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Westwood Real Estate

View real estate listings in Westwood MA below. Westwood offers a small town feel with easy access to major highways, good schools, and first rate town services. The town provides many community sponsored events for its residents. Explore recreational areas, conservation areas, playgrounds, sports fields, and much more. You’ll find over 200 businesses in Westwood, including the popular shopping areas on High Street and Islington's Washington Street.

Westwood MA Homes for Sale

Questions? Contact Keating Brokerage for more information and to schedule a showing.

Search by Property Type: Single Family Homes | Multi Family Homes | Condos | Land

590 Gay Street Westwood MA 02090

Westwood, MA590 Gay Street

Price$8,000,000

Est. Mortgage: $/month

MLS Number 72614781

  • Single Family Detached
  • Bathroom 11
  • Rooms 23
  • Bedrooms 7
  • Acreage 74.36

Westwoods is an elegant, quiet retreat on 74± acres of remarkable land within easy reach of Route 128 and the Boston Metroplex. It features 590 Gay St, a custom-built 10,600 sf, 7 bedroom, 9+ bath main house and two additional residences: 588 Gay St, a beautiful 1600 sf, ADA compliant, gambrel studio with 17-foot ceilings, 2.5 baths and a full kitchen; and 572 Gay St, a 1900 sf, extensively updated, 3-bedroom, 2 bath caretaker's house. The property consists of four contiguous parcels of largely conserved land that abut nearly 300 acres of conservation and town land. Presently in use as a non-profit it could serve as a private estate or family compound. Unique site features include: private walking trails and ponds adjacent to the town's trail network, a secluded stone sanctuary, a rustic-wood gazebo/meditation well, impressive terraces finished with handcrafted stones and a koi pond overlooking a central open field with a meditation labyrinth framed by thoughtful landscaping.

Listed by John Boyle and Ruth Kennedy Sudduth of LandVest, Inc.

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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111 Summer Street Westwood MA 02090

Westwood, MA111 Summer Street

Price$5,750,000

Est. Mortgage: $/month

MLS Number 72808744

  • Single Family Detached
  • Bathroom 8
  • Rooms 12
  • Bedrooms 6
  • Acreage 4.01

Instantly feel at home as you enter this luxurious custom shingle style home built in 2016. Designed by Christopher Hall, a highly respected and sought after architect, this property is ideal for both entertaining and functionality. The floor plan will delight with eye-catching details throughout, open living spaces, an expansive and central chef's kitchen, multiple home offices, a grand living room and both formal and family dining. Encompassing 10,000 square feet of living space, with not a detail missed, from the covered patio to the grand open entry foyer - from the fabulous architectural elements to the exquisite millwork throughout. Perfectly sited on a sprawling lush and manicured 4-acre lot, complete with pool, patio, fire pit and sport court, this rare property ensures an effortless and magical outdoor experience as well. Located in one of the town's most coveted neighborhoods, yet close to schools, highways and commuter rail, as well as Westwood, Needham & Dedham town centers

Listed by The Shulkin Wilk Group and Traci Shulkin of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Stonegate Drive Westwood MA 02090

Westwood, MA9 Stonegate Drive

Price$4,500,000

Est. Mortgage: $/month

MLS Number 72839346

  • Single Family Detached
  • Bathroom 8
  • Rooms 11
  • Bedrooms 5
  • Acreage 1.53

Opportunity awaits in this meticulously renovated spectacular home. A tranquil paradise lies beyond the gates with every extraordinary attention to detail. An artisan stone courtyard and porte-cochere lead to a gracious foyer, sun-filled living room and formal dining room. Family room with soaring ceiling and double-sided stone fireplace opens to the chef's kitchen with butler's pantry. Settle into the private Master suite with gas fireplace, sitting room, morning kitchen and two custom closets. The entertainment level features dine-in wine room, kitchen, den, bar and gym. This magnificent experience continues with attached year-round pool house with full kitchen and bath, leading to exquisite landscaped grounds with pool, two spas, waterfall and a stone oven. The finest bespoke millwork and finishes throughout; state-of-the-art smart home systems. Property includes private cabin thoughtfully located amidst hilltop gardens for a getaway without leaving home

Listed by Jamie Grossman of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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101 High Street Westwood MA 02090

Westwood, MA101 High Street

Price$3,800,000

Est. Mortgage: $/month

MLS Number 72571479

  • Land Residential
  • MLS Status Back on Market
  • Acreage 12.1

DEVELOPERS: This is a rare opportunity in Westwood. These twelve wooded acres have frontage and land area for five potential homesites. The existing home could be a rehab or a new lot. Then there are potentially four additional "Form A" lots based on the preliminary ANR plan. Public water & sewer is near by.

Listed by Greg Martin of Move Forward Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Hedgerow Lane Westwood MA 02090

Westwood, MA33 Hedgerow Lane

Price$2,549,000

Est. Mortgage: $/month

MLS Number 72852260

  • Single Family Detached
  • Bathroom 5
  • Rooms 9
  • Bedrooms 5
  • Acreage 1.09

Complete and ready to move in. Another beautifully detailed home offering an open and contemporary style of living. Equipped with the best of today's materials and state of the art enhancements, this home boasts all of the desired features one is looking for. Front foyer, Front office, Formal dining room, Chefs kitchen with oversize Subzero and Wolf appliances, pantry wall, center island perfect for gatherings and separate breakfast area overlooks the deck and level yard. The fireplace family room offers seating on either side of fireplace with stone surround. There is a first floor guest suite with full bath and wkin closet. Large windows, Energy efficient, Smartwired, Control 4, Irrigation, and maintenance free exteriors. The second floor offers 4 additional spacious bedrooms, laundry room. The exquisite master has double walk in closets and luxurious bath. 10&9ft ceilings,Full basement is perfect space to finish. Oversized 3 car garage leads to mudroom. Prime location offers so much

Listed by Elena Price of Coldwell Banker Realty - Westwood

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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587A Gay Street Westwood MA 02090

Westwood, MA587A Gay Street

Price$2,495,000

Est. Mortgage: $/month

MLS Number 72784141

  • Single Family Detached
  • Bathroom 6
  • Rooms 16
  • Bedrooms 5
  • Acreage 5

Welcome to "Highgrange". Custom crafted in 1994, this stately 10,360± SF brick Georgian Colonial provides three floors of luxurious living space among its 16 gracious rooms set on 5 private acres in the prestigious Gay Street estate area. Impressive 22' entry foyer with custom millwork & hand crafted French doors, ballroom size living with fireplace, banquet size formal dining room with fireplace, large eat-in kitchen with pantry & separate breakfast room, family room & home office. Second floor master bedroom with fireplace, walk-in closet & master bath plus four generous size bedrooms, laundry & separate recreation room. The spacious third floor includes a large recreation room, guest room option, office & full bath. This is the perfect home for large scale entertaining or secluded stay-at-home living. Three-car attached garage plus separate three-car carriage barn. Easy access to Westwood center, Lowell Woods, I-95, Legacy Place, University Station & schools.

Listed by Tom Aaron of Coldwell Banker Realty - Wellesley

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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151 Pine Lane Westwood MA 02090

Westwood, MA151 Pine Lane

Price$2,390,000

Est. Mortgage: $/month

Open House

MLS Number 72850584

  • Single Family Detached
  • Next Open House: Sat 08/7 12:00 pm. to 1:00 pm.
  • Bathroom 4
  • Rooms 9
  • Bedrooms 4

Your dream house! Dramatic Modernist home custom designed and built for current owners. Walls of windows and glass sliders (with motorized shades) fill it with natural light and offer a virtually seamless indoor-outdoor symbiosis, ideal for entertaining. A one-of-a-kind staircase seems to float upwards in the core of the house, Truly high-end finishes throughout. The sleek and stylish kitchen is the heart of home, spacious, with a long breakfast bar and island and an open dining area. The living room features a panel to hide a television over a modern gas fireplace, and glass doors opening to the patio, overlooking a large level lawn. The luxurious primary suite includes a private bath and treetop views from floor-to-ceiling windows. An additional 3 bedrooms, 1.5 baths and laundry. Set far back from the road and presents an austere facade. Walk-out LL. A rare offering: a new Modern home, in desirable Westwood, convenient to major routes, public transportation, shopping, & restaurants

Listed by The Janovitz-Tse Team and John Tse of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Longmeadow Drive Westwood MA 02090

Westwood, MA19 Longmeadow Drive

Price$2,250,000

Est. Mortgage: $/month

MLS Number 72873842

  • Single Family Detached
  • Bathroom 5
  • Rooms 11
  • Bedrooms 4
  • Acreage 2.4

Magnificently set on over two acres of lush landscaped grounds in one of Westwood's highly desirable neighborhoods. This exceptional Colonial offers quality construction and a serene, private setting. The grand two story foyer welcomes you into a luxurious fireplaced living room, elegant dining room and sophisticated private home office with custom built-ins. Updated chef's kitchen which includes an eat-in area with a generous walk-in pantry opens to an impressive family room with fireplace, tray ceiling and grand windows that overlook the patio and extensive grounds. Impressive curved staircase leads to four bedrooms and bonus room on the second floor along with three full baths, including a spectacular primary suite with a sitting area, walk in closet and spa like master bath. Picturesque detached two story barn could be the perfect space for entertaining, just waiting for you to make it your own. This exceptional property is a must see!

Listed by Benoit | Robinson | ORourke and Debi Benoit of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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293 FAR REACH Road Westwood MA 02090

Westwood, MA293 FAR REACH Road

Price$1,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72869398

  • Single Family Detached
  • Village High Ridge Estates
  • Bathroom 4
  • Rooms 11
  • Bedrooms 4

Set back from Far Reach Road sits this newly renovated 4 bedroom/3-bathroom colonial style home offering its next owners the best of both worlds; total privacy and a neighborhood setting. The renovated kitchen includes Stainless Steele appliances, granite and quartz countertops and new flooring and is open to the family room with fireplace and wet bar. The Formal living, dining room, large office and a bright sunroom offer extra living space on the main level. The 2nd floor features a master suite with a spa-like bathroom and fireplace plus 3- family bedrooms. The Bonus great room over the garage could be 5th bedroom or in law suite. Finished basement features Large TV area, workout space, gaming stations and plentiful storage. Step back into the level yard with brick patio and sport court and follow the stone path up the hill to Hale reservation and over 1,000 acres of hiking and trails. Premier Westwood location near highway, train and shops this house has what you're looking for!

Listed by Anne E. Jessup of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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225 Pond Westwood MA 02090

Westwood, MA225 Pond

Price$1,799,900

Est. Mortgage: $/month

MLS Number 72873926

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.61

NEW HOME TO BE BUILT in one of Westwood's most convenient locations. Level lot is ready to build a thoughtfully planned classic Colonial with 4 bedrooms and 4 baths. No detail will be overlooked. The luxury design includes hardwood floors throughout, two-story foyer, formal dining room and living room. Open-concept layout features spacious eat-in chef's kitchen including top-of-the-line finishes, custom cabinets, Thermador appliances, walk-in pantry & a large center island. Over-sized family room will have a wood fireplace w/gas option. The fenced backyard boasts professional landscape package equipped with paver patio and built-in fire pit. A full bath & mudroom complete the first floor. The second floor features 4 large bedrooms, 3 full baths & 2nd floor laundry. The luxurious, over-sized master suite will have 2 walk-in closets & a gorgeous bath with soaking tub, glassed tiled shower & marble counters. Finished basement. Exceptional finishes & fabulous location.

Listed by Michael Musto of RE/MAX Distinct Advantage

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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139 Porter Street Westwood MA 02090

Westwood, MA139 Porter Street

Price$1,650,000

Est. Mortgage: $/month

MLS Number 72786115

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4
  • Acreage 1.45

Rare opportunity to move into this well-loved home, custom built & designed by the original owners in sought after Weatherbee Estates. This extraordinarily large home will accommodate the largest of families. Finished basement with kitchen/bar area, living room, wood-burning fireplace & wine cellar. Open & airy floor plan throughout! Host your post-Covid family reunions around the deck & inground pool! Family and guests can park in the vast circular driveway. Newer roof. Hardwood and tile throughout. Bring your decorating ideas to personalize this beauty to its magnificence. Take advantage of one of the finest school systems in Massachusetts! One of the attractive features is its prime location- Minutes to 128/95, Route 1 & 1A, Amtrak, shopping and dining at University Station, Brigham & Women's Health Center & more! Call listing agent for appointment!

Listed by Anna Federico and Joseph Federico of Bel Air Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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78 Fox Hill Street Westwood MA 02090

Westwood, MA78 Fox Hill Street

Price$1,465,000

Est. Mortgage: $/month

MLS Number 72872417

  • Single Family Detached
  • Bathroom 5
  • Rooms 14
  • Bedrooms 4
  • Acreage 4.06

Magnificent, 4 ACRE, Private Lot nestled in the heart of Fox Hill / Farm Lane. Set back on the property is a 1896 Shingle Style Manor that needs TLC but offers endless possibilities to the nostalgic visionary. Or bring your Builder and Design your Dream Home on this lush Expansive lot. Excellent commuter access to Boston / Rte. 95/128, public transportation, Legacy Place, and Town Center. ***OFFERS DUE TUESDAY 8/3 BY 3PM

Listed by Roula Gallis Bakis of Artemis Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.