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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
  • Square Feet 10,600

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: 2.72% last updated on Nov 25, 2020
* 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$7,000,000

Est. Mortgage: $/month

MLS Number 72745015

  • Single Family Detached
  • Bathroom 8
  • Rooms 11
  • Bedrooms 5
  • Square Feet 10,602

EXEMPLARY, WELCOMING ESTATE IN NEARBY WESTWOOD Graciously sited on 2.5 acres behind a gated entry, lies an elegant compound with attention to every detail. Artisan stone courtyard and porte-cochere sets the tone of this home balancing formality with relaxed living spaces. Experience the sunny chef's kitchen/butler's pantry that opens to sizable dining and family room with double-sided stone fireplace. Decant your favorite bottle in the dine-in wine room, complete with separate kitchen and bar, then relax in the private Master suite with fireplace, sitting room and morning kitchen. The attached pool house with a full kitchen and bath leads to the terraced year-round pool, 2 spas, waterfall, custom stone oven. The finest custom millwork throughout, and state-of-the-art smart home systems. Features a private cabin thoughtfully located amidst hilltop gardens for a getaway without leaving home. Substantial enough to entertain many or host just a few. Buildable lot.

Listed by Jamie Grossman of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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$4,500,000

Est. Mortgage: $/month

MLS Number 72571479

  • Land Residential
  • MLS Status Active
  • 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 teardown. Then there are potentially four additional "Form A" lots based on the preliminary ANR plan. Public sewer is near by.

Listed by Greg Martin of Move Forward Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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288 Summer Street Westwood MA 02090

Westwood, MA288 Summer Street

Price$3,149,000

Est. Mortgage: $/month

MLS Number 72633953

  • Single Family Detached
  • Bathroom 6
  • Rooms 14
  • Bedrooms 5
  • Square Feet 6,955

NEW CONSTRUCTION! Welcome to 288 Summer St. This brand new, custom built, stone and cedar shingle colonial house defines luxury living. Boasting natural sun light throughout, this 5 bedroom, 5.5 bathroom home is an entertainers dream. The first floor offers an open concept with floor to ceiling windows and top of the line finishes. The grand gourmet kitchen features custom cabinetry, an expansive island, high end appliances and opens up right into the family room. Take advantage of the Wolf espresso machine every morning! Offering custom built in shelving, the study is a room that will catch your eye. On the 2nd floor, make your way into the master bedroom wing by entering through the sitting area and admiring the vaulted ceiling. The remaining 4 bedrooms all offer on suite bathrooms and ample closet space. There is an additional 1400 square feet (not included in the 6955) in the basement that can be finished with 10 foot ceilings and direct walk out access to the backyard.

Listed by Manuel Sarkis and George Sarkis of Douglas Elliman Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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290 Summer Street Westwood MA 02090

Westwood, MA290 Summer Street

Price$2,795,000

Est. Mortgage: $/month

MLS Number 72724765

  • Single Family Detached
  • Bathroom 7
  • Rooms 13
  • Bedrooms 5
  • Square Feet 5,730

Set back off of one of Westwoods most desired locations. Level lot is ready to build beautifully crafted home by well known builder. This shingle style home with classic details yet contemporary style offers 10ft ceilings on first floor, wide hardwoods throughout, Open plan, Custom cabinetry kitchen with Subzero, Wolf appliances, island and breakfast room, formal dining room with butler's pantry, living room w/ coffered ceiling & fireplace. Large mudroom off with side entry off garage. The second floor boasts an exceptional master suite including a luxurious master bath and walk in closets. There are 4 additional en-suite bedrooms, 2nd floor laundry. Finished third level and lower level. Exceptional millwork & beautifully crafted architectural details. Conveniently located and close to Needham, Westwood, and Dedham town centers with multiple commuter train options.

Listed by Elena Price of Coldwell Banker Realty - Westwood

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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183 High Street Westwood MA 02090

Westwood, MA183 High Street

Price$2,495,900

Est. Mortgage: $/month

MLS Number 72665721

  • Single Family Detached
  • Bathroom 5
  • Rooms 16
  • Bedrooms 4
  • Square Feet 4,234

NEW HOME TO BE BUILT. Opportunity to build single family home on two-and-a-half acre parcel in private Westwood location abutting stately Summer/Grove St neighborhood. Conveniently located at the edge of the Westwood/Dedham line. Minutes from Dedham Country Polo Golf Club, I-95, Westwood Center, Dedham Center, and Dedham Precinct 1. Contact agent with questions.

Listed by Michael Musto of RE/MAX Distinct Advantage

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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 72753188

  • Single Family Detached
  • Bathroom 6
  • Rooms 16
  • Bedrooms 5
  • Square Feet 10,360

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.

Listed by Tom Aaron of Coldwell Banker Realty - Wellesley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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300 Fox Hill Westwood MA 02090

Westwood, MA300 Fox Hill

Price$1,825,000

Est. Mortgage: $/month

MLS Number 72685306

  • Single Family Detached
  • Village Fox Hill
  • Bathroom 9
  • Rooms 14
  • Bedrooms 7

Set on Westwood's iconic Fox Hill, 30 minutes from Boston, is a beautiful 14 room manor house, reminiscent of a French Chateau. In a private enclave with sweeping views of the Great Blue Hills and the Boston skyline, it is perfect for entertaining and boasts 7 bedrooms, 7 full and 2 half baths and 6 beautiful fireplaces. The formal entrance opens on a charming foyer with views to the sun room and a terrace beyond. Completing the main floor are the living room, formal dining room, an open concept eat-in kitchen with adjoining family room, and a beautiful mahogany-paneled media room with full bar. Taking advantage of the morning light and magnificent views, the second-floor master suite offers a fireplace, 2 baths, a dressing room, and an office. On the lower level are a hot tub room, gym, sauna, and wine cellar. The 3rd level suite is the perfect space for visitors or live-in guests. The estate also features 2.9 ± acres of lush grounds and a separate indoor lap pool.

Listed by John Boyle of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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46 Beechnut Road Westwood MA 02090

Westwood, MA46 Beechnut Road

Price$1,495,000

Est. Mortgage: $/month

MLS Number 72757971

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 4
  • Square Feet 3,322

New construction home in the highly desired Oriole-Beechnut neighborhood! This home is still under construction with a with an expected February delivery date! This home includes stonework, custom kitchen, quartz counters, high end appliances, maintenance free LP Smart siding, quality millwork, tiled showers, free standing tub, patio with built in fire pit and much more!!!

Listed by Robert Walsh of Walsh Bros. Building Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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5 Conant Road Westwood MA 02090

Westwood, MA5 Conant Road

Price$1,400,000

Est. Mortgage: $/month

Price Changed

MLS Number 72688365

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 5
  • Square Feet 3,599

Take advantage of this rare opportunity to customize this ranch style home on a convenient Westwood lot. A complete gut renovation (keeping approximately 90% of the poured concrete foundation). All plans were designed to be ADA accessible or convertible. This plan features 9-foot first floor ceilings and cathedral ceiling, second driveway from Conant Rd leading to a two-car garage, a flexible floor plan offering 2 master suites, one of which is on the first floor. The open floor plan will be perfect for entertaining, along with a first-floor office and a convenient mudroom. The second-floor features three spacious bedrooms along with a second master suite and laundry. Easy access to Rt 95, Commuter/Amtrak Station & shopping. Pricing will vary depending on the plan & finishes. Choose the 2 story plan or one of the ranch style plans.

Listed by Stephanie Archung of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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165 Arcadia Road Westwood MA 02090

Westwood, MA165 Arcadia Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 72725898

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 5
  • Square Feet 2,328

Welcome Home! Now is the right time to settle down and take advantage of all this spacious Split Level has to offer. Wonderfully maintained home consist of 10 rooms, including five bedrooms, three full bathrooms, hardwood floors throughout and a two car garage. First floor offers Living room with stone fireplace ,an open concept eat-in- Kitchen, Dining Room leading to over sized Family Room. Private backyard with in-ground pool perfect for summertime fun and entertaining. Master Bedroom with master bath and two good size bedrooms. The Finished basement with full bath, two additional bedrooms provides an inviting space for recreation, media center, office or visiting guests.. Short distance to schools, library, post office, restaurant, bank, shopping center and major highway. This is a great opportunity

Listed by Lisa Musto Yebba of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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364 Gay Street Westwood MA 02090

Westwood, MA364 Gay Street

Price$1,299,000

Est. Mortgage: $/month

MLS Number 72725572

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4
  • Square Feet 2,513

Situated on a beautiful stretch of Gay Street among gracious estate homes, this wonderfully renovated bungalow offers expansive single-story living on a large, level landscaped lot. An open floor plan offers marvelous detail and design throughout. There are built-ins, hardwood floors, and lots of windows to allow the light in. The spacious living room/family room with fireplace opens on a patio and overlooks wide, private lawns. The stunning new kitchen will be a favorite gathering place. It features quartz countertops, custom cabinets, a large center island, a decorative wood ceiling, a porcelain farmhouse sink, stainless steel double-wall ovens, stainless steel gas range and hood, a pot filler and a wine chiller. The spacious master suite has two walk-in closets and a great master bath. This 4 bedroom 3 bath residence is close to Lowell Woods, fine public and private schools, Legacy Place, the train, and Rte. 95/128. It is the place you will want to come home to!

Listed by John Boyle of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.