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Westwood, MA Homes for Sale

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  • /37

    $2,599,000 Open Sun 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
  • /24

    $2,495,000 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, 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
  • /42

    $2,099,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 6 Baths
    • 4,500 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

    $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

    $1,799,000 Open Sun 1PM - 2:30PM

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

    158 Strasser Ave, Westwood, MA 02090

    Open House Sunday 4/12 1:00-2:30pm 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

    Theresa David Gibson Sotheby's International Realty

    158 Strasser Ave, Westwood, MA 02090
  • /42

    $2,699,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,382 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
  • /40

    $3,200,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 4,973 Sq Ft

    162 Far Reach Rd, Westwood, MA 02090

    Tastefully updated & impeccably maintained custom Cape home set on 1.4± acres in the prestigious "High Ridge Estates". This bright, spacious home checks all the boxes including gorgeous updated chef's kitchen, expansive great room with soaring ceilings & fireplace, inviting sunroom leading to deck, formal dining room, living room with detailed mill work & office area, bedroom, full & half baths.

    Elaine Patterson Coldwell Banker Realty - Westwood

    162 Far Reach Rd, Westwood, MA 02090
  • /40

    $1,725,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 4.5 Baths
    • 4,230 Sq Ft

    7 Pettees Pond Ln, Walpole, MA 02081

    Set off the road this beautiful move in ready home offers many opportunities. Direct access to Pettes Pond is a rare asset to enjoy all year long. Views from all floors of living space create a tranquil private setting. The updated home boasts two story ceilings, hardwoods, floor to ceiling windows and two offices. The newer kitchen has a large island, plenty of counter space and separate

    Elena Price Coldwell Banker Realty - Westwood

    7 Pettees Pond Ln, Walpole, MA 02081
  • /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 Sun 1:30PM - 3PM

    • 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
  • /23

    $565,000

    • 2 Beds
    • 1 Bath
    • 809 Sq Ft

    407 Washington St Unit 2, Westwood, MA 02090

    Imagine stepping out your front door and into the vibrant pulse of Islington Center morning coffee at the corner caf , fresh groceries at Roche Bros, a quick train ride into Boston, all before noon. This isn't just a condo. It's a lifestyle upgrade. Completely built out in 2022, every surface is new, every system is modern, and every detail was chosen for effortless living. No projects. No

    Gabe Francis Lenox Realty Group

    407 Washington St Unit 2, Westwood, MA 02090
  • /38

    $1,150,000 Open Sun 11AM - 1PM

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

    829 Gay St, Westwood, MA 02090

    Location, lifestyle, and value—this one delivers. Ideally set near the new Pine Hill Elementary, Legacy Place, Islington Center, and MBTA commuter rail. This expanded in 2003 ranch offers the great living and storage space and features today’s buyers are chasing. Vaulted ceilings, skylights, hardwood floors and the sun-filled interiors create a bright, open feel. The thoughtfully designed layout

    Denise Connell Donahue Real Estate Co.

    829 Gay 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
  • /39

    $949,900

    • 4 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    53 Dean St, Westwood, MA 02090

    Welcome to this charming 4-bedroom, 1.5-bath bungalow ideally situated on a quiet, rarely available street in desirable Westwood. This well-maintained home offers a warm and inviting layout filled with character and timeless appeal. The spacious yard provides plenty of room for outdoor enjoyment, gardening, or entertaining, while the detached two-car garage adds convenience and additional

    Ronald Oliveira RE/MAX Vantage

    53 Dean St, Westwood, MA 02090
  • /42

    $1,295,000 Open Sun 12PM - 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
  • /42

    $1,095,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,760 Sq Ft

    46 Birch St, Westwood, MA 02090

    Charm and character abound in this 1918 colonial with many modern features, including central air, young heating system, updated electric, replacement windows and newer roof. The home features front and back enclosed porches, generous room dimensions and great ceiling height. From the entry foyer, step in to the front-to-back living room with stone fireplace and access to back porch and private

    Barbara Shea Shea Realty Group

    46 Birch St, Westwood, MA 02090
  • /32

    $925,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,979 Sq Ft

    33 York Way, Westwood, MA 02090

    Enjoy convenient one floor living in this proudly maintained Royal Barry Wills inspired Ranch with oversized center chimney set on a lovely 1/3 acre corner lot, just minutes to Westwood Center. A large, expansive living room with fireplace & adjacent dining room opens into a spacious family room addition with fireplace & vaulted ceiling plus a white cabinet kitchen & cozy wood panelled den. The

    Tom Aaron Coldwell Banker Realty - Wellesley

    33 York Way, Westwood, MA 02090
  • /22

    $930,000

    • 3 Beds
    • 2 Baths
    • 1,839 Sq Ft

    215 Blue Hill Dr, Westwood, MA 02090

    Move right in to this conveniently located three + bedroom, two full bath home with just over an acre of land in sought after Westwood. This well maintained, sun-filled home features updated kitchen, newer roof, windows and boiler, making it perfect for immediate occupancy, with potential for expansion (or teardown/rebuild), or add an accessory dwelling unit. Enjoy garage parking + carport,

    Michael Lord Capital Realty Group

    215 Blue Hill Dr, Westwood, MA 02090
  • /42

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft

    176 Forbes Rd, Westwood, MA 02090

    Move right in and enjoy this recently updated and freshly painted home! Set in a neighborhood of higher value properties close to highway, train, shopping and schools, this split-level home offers hardwood flooring on the main level, which includes a spacious living room, dining room and 2010 kitchen with access to the four season sunroom overlooking the level, private yard. Down the hall are

    Barbara Shea Shea Realty Group

    176 Forbes Rd, Westwood, MA 02090
  • /16

    $1,500,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 3 Baths
    • 1,989 Sq Ft

    69 Abbey Rd Unit 69, Westwood, MA 02090

    Award-winning townhome in the highly desirable 55+ community, The Homes at 45, in the heart of Westwood. This pristine residence offers an open floor plan with a chef’s kitchen featuring a center island, custom cabinetry, stainless steel Café appliances, gas cooking, and pantry storage. The kitchen flows into a bright dining area and spacious great room with gas fireplace. Main-level primary

    Brooke Brown Coldwell Banker Realty - Westwood

    69 Abbey Rd Unit 69, Westwood, MA 02090
  • /42

    $1,150,000 Open Sun 1:30PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,425 Sq Ft

    6 Pheasant Hill St, Westwood, MA 02090

    Timeless Tudor home brimming with character, spaciousness, and potential. This 4-bed, 3 1⁄2-bath house designed for entertaining presents a perfect opportunity for restoration and reinvention. The kitchen provides a strong foundation for a stunning culinary space, complete with a center island and custom cabinetry open to a sunken family room with a corner fireplace, wet bar and work station.

    The Jowdy Group RE/MAX Distinct Advantage

    6 Pheasant Hill St, 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
  • /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
  • /2

    $425,000

    • Land
    • 3.46 Acres
    • $122,832 per Acre

    615-R High St, Westwood, MA 02090

    Rare opportunity to increase your lot size!! Attention abutters of 615 High St residing on *Birchtree Drive, *Hillcrest Place and *Beverly Place and future developers. Do you need more land to expand your home or are you looking for more privacy? Seller is open to offers for purchase of rear portions of the property. Willing to adjust size of lots as needed. Buyer to do own due diligence. Buyer

    Roula Gallis Bakis Artemis Realty

    615-R High St, Westwood, MA 02090
  • /42

    $925,000

    • 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 Sun 11AM - 12PM

    • 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

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 $1,651,119.
How many homes have sold over the last 12 months in Westwood, MA?
132 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 02081.
How much do you need to make to afford a house in Westwood?
The median home price in Westwood is $1,200,000. If you put a 20% down payment of $240,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $5,990 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $257K 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
$1,250,000
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
$526
Number of Homes for Sale
24
Last 12 months Home Sales
132
Months of Supply
2.20
Median List Price
$1,200,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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