Westwood, MA Homes

/41
$1,275,000 Sold Jun 27, 2025
- 1,941 Sq Ft
- $657/SF
- 4 Days On Market
- 5 Beds
- 2 Baths
- Built 1954
78 Croft Regis Rd, Westwood, MA 02090

Five Bedroom Garrison Colonial Situated on a side street, steps to the brand new Pine Hill elementary school. First floor features a formal living room with hardwood floors and wood burning fireplace. Large kitchen with separate dining area, full sized dining room with custom french door leading you to an over-sized custom patio with fire pit. Rounding out the first floor are two additional

Francis Curran Coldwell Banker Realty - Westwood

78 Croft Regis Rd, Westwood, MA 02090

/17
Est $1,449,812 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,106 Sq Ft
62 Colby Way, Westwood, MA 02090

62 Colby Way, Westwood, MA 02090

/39
$1,350,000 Open Sat 11AM - 1PM
- 5 Beds
- 3 Baths
- 2,952 Sq Ft
87 Whitewood Rd, Westwood, MA 02090

SUMMER AT HOME in your private backyard oasis in fabulous Westwood on a quiet cul-de-sac street in the highly rated Downey school district. This beautiful, 4+ bed, 3 full bath Ranch home with SUNROOM & wood stove overlooking the large DECK and INGROUND POOL with cabana shed, & huge SECLUDED BACK YARD with electronic fence, features a master bedroom with full bath, three additional bedrooms,

Marilyn Freedman Coldwell Banker Realty - Westwood

87 Whitewood Rd, Westwood, MA 02090
/30
$2,250,000 Sold Jun 27, 2025
- 4,228 Sq Ft
- $532/SF
- 9 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2016
421 Oak St, Westwood, MA 02090

Stunning young home in the heart of Westwood. Blending modern design with classic charm. Open floor plan allows for a seamless flow between the gourmet kitchen, spacious living areas, and cozy fireplace, perfect for entertaining. The second floor features generously sized bedrooms, including a luxurious master suite with a spa-like bath. Finished basement complete with projector movie screen and

Roula Gallis Bakis Artemis Realty

421 Oak St, Westwood, MA 02090

/42
Est $2,030,364 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,965 Sq Ft
20 Shermans Way, Westwood, MA 02090

20 Shermans Way, Westwood, MA 02090

/2
$450,000
- Land
- 3.46 Acres
- $130,058 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
/25
$880,000 Sold Jun 27, 2025
- 1,967 Sq Ft
- $447/SF
- 7 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1955
242 Burgess Ave, Westwood, MA 02090

Located in a sought-after and peaceful Westwood neighborhood, this charming Cape Cod-style home offers the perfect blend of comfort, character, and convenience. A welcoming layout begins in the bright living room, complete with a wood-burning fireplace, then into the dining room, where a built-in cabinet highlights the home's timeless appeal. The eat-in kitchen opens to a cozy family room with

Elaine De Reyna Coldwell Banker Realty - Westwood

242 Burgess Ave, Westwood, MA 02090

/41
Est $1,716,410 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,054 Sq Ft
61 Whitney Ave, Westwood, MA 02090

61 Whitney Ave, Westwood, MA 02090

/15
$875,000 Open Sun 11AM - 12:30PM
- 2 Beds
- 2 Baths
- 1,332 Sq Ft
298 Washington St Unit 208, Westwood, MA 02090

Recent pricing adjustment makes this the best 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, quartz countertops and backsplash, custom cabinetry. Wonderful master suite

Tom Lambert Berkshire Hathaway HomeServices Commonwealth Real Estate

298 Washington St Unit 208, Westwood, MA 02090
/24
$890,000 Sold Jun 26, 2025
- 1,615 Sq Ft
- $551/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1955
47 Bonney St, Westwood, MA 02090

Available for the first time in 62 years, this lovely 3 Bedroom, 1.5 Bath Colonial is set on a beautiful, level lot in the popular "Maze" neighborhood offering convenient access to Westwood High School, Thurston Middle School & Westwood center. Embrace the opportunity to expand or fully renovate this classic home offering a spacious living room with fireplace, wood panelled dining room with

Tom Aaron Coldwell Banker Realty - Wellesley

47 Bonney St, Westwood, MA 02090

/26
Est $1,015,859 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,643 Sq Ft
16 Winter Terrace, Westwood, MA 02090

16 Winter Terrace, 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
/42
$2,480,000 Sold Jun 26, 2025
- 6,275 Sq Ft
- $395/SF
- 16 Days On Market
- 7 Beds
- 5.5 Baths
- Built 2013
52 Hillcrest Place, Westwood, MA 02090

Nestled in the heart of Westwood Centre, at the end of a cul-de-sac, this home is the epitome of modern elegance and timeless charm. Spanning 6,275sqft over four levels, it boasts 7 bedrooms and 5.5 baths, providing ample room for family and guests alike. Natural light pours through large windows, illuminating high ceilings and generous rooms throughout. Main level flows effortlessly LR to DR,

Michele Friedler Team Hammond Residential Real Estate

52 Hillcrest Place, Westwood, MA 02090

/22
Est $1,452,631 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,012 Sq Ft
49 Briarwood Dr, Westwood, MA 02090

49 Briarwood Dr, 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
/42
$2,695,000 Sold Jun 25, 2025
- 6,704 Sq Ft
- $402/SF
- 6 Days On Market
- 6 Beds
- 6 Baths
- Built 1992
397 Far Reach Rd, Westwood, MA 02090

Tastefully updated & proudly maintained Hip Roof Colonial set on 1.63± park-like acres with stunning yard located in prestigious "High Ridge Estates". This bright, southwest facing home checks all the boxes including a dramatic two-story foyer, elegant living room with fireplace, formal dining room, home office, two half baths & an expansive vaulted ceiling family room with gas fireplace,

Tom Aaron Coldwell Banker Realty - Wellesley

397 Far Reach Rd, Westwood, MA 02090

/5
Est $1,867,948 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,000 Sq Ft
163 Winter St, Westwood, MA 02090

163 Winter St, 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
/42
$1,975,000 Sold Jun 23, 2025
- 4,936 Sq Ft
- $400/SF
- 7 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1970
60 Perry Dr, Westwood, MA 02090

Beautifully appointed 5+ bedroom home in sought after Weatherbee Estates exudes style & integrity throughout. Double doors welcome you into the traditional foyer open to both the front to back living room w/ fireplace & custom built-ins & front office both w/ bay windows & french doors. Oversized kitchen w/ floor to ceiling cabinetry, stunning quartz counters, stainless appliances, prep island &

Theresa David Gibson Sotheby's International Realty

60 Perry Dr, Westwood, MA 02090

/26
Est $1,073,072 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,205 Sq Ft
185 Winter St, Westwood, MA 02090

185 Winter St, Westwood, MA 02090

/24
$9,900,000
- 6 Beds
- 9 Baths
- 10,309 Sq Ft
300 Summer St, Westwood, MA 02090

This spectacular Rich Levey-designed contemporary is perfectly set at the end of a long winding drive on 31.43 secluded acres. It offers 10,300+ sq ft of open living area, which takes advantage of long views over the infinity pool to a stream-fed pond with boat house. Inside, details such as floor-to-ceiling windows that rise to 20 ft heights, and a three-season porch create a seamless flow from

John Boyle LandVest, Inc.

300 Summer St, Westwood, MA 02090
/37
$3,300,000 Sold Jun 23, 2025
- 5,703 Sq Ft
- $579/SF
- 4 Days On Market
- 4 Beds
- 5.5 Baths
- Built 2015
48 Milk St, Westwood, MA 02090

Open House Canceled - Offer Accepted - Incredible opportunity to own a piece of Westwood's History. The Lusher Gay House circa 1800, was originally built and owned by one of Westwood's founding families. This antique Colonial Revival has recently undergone complete rebuild and refurbishment that carefully combines rare features of this special home while creating the best of today's style and

Elena Price Coldwell Banker Realty - Westwood

48 Milk St, Westwood, MA 02090

/14
Est $982,343 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 2,184 Sq Ft
228 Oak St, Westwood, MA 02090

228 Oak St, Westwood, MA 02090

/30
$829,000 Pending
- 3 Beds
- 1 Bath
- 1,470 Sq Ft
68 Gloucester Rd, Westwood, MA 02090

Wonderful new listing in one of Westwood's most desired neighborhoods. This well maintained 3 bedroom ranch is set on a corner lot and has been lovingly maintained for many years. Recent updates include Central Air, gas furnace, and hot water tank. Enter into a nice foyer to a large living room with fireplace, kitchen and dining room. Three beds on main floor or use one as a family room.

Emily Good Coldwell Banker Realty - Westwood

68 Gloucester Rd, Westwood, MA 02090
/26
$1,600,000 Sold Jun 23, 2025
- 3,271 Sq Ft
- $489/SF
- 23 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1995
7 Colby Way, Westwood, MA 02090

Welcome to this stunning single-family home in Chase Estates, a true haven of comfort and style! You'll be captivated by the elegant hardwood floors that flow seamlessly throughout. The open and inviting layout features a spacious family room and a gourmet kitchen, complete with a grand island, modern cabinets, top-of-the-line Wolf appliances, and gas cooking-all designed for culinary

Charlotte Liu Keller Williams Realty

7 Colby Way, Westwood, MA 02090

/9
Est $1,718,458 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,632 Sq Ft
216 Oak St, Westwood, MA 02090

216 Oak St, Westwood, MA 02090

/40
$1,050,000 Pending
- 3 Beds
- 2.5 Baths
- 2,491 Sq Ft
115 Alder Rd, Westwood, MA 02090

Worth the Wait! You Deserve to Live in one of the BEST neighborhoods in WESTWOOD! Welcome to 115 Alder, A perfect find for anyone looking to Build Equity in the desirable sought after Martha Jones Neighborhood. Ready for a new family to begin their next chapter. With over 2400+ sq ft of living space there’s plenty of room to grow in this 10 room home. Renovate and make it your own. Gorgeous Great

The Kouri Team Keller Williams Realty Boston South West

115 Alder Rd, Westwood, MA 02090
/42
$3,000,000 Sold Jun 18, 2025
- 5,595 Sq Ft
- $536/SF
- 11 Days On Market
- 4 Beds
- 5.5 Baths
- Built 2016
134 High Rock Ln, Westwood, MA 02090

Builder's own home set on two acres at the top of a beautiful ended road surrounded by Hale Reservation. Built in 2016 and in like-new condition featuring high ceilings, crown moldings and hardwood flooring throughout, oversized chef's kitchen, prep kitchen, formal living and dining rooms plus oversized fireplaced family room, powder room, office and full bath on the first floor. The second

Barbara Shea Shea Realty Group

134 High Rock Ln, Westwood, MA 02090

/42
Est $1,373,955 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,180 Sq Ft
127 Locust Dr, Westwood, MA 02090

127 Locust Dr, Westwood, MA 02090

/13
$649,900 Pending
- 3 Beds
- 2 Baths
- 1,211 Sq Ft
57 Strafford Rd, Westwood, MA 02090

Value Range Pricing! Seller will entertain all offers from $649,900 - $749,900 Ideal blend of comfort and convenience in one of Westwood’s most commuter-friendly locations. Perfectly situated with easy access to major highways (Route 1, I-95), this home makes getting to Boston or nearby business hubs a breeze. Just minutes away, the Islington section of Westwood offers a charming village center

Jeffrey Sullivan Lamacchia Realty, Inc.

57 Strafford Rd, Westwood, MA 02090
/35
$522,000 Sold Jun 13, 2025
- 1,036 Sq Ft
- $504/SF
- 57 Days On Market
- 1 Bed
- 1 Bath
- Built 2018
130 University Ave Unit 1111, Westwood, MA 02090

Unbelievable Opportunity to own a luxury Westwood Condo! Commuter's Dream **Build Wealth** Own or Invest. Location is AMAZING! Easy access to Unversity stores, restaurants and more. Steps to the train to downtown Boston. This University Station condo offers an open floor plan, a spacious main suite with walk-in closet. Full bath, PLUS a separate Office/Den or Nursery. Updated kitchen

The Kouri Team Keller Williams Realty Boston South West

130 University Ave Unit 1111, Westwood, MA 02090

/41
Est $1,197,291 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,126 Sq Ft
108 Magnolia Dr, Westwood, MA 02090

108 Magnolia Dr, Westwood, MA 02090

/31
$950,000 Pending
- 3 Beds
- 2 Baths
- 1,771 Sq Ft
109 Washington St, Westwood, MA 02090

Welcome to 109 Washington Street – where timeless charm meets modern ease in one of Westwood’s most desirable, walkable neighborhoods. This beautifully maintained home blends character, space, and style. Inside, enjoy sun-filled living areas, hardwood floors, and an updated kitchen perfect for everyday living and entertaining. With 4,000+ gross sq ft (per town record), it offers 3 spacious

Paul Whaley Coldwell Banker Realty - Boston

109 Washington St, Westwood, MA 02090
/27
$620,000 Sold Jun 12, 2025
- 1,781 Sq Ft
- $348/SF
- 52 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1795
600 High St, Westwood, MA 02090

Located in Westwood Center within easy walking distance of restaurants, shops, and services, this 1795 Cape home is a rare opportunity. This historic home is situated on a deep lot with a beautiful yard. It has an honorific title as part of the Colburn School Historic District. Enter the living room with classic fireplace flowing into the dining room with a built-in cabinet. Kitchen offers ample

The Jowdy Group RE/MAX Distinct Advantage

600 High St, Westwood, MA 02090

/32
Est $1,914,694 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,674 Sq Ft
190 Arcadia Rd, Westwood, MA 02090

190 Arcadia Rd, Westwood, MA 02090

/28
$795,000 Pending
- 2 Beds
- 1.5 Baths
- 1,173 Sq Ft
33 Mill St, Westwood, MA 02090

Charming English cape set on a beautiful side road among homes of much higher value. Steps to the Sheehan School and walkable to the center of town, this home is set on a level and private lot and offers easy expansion potential in the unfinished basement and the breezeway and concrete patio behind. Featuring a fireplaced living room (see disclosure), dining room with built-in, half bath and

Barbara Shea Shea Realty Group

33 Mill St, Westwood, MA 02090
/36
$750,000 Sold Jun 10, 2025
- 1,941 Sq Ft
- $386/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1952
28 Saint Dennis Dr, Westwood, MA 02090

Don't miss this exceptional opportunity to update and make your own a well-maintained Cape-style home nestled in a highly sought-after neighborhood. Offering flexibility and comfort, this home features two spacious bedrooms on the first floor-perfect for those seeking one-level living-and an additional bedroom on the second floor. The partially finished basement adds bonus space ideal for a

Sylvia Makarios Coldwell Banker Realty - Westwood

28 Saint Dennis Dr, Westwood, MA 02090

/35
Est $1,074,500 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,064 Sq Ft
34 Glen Rd, Westwood, MA 02090

34 Glen Rd, Westwood, MA 02090

/42
$1,995,000 Pending
- 4 Beds
- 3.5 Baths
- 3,876 Sq Ft
17 Sunrise Rd, Westwood, MA 02090

Welcome to 17 SUNRISE RD. This exciting NEW CONSTRUCTION home is located in one of Westwood's coveted tree-lined neighborhoods. Built with some of the best of today's materials and state of the art features, this home has 4 Bedrooms and 3 1/2 Baths and offers a contemporary open concept style of living. On the main level you have a custom kitchen w/ large quartz island, eating area, and an open

Edward Keefe Conway - West Roxbury

17 Sunrise Rd, Westwood, MA 02090
/28
$1,230,000 Sold Jun 10, 2025
- 2,350 Sq Ft
- $523/SF
- 5 Days On Market
- 4 Beds
- 3 Baths
- Built 1832
530 Pond St, Westwood, MA 02090

Farmhouse Charm! This meticulously maintained property sits on a massive picturesque lot in prime location. The property boasts a blend of tasteful updates while keeping its historic charm intact. Bright and airy with an abundance of windows, this home offers a flexible floor plan & is great for entertaining guests. Your first floor includes a large eat in kitchen with butcher block counters

Jarrod Pescosolido Romo Realty Group

530 Pond St, Westwood, MA 02090

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Massachusetts Westwood

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