
44 Pleasant Street Provincetown — Photo 1 of 38
Recent Drop: $100,999
$2,399,000
44 Pleasant Street, Provincetown, MA 02657
Provincetown, MA 02657
Beds
3
Baths
2
SqFt
1,357
Style
Single Family
Built
1900
Charming three-bedroom, two-bath Cape-style home on a desirable corner lot in Provincetown's sought-after West End, just moments from Commercial Street, restaurants, gyms, and the beach. Thoughtfully renovated while maintaining its character, the home features hardwood floors, updated kitchen and baths, and an open-concept living area. The flexible floor plan includes a spacious second-floor primary suite, an additional upstairs bedroom, and a main-level bedroom ideal for guests or a home office. Finishing off this level is a full-bath and laundry room. Outside, a large patio and mature gardens with lush landscaping create a private oasis perfect for relaxing or entertaining. Additional highlights include deeded off-street parking for up to three cars and a versatile (separate) bonus space w/ full bath ideal for a studio, workshop, or office. A rare opportunity to enjoy charm, privacy, and an exceptional West End location.
Market Value Analysis
* Analysis is based on 17 actively listed and recently sold comparable properties strictly within Provincetown, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater
Geography
Property History
$2,399,000
Was $2,449,000
Aug 28, 2026
MLS® 73538156
$2,449,000
Was $2,499,999
Aug 3, 2026
MLS® 73538156
$2,499,999
Jun 17, 2026
MLS® 73538156
$2,324,000
Aug 6, 2025
MLS® 73412503
$2,349,000
Aug 1, 2025
MLS® 73412503
Population
3,703
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$137K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
23.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Barnstable County
513 housing units permitted in the last 12 months (-50% vs the prior 12 months) — 128 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 679 sq ft (the lesser of 900 sq ft or half the 1,357 sq ft principal dwelling). Lot size: 4,324 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Andrew Grattan
Listing Office: Christie's International Real Estate Atlantic Brokerage
MLS® Number: 73538156
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