501 HENKEL CIRCLE Winter Park, FL $ 1,825,000
501 HENKEL CIRCLE
$ 1,825,000
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501 HENKEL CIRCLE

Winter Park, FL, 32789
$ 1,825,000
Bedrooms5 Baths4.1 Sq 3,746

Monthly Estimate*

$ 11,237

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Single Family Home for sale in Winter Park, FL

for $1,825,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,746 square foot home was built in 2009 on a lot size of 0.28.

Walk to Park Avenue from this stylish and impeccably maintained Winter Park home, tucked along a charming brick street just moments from the shops, dining, and the energy of downtown Winter Park. Designed for effortless living and entertaining, the main residence offers 3,410 square feet with 4 bedrooms and 3.5 baths, plus a detached 300+ square foot studio apartment above the two-car garage. Complete with a full bath, separate AC unit, and oversized storage room, this flexible space is perfect for guests, a home office, gym, art studio, or game room. This home is truly turnkey, with an impressive list of recent improvements. And when we say NEW…we mean BRAND NEW! Major updates include a NEW gas tankless water heater (2026), TWO NEW HVAC systems in the main home (2026), NEW HVAC for the studio apartment (2025), and a NEW roof (2025). Additional upgrades include a freshly painted interior (2026), updated light fixtures (even in the closets), NEW LED trim can lighting throughout (2026), a re-screened covered patio (2026), dishwasher (2025), garage door motor (2025), and a whole-home water purification system. The exterior was painted in 2018, and a beautiful saltwater swimming pool with sun shelf and fountain was added in 2017. The ideal floor plan centers around the kitchen, featuring a gas cooktop, stainless steel appliances, and walk-in pantry. The kitchen flows effortlessly into the spacious family room, highlighted by vaulted ceilings and a gas fireplace. Just beyond, a bright sunroom lined with windows and charming built-in window benches creates the perfect place to relax or gather. A bar/butler’s area connects the kitchen to the front-facing dining room, while the living room, with a second gas fireplace, sits just across the foyer. The downstairs primary suite offers a peaceful retreat with two walk-in closets, a vaulted wood-plank ceiling, and a large picture window overlooking the resort-style pool and backyard. Upstairs are three generously sized bedrooms with large walk-in closets and two full bathrooms. Outdoor living is just as inviting. The newly screened brick patio offers over 500 square feet of covered space for lounging and dining, along with a dedicated grilling station that is ready for your grill and beverage refrigerator. Just beyond, an open courtyard leads to the saltwater pool with sun shelf and soothing waterfall feature, all surrounded by a spacious backyard with gated access and room to discreetly store a boat trailer. A rare combination of location, thoughtful design, and extensive upgrades, this charming Winter Park home offers the perfect balance of easy entertaining and everyday comfort…just a short stroll to Park Avenue.

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Single Family Active

Price

$ 1,825,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 11,710

Style

Traditional

Lot Size

0.28

Year Built

2009

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6389996

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Natural Gas Connected Public Sewer Connected Underground Utilities Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Built-In Oven Cooktop Dishwasher Disposal Exhaust Fan Gas Water Heater Ice Maker Microwave Refrigerator Tankless Water Heater Water Filtration System Water Purifier Water Softener Wine Refrigerator
Zoning R-1AA
Garage Spaces 2
Patio/Porch Features Covered Front Porch Rear Porch Screened
Architectural Style Traditional
Pool Features Gunite In Ground Lighting Salt Water
Security Features Smoke Detector(s)
Construction Materials Block HardiPlank Type Wood Frame
Pets Allowed Yes
Year Built 2009
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Sidewalks
County Orange
New Construction false
Property Type Residential
Attached Garage false
Subdivision Name THOMAS M HENKELS ADD
Facing Direction Northeast
Garage Y/N true
Total Rooms 14
Full Baths 4
Status Active
Directions From 17-92/Orlando Ave- go East on Fairbanks Before the Brewer “S” curve take the second Right on to Henkel Circle. It is a ONE-WAY street. Home is the 3rd home on the right. Parking is allowed on the left side of the street only. Park in circular drive. From Lakemont take Aloma and go toward Park Ave. Take a left on the first Henkel Circle right after the Brewer “S” curve. There is a turning lane.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 12019
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Brookshire Elem
Land Lease Y/N false
Tax Annual Amount 11710.4
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 22
Legal Description THOMAS M HENKELS ADDITION F/61 LOT 22
Minimum Lease 7 Months
Water Access Y/N false
Additional Rooms Florida Room Formal Dining Room Separate Formal Living Room Separate Garage Apartment Inside Utility
ILS Total SQFT 400
ILS Under Air SQFT 375
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Dry Bar High Ceilings Kitchen/Family Room Combo Primary Bedroom Main Floor Vaulted Ceiling(s) Walk-In Closet(s)
Flooring Carpet Slate Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Family Room Gas Living Room Masonry
Air Conditioning Y/N true
Heating Y/N true
Window Features Aluminum Frames Double Pane Windows Shades
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities French Doors Irrigation System Rain Gutters
Vegetation Trees/Landscaped
Fencing Fenced Wood
Parking Features Circular Driveway Driveway Garage Faces Rear Garage Faces Side Oversized
Lot Features City Lot Landscaped Street One Way
Water Source Public
Lot Size Area 12019
Foundation Details Slab
Spa false
Building Area Total 5049
Lot Dimensions 75 x 160
Lot Size Acres 0.28
Road Surface Type Brick
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Brick Street One Way
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Fannie Hillman & Associates

Broker

marystuart@dayresidential.com

Email

Affordability Calculator

$12,213
Per Month
92%
8%
0%
Monthly Principal & Interest
$11,237
Monthly Property Taxes
$976
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
3/13/2026$1,825,000 Listed Price

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501 HENKEL CIRCLE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,825,000 with 3,746 sqft and a lot size of 0.28. 501 HENKEL CIRCLE has 5 bedrooms, 4.1 baths, and was built in 2009. The property's zip code is 32789 which is in Winter Park, FL