25

Westwood, MA Homes for Sale

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  • /39

    $2,999,999

    • 5 Beds
    • 5 Baths
    • 5,631 Sq Ft

    314 Grove St, Westwood, MA 02090

    Discover an extraordinary residence nestled on one of Westwood's most prestigious streets, offering unparalleled luxury and privacy just 20 miles from the heart of Boston. This elegant sanctuary provides the perfect blend of relaxation and entertainment with its expansive living spaces, many of which open to the outdoors. The main level features four exquisite fireplaces, including a unique

    Abode with Us Team Compass

    314 Grove St, Westwood, MA 02090
  • /42

    $4,295,000

    • 6 Beds
    • 6.5 Baths
    • 8,827 Sq Ft

    20 Longmeadow Dr, Westwood, MA 02090

    Exceptional custom-built estate on over 3 private, wooded acres in exclusive Stevens Farm Estates. This luxurious home offers unparalleled privacy, top-tier finishes, and timeless design throughout the expansive floor plan. Featuring 6 bedrooms, 7 bathrooms, 5 fireplaces and multiple living/entertaining spaces including a gourmet chef's kitchen with premium appliances, oversized island, butler's

    Peter Cwieka Media Realty Group Inc.

    20 Longmeadow Dr, Westwood, MA 02090
  • /41

    $4,250,000

    • 5 Beds
    • 8 Baths
    • 10,400 Sq Ft

    9 Stonegate Dr, Westwood, MA 02090

    Refined Dream Estate! Enter the gate past the artisan stone courtyard into a brilliantly curated interior w/ the finest custom millwork & luxury finishes coupled w/ exquisitely landscaped private grounds w/ sparkling pool, 2 spas, waterfall w/ grotto, outdoor patio w/ stone oven & a heated guest cabin thoughtfully located amidst hilltop gardens.In addition to the gracious entry hall, formal

    Michael Viano Coldwell Banker Realty - Westwood

    9 Stonegate Dr, Westwood, MA 02090
  • /39

    $3,199,000

    • 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
  • /40

    $1,995,000

    • 5 Beds
    • 4 Baths
    • 4,218 Sq Ft

    42 Tamarack Rd, Westwood, MA 02090

    Custom built home with many features both inside and out provide entertainment and comfort throughout all seasons. Spacious, bright rooms boast 10ft ceilings and floor to ceiling windows. Welcoming front porch leads to the entry foyer, dining room and sitting room. The expanded kitchen is an entertainers dream with top appliances, plenty of counter and storage space, a large island and breakfast

    Elena Price Coldwell Banker Realty - Westwood

    42 Tamarack Rd, Westwood, MA 02090
  • /42

    $3,199,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 4.5 Baths
    • 5,299 Sq Ft

    39 Westbrook Ln, Westwood, MA 02090

    Step into this elegantly styled and masterfully crafted gem! Built with only the highest quality in mind. From the mahogany woodwork to the antique heart pine floors. Through its private setting and serene surroundings, enjoy peace and quiet in a central location. Only minutes to shops, schools, playgrounds, and MBTA station. It’s an easy commute to anywhere in or out of the city. This

    Jacqueline Sandler Louise Condon Realty

    39 Westbrook Ln, Westwood, MA 02090
  • /42

    $2,149,000

    • 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
  • /30

    $699,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft

    3 Strafford Place, Westwood, MA 02090

    Amazing opportunity to live in the Islington neighborhood of Westwood ~ This turn of the century circa 1920's home features wood floors, exposed beams, and a raised hearth with woodstove that anchors the open living area with natural light filling the space. An updated eat-in kitchen with skylights, full bath with laundry, first floor bedroom and sparkling hardwood floors completes the

    Carolyn Christino Keller Williams Realty

    3 Strafford Place, Westwood, MA 02090
  • /22

    $1,125,000

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    86 Lakeshore Dr, Westwood, MA 02090

    Nestled in a highly sought-after community, this charming updated Cape blends classic New England character with modern comfort. Offering three generous bedrooms, a fireplaced living room, formal dining room, an updated kitchen, home office and flexible space in the lower level, the home provides both functionality and style. A detached one-car garage adds convenience, while the expansive

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    86 Lakeshore Dr, Westwood, MA 02090
  • /4

    $1,450,000

    • Land
    • 0.93 Acre
    • $1,559,140 per Acre

    11 Stonegate Dr, Westwood, MA 02090

    Fabulous acre lot on one of Westwood's most sought after streets. This lot has been substantially improved and landscaped as part of the grounds of the adjacent home at 9 Stonegate Drive.

    Michael Viano Coldwell Banker Realty - Westwood

    11 Stonegate Dr, Westwood, MA 02090
  • /29

    $1,695,000

    • 5 Beds
    • 2.5 Baths
    • 3,280 Sq Ft

    124 Phillips Brooks Rd, Westwood, MA 02090

    Tastefully updated & proudly maintained five bedroom Colonial set on a lush half acre & located in the much sought after Fairway Acres neighborhood providing the best of Westwood including close proximity to Downey School, Islington Village, commuter rail, I-95/93/Rt.1 & University Station. The stunning first floor is complete with an all white kitchen & open concept dining room adjacent to an

    Tom Aaron Coldwell Banker Realty - Wellesley

    124 Phillips Brooks Rd, Westwood, MA 02090
  • /18

    $787,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    670-672 High St Unit 3, Westwood, MA 02090

    Welcome to your dream home. Upon entering the building you're welcomed with a charming lobby and a captivating grand staircase and resident elevator . Beautifully updated 2 bed/2bath condo offers the perfect blend of modern elegance and classic charm. Open floor plan that seamlessly connects the living, dining and kitchen area creating an inviting space perfect for entertaining or relaxing. The

    Maureen Kelly-Fromm RE/MAX Preferred Properties

    670-672 High St Unit 3, Westwood, MA 02090
  • /40

    $1,799,000 Open Thu 5:30PM - 7PM

    • 4 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    48 Lakeshore Dr, Westwood, MA 02090

    Completely remodeled stunning 4-bedroom, 3.5-bath home seamlessly combines modern elegance with practical living. The open-concept design creates a spacious, inviting atmosphere perfect for family gatherings and entertaining. The chef’s kitchen boasts brand-new, energy-efficient stainless-steel appliances, including an induction stove, quartz countertops, a large island, and custom cabinetry for

    Gerald Mullen NextHome Signature Realty

    48 Lakeshore Dr, Westwood, MA 02090
  • /40

    $1,090,000

    • 3 Beds
    • 2.5 Baths
    • 1,461 Sq Ft

    60 Warwick Dr, Westwood, MA 02090

    This stunning move-in-ready colonial nestled in desirable Westwood neighborhood. fully renovated inside in 2024, Move right in and start enjoying all this home offers. Many updates make this a great value. There is a front fireplace sitting room and a formal dining room. Charm and warmth are found throughout in this much loved home. Family room off the back is a great space to hang out with the

    Sam Zhu Keller Williams Realty

    60 Warwick Dr, Westwood, MA 02090
  • /39

    $1,075,000 Open Sun 11:30AM - 1:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,874 Sq Ft

    159 Cobleigh St, Westwood, MA 02090

    Tucked away in a quiet gem of a neighborhood, situated on a private level lot, this stylish colonial with updated decor radiates with a warm and comfortable vibe instantly making you feel at home. A fireplaced living room with built-ins opens up into a pleasant dining room with a big bay window framing a view of a tranquil old stone wall. Bright quartz counters, stainless steel appliances, white

    Tania Rooney Coldwell Banker Realty - Westwood

    159 Cobleigh St, Westwood, MA 02090
  • /38

    $1,475,000 Open Fri 5PM - 6:30PM

    • 4 Beds
    • 3 Baths
    • 2,772 Sq Ft

    162 Mayfair Dr, Westwood, MA 02090

    Move in condition! Nestled on an exquisite, architecturally designed lot, this property presents a breathtaking custom view that showcases a meticulously curated selection of ornamental shrubs and plantings, crafting a private, serene outdoor oasis that enchants year-round. Step inside to discover gleaming hardwood floors that beckon you into a versatile layout, complete with pocket doors that

    Ann Wood Keller Williams Realty Boston South West

    162 Mayfair Dr, Westwood, MA 02090
  • /42

    $1,395,000

    • 2 Beds
    • 3 Baths
    • 2,390 Sq Ft

    298 Washington St Unit 302, Westwood, MA 02090

    Welcome to The Steeple at Islington Village, where timeless design meets modern luxury. This 2022-built two-bedroom, three-bath residence offers a stunning open layout with 9’ ceilings, custom craftsmanship, and high-end finishes throughout. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, quartz countertops and backsplash, and custom cabinetry. A sunlit living room features a

    Larry Amara Suburban Lifestyle Real Estate

    298 Washington St Unit 302, Westwood, MA 02090
  • /28

    $8,500,000

    • 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 within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being part

    The Donna Scott Group Advisors Living - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /42

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,315 Sq Ft

    240 Canton St, Westwood, MA 02090

    Amazing opportunity – Historic Weatherbee Farm. Step into history with the rare chance to own Weatherbee Farm, one of Westwood’s oldest and most distinctive properties. Originally built in 1790, this iconic home underwent an extensive restoration by Bob Vila and the crew of "This Old House" between 1987–1988, blending period authenticity with modern comfort. Set on sprawling lot framed by a

    Anne Fahy Coldwell Banker Realty - Canton

    240 Canton St, Westwood, MA 02090
  • /17

    $855,000 Open Fri 5PM - 6PM

    • 2 Beds
    • 2 Baths
    • 1,332 Sq Ft

    298 Washington St Unit 208, Westwood, MA 02090

    Don’t miss Open Houses this weekend Friday night 5-6 and Sunday 11:30-12:30. $20,000 price adjustment makes this a great value at The Steeple at Islington Village, located right in the center of Islington. A thoughtfully developed 2022 property offering luxury living in a great location. This two bed two bath unit has it all, open floor plan, gourmet kitchen, Wolf stove, Sub Zero refrigerator,

    Tom Lambert Berkshire Hathaway HomeServices Commonwealth Real Estate

    298 Washington St Unit 208, Westwood, MA 02090
  • /30

    $6,650,000

    • 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
  • /26

    $1,219,000

    • 4 Beds
    • 3 Baths
    • 2,563 Sq Ft

    40 Weatherbee Dr, Westwood, MA 02090

    Current pre-approved letter/proof of funds to accompany any offers. Here’s your chance to move into the highly coveted & greatly sought after Weatherbee Estates known for its New England charm! You will enjoy the privacy of the large fenced in acre lot, overlooking Blue Hills. This accessible location is minutes to major highways and public transportation. University Avenue and Legacy Place,

    Anna Federico Bel Air Properties

    40 Weatherbee Dr, Westwood, MA 02090
  • /27

    $10,900,000

    • 7 Beds
    • 8 Baths
    • 12,012 Sq Ft

    401 Sandy Valley Rd, Westwood, MA 02090

    This exquisite 12+ acre estate tucked away at the end of a secluded drive and adjacent to over 100 acres of conservation land offers an unparalleled blend of privacy and tranquility. The tasteful main entrance leads to a refined living room, library, elegant dining room w/ butler’s pantry, and a chef’s kitchen that flows into a welcoming family room with fireplace and covered patio. The second

    Michael Carucci Gibson Sotheby's International Realty

    401 Sandy Valley Rd, Westwood, MA 02090
  • /13

    $2,725,000 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, with expected completion in late October, 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

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • /42

    $849,000

    • 4 Beds
    • 1.5 Baths
    • 2,344 Sq Ft

    88 Fox Meadow Ln, Dedham, MA 02026

    Welcome to this beautifully renovated Gambrel Colonial in Dedham’s sought-after Greenlodge neighborhood! Move-in ready, this 4 bedroom home offers 2,344 sq ft of versatile living space including a brand-new kitchen with stainless steel appliances, updated baths, beautiful flooring + thoughtful upgrades throughout. The first floor includes bright living room with bow window + gas fireplace, dining

    Lori Rudd RE/MAX Real Estate Center

    88 Fox Meadow Ln, 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 $1,550,254.
How many homes have sold over the last 12 months in Westwood, MA?
153 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, 02062, 02026, 02030 and 02132.
How much do you need to make to afford a house in Westwood?
The median home price in Westwood is $1,195,000. If you put a 20% down payment of $239,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $6,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $261K a year to afford the median home price in Westwood.
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, Westwood High School and Deerfield School. Browse all the schools in Westwood, MA to learn more.

Home Trends in Westwood, MA

Housing Trends

Median Sale Price
$1,130,000
Median Single Family Sale Price
$1,228,050
Median Townhouse Sale Price
$954,500
Median 2 Bedroom Sale Price
$862,500
Median 1 Bedroom Sale Price
$582,500
Average Price Per Sq Ft
$518
Number of Homes for Sale
22
Last 12 months Home Sales
153
Months of Supply
1.70
Median List Price
$1,195,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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