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Chatham, MA Hospitality Properties for Sale

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Chatham Oceanfront Hospitality Opportunity
$25,000,000
13,388 SF

Chatham Oceanfront Hospitality Opportunity

196 Shore Rd, Chatham, MA 02633

Rare opportunity: 3.2 acres with panoramic water views and private beach.

  • Premier oceanfront property with sweeping panoramic water views of Pleasant Bay and the Atlantic Ocean.
  • Pristine private beach with nearly 150 linear feet of ocean frontage.
  • Rare opportunity: First time on the market in 66 years.
  • Located in the heart of esteemed Chatham, a short walk from shops, dining, golf, and the Chatham Lighthouse.
  • Significant land holding: 3.2 acres.
Updated: Aug 28, 2025
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Chatham Oceanfront Hospitality Opportunity
$25,000,000
13,388 SF

Chatham Oceanfront Hospitality Opportunity

196 Shore Rd, Chatham, MA 02633

Rare opportunity: 32-unit motel on 3.2 acres with private beach.

  • Premier oceanfront location on Cape Cod with sweeping panoramic water views of Pleasant Bay and the Atlantic Ocean.
  • Pristine private beach with nearly 150 linear feet of ocean frontage.
  • 3.2‑acre property offering flexibility for continued hospitality business, expansion, commercial redevelopment, or residential use.
  • Located in the heart of Chatham, a short walk from shops, dining, golf, and the Chatham Lighthouse.
  • Includes The Hawthorne motel with 32 units.
Updated: Aug 28, 2025
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Based on your search, we've compiled 34 Potential Opportunities for your consideration. Besides 2 Active listings in Chatham, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 28 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Historic Inn in Cape Cod
$3,395,000
7,922 SF

Historic Inn in Cape Cod

Romantic Sea Captain's manor in Brewster, a premier Bed and Breakfast.

1861 Main St, Brewster, MA 02631
View details
Historic Inn in Cape Cod
$2,995,000
7,922 SF

Historic Inn in Cape Cod

Thriving bed and breakfast with increasing revenue, near Cape Cod Bay.

1861 Main St, Brewster, MA 02631
View details
Restored Historic Cape Cod Inn
$2,300,000
9,110 SF

Restored Historic Cape Cod Inn

Two-building bed and breakfast with 10 guest rooms and suites.

308 Old Main St, South Yarmouth, MA 02664
View details
Historic Cape Cod Inn Opportunity
Pending
$2,300,000
9,110 SF

Historic Cape Cod Inn Opportunity

Restored South Yarmouth bed & breakfast with owner's quarters.

308 Old Main St, South Yarmouth, MA 02664
View details

Explore Off-Market Properties in Chatham, MA

Consider similar Off-Market properties in Chatham, MA. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

390 Shr Rd

390 Shr Rd

HOTEL • 4,278 SF
Value Estimation by Request
390 Shr Rd, Chatham, MA 02633
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330 Shr Rd

330 Shr Rd

HOTEL-RESORT • 3,144 SF
Value Estimation by Request
330 Shr Rd, Chatham, MA 02633
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78 Kettle Drum Ln

78 Kettle Drum Ln

HOTEL • 2,460 SF
Value Estimation by Request
78 Kettle Drum Ln, Chatham, MA 02633
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346 Shr Rd

346 Shr Rd

HOTEL • 3,240 SF
Value Estimation by Request
346 Shr Rd, Chatham, MA 02633
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276 Shr Rd

276 Shr Rd

MOTEL • 0.62 Acres
Value Estimation by Request
276 Shr Rd, Chatham, MA 02633
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59 Queen Anne Rd

59 Queen Anne Rd

HOTEL-RESORT • 3,437 SF
Value Estimation
$410,000
59 Queen Anne Rd, Chatham, MA 02633-1832
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356 Shr Rd

356 Shr Rd

HOTEL • 5,000 SF
Value Estimation by Request
356 Shr Rd, Chatham, MA 02633
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27 Claflin Lndg

27 Claflin Lndg

HOTEL • 2,408 SF
Value Estimation by Request
27 Claflin Lndg, Chatham, MA 02633
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56 Kettle Drum Ln

56 Kettle Drum Ln

HOTEL-RESORT • 1,296 SF
Value Estimation by Request
56 Kettle Drum Ln, Chatham, MA 02633
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25 Holway St

25 Holway St

HOTEL-RESORT • 7,318 SF
Value Estimation by Request
25 Holway St, Chatham, MA 02633-2414
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50 Kettle Drum Ln

50 Kettle Drum Ln

HOTEL • 1,538 SF
Value Estimation by Request
50 Kettle Drum Ln, Chatham, MA 02633
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394 Pleasant St

394 Pleasant St

MOTEL • 2,700 SF
Value Estimation
$390,000
394 Pleasant St, South Chatham, MA 02659-1545
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52 Kettle Drum Ln

52 Kettle Drum Ln

HOTEL-RESORT • 3,138 SF
Value Estimation by Request
52 Kettle Drum Ln, Chatham, MA 02633
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374 Shr Rd

374 Shr Rd

HOTEL • 3,504 SF
Value Estimation by Request
374 Shr Rd, Chatham, MA 02633
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186 Seaview St

186 Seaview St

HOTEL • 6,250 SF
Value Estimation by Request
186 Seaview St, Chatham, MA 02633-2396
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2079 Main St

2079 Main St

MOTEL • 8,744 SF
Value Estimation
$3,445,000
2079 Main St, Chatham, MA 02633-1020
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72 Frst Bch Rd

72 Frst Bch Rd

MOTEL • 2,172 SF
Value Estimation
$345,000
72 Frst Bch Rd, South Chatham, MA 02659
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1547 Main St

1547 Main St

MOTEL • 5,547 SF
Value Estimation
$320,000
1547 Main St, Chatham, MA 02633-2082
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86 Kettle Drum Ln

86 Kettle Drum Ln

HOTEL-RESORT • 4,033 SF
Value Estimation by Request
86 Kettle Drum Ln, Chatham, MA 02633
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380 Shr Rd

380 Shr Rd

HOTEL • 7,432 SF
Value Estimation by Request
380 Shr Rd, Chatham, MA 02633
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22 Old Hbr Rd

22 Old Hbr Rd

HOTEL-RESORT • 5,330 SF
Value Estimation by Request
22 Old Hbr Rd, Chatham, MA 02633-2315
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400 Shr Rd

400 Shr Rd

HOTEL • 2,675 SF
Value Estimation by Request
400 Shr Rd, Chatham, MA 02633
View details

Chatham, MA Hospitality Properties Investment Opportunities Market Analysis

Explore 30 hospitality properties for sale in Chatham, MA on our real estate platform. These investment opportunities span a total of 283,528 square feet of properties for sale, with an estimated market value of $24,790,000.

Prices for hospitality properties in Chatham, MA start at $215,000, averaging $3,098,750, and reaching up to $13,175,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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