Updated 1 Day Ago
Highlights
- Lush landscaping
- Heated pool
- Laid-back
- Serene retreat
- Open-concept living
- Contemporary layout
Location
588 Pleasure Dr, Flanders, NY 11901, USA
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Amenities for 588 Pleasure Dr
Community
| Controlled Access |
Grounds
| Outdoor Space | Swimming Pool |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
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About 588 Pleasure Dr
Property Status: Active 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. Office Phone: (631) 537-5454 Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 588 Pleasure Dr compares to other nearby properties.
Positives
- More space
- The 4-bedroom is 125 sqft larger than other listings nearby
- Images Available
- There are at least 10 photos of this property
- Pool
- Enhanced community features
Considerations
- Greater distance from grade schools
- The nearest elementary school is farther than 2.5 miles away
- Greater distance from high schools
- The nearest high school is farther than 4.4 miles away
- Greater distance from middle schools
- The nearest middle school is farther than 3.9 miles away
Address details
| Zip code | 11901 |
|---|---|
| Type | House for rent |
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Rent trends in Flanders
Median rents as of Nov 1 2025.
Flanders
| Month | Median Rent |
|---|---|
| October 2025 | $3,438 |
| November 2025 | $3,375 |
Affordability calculator
Can I afford to live at 588 Pleasure Dr?
Bedrooms
4+ bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$1,000,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $1,000,000 annually to afford this 4-bedrooms monthly rent price of $25,000.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| Last month | $42,500 |
Schools near 588 Pleasure Dr
Phillips Avenue School
141 phillips ave
riverhead, NY, 11901
K-4Public
C
East Quogue School
6 central ave
east quogue, NY, 11942
K-6Public
A-
Quogue Elementary School
10 edgewood rd
quogue, NY, 11959
PK, K-6Public
A
Remsenburg-Speonk Elementary School
11 mill rd
remsenburg, NY, 11960
K-6Public
B
Tuckahoe School
468 magee st
southampton, NY, 11968
PK, K-8Public
B-
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Internet available near 588 Pleasure Dr
Neighborhood
Getting around Flanders near 588 Pleasure Dr
Walking
1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?
Driving
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 588 Pleasure Dr, Flanders
Groceries
1/10
Few or no groceries within a short drive
Shopping
1/10
Few or no shops within a short drive
Cafes
1/10
Few or no cafés within a short drive
Restaurants
3/10
Some restaurants within a short drive
Primary schools
0/10
Closest elementary school further than a 30-minute walk
High schools
0/10
Closest high school further than a 30-minute walk
Nightlife
2/10
Few or no bars within a short drive
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