38 Pleasure Drive Flanders, NY $ 775,000
38 Pleasure Drive
$ 775,000
Recently Listed
Open House 6/19 6pm - 8pm
Share Save

38 Pleasure Drive

Flanders, NY, 11901
$ 775,000
Bedrooms3 Baths3.0 Sq 1,600

Monthly Estimate*

$ 4,772

38 Pleasure Drive, Flanders, NY 11901 - Image 1
38 Pleasure Drive, Flanders, NY 11901 - Image 2
38 Pleasure Drive, Flanders, NY 11901 - Image 3
38 Pleasure Drive, Flanders, NY 11901 - Image 4
38 Pleasure Drive, Flanders, NY 11901 - Image 5
38 Pleasure Drive, Flanders, NY 11901 - Image 6
38 Pleasure Drive, Flanders, NY 11901 - Image 7
38 Pleasure Drive, Flanders, NY 11901 - Image 8
38 Pleasure Drive, Flanders, NY 11901 - Image 9
38 Pleasure Drive, Flanders, NY 11901 - Image 10
38 Pleasure Drive, Flanders, NY 11901 - Image 11
38 Pleasure Drive, Flanders, NY 11901 - Image 12
38 Pleasure Drive, Flanders, NY 11901 - Image 13
38 Pleasure Drive, Flanders, NY 11901 - Image 14
38 Pleasure Drive, Flanders, NY 11901 - Image 15
38 Pleasure Drive, Flanders, NY 11901 - Image 16
38 Pleasure Drive, Flanders, NY 11901 - Image 17
38 Pleasure Drive, Flanders, NY 11901 - Image 18
38 Pleasure Drive, Flanders, NY 11901 - Image 19
38 Pleasure Drive, Flanders, NY 11901 - Image 20
38 Pleasure Drive, Flanders, NY 11901 - Image 21
38 Pleasure Drive, Flanders, NY 11901 - Image 22
38 Pleasure Drive, Flanders, NY 11901 - Image 23
38 Pleasure Drive, Flanders, NY 11901 - Image 24
38 Pleasure Drive, Flanders, NY 11901 - Image 25
38 Pleasure Drive, Flanders, NY 11901 - Image 26
38 Pleasure Drive, Flanders, NY 11901 - Image 27
38 Pleasure Drive, Flanders, NY 11901 - Image 28
38 Pleasure Drive, Flanders, NY 11901 - Image 29
38 Pleasure Drive, Flanders, NY 11901 - Image 30
38 Pleasure Drive, Flanders, NY 11901 - Image 31
38 Pleasure Drive, Flanders, NY 11901 - Image 32
38 Pleasure Drive, Flanders, NY 11901 - Image 33
38 Pleasure Drive, Flanders, NY 11901 - Image 34
38 Pleasure Drive, Flanders, NY 11901 - Image 35
38 Pleasure Drive, Flanders, NY 11901 - Image 36
38 Pleasure Drive, Flanders, NY 11901 - Image 37
38 Pleasure Drive, Flanders, NY 11901 - Image 38
38 Pleasure Drive, Flanders, NY 11901 - Image 39
38 Pleasure Drive, Flanders, NY 11901 - Image 40
38 Pleasure Drive, Flanders, NY 11901 - Image 41
38 Pleasure Drive, Flanders, NY 11901 - Image 42
38 Pleasure Drive, Flanders, NY 11901 - Image 43

Single Family Home for sale in Flanders, NY

for $775,000 with 3 bedrooms and 3 full baths. This 1,600 square foot home was built in 1860 on a lot size of 2.1.

This Is More Than A Home, It Is A Piece of Long Island History, Offering Space, Character, Low Taxes and An Unbeatable East End Lifestyle. Perfectly Situated On A Picturesque 2 Acre Property. A Hidden Gem Within The Town of Southampton. Offering Exceptionally Low Taxes of Just $5,599. This Rare East End Treasure Combines Timeless Character With Thoughtful Updates. Rich in History and Overflowing With Charm, This 3 Bedroom, 3 Bath Residence Features An Updated Kitchen (2023), New Roof (2022) Rustic Hardwood Floors, Spacious Primary Suite Complete With 2nd Floor Laundry. Welcoming You Into The Home is The All Seasons Room, Complete With New Eze-Breeze Windows. The Full Basement Was Recreated With Impressive 7.5ft Ceilings, Providing Endless Possibilities For Home Gym, Workshop Space or Future Finishing. A Walk Up Attic Showcases The Craftmanship of the Era and Offers Tremendous Potential For Additional Living Space. Modern Conveniences Include 200 Amp Electrical Service, Central Air Conditioning, Separate Hot Water Heater (2023), Inground (6) Zone Sprinkler System. Located In Flanders, A Hamlet within The Town of Southampton, Residents Enjoy Easy Access To The Beaches, Vineyards, Marinas, Farm Stands, Golf Courses, and World Renowned Destinations Of The Hamptons and East Quogue. A More Relaxed Setting at A Remarkable Value. Flanders sits at The Gateway To The South Fork, Boarding The Peconic River & Peconic Bay and Offering Convenient Access To Both Southampton and Riverhead Amenities.

See more

Open House

6/19/2026 6:00 PM - 8:00 PM
6/20/2026 11:00 AM - 1:00 PM
38 Pleasure Drive Flanders, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 775,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 5,599

Style

Colonial

Lot Size

2.1

Year Built

1860

Town/City

Flanders

County/Region

Suffolk

MLS | Web ID

1014808

Features
Interior
Interior Amenities First Floor Full Bath Eat-in Kitchen Entrance Foyer Formal Dining Natural Woodwork Open Floorplan Open Kitchen Primary Bathroom Recessed Lighting Storage
Basement Partially Finished Walk-Out Access
Flooring Laminate Wood
Total Fireplaces 1
Fireplace Features Wood Burning
Basement Features Partially Finished Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 3
Total Baths 3
See more
General
Sewer Cesspool
Heating Oil
Cooling Central Air
Utilities Cable Connected Electricity Connected Trash Collection Private Water Connected
Appliances Dishwasher Dryer Electric Cooktop Microwave Oven Refrigerator Stainless Steel Appliance(s) Washer Oil Water Heater
Patio/Porch Features Covered Patio Porch
Architectural Style Colonial
Construction Materials Cedar
Year Built 1860
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0900-168-00-01-00-012-000
County Suffolk County
Property Type Residential
HOA N
Garage Y/N N
Total Rooms 7
Full Baths 3
Directions Sunrise Highway (Route 27) Quogue Riverhead Road to Pleasure Drive #38 LIE East to Exit 71 Hampton Bays Edwards Ave S Routh 24 South to Pleasure Drive #38
High School Riverhead Senior High School
City Southampton
Senior Community Y/N N
High School District Riverhead
Carport Y/N N
Elementary School Phillips Avenue School
Property Attached Y/N N
Tax Annual Amount 5599
Middle/Junior High School Riverhead Middle School
Property Condition Updated/Remodeled
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Riverhead
Elementary School District Riverhead
Tax Assessed Value 307400
Tax Lot 012
Year Built Effective 1991
See more
Exterior
Fencing None
Parking Features Driveway Oversized Private Driveway Oversized Private
Water Source Public
Foundation Details Concrete Perimeter
Spa N
Waterfront Y/N N
Road Responsibility Public Maintained Road
Horse Y/N Y
See more
Internal Only
Street Number 1 38
See more
* Excluded Features
List By
Cyrena L. Barbarite

Listing Agent

Signature Premier Properties

Broker

631-368-6800

Contact

Affordability Calculator

$5,238
Per Month
91%
9%
0%
Monthly Principal & Interest
$4,772
Monthly Property Taxes
$467
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4098961 Elementary School
4099203 Middle School
Riverhead Senior High School High School
Pricing History
DatePricePrice ChangeDescription
6/18/2026$775,000 Listed Price

Map


See all

38 Pleasure Drive, Flanders, NY, 11901 is a Single Family Home for sale at $775,000 with 1,600 sqft and a lot size of 2.1. 38 Pleasure Drive has 3 bedrooms, 3.0 baths, and was built in 1860. The property's zip code is 11901 which is in Flanders, NY