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Westwood, MA Homes for Sale

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  • /40

    $6,950,000

    $550K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 8,033 Sq Ft

    26 Longmeadow Dr, Westwood, MA 02090

    Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood’s most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant

    Donna Scott Group Coldwell Banker Realty - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /20

    $870,000

    • 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—now with the seller offering a 2-1 mortgage rate buy down, creating exceptional value for buyers looking to enter this highly sought-after community. Charming Cape-style home set on a private half-acre lot in desirable Islington. A commuter’s dream just minutes to the train, major highways, Islington Village, Norfolk Country Club, and

    DeWolfe Group Gibson Sotheby's International Realty

    290 East St, 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
  • /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
  • /41

    $1,349,900

    $49K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,572 Sq Ft

    129 Dover Rd, Westwood, MA 02090

    Situated on expansive corner lot, this beautifully appointed 4+ bedroom Colonial is where timeless charm meets modern living. Thoughtfully updated throughout, this home features an open floor plan, gleaming hardwood floors and two work from home offices! Come in from the covered porch into the foyer, with an office to the right, open to the spacious living room and dining room. Sun filled white

    Theresa David Gibson Sotheby's International Realty

    129 Dover Rd, 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
  • /40

    $2,145,000

    $150K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 5,021 Sq Ft

    11 Pettees Pond Ln, Westwood, MA 02090

    Move in ready this custom built home has been lovingly maintained and lightly lived in with many updates including roof, HVAC, windows just to name a few. Culdesac location offers privacy and is set back on over 4+ acres of manicured grounds with circular drive. Open and spacious refined living space boasts wonderful natural sunlight beaming through the large windows. There are high ceilings and

    Elena Price Coldwell Banker Realty - Westwood

    11 Pettees Pond Ln, Westwood, MA 02090
  • /27

    $945,000

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    13-15 Gay St, Westwood, MA 02090

    Rare opportunity to own a two family duplex style home in Westwood center. Ideal for owner occupant or investor. Potential to expand or condo conversion pending town approvals. One unit currently rented and the other side is now vacant. The yard is spacious allowing room for enjoyment. There is a fenced area with an inground, heated, salt-water pool. Each unit shares a front porch and back deck.

    Elena Price Coldwell Banker Realty - Westwood

    13-15 Gay St, Westwood, MA 02090
  • /10

    $1,195,000

    • 5 Beds
    • 2.5 Baths
    • 2,907 Sq Ft

    355 High St, Westwood, MA 02090

    Premier MetroWest community, Westwood. An exceptional two-acre property offers the perfect balance of privacy and convenience, with easy access to the town center, major commuter routes, and everyday amenities. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows with an abundance of natural light, and beautiful hardwood

    Jane Wemyss Compass

    355 High St, Westwood, MA 02090
  • /30

    $2,795,000

    Open Sat 2PM - 3:30PM $60K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,700 Sq Ft

    36 Kingswood Rd, Westwood, MA 02090

    Beautifully crafted NEW CONSTRUCTION home offering over 5,700 sf of finished living space, including a newly completed lower level. Privately situated on a cul-de-sac and abutting Hale Reservation, this exceptional property combines luxury, comfort, and thoughtful design. A dramatic central staircase anchors the open floor plan, while the chef’s kitchen features premium appliances, custom

    Roula Gallis Bakis Artemis Realty

    36 Kingswood Rd, 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
  • /27

    $7,250,000

    • 6 Beds
    • 7.5 Baths
    • 10,765 Sq Ft

    111 Summer St, Westwood, MA 02090

    Set on four beautifully landscaped acres in one of Westwood’s most desirable neighborhoods, this exceptional custom shingle-style residence offers over 10,000 square feet of thoughtfully designed living space. Built in 2016 and designed by acclaimed architect Christopher Hall, the home seamlessly blends architectural sophistication with everyday functionality. The open floor plan features a

    The Shulkin Wilk Group Compass

    111 Summer St, Westwood, MA 02090
  • /41

    $998,000

    Open Fri 1PM - 3PM
    • 4 Beds
    • 2 Baths
    • 2,034 Sq Ft

    92 Hawthorn St, Westwood, MA 02090

    Charming home located in the top-rated Westwood school district. It offers outstanding convenience near the newly redeveloped Islington Center, commuter rail, Legacy Place, University Station, shops, restaurants, and major routes. The flexible layout is ideal for both everyday living and entertaining. The first floor includes two bedrooms, a full bathroom, a living room, a kitchen, and a

    Grace Li PlanSmart Realty LLC

    92 Hawthorn St, Westwood, MA 02090
  • /42

    $2,049,000

    • 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
  • /34

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 4,387 Sq Ft

    583 Gay St, Westwood, MA 02090

    Welcome to this spacious and inviting 3-bedroom in the desirable area of Westwood. 583 Gay St is a sun-filled home with over 3+ acres of privacy yet minutes to Islington Center, Rt 128 and Legacy Place. The main home boasts ample living space, including a living room, a generously sized modern kitchen with updated appliances, an office and 3 generous sized bedrooms. The property also features a

    The Shulkin Wilk Group Compass

    583 Gay St, Westwood, MA 02090
  • /15

    $1,415,000

    Open Sat 11:30AM - 1PM $85K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,989 Sq Ft

    69 Abbey Rd Unit 69, Westwood, MA 02090

    69 Abbey Road offers the freedom to simply close the door and go. The main level flows effortlessly — sun-drenched living room with fireplace and hardwood floors, chef's kitchen with entertainer's island, bright dining area, primary suite, second full bath, office/den, and laundry. Everything you need, all on one floor.Upstairs, guests enjoy their own private retreat: bedroom, full bath, and loft

    Brooke Brown Coldwell Banker Realty - Westwood

    69 Abbey Rd Unit 69, Westwood, MA 02090
  • /38

    $7,750,000

    $240K PRICE DROP
    • 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
  • /25

    $1,449,000

    Open Thu 4PM - 6:30PM
    • 4 Beds
    • 2.5 Baths
    • 2,740 Sq Ft

    202 Washington St, Westwood, MA 02090

    Victorian gem in the heart of Westwood’s sought-after Pine Hill school district. Just 0.2 miles to Islington Center (Muffin House / CVS) and a 0.1-mile walk to the Islington train station, ideal for commuters.Soaring ceilings, ornate woodwork, pocket doors, and a grand entry highlight the home’s historic charm, complemented by modern updates including new central air/heat (2024) and a refinished

    Tanner Payne Biddlee RE Inc

    202 Washington St, Westwood, MA 02090
  • /30

    $1,800,000

    • 4 Beds
    • 3.5 Baths
    • 3,442 Sq Ft

    3 Cardinal Dr, Westwood, MA 02090

    Custom colonial, with much detail and quality finishes. A bright entry, with grand stairway and wainscoting greets you. Large entertainment sized kitchen features white cabinets, granite countertops, stainless appliances and hardwood floors. The center island includes a pub height counter. The bar area is equipped with a sink and wine cooler. Kitchen includes a dining area, that overlooks the

    Virginia Sullivan Coldwell Banker Realty - Westwood

    3 Cardinal 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
  • /40

    $925,000

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    43 Deerfield Ave, Westwood, MA 02090

    Beautiful split-level ranch in a quiet, sought-after Westwood neighborhood offering approx. 2,000 sq. ft. of flexible living space. The main level features a bright living room with fireplace and hardwood floors, two bedrooms, a full bath, and a spacious eat-in kitchen. The walk-out lower level includes a large family room, third bedroom, full bath, and laundry. Enjoy a fully fenced backyard

    Entela Tase Coldwell Banker Realty - Westwood

    43 Deerfield Ave, Westwood, MA 02090
  • /29

    $829,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    130 University Ave Unit 1312, Westwood, MA 02090

    Welcome to Westwood Place, one of the area’s premier luxury communities, ideally situated just moments from AMTRAK and MBTA lines, Wegmans, the new Topgolf, upscale dining, shopping, and Life Time Fitness. This stunning corner unit offers 2 bedrooms and 2 full bathrooms, perfectly positioned to capture serene views of the Blue Hills. Designed with both comfort and style in mind, the open-concept

    Livingston Group Compass

    130 University Ave Unit 1312, Westwood, MA 02090
  • /42

    $860,000

    Open Sat 11:30AM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 1,862 Sq Ft

    11 Reynolds Farm Way Unit 11, Westwood, MA 02090

    Welcome home to the desirable REYNOLDS FARM WAY community! Built just 6 years ago, this beautifully maintained 2-bedroom townhouse offers modern design and easy, low-maintenance living in a welcoming 55+ setting. Gleaming hardwood floors and a thoughtfully designed open floor plan create the perfect space for everyday living and entertaining. The stylish kitchen features stainless steel

    Gail LiDonni Legacy Properties

    11 Reynolds Farm Way Unit 11, Westwood, MA 02090
  • /42

    $2,650,000

    $49K PRICE DROP
    • 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
  • /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
  • /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
  • /23

    $424,900

    • 1 Bed
    • 1 Bath
    • 908 Sq Ft

    19 Rose Ct Unit 19, Norwood, MA 02062

    Open Sat: 12-2 & Sun: 2-4. What a location! Short distance to Routes 1 & 95, Train, Town Center, University Ave with ALL your Store & Shopping Needs MET! Open Floor Plan with versatile space. Large open living room with slider to deck that can easily be separated (with the placement of furniture) into 2 distinct uses to create a living & dining area. Kitchen is spacious with lots of storage and

    Thaddeus Johnson Realty Advantage

    19 Rose Ct Unit 19, Norwood, MA 02062
  • /38

    $1,599,000

    • 3 Beds
    • 2.5 Baths
    • 2,826 Sq Ft

    4 Jackson Pond Rd, Dedham, MA 02026

    PRECINCT ONE NEAR COUNTY CLUB! Contemporary colonial at desirable Jackson Pond, private enclave of 13 custom detached residences (deeded as condos). This expansive home overlooks Jackson Pond w/stunning views every season and natural light streaming from multiple picture windows! An inviting foyer flows to open floor plan formal dining rm & fireplaced formal living rm, both w/hrdwd flrs. Kitchen

    Janice MacDonald Berkshire Hathaway HomeServices Stephan Real Estate

    4 Jackson Pond Rd, Dedham, MA 02026
  • /35

    $2,795,000

    • 5 Beds
    • 7 Baths
    • 8,803 Sq Ft

    2 Stonegate Ln, Dover, MA 02030

    Gracious Shingle Style Mansion in coveted estate neighborhood is a rare combination of privacy and grandeur. With soaring ceilings and spanning over 8,800 square feet of living space, this house meets the desires of families, or entrepreneurial spirits with a love of larger homes. Beautifully crafted with custom details, millwork, moldings, and fine cabinetry throughout. A formal living room with

    David McDonough Coldwell Banker Realty - Wellesley

    2 Stonegate Ln, Dover, MA 02030
  • /21

    $569,900

    $19K PRICE DROP
    • 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

    Mackenzie Cormier Serhant

    1000 Washington St Unit 205, Dedham, MA 02026
  • /42

    $1,175,000

    • 4 Beds
    • 3.5 Baths
    • 2,880 Sq Ft

    4 Skyview Dr, Walpole, MA 02081

    Discover an exceptional opportunity at 4 Skyview Dr, Walpole, MA, a single-family residence built in 1991. Privately situated at the top of a cul-de-sac, this attractive property spans 2880 square feet and is in great condition, offering a compelling blend of comfort and style. The heart of the home, the kitchen, features a g-shaped layout with a convenient peninsula, all complemented by sleek

    Alexander Jean Baptiste Keller Williams Elite

    4 Skyview Dr, Walpole, MA 02081
  • /38

    $5,495,000

    • 5 Beds
    • 7 Baths
    • 10,407 Sq Ft

    4 Wilson's Way, Dover, MA 02030

    Beyond stunning custom home! Over 11,000 sq ft of incredible living along with a private pond on 2.36 acres. High ceilings, open floor plan & filled with sunlight. Designer kitchen w/ huge walk-in pantry, oversized island, gorgeous thick marble counters. Breakfast room leads to family room w/ an entire bank of windows overlooking the yard. Unique walk-in wine storage. Formal living w/ fireplace &

    Melissa Dailey Coldwell Banker Realty - Wellesley

    4 Wilson's Way, Dover, MA 02030

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 $1,665,266.
How many homes have sold over the last 12 months in Westwood, MA?
133 homes have sold in Westwood, MA over the last 12 months.
What is the average household income in Westwood, MA?
The average household income in Westwood, MA is $198K.
What are the most popular zip codes in Westwood, MA?
The most popular zip codes in Westwood, MA include 02090, 02062, 02026, 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 6.48%, your estimated principal and interest payment would be $6,060 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $260K a year to afford the median home price in Westwood. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Westwood is $198K.
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 Prices in Westwood, MA

Home Price Trends

Median Sale Price
$1,200,000
Median Single Family Sale Price
$1,250,000
Median Townhouse Sale Price
$870,000
Median 2 Bedroom Sale Price
$829,000
Median 1 Bedroom Sale Price
$553,500
Average Price Per Sq Ft
$521
Number of Homes for Sale
24
Last 12 months Home Sales
133
Months of Supply
2.20
Median List Price
$1,200,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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