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Pending
    • $775,000

    38 Pleasure Drive, Flanders, NY 11901

    3beds
    1,600sqft
    Loading
    Single Family Residence, Residential
    Built in 1860
    2.1 Acres Lot
    $-- Zestimate®
    $484/sqft
    $-- HOA

    What's special

    Central air conditioningTimeless characterSpacious primary suiteRustic hardwood floorsNew eze-breeze windowsAll seasons room
    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.
    27 days
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    1,408
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    81
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    Zillow last checked:

    Listing updated:

    Listed by:

    Signature Premier Properties 631-368-6800,

    Cyrena L. Barbarite 631-848-9944

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1014808MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Oil
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Electric Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
      • Laundry: In Bathroom
      Features
      • First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, Formal Dining, Natural Woodwork, Open Floorplan, Open Kitchen, Primary Bathroom, Recessed Lighting, Storage
      • Flooring: Laminate, Wood
      • Basement: Partially Finished,Walk-Out Access
      • Attic: Stairs,Storage,Walkup
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 1,600
      • Total interior livable area: 1,600 sqft

      Property

      Parking
      • Parking features: Driveway, Oversized, Private
      • Has uncovered spaces: Yes
      Features
      • Levels: Three Or More
      • Patio & porch: Covered, Patio, Porch
      • Fencing: None
      Lot
      • Size: 2.1 Acres
      • Features: Back Yard, Front Yard, Garden, Landscaped, Level, Near Golf Course, Private, Sprinklers In Front, Sprinklers In Rear
      • Residential vegetation: Partially Wooded
      Details
      • Parcel number: 0900168000100012000
      • Special conditions: None
      • Horses can be raised: Yes

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Cedar
      • Foundation: Concrete Perimeter
      Condition
      • Updated/Remodeled
      • Year built: 1860
      • Major remodel year: 1991

      Utilities & green energy

      • Sewer: Cesspool
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Trash Collection Private, Water Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Flanders

      Financial & listing details

      • Price per square foot: $484/sqft
      • Tax assessed value: $307,400
      • Annual tax amount: $5,599
      • Date on market: 6/17/2026
      • Cumulative days on market: 26 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/2/2026Pending sale$775,000$484/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1014808 Report a problem
        6/18/2026Listed for sale$775,000+76.9%$484/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1014808 Report a problem
        8/20/2020Sold$438,000+9.8%$274/sqft
        Source: Public Record Report a problem
        7/19/2013Listing removed$399,000$249/sqft
        Source: Colony Realty #2528739 Report a problem
        5/6/2013Price change$399,000-7%$249/sqft
        Source: Colony Realty #2528739 Report a problem
        3/7/2013Price change$429,000-8.5%$268/sqft
        Source: Colony Realty #2528739 Report a problem
        1/8/2013Price change$469,000-6%$293/sqft
        Source: Colony Realty #2528739 Report a problem
        9/23/2012Listed for sale$499,000+24.8%$312/sqft
        Source: Colony Realty #2528739 Report a problem
        5/13/2008Sold$400,000+344.4%$250/sqft
        Source: Public Record Report a problem
        4/4/2001Sold$90,000+53.2%$56/sqft
        Source: Public Record Report a problem
        1/24/2001Sold$58,750-71.8%$37/sqft
        Source: Public Record Report a problem
        9/25/2000Sold$208,094+89.2%$130/sqft
        Source: Public Record Report a problem
        5/23/1996Sold$110,000$69/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $307,000 -0.1%
        2024-- $307,400
        2023-- $307,400
        2022-- $307,400
        2021-- $307,400
        2020-- $307,400
        2019-- $307,400 +4.3%
        2018-- $294,600 +2.9%
        2017$5,174 $286,300
        2016-- $286,300
        2015-- $286,300
        2014-- $286,300
        2013-- $286,300
        2012-- $286,300
        2011-- $286,300 -5.7%
        2010-- $303,600 -14.6%
        2009-- $355,500
        2007$3,303 +104.4%$355,500 +137%
        2005$1,616 -48.1%$150,000 +3160.9%
        2004$3,114 -12.4%$4,600
        2003$3,554 -30.4%$4,600 -10.7%
        2002$5,108 $5,152
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 11901

        Getting around

        6 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Phillips Avenue School
        • Middle: Riverhead Middle School
        • High: Riverhead Senior High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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