39 Pleasant Street Provincetown — Photo 1 of 34
Recent Drop: $50,000
$1,849,000
39 Pleasant Street, Provincetown, MA 02657
Provincetown, MA 02657
Beds
3
Baths
2
SqFt
1,368
Style
Single Family
Built
1850
Quintessential Provincetown Living in the West End Charming, sun-filled and perfectly situated in Provincetown’s highly desirable West End, this 3-bedroom, 2-bath single-family home offers the ideal blend of comfort, character and location. Natural light fills the home, creating bright, inviting spaces throughout. Outside, a beautifully landscaped yard and patio provide a private setting for summer dinners, morning coffee or relaxing after the beach. The primary bedroom opens to its own covered deck—a wonderful retreat for enjoying the Cape air in every season. Just moments from Provincetown’s beaches, restaurants, galleries and the energy of Commercial Street, yet tucked away enough to feel like a true escape. Whether you’re looking for a year-round residence, a weekend getaway or a Provincetown investment, this incredibly charming West End home captures everything there is to love about life at the tip of the Cape. Three bedrooms. Two baths. Private outdoor space. Coveted West End location. Pure Provincetown charm.
Key facts
It was listed on August 19, 2026. The price has come down from an original $1,899,000 to $1,849,000, most recently on September 9, 2026. The annual property taxes are $9,189 (2026 tax year). It sits on a 0.06-acre (2,490 sq ft) lot.
Market Value Analysis
* Analysis is based on 16 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
Electric Water Heater • Range • Microwave • Refrigerator • Washer • Dryer
Neighborhood
Shopping • Other
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First22 x 13
Dining Room
Lvl First8 x 13
Kitchen
Lvl First7 x 8
Primary Bedroom
Lvl Second15 x 13
Bedroom 2
Lvl Second9 x 12
Bedroom 3
Lvl Second12 x 8
Bathroom 1
Lvl First5 x 7
Bathroom 2
Lvl Second9 x 5
Property History
$1,849,000
Was $1,899,000
Sep 9, 2026
MLS® 73565795
$1,899,000
Aug 19, 2026
MLS® 73565795
Questions about this home
When was 39 Pleasant Street, Provincetown listed?
39 Pleasant Street, Provincetown was listed on August 19, 2026.
Has the price of 39 Pleasant Street, Provincetown changed?
The price has come down from an original $1,899,000 to $1,849,000, most recently on September 9, 2026.
What are the property taxes for 39 Pleasant Street, Provincetown?
The annual property taxes for 39 Pleasant Street, Provincetown are $9,189 (2026 tax year).
How big is the lot at 39 Pleasant Street, Provincetown?
39 Pleasant Street, Provincetown sits on a 0.06-acre (2,490 sq ft) lot.
What is the status of 39 Pleasant Street, Provincetown?
39 Pleasant Street, Provincetown is actively listed for sale.
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
505 housing units permitted in the last 12 months (-51% vs the prior 12 months) — 123 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '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: 684 sq ft (the lesser of 900 sq ft or half the 1,368 sq ft principal dwelling). Lot size: 2,490 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: Lisa G. Loveland
Listing Office: Keller Williams Realty Boston-Metro | South End
MLS® Number: 73565795
