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20 Hidden Cove Oak Bluffs — Photo 1 of 39

20 Hidden Cove Oak Bluffs — Photo 1 of 39

Recent Drop: $30,000

$1,625,000
$1,595,000

$1,595,000

Investment Analysis — 20 Hidden Cove

Oak Bluffs, MA 02557

Based on HUD Small Area Fair Market Rent for Dukes County, MA, a 4-bedroom in 02557 carries an estimated $3,400/mo in gross rent — about a 1.47% cap rate and $23,524/yr in estimated NOI at the $1,595,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

4

Baths

3

SqFt

1,898

Style

Single Family

Built

1981

Set within the sought-after Hidden Cove community, a 65-acre private enclave with direct access to Sengekontacket Pond, this contemporary retreat offers an exceptional Martha’s Vineyard lifestyle. Residents enjoy a private community boat dock, scenic walking trails, pickleball and tennis courts, all just moments from Oak Bluffs and Edgartown.Set on a private, wooded lot, the home blends classic Vineyard character with relaxed coastal living. Cedar siding, an expansive wood deck, screened porch, and outdoor shower create inviting spaces for everything from quiet mornings to long summer evenings and post-beach afternoons.Inside, the home unfolds around a striking two-sided gas and wood-burning fireplace, with large windows bringing the surrounding landscape indoors. Four bedrooms offer comfortable space for family and guests, while a finished lower level adds exceptional versatility — currently configured as a media room and home office, with an unfinished portion ready to become a private gym, wine cellar, or whatever you envision.With water access, exceptional community amenities, and a private setting close to the Island’s favorite towns, Hidden Cove offers a rare combination of active outdoor living, privacy, and quintessential Vineyard ease.

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 1,898 sq ft principal dwelling). Lot size: 12,632 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$1,625,000
Annual Taxes$7,484

Parking

Garage0
Off-Street3

Interior Specifications

Total Rooms11
Fireplaces2
Flooring--
BasementNone

Climate & Utilities

HeatingForced Air, Propane
CoolingCentral Air
WaterPublic
SewerPrivate Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningR3

Property & Lot

Acres0.29
SqFt Lot12,632
Lot FeaturesOther

Geography

Property History

Price Drop
$1,595,000

Was $1,625,000

Sep 17, 2026

MLS® 73577547

Listed
$1,625,000

Sep 15, 2026

MLS® 73577547

Listing Provided By

Listing Agent: Jennifer Dasilva

Listing Office: Compass

MLS® Number: 73577547