Active
21 Days on market
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

20 Hidden Cove, Oak Bluffs, MA 02557

Oak Bluffs, MA 02557

Investor Analysis

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.

Key facts

It was listed on September 15, 2026. The price has come down from an original $1,625,000 to $1,595,000, most recently on September 16, 2026. The annual property taxes are $7,484 (2026 tax year). It sits on a 0.29-acre (12,632 sq ft) lot.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$840/sqft
Local Avg (Oak Bluffs)$1098/sqft
23% BelowMarket Average

* Analysis is based on 10 actively listed and recently sold comparable properties strictly within Oak Bluffs, MA.

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

Questions about this home

When was 20 Hidden Cove, Oak Bluffs listed?

20 Hidden Cove, Oak Bluffs was listed on September 15, 2026.

Has the price of 20 Hidden Cove, Oak Bluffs changed?

The price has come down from an original $1,625,000 to $1,595,000, most recently on September 16, 2026.

What are the property taxes for 20 Hidden Cove, Oak Bluffs?

The annual property taxes for 20 Hidden Cove, Oak Bluffs are $7,484 (2026 tax year).

How big is the lot at 20 Hidden Cove, Oak Bluffs?

20 Hidden Cove, Oak Bluffs sits on a 0.29-acre (12,632 sq ft) lot.

What is the status of 20 Hidden Cove, Oak Bluffs?

20 Hidden Cove, Oak Bluffs is actively listed for sale.

Population

1,250

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$95K

U.S. Census Bureau, ACS 2023 5-Year Estimates (B19013)

Renter-Occupied Homes

31.1%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Dukes County

170 housing units permitted in the last 12 months (+110% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '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 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.

Listing Provided By

Listing Agent: Jennifer Dasilva

Listing Office: Compass

MLS® Number: 73577547