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

7 homes

Sort:

Recommended

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, MA
Looking for NEW CONSTRUCTION in a true neighborhood setting? Look no further and welcome to your dream home! Designed with the modern family in mind, this 2025 to the studs renovation & 2nd story addition, in highly desirable Greenlodge neighborhood, is a rare find! High ceilings and an open floor plan greet you to the main level. A dedicated mudroom makes for a seamless transition into the living room w/ fireplace and to the entertainer's delight a chef's kitchen equipped with large island, SS appliances, pot filler, sleek quartz countertops and backsplash! 1st floor bedroom & full bath are perfect for guests! Dedicated office and main level family room with sliders to a large

$1,575,000

5 beds3 baths3,200 sq ft

29 S Gate St, Dedham, MA 02026

Open floor plan • Dedicated mudroom • New construction

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, 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

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, 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

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, MA
Back on market with a refreshed kitchen featuring new flooring, fresh paint, added cabinetry, and new lighting! Built in 1801, The Clarke House is a beautifully preserved antique home in Dedham’s Historic Precinct 1. The property blends period charm—wide plank floors, eight fireplaces, and classic millwork—with modern updates. Sun-filled living and dining rooms offer inviting spaces for entertaining, while the family room and sunroom provide relaxed everyday comfort. The renovated kitchen includes professional stainless-steel appliances and opens to a private courtyard. Five spacious bedrooms, three and a half baths, a finished basement, and two private office spaces offer

$1,630,000

5 beds3.5 baths3,906 sq ft

46 Church St, Dedham, MA 02026

Historic precinct • Renovated kitchen • Eight fireplaces

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, MA
Precinct One location offering plenty of living space on three floors. Perfect for multi generational living the flexible floor plan with unique design embodies all types of living scenarios. From the large studio with its own entry way, to the indoor pool for exercise enthusiasts that opens to the private outdoors and can be used all year long. The newer kitchen has a large walk in pantry, breakfast room encased in windows, dining room, and sitting room with wet bar and fireplace. There is a custom built cherry library with builtins, family room, guest suite, laundry room, mudroom and oversized three car garage. Second floor hosts the new primary suite with double walkins and luxurious bat

$2,195,000

5 beds5.5 baths9,896 sq ft

85 Schoolmaster Ln, Dedham, MA 02026

New kitchen • Wet bar • Cherry library

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

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, 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

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, MA
Welcome to 28 Dow Rd, a thoughtfully expanded home nestled on a dead-end street in one of West Roxbury’s most coveted neighborhoods. This home offers 2,500+ sqft of living space, on a generous 10,000+ sqft lot, w/ versatile layout ideal for multi-generational living. The main level feat. a bright, open layout w/ generous living & dining areas, a large updated kitchen w/ new oversized island, & half bath. Upstairs, 3 comfortable BDRMS, an updated full bath w/ double vanity, a walk-in closet in the primary BDRM, & plenty of storage. An in-law suite added in 2012, w/ private entrance provides a retreat for grandparents, nanny or out of town guests. Complete w/ its own kit

$1,100,000

5 beds2.5 baths2,532 sq ft

28 Dow Rd, West Roxbury, MA 02132

In-law suite • Versatile layout • Expanded home

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, MA
Looking for a strong investment? Welcome to Hemman Street - a rare opportunity in Roslindale. Currently operating at a mid–6% cap rate, this partially updated 3-family features modern, condo-quality finishes in Units 1 and 2, while Unit 3, though unrenovated, is leased at a strong rental rate through 8/31/2026. Units 1 and 2 offer updated kitchens and baths, hardwood floors, private outdoor space, and in-unit conveniences that appeal to today’s renters. Unit 3 provides excellent long-term value with its high existing income stream. Situated on a residential street minutes from Roslindale Village, the commuter rail, shops, and dining, this property delivers strong cash flow, turn

$1,125,000

5 beds3 baths2,318 sq ft

5 7 Hemman St, Roslindale, MA 02131

Fully renovated • In-unit conveniences • Updated kitchens

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Dedham, 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 Dedham, 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 Dedham, MA
2 family home in West Roxbury’s desirable Bellevue Hill. Spacious living spaces w/ a flexible layout perfect for owner-occupants or investors. 1st floor unit features a large bedroom, eat in kitchen, dining room & sunlit living area. Room to make it a 2 bedroom. The second unit has 2 floors of living including 4 generous bedrooms, sunny office, 2 full baths, eat in kitchen & outdoor deck. Hardwood floors & charming original details flow throughout. 4 floors of living space includes a lower level offers bonus space w/ high ceilings, full bath, options for a ADU or full apartment w/ direct access to the backyard. Additional highlights include detached 2 car garage &am

$1,350,000

5 beds4 baths2,419 sq ft

145 Lagrange St, West Roxbury, MA 02132

2 family home • Sunlit living area • Flexible layout

Property at 267 Dedham St, Dover, MA 02030, 5 beds, 5.5 baths

$3,450,000

5 beds5.5 baths9,196 sq ft

267 Dedham St, Dover, MA 02030

Property at 39 Westbrook Ln, Westwood, MA 02090, 5 beds, 4.5 baths

$2,850,000

5 beds4.5 baths5,266 sq ft

39 Westbrook Ln, Westwood, MA 02090

Property at 290 East St, Westwood, MA 02090, 5 beds, 1.5 baths

$895,000

5 beds1.5 baths1,419 sq ft

290 East St, Westwood, MA 02090

Property at 55 Metropolitan Ave, Roslindale, MA 02131, 5 beds, 3.5 baths

$995,000

5 beds3.5 baths2,622 sq ft

55 Metropolitan Ave, Roslindale, MA 02131

Property at 71 School St #71, Needham, MA 02492, 5 beds, 4.5 baths

$2,095,000

5 beds4.5 baths4,000 sq ft

71 School St #71, Needham, MA 02492

Property at 35 Garfield Ave, Hyde Park, MA 02136, 5 beds, 3 baths

$945,000

5 beds3 baths2,060 sq ft

35 Garfield Ave, Hyde Park, MA 02136

Property at 183 Temple St, West Roxbury, MA 02132, 5 beds, 3.5 baths

$1,599,900

5 beds3.5 baths2,550 sq ft

183 Temple St, West Roxbury, MA 02132

Property at 5 Kappius Path, Newton Center, MA 02459, 5 beds, 6 baths

$3,099,000

5 beds6 baths4,825 sq ft

5 Kappius Path, Newton Center, MA 02459

Property at 47 Emerson Rd, Needham, MA 02492, 5 beds, 5.5 baths

$2,595,000

5 beds5.5 baths5,554 sq ft

47 Emerson Rd, Needham, MA 02492

Property at 26 Longmeadow Dr, Westwood, MA 02090, 5 beds, 5.5 baths

$7,500,000

5 beds5.5 baths8,033 sq ft

26 Longmeadow Dr, Westwood, MA 02090

Property at 107 Valley Rd, Needham, MA 02492, 5 beds, 6 baths

$2,695,000

5 beds6 baths5,178 sq ft

107 Valley Rd, Needham, MA 02492

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 331-333 Vermont St, West Roxbury, MA 02132, 5 beds, 2 baths

$1,399,000

5 beds2 baths2,136 sq ft

331-333 Vermont St, West Roxbury, MA 02132

Property at 36 Kingswood Rd, Westwood, MA 02090, 5 beds, 4.5 baths

$2,999,000

5 beds4.5 baths4,500 sq ft

36 Kingswood Rd, Westwood, MA 02090

5 Bedroom Homes for Sale in Dedham

There are currently 7 5 bedroom homes in Dedham. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dedham stay on the market for 35 days and receive 1 offers. Popular neighborhoods include Hyde Park, Roslindale, Readville, East Dedham, and West Roxbury. This map is refreshed with the newest listings in Dedham every 15 minutes.

In the past month, 19 homes have been sold in Dedham. In addition to houses in Dedham, there were also 7 condos, 7 townhouses, and 3 multi-family units for sale in Dedham last month. Dedham is a minimally walkable city in Norfolk County with a Walk Score of 43. Dedham is home to approximately 24,872 people. Find your dream home in Dedham 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 Dedham are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dedham. Our Dedham real estate stats and trends will give you more information about home buying and selling trends in Dedham. If you're looking to sell your home in the Dedham area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dedham 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 Dedham, MA

Zip Codes

Neighborhoods

Nearby Cities

Nearby Cities with 5 Bedroom Homes

More to explore in Dedham, MA

Featured
Bedroom

How to buy a house in Dedham, 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.