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.
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
What's special
Heated poolBeaming natural light throughoutHot tubOpen living spacesContemporary layoutBright breakfast nookFormal dining room
- 154 days |
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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
| Date | Event | Price |
|---|---|---|
| 1/30/2026 | Price change | $18,000-28%$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/17/2026 | Price change | $25,000+7.1%$11/sqft |
Source: Zillow Rentals Report a problem | ||
| 12/29/2025 | Price change | $23,333-12.5%$10/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/12/2025 | Listed for rent | $26,666+66.7%$12/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/27/2022 | Listing removed | -- |
Source: Out East Report a problem | ||
| 12/30/2021 | Price change | $16,000+33.3%$7/sqft |
Source: Out East #356670 Report a problem | ||
| 12/20/2021 | Listed for rent | $12,000$5/sqft |
Source: Out East #356670 Report a problem | ||
| 4/12/2016 | Sold | $495,000-5.7%$222/sqft |
Source: | ||
| 10/23/2015 | Price change | $525,000-4.4%$236/sqft |
Source: The Corcoran Group #52617 Report a problem | ||
| 8/18/2015 | Price change | $549,000-5.2%$247/sqft |
Source: The Corcoran Group #52617 Report a problem | ||
| 3/25/2015 | Price change | $579,000-3.3%$260/sqft |
Source: The Corcoran Group #52617 Report a problem | ||
| 9/19/2014 | Price change | $599,000-7.7%$269/sqft |
Source: The Corcoran Group #52617 Report a problem | ||
| 5/6/2014 | Listed for sale | $649,000$292/sqft |
Source: Corcoran #2670074 Report a problem | ||
Neighborhood: 11901
Nearby schools
GreatSchools rating
- 2/10Phillips Avenue SchoolGrades: PK-4Distance: 2.5 mi
- 3/10Riverhead Middle SchoolGrades: 6-8Distance: 4.2 mi
- 3/10Riverhead Senior High SchoolGrades: 9-12Distance: 4.3 mi







