Active
41 Days on market
21 Brewster Street Provincetown — Photo 1 of 42

21 Brewster Street Provincetown — Photo 1 of 42

Recent Drop: $151,000

$3,150,000
$2,999,000

$2,999,000

21 Brewster Street, Provincetown, MA 02657

Provincetown, MA 02657

Beds

4

Baths

4

SqFt

2,324

Style

Single Family

Built

1910

Meticulously restored and masterfully reimagined, this exceptional 1910 Arts & Crafts residence blends timeless architecture with sophisticated coastal living just moments from Commercial Street. Extensively reconstructed from the studs out, the four-bedroom, four-bath home features renewed systems and finishes throughout, including a professional-grade chef’s kitchen, baths, mechanicals, electrical, plumbing, insulation, custom millwork, and refined interior finishes. The open first-floor plan is enhanced by 10-foot ceilings and is designed for effortless entertaining and everyday living. An inviting living and dining area centers around the chef’s kitchen, with seamless access to a renovated three-season screened porch overlooking professionally landscaped gardens. A first-floor primary suite offers the ease of single-level living, while a second bedroom and full bath provide additional flexibility. Upstairs, a spacious second primary suite creates a private retreat and is joined by an additional bedroom. The finished lower level expands the home’s versatility with a dedicated office, full bath, and flexible bonus space ideal for a media lounge, fitness studio, recreation room, or guest retreat. Outside, a private, fully fenced oasis features an expansive patio, fire pit, mature landscaping, and a dog-friendly yard. Rare for Provincetown, the property also offers off-street parking for four cars. Ideal as a year-round residence, luxury retreat, or investment property, this exceptional East End home is close to galleries, acclaimed restaurants, beaches, and the waterfront. Timeless architecture. Modern luxury. An exceptional Provincetown lifestyle.

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$1290/sqft
Local Avg (Provincetown)$1444/sqft
11% BelowMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Provincetown, MA.

Property Details

Financials

Original Price$3,150,000
Annual Taxes$7,373.55
HOA Fee$56

Parking

Garage0
Off-Street3

Interior Specifications

Total Rooms8
Fireplaces1
FlooringEngineered Hardwood, Flooring - Engineered Hardwood
BasementFull, Finished, Walk-Out Access, Interior Entry, Concrete

Climate & Utilities

HeatingDuctless
CoolingDuctless
WaterPublic
SewerPublic Sewer, Private Sewer, Other

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRES3

Property & Lot

Acres0.1
SqFt Lot4,500
Lot FeaturesEasements, Level

Amenities & Appliances

Electric Water Heater • Microwave • ENERGY STAR Qualified Refrigerator • Wine Refrigerator • ENERGY STAR Qualified Dryer • ENERGY STAR Qualified Dishwasher • ENERGY STAR Qualified Washer • Range Hood • Range

Neighborhood

Shopping • Bike Path • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 4Bathroom 1
First
Dining RoomBedroom 3Bathroom 2Bathroom 3
Basement
OfficeFamily Room
Main,First
Living RoomKitchenBedroom 2
Living Room
Lvl Main,First

15 x 18

French Doors, Exterior Access, Open Floorplan, Recessed Lighting, Flooring - Engineered Hardwood

Dining Room
Lvl First

16 x 9

Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting, Slider, Lighting - Pendant, Flooring - Engineered Hardwood

Kitchen
Lvl Main,First

14 x 18

Dining Area, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances, Lighting - Pendant, Flooring - Engineered Hardwood

Office
Lvl Basement

11 x 10

Recessed Lighting, Flooring - Engineered Hardwood

Family Room
Lvl Basement

23 x 29

Flooring - Wall to Wall Carpet, Exterior Access, Recessed Lighting, Flooring - Engineered Hardwood

Master Bedroom
Lvl Second

25 x 22

Bathroom - Full, Walk-In Closet(s), Balcony / Deck, Recessed Lighting, Flooring - Engineered Hardwood

Bedroom 2
Lvl Main,First

11 x 18

Bedroom 3
Lvl First

12 x 12

Closet, Recessed Lighting, Flooring - Engineered Hardwood

Bedroom 4
Lvl Second

9 x 15

Flooring - Engineered Hardwood

Bathroom 1
Lvl Second
Bathroom 2
Lvl First
Bathroom 3
Lvl First

Property History

Price Drop
$2,999,000

Was $3,150,000

Aug 18, 2026

MLS® 73557331

Listed
$3,150,000

Jul 30, 2026

MLS® 73557331

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: 900 sq ft (the lesser of 900 sq ft or half the 2,324 sq ft principal dwelling). Lot size: 4,500 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: Nora Lynch

Listing Office: Advisors Living - Sherborn

MLS® Number: 73557331

Browse More Homes in Provincetown

Explore other active listings in the area.