Vintage homes for sale & real estate in 02653, MA

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ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Great price improvement $975,000.00 to $ 875,000.00. Conveniently located close to downtown Orleans, this is a 3 bedroom, 1 1/2 bath colonial style house. Situated on 3/4 acre in a peaceful setting with gardens, plenty of privacy and space to add to outdoor living or more substantial living space. Above the garage is an open space in which to create, exercise or dabble with projects. The basement level has a finished room open to many different uses. There is a new 1/2 bath on the first floor for added convenience, and the full bath on the 2nd floor has been redone. The living room has a brick surround on the fireplace wall that is white washed and adds to the character of the space. The

$799,000

3 beds1.5 baths1,403 sq ft

20 Namskaket, Orleans, MA 02653

Deck off living room • Redone full bath • Colonial style house

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:
First time on the market since 1984, this well-maintained Orleans home is just minutes from Rock Harbor, Skaket Beach, and Nauset Beach, offering the best of Cape Cod’s coastal lifestyle. Inside, you’ll find two oversize bedrooms, two bathrooms, a welcoming living area with a fireplace, and a bright kitchen, along with a full basement for extra storage or workspace. The home also features a spacious two-car garage, which opens the door to exciting possibilities under the new ADU laws. Whether you’re looking for a year-round home or a summer getaway, 6 Defiance Lane is in a prime location near the harbor, restaurants, and shops—ready for its next chapter.

$899,000

2 beds2 baths1,198 sq ft

6 Defiance Ln, Orleans, MA 02653

Full basement • Prime location • 0.34 acre lot

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

$550,000

2 beds2 baths1,414 sq ft

6 Apple, 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 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

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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

$1,499,900

6 beds3 baths2,257 sq ft

745-747 Main St, Chatham, MA 02633

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

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

ABOUT THIS HOME
Vintage Home for sale in 02653, MA:
Location! Location! Location! This Freshly painted 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:
Welcome to this delightful 1-bedroom, 1-bath condo perfectly located near Red River Beach, Harwich Port, Chatham, and the Cape Cod Rail Trail. The open-concept living and kitchen area features warm beamed ceilings, freshly painted interiors, and newly refinished hardwood floors, creating a bright and inviting space. Step outside to your private back deck—ideal for relaxing or entertaining. This small, well-kept condo association offers the added bonus of an association pool, giving you the best of both seaside and resort-style living. Whether you're seeking a year-round residence, Cape escape, or investment opportunity, this condo is move-in ready and waiting for you.

$259,000

1 bed1 bath444 sq ft

1011 Route 28 Unit C6, Harwich, MA 02645

Private back deck • Association pool • Open-concept living

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

$1,850,000

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

$4,700,000

5 beds3.5 baths3,080 sq ft

85 Cedar St, 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

$4,695,000

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

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

$7,250,000

7 beds6.5 baths6,521 sq ft

44 Buena Vista Rd, Chatham, MA 02633

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 213 Main St, Chatham, MA 02633, 4 beds, 2 baths

$2,150,000

4 beds2 baths1,238 sq ft

213 Main St, Chatham, MA 02633

Property at 238 Cranberry Ln, Chatham, MA 02633, 5 beds, 2.5 baths

$7,200,000

5 beds2.5 baths1,896 sq ft

238 Cranberry Ln, Chatham, MA 02633

Property at 238 Cranberry Ln, North Chatham, MA 02650, 5 beds, 2.5 baths

$7,200,000

5 beds2.5 baths1,896 sq ft

238 Cranberry Ln, North Chatham, MA 02650

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 Sun Dec 28 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 9 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 85 days and receive 1 offers. This map is refreshed with the newest listings in 02653 every 15 minutes.

In the past month, 13 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.

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