Set on a quiet street just 100 yards from Maidstone Beach, one of the most beloved bay beaches on the East End, this unique compound features two charming cottages totaling 2,100 +/- sq. ft. of living space on three levels. The main cottage welcomes you with a generous lawn and deck leading to a bright living room with three skylights and a fireplace, flowing into a dining area and galley kitchen with loft above. Two ensuite bedrooms - one on the main floor and one upstairs that offers a glimpse of the bay - complete this inviting home. The separate guest cottage offers a living/dining area that leads to a private, sunny patio for outdoor enjoyment, its own well-appointed kitchen, a main-level bedroom and bath, plus a finished lower level with an additional bedroom and an ample storage area that could accommodate another bathroom. Perfectly positioned near excellent restaurants, a popular coffee shop, and local markets, this special property lets you experience magical moonrises and glorious sunsets right outside your door - the ideal East End beach sanctuary. Existing lease of guest cottage expires December 31st 2026.
Sold for $1,900,000
$1,900,000
102 Flaggy Hole Rd, East Hampton, NY 11937
4beds
2,100sqft
Single Family Residence
Built in 2006
7,405 Square Feet Lot
$1,986,900 Zestimate®
$905/sqft
$7,136 Estimated rent
Home value
$1,986,900
$1.79M - $2.21M
$7,136/mo
Zestimate® history
Owner options
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$10,962/mo
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List your homeWhat's special
Ensuite bedroomsGenerous lawnQuiet streetGlimpse of the bayTwo charming cottagesDining areaAmple storage area
Zillow last checked:
Source: Out East,MLS#: 388617
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room, Laundry
Cooling
- Central Air
Features
- Has fireplace: Yes
Interior area
- Total structure area: 2,100
- Total interior livable area: 2,100 sqft
Property
Parking
- Parking features: None
Features
- Stories: 2
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 7,405 Square Feet
Details
- Parcel number: 0300038000100015000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 2006
Community & HOA
Location
- Region: East Hampton
Financial & listing details
- Price per square foot: $905/sqft
- Tax assessed value: $5,475
- Date on market: 5/13/2025
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 10/27/2025 | Sold | $1,900,000-15.6%$905/sqft |
Source: Public Record Report a problem | ||
| 7/30/2025 | Pending sale | $2,250,000$1,071/sqft |
Source: Out East #388617 Report a problem | ||
| 7/30/2025 | Listing removed | $2,250,000$1,071/sqft |
Source: Out East #388617 Report a problem | ||
| 7/24/2025 | Pending sale | $2,250,000$1,071/sqft |
Source: Out East #388617 Report a problem | ||
| 7/23/2025 | Listing removed | $2,250,000$1,071/sqft |
Source: Out East #388617 Report a problem | ||
| 6/12/2025 | Pending sale | $2,250,000$1,071/sqft |
Source: Out East #388617 Report a problem | ||
| 5/13/2025 | Listed for sale | $2,250,000$1,071/sqft |
Source: Out East #388617 Report a problem | ||
| 8/1/2022 | Listing removed | -- |
Source: Out East Report a problem | ||
| 2/5/2022 | Listed for rent | $20,000+33.3%$10/sqft |
Source: Out East #363412 Report a problem | ||
| 12/14/2017 | Listing removed | $15,000$7/sqft |
Source: East Hampton Office #74966 Report a problem | ||
| 9/14/2017 | Listed for rent | $15,000$7/sqft |
Source: East Hampton Office #74966 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $5,475 |
| 2024 | -- | $5,475 |
| 2023 | -- | $5,475 |
| 2022 | -- | $5,475 |
| 2021 | -- | $5,475 |
| 2020 | -- | $5,475 |
| 2019 | -- | $5,475 |
| 2018 | -- | $5,475 |
| 2017 | $7,576 | $5,475 |
| 2016 | -- | $5,475 |
| 2015 | -- | $5,475 |
| 2014 | -- | $5,475 |
| 2013 | -- | $5,475 -11.3% |
| 2012 | -- | $6,175 |
| 2011 | -- | $6,175 |
| 2010 | -- | $6,175 |
| 2009 | -- | $6,175 |
| 2008 | -- | $6,175 |
| 2007 | $5,755 +47.9% | $6,175 +28.6% |
| 2005 | $3,891 +7.4% | $4,800 |
| 2004 | $3,622 +4.2% | $4,800 |
| 2003 | $3,477 +3.7% | $4,800 |
| 2002 | $3,353 | $4,800 |
Find assessor info on the county website
Neighborhood: Springs
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Nearby schools
GreatSchools rating
- 7/10Springs SchoolGrades: PK-8Distance: 1.9 mi
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Estimated market value
$1,986,900
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,986,900
- New York
- Suffolk County
- East Hampton
- 11937
- Springs
- 102 Flaggy Hole Rd