Homes with Basements for Sale in Chatham, MA

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OPEN SUN, 1:30PM TO 3:30PM

ABOUT THIS HOME
Home with Basement for sale in Chatham, MA:
Offered fully furnished, this light-filled contemporary Cape in North Chatham blends coastal elegance with casual sophistication. The main level features a welcoming den, an inviting living room with a fireplace, and a stylish kitchen and dining area that open to a sunny deck, ideal for seamless indoor-outdoor living. The serene first floor primary suite offers comfort and privacy. Upstairs, two additional bedrooms, a full bath, and a family room with a second-level deck provide ample space for guests or a home office. The walk-out lower level offers flexible living or recreation space. Outside, discover a private fenced in backyard oasis complete with a heated in-ground pool, hot tub, ston

$2,599,000

3 beds3 baths3,090 sq ft

2 Seapine Rd, North Chatham, MA 02650

Sunny deck • Welcoming den • Stylish kitchen

ABOUT THIS HOME
Home with Basement for sale in Chatham, MA:
Welcome to Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a thoughtful floorplan includes 5+ ensuite bedrooms and 3 full floors of living spaces, each accessible by elevator. The large family room features a stone fireplace, window seats, coffered ceilings and direct access to expansive deck overlooking the water. A gorgeous chef's kitchen with 14ft island is the heart of the

$11,250,000

5 beds8 baths11,000 sq ft

558 Fox Hill Rd, Chatham, MA 02633

Private beach • Chef's kitchen • Waterfront retreat

OPEN TODAY, 1PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Chatham, MA:
Set within one of North Chatham's most coveted enclaves—surrounded by multi-million-dollar homes and moments from the village—this 5-bedroom, 3-bath residence blends timeless Cape charm with outstanding potential. The property enjoys a picturesque corner setting with mature landscaping, perennial gardens, and glimpses of the nearby harbor that hint at its waterview possibilities. Inside, sun-filled living spaces feature antique wide-plank floors, custom built-ins, and a wood-burning fireplace that anchors the inviting living room. Two first-floor ensuite bedrooms provide flexibility for guests or single-level living, while a bright dining room, kitchen, and sunroom open to an ex

$1,895,000

5 beds3 baths3,098 sq ft

24 Hillcrest Rd, Chatham, MA 02633

Perennial gardens • Custom built-ins • Mature landscaping

ABOUT THIS HOME
Home with Basement for sale in Chatham, MA:
Wake up to shimmering views of Nantucket Sound from your luxurious family compound, just steps from Cockle Cove Beach and a sandy stretch off Chatharbor Lane. This rare offering features a newly built main house with three ensuite bedrooms and a separate, gut-renovated one-bedroom cottage for all of your overflow needs. The sundrenched main home boasts spacious, open-concept first-floor living that spills perfectly onto an inviting deck and screened porch; a first-floor primary suite with a spa-inspired bathroom; and a finished, walk out basement with 9 ft ceilings, a gym, movie room and rec room. After a movie & a game of pool, relax in your hot tub under the stars to recap your perf

$2,995,000

4 beds4.5 baths3,120 sq ft

314 Cockle Cove Rd, South Chatham, MA 02659

Gym • 0.57 acre lot • 8 parking spots

ABOUT THIS HOME
Home with Basement for sale in Chatham, MA:
Living the Cape Cod Dream: Relocating to ChathamHave you ever dreamed of waking up to salty sea air, scenic harbor views, and small-town charm? If so, relocating to Chatham, Massachusetts might just be the lifestyle upgrade you’ve been searching for. Nestled on the elbow of Cape Cod, Chatham blends coastal beauty with historic character, offering residents a unique mix of peace, recreation, and community. Whether you're retiring, raising a family, or simply seeking a slower pace of life, Chatham offers something special. Here's everything you need to know about living the Cape Cod dream in Chatham. Why Chatham?Chatham is more than just a beach town. While it's well-known for summer to

$850,000

3 beds2 baths1,192 sq ft

99 A Leonard Way, Chatham, MA 02633

0.55 acre lot • Garage • Built 1982

Property at 109 Misty Meadow Ln #2, North Chatham, MA 02650, 1 bed, 1 bath

$399,000

1 bed1 bath696 sq ft

109 Misty Meadow Ln #2, North Chatham, MA 02650

Property at 49 Duck Marsh, Chatham, MA 02633, 3 beds, 2 baths

$849,000

3 beds2 baths1,425 sq ft

49 Duck Marsh, Chatham, MA 02633

Property at 39 Meadow Brk, North Chatham, MA 02650, 2 beds, 1 bath

$699,000

2 beds1 bath768 sq ft

39 Meadow Brk, North Chatham, MA 02650

Property at 6 Stephen Dr, Chatham, MA 02633, 4 beds, 4.5 baths

$1,995,000

4 beds4.5 baths3,069 sq ft

6 Stephen Dr, Chatham, MA 02633

Property at 93 Bucks Creek Rd, Chatham, MA 02633, 3 beds, 3.5 baths

$3,200,000

3 beds3.5 baths3,544 sq ft

93 Bucks Creek Rd, Chatham, MA 02633

Property at 425 Main St Unit D, Chatham, MA 02633, 1 bed, 1 bath

$495,000

1 bed1 bath578 sq ft

425 Main St Unit D, Chatham, MA 02633

Property at 114 Bucks Crk, Chatham, MA 02633, 4 beds, 3 baths

$1,450,000

4 beds3 baths2,289 sq ft

114 Bucks Crk, Chatham, MA 02633

Property at 109 Misty Meadow Ln #4, North Chatham, MA 02650, 2 beds, 1 bath

$475,000

2 beds1 bath869 sq ft

109 Misty Meadow Ln #4, North Chatham, MA 02650

Property at 246 Stage Is, Chatham, MA 02633, 4 beds, 5 baths

$8,500,000

4 beds5 baths4,735 sq ft

246 Stage Is, Chatham, MA 02633

Property at 15 Sylvan Way, South Chatham, MA 02659, 2 beds, 2 baths

$950,000

2 beds2 baths1,760 sq ft

15 Sylvan Way, South Chatham, MA 02659

Property at 346 Morris Island Rd, Chatham, MA 02633, 4 beds, 4.5 baths

$4,900,000

4 beds4.5 baths2,850 sq ft

346 Morris Island Rd, Chatham, MA 02633

Property at 73 Joshua Jethro Rd, Chatham, MA 02633, 3 beds, 2 baths

$1,520,000

3 beds2 baths2,307 sq ft

73 Joshua Jethro Rd, Chatham, MA 02633

Property at 86 Champlain, Chatham, MA 02633, 3 beds, 4.5 baths

$3,200,000

3 beds4.5 baths4,361 sq ft

86 Champlain, Chatham, MA 02633

Property at 4 Ministers Ln, Chatham, MA 02633, 5 beds, 6.5 baths

$5,995,000

5 beds6.5 baths5,143 sq ft

4 Ministers Ln, Chatham, MA 02633

Property at 200 Hardings Beach Rd, Chatham, MA 02633, 4 beds, 2 baths

$1,495,000

4 beds2 baths1,820 sq ft

200 Hardings Beach Rd, Chatham, MA 02633

Property at 48 Sylvan Way, South Chatham, MA 02659, 6 beds, 6 baths

$5,495,000

6 beds6 baths5,721 sq ft

48 Sylvan Way, South Chatham, MA 02659

Property at 174 Seapine Rd, North Chatham, MA 02650, 4 beds, 3.5 baths

$3,600,000

4 beds3.5 baths3,899 sq ft

174 Seapine Rd, North Chatham, MA 02650

Property at 30 Indian Trl, Chatham, MA 02633, 3 beds, 3 baths

$4,395,000

3 beds3 baths2,418 sq ft

30 Indian Trl, Chatham, MA 02633

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

$1,399,000

3 beds2 baths1,702 sq ft

93 Orleans Rd, Chatham, MA 02633

Property at 28 Cranberry Ln, North Chatham, MA 02633, 3 beds, 4.5 baths

$3,500,000

3 beds4.5 baths3,759 sq ft

28 Cranberry Ln, North Chatham, MA 02633

Property at 335 Stage Is, Chatham, MA 02633, 4 beds, 5.5 baths

$4,495,000

4 beds5.5 baths5,372 sq ft

335 Stage Is, Chatham, MA 02633

Property at 38 Indian Trl, Chatham, MA 02633, 4 beds, 3.5 baths

$4,750,000

4 beds3.5 baths3,878 sq ft

38 Indian Trl, Chatham, MA 02633

Property at 2550 Main St, South Chatham, MA 02659, 3 beds, 4.5 baths

$3,999,900

3 beds4.5 baths4,393 sq ft

2550 Main St, South Chatham, MA 02659

Property at 230 Barcliff Ave, Chatham, MA 02633, 4 beds, 6 baths

$4,399,000

4 beds6 baths5,800 sq ft

230 Barcliff Ave, Chatham, MA 02633

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 127 Wapoos, Chatham, MA 02633, 5 beds, 3.5 baths

$8,250,000

5 beds3.5 baths4,307 sq ft

127 Wapoos, Chatham, MA 02633

Property at 2548 Main St, South Chatham, MA 02659, 4 beds, 5.5 baths

$3,999,900

4 beds5.5 baths3,713 sq ft

2548 Main St, South Chatham, MA 02659

Property at 30 Tisquantum Rd, Chatham, MA 02633, 5 beds, 4.5 baths

$7,999,000

5 beds4.5 baths4,305 sq ft

30 Tisquantum Rd, Chatham, MA 02633

Property at 56 Skyline Dr, Chatham, MA 02633, 4 beds, 2 baths

$1,599,000

4 beds2 baths2,392 sq ft

56 Skyline Dr, Chatham, MA 02633

Property at 597 Orleans Rd, North Chatham, MA 02650, 3 beds, 2.5 baths

$1,225,000

3 beds2.5 baths1,942 sq ft

597 Orleans Rd, North Chatham, MA 02650

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 292 Stage Harbor Rd, Chatham, MA 02633, 3 beds, 4.5 baths

$2,150,000

3 beds4.5 baths1,834 sq ft

292 Stage Harbor Rd, Chatham, MA 02633

Property at 207 Horizon Dr, Chatham, MA 02633, 4 beds, 3.5 baths

$1,650,000

4 beds3.5 baths2,843 sq ft

207 Horizon Dr, Chatham, MA 02633

$1,499,000

6 beds5 baths2,401 sq ft

72 Forest Beach Rd, South Chatham, MA 02659

Property at 287 Cedar St, Chatham, MA 02633, 3 beds, 4.5 baths

$3,850,000

3 beds4.5 baths3,640 sq ft

287 Cedar St, Chatham, MA 02633

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

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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 Sat Nov 01 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.

Homes with Basements for Sale in Chatham

There are currently 52 homes with basements for sale in Chatham at a median listing price of $2M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chatham stay on the market for 54 days. Popular neighborhoods include Lower Cape, and South Harwich. This map is refreshed with the newest listings in Chatham every 15 minutes.

In the past month, 17 homes have been sold in Chatham. In addition to houses in Chatham, there were also 9 condos, 2 townhouses, and 1 multi-family unit for sale in Chatham last month. Find your dream home in Chatham 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 Chatham are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chatham. Our Chatham real estate stats and trends will give you more information about home buying and selling trends in Chatham. If you're looking to sell your home in the Chatham area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chatham with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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