Waterfront Estate with Deep-Water Dock & Private Beach. Experience an exceptional Martha’s Vineyard waterfront lifestyle at this rare Lagoon Pond offering, ideally located just minutes from Vineyard Haven’s vibrant harbor, restaurants and shops. The property features a private deep-water dock—ideal for the avid boater—along with its own sandy beach for effortless access to the water. The refined residence was completely renovated in 2022, with interiors by Nicole Hogarty Designs. Filled with natural light and expansive water views, the home is complemented by beautifully landscaped grounds and mature specimen trees, creating a private setting for outdoor living and entertaining. Amenities include a professional-grade bocce court, cold plunge, large hot tub, and classic Island outdoor shower. A separate, stylish party barn provides a versatile setting for everything from intimate gatherings to summer celebrations. Offering an uncommon combination of privacy, waterfront access, boating, and proximity to downtown Vineyard Haven, this distinctive estate captures the best of Island living—from mornings on the water to sunset cocktails on the dock.
For sale
$5,995,000
20 Sunnyside Ave, Tisbury, MA 02568
3beds
2,280sqft
Single Family Residence
Built in 2004
0.82 Acres Lot
$5,636,700 Zestimate®
$2,629/sqft
$-- HOA
What's special
Waterfront estateWaterfront accessDeep-water dockCold plungePrivate beachClassic island outdoor showerSeparate stylish party barn
- 12 days
- 1,152
- 104
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Peyton Wallace,
Studio Realty
Source: LINK,MLS#: 44868
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- GFHA
Appliances
- Included: Stove: Y, Washer: Y
Features
- AC, Ins, OSh, Floor 1: Beautiful open great room with kitchen, living and dining. Opens to a deck with views for sun or dining. There is also a den with sliding door and full bath., Floor 2: Three bedrooms and two full baths - the primary has its own private luxurious bathroom. Laundry is tucked off the hallway.
- Flooring: Hardwood/Tile
- Basement: Partial Crawl for Storage and Utilities
- Fireplace features: 1 - Woodburning
Interior area
- Total structure area: 2,280
- Total interior livable area: 2,280 sqft
Property
Parking
- Parking features: Shell driveway
Features
- Exterior features: PvtBch, PubBch, Deck, H/Tub, Patio, WViews
- On waterfront: Yes
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 0.82 Acres
- Features: Beautifully planted yard and grounds
Details
- Additional structures: Stairs lead to deepwater dock and sandy beach along the shoreline. Detached party barn with bocce court provides bonus rec. space and storage in winter. Additional shed near the barn and entrance to the property.
- Parcel number: TISBM0016NB00000L00003
- Zoning: R20
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- Year built: 2004
- Major remodel year: 2022
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Tisbury
Financial & listing details
- Price per square foot: $2,629/sqft
- Tax assessed value: $4,007,100
- Annual tax amount: $29,733
- Date on market: 8/22/2026
- Listing agreement: E
Estimated market value
$5,636,700
$5.35M - $5.92M
$7,962/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/22/2026 | Listed for sale | $5,995,000+157.8%$2,629/sqft |
Source: LINK #44868 Report a problem | ||
| 8/28/2017 | Listing removed | $2,325,000$1,020/sqft |
Source: Wallace & Co. Sotheby's Int'l. #21710173 Report a problem | ||
| 8/28/2017 | Pending sale | $2,325,000+8.1%$1,020/sqft |
Source: Wallace & Co. Sotheby's Int'l. #21710173 Report a problem | ||
| 8/23/2017 | Sold | $2,150,000-7.5%$943/sqft |
Source: LINK #31663 Report a problem | ||
| 3/10/2017 | Listed for sale | $2,325,000-7%$1,020/sqft |
Source: Wallace & Co. Sotheby's Int'l. #21710173 Report a problem | ||
| 1/24/2017 | Listing removed | $2,499,000$1,096/sqft |
Source: Wallace & Co. Sotheby's International Realty #27346 Report a problem | ||
| 4/6/2016 | Price change | $2,499,000-5.9%$1,096/sqft |
Source: Wallace & Co. Sotheby's International Realty #27346 Report a problem | ||
| 11/9/2015 | Price change | $2,655,000-5%$1,164/sqft |
Source: Wallace & Co. Sotheby's International Realty #27346 Report a problem | ||
| 9/5/2014 | Price change | $2,795,000+1.6%$1,226/sqft |
Source: Wallace & Co. Sotheby's International Realty #27346 Report a problem | ||
| 9/2/2014 | Listed for sale | $2,750,000+180.6%$1,206/sqft |
Source: Wallace & Co. Sotheby's International Realty #27346 Report a problem | ||
| 6/12/2003 | Sold | $980,000$430/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $30,758 +29.6% | $4,063,100 +36.6% |
| 2024 | $23,737 +7.2% | $2,974,600 -1.7% |
| 2023 | $22,148 +15.1% | $3,025,700 +36.8% |
| 2022 | $19,243 +10.7% | $2,211,887 +16.6% |
| 2021 | $17,389 +4.1% | $1,896,300 +5.9% |
| 2020 | $16,705 -0.6% | $1,790,500 -2.3% |
| 2019 | $16,807 +27.1% | $1,832,800 +31% |
| 2018 | $13,222 +2.2% | $1,399,200 -1.5% |
| 2017 | $12,940 +8.3% | $1,420,400 +8.9% |
| 2016 | $11,946 -5.5% | $1,304,200 -8% |
| 2015 | $12,644 +12.9% | $1,417,500 +6.2% |
| 2014 | $11,196 -1.1% | $1,334,400 |
| 2013 | $11,316 -3.4% | $1,334,400 -8.8% |
| 2012 | $11,719 +13.4% | $1,463,100 +6.5% |
| 2011 | $10,335 +12.9% | $1,374,300 -1.3% |
| 2010 | $9,152 +4.2% | $1,393,000 -5.1% |
| 2009 | $8,780 +5.8% | $1,468,200 -2.9% |
| 2008 | $8,300 +13.5% | $1,511,900 +16.4% |
| 2007 | $7,312 +22% | $1,298,700 +12.7% |
| 2006 | $5,991 +4.7% | $1,152,200 +18% |
| 2005 | $5,723 -1% | $976,600 +36.6% |
| 2004 | $5,783 +4.7% | $714,800 |
| 2003 | $5,525 +5.6% | $714,800 |
| 2002 | $5,232 +19% | $714,800 +117.4% |
| 2000 | $4,396 | $328,800 |
Find assessor info on the county website
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Neighborhood: 02568
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