewood Rd, Westwood, MA 02090
  • /34

    $1,049,900

    • 5 Beds
    • 1.5 Baths
    • 3,402 Sq Ft

    290 East St, Westwood, MA 02090

    Amazing opportunity to own this adorable property after over 20 years off market with the potential to turn into your own ideal home. This is a solid and beautiful Cape style home in a nice and quiet Westwood Neighborhood. Close to major routes and easy access to Boston, Cape and other desirable locations in the area. If you love quiet living, while close to everything, do not hesitate to

    Jorge Montero Safety Realty Corp.

    290 East St, Westwood, MA 02090
  • /39

    $1,399,000 Open Sun 12PM - 1:30PM

    • 5 Beds
    • 3 Baths
    • 2,952 Sq Ft

    87 Whitewood Rd, Westwood, MA 02090

    SUMMER AT HOME in your private backyard oasis in fabulous Westwood on a quiet cul-de-sac street in the highly rated Downey school district. This beautiful, 4+ bed, 3 full bath Ranch home with SUNROOM & wood stove overlooking the large DECK and INGROUND POOL with cabana shed, & huge SECLUDED BACK YARD with electronic fence, features a master bedroom with full bath, three additional bedrooms,

    Marilyn Freedman Coldwell Banker Realty - Westwood

    87 Whitewood Rd, Westwood, MA 02090
  • /16

    $1,450,000

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

    139 Porter St, Westwood, MA 02090

    Such a well-loved home! Listed below assessed value! This home was custom built and designed by the original owners in the beautiful and sought after Weatherbee Estates. This extraordinarily large home will accommodate the largest of families. Open and airy floor plan throughout with grand staircase, large rooms, cathedral family room, first floor master. Upper level can also provide a master

    Anna Federico Bel Air Properties

    139 Porter St, Westwood, MA 02090
  • /30

    $7,000,000

    • 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
  • /26

    $1,219,000

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

    40 Weatherbee Dr, Westwood, MA 02090

    Current pre-approved letter/proof of funds to accompany any offers. Here’s your chance to move into the highly coveted & greatly sought after Weatherbee Estates known for its New England charm! You will enjoy the privacy of the large fenced in acre lot, overlooking Blue Hills. This accessible location is minutes to major highways and public transportation. University Avenue and Legacy Place,

    Anna Federico Bel Air Properties

    40 Weatherbee Dr, Westwood, MA 02090
  • /27

    $10,900,000

    • 7 Beds
    • 8 Baths
    • 12,012 Sq Ft

    401 Sandy Valley Rd, Westwood, MA 02090

    This exquisite 12+ acre estate tucked away at the end of a secluded drive and adjacent to over 100 acres of conservation land offers an unparalleled blend of privacy and tranquility. The tasteful main entrance leads to a refined living room, library, elegant dining room w/ butler’s pantry, and a chef’s kitchen that flows into a welcoming family room with fireplace and covered patio. The second

    Michael Carucci Gibson Sotheby's International Realty

    401 Sandy Valley Rd, Westwood, MA 02090
  • /24

    $9,900,000

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

    300 Summer St, Westwood, MA 02090

    This spectacular Rich Levey-designed contemporary is perfectly set at the end of a long winding drive on 31.43 secluded acres. It offers 10,300+ sq ft of open living area, which takes advantage of long views over the infinity pool to a stream-fed pond with boat house. Inside, details such as floor-to-ceiling windows that rise to 20 ft heights, and a three-season porch create a seamless flow from

    John Boyle LandVest, Inc.

    300 Summer St, Westwood, MA 02090
  • /28

    $729,900

    • 3 Beds
    • 1 Bath
    • 1,373 Sq Ft

    23 Willard St, Dedham, MA 02026

    Location, Location, Location! Welcome to this classic 3-bedroom, 1-bath Cape-style home nestled on a quiet circle. Offering timeless appeal, this home features a cozy fireplaced living room, proper dining room, an eat-in kitchen, and three well-proportioned bedrooms. The backyard provides a private outdoor space—perfect for gardening, relaxing, or entertaining. Located in the Greenlodge School

    Denise Connell Donahue Real Estate Co.

    23 Willard St, Dedham, MA 02026

Why Live in Westwood

Westwood is a serene residential neighborhood in eastern Massachusetts, located less than 25 miles south of Boston. The area features a mix of conservation land and residential pockets, with single-family homes predominantly in colonial, Cape Cod, ranch, and split-level styles. Homes range from those built in the early 1900s to new constructions, with prices varying widely. Westwood is known for its highly-rated schools, including William E. Sheehan Elementary School, E.W. Thurston Middle School, and Westwood High School, all of which have received top ratings. The neighborhood offers numerous things to do, with outdoor activities available year-round. Residents can enjoy hiking and biking in Noanet Woodlands, golfing at Norfolk Golf Club, and kayaking at Buckmaster Pond. The area also features several conservation areas and trails, such as Mulvehill and Grimm Conservation areas and Satan’s Kingdom. For shopping and dining, University Station provides major retailers like Target and Wegmans, while local eateries such as Toast Office Diner and Muffin House Café offer convenient options. Westwood has low crime risk areas, making it safer than the national average. The neighborhood is well-connected, with easy access to Interstate 95 and commuter rail services that can get residents to downtown Boston in about 25 minutes.

Home Trends in Westwood, MA

Housing Trends

Median Sale Price
$1,125,750
Median Single Family Sale Price
$1,212,000
Median Townhouse Sale Price
$954,500
Median 2 Bedroom Sale Price
$870,000
Median 1 Bedroom Sale Price
$577,500
Average Price Per Sq Ft
$506
Number of Homes for Sale
22
Last 12 months Home Sales
160
Months of Supply
1.70
Median List Price
$1,195,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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