Vintage homes for sale & real estate in Barnstable County, MA

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ABOUT THIS HOME
Vintage Home for sale in Barnstable County, MA:
Located in Provincetown's prime West End, directly across from the bay beach and moments from the West End Boat Landing, this top-floor penthouse condominium occupies the upper levels of a historic building dating to 1856. Designed to maximize natural light and harbor views, the reverse floor plan places the main living spaces above, where skylights, multiple exposures, and an open living, dining, and kitchen area overlook Provincetown Harbor and Long Point. Interior features include hardwood floors, granite countertops, stainless steel appliances, central air conditioning, plantation shutters, in-unit laundry, and two tiled baths. The expansive exclusive-use deck offers exceptional outdoor

$1,895,000

2 beds2 baths1,067 sq ft

48 Commercial St Unit 4, Provincetown, MA 02657

Exclusive use deck • Top floor penthouse • Harbor views

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Barnstable County, MA:
For nearly three centuries, Uplands has been a setting for remarkable stories. Now it is ready for you to live your story. Dating to circa 1740, Uplands is one of Sandwich Village’s treasured historic estates, set on nearly four acres of rolling lawns, specimen trees, a picturesque pond and charming carriage house. It is a rare opportunity to make your own history in a place with a remarkable past. Inside, nearly three centuries of architectural character have been thoughtfully preserved and expanded for modern living. Historic details remain throughout, including a working beehive oven and the rare possibility of open-hearth cooking—touchstones to another era that today create

$2,950,000

5 beds6.5 baths4,245 sq ft

111 Main St, Sandwich, MA 02563

Working beehive oven • Specimen trees • Historic estates

ABOUT THIS HOME
Vintage Home for sale in Barnstable County, MA:
Create a legacy of unforgettable Cape Cod summers in one of the Cape's last truly quintessential seaside communities. Since the 1950s, Chase's Ocean Grove has been cherished by generations of families for its nostalgic, old-school charm—where children still ride bicycles barefoot, neighbors know one another, and days are spent moving effortlessly between the beach and the local ice cream stands and restaurants. Residents enjoy access the private sandy beach on Nantucket Sound, renowned for its warm, calm waters. Ideally located on the north side of the Grove, the Sand Lot cottage offers rare multiple parking spaces, three bedrooms, & exceptional backyard privacy. The home was 100

$429,000

3 beds1 bath632 sq ft

230 Old Wharf #272, Dennis Port, MA 02639

Pet friendly • Private sandy beach • Built 1950

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Barnstable County, MA:
The property includes 5 bedrooms with en-suite bathrooms, a paver patio with hydrangeas and charm galore, and a large shell driveway. The property is within walkingdistance to the beach and can provide excellent work/life balance. Presently used as a restaurant

$1,200,000

5 beds6.5 baths3,233 sq ft

2019 Main St, Brewster, MA 02631

Shell driveway • Paver patio • 0.62 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Barnstable County, MA:
Meticulously restored and masterfully reimagined, this exceptional 1910 Arts & Crafts residence blends historic character with sophisticated modern luxury just moments from Commercial Street in Provincetown's coveted East End. Extensively reconstructed from the studs out, the home offers 4 bedrooms, 4 baths, a professional-grade chef's kitchen, custom millwork, refined finishes, and an open floor plan designed for effortless living and entertaining. A renovated three-season screened porch overlooks professionally landscaped gardens, while the finished lower level features a home office, full bath, and flexible space for a media room, fitness studio, or guest suite. Outside, enjoy a pr

$2,999,000

4 beds4 baths2,342 sq ft

21 Brewster St Unit 1, Provincetown, MA 02657

Flexible space • Fire pit • Expansive patio

Property at 232 Robbins Hill Rd, Brewster, MA 02631, 3 beds, 2 baths

$2,492,000

3 beds2 baths1,502 sq ft

232 Robbins Hill Rd, Brewster, MA 02631

Property at 251 Old Wharf Rd #109, Dennis, MA 02369, 2 beds, 1 bath

$195,000

2 beds1 bath382 sq ft

251 Old Wharf Rd #109, Dennis, MA 02369

Property at 150-154 Cross St, Chatham, MA 02633, 10 beds, 8.5 baths

$6,500,000

10 beds8.5 baths7,658 sq ft

150-154 Cross St, Chatham, MA 02633

Property at 78 Cotuit Rd, Sandwich, MA 02563, 4 beds, 3.5 baths

$949,000

4 beds3.5 baths2,952 sq ft

78 Cotuit Rd, Sandwich, MA 02563

Property at 1331 Main St, Cotuit, MA 02635, 5 beds, 2 baths

$1,395,000

5 beds2 baths2,420 sq ft

1331 Main St, Cotuit, MA 02635

Property at 5 Polly Fisk Ln #5, Dennis, MA 02639, 1 bed, 1.5 baths

$205,000

1 bed1.5 baths256 sq ft

5 Polly Fisk Ln #5, Dennis, MA 02639

Property at 12 Vanduzer Rd #8, Cummaquid, MA 02630, 3 beds, 1.5 baths

$725,000

3 beds1.5 baths624 sq ft

12 Vanduzer Rd #8, Cummaquid, MA 02630

Property at 10 Wharf Ave, Mashpee, MA 02649, 3 beds, 2 baths

$1,399,000

3 beds2 baths860 sq ft

10 Wharf Ave, Mashpee, MA 02649

Property at 83 Davis Straits, Falmouth, MA 02540, 4 beds, 2 baths

$945,000

4 beds2 baths1,627 sq ft

83 Davis Straits, Falmouth, MA 02540

Property at 95 Shore Rd #8, North Truro, MA 02652, 1 bed, 1 bath

$649,000

1 bed1 bath630 sq ft

95 Shore Rd #8, North Truro, MA 02652

Property at 4631 Falmouth Rd, Cotuit, MA 02635, 3 baths

$1,350,000

Studio3 baths4,443 sq ft

4631 Falmouth Rd, Cotuit, MA 02635

Property at 558 Craigville Beach Rd #7, Centerville, MA 02632, 1 bed, 1 bath

$299,900

1 bed1 bath330 sq ft

558 Craigville Beach Rd #7, Centerville, MA 02632

Property at 424/426 Grand Ave, Falmouth, MA 02540, 6 beds, 4 baths

$2,150,000

6 beds4 baths3,120 sq ft

424/426 Grand Ave, Falmouth, MA 02540

Property at 36 Cove Rd, Wellfleet, MA 02667, 2 beds, 1 bath

$499,000

2 beds1 bath500 sq ft

36 Cove Rd, Wellfleet, MA 02667

Property at 190 Vineyard Rd, Cotuit, MA 02635, 10 beds, 7.5 baths

$13,950,000

10 beds7.5 baths5,504 sq ft

190 Vineyard Rd, Cotuit, MA 02635

Property at 10 Bank St, Wellfleet, MA 02667, 4 beds, 3.5 baths

$1,650,000

4 beds3.5 baths3,284 sq ft

10 Bank St, Wellfleet, MA 02667

Property at 63 Main St, Osterville, MA 02655, 7 beds, 7.5 baths

$8,625,000

7 beds7.5 baths7,315 sq ft

63 Main St, Osterville, MA 02655

Property at 25 Nautical Way E Unit 25 E, Bourne, MA 02532, 1 bed, 2 baths

$675,000

1 bed2 baths1,080 sq ft

25 Nautical Way E Unit 25 E, Bourne, MA 02532

Property at 695 Cable Rd, Eastham, MA 02642, 5 beds, 4 baths

$1,499,900

5 beds4 baths3,783 sq ft

695 Cable Rd, Eastham, MA 02642

Property at 230 Old Wharf #265, Dennis Port, MA 02639, 3 beds, 1 bath

$399,999

3 beds1 bath600 sq ft

230 Old Wharf #265, Dennis Port, MA 02639

Property at 25 Nautical Way Unit E, Bourne, MA 02532, 1 bed, 2 baths

$675,000

1 bed2 baths1,080 sq ft

25 Nautical Way Unit E, Bourne, MA 02532

Property at 2 Shell Ln, Orleans, MA 02653, 4 beds, 2 baths

$949,000

4 beds2 baths2,149 sq ft

2 Shell Ln, Orleans, MA 02653

Property at 14 School St, Falmouth, MA 02543, 8 beds, 4 baths

$3,950,000

8 beds4 baths3,749 sq ft

14 School St, Falmouth, MA 02543

Property at 162 Route 6a, Yarmouth Port, MA 02675, 6 beds, 6 baths

$1,195,000

6 beds6 baths6,100 sq ft

162 Route 6a, Yarmouth Port, MA 02675

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

$2,395,000

2 beds3.5 baths1,770 sq ft

134 Commercial St, Provincetown, MA 02657

Property at 138 County Rd, North Falmouth, MA 02556, 3 beds, 2 baths

$995,000

3 beds2 baths1,676 sq ft

138 County Rd, North Falmouth, MA 02556

Property at 46 Monument View Rd, East Dennis, MA 02641, 6 beds, 4.5 baths

$1,290,000

6 beds4.5 baths3,356 sq ft

46 Monument View Rd, East Dennis, MA 02641

Property at 251 South St, Hyannis, MA 02601, 7 beds, 4 baths

$995,000

7 beds4 baths3,639 sq ft

251 South St, Hyannis, MA 02601

Property at 832 Brick Kiln Rd, Falmouth, MA 02540, 4 beds, 3.5 baths

$1,550,000

4 beds3.5 baths3,509 sq ft

832 Brick Kiln Rd, Falmouth, MA 02540

Property at 350 Plum St, West Barnstable, MA 02668, 4 beds, 4.5 baths

$2,100,000

4 beds4.5 baths4,240 sq ft

350 Plum St, West Barnstable, MA 02668

Property at 262 Old Wharf Rd #37, Dennis Port, MA 02639, 2 beds, 1 bath

$425,000

2 beds1 bath520 sq ft

262 Old Wharf Rd #37, Dennis Port, MA 02639

Property at 23 Bradford St Unit 1, Provincetown, MA 02657, 2 beds, 1 bath

$899,000

2 beds1 bath614 sq ft

23 Bradford St Unit 1, Provincetown, MA 02657

Property at 838 Commercial St Unit 1, Provincetown, MA 02657, 3 beds, 2 baths

$2,195,000

3 beds2 baths1,478 sq ft

838 Commercial St Unit 1, Provincetown, MA 02657

Property at 5 Webster Pl, Provincetown, MA 02657, 2 beds, 2.5 baths

$1,750,000

2 beds2.5 baths1,342 sq ft

5 Webster Pl, Provincetown, MA 02657

Property at 421 Commercial St Unit F, Provincetown, MA 02657, 1 bed, 1 bath

$639,000

1 bed1 bath210 sq ft

421 Commercial St Unit F, Provincetown, MA 02657

Property at 10 Trenton St, West Yarmouth, MA 02673, 3 beds, 1 bath

$615,000

3 beds1 bath1,044 sq ft

10 Trenton St, West Yarmouth, MA 02673

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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 Sun Sep 20 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 Barnstable County

There are currently 321 vintage homes for sale in Barnstable County at a median listing price of $850K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Barnstable County stay on the market for 56 days and receive 1 offers. This map is refreshed with the newest listings in Barnstable County every 15 minutes.

In the past month, 341 homes have been sold in Barnstable County. In addition to houses in Barnstable County, there were also 313 condos, 130 townhouses, and 30 multi-family units for sale in Barnstable County last month. Find your dream home in Barnstable County 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 Barnstable County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Barnstable County. If you're looking to sell your home in the Barnstable County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Barnstable County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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