Vintage homes for sale & real estate in Massachusetts, MA

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ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
LOCATION LOCATION LOCATION! Opportunity awaits in one of the most desirable, sought-after & rarely available streets of Somerville! While this generous 2 family home - 6-bedroom property is ready for cosmetic updates, Spacious rooms and a picturesque setting provide the perfect canvas for renovation and customization. Whether you're a homeowner seeking to build equity or an investor looking for your next project, this property presents a rare opportunity to transform a well located home to a stunning showpiece. The second-floor unit has 4 bedrooms, spacious kitchen and bathroom & the first floor has 2 bedrooms, kitchen and a bathroom, large basement, 2 amazing patios, private p

$1,200,000

6 beds3 baths3,426 sq ft

39 Derby St, Somerville, MA 02145

Easy access to i-93 • 2 amazing patios • Spacious kitchen

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for the day without the rush, and evenings where relaxation is never compromised. The thoughtful design ensures that personal space is always readily available. With four bedrooms, this home provides ample space for rest and rejuvenation. Envision each room becoming a personalized sanctuary, tailored to

$1,999,000

4 beds3 baths2,730 sq ft

5 Pinetree Ln, Vineyard Haven, MA 02568

7,800 sq ft lot • 4 parking spots • Built 1927

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Charming all-brick, three-family investment property in a highly desirable neighborhood. beautifully updated. Each spacious unit features contemporary high-end finishes, newly renovated bathrooms, modern recessed lighting, and stylish tile work throughout. Open layouts maximize natural light and flow, offering comfortable living spaces for tenants or owners. Well-maintained exterior, strong curb appeal, and thoughtful upgrades make this a low-hassle, high-return opportunity. Ideal for investors or owneroccupiers seeking reliable income in a sought-after location schedule a showing today.

$1,350,000

9 beds3 baths4,986 sq ft

22-A Crawford St, Dorchester, MA 02121

High-end finishes • Open layouts • Stylish tile work

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be b

$5,800,000

6 beds7.5 baths5,732 sq ft

31 Lambert's Cove Rd, Vineyard Haven, MA 02568

Detached pool house • Sweeping views • Swimming pool

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Welcome to 60 Marion St, East Boston — a fantastic opportunity to own a single-family home in one of Boston’s most sought-after and rapidly growing neighborhoods. This property offers the perfect blend of city convenience, neighborhood charm, and long-term value. Conveniently located near Maverick Square, Constitution Beach, Bremen Street Park, local restaurants, shopping, and the MBTA Blue Line, providing easy access to Downtown Boston in minutes. Logan International Airport is just a short drive away, making travel incredibly convenient. Enjoy quick access to major highways, waterfront attractions, and all that East Boston has to offer. Whether you’re a first-time home b

$624,999

4 beds1.5 baths1,366 sq ft

60 Marion St, East Boston, MA 02128

Mbta blue line • Constitution beach • Single family home

Property at 23 Jaques St Unit B, Somerville, MA 02145, 4 beds, 3.5 baths

$1,325,000

4 beds3.5 baths2,415 sq ft

23 Jaques St Unit B, Somerville, MA 02145

Property at 12 North Bennet St, Boston, MA 02113, 8 beds, 7 baths

$4,600,000

8 beds7 baths6,690 sq ft

12 North Bennet St, Boston, MA 02113

Property at 403 Division St #12, Fall River, MA 02721, 2 beds, 1 bath

$262,500

2 beds1 bath1,010 sq ft

403 Division St #12, Fall River, MA 02721

Property at 75 E Main St, Orange, MA 01364, 13 beds, 6.5 baths

$1,147,000

13 beds6.5 baths13,589 sq ft

75 E Main St, Orange, MA 01364

Property at 118 F, South Boston, MA 02127, 5 beds, 4 baths

$1,649,000

5 beds4 baths3,228 sq ft

118 F, South Boston, MA 02127

Property at 49 Melcher St Ph 501/503, Boston, MA 02210, 4 beds, 3.5 baths

$4,995,000

4 beds3.5 baths3,446 sq ft

49 Melcher St Ph 501/503, Boston, MA 02210

Property at 134 Commercial St, Provincetown, MA 02657, 2 beds, 3.5 baths

$2,495,000

2 beds3.5 baths1,770 sq ft

134 Commercial St, Provincetown, MA 02657

Property at 160 Sherman Rd, Somerset, MA 02726, 3 beds, 1.5 baths

$565,000

3 beds1.5 baths1,200 sq ft

160 Sherman Rd, Somerset, MA 02726

Property at 12 Foskett St #3, Somerville, MA 02144, 2 beds, 2 baths

$1,195,000

2 beds2 baths1,414 sq ft

12 Foskett St #3, Somerville, MA 02144

Property at 188 Washington St, New Bedford, MA 02740, 3 beds, 2 baths

$439,999

3 beds2 baths1,255 sq ft

188 Washington St, New Bedford, MA 02740

Property at 10-R Barnes St, Wareham, MA 02571, 2 beds, 1 bath

$324,900

2 beds1 bath491 sq ft

10-R Barnes St, Wareham, MA 02571

Property at 94-96 Francis St, Everett, MA 02149, 12 beds, 3 baths

$1,449,900

12 beds3 baths3,708 sq ft

94-96 Francis St, Everett, MA 02149

Property at 689 N Main St, Sheffield, MA 01257, 3 beds, 2 baths

$429,000

3 beds2 baths2,258 sq ft

689 N Main St, Sheffield, MA 01257

Property at 48 Appleton St, Boston, MA 02116, 4 beds, 4 baths

Contact for price

4 beds4 baths3,600 sq ft

48 Appleton St, Boston, MA 02116

Property at 17 West St, Brockton, MA 02301, 3 beds, 1.5 baths

$489,999

3 beds1.5 baths1,216 sq ft

17 West St, Brockton, MA 02301

Property at 214 Upland Rd, Newton, MA 02460, 5 beds, 3.5 baths

$3,295,000

5 beds3.5 baths6,031 sq ft

214 Upland Rd, Newton, MA 02460

Property at 102 Liberty St, Athol, MA 01331, 4 beds, 2 baths

$299,000

4 beds2 baths2,332 sq ft

102 Liberty St, Athol, MA 01331

Property at 87 Lakeside Ave, Lakeville, MA 02347, 6 beds, 3 baths

$859,900

6 beds3 baths3,180 sq ft

87 Lakeside Ave, Lakeville, MA 02347

Property at 1 Thatcher St, New Bedford, MA 02744, 2 beds, 1 bath

$349,900

2 beds1 bath772 sq ft

1 Thatcher St, New Bedford, MA 02744

Property at 13 Vinton St #3, South Boston, MA 02127, 1 bed, 1 bath

$450,000

1 bed1 bath611 sq ft

13 Vinton St #3, South Boston, MA 02127

Property at 15 Braemore Rd #5, Brighton, MA 02135, 1 bed, 1 bath

$499,000

1 bed1 bath688 sq ft

15 Braemore Rd #5, Brighton, MA 02135

Property at 3 Apple St, Stockbridge, MA 01262, 6 beds, 3 baths

$350,000

6 beds3 baths2,700 sq ft

3 Apple St, Stockbridge, MA 01262

Property at 1427 Canaan Southfield Rd, Southfield, MA 01259, 4 beds, 1 bath

$299,000

4 beds1 bath1,637 sq ft

1427 Canaan Southfield Rd, Southfield, MA 01259

Property at 811 Boylston St #4, Boston, MA 02116, 3 beds, 2 baths

$2,850,000

3 beds2 baths2,496 sq ft

811 Boylston St #4, Boston, MA 02116

Property at 716 Lawrence St, Lowell, MA 01852, 7 beds, 2 baths

$629,900

7 beds2 baths2,585 sq ft

716 Lawrence St, Lowell, MA 01852

Property at 66 Sunnyside Ave, Winthrop, MA 02152, 5 beds, 2 baths

$999,888

5 beds2 baths2,635 sq ft

66 Sunnyside Ave, Winthrop, MA 02152

Property at 51 Lakeshore Dr, Sterling, MA 01564, 1 bed, 1 bath

$1,200,000

1 bed1 bath1,090 sq ft

51 Lakeshore Dr, Sterling, MA 01564

Property at 128 Beacon St Unit B, Boston, MA 02116, 3 beds, 3.5 baths

$7,495,000

3 beds3.5 baths3,498 sq ft

128 Beacon St Unit B, Boston, MA 02116

Property at 35 Newport St, Dorchester, MA 02125, 9 beds, 3 baths

$1,649,000

9 beds3 baths— sq ft

35 Newport St, Dorchester, MA 02125

Property at 271 Lower Rd, Deerfield, MA 01342, 3 beds, 1 bath

$450,000

3 beds1 bath1,964 sq ft

271 Lower Rd, Deerfield, MA 01342

Property at 21 Mechanic St, Provincetown, MA 02657, 5 beds, 2 baths

$2,249,000

5 beds2 baths1,446 sq ft

21 Mechanic St, Provincetown, MA 02657

Property at 23 Worcester St #1, Roxbury, MA 02118, 2 beds, 1 bath

$1,135,000

2 beds1 bath974 sq ft

23 Worcester St #1, Roxbury, MA 02118

Property at 330 Beacon St Unit 65/66, Boston, MA 02116, 3 beds, 3 baths

$3,975,000

3 beds3 baths2,360 sq ft

330 Beacon St Unit 65/66, Boston, MA 02116

Property at 468 Salem St, Malden, MA 02148, 6 beds, 4 baths

$1,375,000

6 beds4 baths2,671 sq ft

468 Salem St, Malden, MA 02148

Property at 72-78 Highland St, Marlborough, MA 01752, 9 beds, 6 baths

$1,485,000

9 beds6 baths4,365 sq ft

72-78 Highland St, Marlborough, MA 01752

Property at 45 Main St #112, Wareham, MA 02571, 1 bed, 1 bath

$399,900

1 bed1 bath868 sq ft

45 Main St #112, Wareham, MA 02571

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The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Tue Sep 15 2026. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Vintage Homes for Sale in Massachusetts

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Find your dream vintage homes in Massachusetts 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 Massachusetts are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Massachusetts. If you're looking to sell your home in the Massachusetts area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Massachusetts with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Vintage homes for sale & real estate in Massachusetts, MA

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