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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

151 Grove Street Westwood MA 02090

Westwood, MA151 Grove Street

Price$15,500,000

Est. Mortgage: $/month

MLS Number 72950372

  • Single Family Detached
  • Bathroom 12
  • Rooms 20
  • Bedrooms 15
  • Square Feet 14,000

Welcome to Acorn Hill. This private gem is hidden right off of RT. 95. 27+ acres and one of the finest Estate properties in New England. Designed for family and friends, this "homey pastoral estate" provides comfortable spaces in the main house, in-law house, guest house, and caretaker house.Main house offers sunny foyer, his/her home offices, large living room, dining room with fireplace, cooks kitchen with fireplace and eat-in area, dog room and two pantry's. Adirondack room as it is called, is a slice of Vermont with a bar and outdoor fire pit.Second level offers Master suite includes Boudoir, his/her walk-in closets, large master bath with fireplace and roof deck access. Eight additional bedrooms, and third floor recreational space are offered.Enclosed breezeway to the separate in-law house is convenient and essential for live in family, it has three bedrooms, baths and more.Caretaker house, Barn (4 stall), tennis court/pool. This property is extremely private MUST be experienced.

Listed by Wendy Fox of Compass

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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 Summer Street Westwood MA 02090

Westwood, MA300 Summer Street

Price$15,000,000

Est. Mortgage: $/month

MLS Number 72953013

  • Single Family Detached
  • Bathroom 9
  • Rooms 21
  • Bedrooms 6
  • Acreage 35.96

This spectacular Rich Levey-designed contemporary is perfectly set at the end of a long winding drive on 35.95 secluded acres. It offers 10,000 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 outdoors to in. Thoughtfully conceived, with interior design by Meichi Peng, the house includes soaring Venetian plaster walls, porcelain tile floors with radiant heat, a stunning kitchen, a beautiful primary suite, plus 5 ensuite bedrooms including a connected 2-bedroom guest house. There is also a glass-enclosed wine cellar, a home theater, and gym. A workshop and studio space can be found in the 2,800 sq ft barn across the large circular driveway from the main house. This private estate offers an ideal work-from-home environment close to Boston and less than 5 minutes to Rte.128/95.

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

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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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: 5.25% last updated on May 19, 2022
* 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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18 Longmeadow Drive Westwood MA 02090

Westwood, MA18 Longmeadow Drive

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72936872

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

Exceptional Private Retreat, Newly REFRESHED! 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 extensive wet bar. This stately manor consists of 8+ bedrooms, all en-suite baths, the jewel being the primary bedroom, complete with two separate bathrooms and 20'x25' walk-in closet. Two 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 and putting green. Close to 128/95. Highly rated public & private schools

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

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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$3,600,000

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 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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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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493 Sandy Valley Road Westwood MA 02090

Westwood, MA493 Sandy Valley Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72959849

  • Single Family Attached
  • Bedrooms 5
  • Rooms 14
  • Bathroom 6
  • Lot Description Level

NEW ENGLAND AT ITS FINEST -You will always appreciate the convenience of the location and natural beauty of this mature property and stately home. Custom built and extensively renovated. Five bedrooms and five and one half baths set on nearly two acres. Four levels of living, four fireplaces, two staircases, swimming pool, and cabana. First floor king bedroom suite with full bath. Inviting entry, library/office, kitchen, wet bar, front-to-back living/dining room, family room and a great room with a gas fireplace and two TVs. Second floor has laundry room and four large bedrooms and a primary suite with luxurious bath, two walk-in-closets, dressing area and additional laundry. Finished third floor and finished basement have many options. Plenty of parking and a three-car garage. Set back off town designated "Scenic Sandy Valley Road". Pride of ownership in a private and coveted location with proximity to all.

Listed by Cheryle Young of Today Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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375 Nahatan Westwood MA 02090

Westwood, MA375 Nahatan

Price$2,849,900

Est. Mortgage: $/month

MLS Number 72912253

  • Single Family Detached
  • Rooms 15
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 5,819

New home under construction in stately Westwood location.

Listed by Michael Musto of RE/MAX Distinct Advantage

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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594 Clapboardtree Street Westwood MA 02090

Westwood, MA594 Clapboardtree Street

Price$2,799,000

Est. Mortgage: $/month

MLS Number 72971734

  • Single Family Detached
  • Bathroom 7
  • Rooms 13
  • Bedrooms 5
  • Acreage 2

Magnificent home (built in 2016) set far back on a secluded two acre lot. A picture perfect setting with every amenity. The main entertaining level features a grand living room, a gourmet kitchen with wet bar that leads to a formal dining room with adjoining butler's pantry. Also included on the 1st floor: a separate office space, a side entrance with mud room, a family room and two 1/2 baths. The 2nd floor includes FIVE bedrooms, laundry room, 10+ custom closets and 4 full baths with heated tile floors.The finished 3rd floor offers a large playroom, full bath and an exercise room/additional bedroom. Additional features include 3 car heated garage, heated bathroom towel racks, surround sound, and 2nd staircase. Walk outside to your dream backyard. Full fenced multi-use sports court. A bocce ball court, 2 sitting areas, 2 outdoor televisions, gas fire pit, and outdoor lighting complete this amazing professionally landscaped space. Great location near major highways and private schools.

Listed by Tempel Realty Group and Caitlin Walsh of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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82 Thatcher Street Westwood MA 02090

Westwood, MA82 Thatcher Street

Price$2,495,000

Est. Mortgage: $/month

MLS Number 72956269

  • Single Family Detached
  • Bathroom 5
  • Bedrooms 5
  • Rooms 14
  • Square Feet 6,499

Classic New England brickfront colonial. Set back on one of the areas most bucolic streets surrounded by acres of land offering privacy yet in the most convenient of locations. Sited on its own 3.63 acres with 3 floors of living space this home offers grand living at its finest. Enter through the front foyer with curved staircase. Retreat into the mahogany library/office with wet bar and built-ins. Formal spaces include the front to back fireplaced living room and generously sized dining room. The expansive kitchen with new appliances hosts an island, buffet area and breakfast area. Enjoy the bright sunroom, or sit back in the rustic family room with stone fireplace, entertain in the relaxing sun porch. Second floor is host to the primary suite and four additional bedrooms with back staircase to the au-pair or in-law. Full finished lower level is an open canvas with even more living space. Custom built with no expense spared awaits someone to remake it one of the finest homes.

Listed by Elena Price of Coldwell Banker Realty - Westwood

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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1505 High Street Westwood MA 02090

Westwood, MA1505 High Street

Price$1,950,000

Est. Mortgage: $/month

MLS Number 72984074

  • Single Family Detached
  • Bathroom 4
  • Bedrooms 4
  • Rooms 10
  • Acreage 0.92

Warm & luxurious defines this stunning new property! Featuring the finest custom craftsmanship w/professionally designed ultra-high finishes throughout. Main entertaining level features a chic modern living room, magnificent 2-story great room w/gorgeous gas fireplace and 16' glass sliders. Enjoy the exquisite gourmet kitchen, formal dining room w/adjoining butler's pantry w/spacious shaker cabinets. Relish in a “Chef's Dream” kitchen offering the highest quality Dekton countertops, Miele appliances, double ovens, 6 burner stove & an AMAZING DOUBLE center islands! Relax on the oversized high quality Trex deck w/pergola! The 2nd floor has an incredible primary suite w/oversized walk-in closet, private custom designed bath w/double vanity, LED mirror, oversized glass shower & soaking tub. There are 3 additional bedrooms, 2 full baths & laundry on this level. Beautifully finished 3rd floor is a fabulous BONUS and can be used as an office, media room or kids' heaven! Come see this beauty.

Listed by Panepinto Realty Group and Lisa Tracey of RE/MAX Distinct Advantage

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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18 Hedgerow Lane Westwood MA 02090

Westwood, MA18 Hedgerow Lane

Price$1,700,000

Est. Mortgage: $/month

MLS Number 72974063

  • Single Family Detached
  • Bathroom 6
  • Bedrooms 8
  • Rooms 18
  • Acreage 3.88

A piece of yesteryear to behold in the heart of Westwood. Designed and built by The Codman Family at the turn of the century on Purgatory Hill. There are parts of the home that are even older(early 1800's) ~ A Grande Dame when first built that entertained Massachusetts and America's finest. Check out the possibilities! A diamond in the rough! Renovate or build new on this almost 4 acre parcel. Full of charming features -stately columns in the expansive hallway with beautifully crafted staircase - elegant dining room with fireplace- formal living room with elaborate moldings and wonderful hardwood floors. So much detail, moldings, built-ins, 6 fireplaces, accessory apartment. This is a wonderful opportunity for the right buyer - renovate to bring this home to it's spectacular grandeur or build the home of your dreams!Accompanied showings only! Sunday May 1st 2-4pm -by appointment only!

Listed by Mary Henderson of Coldwell Banker Realty - Dedham

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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18 Hedgerow Lane Westwood MA 02090

Westwood, MA18 Hedgerow Lane

Price$1,700,000

Est. Mortgage: $/month

MLS Number 72975272

  • Land Residential
  • MLS Status Active
  • Acreage 3.88

Large house on the land. Buyer - do your due diligence-check with building and zoning as to what they will allow. Almost 4 acresGreat lot for a homes in excess of 7000 sq ft. Beautiful neighborhood- easy access to Rte 128 and 128 Train station.This is worth checking out. Unigue parcel in Westwood. A rare find!

Listed by Mary Henderson of Coldwell Banker Realty - Dedham

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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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.