Tucked away on a tranquil circle in the desirable Dodgers Hole neighborhood, 21 Flamingo Drive offers the perfect blend of island serenity, comfort, and investment potential. Cherished by its original owners for years as both a summer getaway and an income-producing rental, this inviting property is ready to welcome its next chapter. Recent updates to the flooring and bathrooms add a fresh touch, while mini-split systems on both levels provide year-round comfort and welcome relief on warm summer days. Abutting the Manuel F. Correllus State Forest, the property offers easy access to miles of peaceful biking and walking trails, bringing the beauty of nature right to your doorstep. Ideally situated a convenient distance from all three down-island towns, this home offers a wonderful balance of privacy, outdoor recreation, and accessibility to the island's shops, restaurants, and amenities. With a three-bedroom septic system that has passed Title V inspection, this is an appealing opportunity for a personal island escape, a seasonal retreat, or an investment property. A peaceful setting, a sought-after location, and endless possibilities for enjoying island life. Easy to show!
For sale
$1,075,000
21 Flamingo Dr, Edgartown, MA 02539
3beds
948sqft
Single Family Residence
Built in 1985
0.5 Acres Lot
$1,057,700 Zestimate®
$1,134/sqft
$50/mo HOA
What's special
Peaceful setting
- 10 days
- 1,062
- 54
Zillow last checked:
Listing updated:
Listed by:
Jared Bicknell,
Compass LLC
Source: LINK,MLS#: 45066
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bedrooms: 2
Heating
- Electric
Appliances
- Included: Stove: Yes, Washer: Yes
Features
- Ins, MiniSplit, OSh, Floor 1: Open kitchen and living room with fireplace and access to deck. Two bedrooms and full bath with stackable washer/dryer. Stairway access to crawlspace and storage., Floor 2: Bedroom with Full Bath.
- Flooring: 2
- Basement: Clean dry crawl space that offers bonus storage space.
- Fireplace features: 1
Interior area
- Total structure area: 948
- Total interior livable area: 948 sqft
Property
Parking
- Parking features: 5 vehicles
Features
- Exterior features: PubBch, Deck
- Has view: Yes
- View description: None, Pasture
- Frontage type: None
Lot
- Size: 0.5 Acres
- Features: Yes
Details
- Parcel number: EDGAM0007B0055L
- Zoning: R60
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured
Condition
- Year built: 1985
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
HOA
- Has HOA: Yes
- Services included: Association common areas & road maintenance
- HOA fee: $600 annually
Location
- Region: Edgartown
Financial & listing details
- Price per square foot: $1,134/sqft
- Tax assessed value: $766,700
- Annual tax amount: $1,901
- Date on market: 10/23/2026
- Listing agreement: E
Estimated market value
$1,057,700
$1.00M - $1.11M
$3,688/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/23/2026 | Listed for sale | $1,075,000$1,134/sqft |
Source: LINK #45066 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,888 +18.3% | $712,600 +13.9% |
| 2024 | $1,596 +1.6% | $625,800 +0.4% |
| 2023 | $1,571 -0.4% | $623,400 +19.7% |
| 2022 | $1,578 -3.4% | $520,700 +4.6% |
| 2021 | $1,633 -1.2% | $497,900 +0.9% |
| 2020 | $1,653 -13.4% | $493,300 |
| 2019 | $1,909 +19% | $493,300 +19% |
| 2018 | $1,604 +12.9% | $414,500 +3.5% |
| 2017 | $1,421 -7.1% | $400,300 -5.2% |
| 2016 | $1,529 +15.3% | $422,400 +10.5% |
| 2015 | $1,326 -13.3% | $382,200 -7.5% |
| 2014 | $1,530 +5.7% | $413,400 +1.4% |
| 2013 | $1,448 +1.4% | $407,800 -2.1% |
| 2012 | $1,428 +1.3% | $416,400 +0.5% |
| 2011 | $1,409 +6.3% | $414,500 -3.4% |
| 2010 | $1,326 +5.7% | $429,100 -0.5% |
| 2009 | $1,255 -0.9% | $431,400 -6.9% |
| 2008 | $1,266 -3.6% | $463,600 +0.6% |
| 2007 | $1,313 +1.3% | $460,800 +7.7% |
| 2006 | $1,296 +21.6% | $427,700 +22.4% |
| 2005 | $1,066 -6.6% | $349,500 +7.5% |
| 2004 | $1,141 +9.6% | $325,100 +14.9% |
| 2003 | $1,041 -0.8% | $282,900 +38.7% |
| 2001 | $1,049 -3.1% | $204,000 +17.6% |
| 2000 | $1,083 | $173,500 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 02539
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