Vintage homes for sale & real estate in Dorchester, MA

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NEW 21 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Dorchester, MA:
This massive single-family home offers an unbeatable location right in the center of Peabody Square, just steps from Ashmont T Station. Enjoy the convenience of neighborhood favorites, with a popular restaurant just a few doors down and a sought-after reformer Pilates studio within a short walk. The first floor welcomes you with an inviting foyer, a sun-drenched front living room, and a lovely dining room featuring a fireplace. A library leads to the kitchen, which also offers access to a convenient rear staircase. The second floor features three generously sized bedrooms, along with a smaller front room ideal for additional storage, a home office, or a cozy study. Continue to the third flo

$775,000

4 beds2.5 baths3,641 sq ft

537 Talbot Ave, Dorchester, MA 02124

Inviting foyer • Lovely dining room • Library

EARLY ACCESSCOMPASS COMING SOON

$585,000

2 beds1 bath1,139 sq ft

36 St Gregory St #36, Boston, MA 02124

Built 1905

EARLY ACCESSCOMPASS COMING SOON

$800,000

3 beds2 baths1,992 sq ft

38 St Gregory St #38, Boston, MA 02124

Built 1905

FLOOR PLAN

$615,000

4 beds2.5 baths2,012 sq ft

75 Shepton, Dorchester, MA 02124

3,276 sq ft lot • 3 parking spots • Built 1920

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Dorchester, MA:
Welcome to 5 Ware Street, a beautifully renovated two-family property in Dorchester's vibrant Upham's Corner neighborhood, offering six bedrooms, five full bathrooms, and an exceptional combination of thoughtful design, modern functionality, and investment flexibility. The first-floor residence features two bedrooms and two full bathrooms, complemented by carefully curated designer finishes, custom tilework, hardwood flooring, ceilings exceeding nine feet, and oversized windows that fill the home with natural light. In-unit laundry, a private paver patio, and basement expansion potential provide added convenience and future possibilities, subject to necessary approvals. The expansive upper

$1,399,000

6 beds5 baths3,279 sq ft

5 Ware St, Dorchester, MA 02125

Private deck • In-unit laundry • Private paver patio

Property at 138 Centre St #6, Dorchester, MA 02124, 2 beds, 1 bath

$425,000

2 beds1 bath590 sq ft

138 Centre St #6, Dorchester, MA 02124

Property at 8 Atherstone St, Dorchester, MA 02124, 4 beds, 2.5 baths

$975,000

4 beds2.5 baths2,937 sq ft

8 Atherstone St, Dorchester, MA 02124

Property at 11 Gaylord St #2, Dorchester, MA 02124, 3 beds, 1 bath

$429,500

3 beds1 bath1,478 sq ft

11 Gaylord St #2, Dorchester, MA 02124

Property at 26 Elder St Unit 2A, Boston, MA 02125, 3 beds, 1 bath

$438,000

3 beds1 bath792 sq ft

26 Elder St Unit 2A, Boston, MA 02125

Property at 36-38 St Gregory St, Boston, MA 02125, 5 beds, 3 baths

$1,350,000

5 beds3 baths3,239 sq ft

36-38 St Gregory St, Boston, MA 02125

Property at 89 Mora St #3, Boston, MA 02122, 2 beds, 1 bath

$399,000

2 beds1 bath800 sq ft

89 Mora St #3, Boston, MA 02122

Property at 9-11 Newhall Pl, Dorchester, MA 02122, 8 beds, 5 baths

$1,049,000

8 beds5 baths3,420 sq ft

9-11 Newhall Pl, Dorchester, MA 02122

Property at 42 Florida St, Dorchester, MA 02124, 10 beds, 4 baths

$1,999,999

10 beds4 baths4,032 sq ft

42 Florida St, Dorchester, MA 02124

Property at 106-108 Millet St, Dorchester, MA 02124, 9 beds, 3 baths

$1,450,000

9 beds3 baths3,132 sq ft

106-108 Millet St, Dorchester, MA 02124

Property at 15 Nonquit St, Dorchester, MA 02125, 4 beds, 1.5 baths

$450,000

4 beds1.5 baths1,662 sq ft

15 Nonquit St, Dorchester, MA 02125

Property at 12 Ely Rd, Dorchester, MA 02124, 3 beds, 1 bath

$899,900

3 beds1 bath1,773 sq ft

12 Ely Rd, Dorchester, MA 02124

Property at 34 Rosedale St, Dorchester, MA 02124, 7 beds, 2 baths

$579,000

7 beds2 baths3,500 sq ft

34 Rosedale St, Dorchester, MA 02124

Property at 22 Welles Ave, Dorchester, MA 02124, 7 beds, 2.5 baths

$1,249,000

7 beds2.5 baths3,960 sq ft

22 Welles Ave, Dorchester, MA 02124

Property at 18 Denny, Dorchester, MA 02125, 2 beds, 2 baths

$1,075,000

2 beds2 baths1,417 sq ft

18 Denny, Dorchester, MA 02125

Property at 5 Everett St, Dorchester, MA 02122, 4 beds, 2 baths

$899,000

4 beds2 baths1,616 sq ft

5 Everett St, Dorchester, MA 02122

Property at 3 Old Morton St, Mattapan, MA 02126, 3 beds, 2 baths

$629,000

3 beds2 baths1,076 sq ft

3 Old Morton St, Mattapan, MA 02126

Property at 66 Pleasant St, Dorchester, MA 02125, 9 beds, 2 baths

$1,100,000

9 beds2 baths3,204 sq ft

66 Pleasant St, Dorchester, MA 02125

Property at 26 Spring Garden St, Dorchester, MA 02125, 2 beds, 1 bath

$649,000

2 beds1 bath825 sq ft

26 Spring Garden St, Dorchester, MA 02125

Property at 12-14 Hooper St, Dorchester, MA 02124, 7 beds, 3 baths

$1,299,000

7 beds3 baths4,034 sq ft

12-14 Hooper St, Dorchester, MA 02124

Property at 53 Minot St #3, Dorchester, MA 02122, 2 beds, 1 bath

$489,000

2 beds1 bath876 sq ft

53 Minot St #3, Dorchester, MA 02122

Property at 39-41 Millet St, Boston, MA 02124, 6 beds, 3 baths

$939,500

6 beds3 baths3,726 sq ft

39-41 Millet St, Boston, MA 02124

Property at 298 Ashmont St Unit C, Dorchester, MA 02124, 1 bath

$275,000

Studio1 bath262 sq ft

298 Ashmont St Unit C, Dorchester, MA 02124

Property at 10 Samoset St, Dorchester, MA 02124, 4 beds, 2 baths

$990,000

4 beds2 baths3,402 sq ft

10 Samoset St, Dorchester, MA 02124

Property at 185 Savin Hill Ave #2, Dorchester, MA 02125, 3 beds, 1 bath

$569,000

3 beds1 bath1,018 sq ft

185 Savin Hill Ave #2, Dorchester, MA 02125

Property at 28 Juliette St #3, Boston, MA 02122, 3 beds, 1 bath

$499,000

3 beds1 bath1,000 sq ft

28 Juliette St #3, Boston, MA 02122

Property at 19 Richmond St, Dorchester, MA 02124, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths1,844 sq ft

19 Richmond St, Dorchester, MA 02124

Property at 20 Rill St, Dorchester, MA 02125, 6 beds, 4 baths

$1,200,000

6 beds4 baths2,634 sq ft

20 Rill St, Dorchester, MA 02125

Property at 199 E Cottage St #1, Dorchester, MA 02125, 3 beds, 2 baths

$549,000

3 beds2 baths1,343 sq ft

199 E Cottage St #1, Dorchester, MA 02125

Property at 101 Ashmont St, Dorchester, MA 02124, 6 beds, 2.5 baths

$949,900

6 beds2.5 baths2,805 sq ft

101 Ashmont St, Dorchester, MA 02124

Property at 38-40 Franconia St, Dorchester, MA 02122, 4 beds, 2 baths

$1,200,000

4 beds2 baths2,896 sq ft

38-40 Franconia St, Dorchester, MA 02122

Property at 9 Lithgow St #1, Dorchester, MA 02124, 2 beds, 2 baths

$510,000

2 beds2 baths951 sq ft

9 Lithgow St #1, Dorchester, MA 02124

Property at 19 Trull St, Dorchester, MA 02125, 4 beds, 2.5 baths

$859,900

4 beds2.5 baths2,373 sq ft

19 Trull St, Dorchester, MA 02125

Property at 121 E Cottage St Unit U-4, Dorchester, MA 02125, 2 beds, 1 bath

$534,900

2 beds1 bath933 sq ft

121 E Cottage St Unit U-4, Dorchester, MA 02125

Property at 838 Dorchester Ave #2, Dorchester, MA 02125, 2 beds, 2 baths

$699,000

2 beds2 baths1,213 sq ft

838 Dorchester Ave #2, Dorchester, MA 02125

Property at 74 Leonard St, Dorchester, MA 02122, 3 beds, 1.5 baths

$699,900

3 beds1.5 baths1,244 sq ft

74 Leonard St, Dorchester, MA 02122

Property at 161 Westville St, Dorchester, MA 02122, 7 beds, 3 baths

$1,190,000

7 beds3 baths2,670 sq ft

161 Westville St, Dorchester, MA 02122

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Vintage Homes for Sale in Dorchester

There are currently 162 vintage homes for sale in Dorchester at a median listing price of $765K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dorchester stay on the market for 51 days and receive 1 offers. Popular neighborhoods include South End, Jamaica Plain, Roslindale, Back Bay, and West Roxbury. This map is refreshed with the newest listings in Dorchester every 15 minutes.

In the past month, 41 homes have been sold in Dorchester. In addition to houses in Dorchester, there were also 148 condos, 16 townhouses, and 66 multi-family units for sale in Dorchester last month. Find your dream home in Dorchester 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 Dorchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dorchester. If you're looking to sell your home in the Dorchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dorchester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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