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For sale
    • Price cut: $25K (6/25)
    $699,900

    860 N DENNING DRIVE, WINTER PARK, FL 32789

    3beds
    1,411sqft
    : 
    $4,631/mo
    Get pre-qualified
    Single Family Residence
    Built in 1954
    6,000 Square Feet Lot
    $676,400 Zestimate®
    $496/sqft
    $-- HOA

    What's special

    Abundance of natural lightSeparate fire pit slabElegant iron railingCovered front porch entryLight-filled interiorsFull custom tile flooringWeather-monitored smart irrigation
    **NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME** This is not a remodel — it's a complete architectural transformation completed in September 2022. Taken to the slab and studs, this Winter Park residence was entirely rebuilt with new roof trusses, all-new electrical, new AC system (inside and out), tankless water heater, new plumbing, and smart irrigation — delivering true new construction quality in an established neighborhood. Located steps from Winter Park Village, Park Avenue, Whole Foods, Starbucks, Publix, cinema, restaurants, and more. Arrive home to a grand 51' custom driveway flanked by mature Italian cypress trees, sculptural landscaping, and elegant iron railing — pulling directly to your covered front porch entry. No garage means no wasted space — just a clean, architectural arrival experience designed to impress. Inside, light-filled interiors with soaring 6" baseboards, full custom tile flooring, and an abundance of natural light create a gallery-like aesthetic that feels curated, not cookie-cutter. Custom liner windows in the dining room and primary suite flood the home with natural light while adding unmistakable architectural character. **The Kitchen:** - Designer floating shelves - Smart range and under-counter built-in microwave - Under-cabinet and island LED lighting - Decorative pendants and ambient lighting throughout **The Primary Suite:** A private retreat with ceiling-mounted rain shower and spa-like finishes designed to decompress after a walkable night out on Park Avenue. **Smart Home Ready:** - New AC system (inside and out) with smart thermostat - Tankless water heater and fully new plumbing - Smart lock entry - Google Nest doorbell with two-way audio - Smart soffit exterior lighting - Weather-monitored smart irrigation **Out Back:** A fully private PVC-fenced backyard sanctuary — spacious enough for pets, entertaining, and room to roam. A covered porcelain tile patio plus a separate fire pit slab make this an outdoor living extension you'll actually use year-round in the Florida lifestyle. Over 300 sq ft of additional space was added to accommodate two additional bathrooms, interior laundry, and a layout built for real life — including a new stacked washer and dryer. Properties combining true gut-renovation quality, luxury designer touches, smart technology, and this rare walkable Winter Park address don't last. Move-in ready — and built to last for decades.
    67 days
    |
    853
    |
    46
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    LaDarrius Sanders 407-777-5919,

    OUTLET REALTY 407-353-5518

    Source: Stellar MLS,MLS#: O6412589MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Sunken Shower, Walk-In Closet(s)
      • Level: First
      • Area: 225 Square Feet
      • Dimensions: 15x15
      Bedroom 2
      • Features: Storage Closet
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Primary bathroom
      • Features: Rain Shower Head
      • Level: First
      • Area: 72 Square Feet
      • Dimensions: 9x8
      Bathroom 2
      • Level: First
      • Area: 40 Square Feet
      • Dimensions: 8x5
      Bathroom 3
      • Level: First
      • Area: 16 Square Feet
      • Dimensions: 4x4
      Bathroom 3
      • Features: Storage Closet
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 10x11
      Balcony porch lanai
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 11x15
      Dining room
      • Features: Kitchen Island
      • Level: First
      • Area: 126 Square Feet
      • Dimensions: 21x6
      Kitchen
      • Features: Built-In Shelving, Storage Closet
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 16x9
      Laundry
      • Level: First
      • Area: 20 Square Feet
      • Dimensions: 5x4
      Living room
      • Features: Stone Counters
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 13x15
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
      • Laundry: Electric Dryer Hookup, Inside, Laundry Room
      Features
      • Built-in Features, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Thermostat, Walk-In Closet(s)
      • Flooring: Porcelain Tile, Tile
      • Windows: Blinds, Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 1,583
      • Total interior livable area: 1,411 sqft
      Video & virtual tour

      Property

      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Side Porch
      • Exterior features: Sidewalk
      • Fencing: Fenced,Other,Vinyl,Wood
      Lot
      • Size: 6,000 Square Feet
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 062230543602331
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary,Custom,Elevated,Florida,Mid-Century Modern,Patio
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1954

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Phone Available, Public, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Security: Security Lights, Security System, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: MAGNOLIA GARDENS SUB
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $496/sqft
      • Tax assessed value: $282,287
      • Annual tax amount: $4,594
      • Date on market: 6/1/2026
      • Cumulative days on market: 68 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Concrete

        Estimated market value

        $676,400

        $643,000 - $710,000

        $3,044/mo

        Price history

        DateEventPrice
        6/25/2026Price change$699,900-3.4%$496/sqft
        Source: Stellar MLS #O6412589 Report a problem
        6/8/2026Price change$724,900-3.3%$514/sqft
        Source: Stellar MLS #O6412589 Report a problem
        6/1/2026Listed for sale$749,900$531/sqft
        Source: Stellar MLS #O6412589 Report a problem
        2/27/2026Listing removed$749,900$531/sqft
        Source: Stellar MLS #O6370723 Report a problem
        1/4/2026Listed for sale$749,900+248.8%$531/sqft
        Source: Stellar MLS #O6370723 Report a problem
        6/24/2025Listing removed$5,700$4/sqft
        Source: Stellar MLS #O6204685 Report a problem
        6/20/2025Price change$5,700+14%$4/sqft
        Source: Stellar MLS #O6204685 Report a problem
        6/9/2025Price change$5,000-9.1%$4/sqft
        Source: Stellar MLS #O6204685 Report a problem
        5/28/2025Price change$5,500-5.2%$4/sqft
        Source: Stellar MLS #O6204685 Report a problem
        3/24/2025Price change$5,800-3.3%$4/sqft
        Source: Stellar MLS #O6204685 Report a problem
        3/12/2025Price change$6,000-7.7%$4/sqft
        Source: Stellar MLS #O6204685 Report a problem
        5/28/2024Price change$6,500-13.3%$5/sqft
        Source: Stellar MLS #O6204685 Report a problem
        5/24/2024Listed for rent$7,500$5/sqft
        Source: Stellar MLS #O6204685 Report a problem
        12/23/2020Sold$215,000+24.6%$152/sqft
        Source: Public Record Report a problem
        9/23/2020Sold$172,600-46.9%$122/sqft
        Source: Public Record Report a problem
        2/12/2020Listed for sale$325,000$230/sqft
        Source: KELLY PRICE & COMPANY LLC #O5843536 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$4,401 +7.2%$271,681 +10%
        2023$4,106 +31.8%$246,983 +22.5%
        2022$3,116 +0.5%$201,651 +2.6%
        2021$3,099 +290.4%$196,472 +121.3%
        2020$794 +2%$88,792 +2.3%
        2019$778 +1.7%$86,796 +1.9%
        2018$765 $85,178 -33.6%
        2017$765 +2.3%$128,297 +25.3%
        2016$748 +2.7%$102,404 +12.5%
        2015$728 -2.8%$90,997 +13%
        2014$749 -13.4%$80,498 +63.2%
        2013$865 +130.6%$49,331 +6.7%
        2012$375 -23%$46,229 -16.2%
        2011$487 +1.4%$55,152 -2.3%
        2010$480 $56,447 -28.8%
        2009-- $79,333 -47.1%
        2008$448 -4.3%$149,970 +21.9%
        2007$468 -4.6%$123,076 -7.9%
        2006$491 +2.5%$133,685 +36.9%
        2005$479 +7.4%$97,669 +18.3%
        2004$446 +7.5%$82,555 +7.7%
        2003$415 +5.1%$76,643 +39.1%
        2002$395 +2.1%$55,099 +9.5%
        2001$387 +5.8%$50,323 +4.1%
        2000$365 $48,321
        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.
        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: 32789

        Getting around

        77 / 100
        Very Walkable
        39 / 100
        Some Transit
        64 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lakemont 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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