Active
112 Days on market
15 Twenty First St N Edgartown — Photo 1 of 42

15 Twenty First St N Edgartown — Photo 1 of 42

Recent Drop: $360,000

$2,950,000
$2,590,000

$2,590,000

Investment Analysis — 15 Twenty First St N

Edgartown, MA 02539 — Ocean Heights

Based on HUD Small Area Fair Market Rent for Dukes County, MA, a 4-bedroom in 02539 carries an estimated $3,430/mo in gross rent — about a 0.98% cap rate and $25,403/yr in estimated NOI at the $2,590,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

4

Baths

6.5

SqFt

4,530

Style

Single Family

Built

1993

Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island’s best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken living room, and three bedrooms, plus a finished lower level for added living space. Outdoor highlights include a deck, heated pool, patio, pool house, and outdoor shower.The guest house was built in 2011 and provides additional living space, multiple baths, a garage, and its own private setting. Near conservation land and water access, and just 1.5 miles to town, this property offers strong rental potential and exceptional versatility.

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 4,530 sq ft principal dwelling). Lot size: 23,087 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

Original Price$2,950,000
Annual Taxes$5,878.84

Parking

Garage1
Off-Street7

Interior Specifications

Total Rooms12
FireplacesNone
Flooring--
BasementNone

Climate & Utilities

HeatingForced Air
CoolingNone
WaterPublic
SewerPrivate Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningR20

Property & Lot

Acres0.53
SqFt Lot23,087
Lot FeaturesWooded

Neighborhood

Walk/Jog Trails • Bike Path

Geography

Property History

Price Drop
$2,590,000

Was $2,675,000

Sep 3, 2026

MLS® 73523165

Price Drop
$2,675,000

Was $2,950,000

Jul 21, 2026

MLS® 73523165

Listed
$2,950,000

May 23, 2026

MLS® 73523165

Listing Provided By

Listing Agent: Jen O'Hanlon

Listing Office: Compass

MLS® Number: 73523165