Westwood, MA homes for sale & real estate

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26 Longmeadow Dr, Westwood, MA 02090
26 Longmeadow Dr, Westwood, MA 02090
26 Longmeadow Dr, Westwood, MA 02090
ABOUT THIS HOME
Westwood, MA Homes for Sale
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 part of a highly desirable neighborhood. A grand foyer leads to open, sunlit interiors. The gourmet kitchen with premium appliances flows into a bright family room, while formal living and dining rooms offer refined spaces for entertaining. The primary suite is a true retreat with a spa-like bath, du

$7,500,000

5 beds5.5 baths8,033 sq ft

26 Longmeadow Dr, Westwood, MA 02090

Landscaped grounds • Gourmet kitchen • Premium appliances

147 Mill St, Westwood, MA 02090
147 Mill St, Westwood, MA 02090
147 Mill St, Westwood, MA 02090
ABOUT THIS HOME
Westwood, MA Homes for Sale
Elegantly updated sprawling ranch abutting conservation land and numerous trails. Super private and quiet, close to Westwood Center. Brick appointed exterior with a farmer's porch and two decks . Privately set, surrounded by many wonders of nature and a large private Tennis Court with exterior lighting and electric charging access for all sorts of fun activities to be enjoyed all year round. 'Tennis shed' for tools and accessories. Meticulously updated interior featuring custom crafted finishes, bespoke cabinetry, natural stone, oak flooring. Updates include roof, walls, flooring, electrical and plumping updates, garage door, garage shelving, water heater, windows, doors, decks, playroom,

$1,649,000

4 beds2.5 baths3,032 sq ft

147 Mill St, Westwood, MA 02090

Private tennis court • Tennis shed • Exterior lighting

3 Strafford Pl, Westwood, MA 02090
3 Strafford Pl, Westwood, MA 02090
3 Strafford Pl, Westwood, MA 02090
ABOUT THIS HOME
Westwood, MA Homes for Sale
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 main level. The upper floor consists of a second full bath and 3 more bedrooms. The exterior has an attached outdoor/workshop/shed with electricity which allows for more storage or a workshop. Parking for 6 cars and a spacious back yard. Conveniently located close to the School Street Playground,

$699,000

3 beds2 baths1,310 sq ft

3 Strafford Pl, Westwood, MA 02090

Wood floors • Woodstove • Open living area

86 Lakeshore Dr, Westwood, MA 02090
86 Lakeshore Dr, Westwood, MA 02090
86 Lakeshore Dr, Westwood, MA 02090
ABOUT THIS HOME
Westwood, MA Homes for Sale
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 backyard invites endless possibilities for outdoor play and entertaining. Enjoy easy access to shops, dining, neighborhood amenities, and commuter routes - all while coming home to a warm and inviting retreat. Move right in and make this home your own!

$1,125,000

3 beds2 baths1,636 sq ft

86 Lakeshore Dr, Westwood, MA 02090

Formal dining room • Updated kitchen • Expansive backyard

314 Grove, Westwood, MA 02090
314 Grove, Westwood, MA 02090
314 Grove, Westwood, MA 02090
ABOUT THIS HOME
Westwood, MA Homes for Sale
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 dual-sided fireplace that enhances both indoor and outdoor gatherings. The gourmet chef's kitchen stands as the heart of the home, featuring dual islands that provide both functionality and style. The kitchen seamlessly flows into a grand dining room that comfortably accommodates 14 guests. With five bed

$2,999,999

5 beds4 baths5,631 sq ft

314 Grove, Westwood, MA 02090

Screened in porch • Heated plunge pool • Inviting roof deck

Property at 60 Warwick Dr, Westwood, MA 02090, 3 beds, 2.5 baths

$1,090,000

3 beds2.5 baths1,461 sq ft

60 Warwick Dr, Westwood, MA 02090

Property at 20 Longmeadow Dr, Westwood, MA 02090, 6 beds, 6.5 baths

$4,295,000

6 beds6.5 baths8,827 sq ft

20 Longmeadow Dr, Westwood, MA 02090

Property at 9 Stonegate Dr, Westwood, MA 02090, 5 beds, 7 baths

$4,250,000

5 beds7 baths10,400 sq ft

9 Stonegate Dr, Westwood, MA 02090

Property at 159 Cobleigh St, Westwood, MA 02090, 3 beds, 1.5 baths

$1,075,000

3 beds1.5 baths1,874 sq ft

159 Cobleigh St, Westwood, MA 02090

Property at 42 Tamarack Rd, Westwood, MA 02090, 5 beds, 3 baths

$1,995,000

5 beds3 baths4,218 sq ft

42 Tamarack Rd, Westwood, MA 02090

Property at 36 Kingswood Rd, Westwood, MA 02090, 5 beds, 4.5 baths

$3,199,000

5 beds4.5 baths4,500 sq ft

36 Kingswood Rd, Westwood, MA 02090

Property at 39 Westbrook Ln, Westwood, MA 02090, 4 beds, 4.5 baths

$3,199,000

4 beds4.5 baths5,299 sq ft

39 Westbrook Ln, Westwood, MA 02090

Property at 298 Washington St #302, Westwood, MA 02090, 2 beds, 3 baths

$1,295,000

2 beds3 baths2,390 sq ft

298 Washington St #302, Westwood, MA 02090

Property at 298 Washington St #208, Westwood, MA 02090, 2 beds, 2 baths

$855,000

2 beds2 baths1,332 sq ft

298 Washington St #208, Westwood, MA 02090

Property at 401 Sandy Valley Rd, Westwood, MA 02090, 7 beds, 6.5 baths

$10,900,000

7 beds6.5 baths12,012 sq ft

401 Sandy Valley Rd, Westwood, MA 02090

Property at 40 Weatherbee Dr, Westwood, MA 02090, 4 beds, 3 baths

$1,219,000

4 beds3 baths2,563 sq ft

40 Weatherbee Dr, Westwood, MA 02090

Property at 429 Summer St, Westwood, MA 02090, 6 beds, 6.5 baths

$6,650,000

6 beds6.5 baths9,342 sq ft

429 Summer St, Westwood, MA 02090

Property at 243 Weatherbee Dr, Westwood, MA 02090, 5 beds, 4 baths

$2,149,000

5 beds4 baths3,574 sq ft

243 Weatherbee Dr, Westwood, MA 02090

Property at 298 Summer St, Westwood, MA 02090, 5 beds, 4.5 baths

$2,725,000

5 beds4.5 baths4,700 sq ft

298 Summer St, Westwood, MA 02090

Property at 11 Stonegate Dr, Westwood, MA 02090

$1,450,000

— beds— baths— sq ft

11 Stonegate Dr, Westwood, MA 02090

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Nearby homes that match your criteria

OPEN FRI, 11:30AM TO 1PM

1080 North St, Walpole, MA 02081
1080 North St, Walpole, MA 02081
1080 North St, Walpole, MA 02081
ABOUT THIS HOME
Westwood, MA Homes for Sale
A Gracious Retreat filled with spacious, light-filled rooms Perfect for Entertaining, located in the prestigious estate and equestrian area of N. Walpole. Situated near Dover and Westwood, this residence is designed with both elegant entertaining and practical living in mind. The heart of the home is the gourmet kitchen, a chef's paradise featuring a center island and top-of-the-line appliances, perfect for hosting memorable gatherings. Expansive entertainment areas flow seamlessly to a large mahogany deck and separate bluestone patio, both with panoramic views and a tranquil setting. A fully finished space above the garage, ideal for an au pair suite or multi-generational living. . The wa

$2,550,000

4 beds4 baths6,521 sq ft

1080 North St, Walpole, MA 02081

2.59 acre lot • 3 garage spots • Car-dependent

NEW 7 HRS AGO

10 Crowley Ave, Dedham, MA 02026
10 Crowley Ave, Dedham, MA 02026
10 Crowley Ave, Dedham, MA 02026
ABOUT THIS HOME
Westwood, MA Homes for Sale
This charming single-family residence blends Dutch colonial architecture with modern updates, and is in mint condition throughout. The heart of the home is its beautifully designed kitchen, featuring sleek stone countertops, shaker-style cabinets, and a large central island perfect for casual dining or entertaining. The stylish backsplash adds an elegant touch, while the kitchen bar offers extra seating and serving space. Just off this kitchen, is a beautifully landscaped back patio & garden. At the top of the stairs you will find an open landing that is ideal for a sun-filled office or cozy reading nook. The walk-up attic provides excellent potential for future expansion or serves as

$725,000

3 beds1 bath1,440 sq ft

10 Crowley Ave, Dedham, MA 02026

3,050 sq ft lot • Garage • Very walkable

OPEN SAT, 11AM TO 1PM

19 Jake Ln, New Bedford, MA 02743
19 Jake Ln, New Bedford, MA 02743
19 Jake Ln, New Bedford, MA 02743
ABOUT THIS HOME
Westwood, MA Homes for Sale
Affordable and brand new! This 2025 mobile home features an open floor plan with a modern kitchen, a primary bedroom, and a versatile guest room or office. Outside, enjoy space to relax plus a budget-friendly $450/month park fee that covers water, trash, snow plowing, and septic. Pet-friendly and move-in ready—schedule your showing today!

$224,900

2 beds1 bath800 sq ft

19 Jake Ln, New Bedford, MA 02743

Somewhat walkable

49 Railroad, Norwood, MA 02062
49 Railroad, Norwood, MA 02062
49 Railroad, Norwood, MA 02062
ABOUT THIS HOME
Westwood, MA Homes for Sale
Attention Contractors, rehabbers and investors! Bring your vision to this 3 bedroom 1 1/2 bath colonial. Great location! Within walking distance to train and center of town. Property is being sold AS IS and will not qualify for conventional financing. Buyers to do own due diligence. .

$399,999

3 beds1.5 baths824 sq ft

49 Railroad, Norwood, MA 02062

6,542 sq ft lot • Community pool • Very walkable

3D WALKTHROUGH

8 Karen Pines St, Dedham, MA 02026
8 Karen Pines St, Dedham, MA 02026
8 Karen Pines St, Dedham, MA 02026
ABOUT THIS HOME
Westwood, MA Homes for Sale
Who put the modern in mid-century modern? This upscale contemporary in coveted Precinct 1 did! Nestled on a gorgeous 1 acre fenced lot in a beautiful neighborhood, this updated 4-bedroom, 2.5-bath home offers space for everything - work, play, hobbies, or relaxation. The open floor plan showcases a stunning kitchen with center island overlooking the dining and fireplaced living areas, ideal for entertaining. The 4 season sun room provides extra space to unwind. Upstairs has 4 bedrooms and updated baths, including a primary suite. Downstairs, off the two car garage, you'll find a mudroom/office, laundry room and half bath. But it doesn't end here! The lower level boasts a great family room w

$1,190,000

4 beds2.5 baths2,540 sq ft

8 Karen Pines St, Dedham, MA 02026

0.93 acre lot • 2 garage spots • Community pool

NEW CONSTRUCTION

34 Hyde Park St, Dedham, MA 02026
34 Hyde Park St, Dedham, MA 02026
34 Hyde Park St, Dedham, MA 02026
ABOUT THIS HOME
Westwood, MA Homes for Sale
Nestled at 34 Hyde Park in the charming town of Dedham, Massachusetts, this single-family residence stands as a testament to modern craftsmanship and thoughtful design, completed in 2025. The property presents an exceptional opportunity for discerning buyers seeking a home with ample space and contemporary amenities, notably featuring a state-of-the-art geothermal system—a rare find. The residence offers an impressive 6700 square feet of living area, providing a generous environment for both relaxation and entertainment. With four full bathrooms and two half bathrooms, the home ensures convenience and privacy for all occupants. The four bedrooms are designed to be peaceful retreats, o

$2,195,999

4 beds5 baths6,700 sq ft

34 Hyde Park St, Dedham, MA 02026

0.37 acre lot • 2 garage spots • Car-dependent

Property at 97 Great Plain Ave, Needham, MA 02492, 6 beds, 6.5 baths

$2,499,000

6 beds6.5 baths7,500 sq ft

97 Great Plain Ave, Needham, MA 02492

Property at 15 Kiely, Dedham, MA 02026, 2 beds, 1.5 baths

$575,000

2 beds1.5 baths1,538 sq ft

15 Kiely, Dedham, MA 02026

Property at 105 E Cross St, Norwood, MA 02062, 3 beds, 2 baths

$700,000

3 beds2 baths1,344 sq ft

105 E Cross St, Norwood, MA 02062

Property at 7 S Stone Mill Dr #403, Dedham, MA 02026, 1 bed, 1 bath

$389,000

1 bed1 bath830 sq ft

7 S Stone Mill Dr #403, Dedham, MA 02026

Property at 1457 Washington St, Canton, MA 02021, 4 beds, 2.5 baths

$1,599,999

4 beds2.5 baths3,314 sq ft

1457 Washington St, Canton, MA 02021

Property at 107 Horrigan Dr #12, Dedham, MA 02026, 3 beds, 2.5 baths

$2,095,000

3 beds2.5 baths3,100 sq ft

107 Horrigan Dr #12, Dedham, MA 02026

Property at 53 Heather Ln, Needham, MA 02492, 6 beds, 6 baths

$3,995,000

6 beds6 baths6,300 sq ft

53 Heather Ln, Needham, MA 02492

Property at 109-111 Rockland St, Dedham, MA 02026, 6 beds, 5 baths

$1,099,900

6 beds5 baths3,286 sq ft

109-111 Rockland St, Dedham, MA 02026

Property at 216 Grove St, West Roxbury, MA 02132, 5 beds, 2.5 baths

$998,000

5 beds2.5 baths2,554 sq ft

216 Grove St, West Roxbury, MA 02132

Property at 85 Casey St, Norwood, MA 02062, 3 beds, 1.5 baths

$749,000

3 beds1.5 baths1,582 sq ft

85 Casey St, Norwood, MA 02062

Property at 98 Chesterfield St, Hyde Park, MA 02136, 3 beds, 1.5 baths

$749,000

3 beds1.5 baths1,750 sq ft

98 Chesterfield St, Hyde Park, MA 02136

Property at 8 Fort Ln #8, Dedham, MA 02026, 4 beds, 1 bath

$545,000

4 beds1 bath1,181 sq ft

8 Fort Ln #8, Dedham, MA 02026

Property at 868 Washington St #868, Norwood, MA 02062, 2 beds, 2.5 baths

$659,000

2 beds2.5 baths1,742 sq ft

868 Washington St #868, Norwood, MA 02062

Property at 111 Schiller Rd, Dedham, MA 02026

$698,000

— beds— baths— sq ft

111 Schiller Rd, Dedham, MA 02026

Average home prices near Westwood, MA

Cities

Neighborhoods
Zip Codes

Oakdale homes for sale
$614,500
East Dedham homes for sale
$649,450
Downtown Dedham homes for sale
$1,749,900
Islington homes for sale
Riverdale homes for sale
$907,450
Dedham Island homes for sale
Norwood Centre homes for sale
$659,000
Endicott homes for sale
$799,900
Dexter homes for sale
$2,095,000
South Norwood homes for sale
$925,000

Westwood, MA real estate trends

All Home Types trends in Westwood, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,160,000

+6.4% YoY | Jul 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2025

Growth

% YoY

Westwood, MA

$1,160,000

+6.4%

See more Westwood, MA market insights

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