5 Bedroom homes for sale & real estate in Westwood, MA

8 homes

Sort:

Recommended

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Located in a well-established area of Westwood, this 0.46 acre plot is a quarter-of-a-mile from Westwood High School and 1.5 miles from I-95. The house itself was originally built in 1927 with a second floor constructed in 1990. The structure includes a total living space of 1,632 sqft but with 3,396 sqft in total making this an ideal location for a buyer looking to build their dream home whether through remodel or tear down. This neighborhood offers that quaint, small town feel and lifestyle with easy access to the city. In a neighborhood where the median plot size is 0.11 acres, this is a unique opportunity to build on nearly half an acre, and still be able to enjoy an exceptionally maint

$975,000

5 beds1.5 baths1,632 sq ft

39 Bayley St, Westwood, MA 02090

1.5 miles from i-95 • 0.46 acre lot • 4 parking spots

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Charming Cape style home ideally situated on a private half-acre lot along East Street in sought-after Islington. A commuter’s dream just minutes to the train, highways, Islington Village, Norfolk Country Club, and Downey Elementary with sidewalks leading to all. This inviting 5-bedroom home offers a flexible floor plan perfect for today’s lifestyle. The main level features a bright living and dining area with hardwood floors, a modern kitchen with stone counters and recessed lighting, and a first-floor bedrooms and/ or home office. Upstairs, find three additional bedrooms and a half bath. The unfinished walk-out lower level and unfinished area on second floor offer excellent ex

$895,000

5 beds1.5 baths1,419 sq ft

290 East St, Westwood, MA 02090

Flexible floor plan • Private yard • First-floor bedrooms

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Set in a popular neighborhood this carefully crafted home offers a contemporary style and beautiful views from the private 3+ acres of land yet boasts a walk to all location. High ceilings, spacious rooms, open floor plan and walls of glass allow natural light to beam throughout. There are three finished floors of living space to accommodate multi generations. Move in ready this home recently went through extensive renovations offering a natural flow for entertaining or just enjoying with family and friends. Expanded kitchen with large island, dining room, family room with vaulted ceiling has access to the back deck. There is a guest room/office, full bath, laundry room, mudroom, heated gar

$2,850,000

5 beds4.5 baths5,266 sq ft

39 Westbrook Ln, Westwood, MA 02090

Private 3 acres • Family room • Dining room

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
This exceptional new construction home offers luxurious living with impeccable design and craftsmanship. Built by one of the area's most respected premier builders and thoughtfully designed by Megan Licameli Design, this 5-bedroom, 4.5-bath residence is nestled on a quiet cul-de-sac just minutes from Westwood Ctr. Step inside to an open-concept layout featuring a chef’s kitchen with Thermador appliances, a striking walnut island, custom cabinetry, and a bar area. The adjoining dining and living areas boast coffered ceilings and a gas fireplace with an elegant Miraggio marble surround. Upstairs, the primary suite offers a serene retreat with a spa-like bath that includes a heated honed

$2,999,000

5 beds4.5 baths4,500 sq ft

36 Kingswood Rd, Westwood, MA 02090

Custom cabinetry • Walnut island • Bar area

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Nestled on over 7.4 acres abutting Hale Reservation, this stunning estate offers 8,000+ square feet of thoughtfully designed living space. Blending elegance with everyday comfort, this five-bedroom, four full bath, and three half-bath home provides rare privacy all within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being part of a highly desirable neighborhood. A grand foyer leads to open, sunlit interiors. The gourmet kitchen with premium appliances flows into a bright family room, while formal living and dining rooms offer refined spaces for entertaining. The primary suite is a true retreat with a spa-like bath, du

$7,500,000

5 beds5.5 baths8,033 sq ft

26 Longmeadow Dr, Westwood, MA 02090

Landscaped grounds • Gourmet kitchen • Premium appliances

Property at 9 Stonegate Dr, Westwood, MA 02090, 5 beds, 7 baths

$3,995,000

5 beds7 baths10,400 sq ft

9 Stonegate Dr, Westwood, MA 02090

Property at 298 Summer St, Westwood, MA 02090, 5 beds, 4.5 baths

$2,725,000

5 beds4.5 baths4,700 sq ft

298 Summer St, Westwood, MA 02090

Property at 243 Weatherbee Dr, Westwood, MA 02090, 5 beds, 4 baths

$2,149,000

5 beds4 baths3,574 sq ft

243 Weatherbee Dr, Westwood, MA 02090

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Impeccable 2022 custom Colonial offering 5,700 sq. ft. of luxurious living on a private half-acre lot in one of Needham’s most desirable neighborhoods. Designed with timeless craftsmanship and modern elegance, this home features stunning millwork, wide-plank hardwoods, and designer lighting throughout. The chef’s kitchen boasts quartz counters, shaker cabinetry, Thermador appliances, wet bar, and grand island opening to a coffered-ceiling family room with gas fireplace and access to a landscaped patio. The serene primary suite includes a spa bath with soaking tub, oversized shower, dual vanities, and walk-in closet with island. Three spacious bedrooms, laundry, and two baths com

$2,599,000

5 beds5.5 baths5,700 sq ft

242 Valley Rd, Needham, MA 02492

Quartz counters • Stunning millwork • Wide-plank hardwoods

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Phenomenal location for commuters! Here is your opportunity to own a legal 2 family in West Roxbury. This multi-unit property offers an updated 2 bedroom, 1 bathroom 1st floor unit, and a comfortable 3 bedroom, 1 bathroom top level unit. Parking for 4 vehicles, a spacious yard, and a T stop within walking distance are just a few of the amenities this property has to offer. Both units are gas heated and currently occupied with tenants. Upstairs 3 Bedroom unit will be delivered vacant. Motivated seller. Do not miss out!

$829,000

5 beds2 baths2,080 sq ft

150 Grove, West Roxbury, MA 02132

Spacious yard • Gas heated • 8,276 sq ft lot

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
A sweeping driveway leads to a stunning private estate, beautifully sited on 3.37 acres of manicured grounds surrounded by conservation land. This exceptional 5 bed, 5.5 bath home offers 9,000+ sq ft of elegant living space designed for both formal entertaining & everyday living. The grand 2-story foyer opens to a gracious living room with elegant stone fireplace & walls of glass overlooking the expansive lawn. A formal dining room, chef’s kitchen with center island & inviting family room with fireplace connect to a screened porch ideal for indoor-outdoor living. A separate wing with its own private entrance, ideal for multi-gen living, features a light-filled solari

$3,450,000

5 beds5.5 baths9,196 sq ft

267 Dedham St, Dover, MA 02030

Grand foyer • Screened porch • Stone fireplace

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Looking for privacy with water views this custom designed Arts and Crafts style offers thoughtful appointments, high ceilings, and rich detail throughout. Precinct One location close to town, shops, commuter trains, highway. Front porch welcomes your guests into the open foyer and a well thought out floor plan perfect for entertaining and enjoying the tranquil setting. First floor offers a front fireplace sitting room, dining room surrounded by windows, family room with french doors that leads to a back deck offering spectacular sunsets and water views. Large island kitchen with top appliances has a separate breakfast area. There is a guest suite or office, full bath, mudroom and powder roo

$2,300,000

5 beds5.5 baths5,728 sq ft

250 Meadowbrook Rd, Dedham, MA 02026

Front porch • Open foyer • Custom designed

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Exceptional, meticulously maintained home located in one of the town’s most sought-after neighborhoods. Elegant open floor plan with abundant natural light, coffered ceilings, and custom built-ins throughout. Main level features a private office, formal dining room, and chef’s kitchen with island, breakfast area, walk-in pantry, and butler’s pantry. Family room with fireplace and custom millwork. Second floor offers generously sized bedrooms, including a luxurious primary suite and spacious laundry room. Third floor boasts a home theater and full bath. Finished lower level includes a stone fireplace, gym, full bath, rec room, and kitchenette. Outdoor living enhanced by a 7

$2,699,000

5 beds4.5 baths5,908 sq ft

175 Schoolmaster Ln, Dedham, MA 02026

Home theater • Private office • Butler's pantry

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Westwood, MA
Exceptional new construction in Needham in highly desirable neighborhood location. Just a short distance to the train, shops, restaurants and town center. Built by a premier local builder, this 5 bedroom, 5.5 bath home offers over 5,500 SF across four finished levels. The first floor features a spacious mudroom off the 2-car garage, stylish powder room, a formal living room with fireplace, and a dining room that opens into the gourmet kitchen and family room with an additional fireplace. The second floor boasts a luxurious primary suite with expansive spa-like bath, spacious shower, walk-in closet, along with three additional bedrooms and laundry. A finished third floor offers a large offic

$2,595,000

5 beds5.5 baths5,554 sq ft

47 Emerson Rd, Needham, MA 02492

Spa-like bath • New construction • Walk-in closet

Property at 53 Heather Ln, Needham, MA 02492, 5 beds, 6 baths

$3,695,000

5 beds6 baths6,300 sq ft

53 Heather Ln, Needham, MA 02492

Property at 49 Powisset St, Dover, MA 02030, 5 beds, 3 baths

$2,149,000

5 beds3 baths3,687 sq ft

49 Powisset St, Dover, MA 02030

Property at 20 Shuttleworth, Dedham, MA 02026, 5 beds, 5 baths

$2,779,900

5 beds5 baths6,046 sq ft

20 Shuttleworth, Dedham, MA 02026

Property at 262 Meadowbrook Rd, Dedham, MA 02026, 5 beds, 6.5 baths

$3,199,900

5 beds6.5 baths6,977 sq ft

262 Meadowbrook Rd, Dedham, MA 02026

Property at 46 Church St, Dedham, MA 02026, 5 beds, 3.5 baths

$1,630,000

5 beds3.5 baths3,906 sq ft

46 Church St, Dedham, MA 02026

Property at 50 Sterling Rd, Needham, MA 02492, 5 beds, 4.5 baths

$2,295,000

5 beds4.5 baths5,500 sq ft

50 Sterling Rd, Needham, MA 02492

Property at 9 Schaffner Ln, Dover, MA 02030, 5 beds, 6.5 baths

$3,490,000

5 beds6.5 baths6,720 sq ft

9 Schaffner Ln, Dover, MA 02030

Property at 10 Pettees Pond Ln, Walpole, MA 02081, 5 beds, 4.5 baths

$2,780,000

5 beds4.5 baths6,424 sq ft

10 Pettees Pond Ln, Walpole, MA 02081

Property at Lot 29 Hartford St, Dover, MA 02030, 5 beds, 4.5 baths

$3,450,000

5 beds4.5 baths7,002 sq ft

Lot 29 Hartford St, Dover, MA 02030

Property at 11 Schaffner Ln, Dover, MA 02030, 5 beds, 5 baths

$2,295,000

5 beds5 baths5,858 sq ft

11 Schaffner Ln, Dover, MA 02030

5 Bedroom Homes for Sale in Westwood

There are currently 8 5 bedroom homes in Westwood. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Westwood stay on the market for 30 days and receive 8 offers. Popular neighborhoods include Dedham Village, East Dedham, Downtown Dedham, Islington, and Norwood Centre. This map is refreshed with the newest listings in Westwood every 15 minutes.

In the past month, 15 homes have been sold in Westwood. In addition to houses in Westwood, there were also 4 condos, 2 townhouses, and 1 multi-family unit for sale in Westwood last month. Find your dream home in Westwood using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Westwood are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Westwood. Our Westwood real estate stats and trends will give you more information about home buying and selling trends in Westwood. If you're looking to sell your home in the Westwood area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Westwood with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Westwood, MA

Nearby Cities

Zip Codes

Neighborhoods

Nearby Cities with 5 Bedroom Homes

More to explore in Westwood, MA

Featured
Bedroom

How to buy a house in Westwood, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.