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For sale
    • Price cut: $20K (6/29)
    $675,000

    744 Cornwall Rd, Winter Park, FL 32792

    4beds
    1,968sqft
    : 
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    Single Family Residence
    Built in 1968
    10,146 Square Feet Lot
    $661,500 Zestimate®
    $343/sqft
    $-- HOA

    What's special

    Welcome to your dream home! This exceptional 4-bedroom residence features a desirable split floor plan, offering both privacy and functionality. Nestled on a quiet corner lot in the serene Winter Park Pines community, this property is just a few steps away from the scenic Cady Way Trail, perfect for outdoor enthusiasts.This home is surrounded by recreational opportunities, including a refreshing pool, pickleball courts, and miles of trails for jogging, biking, or leisurely strolls. Enjoy the outdoors while being in close proximity to shopping, dining, and the celebrated Winter Park schools.Recent updates make this home truly special. The new A/C system and upgraded electrical panel—complete with room for additional breakers—ensure your comfort and convenience. The manifold system has also been updated, and the roof was newly installed in 2018 for peace of mind.Additionally, half of the windows have been replaced with high-quality Anderson windows, enhancing both energy efficiency and natural light.Don’t miss the opportunity to own this well-maintained home in a vibrant neighborhood that perfectly balances recreation and relaxation. Schedule your showing today! Also listed for rent
    159 days
    |
    870
    |
    30
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tammy Cuddy 407-608-9593,

    VERSALIS REALTY POWERED BY SELLSTATE 407-608-9593

    Source: Stellar MLS,MLS#: O6332168MLS LogoOriginating MLS: Orlando Regional

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Attic, Bonus Room, Family Room, Great Room
      Primary bedroom
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 189 Square Feet
      • Dimensions: 14x13.5
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Balcony porch lanai
      • Level: First
      • Area: 260 Square Feet
      • Dimensions: 26x10
      Dining room
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Great room
      • Level: First
      • Area: 280 Square Feet
      • Dimensions: 20x14
      Kitchen
      • Level: First
      • Area: 220 Square Feet
      • Dimensions: 22x10
      Heating
      • Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
      • Laundry: In Garage
      Features
      • Attic Fan, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom
      • Flooring: Tile, Hardwood
      • Doors: Sliding Doors
      • Windows: Skylight(s)
      • Has fireplace: No
      Interior area
      • Total structure area: 2,467
      • Total interior livable area: 1,968 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Patio, Rear Porch, Screened
      • Exterior features: Garden
      • Fencing: Wood
      Lot
      • Size: 10,146 Square Feet
      • Features: Corner Lot
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 092230943302010
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Block
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1968

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Public, Sewer Connected, Water Connected

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $343/sqft
      • Tax assessed value: $562,853
      • Annual tax amount: $5,359
      • Date on market: 8/1/2025
      • Cumulative days on market: 246 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $661,500

        $628,000 - $695,000

        $3,018/mo

        Price history

        DateEventPrice
        6/29/2026Price change$675,000-2.9%$343/sqft
        Source: Stellar MLS #O6332168 Report a problem
        4/15/2026Price change$695,000-2.8%$353/sqft
        Source: Stellar MLS #O6332168 Report a problem
        3/28/2026Price change$715,000-2.1%$363/sqft
        Source: Stellar MLS #O6332168 Report a problem
        2/6/2026Listed for sale$730,000-2.7%$371/sqft
        Source: Stellar MLS #O6332168 Report a problem
        10/27/2025Listing removed$750,000$381/sqft
        Source: Stellar MLS #O6332168 Report a problem
        8/1/2025Listed for sale$750,000+100%$381/sqft
        Source: Stellar MLS #O6332168 Report a problem
        8/8/2017Sold$375,000-3.8%$191/sqft
        Source: Public Record Report a problem
        7/6/2017Pending sale$390,000$198/sqft
        Source: Orlando Central #O5513443 Report a problem
        6/22/2017Price change$390,000-2.5%$198/sqft
        Source: Orlando Central #O5513443 Report a problem
        5/26/2017Listed for sale$400,000+77.8%$203/sqft
        Source: KELLER WILLIAMS AT THE PARKS #O5513443 Report a problem
        3/6/2012Sold$225,000$114/sqft
        Source: Public Record Report a problem
        11/6/2011Listing removed$225,000$114/sqft
        Source: Charles Rutenberg Realty Orlando, LLC. #O5068089 Report a problem
        10/13/2011Listed for sale$225,000+86.7%$114/sqft
        Source: Charles Rutenberg Realty Orlando, LLC. #O5068089 Report a problem
        6/3/1994Sold$120,500$61/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$5,359 +7.4%$350,743 +3%
        2023$4,990 +3.6%$340,527 +3%
        2022$4,816 +1.7%$330,609 +3%
        2021$4,737 +0.8%$320,980 +1.4%
        2020$4,700 +1.2%$316,548 +2.3%
        2019$4,646 +0.8%$309,431 +1.9%
        2018$4,609 $303,661 +9.3%
        2017$4,609 +63.5%$277,798 +12.4%
        2016$2,820 +1%$247,088 +5.3%
        2015$2,791 -3.3%$234,646 +10.2%
        2014$2,887 +2.1%$212,890 +15.7%
        2013$2,827 +0.5%$184,005 +1.1%
        2012$2,813 -5.5%$181,951 -4.6%
        2011$2,975 -3.7%$190,628 -6.1%
        2010$3,091 $203,027 -4.4%
        2009-- $212,364 0%
        2008$2,861 -2.6%$212,376 -2.7%
        2007$2,936 -5.7%$218,230 -2.2%
        2006$3,115 +0.9%$223,203 +19.4%
        2005$3,087 +4.7%$186,971 +5.9%
        2004$2,950 -0.2%$176,620 +1.3%
        2003$2,955 +77.3%$174,290 +19%
        2002$1,667 -0.6%$146,412 +7.2%
        2001$1,677 +2.5%$136,631 +13.7%
        2000$1,635 $120,179
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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: 32792

        Getting around

        17 / 100
        Car-Dependent
        31 / 100
        Some Transit
        52 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Brookshire Elem
        • Middle: Glenridge 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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