Nestled within nearly an acre of lushly landscaped grounds and surrounded by 20 acres of serene Southampton preserve, 55 Island Creek Road presents a rare and compelling opportunity in the heart of East End's coveted Southampton. This enchanting retreat offers a harmonious blend of natural beauty, privacy, and modern-day convenience-creating a true storybook setting for the discerning buyer. This estate features two distinct structures: a charming 2400SF one-and-a-half-story 4 bed 3 bath residence and a 960 SF Incredible Versatile Legal Separate (2) two-story annex building, currently used as an Artists Studio-that literally opens a 10 x 10 gated door out and onto the late-great artist Shimon Okshteyn's personal sculpture garden (included in sale). The two structures are uniquely separated by a pool built into the deck, offering a refreshing outdoor retreat and a wonderful opportunity for the new owner to personalize and make their own. The secondary structure is ideally suited for today's evolving lifestyle-perfect as a sophisticated home office, creative studio, or an entrepreneurial workspace. This mind-blowing unique live/work configuration of the two structures is an increasingly sought-after asset, particularly for professionals and business owners seeking to seamlessly balance productivity with the peace and tranquility of a Hamptons retreat. Strategically located, the property offers remarkable accessibility. Just minutes from Southampton Village and with convenient access to major roadways and the Long Island Railroad, commuting to New York City is both practical and efficient-allowing residents to enjoy the best of both worlds: the vibrancy of Manhattan and the peaceful luxury of the Hamptons. The surrounding area is rich in amenities and lifestyle attractions. Within just a few miles are some of the most prestigious and celebrated golf courses in the country, including Shinnecock Hills Golf Club, The National Golf Links of America, Sebonack Golf Club and Southampton Golf Club. This property has access to Bullhead Bay and Great Peconic Bay. Additionally, the pristine ocean beaches that define the Hamptons lifestyle are only minutes away, along with easy access to bays, marinas, and water-based recreation-offering endless opportunities for relaxation and outdoor enjoyment. The grounds themselves are a standout feature-beautifully integrated into their natural surroundings, offering privacy, scenic views, and a deep spiritual like environment and connection to the local ecosystem. Mature landscaping enhances the atmosphere, creating a peaceful sanctuary that feels both expansive and intimate. 55 Island Creek boast super-low taxes and the undeniable charm that defines its character. From its idyllic setting to its flexible living spaces, 55 Island Creek Road represents a unique opportunity to own a residence that effortlessly combines elegance, functionality, and lifestyle. This is more than a home-it is a rare offering for the discerning purchaser seeking inspiration, convenience, and enduring value in one of Long Island's most prestigious locations.
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Zillow last checked:
Listed by:
Corcoran Group631-702-9263,
Mary Slattery - Associate Real Estate Broker631-375-9943
Source: Out East,MLS#: 396531
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Full bathrooms: 3
Rooms
Room types: Family Room, Laundry, Office
Cooling
Central Air
Features
Basement: Yes
Has fireplace: No
Interior area
Total structure area: 2,215
Total interior livable area: 2,215 sqft
Property
Parking
Parking features: None
Features
Stories: 2
Has private pool: Yes
Pool features: Heated
Lot
Size: 0.92 Acres
Details
Parcel number: 0900092000300028000
Construction
Type & style
Home type: SingleFamily
Property subtype: Single Family Residence
Condition
New construction: No
Year built: 1981
Community & HOA
Location
Region: Southampton
Financial & listing details
Price per square foot: $1,758/sqft
Tax assessed value: $1,083,100
Date on market: 6/25/2026
Lease term: Contact For Details
Estimated market value
Zestimate®
$3,679,000
Estimated sales range
$3.50M - $3.86M
Rent Zestimate®
$7,874/mo
Price history
Date
Event
Price
6/19/2026
Listed for sale
$3,895,000+144.2%$1,758/sqft
Source: OneKey® MLS as distributed by MLS GRID #1016035Report a problem
3/12/2016
Listing removed
$1,595,000$720/sqft
Source: Sotheby's International Realty - Bridgehampton Brokerage #0037949Report a problem
3/11/2016
Listed for sale
$1,595,000$720/sqft
Source: Sotheby's International Realty - Bridgehampton Brokerage #0037949Report a problem
2/1/2016
Listing removed
$1,595,000$720/sqft
Source: Sotheby's International Realty - Bridgehampton Brokerage #0037949Report a problem
1/8/2016
Listed for sale
$1,595,000$720/sqft
Source: Sotheby's International Realty - Bridgehampton Brokerage #0037949Report a problem
11/15/2015
Listing removed
$1,595,000$720/sqft
Source: Sotheby's International Realty - Bridgehampton Brokerage #0037949Report a problem
9/30/2015
Listed for sale
$1,595,000+406.3%$720/sqft
Source: Sotheby's International Realty - Bridgehampton Brokerage #0037949Report a problem