11

Colonial Homes for Sale in Westwood, MA

Section Image
  • /37

    $2,599,000

    • 5 Beds
    • 5.5 Baths
    • 4,600 Sq Ft

    216 Oak St, Westwood, MA 02090

    Exceptional 2-year-young custom Colonial with 3-car garage, set on ~1 acre of landscaped grounds, featuring 5 spacious bedrooms, each with its own ensuite bath, blending modern luxury, thoughtful design, and everyday comfort. A stunning chef’s kitchen offers Miele and Gaggenau appliances, two dishwashers, quartz countertops, custom cabinetry, and a butler’s pantry for effortless entertaining. A

    Anna Federico Bel Air Properties

    216 Oak St, Westwood, MA 02090
  • /32

    $6,950,000

    Open Sat 1:30PM - 3PM $550K PRICE DROP
    • 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
  • /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
  • /30

    $5,999,000

    $1M PRICE DROP
    • 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
  • /42

    $2,648,888

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    39 Peartree Dr, Westwood, MA 02090

    Showstopping & thoughtfully renovated throughout, this standout home offers the perfect mix of clean design, high-end finishes & everyday functionality in one of the area’s most sought-after neighborhoods. The main level is bright, open, and versatile featuring a beautifully designed kitchen w/ oversized island, custom cabinetry & seamless flow into both the dining area & living spaces. A

    Laryssa Dias-DeSouza Laryssa Dias

    39 Peartree Dr, Westwood, MA 02090
  • /42

    $2,699,000

    • 5 Beds
    • 5.5 Baths
    • 6,736 Sq Ft

    11 Briarwood Dr, Westwood, MA 02090

    A must-see, beautifully designed custom Colonial with detailed millwork and gleaming hardwood floors throughout. The main level offers a formal living room/study, dining room, walk-in pantry, mudroom and half bath. The gourmet kitchen showcases high-end appliances and an 8ft island, flowing seamlessly into a sunlit breakfast area and family room with coffered ceilings, built-ins, and gas

    Yebba Roy Team Coldwell Banker Realty - Westwood

    11 Briarwood Dr, Westwood, MA 02090
  • /24

    $2,495,000

    New Construction $230K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    298 Summer St, Westwood, MA 02090

    This sophisticated New England farmhouse is set on Westwood’s iconic Summer Street. Recently completed, it offers 4,700 square feet of living space that blends classic detail with tasteful contemporary design. The gourmet kitchen is a culinary enthusiast’s dream, featuring granite countertops and a substantial island ideal for both preparation and casual dining. It opens to a fireplaced living

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • /42

    $1,995,000

    $104K PRICE DROP
    • 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
  • /40

    $879,000

    • 4 Beds
    • 3.5 Baths
    • 1,804 Sq Ft

    387 Washington St, Westwood, MA 02090

    Discover a distinguished single-family residence in great condition in Islington, Westwood. This attractive property offers 1804 square feet of refined living space, presenting a unique opportunity for discerning buyers. The kitchen is thoughtfully appointed with custom cabinets & quartz counters, providing an elegant and functional space for culinary endeavors. Complementing the interior, the

    Thuy Vo Kava Realty Group, Inc.

    387 Washington St, Westwood, MA 02090
  • /26

    $8,800,000

    $890K PRICE DROP
    • 7 Beds
    • 8 Baths
    • 12,762 Sq Ft

    401 Sandy Valley Rd, Westwood, MA 02090

    Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining

    John Boyle LandVest, Inc.

    401 Sandy Valley Rd, Westwood, MA 02090
  • /18

    $975,000

    • 5 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    39 Bayley St, Westwood, MA 02090

    Located in a well-established area of Westwood, this 0.46 acre plot is a quarter-of-a-mile from Westwood High School and 1.5 miles from I-95. The house itself was originally built in 1927 with a second floor constructed in 1990. The structure includes a total living space of 1,632 sqft but with 3,396 sqft in total making this an ideal location for a buyer looking to build their dream home whether

    Jonathan Minerick homecoin.com

    39 Bayley St, Westwood, MA 02090

Home Trends in Westwood, MA

Housing Trends

Median Sale Price
$1,230,000
Median Single Family Sale Price
$1,260,000
Median Townhouse Sale Price
$870,000
Median 2 Bedroom Sale Price
$834,500
Median 1 Bedroom Sale Price
$553,500
Average Price Per Sq Ft
$523
Number of Homes for Sale
20
Last 12 months Home Sales
134
Months of Supply
1.80
Median List Price
$1,227,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
How to Buy a Home How to Finance a Home How to Sell a Home