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Under contract
  • $799,900

    1808 WINGFIELD DRIVE, LONGWOOD, FL 32779

    4beds
    4,440sqft
    : 
    $5,282/mo
    Get pre-qualified
    Single Family Residence
    Built in 1984
    1.06 Acres Lot
    $-- Zestimate®
    $180/sqft
    $104/mo HOA

    What's special

    Under contract-accepting backup offers. Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring wood-beamed ceilings, extensive hardwood flooring, and dramatic floor-to-ceiling stone fireplaces add warmth and architectural interest throughout the home. The spacious living areas are filled with natural light and designed for both everyday living and entertaining, with multiple gathering spaces and walls of glass overlooking the screened pool and lush backyard. The kitchen features abundant cabinetry, generous workspace, granite countertops, a center island, and a functional layout that flows seamlessly into the surrounding living areas. The primary suite offers a private retreat complete with a spa-inspired bath, oversized walk-in shower, soaking tub, and tranquil outdoor views. Step outside to enjoy the screened pool enclosure, expansive paver deck, and beautifully landscaped surroundings. The oversized lot provides exceptional privacy while still offering plenty of room to enjoy the outdoors. Conveniently located, this home offers easy access to Interstate 4, SR 434, shopping, dining, golf courses, and everyday conveniences. Residents enjoy proximity to popular destinations including Wekiwa Springs State Park, Cranes Roost Park, Altamonte Mall, and the shops and restaurants of Lake Mary. A unique opportunity to own a distinctive property with timeless architectural details, generous living spaces, and an exceptional Longwood location.
    68 days
    |
    309
    |
    3
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Heather Unger, PA 407-810-6304,

    ACME REAL ESTATE FLORIDA LLC 407-601-4958,

    Regan Jackson 407-421-1420,

    ACME REAL ESTATE FLORIDA LLC

    Source: Stellar MLS,MLS#: O6411497MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Other
      • Laundry: Inside, Laundry Room
      Features
      • High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Hardwood
      • Doors: Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 5,698
      • Total interior livable area: 4,440 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Sidewalk
      • Has private pool: Yes
      • Pool features: In Ground
      • Has spa: Yes
      • Spa features: Above Ground
      Lot
      • Size: 1.06 Acres
      Details
      • Parcel number: 26202950800000540
      • Zoning: A-1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick, Stucco, Wood Siding
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1984

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Private, Public

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: WINGFIELD RESERVE PH 1
      HOA
      • Has HOA: Yes
      • HOA fee: $104 monthly
      • HOA name: Sentry Management
      • HOA phone: 407-788-6700
      Location
      • Region: Longwood

      Financial & listing details

      • Price per square foot: $180/sqft
      • Tax assessed value: $882,909
      • Annual tax amount: $11,518
      • Date on market: 5/29/2026
      • Cumulative days on market: 42 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/8/2026Contingent$799,900$180/sqft
        Source: Stellar MLS #O6411497 Report a problem
        6/11/2026Pending sale$799,900$180/sqft
        Source: Stellar MLS #O6411497 Report a problem
        5/29/2026Listed for sale$799,900+14.3%$180/sqft
        Source: Stellar MLS #O6411497 Report a problem
        6/25/2021Sold$700,000-7.3%$158/sqft
        Source: Public Record Report a problem
        8/1/2013Listing removed$3,195$1/sqft
        Source: Presidential Group South, Inc. Report a problem
        7/19/2013Price change$3,195-3%$1/sqft
        Source: Presidential Group South, LLC Report a problem
        6/20/2013Listed for rent$3,295$1/sqft
        Source: Presidential Group South, LLC Report a problem
        11/2/2012Listing removed$754,800$170/sqft
        Source: Owner Report a problem
        10/11/2012Listed for sale$754,800$170/sqft
        Source: Owner Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,098 +6.7%$882,909 +3.8%
        2024$11,340 +7.3%$850,562 +10%
        2023$10,567 +12.1%$773,238 +10%
        2022$9,425 +11.4%$702,944 +21.3%
        2021$8,462 +0.6%$579,744 +1.4%
        2020$8,414 -5.2%$571,653 -4.1%
        2019$8,879 $596,064 +7.2%
        2018$8,879 +5.6%$555,860 +0.2%
        2017$8,410 -1.5%$554,859 -0.9%
        2016$8,542 -1.6%$559,859 +5.5%
        2015$8,677 $530,763 -0.3%
        2014$8,677 +6.6%$532,554 +4.7%
        2013$8,143 +10.4%$508,797 +6%
        2012$7,377 +5.3%$479,966 +6.4%
        2011$7,008 -3.5%$450,977 -2.4%
        2010$7,259 +21.7%$462,255 +10.2%
        2009$5,965 +3.8%$419,387 +0.1%
        2008$5,745 +1.9%$418,968 +3%
        2007$5,638 -5.9%$406,765 +2.5%
        2006$5,992 +1.5%$396,844 +3%
        2005$5,904 +0.1%$385,285 +3%
        2004$5,900 +0.6%$374,063 +1.9%
        2003$5,865 +0.9%$367,088 +2.4%
        2002$5,811 +3.5%$358,484 +4.6%
        2000$5,615 $342,562
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 32779

        Getting around

        3 / 100
        Car-Dependent
        34 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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