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For sale
  • $1,680,000

    3 Bristol Drive, Middletown, NY 10941

    5beds
    7,794sqft
    Loading
    Single Family Residence, Residential
    Built in 2001
    1.4 Acres Lot
    $-- Zestimate®
    $216/sqft
    $-- HOA

    What's special

    Classic brick facadeBrick colonial estateExpansive light-filled interiorsPrivate courtyardHeated swimming poolColonial architectureEstate-scale proportions
    Welcome to 3 Bristol Drive, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment. Built in 2002, this 6-bedroom suits, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday living. Each bedroom includes a private en-suite bathroom, providing comfort and privacy throughout the home. The layout flows seamlessly between formal entertaining spaces and casual living areas, accommodating gatherings of any size. The indoor pool pavilion is the centerpiece of the property, featuring a heated swimming pool, surrounding lounge areas, and a 10-person jacuzzi—creating a private, spa-like retreat rarely found in residential homes. This resort-style amenity allows for year-round relaxation and entertaining regardless of season. Outside, a circular roundabout driveway offers impressive curb appeal and convenience, while a private courtyard and manicured grounds enhance the estate-like setting. The classic brick facade and colonial architecture deliver timeless elegance with the durability of quality construction. Offering exceptional privacy while remaining conveniently located near major roadways, shopping, and dining, 3 Bristol Drive presents a unique opportunity to own a luxury estate with true resort amenities in the Hudson Valley. Schedule your private showing and experience this one-of-a-kind property
    45 days
    589
    23

    Zillow last checked:

    Listing updated:

    Listed by:

    All American Realty Management 646-296-0666,

    Mohamed El Goarany 646-296-0666,

    Jordan Vaccaro 845-489-2030,

    Serhant LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1027724MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 9
      • Full bathrooms: 7
      • 1/2 bathrooms: 2
      Primary bedroom
      • Description: Huge 500+ Sqft w Fireplace, WICloset, Lg Bth w 10 jet Jacuzzi, spat message shower, double sink and Bidet.
      • Level: First
      Bedroom 1
      • Description: Cozy Br Suit with Full Bath w Bidet & WICloset
      • Level: First
      Bedroom 2
      • Description: 2nd Master Suite Br w Full Bth and WICloset & Media/7th Br on the finished attic.
      • Level: Second
      Bedroom 3
      • Description: 3 Br Suits each with Full Bth & WICloset
      • Level: Second
      Bathroom 1
      • Description: 2 Fancy Powder Rooms w W/W Ceramics & Porcelain flr
      • Level: First
      Bathroom 5
      • Description: Lg Full Bath with Standing Shower, Toilet & Sink
      • Level: Basement
      Bonus room
      • Description: 3200 Sqft Indoor 24hr Heated Pool 32x16 ft with full Bth & Spa Shower, Changing Rm Radiant heated floor. 8 sky lights on High Ceiling.
      • Level: First
      Bonus room
      • Description: Sepat Entrance to Den/Office & Large 2nd Office Room Great Family Room (Kitchen Was there can easily be put back) , Full bathroom & WI Cedar Closet, 2 Utilities Rm with Water Cleaning Systems, Storage Rm
      • Level: Basement
      Bonus room
      • Description: Attached Indoor Brick 3200 Sqft Building including 16x32 ft gnuite pool, 10 Jet Hot Top & Change Room
      • Level: Other
      Exercise room
      • Description: All Gym Equipment for Exercise, Bing Pong Table & Billiard Table with Full Bath
      • Level: Basement
      Kitchen
      • Description: Cathedral High Ceiling with Fireplace and access to Indoor Pool. Lg Granite Counter Top Bar with 6 Stool Seats, Breakfast Nock with 4 Blinds Window s
      • Level: First
      Laundry
      • Description: Lg Laundry Rm with W/D, Deep freezer & WI Pantry and Direct Backdoor Exit & to 3 Car Garage
      • Level: First
      Living room
      • Description: Palladium Windows , Formal , Fireplace & Granite Counter Bar
      • Level: First
      Office
      • Description: Lg Office on the Foyer w Picture Window & Fancy Blinds
      • Level: First
      Heating
      • Baseboard
      Cooling
      • Central Air
      Appliances
      • Included: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Cooktop, Humidifier, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • First Floor Bedroom, First Floor Full Bath, Bidet, Breakfast Bar, Cathedral Ceiling(s), Central Vacuum, Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Master Downstairs, Recessed Lighting, Sound System, Speakers, Walk Through Kitchen, Walk-In Closet(s), Wet Bar
      • Flooring: Carpet, Ceramic Tile, Hardwood
      • Windows: Bay Window(s), Insulated Windows, Oversized Windows, Screens, Skylight(s), Tilt Turn Windows
      • Basement: Finished
      • Attic: Full
      • Number of fireplaces: 3
      • Fireplace features: Bedroom, Family Room, Living Room
      Interior area
      • Total structure area: 7,794
      • Total interior livable area: 7,794 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage, Garage Door Opener, Private
      • Garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: Three Or More
      • Has private pool: Yes
      • Pool features: Fenced, In Ground, Indoor
      Lot
      • Size: 1.4 Acres
      Details
      • Parcel number: 3334890080000002050.3000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Brick
      Condition
      • Actual
      • Year built: 2001
      • Major remodel year: 2002
      Details
      • Builder model: Colonial - Mini Mansion

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Well
      • Utilities for property: Cable Connected, Electricity Connected

      Community & HOA

      Community
      • Subdivision: WINDSOR ESTATES
      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $216/sqft
      • Tax assessed value: $20,000
      • Annual tax amount: $26,400
      • Date on market: 7/20/2026
      • Cumulative days on market: 351 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
        7/20/2026Listed for sale$1,680,000-1.2%$216/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1027724 Report a problem
        7/1/2026Listing removed$1,700,000$218/sqft
        Source: OneKey® MLS as distributed by MLS GRID #812635 Report a problem
        4/18/2026Price change$1,700,000-5.5%$218/sqft
        Source: OneKey® MLS as distributed by MLS GRID #812635 Report a problem
        10/19/2025Price change$1,799,000-4.7%$231/sqft
        Source: OneKey® MLS as distributed by MLS GRID #812635 Report a problem
        8/14/2025Price change$1,888,000+4.9%$242/sqft
        Source: OneKey® MLS as distributed by MLS GRID #812635 Report a problem
        7/29/2025Price change$1,799,000-1.6%$231/sqft
        Source: Owner Report a problem
        7/16/2025Price change$1,829,000-2.7%$235/sqft
        Source: Owner Report a problem
        7/1/2025Price change$1,879,000-1.6%$241/sqft
        Source: Owner Report a problem
        6/25/2025Price change$1,910,000-2.1%$245/sqft
        Source: Owner Report a problem
        5/14/2025Price change$1,950,000-2.5%$250/sqft
        Source: Owner Report a problem
        4/30/2025Listed for sale$2,000,000$257/sqft
        Source: Owner Report a problem
        12/31/2024Listing removed$2,000,000$257/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6241172 Report a problem
        5/16/2024Price change$2,000,000+14.3%$257/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6241172 Report a problem
        8/15/2023Listed for sale$1,750,000-2.8%$225/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6241172 Report a problem
        8/7/2023Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6241172 Report a problem
        4/4/2023Listed for sale$1,799,8880%$231/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6241172 Report a problem
        3/6/2023Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6223051 Report a problem
        2/5/2023Price change$1,800,000-2.2%$231/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6223051 Report a problem
        12/5/2022Listed for sale$1,840,000-3.2%$236/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6223051 Report a problem
        8/12/2022Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6183491 Report a problem
        7/9/2022Price change$1,899,888-5%$244/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6183491 Report a problem
        5/30/2022Price change$1,999,888-11%$257/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6183491 Report a problem
        5/13/2022Listed for sale$2,248,000-21.1%$288/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6183491 Report a problem
        2/22/2010Listing removed$2,850,000$366/sqft
        Source: Keller Williams Realty #473556 Report a problem
        1/23/2010Listed for sale$2,850,000+475.8%$366/sqft
        Source: Keller Williams Realty #473556 Report a problem
        3/7/2003Sold$495,000+1314.3%$64/sqft
        Source: Public Record Report a problem
        4/12/2001Sold$35,000$4/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $775,000
        2024-- $775,000
        2023-- $775,000
        2022-- $775,000 -8.8%
        2021-- $850,000
        2020-- $850,000
        2019-- $850,000
        2018-- $850,000
        2017$53,021 $850,000 -10.7%
        2016-- $952,000
        2015-- $952,000
        2014-- $952,000
        2013-- $952,000
        2012-- $952,000 -20%
        2011-- $1,190,000
        2010-- $1,190,000
        2009-- $1,190,000
        2007-- $1,190,000
        2006-- $1,190,000 +23.2%
        2005-- $965,700 +67.5%
        2004-- $576,600 +53.5%
        2002-- $375,700 +654.4%
        2001-- $49,800 +29%
        2000-- $38,600
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Crystal Run

        Getting around

        1 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Scotchtown Avenue
        • Middle: C J Hooker Middle School
        • High: Goshen Central 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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