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Westwood, MA Homes for Sale

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  • /37

    $2,599,000 Open Sat 11:30AM - 1:30PM

    • 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
  • /42

    $1,375,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,938 Sq Ft

    90 Willow St, Westwood, MA 02090

    Gorgeous vintage 4 bed, 2.5 bath Gambrel style home offers a wealth of charm. Located in a highly desirable neighborhood, this property is within the Martha Jones school district. Sunny interior showcases hardwood flooring and a balanced floor plan featuring both open and defined rooms. The updated kitchen is appointed with SS appliances including an induction range and a stylish breakfast bar.

    The Jowdy Group RE/MAX Distinct Advantage

    90 Willow St, Westwood, MA 02090
  • /24

    $2,595,000 Open Sun 1PM - 2:30PM

    • 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, just completed, 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.

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • /41

    $3,695,000

    • 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
  • /41

    $2,739,000

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

    39 Westbrook Ln, Westwood, MA 02090

    Opportunity to own this special property. Set on 3.64 acres in a walk to all neighborhood. Move in ready this home recently went through many renovations with three finished floors of living space and can accommodate multi generations. Offering a natural flow for entertaining or just enjoying with family it includes high ceilings, spacious rooms and walls of glass to allow natural light to beam

    Elena Price Coldwell Banker Realty - Westwood

    39 Westbrook Ln, Westwood, MA 02090
  • /40

    $2,799,000

    • 5 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    36 Kingswood Rd, Westwood, MA 02090

    This exceptional new construction home offers luxurious living with impeccable design and craftsmanship. Built by one of the area's most respected premier builders and thoughtfully designed by Megan Licameli Design, this 5-bedroom, 4.5-bath residence is nestled on a quiet cul-de-sac just minutes from Westwood Ctr. Step inside to an open-concept layout featuring a chef’s kitchen with Thermador

    Tania Rooney Coldwell Banker Realty - Westwood

    36 Kingswood Rd, Westwood, MA 02090
  • /41

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 5,078 Sq Ft

    177 Bay Colony Dr, Westwood, MA 02090

    Welcome to a popular culdesac location. Well maintained, recently updated and move in ready home boasts a spacious floor plan with high ceilings, plenty of natural light and neutral decor. Open front foyer leads to the sitting room with plenty of windows, fireplace and double seating. The dining room is open to the large island kitchen that has been renovated with plenty of counter, cabinet and

    Elena Price Coldwell Banker Realty - Westwood

    177 Bay Colony Dr, Westwood, MA 02090
  • /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
  • /18

    $870,000 Open Sat 1PM - 2:30PM

    • 5 Beds
    • 1.5 Baths
    • 1,419 Sq Ft

    290 East St, Westwood, MA 02090

    An inviting opportunity to own a slice of Westwood heaven. Charming Cape-style home set on a private half-acre lot along East Street in sought-after Islington. A commuter’s dream just minutes to the train, major highways, Islington Village, Norfolk Country Club, and Downey Elementary, with sidewalks leading to all. This welcoming 5-bedroom home offers a flexible floor plan suited for today’s

    DeWolfe Group Gibson Sotheby's International Realty

    290 East St, Westwood, MA 02090
  • /30

    $6,500,000

    • 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
  • /42

    $1,295,000 Open Sat 11:30AM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,734 Sq Ft

    548 High St, Westwood, MA 02090

    Set on a .87-acre lot in a convenient location near downtown Westwood, the former Joseph L. Fisher Jr. House is a well-preserved Colonial Revival residence offering historic character, generous proportions, and immediate livability. Built in 1875, the home reflects the craftsmanship of its era, with period details including high ceilings and parquet floors. The property includes 4 bedrooms and

    Lisa Troiano Conway - Walpole

    548 High St, Westwood, MA 02090
  • /35

    $1,749,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,768 Sq Ft

    132 Thatcher St, Westwood, MA 02090

    Stunning, move-in-ready Colonial in Westwood’s highly sought-after Pine Hill School district, ideally located on prestigious Thatcher Street with exceptional access to highways, commuter rail, and top public and private schools. This elegant 4-bedroom, 3.5-bath home blends timeless design with modern efficiency, featuring vaulted ceilings and Brazilian cherry hardwood floors throughout. The

    DeWolfe Group Gibson Sotheby's International Realty

    132 Thatcher St, Westwood, MA 02090
  • /41

    $1,799,000

    • 4 Beds
    • 2.5 Baths
    • 3,306 Sq Ft

    158 Strasser Ave, Westwood, MA 02090

    Rare opportunity to own in desirable Fairway Acres neighborhood. Move right in to this 4 bed 2.5 bath traditional Colonial. Open floor plan, stunning millwork & gleaming hardwood floors throughout. Walk into the foyer, on right the sun filled front to back formal living room w/ fireplace leads to office w/ custom built-ins, gorgeous arched tongue & groove cathedral ceiling. Formal dining room on

    Theresa David Gibson Sotheby's International Realty

    158 Strasser Ave, Westwood, MA 02090
  • /38

    $7,990,000

    • 8 Beds
    • 12 Baths
    • 17,175 Sq Ft

    18 Longmeadow Dr, Westwood, MA 02090

    Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the

    John Boyle LandVest, Inc.

    18 Longmeadow Dr, Westwood, MA 02090
  • /42

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft

    14 Eldridge Place, Westwood, MA 02090

    Worth the Wait for WESTWOOD. Searching for just the "RIGHT" Home? Welcome to 14 Eldridge set on quiet side street in sought after New Pine Hill School District. From the moment you enter, it will be Love at First Sight! 2020 updated bright white kitchen, granite counters, shaker cabinets, & SS appliances. Large Dining Room & Sun splashed Living room stuns with glass walls, transom windows, &

    The Kouri Team Keller Williams Realty Boston South West

    14 Eldridge Place, Westwood, MA 02090
  • /26

    $9,000,000

    • 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
  • /42

    $945,000 Open Fri 4PM - 6PM

    • 5 Beds
    • 2 Baths
    • 2,448 Sq Ft

    193 Vincent Rd, Dedham, MA 02026

    HOME SWEET HOME!!! Welcome to this oversized 5-bedroom, 2 full bath Cape style home located in the highly desirable Greenlodge area of town. This spacious home offers a wonderful blend of classic charm and modern updates. Step inside to a large living room featuring a wood burning fireplace and picture window, filling the space with natural light. The newly renovated kitchen showcases beautiful

    Erin Thomas Conway - Walpole

    193 Vincent Rd, Dedham, MA 02026
  • /20

    $625,000 Open Sat 1PM - 2:30PM

    • 1 Bed
    • 1 Bath
    • 915 Sq Ft

    1000 Washington St Unit 205, Dedham, MA 02026

    Built in 2025, this beautifully designed 1 bedroom residence at Dedham West offers modern, low maintenance living in an unbeatable location. Residence 205 features 915 sq ft of bright, open living space with modern finishes throughout. The stylish kitchen showcases sleek cabinetry, quartz countertops, stainless Frigidaire appliances, and a spacious center island, flowing seamlessly into the

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    1000 Washington St Unit 205, Dedham, MA 02026
  • /30

    $724,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,530 Sq Ft

    53 Winfield St, Dedham, MA 02026

    Set on a corner lot along quiet Winfield Street, this mid century Cape perfectly blends the charm and character of the 1950s building style with fresh, modern updates. The result is a beautiful home in a wonderful neighborhood that's close to EVERYTHING. Step into the tiled mud/sunroom from the driveway which leads directly into the well-appointed kitchen with stainless appliances, quartz

    Richard Wilcox Distinctly New England

    53 Winfield St, Dedham, MA 02026

Why Live in Westwood

Westwood, Massachusetts, located less than 25 miles south of Boston, is known for its serene residential areas and convenient access to recreation, shopping, and highways. The western part of Westwood features conservation lands and outdoor areas like the Mulvehill and Grimm Conservation areas, Antler Alley, and Lowell Woods Trails. For golf enthusiasts, the Norfolk Golf Club and Dedham Country and Polo Club offer private and public courses, respectively. The area also boasts nearly 600 acres of Noanet Woodlands, ideal for hiking, horseback riding, and winter activities. Westwood's highly-rated schools include William E. Sheehan Elementary School, E.W. Thurston Middle School, and Westwood High School, all of which have received high ratings. The eastern side of Westwood is home to University Station, a shopping complex with major retailers like Target, Wegmans, and Nordstrom Rack, as well as dining options such as Not Your Average Joe’s and Del Frisco’s Grille. For local dining, the Toast Office Diner and Muffin House Café are popular spots. Westwood offers a variety of single-family homes, including colonial-style, Cape Cods, ranch-style homes, and split-levels, with many dating from the early 1900s to the 1980s. The area provides excellent access to Interstate 95 and Route 1, making it easy to reach Boston by car or rail, with MBTA and Amtrak services available.

Frequently Asked Questions

What is the average home price in Westwood, MA?
Homes for sale in Westwood, MA have an average home price of $1,673,677.
How many homes have sold over the last 12 months in Westwood, MA?
134 homes have sold in Westwood, MA over the last 12 months.
What are the most popular zip codes in Westwood, MA?
The most popular zip codes in Westwood, MA include 02090, 02026, 02062, 02030 and 02136.
How much do you need to make to afford a house in Westwood?
The median home price in Westwood is $1,239,000. If you put a 20% down payment of $247,800 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $6,190 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $265K a year to afford the median home price in Westwood. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Westwood, MA?
Westwood, MA has highly rated public and private schools. Some of the best schools in Westwood based on Niche Grades are Dover-Sherborn Regional High School, Noble and Greenough School and St. Sebastian's School. Browse all the schools in Westwood, MA to learn more.

Home Trends in Westwood, MA

Housing Trends

Median Sale Price
$1,228,050
Median Single Family Sale Price
$1,277,500
Median Townhouse Sale Price
$954,500
Median 2 Bedroom Sale Price
$855,000
Median 1 Bedroom Sale Price
$553,500
Average Price Per Sq Ft
$519
Number of Homes for Sale
16
Last 12 months Home Sales
134
Months of Supply
1.40
Median List Price
$1,239,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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