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Westwood, MA Homes for Sale

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  • /41

    $949,000

    Open Sat 2PM - 3:30PM
    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    857 Gay St, Westwood, MA 02090

    Welcome to this beautifully updated, sun-drenched Cape in a highly sought-after Westwood neighborhood! The inviting main level features a seamless flow, anchored by an updated kitchen with a bright breakfast area. Entertain with ease in the formal dining room, or relax in the living room highlighted by a cozy wood-burning fireplace. Two versatile first-floor bedrooms and a full bath offer

    Agent Photo

    Alina Wang

    Coldwell Banker Realty - Lexington

    857 Gay St, Westwood, MA 02090
  • /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
  • /41

    $3,490,000

    $505K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 9,286 Sq Ft

    9 Stonegate Dr, Westwood, MA 02090

    SPECTACULAR ESTATE PROPERTY in luxury Westwood neighborhood ! Built in 2004 the first owner redid the interior space over 5 years with the finest custom millwork & luxury finishes coupled with exquisitely landscaped private grounds with pool, 2 spas, waterfall with grotto, outdoor patio with stone oven and a heated guest cabin thoughtfully located amidst hilltop gardens in a premier Westwood

    Michael Viano Coldwell Banker Realty - Westwood

    9 Stonegate Dr, Westwood, MA 02090
  • /23

    $555,000

    $10K PRICE DROP
    • 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
  • /33

    $925,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    72 Sexton Ave, Westwood, MA 02090

    Welcome to 72 Sexton Ave, a much-loved 4-bedroom, 2-bath Cape that has been a cherished family home for many years. Offered as an estate sale, this property presents a wonderful opportunity for its next owner to bring fresh ideas and a new vision to a home filled with years of memories. The classic Cape-style layout offers four bedrooms and two full baths, providing flexibility for family,

    Sheila Moylan Coldwell Banker Realty - Westwood

    72 Sexton Ave, Westwood, MA 02090
  • /35

    $1,175,000

    Open Sun 11:30AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,885 Sq Ft

    13 Millbrook Rd, Westwood, MA 02090

    Tucked away in a premier neighborhood, just a stone’s throw from the local elementary school and fields, this Royal Barry Wills-style Cape represents a rare opportunity to enter the Westwood market at an exceptional price point. Set on nearly an acre of picturesque land along the banks of Mill Brook. While the home retains its timeless architectural character, the current owners have thoughtfully

    The Shulkin Wilk Group Compass

    13 Millbrook Rd, Westwood, MA 02090
  • /2

    $1,395,000

    • Land
    • 4 Acres
    • $348,750 per Acre

    385 Sandy Valley, Westwood, MA 02090

    Rare opportunity on Sandy Valley Road, one of Westwood’s most distinctive estate settings. This 4-acre parcel, now identified as 385 Sandy Valley Road, offers privacy, natural surroundings and the potential for one or possibly two building lots in an area known for substantial homes and exceptional land. Development is contingent upon securing all required approvals, including roadway upgrades,

    John Boyle LandVest, Inc.

    385 Sandy Valley, Westwood, MA 02090
  • /40

    $2,295,000

    Open Sat 12PM - 1:30PM $70K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,908 Sq Ft

    54 Meadowbrook Rd, Westwood, MA 02090

    Prime location on culdesac - Two year young custom built contemporary style home with thoughtful detail and design boasts all you would expect with high ceilings, white oak floors, oversize windows, spacious bright rooms and comfortable living space. Welcome your guests onto the wide front porch and into the large open entry foyer. There is a front sitting room, office space and separate

    Elena Price Coldwell Banker Realty - Westwood

    54 Meadowbrook Rd, Westwood, MA 02090
  • /42

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft

    1036 High St, Westwood, MA 02090

    Situated along a quiet stretch of Route 109, this Colonial style residence occupies a prime Westwood location, providing convenient access to Westwood center, local schools, major routes, and nearby natural attractions like the Sen Ki Trail and Buckmaster Pond. Offering hardwood flooring and abundant storage throughout the home, the flexible layout presents outstanding potential for

    The Jowdy Group RE/MAX Distinct Advantage

    1036 High St, Westwood, MA 02090
  • /20

    $770,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    55 Westdale Rd, Westwood, MA 02090

    DON'T WAIT! This Westwood home is ready for its next chapter! Perfect for first-time buyers wanting quick sweat equity, savvy investors hunting their next high-yield gem, or DIYers eager to build their dream space. Nestled on a cul-de-sac in an established neighborhood, just 5 minutes from the vibrant dining, shopping, and entertainment at Legacy Place, and close to the commuter rail, and major

    Cynthia Goode Coldwell Banker Realty - Westwood

    55 Westdale Rd, Westwood, MA 02090
  • /32

    $4,000,000

    • 5 Beds
    • 4 Baths
    • 5,090 Sq Ft

    157 Grove St, Westwood, MA 02090

    A private estate spanning 11 spectacular acres, this distinguished 1912 residence offers timeless character and exceptional privacy in one of the Boston area's most coveted settings. The five-BR home features 4,500+ square feet of beautifully maintained living space blending classic architectural details with modern comfort. Grand living and dining rooms, a sun-drenched conservatory, and an

    Bell Property Partners Compass

    157 Grove St, Westwood, MA 02090
  • /40

    $1,599,900

    • 3 Beds
    • 2.5 Baths
    • 2,804 Sq Ft

    85 Canton Terrace, Westwood, MA 02090

    Welcome to this exceptional expanded Cape, where beautifully designed living spaces and an impressive backyard retreat make this home truly unique. Enter in with the front to back fireplaced living room, French door to the spacious family room opens directly to an incredible outdoor setting, featuring pool, patios, basketball court, and outdoor shower - an entertainer's dream. At the heart of the

    Theresa David Gibson Sotheby's International Realty

    85 Canton Terrace, Westwood, MA 02090
  • /27

    $6,995,000

    $255K PRICE DROP
    • 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
  • /15

    $759,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    120 University Ave Unit 2308, Westwood, MA 02090

    Newly luxury condo ready for move in! This 2B2B unit is the best in the building and comes with a garage parking spot! Covered by hardwood floors, the unit is 1320 sq ft with everything you need! Enjoy numerous upgrades installed during construction. There is an open living space with a granite countertop kitchen that has its own island, stainless steel appliances, a large fridge and gas range. A

    The Ridick Revis Group Compass

    120 University Ave Unit 2308, Westwood, MA 02090
  • /33

    $1,149,000

    Open Sun 10AM - 11:30AM $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    45 Blueberry Ln, Westwood, MA 02090

    Welcome to 45 Blueberry Lane, where classic New England charm meets the feeling of a private retreat in the heart of Westwood. Set on 1.08 wooded acres along a quiet neighborhood street, this inviting Colonial offers 4 bedrooms, 2.5 baths and nearly 2,500 square feet of comfortable living space designed for everyday life and entertaining. Inside, fresh neutral paint, hardwood floors and crown

    DeWolfe Group Gibson Sotheby's International Realty

    45 Blueberry Ln, Westwood, MA 02090
  • /23

    $1,225,000

    Open Sun 11AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,863 Sq Ft

    56 Country Ln, Westwood, MA 02090

    Welcome to 56 Country Lane, a beautifully updated 3-bedroom, 2.5-bath Colonial set on a picturesque one-acre lot in one of Westwood's most desirable neighborhoods. This move-in ready home blends classic charm with modern updates throughout. The stunning kitchen features granite countertops and opens seamlessly to the dining room and spacious living room, creating the perfect space for everyday

    Gabby Cefalo Coldwell Banker Realty - Wellesley

    56 Country Ln, Westwood, MA 02090
  • /40

    $2,695,000

    • 7 Beds
    • 5.5 Baths
    • 5,343 Sq Ft

    110 Rockmeadow Rd, Westwood, MA 02090

    Exceptional custom Colonial built in 2018, ideally situated on a beautifully landscaped one-acre corner lot in Westwood's highly sought-after Pine Hill School District. Offering over 5,300 sq. ft., this meticulously maintained home features 7+ bedrooms, 5.5 baths, a stunning chef's kitchen with oversized island, granite countertops, stainless appliances, and an open floor plan to the fireplaced

    mark maher eXp Realty LLC

    110 Rockmeadow Rd, Westwood, MA 02090
  • /38

    $7,499,000

    $491K 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
  • /34

    $1,395,000

    • 4 Beds
    • 3 Baths
    • 3,336 Sq Ft

    444 Clapboardtree St, Westwood, MA 02090

    Opportunity to own a rare piece of level land set back on almost 2 private tree lined acres. The existing home offers substantial space for a family with the opportunity to move in and enjoy as is or update, renovate, or expand according to your vision. The home has been improved over the years and features multiple levels of living space, including a cherry eat-in kitchen with center island,

    Elena Price Coldwell Banker Realty - Westwood

    444 Clapboardtree St, Westwood, MA 02090
  • /36

    $11,000,000

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

    151 Grove St, Westwood, MA 02090

    Set amid approximately 20+ acres of sweeping grounds, 151 Grove Street is one of Westwood’s most remarkable residential offerings—a distinguished Georgian estate where architectural heritage, enduring craftsmanship, and gracious modern living come together with uncommon ease. Built in 1908 and encompassing approximately 13,754+ square feet, the residence unfolds with a sense of scale and

    Wendy Fox Compass

    151 Grove St, Westwood, MA 02090
  • /41

    $1,975,000

    • 3 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    583 Gay St, Westwood, MA 02090

    Take advantage of this opportunity with 3+ acres of land along with separate two bedroom guest house offering a multigenerational option. Set back from the road this unique home both in style and location offers one floor living. Surrounded by nature this property is quiet yet conveniently close to all. Welcome your guests through the front entrance foyer and lead them into a bright open plan

    Elena Price Coldwell Banker Realty - Westwood

    583 Gay St, Westwood, MA 02090
  • /22

    $1,599,000

    $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,781 Sq Ft

    109 Country Ln, Westwood, MA 02090

    A must see in person! Welcome home to this beautifully updated four-bedroom residence, ideally situated on a peaceful side street in a storybook setting. Fresh landscaping and inviting curb appeal create a wonderful first impression. Inside, the open-concept chef’s kitchen flows seamlessly into the fire-placed family room, with French sliding doors opening to a private deck—perfect for

    Wendy Fox Compass

    109 Country Ln, Westwood, MA 02090
  • /42

    $1,149,000

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    81 Alder Rd, Westwood, MA 02090

    Ideally located on a serene Tree street within walking distance of Martha Jones School, this inviting split-level 4 bedroom, 2.5 bath home combines a thoughtful layout, bright living spaces, and easy indoor-outdoor living. A welcoming portico with brick walkway introduces the home, while mature landscaping and a two-car garage add to its curb appeal and everyday convenience.The main level

    The Jowdy Group RE/MAX Distinct Advantage

    81 Alder Rd, Westwood, MA 02090
  • /17

    $4,749,900

    New Construction
    • 5 Beds
    • 7 Baths
    • 5,200 Sq Ft

    36 Blue Hill Dr, Westwood, MA 02090

    Extraordinary opportunity to build a custom Modern New England estate on a picturesque one-acre parcel in one of Westwood’s most desirable neighborhoods. Envisioned at approximately 5,200± sq. ft., this exceptional residence is designed to offer 5 bedrooms, 5 full and 2 half baths, soaring ceilings, a dramatic great room, private study, formal dining, chef’s kitchen with prep kitchen, luxurious

    Michael Musto RE/MAX Distinct Advantage

    36 Blue Hill Dr, Westwood, MA 02090
  • /35

    $1,390,000

    Open Sat 12PM - 1:30PM
    • 4 Beds
    • 4 Baths
    • 3,076 Sq Ft

    675 Gay St, Westwood, MA 02090

    Priced well below assessment this move in ready home is set back from street offering privacy. Many updates and renovations combined with a manicured, private 1.84 acre lot in a prime location makes this such a great opportunity and value. Spacious rooms have a blend of charm, contemporary comfort and natural light throughout. There is a great flow for entertaining along with plenty of

    Elena Price Coldwell Banker Realty - Westwood

    675 Gay St, Westwood, MA 02090
  • /41

    $1,299,900

    • 4 Beds
    • 3 Baths
    • 2,572 Sq Ft

    129 Dover Rd, Westwood, MA 02090

    This is not a drive by! Ready to move in to this beautifully appointed 4+ bedroom Colonial on corner lot. Thoughtfully updated throughout, this home features an open floor plan, gleaming hardwood floors and two 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 kitchen with quartz counters,

    Theresa David Gibson Sotheby's International Realty

    129 Dover Rd, Westwood, MA 02090
  • /39

    $2,475,000

    Open Sat 12PM - 1:30PM
    • 4 Beds
    • 3.5 Baths
    • 4,234 Sq Ft

    25 Hedgerow Ln, Westwood, MA 02090

    Open House Cancelled Saturday !!! Exciting opportunity in prime location offers all you would expect in a newer home. High ceilings, wood floors, spacious rooms along with a great flow, built with efficiency and style on a culdesac. The grand open foyer welcomes your guests. There is a home office, formal dining room and front sitting room. The expansive kitchen with top Subzero and Wolf

    Elena Price Coldwell Banker Realty - Westwood

    25 Hedgerow Ln, 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
  • /8

    $1,195,000

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

    355 High St, Westwood, MA 02090

    Exceptional two-acre property offers the perfect balance of privacy and convenience, with easy access to the town center, major commuter routes in premier MetroWest community of Westwood. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows and french doors providing an abundance of natural light, and hardwood floors

    Jane Wemyss Compass

    355 High St, Westwood, MA 02090
  • /36

    $2,725,000

    $70K PRICE DROP
    • 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

    $549,900

    $39K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 915 Sq Ft

    1000 Washington St Unit 205, Dedham, MA 02026

    OFFERING A $5,000 SELLER CONCESSION TOWARD BUYER CLOSING COSTS OR AN INTEREST RATE BUYDOWN! Built in 2025, this move in ready 1 bedroom condo at Dedham West offers modern, low maintenance living in a convenient Dedham location. Residence 205 features 915 sq ft of bright, open living space with contemporary finishes throughout. The stylish kitchen showcases sleek cabinetry, quartz countertops,

    Mackenzie Cormier Serhant

    1000 Washington St Unit 205, Dedham, MA 02026
  • /16

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft

    5 Rose Ct Unit 5, Norwood, MA 02062

    Welcome to this spacious and sun-filled 2 bedroom, 2 bath condo offering a comfortable layout and convenient Norwood location. The generously sized kitchen features wood cabinetry, stainless steel appliances, plenty of storage, and the convenience of in-unit laundry. The kitchen flows seamlessly into a dining area and bright living room, creating an inviting space for everyday living and

    Joselin Malkhasian Lamacchia Realty, Inc.

    5 Rose Ct Unit 5, Norwood, MA 02062

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.

Westwood, MA Home Prices

Westwood, MA
Median Home Price
$1,249,000
Median Sale Price
$1,200,000
+3% YoY
Avg. Price per Square Foot
$528
Median Single Family Price
$1,300,000
Median Townhouse Price
$11,000,000
Median Condo Price
$825,000
Total Active Listings
32 listings
Market Conditions
3 Months of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Westwood, MA?
Homes for sale in Westwood, MA have an average home price of $1,763,127.
How many homes have sold over the last 12 months in Westwood, MA?
127 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 $1,249,000. If you put a 20% down payment of $249,800 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $6,670 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $286K 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, Downey Elementary School and Noble and Greenough School. Browse all the schools in Westwood, MA to learn more.
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