Keating Brokerage company logo
JOIN or LOG IN 's Account

Log in to see your saved listings or edit your searches:

No account? Sign up now to save searches, listings, and get tailored listing notifications. It’s free, opt-out anytime.

Find Your New Home

Sign Up Today!

Get fresh listings via email, save your favorite listings, match with similar properties, and unlock additional property info.

Create Your Account

Do not fill in this field:

Already have an account? Log in

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

18 Longmeadow Drive Westwood MA 02090

Westwood, MA18 Longmeadow Drive

Price$6,500,000

Est. Mortgage: $/month

MLS Number 72692028

  • Single Family Detached
  • Village Stevens Farm
  • Bathroom 13
  • Rooms 24
  • Bedrooms 8

Spectacular Private Retreat, minutes from Boston! Elegant Patrick Ahearn designed home in prestigious Stevens Farm of Westwood, perfect for entertaining large groups or intimate gatherings. Gated Entry onto 3.48 acres of beautifully manicured grounds. The manor house boasts high ceilings throughout emphasized with a double-height entry foyer with French doors to a 70' terrace. The grand living and dining room compliment the newly renovated white kitchen adjacent to a family room, casual dining area and terrace beyond. A handsome office includes a lounge with an extensive wet bar. This stately manor consists of 8+ bedrooms, all en-suite baths, the jewel being the Master, complete with his and her bathrooms and a 20'x25' walk-in closet. 2 guest suites have separate entrances. Lower level has gym, sauna, steam room, changing rooms, playroom, tiered theater, wine cellar and billiard room. Glorious pool with cabana, putting green, amidst the mature trees and lush vegetation. Close to 95.

Listed by Tracy Campion and Rikki Conley of Campion & Company Fine Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

101 High Street Westwood MA 02090

Westwood, MA101 High Street

Price$4,750,000

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: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

288 Summer Street Westwood MA 02090

Westwood, MA288 Summer Street

Price$3,299,000

Est. Mortgage: $/month

Open House

MLS Number 72633953

  • Single Family Detached
  • Next Open House: Sun 09/20 12:30 pm. to 2:00 pm.
  • Bathroom 6
  • Rooms 14
  • Bedrooms 5

JUST COMPLETED! 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

328 Clapboardtree Street Westwood MA 02090

Westwood, MA328 Clapboardtree Street

Price$2,750,000

Est. Mortgage: $/month

MLS Number 72389353

  • Single Family Detached
  • Bathroom 5
  • Rooms 14
  • Bedrooms 6
  • Square Feet 7,485

Cedar Crest, a very private enclave in the heart of Westwood, is a perfect work-from-home environment. This beautifully restored, updated, manor house is set amid 6+ spectacular acres of gardens, rolling lawns and wooded groves. The home's signature, a grand foyer, opens on elegant dining and living rooms. The stunning columned veranda overlooking the walled garden is breathtaking. There is a family room with fireplace, a welcoming breakfast room and striking gourmet kitchen. Upstairs are six spacious bedrooms, including a master suite with a generous walk-in closet/dressing room. A new wing offers multiple options for an in-home office. The third floor has a bedroom, a full bath, and a game room. Perfect for the buyer who wants an estate setting with the advantages of access to excellent public and private schools, great commuting options, and excellent local shopping and restaurants.

Listed by John Boyle of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4 Fox Meadow Drive Westwood MA 02090

Westwood, MA4 Fox Meadow Drive

Price$2,695,000

Est. Mortgage: $/month

MLS Number 72621379

  • Single Family Detached
  • Bathroom 8
  • Rooms 15
  • Bedrooms 6
  • Square Feet 7,369

Unique, custom home in Westwood's finest neighborhood! Attention to detail throughout, timeless design & decor.Large rooms, high ceilings, oversized doors, beautiful hardwoods plus custom tile. 7 Bedrooms, 6 full baths, 2 half baths including 2 bedroom guest or in-law suite with all the amenities. 2 master suites, one on the 1st floor & one on the 2nd floor both with custom baths, & walk-in closets. Thoughtfully designed kitchen/ family room with stone counters, state of the art appliances, gas fireplace plus access to the terrace with gas fire pit, gas grill & hot tub. Beautiful living & dining rooms, great space for entertaining. Pantry, two laundry rooms, (1st floor (w/dog wash tub) and 2nd floor) 3D home theater with custom seating, billiard room, home gym, large family room, plus 1300 bottle wine room in lower level. Close to shopping, schools & 5 minutes from route 95 for easy access to Boston, Prov. & NYC. as well as abutting over 200 acres of Conservation parkland with trails.

Listed by Robert Keogh of Hope McDermott Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

10 Fox Meadow Drive Westwood MA 02090

Westwood, MA10 Fox Meadow Drive

Price$2,595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72723237

  • Single Family Detached
  • Village Fox Meadow
  • Bathroom 7
  • Rooms 11
  • Bedrooms 6

Welcome to "Fox Meadow", one of Greater Boston's most prestigious neighborhoods located in the estate area of Westwood. Designed by luminary architect, Jan Gleysteen, this impressive 8200± SF Colonial was executed as the model home for Fox Meadow by Gilbane Development Co. to showcase the firm's extraordinary craftsmanship & attention to detail. The first floor with outstanding architectural detail features a dramatic entry hall, banquet size dining room, living room, office with custom built-in's, spacious step-down family room, custom kitchen with mahogany center island & signature octagonal breakfast room. The spacious second floor includes a luxurious master bedroom with walk-in closet & radiant heat bath. Third floor with 6th bedroom, recreation room & bath. Walk-out lower level with gym, bath & home theatre room. Private 1.19 acre lot, bluestone terrace, front entry courtyard. Easy access to Westwood Center, Deerfield School, Lowell Woods walking trails, Rt. 109 & I-95.

Listed by Tom Aaron of Coldwell Banker Realty - Wellesley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

183 High Street Westwood MA 02090

Westwood, MA183 High Street

Price$2,499,900

Est. Mortgage: $/month

MLS Number 72665721

  • Single Family Detached
  • Bathroom 6
  • Rooms 16
  • Bedrooms 6
  • Square Feet 6,000

NEW HOME TO BE BUILT. Opportunity to build single family home on two-and-a-half acre parcel in private Westwood location abutting 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: 2.87% last updated on Sep 17, 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

10 Stonemeadow Drive Westwood MA 02090

Westwood, MA10 Stonemeadow Drive

Price$2,498,000

Est. Mortgage: $/month

MLS Number 72669569

  • Single Family Detached
  • Village Stevens Farm
  • Bathroom 8
  • Rooms 14
  • Bedrooms 5

“ONE OF A KIND” Estate at Stevens Farm offers Resort Style Living! Elegantly Designed & Recently Updated this home features the Finest Craftsmanship, Materials and Architectural Flair throughout. Looking for THE PERFECT HOME to Enjoy with Family & Friends! Starting with the exquisite outdoor oasis! Includes a heated PebbleTec Pool & Hot Tub, Stunning Outdoor Kitchen, Firepit with TV seating area & Gazebo. You will continue to be Amazed as you Step inside to find ALL the Bells & Whistles! Gorgeous Updated Gourmet Kitchen & Butler's Pantry with luxury appliances, Grand Family Rm w/Walls of Glass, Home Office & Living & Dining Rms plus 2nd Entrance Mudroom & 4 Car Garage. In search of a Peaceful Getaway? Head to the Master Suite Retreat with Fireplace, Luxurious Bath, Dual closets & Turret Sitting Rm. Four King Sized Bedrooms all EnSuite & Laundry. LL features Game, Media Rms & Gym PLUS Hot Tub, Sauna & Full Bath. Privacy & Premier Location! Click Blue V for Virtual & 3D Tours!

Listed by The Kouri Team, Leeanora Kouri and Paul Kouri of Keller Williams Realty Boston South West

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

30 Hedgerow Lane Westwood MA 02090

Westwood, MA30 Hedgerow Lane

Price$2,350,000

Est. Mortgage: $/month

Open House

MLS Number 72673322

  • Single Family Detached
  • Next Open House: Sun 09/20 12:00 pm. to 1:30 pm.
  • Village Westwood Estates
  • Bathroom 6
  • Rooms 9

Ready to move in-Enjoy this 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, the home boasts all of the desired features one is looking for in this price range. Curved staircase in foyer, Front office, Formal dining room, Expansive chefs kitchen with oversize Subzero and Wolf appliances, Large island perfect for gatherings and breakfast area. The fireplace family room with wetbar and stone wall leads to private back yard and deck offering views of BlueHills. There is also a guest suite or additional office. Large windows, Energy efficient, Smartwired, Control 4, Irrigation, and maintenance free exteriors. The second floor offers 4 spacious ensuite bedrooms and laundry. Exquisite master suite has double sided fireplace, sitting room, large walk in custom closets, and luxurious bath. The full basement is perfect for home gym, game, media room and bath. Ideal commuters location

Listed by Elena Price of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Lot 2 Fox Hill Street Westwood MA 02090

Westwood, MALot 2 Fox Hill Street

Price$2,298,000

Est. Mortgage: $/month

MLS Number 72695063

  • Single Family Detached
  • Bathroom 6
  • Rooms 11
  • Bedrooms 5
  • Square Feet 5,500

Set back off of one of Westwoods most desired locations. Level wooded lot is ready to build beautifully crafted home by well known builder. This shingle style home with classic details and contemporary style offers 10ft ceilings on first floor, wide oak hardwoods throughout, Custom cabinetry kitchen with Subzero, Wolf appliances, island and breakfast room, formal dining room w/ butler's pantry, living room w/ coffered ceiling & fireplace. The mudroom offers plenty of storage. The second floor level consists of an exceptional master suite including a luxurious master bath. There are 4 additional en-suite bedrooms, 2nd floor laundry. Exceptional millwork & beautifully crafted architectural details. Close to town center and major routes, multiple commuter train options.

Listed by Elena Price of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.