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Westwood, MA Houses for Sale

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  • /40

    $2,850,000

    • 4 Beds
    • 5.5 Baths
    • 5,703 Sq Ft

    48 Milk St, Westwood, MA 02090

    Incredible opportunity to own a piece of Westwood's History. The Lusher Gay House circa 1800, was originally built and owned by one of Westwood's founding families. This antique Colonial Revival has recently undergone complete renovation and refurbishment that carefully combines rare features of this special home while creating the best of today's style and expectations. Privately set on 2.7

    Elena Price Coldwell Banker Realty - Westwood

    48 Milk St, Westwood, MA 02090
  • /29

    $1,900,000 Open Sat 12PM - 2PM

    • 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

    $2,199,000

    • 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
  • /41

    $2,750,000

    • 7 Beds
    • 5.5 Baths
    • 6,483 Sq Ft

    52 Hillcrest Place, Westwood, MA 02090

    Move right in to this stunning Colonial situated on cul-de-sac in coveted Westwood Center neighborhood. Perfectly appointed 4 finished levels, this showcase property welcomes you w/ open floor plan, high ceilings, gleaming hardwood floors, exquisite millwork & backyard oasis! Foyer is flanked with private office to right & fireplaced living room w/ coffered ceiling opens to formal dining room on

    Theresa David Gibson Sotheby's International Realty

    52 Hillcrest Place, Westwood, MA 02090
  • /11

    $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
  • /38

    $1,295,000 Open Thu 3PM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 2,417 Sq Ft

    431 Clapboardtree St, Westwood, MA 02090

    Fall in love with this captivating expanded Cape set on 2.11 bucolic acres & located in the desirable Clapboardtree Street estate area. Built as only one of three known homes in Westwood by the Foster Brothers Masonry Products family, this home is constructed almost entirely from solid masonry. The spacious first floor with sparkling wood floors features an elegant living room with fireplace,

    Tom Aaron Coldwell Banker Realty - Wellesley

    431 Clapboardtree St, Westwood, MA 02090
  • /17

    $1,395,000 Open Sat 11AM - 1PM

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

    40 Hooper St, Westwood, MA 02090

    This beautifully updated four/five bedroom Colonial offers timeless curb appeal and spacious, versatile living in one of Westwood’s most desirable neighborhoods. Ideally located near the Commuter Rail, Rt. 95, the brand-new Pine Hill Elementary School, and the vibrant shops and dining of Downtown Islington. The main level features an oversized family room, formal living and dining rooms, an

    Margaret Coppens Coldwell Banker Realty - Westwood

    40 Hooper St, Westwood, MA 02090
  • /42

    $1,699,900 Open Thu 11AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 3,746 Sq Ft

    103 Canton Terrace, Westwood, MA 02090

    Move right in to this beautifully expanded 1940s Colonial on cul-de-sac. This timeless property blends the best of impeccable design elements with modern updates while retaining its original character & charm. Foyer w/ stunning staircase flanked by front to back living room w/ fireplace, 3 season porch & formal dining room leads into the floor to ceiling custom cherry kitchen, oversized island,

    Theresa David Gibson Sotheby's International Realty

    103 Canton Terrace, Westwood, MA 02090
  • /19

    $725,000 Open Thu 4:30PM - 6PM

    • 3 Beds
    • 1.5 Baths
    • 1,242 Sq Ft

    35 Carroll Ave, Westwood, MA 02090

    Opportunity awaits at 35 Carroll Ave! This classic Colonial is brimming with potential and ready for your custom touches. Located in Westwood’s sought-after Islington neighborhood, this home is a commuter’s dream—just minutes to the commuter rail, bus, major highways, restaurants, and shops. Features include vinyl siding, thermopane windows, a 5-year-old roof, and newer oil tank. Inside you'll

    DeWolfe Group Gibson Sotheby's International Realty

    35 Carroll Ave, Westwood, MA 02090
  • /31

    $1,695,000

    • 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
  • /42

    $1,650,000

    • 4 Beds
    • 2.5 Baths
    • 3,488 Sq Ft

    70 Wagon Rd, Westwood, MA 02090

    The perfect home for those looking to settle in and enjoy the location and neighborhood setting. Traditional yet flexible floor plan is spacious and offers great value. Move in ready this home can suite many styles of living. From formal entertaining with the large dining room and front sitting room, to casual style with the renovated kitchen, top stainless appliances, walk in pantry, and

    Elena Price Coldwell Banker Realty - Westwood

    70 Wagon Rd, Westwood, MA 02090
  • /38

    $1,079,000

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft

    137 Pond St, Westwood, MA 02090

    Back the truck up and move right in to this spotless 3 bed 2 bath Colonial in Super convenient location! Charming design of era gone bye that has been tastefully updated by the current owners. Enter through the front door to a hardwood living room complimented by a gas fireplace for those cold evenings. The updated kitchen with SS appliances and granite counters has a breakfast area/table and

    Patrick Mulvehill PJ Mulvehill Realty

    137 Pond St, Westwood, MA 02090
  • /42

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 1,781 Sq Ft

    600 High St, Westwood, MA 02090

    Located in Westwood Center within easy walking distance of restaurants, shops, and services, this 1795 Cape home is a rare opportunity. This historic home is situated on a deep lot with a beautiful yard. It has an honorific title as part of the Colburn School Historic District. Enter the living room with classic fireplace flowing into the dining room with a built-in cabinet. Kitchen offers ample

    The Jowdy Group RE/MAX Distinct Advantage

    600 High St, Westwood, MA 02090
  • /33

    $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

    $1,229,000

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

    40 Weatherbee Dr, Westwood, MA 02090

    OPEN HOUSE WEDNESDAY MAY 23 FROM 5pm-7pm. 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

    Anna Federico Bel Air Properties

    40 Weatherbee Dr, Westwood, MA 02090
  • /41

    $4,799,000

    • 5 Beds
    • 8 Baths
    • 9,060 Sq Ft

    232 Grove St, Westwood, MA 02090

    Exquisite Custom-Built Luxury Estate in Prime Westwood Location. Experience unparalleled luxury and sophistication in this stunning custom-built Colonial set on three lush acres in highly desirable Westwood. Just minutes from Boston, this 9,060 sq. ft. estate seamlessly blends elegance, modern comfort, and sustainability. The grand. interior features five fireplaces, radiant floor heating, and

    DeWolfe Group Gibson Sotheby's International Realty

    232 Grove St, 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
  • /21

    $1,800,000

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

    139 Porter St, Westwood, MA 02090

    Rare opportunity to move into this well-loved home, custom built & designed by the original owners in sought after Weatherbee Estates. This extraordinarily large home will accommodate the largest of families. Finished basement with living room, wood-burning fireplace & wine cellar. Open & airy floor plan throughout! Host your family reunions around the deck & inground pool! Family and guests can

    Anna Federico Bel Air Properties

    139 Porter St, Westwood, MA 02090
  • /42

    $11,000,000

    • 15 Beds
    • 13 Baths
    • 13,754 Sq Ft

    151 Grove St, Westwood, MA 02090

    Upgrade your lifestyle! For those looking to live a life that is a major improvement. Close to Boston, the long drive-way keeps the estate private and hidden. 27 acres allows for outdoor sports, private events, entertainment and more. Main house is a beautiful well-appointed brick Georgian Colonial, with first floor offering a front-to-back foyer, grand living room with 2 FP,'s, FP dining room,

    Wendy Fox Compass

    151 Grove St, Westwood, MA 02090
  • /41

    $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

Home Trends in Westwood, MA

Home Trends

Median Price (12 Mo)
$1,100,000
Median Single Family Price
$1,167,000
Median Townhouse Price
$11,000,000
Median 2 Bedroom Price
$852,500
Median 1 Bedroom Price
$575,000
Average Price Per Sq Ft
$512
Number of Homes for Sale
19
Last 12 months Home Sales
147
Months of Supply
1.60
Median List Price
$1,100,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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