269 - 271 Commercial Street
Provincetown, MA · $2,975,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

269 - 271 Commercial Street

Provincetown, MA 02657
$2,975,000
209 days on market · Listed Mar 20, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
4
Baths
3.5
Sq Ft
3,427
Acres
0.07
Year Built
1890
$ / Sq Ft
$868
Days on Market
209

Investment Snapshot

🟡 MEDIUM RISK
Monthly Carrying
$16,062
Cash Flow / yr
$-107,964
Cash-on-Cash
-13%
Cash Required
$833,000
Projected Revenue / yr
$122,894
Avg Daily Rate
$647
Occupancy
52%
STR Range (P50)
$89,871
🟡 MEDIUM RISK — Registration required. Seasonal restrictions may apply.
STR revenue range: $58,810$123,284

Location & Nearby

Map of 269 - 271 Commercial Street, Provincetown MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Tin Pan Alley
    0.01 mi
  • B
    🍽️ George's Pizza
    0.02 mi
  • C
    🍽️ JD's Raw BAR
    0.03 mi
  • D
    🍽️ Jd's Woodfire Grill
    0.04 mi
  • E
    🍽️ Saki
    0.04 mi
  • F
    🍽️ Lobster Pot Express
    0.05 mi
  • G
    🍦 Cabot's Candy
    0.05 mi
  • H
    🍽️ Provincetown Brewing Company at the Crown
    0.05 mi

About this property

A rare chance to own a waterfront address in Provincetown's busiest district. This offering brings together the well known Tin Pan Alley restaurant business and a harborfront building of 3,427 sq. ft. on a 3,255 sq. ft. lot. The street level is home to a well-equipped dining venue with a bar, entertainment space, and a commercial kitchen. Above, two floors provide a four-bedroom residence with sweeping views of the harbor. Located directly opposite Town Hall, the property sees unmatched visibility and foot traffic. Upgrades include new systems, windows, roof, and other key improvements. Offered with the Tin Pan Alley brand, equipment, and goodwill, the property presents multiple pathways--operate the business, create a live-work setting, or hold as an investment with strong rental appeal.

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📋 Provincetown Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Provincetown
Listed by Iskren ''Isi'' Georgiev, Gibson Sotheby's International Realty