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    House for rent
  • $18,000/mo

    Fees may apply

    588 Pleasure Dr, Flanders, NY 11901

    4beds
    2,225sqft

    Price may not include required fees and charges. Learn more|

    Singlefamily
    Available now
    Central air
    None parking
    Contact manager for more details about this home.

    What's special

    Heated poolBeaming natural light throughoutHot tubOpen living spacesContemporary layoutBright breakfast nookFormal dining room
    Rental Registration #: RP251105 Have access to all that Southampton Town has to offer! This home puts you in a central location to theater, beaches, parks, tennis, golf, horse back riding facilities, main street shopping and more. Past a gated entry with a long private drive, this serene retreat offers the perfect blend of open-concept living, natural beauty, and coveted seclusion. Sited on 2.09 acres with 2,225 +/- sq. ft. of living space, 4 bedrooms, 4 baths, and a pool, the home is ideally located just minutes from Westhampton Beach, Quogue, East Quogue, and Hampton Bays, with easy access to North Fork vineyards, golf, and equestrian destinations. Inside, the home unfolds with a contemporary layout that welcomes beaming natural light throughout. The renovated kitchen flows seamlessly into a bright breakfast nook and formal dining room, all overlooking the private backyard oasis. Perfect for summer entertaining, the living areas open to a generous patio where an oversized dining table, hot tub, and heated pool are surrounded by lush landscaping and total privacy. Bedrooms are thoughtfully positioned across both levels, offering flexibility and comfort for hosting guests or extended stays. Whether you're gathering in the open living spaces or enjoying a quiet morning coffee outside, the home is designed to capture the ease and elegance of Hamptons summer living. The property's natural setting creates a true sense of escape, while its proximity to some of the region's best beaches, marinas, shops, and restaurants offers a lifestyle that's equal parts laid-back and luxurious. Whether you're lounging poolside, dining al fresco beneath the stars, or exploring nearby villages and vineyards, this is summer in the Hamptons-at its most effortless and unforgettable.
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    Listing updated:

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    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 4
    Rooms
    • Room types: Family Room
    Cooling
    • Central Air
    Features
    • Has basement: Yes
    Interior area
    • Total interior livable area: 2,225 sqft

    Property

    Parking
    • Parking features: Contact manager
    • Details: Contact manager
    Features
    • Stories: 2
    • Exterior features: Architecture Style: traditional, Broker Exclusive
    • Has private pool: Yes
    • Pool features: Pool
    Details
    • Parcel number: 0900201000100016000

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 2003

    Community & HOA

    HOA
    • Amenities included: Pool
    Location
    • Region: Flanders

    Financial & listing details

    • Lease term: Contact For Details

    Price history

    DateEventPrice
    1/30/2026Price change$18,000-28%$8/sqft
    Source: Zillow Rentals Report a problem
    1/17/2026Price change$25,000+7.1%$11/sqft
    Source: Zillow Rentals Report a problem
    12/29/2025Price change$23,333-12.5%$10/sqft
    Source: Zillow Rentals Report a problem
    11/12/2025Listed for rent$26,666+66.7%$12/sqft
    Source: Zillow Rentals Report a problem
    9/27/2022Listing removed--
    Source: Out East Report a problem
    12/30/2021Price change$16,000+33.3%$7/sqft
    Source: Out East #356670 Report a problem
    12/20/2021Listed for rent$12,000$5/sqft
    Source: Out East #356670 Report a problem
    4/12/2016Sold$495,000-5.7%$222/sqft
    Source: OneKey® MLS as distributed by MLS GRID #L2670074 Report a problem
    10/23/2015Price change$525,000-4.4%$236/sqft
    Source: The Corcoran Group #52617 Report a problem
    8/18/2015Price change$549,000-5.2%$247/sqft
    Source: The Corcoran Group #52617 Report a problem
    3/25/2015Price change$579,000-3.3%$260/sqft
    Source: The Corcoran Group #52617 Report a problem
    9/19/2014Price change$599,000-7.7%$269/sqft
    Source: The Corcoran Group #52617 Report a problem
    5/6/2014Listed for sale$649,000$292/sqft
    Source: Corcoran #2670074 Report a problem

    Neighborhood: 11901

    Nearby schools

    GreatSchools rating