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.
For sale
$1,899,000
39 Pleasant Street, Provincetown, MA 02657
3beds
1,368sqft
Single Family Residence
Built in 1850
2,613 Square Feet Lot
$1,833,200 Zestimate®
$1,388/sqft
$-- HOA
What's special
Private outdoor spaceCharming sun-filledBright inviting spaces throughout
- 5 days |
- 1,296 |
- 34 |
Zillow last checked:
Listing updated:
Listed by:
Lisa Loveland 617-834-0137,
Keller Williams Realty Boston-Metro
Source: CCIMLS,MLS#: 22604077
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Other
Cooling
- Central Air, Other
Appliances
- Included: Microwave, Washer, Refrigerator, Electric Range, Other, Electric Water Heater
Features
- Flooring: Other, Wood
- Basement: Full
- Has fireplace: No
Interior area
- Total structure area: 1,368
- Total interior livable area: 1,368 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Open
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Deck, Porch, Patio
- Exterior features: Outdoor Shower
Lot
- Size: 2,613 Square Feet
Details
- Parcel number: PROV M:72 B: L:240
- Zoning: RES3
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Updated/Remodeled, Approximate
- New construction: No
- Year built: 1850
Utilities & green energy
- Sewer: Public Sewer
Community & HOA
HOA
- Has HOA: No
Location
- Region: Provincetown
Financial & listing details
- Price per square foot: $1,388/sqft
- Tax assessed value: $1,499,000
- Annual tax amount: $9,189
- Date on market: 8/19/2026
- Cumulative days on market: 5 days
Estimated market value
$1,833,200
$1.74M - $1.92M
$3,210/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/19/2026 | Listed for sale | $1,899,000+1349.6%$1,388/sqft |
Source:  CCIMLS #22604077 Report a problem | ||
| 12/8/1995 | Sold | $131,000$96/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,095 +2.9% | $1,445,500 +2.5% |
| 2024 | $7,867 +7.7% | $1,409,900 +15.4% |
| 2023 | $7,305 +14.1% | $1,221,600 +35.1% |
| 2022 | $6,403 | $904,400 |
| 2021 | $6,403 +9.4% | $904,400 +2.3% |
| 2020 | $5,853 -1.6% | $884,100 +5% |
| 2019 | $5,947 +11.6% | $842,300 +17.8% |
| 2018 | $5,327 +4.7% | $715,000 +8.4% |
| 2017 | $5,086 +2.1% | $659,700 +3.3% |
| 2016 | $4,983 | $638,900 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 02657
Nearby schools
GreatSchools rating
- 6/10Provincetown SchoolsGrades: PK-8Distance: 0.4 mi
- $700,0001 bd1 ba591 sqft35 Pleasant St #UB, Provincetown, MA 02657Sold
- $1,887,8004 bd2 ba1.5k sqft37 Pleasant St, Provincetown, MA 02657Off Market
- $2,888,3004 bd4 ba3k sqft41 Pleasant St, Provincetown, MA 02657Off Market
- $1,527,0003 bd3 ba1.8k sqft36 Pleasant St #1, Provincetown, MA 02657Off Market
- $1,066,2001 bd2 ba968 sqft35 Pleasant St #A, Provincetown, MA 02657Off Market
- $700,0001 bd1 ba591 sqft35 Pleasant St #B, Provincetown, MA 02657Sold
- $700,1001 bd1 ba420 sqft35 Pleasant St #C, Provincetown, MA 02657Off Market
- $813,6002 bd1 ba597 sqft35 Pleasant St, Provincetown, MA 02657Off Market
A local agent can set up tours, give advice and negotiate with sellers.
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