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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: 2.94% last updated on May 13, 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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329 Fox Hill Street Westwood MA 02090

Westwood, MA329 Fox Hill Street

Price$6,995,000

Est. Mortgage: $/month

MLS Number 72802219

  • Single Family Detached
  • Bathroom 7
  • Rooms 19
  • Bedrooms 6
  • Acreage 6.63

Exquisite architectural details, exceptional design elements & a majestic setting make this signature 2017 estate on nearly 7 acres incredibly unique. Impressive foyer with barrel ceiling & picture window welcomes you into this stunning property cascading with natural light. Elegant dining room with tray ceiling & butlers pantry. Sun filled gourmet chefs kitchen features an oversized island, banquet dining area, walk in pantry & opens to inviting family room with custom built-ins & features doors to patio with outdoor kitchen and sweeping views for full indoor/outdoor living. The well designed floor plan includes media room, first/ second floor master bedrooms with luxurious spa bathrooms, home offices, indoor sport court, exercise room, game room. 4 car garage with ac, pet bath & built-ins is equally impressive. Lush grounds incorporates outdoor sport court & two story barn with golf simulator. Desirable location- approx. 5 min from 95 & Legacy Place & 10 min from University Station!

Listed by Rachel Goldman of MGS Group Real Estate LTD

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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18 Longmeadow Drive Westwood MA 02090

Westwood, MA18 Longmeadow Drive

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72828261

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

Spectacular 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 Master, complete with his & her bathrooms and 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. Major upgrades completed.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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: 2.94% last updated on May 13, 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$5,400,000

Est. Mortgage: $/month

MLS Number 72745015

  • Single Family Detached
  • Bathroom 8
  • Rooms 11
  • Bedrooms 5
  • Acreage 2.7

Spend your summer in this meticulously renovated spectacular home on the Westwood-Dover line. Beyond the gates awaits an indoor/outdoor elegant paradise with attention to every detail. 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 fireplace, sitting room and morning kitchen. The lower entertainment level includes dine-in wine room, full kitchen and bar. This magnificent experience continues with attached year-round pool house with full kitchen and bath, leading to exquisite landscaped grounds with pool, 2 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: 2.94% last updated on May 13, 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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401 Washington Street Westwood MA 02090

Westwood, MA401 Washington Street

Price$2,950,000

Est. Mortgage: $/month

MLS Number 72791211

  • Multi-Family 5-9 Family
  • Total Parking Spaces 14
  • Year Built 1969
  • Bathroom 9
  • Full Bath 9

Brookside Apartments is a 9-unit brick multifamily building on over an acre of land. The property features 9 two bedroom units with recent renovations that include substantial exterior and interior improvements. Brookside Apartments is in close proximity to the Islington Commuter Line, Islington Town Center which is currently undergone a complete redevelopment as well as I-95. Brookside Apartments presents investors with strong in-place income in a high barrier to entry market.

Listed by Kevin Benzinger of Boston Realty Advisors

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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300 Fox Hill Street Westwood MA 02090

Westwood, MA300 Fox Hill Street

Price$2,825,000

Est. Mortgage: $/month

MLS Number 72817515

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

Magnificent turn of the century 7BR 10 BA French Manor on 3.1 lush landscaped acres offering amazing scenic views of the Blue Hills and the downtown Boston skyline only 25 minutes to Boston!. Privately set on iconic Fox Hill Street, this exceptional estate includes a turn of the century stone courtyard, a 4 bay Carriage House with two apartments above, a detached indoor lap pool and charming frog pond. Conveniently located near major routes and the Route 128 train station. Don't miss this incredible opportunity!

Listed by Mary Crane of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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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
  • Acreage 2.59

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: 2.94% last updated on May 13, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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16 Manor Lane Westwood MA 02090

Westwood, MA16 Manor Lane

Price$1,995,000

Est. Mortgage: $/month

MLS Number 72830404

  • Single Family Detached
  • Bathroom 5
  • Rooms 11
  • Bedrooms 5
  • Acreage 2.01

Welcome to 16 Manor Lane, located on a quiet cul-de-sac in one of the most coveted locations in town! This custom-built home boasts an open and bright floor plan, featuring a stunning two-story family room with a stone fireplace, circular stairway and numerous updates including an additional 2900 sq ft in the basement, new roof and 3 AC's with heat pump feature. The white kitchen with 2 sinks and 2 stovetops has a spacious breakfast area that overlooks a new paver patio. Exceptional formal dining room and living room with fireplace allow elegant entertaining. A primary bedroom retreat with a spacious en suite bath and a study or fifth bedroom complete the first floor. The second story has three generous-sized bedrooms with high ceilings and two full baths plus a walk-in cedar closet. There is also loft space ideal for a second office. Set on two glorious acres enhanced with stone walls, lush landscaping and mature trees. Minutes from I-95/93 and MBTA/Commuter rail lines.

Listed by Amy Caffrey of Pinnacle Residential

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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77 Deerfield Avenue Westwood MA 02090

Westwood, MA77 Deerfield Avenue

Price$1,799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72826498

  • Single Family Detached
  • Bathroom 5
  • Rooms 12
  • Bedrooms 5
  • Acreage 1.07

Modern farmhouse with 5 beds/4.5 baths & office with private entrance is conveniently located in close proximity to downtown Westwood, schools, library, Rt. 95 and Hale Reservation. Offering gracious rooms with soaring ceilings and an open concept first floor, this home will not disappoint with its excellent layout and private setting. A 17kW Solar Panel System was recently installed, greatly reducing energy costs. The chef's kitchen with custom cabinets and walk in pantry opens to a spacious family room and three season porch. Also on the first floor are formal living & dining rooms. The second floor contains four bedrooms including the master suite with dual walk-in closets, a sitting area and five piece bathroom. The third floor is the ultimate flex space with a fifth bedroom, full bath & media room. Private backyard space,brick patio, top school district, and easy commutes make this a home not to missed.

Listed by Margaret T. Coppens of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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: 2.94% last updated on May 13, 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.