Hidden Cove Retreat — Water Access, Tennis & Pickleball 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, 1,898 square feet of above-grade living space 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 512-square-foot 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.
For sale
Price cut: $30K (9/17)
$1,595,000
20 Hidden Cove Rd, Oak Bluffs, MA 02557
4beds
1,898sqft
Single Family Residence
Built in 1981
0.29 Acres Lot
$1,539,400 Zestimate®
$840/sqft
$-- HOA
What's special
Outdoor showerScreened porchPrivate community boat dockPrivate wooded lotExpansive wood deckScenic walking trailsCedar siding
- 49 days
- 724
- 45
Zillow last checked:
Listing updated:
Listed by:
Jennifer B. DaSilva,
Compass | Point B
Source: LINK,MLS#: 44691
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
- Main level bedrooms: 2
Heating
- GFHA
Appliances
- Included: Stove: Yes, Washer: yes
Features
- AC, Floor 1: Living room, Kitchen, Dining Area, 2 bedrooms, shared bathroom, Floor 2: 2 bedrooms and shared bathroom, Floor 3: n/a
- Basement: Finished lower level with built in cabinetry and bookshelves; washer / dryer
- Fireplace features: 2
Interior area
- Total structure area: 1,898
- Total interior livable area: 1,898 sqft
Property
Parking
- Parking features: Ample, Driveway
Features
- Exterior features: Deck, Garden, PubBch, Cov, C/Tennis
- Frontage type: None
Lot
- Size: 0.29 Acres
- Features: Spacious yard
Details
- Additional structures: n/a
- Parcel number: 0
- Zoning: R3
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured concrete
Condition
- Year built: 1981
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $840/sqft
- Tax assessed value: $1,424,200
- Annual tax amount: $7,484
- Date on market: 8/10/2026
- Listing agreement: E
Estimated market value
$1,539,400
$1.46M - $1.62M
$6,393/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/17/2026 | Price change | $1,595,000-1.8%$840/sqft |
Source: MLS PIN #73577547 Report a problem | ||
| 8/10/2026 | Listed for sale | $1,625,000+606.5%$856/sqft |
Source: LINK #44691 Report a problem | ||
| 10/11/2001 | Sold | $230,000$121/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,963 +2.7% | $1,378,900 +6.4% |
| 2024 | $6,778 +7.4% | $1,295,900 +8.4% |
| 2023 | $6,312 +6.8% | $1,195,400 +37.4% |
| 2022 | $5,909 +0.3% | $870,200 +8.8% |
| 2021 | $5,894 +5.4% | $799,700 +6.4% |
| 2020 | $5,591 +1.5% | $751,500 +4.9% |
| 2019 | $5,511 -0.1% | $716,700 +1.8% |
| 2018 | $5,515 +2.8% | $704,300 +7% |
| 2017 | $5,363 +8.7% | $658,000 +8.2% |
| 2016 | $4,933 +6.2% | $608,300 +4.3% |
| 2015 | $4,645 -13.4% | $583,500 -15% |
| 2014 | $5,362 +10.2% | $686,500 +8.8% |
| 2013 | $4,865 +0.2% | $631,000 -3.9% |
| 2012 | $4,854 +15.3% | $656,900 +9.7% |
| 2011 | $4,209 +2.7% | $598,700 -7.9% |
| 2010 | $4,097 +0.2% | $650,300 -3.9% |
| 2009 | $4,087 +7.3% | $676,700 |
| 2008 | $3,810 +5.2% | $676,700 +4.5% |
| 2007 | $3,620 +5.2% | $647,500 +8.2% |
| 2006 | $3,440 -8.3% | $598,200 -3.2% |
| 2005 | $3,752 +0.6% | $618,200 +13.2% |
| 2004 | $3,730 +14.4% | $546,100 +16.9% |
| 2003 | $3,261 +8.1% | $467,200 +98.3% |
| 2001 | $3,016 | $235,600 |
Find assessor info on the county website
Monthly payment
Est. payment





