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.
For sale
Price cut: $41K (5/14)
$1,649,000
2501 Winter Park Rd, Winter Park, FL 32789
5beds
3,304sqft
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
- 113 days |
- 637 |
- 25 |
Zillow last checked:
Listing updated:
Listed by:
Jill Healey 407-797-1420,
KELLER WILLIAMS WINTER PARK 407-545-6430
Source: Stellar MLS,MLS#: O6384756
Originating 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
| Date | Event | Price |
|---|---|---|
| 5/14/2026 | Price change | $1,649,000-2.4%$499/sqft |
Source: | ||
| 4/8/2026 | Price change | $1,690,000-5.8%$512/sqft |
Source: | ||
| 3/5/2026 | Listed for sale | $1,795,000+1096.7%$543/sqft |
Source: | ||
| 7/2/2013 | Sold | $150,000$45/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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 | $120,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
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
Nearby schools
GreatSchools rating
- 10/10AUDUBON PARK SCHOOLGrades: PK-8Distance: 0.3 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.7 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Winter Park
- 32789
- 2501 Winter Park Rd






