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For sale
  • $730,000

    744 Cornwall Rd, Winter Park, FL 32792

    4beds
    1,968sqft
    : 
    Single Family Residence
    Built in 1968
    10,146 Square Feet Lot
    $711,500 Zestimate®
    $371/sqft
    $-- HOA

    What's special

    Two-car garageInviting and timeless ambianceGenerous family roomSeparate dining area
    Charming 4-Bedroom Home in Desirable Winter Park Pines Welcome to your new home in the heart of Winter Park Pines! This beautifully maintained 4-bedroom, 2-bath residence offers a perfect blend of classic charm and modern comfort, situated in one of Central Florida’s most sought-after neighborhoods. Step inside to find warm hardwood floors that flow throughout the spacious living areas, creating an inviting and timeless ambiance. The thoughtfully designed layout features a generous family room, separate dining area, and a bonus space ideal for a home office, playroom, or reading nook. The primary suite includes a full en-suite bath, while three additional bedrooms provide plenty of space for family, guests, or flexible use. Both full bathrooms are well-appointed with clean finishes and ample storage. Outside, enjoy Florida living at its best with a private backyard, perfect for entertaining or relaxing under the shade of mature trees. With no HOA, a two-car garage, and a prime location near top-rated schools, Cady Way Trail, Winter Park shops, dining, and parks — this home offers an unbeatable combination of comfort, convenience, and community. Inviting Interiors: Step inside to discover warm hardwood floors that flow throughout the spacious living areas, creating an inviting and timeless ambiance. Thoughtful Layout: The well-designed floor plan includes a generous family room, a separate dining area, and a bonus space perfect for a home office, playroom, or reading nook. Comfortable Bedrooms: The primary suite features a full en-suite bath, while three additional bedrooms provide ample space for family, guests, or flexible use. Both full bathrooms are well-appointed with clean finishes and plenty of storage. Outdoor Living: Experience Florida living at its finest in your private backyard, ideal for entertaining or relaxing under the shade of mature trees. Updated Systems: Enjoy peace of mind with a new roof installed in 2018, and both a new electrical panel and A/C system added in 2025. Updated Plumbing 2026! Don’t miss your chance to own a piece of Winter Park charm. Schedule your private tour today!
    12 days
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    958
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    38
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    Zillow last checked:

    Listing updated:

    Listing Provided by:

    Tammy Cuddy 407-608-9593,

    VERSALIS REALTY POWERED BY SELLSTATE 407-608-9593

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

    Tour with a local agent

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

    Financial & listing details

    • Price per square foot: $371/sqft
    • Tax assessed value: $562,853
    • Annual tax amount: $5,359
    • Date on market: 8/1/2025
    • Cumulative days on market: 100 days
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Asphalt
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    Estimated market value

    $711,500

    $676,000 - $747,000

    $2,649/mo

    Price history

    Price history
    DateEventPrice
    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

    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

    BuyAbility℠ payment

    Est. payment
    $4,730/mo
    Principal & interest
    $3434
    Property taxes
    $1296

      Climate risks

      Neighborhood: 32792

      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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