Vintage homes for sale & real estate in Massachusetts, MA

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ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
An exceptional penthouse duplex offering 1,776 sq. ft. of elevated living in an exclusive four-residence townhouse in Boston's coveted South End. Bathed in natural light, this impeccably curated residence seamlessly blends historic character with sophisticated contemporary design. The expansive main level showcases soaring ceilings, exposed brick, rich hardwood floors, and a wood-burning fireplace, creating an elegant setting for everyday living and entertaining. The professionally designed chef's kitchen is both striking and highly functional, featuring custom white Shaker cabinetry, quartz countertops, a dramatic center island, professional-grade gas range, premium stainless steel applian

$2,299,000

2 beds2.5 baths1,767 sq ft

Gut renovated • Private deck • Penthouse duplex

754 Tremont St #4, Roxbury, MA 02118

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. T

$14,500,000

19 beds23 baths19,364 sq ft

Mature gardens • Refined wine cellar • Rolling lawns

11 Hawthorne Rd, West Stockbridge, MA 01266

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
REDEVELOPMENT OPPORTUNITY. Located in the Commercial Neighborhood Zone. The existing building has potential to be renovated to 4 or 5 units. Survey, engineering and plans are in hand. This project has positive feedback from city planning. There is potential for the possibility of more units if the building is removed. CN zoning provides potential for multifamily residential redevelopment by City Council special permit. The 8,220± SF parcel exceeds the CN 5,000 SF minimum lot requirement, with zoning allowing up to 3 stories/45 feet and a 0.85 FAR. Buyers and developers to perform their own due diligence regarding unit count, parking, permitting and site design.

$650,000

Studio— baths— sq ft

8,220 sq ft lot • Built 1860 • Listed 82 days

399 S Main St, Bradford, MA 01835

$1,099,998

5 beds2.5 baths3,132 sq ft

4,961 sq ft lot • 2 garage spots • Community pool

71 Townsend St, Roxbury, MA 02119

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Nestled on approximately 2.5 acres in the heart of Williamsburg, this 9 room home offers a nice blend of country charm, versatility, and space. With nearly 1900 square feet of living area, the home features 3 bedrooms, including a convenient first-floor bedroom ideal for one-level living, guests, or extended family. The spacious floor plan provides comfortable living and entertaining areas, while upstairs you will find two additional bedrooms and a bonus room perfectly suited for a home office or reading nook. Outside there is a large barn that offers endless possibilities, featuring ample space for vehicle storage, a workshop, or equipment, along with additional storage above. Whether you

$339,900

3 beds1 bath1,888 sq ft

First-floor bedroom • Small pond • 2.5 acres

31 Goshen Rd, Williamsburg, MA 01096

Property at 5 Pomeroy Ter #3, Northampton, MA 01060, 2 beds, 1 bath

$389,000

2 beds1 bath807 sq ft

5 Pomeroy Ter #3, Northampton, MA 01060

Property at 6 Franklin St, Hyde Park, MA 02136, 6 beds, 2 baths

$1,160,000

6 beds2 baths4,282 sq ft

6 Franklin St, Hyde Park, MA 02136

Property at 8 Melvin St #2, Somerville, MA 02145, 3 beds, 2 baths

$919,000

3 beds2 baths1,495 sq ft

8 Melvin St #2, Somerville, MA 02145

Property at 30 Orange St, Fall River, MA 02720, 4 beds, 2 baths

$429,000

4 beds2 baths1,411 sq ft

30 Orange St, Fall River, MA 02720

Property at 62-64 Edson St, Boston, MA 02124, 6 beds, 5 baths

$1,199,000

6 beds5 baths3,284 sq ft

62-64 Edson St, Boston, MA 02124

Property at 121 Highland Rd #1, Somerville, MA 02144, 2 beds, 1 bath

$799,000

2 beds1 bath1,031 sq ft

121 Highland Rd #1, Somerville, MA 02144

Property at 25 West St, Petersham, MA 01366, 4 beds, 2.5 baths

$749,900

4 beds2.5 baths3,071 sq ft

25 West St, Petersham, MA 01366

Property at 1524 Main St, Worcester, MA 01603, 9 beds, 5 baths

$755,000

9 beds5 baths4,260 sq ft

1524 Main St, Worcester, MA 01603

Property at 23 Temple St #6, Boston, MA 02114, 1 bed, 1 bath

$479,000

1 bed1 bath385 sq ft

23 Temple St #6, Boston, MA 02114

Property at 58 Quincy St, North Adams, MA 01247, 5 beds, 3 baths

$325,000

5 beds3 baths3,503 sq ft

58 Quincy St, North Adams, MA 01247

Property at 76 Fremont St, Lowell, MA 01850, 5 beds, 3 baths

$585,000

5 beds3 baths1,788 sq ft

76 Fremont St, Lowell, MA 01850

Property at 60 Queensberry St #2, Boston, MA 02215, 1 bath

$375,000

Studio1 bath331 sq ft

60 Queensberry St #2, Boston, MA 02215

Property at 54 Rabbit Rd, Salisbury, MA 01952, 3 beds, 3 baths

$1,200,000

3 beds3 baths2,424 sq ft

54 Rabbit Rd, Salisbury, MA 01952

Property at 70 Temple St #1, Springfield, MA 01105, 1 bed, 1 bath

$149,000

1 bed1 bath797 sq ft

70 Temple St #1, Springfield, MA 01105

Property at 248 Laconia St, Springfield, MA 01129, 3 beds, 1.5 baths

$339,900

3 beds1.5 baths1,500 sq ft

248 Laconia St, Springfield, MA 01129

Property at 111 Eutaw St #2, East Boston, MA 02128, 2 beds, 1 bath

$559,900

2 beds1 bath875 sq ft

111 Eutaw St #2, East Boston, MA 02128

Property at 6 Buffum St, Worcester, MA 01603, 6 beds, 4 baths

$874,900

6 beds4 baths2,998 sq ft

6 Buffum St, Worcester, MA 01603

Property at 96 Washington St, Gardner, MA 01440, 3 beds, 1.5 baths

$430,000

3 beds1.5 baths1,661 sq ft

96 Washington St, Gardner, MA 01440

Property at 83 Sunset Dr, Charlton, MA 01507, 2 beds, 2 baths

$950,000

2 beds2 baths2,000 sq ft

83 Sunset Dr, Charlton, MA 01507

Property at 58 Main St #4, Hatfield, MA 01038, 1 bed, 2 baths

$475,000

1 bed2 baths1,279 sq ft

58 Main St #4, Hatfield, MA 01038

Property at 25 Crowell St, Dorchester, MA 02124, 12 beds, 3 baths

$1,200,000

12 beds3 baths3,531 sq ft

25 Crowell St, Dorchester, MA 02124

Property at 56 Orchard St, Lynn, MA 01905, 8 beds, 3 baths

$969,000

8 beds3 baths3,304 sq ft

56 Orchard St, Lynn, MA 01905

Property at 35 West St, Petersham, MA 01366, 4 beds, 2 baths

$698,500

4 beds2 baths2,304 sq ft

35 West St, Petersham, MA 01366

Property at 63 Cooleyville Rd, New Salem, MA 01355, 3 beds, 2 baths

$375,000

3 beds2 baths1,300 sq ft

63 Cooleyville Rd, New Salem, MA 01355

Property at 159 S Union St, Lawrence, MA 01843, 21 beds, 7 baths

$1,975,000

21 beds7 baths11,280 sq ft

159 S Union St, Lawrence, MA 01843

Property at 39 Pine Crest Cross Rd, Egremont, MA 01230, 2 beds, 3 baths

$2,400,000

2 beds3 baths2,616 sq ft

39 Pine Crest Cross Rd, Egremont, MA 01230

Property at 4 Linden Ct, New Bedford, MA 02740, 4 beds, 1.5 baths

$399,000

4 beds1.5 baths1,846 sq ft

4 Linden Ct, New Bedford, MA 02740

Property at 65 Fargo St, Springfield, MA 01119, 3 beds, 1 bath

$299,900

3 beds1 bath1,348 sq ft

65 Fargo St, Springfield, MA 01119

Property at 660 Main St, Williamstown, MA 01267, 3 beds, 2 baths

$370,000

3 beds2 baths1,374 sq ft

660 Main St, Williamstown, MA 01267

Property at 30 Whittemore Rd, Sturbridge, MA 01566, 2 beds, 2 baths

$850,000

2 beds2 baths1,030 sq ft

30 Whittemore Rd, Sturbridge, MA 01566

Property at 50 North Spencer Rd, Spencer, MA 01562, 3 beds, 2 baths

$980,000

3 beds2 baths12,723 sq ft

50 North Spencer Rd, Spencer, MA 01562

Property at 90 Andrew St, Springfield, MA 01109, 2 beds, 2 baths

$299,000

2 beds2 baths1,461 sq ft

90 Andrew St, Springfield, MA 01109

Property at 362-366 Commonwealth Ave Unit 4C, Boston, MA 02115, 1 bed, 1 bath

$689,900

1 bed1 bath572 sq ft

362-366 Commonwealth Ave Unit 4C, Boston, MA 02115

Property at 48 Tuttle St, Fall River, MA 02724, 9 beds, 3 baths

$769,900

9 beds3 baths2,700 sq ft

48 Tuttle St, Fall River, MA 02724

Property at 298 King St, Fall River, MA 02724, 5 beds, 3 baths

$599,000

5 beds3 baths1,490 sq ft

298 King St, Fall River, MA 02724

Property at 1486 Commonwealth Ave #4, Brighton, MA 02135, 1 bed, 1 bath

$469,000

1 bed1 bath560 sq ft

1486 Commonwealth Ave #4, Brighton, MA 02135

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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

There are currently 7069 vintage homes for sale in Massachusetts. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Massachusetts every 15 minutes.

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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