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

318 homes + 2 early access

Sort:

Recommended

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

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

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

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Barnstable County, MA:
This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place . .. swim, play and enjoy the world renowned Brewster tidal flats, kayaking and the warm sun! The adorable main house offers idyllic Brewster living with multiple waterviews, sliders to deck, sandy beach path, kitchen, dining, living room plus family room and 2-bdrms up. The cottage offers a unique separate studio, seasonal living space with own kitchen/bedroom/bath. A fabulo

$2,492,000

3 beds2 baths1,502 sq ft

232 Robbins Hill Rd, Brewster, MA 02631

Brewster tidal flats • Private stairs • Private beach

ABOUT THIS HOME
Vintage Home for sale in Barnstable County, MA:
A classic example of one of Cotuit's "Mansard Ladies", located at 1331 Main St, across and just south of the Outlet from Loop Beach. Highly desirable village location, set on 1.25ac lot. Boasting 5BR, high ceilings, 2 fireplaces, wood floors, and spacious rooms, this home is full of character and is the perfect canvas for renovation and updating. Just steps to Loop beach and not much further south to Oregon Beach. The location is just as desirable as being the next steward of one of these Cotuit gems.

$1,395,000

5 beds2 baths2,420 sq ft

1331 Main St, Cotuit, MA 02635

Steps to loop beach • 1.25ac lot • 1.25 acre lot

Property at 2019 Main St, Brewster, MA 02631, 5 beds, 6.5 baths

$1,200,000

5 beds6.5 baths3,233 sq ft

2019 Main St, Brewster, MA 02631

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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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

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 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 194 Center St, Yarmouth Port, MA 02675, 5 beds, 3.5 baths

$1,800,000

5 beds3.5 baths4,382 sq ft

194 Center St, Yarmouth Port, MA 02675

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

Viewing page 6 of 8

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 Mon Sep 21 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 320 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.

More real estate resources for Barnstable County, MA

Cities

Nearby Counties

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Barnstable County, MA

How to buy a house in Barnstable County, 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

4 Redfin agents serving Barnstable County

Deals*

4.8

Satisfaction

798

Homes closed*

* Data from the last year

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

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.