Skip main navigation
For sale
    • $780,000

    739 ROUGHBEARD ROAD, WINTER PARK, FL 32792

    5beds
    2,194sqft
    : 
    $5,479/mo
    Get pre-qualified
    Single Family Residence
    Built in 1968
    10,799 Square Feet Lot
    $-- Zestimate®
    $356/sqft
    $-- HOA

    What's special

    Quarter-acre lotSparkling poolJack-and-jill bathTree-lined streetSpacious primary suiteLarge covered insulated patioCrown molding
    Set on a quarter-acre lot on a tree-lined street in Winter Park Pines, this 5-bedroom, 3-bath pool home offers 2,194 sq ft of single-story living with room for everyone. The split floor plan places a spacious primary suite on its own side of the home, with a walk-in closet and French doors that open directly to the covered patio. The four guest bedrooms are generously sized, and one pair shares a Jack-and-Jill bath. The kitchen has a breakfast bar, a pantry, and views of the pool. It opens to a family room anchored by a wood-burning fireplace and a built-in desk. The formal living and dining rooms, crown molding, and three sets of French doors bring in natural light and a connection to the outdoors. Outside, the large covered, insulated patio overlooks a sparkling pool and a fenced backyard with real yard space. There is no mandatory HOA, and the oversized 2-car garage includes workshop space. You're minutes from Winter Park Pines Golf Club, Aloma Ave shopping, and Park Avenue. Zoned for Winter Park High.
    11 hours
    134
    12

    Zillow last checked:

    Listing updated:

    Listed by:

    John Harbuck 407-538-2841,

    SERHANT 786-296-8626

    Source: Stellar MLS,MLS#: O6444000MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room, Utility Room
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Makeup/Vanity Space, Shower No Tub, Walk-In Closet(s)
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 12x16
      Bedroom 5
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Bathroom 2
      • Features: Ceiling Fan(s), Jack & Jill Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Bathroom 3
      • Features: Ceiling Fan(s), Jack & Jill Bathroom
      • Level: First
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Bathroom 4
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 11x10
      Dining room
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Family room
      • Features: Ceiling Fan(s), Built-in Features, Other
      • Level: First
      • Area: 294 Square Feet
      • Dimensions: 21x14
      Kitchen
      • Features: Breakfast Bar, Pantry
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Living room
      • Level: First
      • Area: 273 Square Feet
      • Dimensions: 13x21
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
      • Flooring: Tile
      • Doors: French Doors
      • Has fireplace: Yes
      • Fireplace features: Living Room, Wood Burning
      Interior area
      • Total structure area: 2,784
      • Total interior livable area: 2,194 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener, On Street, Oversized, Workshop in Garage
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Front Porch, Patio
      • Exterior features: Lighting, Sidewalk
      • Has private pool: Yes
      • Pool features: In Ground
      • Fencing: Fenced,Wood
      Lot
      • Size: 10,799 Square Feet
      • Features: In County, Near Golf Course, Sidewalk
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 092230943800060
      • Zoning: R-1A
      • Special conditions: None

      Construction

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

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Golf Carts OK, Golf, Sidewalks
      • Pet fee: $0 monthly
      • Subdivision: WINTER PARK PINES
      HOA
      • Has HOA: No
      • Amenities included: Park, Playground, Trail(s)
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $356/sqft
      • Tax assessed value: $521,494
      • Annual tax amount: $6,179
      • Date on market: 9/24/2026
      • Cumulative days on market: 1 day
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/25/2026Listed for sale$780,000$356/sqft
        Source: Stellar MLS #O6444000 Report a problem
        7/22/2026Listing removed$780,000$356/sqft
        Source: Stellar MLS #O6404545 Report a problem
        7/14/2026Price change$780,000-2.5%$356/sqft
        Source: Stellar MLS #O6404545 Report a problem
        5/5/2026Listed for sale$800,000-4.9%$365/sqft
        Source: Stellar MLS #O6404545 Report a problem
        3/28/2026Listing removed--
        Source: Owner Report a problem
        12/28/2025Price change$841,004+0%$383/sqft
        Source: Owner Report a problem
        12/26/2025Price change$841,003+0%$383/sqft
        Source: Owner Report a problem
        12/19/2025Price change$841,002+0%$383/sqft
        Source: Owner Report a problem
        12/17/2025Price change$841,001+0%$383/sqft
        Source: Owner Report a problem
        12/16/2025Price change$841,000+0.1%$383/sqft
        Source: Owner Report a problem
        12/11/2025Price change$840,000+1.8%$383/sqft
        Source: Owner Report a problem
        11/22/2025Listed for sale$825,000$376/sqft
        Source: Owner Report a problem
        11/23/2024Listing removed--
        Source: Owner Report a problem
        11/12/2024Listed for sale$825,000+73.7%$376/sqft
        Source: Owner Report a problem
        10/29/2024Listing removed$475,000-4%$216/sqft
        Source: Stellar MLS #O5970079 Report a problem
        10/29/2023Listing removed--
        Source: Stellar MLS #O5970079 Report a problem
        11/3/2021Sold$495,000+4.2%$226/sqft
        Source: Public Record Report a problem
        9/3/2021Pending sale$475,000$216/sqft
        Source: Stellar MLS #O5970079 Report a problem
        9/2/2021Listed for sale$475,000+98.7%$216/sqft
        Source: Stellar MLS #O5970079 Report a problem
        7/23/2002Sold$239,000+21.9%$109/sqft
        Source: Public Record Report a problem
        6/5/2000Sold$196,000+42.5%$89/sqft
        Source: Public Record Report a problem
        3/10/1994Sold$137,500$63/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$6,355 +7.4%$412,587 +3%
        2023$5,918 +3.4%$400,570 +3%
        2022$5,720 +110%$388,903 +100.8%
        2021$2,724 +1%$193,694 +1.4%
        2020$2,698 +1.5%$191,020 +2.3%
        2019$2,657 +0.9%$186,725 +1.9%
        2018$2,633 $183,243 -35.2%
        2017$2,633 +1.8%$282,907 +11.6%
        2016$2,586 +1.1%$253,470 +5.5%
        2015$2,557 -3.4%$240,143 +16%
        2014$2,647 +2.1%$207,049 +21.4%
        2013$2,592 +0.2%$170,617 +0.9%
        2012$2,586 -12.8%$169,119 -11%
        2011$2,965 -9.7%$190,070 -11.3%
        2010$3,284 $214,300 -4.3%
        2009-- $223,833 -11.7%
        2008$3,141 -2.1%$253,381 -2.6%
        2007$3,208 -5.8%$260,256 -2.2%
        2006$3,405 +0.8%$266,096 +25.5%
        2005$3,378 +4.6%$212,081 +10.5%
        2004$3,229 -0.2%$191,880 +1.4%
        2003$3,234 +25.9%$189,260 +16.7%
        2002$2,569 -0.9%$162,196 +7.3%
        2001$2,592 +34.2%$151,214 +15%
        2000$1,932 $131,445
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 32792

        Getting around

        20 / 100
        Car-Dependent
        33 / 100
        Some Transit
        43 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Aloma 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other Winter Park Topics

                Search
                Updates
                Favorites
                Plan
                Inbox