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For sale
  • Price cut: $41K (5/14)
    $1,649,000

    2501 Winter Park Rd, Winter Park, FL 32789

    5beds
    3,304sqft
    : 
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    Single Family Residence
    Built in 2014
    10,125 Square Feet Lot
    $-- Zestimate®
    $499/sqft
    $-- HOA

    What's special

    Gas fireplaceWalnut islandDedicated officeAttached officeSpa-like bathAdditional rear parkingExtensive custom built-ins
    PRICED BELOW APPRAISAL, CUSTOM BAREFOOT BROTHERS HOME IN WINTER PARK. Finding a truly CUSTOM-BUILT home in Winter Park is rare. Finding one built this recently—with this level of craftsmanship, infrastructure, and thoughtful design—is even rarer. Built by Barefoot Brothers in 2014 and thoughtfully designed for an active family that values entertaining, work-from-home flexibility, and elevated everyday living, this exceptional 5-bedroom, 3.5-bath residence (currently configured as 4 bedrooms + dedicated office) offers a level of quality that simply cannot be replicated at this price point. Just minutes from Park Avenue, Audubon Park, dining, shopping, and top Winter Park amenities, the location is as compelling as the home itself. This residence delivers the rare combination of TIMELESS ARCHITECTURE + MODERN CONSTRUCTION. Built using INSULATED CONCRETE FORM (ICF) CONSTRUCTION, the home offers exceptional durability, energy efficiency, and a remarkably quiet interior—creating a true retreat from outside noise and Florida heat. Average summer utility bills are approximately $185/month. The exterior was freshly repainted in 2023, further enhancing the home’s curb appeal and long-term maintenance appeal. The floor plan was intentionally designed for real life. The FIRST-FLOOR PRIMARY SUITE serves as a private retreat with an attached office, custom walk-in closet with hidden under-stair storage, and a spa-like bath featuring dual sinks, marble vanity, freestanding cast iron soaking tub, marble floors, and an oversized walk-in shower with dual shower heads. A separate downstairs office easily functions as a fifth bedroom if desired. At the center of the home, the chef’s kitchen was built to perform as beautifully as it looks with MARBLE COUNTERTOPS, WALNUT ISLAND, GE CAFÉ GAS RANGE, BOSCH DISHWASHER, BRAND-NEW SAMSUNG REFRIGERATOR, and an oversized walk-in pantry/butler’s pantry. The adjacent living room is equally impressive with extensive custom built-ins, gas fireplace, library shelving, surround sound wiring, and French doors opening seamlessly to outdoor entertaining spaces. Designed with entertaining in mind, the outdoor spaces feel like an extension of the home with a spacious river rock patio, covered breezeway with tongue-and-groove ceiling, natural gas hookup for grilling, detached rear-entry two-car garage, circular front drive, and additional rear parking—an uncommon luxury in this highly sought-after location. Upstairs, soaring ceilings frame a large bonus/playroom alongside three additional bedrooms and two baths, including a Jack-and-Jill layout. A climate-controlled attic space under AC offers valuable bonus storage not included in the home’s stated square footage. Additional upgrades include NATURAL GAS (range, fireplace, dryer & grill), TANKLESS WATER HEATERS, CAT 6 ETHERNET WIRING, QUANTUM FIBER READINESS, and LOW-E DOUBLE PANE WINDOWS. Every inch of this home was intentionally designed with longevity, comfort, and function in mind. Try building this level of fully custom home in Winter Park today—on this timeline, with these finishes, this infrastructure, and this location—at this price point. It’s nearly impossible. Homes of this caliber rarely become available, especially PRICED BELOW APPRAISAL. Schedule your private showing and experience firsthand what makes this Winter Park home so exceptional.
    113 days
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    637
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    25
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    Zillow last checked:

    Listing updated:

    Listed by:

    Jill Healey 407-797-1420,

    KELLER WILLIAMS WINTER PARK 407-545-6430

    Source: Stellar MLS,MLS#: O6384756MLS LogoOriginating MLS: Orlando Regional

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office, Dining Room, Great Room, Utility Room
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 420 Square Feet
      • Dimensions: 20x21
      Bedroom 2
      • Features: En Suite Bathroom, Built-in Closet
      • Level: Second
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Bedroom 3
      • Features: En Suite Bathroom, Built-in Closet
      • Level: Second
      • Area: 176 Square Feet
      • Dimensions: 16x11
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Primary bathroom
      • Features: Dual Sinks, Exhaust Fan, Garden Bath, Makeup/Vanity Space, Tub with Separate Shower Stall, Water Closet/Priv Toilet
      • Level: First
      Bonus room
      • Features: Built-in Closet
      • Level: Second
      • Area: 418 Square Feet
      • Dimensions: 22x19
      Den
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Dining room
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Game room
      • Features: Built-In Shelving
      • Level: First
      • Area: 400 Square Feet
      • Dimensions: 25x16
      Kitchen
      • Features: Pantry, Kitchen Island, Storage Closet
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Living room
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 16x12
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Gas Water Heater, Range, Refrigerator, Tankless Water Heater
      • Laundry: Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
      Features
      • Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Primary Bedroom Main Floor, Smart Home, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Hardwood
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room
      Interior area
      • Total structure area: 4,224
      • Total interior livable area: 3,304 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Circular Driveway, Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 22x25
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Private Entrance, Private Mailbox, Private Yard
      Lot
      • Size: 10,125 Square Feet
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 182230670408020
      • Zoning: R-1AA
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Block, Concrete, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2014

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Natural Gas Available, Natural Gas Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
      Green energy
      • Energy efficient items: Construction, Insulation, Thermostat, Windows

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: PARKLANDO #3
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $499/sqft
      • Tax assessed value: $1,020,522
      • Annual tax amount: $10,938
      • Date on market: 3/4/2026
      • Cumulative days on market: 114 days
      • Listing terms: Cash,Conventional,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Brick

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/14/2026Price change$1,649,000-2.4%$499/sqft
        Source: Stellar MLS #O6384756 Report a problem
        4/8/2026Price change$1,690,000-5.8%$512/sqft
        Source: Stellar MLS #O6384756 Report a problem
        3/5/2026Listed for sale$1,795,000+1096.7%$543/sqft
        Source: Stellar MLS #O6384756 Report a problem
        7/2/2013Sold$150,000$45/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$10,938 +3.7%$730,384 +3%
        2023$10,549 +5.2%$709,111 +3%
        2022$10,026 +1.1%$688,457 +3%
        2021$9,922 -0.2%$668,405 +1.4%
        2020$9,944 +0.9%$659,177 +2.5%
        2019$9,859 +0.5%$643,379 +1.9%
        2018$9,808 $631,383 -6.4%
        2017$9,808 +0.8%$674,390 +3.1%
        2016$9,726 +2.1%$653,952 +4.9%
        2015$9,530 +415.2%$623,182 +493.5%
        2014$1,850 +50.2%$105,000 +49.5%
        2013$1,231 -0.8%$70,255
        2012$1,241 -1.4%$70,255 -1%
        2011$1,258 -7.1%$70,965 -10%
        2010$1,355 $78,850 -21.1%
        2009-- $100,000 -24.1%
        2008$2,158 +8.3%$131,712 +7.6%
        2007$1,993 -7.2%$122,400 +2%
        2006$2,146 $120,000

        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: 32789

          Getting around

          82 / 100
          Very Walkable
          24 / 100
          Minimal Transit
          56 / 100
          Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Audubon Park K8
          • 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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