44 Pleasant Street Provincetown — Photo 1 of 38
Recent Drop: $100,999
$2,399,000
Investment Analysis — 44 Pleasant Street
Provincetown, MA 02657
Based on HUD Small Area Fair Market Rent for Barnstable Town, MA MSA, a 3-bedroom in 02657 carries an estimated $2,600/mo in gross rent — about a 0.63% cap rate and $15,131/yr in estimated NOI at the $2,399,000 list price. Adjust every assumption in the calculator below.
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.
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.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
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
Listing Agent: Andrew Grattan
Listing Office: Christie's International Real Estate Atlantic Brokerage
MLS® Number: 73538156
