Vintage homes for sale & real estate in 02653, MA

15 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Perched on the marsh of Rock Harbor Creek, this classic Cape Cod home sits on a generous 1.17-acre lot, blending privacy, charm and convenience. With 2 bedrooms, 2 full baths and 1,546 sq ft of living space, it offers a relaxed coastal lifestyle just minutes from the heart of Orleans. Located along scenic Bridge Road, you’ll enjoy nearby Rock Harbor, Cape Cod Bay, Orleans shops and dining, low-tide walks, boating, trails and beloved beaches. Adding to its appeal, the sale includes 53 Dyer Prince Road in Eastham—6.66 acres of undevelopable land providing lasting privacy, a beautiful natural backdrop and access to secluded Dyer Prince Beach. Often considered a hidden gem, this sho

$759,900

2 beds2 baths1,546 sq ft

59 Bridge Rd, Orleans, MA 02653

1.17 acre lot • Garage • Built 1954

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Exceptional waterfront investment in Orleans! This 1-bedroom, 1-bath condominium at The Cove provides sweeping Town Cove views and the ease of fully managed, hotel-style ownership. Designed for cash investors, the unit is not suited for year-round living but offers owners up to two discounted weeks annually, with rental income generated the remainder of the year. The Cove is professionally operated, beautifully maintained, and furnished for turnkey use. Amenities include direct water access, landscaped grounds, and a sparkling outdoor pool. From this central location, stroll to restaurants, shops, and nearby beaches. A proven income producer and a stress-free way to own on Cape Cod. Financi

$115,000

1 bed1 bath306 sq ft

13 South Orleans Rd Unit 28C, Orleans, MA 02653

Outdoor pool • Landscaped grounds • Central location

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
This charming two bedroom, three- and one-half bath home is nestled on the ever-scenic serenity of Rock Harbor Marsh. This 1800 Square Foot home features a finished walkout basement leading to a fully fenced backyard with Koi Pond and Hot Tub! Ever changing views with tides and seasons! At higher tides your new backyard is all water views! Large picture windows in the Livingroom and primary suite above will captivate you! All the best that Orleans has to offer. .. The beach and charter boat fleet is just down the road. Amazing SUNSETS! Easy access to the bike trail. Nauset Beach for the waves and Skaket Beach for the soft white sand and warm Cape Cod Bay Waters are sure to please!

$1,150,000

2 beds3 baths1,888 sq ft

181 Rock Harbor Rd, Orleans, MA 02653

Picture windows • Marsh • Sunsets

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
East Orleans opportunity. This vintage home offers potential to rehab or redevelop on a private, peaceful half acre abutting nearly four acres of Orleans Conservation Trust property. This is a quiet location set well off Beach Road and moments away from Nauset Farms, the Barley Neck Inn and The East Orleans Post Office. Nauset Beach is a short ride away. The home has a rustic charm and there is plenty of usable yard but the dwelling is in need of complete renovation or replacement. Passing Title V for 3 bedrooms, The property is in Phase 2 of the Orleans sewer project, it will be the new owner's responsibility to connect to the sewer system.

$699,000

3 beds2 baths1,381 sq ft

18 Cole Pl, Orleans, MA 02653

Short ride to beach • Usable yard • Private half acre

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Exquisitely Renovated 1830 Greek Revival estate on 1+ acre. Step into timeless elegance blending historical charm with modern updates. Known as the historic Jabez Sparrow Homestead, set on a level and meticulously maintained 1.04-acre lot in a prime near beach location. Inside, the home features a desirable first-floor primary suite with spacious, brand new, modern full bathroom. Two inviting, fireplaced living rooms, a brick floor dining area offer sunlit spaces ideal for relaxing or entertaining. Plenty of bedroom space for guests with a brand new upstairs bath. The expansive, updated soapstone kitchen with brand new 8 foot quartz island complement the wide-plank floors and original archi

$1,549,000

3 beds3 baths2,110 sq ft

188 Rock Harbor Rd, Orleans, MA 02653

1 acre • 8 foot quartz island • 1.04 acre lot

Property at 20 Namskaket, Orleans, MA 02653, 3 beds, 1.5 baths

$875,000

3 beds1.5 baths1,403 sq ft

20 Namskaket, Orleans, MA 02653

Property at 6 Defiance Ln, Orleans, MA 02653, 2 beds, 2 baths

$899,000

2 beds2 baths1,198 sq ft

6 Defiance Ln, Orleans, MA 02653

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

$1,175,000

4 beds2 baths2,149 sq ft

2 Shell Ln, Orleans, MA 02653

Property at 66 Tides End Ln, Orleans, MA 02653, 4 beds, 3 baths

$4,999,000

4 beds3 baths3,867 sq ft

66 Tides End Ln, Orleans, MA 02653

Property at 645 S Orleans, Orleans, MA 02653, 7 beds, 6.5 baths

$3,495,000

7 beds6.5 baths3,549 sq ft

645 S Orleans, Orleans, MA 02653

Property at 6 Apple, Orleans, MA 02653, 2 beds, 2 baths

$550,000

2 beds2 baths1,414 sq ft

6 Apple, Orleans, MA 02653

Property at 2 Little Cove Ln, Orleans, MA 02653, 4 beds, 3.5 baths

$1,995,000

4 beds3.5 baths3,000 sq ft

2 Little Cove Ln, Orleans, MA 02653

Property at 75 Monument Rd, Orleans, MA 02653, 3 beds, 2 baths

$1,250,000

3 beds2 baths1,829 sq ft

75 Monument Rd, Orleans, MA 02653

Property at 5 Kidd Way, Orleans, MA 02653, 5 beds, 4.5 baths

$4,995,000

5 beds4.5 baths3,130 sq ft

5 Kidd Way, Orleans, MA 02653

Property at 142 Monument Rd, Orleans, MA 02653, 4 beds, 3.5 baths

$1,910,000

4 beds3.5 baths2,565 sq ft

142 Monument Rd, Orleans, MA 02653

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Attention Investors: Two homes on separate parcels are available in downtown Chatham. Enjoy walking distance to town, Veteran's Field, Oyster Pond, and a variety of restaurants. The first property, located at 747 Main Street, is a 4-bedroom, 2-bathroom bungalow featuring central A/C, natural gas heating, period details, hardwood floors, a spacious front porch perfect for lazy afternoons, and irrigation for the lawn. The second property, at 745 Main Street, is a 2-bedroom, 1-bathroom cottage that has been gutted and is ready for your creative vision. Both properties are connected to town sewer, presenting the potential for a family compound with space for a pool. There are numerous possibili

$1,599,500

6 beds3 baths2,257 sq ft

745-747 Main St, Chatham, MA 02633

Natural gas heating • Central a/c • Spacious front porch

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living. This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted setting within a friendly association that features an association dock on Bucks Creek, complete with kayak storage and a picnic area—ideal for effortless days on the water. The home is enhanced by EV charging station and owned solar, offering exceptional energy efficiency and savings. Thoughtfu

$3,200,000

3 beds3 baths2,004 sq ft

92 Indian Trl, Chatham, MA 02633

Ev charging station • Picnic area • Water views

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Step into your very own Cape Cod escape. This sun-filled studio condo blends seaside charm with easy living, just minutes from both bay and ocean beaches. Over the past few years, the cottage has been thoughtfully updated, including a renovated kitchen and bath, vinyl plank flooring, new outdoor shower, new appliances, a 40-gallon water heater, 100-amp electrical service, freshly painted exterior, AZEK trim, and cedar residing. The space features a queen-size bed and ottoman which opens into a twin. After a day at the beach, unwind on your private deck surrounded by whispering pines. A pine needle covered path leads you to back roads with access to the Cape Cod Rail Trail. This turnkey seas

$285,000

1 bed1 bath252 sq ft

1061 State Hwy #4, Eastham, MA 02642

Renovated kitchen • Renovated bath • New appliances

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Location! Location! Location! This charming North Chatham gem, remodeled in 2024, offers 768 sq/ft of living space and is located conveniently to the Cape Cod Rail trail, for recreational fun. Enjoy single story living in this 2 bedroom 1 bath home with hardwood floors and a fireplace. There is a 768 sq/ft walkout basement currently used as a single car garage which also has great potential for bonus space. Close to popular restaurants, coffee shops, and Chatham Village Market, this great location also lends itself as a perfect vacation rental! Let's make your Cape Cod dreams come true.

$675,000

2 beds1 bath769 sq ft

39 Meadow Brook Rd, North Chatham, MA 02650

North chatham gem • Walkout basement • Bonus space

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Welcome to your Cape Cod retreat. This charming SEASONAL cottage, nestled within the serene Cranberry Cottages complex, offers a blend of comfort and convenience. With 294 sq ft. of living space, this studio cottage is perfect for those seeking a cozy getaway exemplifying that the best things often come in small packages. No detail has been overlooked from the custom plantation shutters to the porcelain tile bathroom floor. This is one of the larger studio cottages featuring an 8'x10' deck, newly built outdoor shower, new roof and a convenient shed perfect for holding your beach necessities or gardening essentials. With a few personal exclusions, the cottage is otherwise being offered full

$299,000

1 bed1 bath294 sq ft

785 State Hwy Unit 9, Eastham, MA 02642

Convenient shed • Outdoor shower • 8x10 deck

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Meticulously maintained inside and out, the Mayo-Keene House (circa 1834) has been lovingly preserved while thoughtfully expanded & updated with every modern feature. Offering over 4,000 square feet of finished living space, this expansive 3-bedroom, 5.5-bath residence seamlessly blends historic character with today's quality craftsmanship. Inside, generous living areas allow everyone to enjoy their own space and privacy. A chef's kitchen featuring a Wolf gas range, dual Wolf ovens, two islands, built-in beverage refrigerator drawers, and custom cabinetry—perfect for cooking and entertaining alike. Enjoy radiant floor heating in all five bathrooms and the inviting four-season su

$3,599,000

3 beds5.5 baths4,073 sq ft

480 Dyer Prince Rd, Eastham, MA 02642

Custom cabinetry • Dual wolf ovens • Wolf gas range

Property at 1011 Route 28 Unit C6, Harwich, MA 02645, 1 bed, 1 bath

$259,000

1 bed1 bath444 sq ft

1011 Route 28 Unit C6, Harwich, MA 02645

Property at 32 Sunset Ln, Chatham, MA 02633, 3 beds, 2 baths

$1,995,000

3 beds2 baths1,626 sq ft

32 Sunset Ln, Chatham, MA 02633

Property at 85 Cedar St, Chatham, MA 02633, 5 beds, 3.5 baths

$4,975,000

5 beds3.5 baths3,080 sq ft

85 Cedar St, Chatham, MA 02633

Property at 19 Captain Richards Way #1, Chatham, MA 02633, 2 beds, 1.5 baths

$489,000

2 beds1.5 baths576 sq ft

19 Captain Richards Way #1, Chatham, MA 02633

Property at 93 Orleans Rd, Chatham, MA 02633, 3 beds, 2 baths

$1,359,000

3 beds2 baths1,702 sq ft

93 Orleans Rd, Chatham, MA 02633

Property at 150 Old State Hwy Unit Compound, Eastham, MA 02642, 20 beds, 7.5 baths

$5,495,000

20 beds7.5 baths6,657 sq ft

150 Old State Hwy Unit Compound, Eastham, MA 02642

Property at 72 Forest Beach Rd, South Chatham, MA 02659, 6 beds, 5 baths

$1,499,000

6 beds5 baths2,401 sq ft

72 Forest Beach Rd, South Chatham, MA 02659

$1,499,000

6 beds5 baths2,401 sq ft

72 Forest Beach Rd, South Chatham, MA 02659

Property at 44 Buena Vista Rd, Chatham, MA 02633, 7 beds, 6.5 baths

$7,900,000

7 beds6.5 baths6,521 sq ft

44 Buena Vista Rd, Chatham, MA 02633

Property at 2079 Head of The Bay Rd, Harwich, MA 02645, 8 beds, 4 baths

$5,950,000

8 beds4 baths5,506 sq ft

2079 Head of The Bay Rd, Harwich, MA 02645

Property at 10 Cartway N, Eastham, MA 02642, 5 beds, 1 bath

$3,400,000

5 beds1 bath1,904 sq ft

10 Cartway N, Eastham, MA 02642

Property at 92 Barcliff Ave, Chatham, MA 02633, 5 beds, 3.5 baths

$3,500,000

5 beds3.5 baths2,659 sq ft

92 Barcliff Ave, Chatham, MA 02633

Property at 320 State Hwy, Eastham, MA 02642

$547,000

— beds— baths— sq ft

320 State Hwy, Eastham, MA 02642

Property at 1761 Main St, Chatham, MA 02633

$619,000

— beds— baths— sq ft

1761 Main St, Chatham, MA 02633

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 Thu Nov 27 2025. 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. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Vintage Homes for Sale in 02653

There are currently 15 vintage homes for sale in 02653 at a median listing price of $1.15M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 02653 stay on the market for 60 days and receive 1 offers. This map is refreshed with the newest listings in 02653 every 15 minutes.

In the past month, 21 homes have been sold in 02653. In addition to houses in 02653, there were also 14 condos, 2 townhouses, and 1 multi-family unit for sale in 02653 last month. Find your dream home in 02653 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 02653 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 02653. If you're looking to sell your home in the 02653 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 02653 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 02653, MA

Cities

Nearby Zip Codes

Nearby Zip Codes with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in 02653, MA

How to buy a house in 02653, 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

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

Why Redfin?

Community Impact

Diversity & Inclusion

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.