85 Days on market
44 Pleasant Street Provincetown — Photo 1 of 38

44 Pleasant Street Provincetown — Photo 1 of 38

Recent Drop: $100,999

$2,499,999
$2,399,000

$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

This Property
Size (SqFt) →Price →
This Property$1768/sqft
Local Avg (Provincetown)$1406/sqft
26% AboveMarket Average

* Analysis is based on 17 actively listed and recently sold comparable properties strictly within Provincetown, MA.

Property Details

Financials

Original Price$2,499,999
Annual Taxes$8,581

Parking

Garage0
Off-Street3

Interior Specifications

Total Rooms5
Fireplaces1
Flooring--
BasementNone

Climate & Utilities

HeatingElectric Baseboard, Ductless
CoolingDuctless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationOther
ZoningRES3

Property & Lot

Acres0.1
SqFt Lot4,324
Lot FeaturesCorner Lot

Amenities & Appliances

Water Heater

Geography

Property History

Price Drop
$2,399,000

Was $2,449,000

Aug 28, 2026

MLS® 73538156

Price Drop
$2,449,000

Was $2,499,999

Aug 3, 2026

MLS® 73538156

Listed
$2,499,999

Jun 17, 2026

MLS® 73538156

Sold
$2,324,000

Aug 6, 2025

MLS® 73412503

Listed
$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 Provided By

Listing Agent: Andrew Grattan

Listing Office: Christie's International Real Estate Atlantic Brokerage

MLS® Number: 73538156

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