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For sale
    • Price cut: $15K (9/2)
    $660,000

    1416 BORDER DRIVE, WINTER PARK, FL 32789

    3beds
    1,243sqft
    : 
    $4,417/mo
    Get pre-qualified
    Single Family Residence
    Built in 1956
    6,857 Square Feet Lot
    $631,300 Zestimate®
    $531/sqft
    $-- HOA

    What's special

    Free of through traffic
    An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer to design from the ground up on a street where redevelopment is already underway. Within a half mile, seven custom single-family homes are in their final phase of construction, most starting near $1.5 million. Border Drive itself is a mix of longtime homes and newer builds, shaded by mature trees and free of through traffic. Once the site is prepared, the parcel supports a custom plan with room to work in a pool, covered lanai and summer kitchen. Bring your own builder, or ask for an introduction to builders already working in the area. Park Avenue shops and restaurants, Rollins College, the Farmers Market and the chain of lakes are all a short drive away. Property sold as is. The buyer is to verify setbacks, utilities, impact fees, demolition requirements and permitted building dimensions with the City of Winter Park.
    17 days
    348
    6

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Audra Wilks 407-252-8582,

    PREMIER SOTHEBY'S INTL. REALTY 407-644-3295

    Source: Stellar MLS,MLS#: O6434966MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      Bedroom 1
      • Features: Built-in Closet
      • Level: First
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      Primary bathroom
      • Level: First
      Family room
      • Level: First
      Florida room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: None
      • Laundry: Other
      Features
      • Other
      • Flooring: Other
      • Has fireplace: No
      Interior area
      • Total structure area: 1,378
      • Total interior livable area: 1,243 sqft
      Video & virtual tour

      Property

      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Lighting, Sidewalk
      Lot
      • Size: 6,857 Square Feet
      • Features: City Lot
      • Residential vegetation: Trees/Landscaped
      Details
      • Parcel number: 322130942806030
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Membrane
      Condition
      • New construction: No
      • Year built: 1956

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Street Lights, Water Available, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: WINTER PARK VILLAGE
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $531/sqft
      • Tax assessed value: $341,093
      • Annual tax amount: $966
      • Date on market: 8/21/2026
      • Cumulative days on market: 18 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $631,300

        $600,000 - $663,000

        $2,582/mo

        Price history

        DateEventPrice
        9/2/2026Price change$660,000-2.2%$531/sqft
        Source: Stellar MLS #O6434966 Report a problem
        8/21/2026Listed for sale$675,000$543/sqft
        Source: Stellar MLS #O6434966 Report a problem
        8/21/2026Listing removed--
        Source: Owner Report a problem
        7/21/2026Price change$675,000-10%$543/sqft
        Source: Owner Report a problem
        7/18/2026Price change$750,000+21%$603/sqft
        Source: Owner Report a problem
        7/6/2026Listed for sale$620,000+45.9%$499/sqft
        Source: Owner Report a problem
        6/25/2026Sold$425,000$342/sqft
        Source: Stellar MLS #J1002995 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$918 +6.9%$91,982 +3%
        2023$859 +17.8%$89,303 +3%
        2022$729 +3%$86,702 +3%
        2021$707 +0.9%$84,177 +1.4%
        2020$701 +2.2%$83,015 +2.3%
        2019$686 +1.9%$81,149 +1.9%
        2018$673 $79,636 -37.8%
        2017$673 +2.5%$128,040 +7.1%
        2016$657 +2.8%$119,551 +9.4%
        2015$639 -2.8%$109,326 +24.1%
        2014$657 +2.6%$88,112 +10.3%
        2013$640 +0.7%$79,854 +9.5%
        2012$636 -1%$72,910 -8%
        2011$642 +6.2%$79,282 -8.1%
        2010$605 $86,280 -16.6%
        2009-- $103,470 -17.9%
        2008$554 -21.1%$126,031 -7.3%
        2007$703 -5.3%$136,005 -5.6%
        2006$743 +1.5%$144,019 +3.6%
        2005$731 +6.3%$139,033 +42.7%
        2004$688 +6.8%$97,404 +0.9%
        2003$645 +4.2%$96,494 +10.5%
        2002$619 -25.2%$87,292 +16.3%
        2001$827 +2.8%$75,064 +15%
        2000$805 $65,248
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
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        Climate risks

        Neighborhood: 32789

        Getting around

        44 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Dommerich Elem
        • Middle: Maitland Middle
        • High: Winter Park High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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