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$1,825,000
2 Days On Site

501 HENKEL CIRCLE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,746
SqFt
$487
/SqFt
2009
Built
Subdivision:
THOMAS M HENKELS ADD
County:
Orange
Call Now: +1 (407) 456-4820
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+1 (407) 456-4820
Upcoming Open Houses
Sat, Mar 14, 1:00 PM - 4:00 PM
501 HENKEL CIRCLE501 HENKEL CIRCLE501 HENKEL CIRCLE501 HENKEL CIRCLE
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Monthly Payment (Est.)

$8,326
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$1,825,000
Days On Site 
2 Days
Bedrooms 
5
Inside Area (SqFt) 
3,746 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.28 Acres
Year Built 
2009
MLS® Number 
O6389996
Status 
Active
Property Tax 
$11,710.4
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
yesterdayStatus changed to Active
2 days agoListing first seen on site
General Features
Acres 
0.28
Direction Faces 
Northeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Circular DrivewayDrivewayGarage Faces RearGarage Faces SideOversized
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
5049
Style 
Traditional
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
CooktopDishwasherDisposalExhaust FanGas Water HeaterIce MakerMicrowaveRefrigeratorTankless Water HeaterWater PurifierWater SoftenerWine Refrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomGasLiving RoomMasonry
Flooring 
CarpetSlateTileWood
Furnished 
Unfurnished
Heating 
Central
Interior 
Built-in FeaturesDry BarHigh CeilingsVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
Electric Dryer HookupInsideLaundry RoomWasher Hookup
Window Features 
Aluminum FramesDouble Pane Windows
Balcony/Porch/Lanai 
Dimensions - 17x11Level - First
Bathroom 2 
Dimensions - 12.6x17Level - Second
Bathroom 3 
Dimensions - 13.4x17Level - SecondFeatures - Double Vanity
Bathroom 4 
Dimensions - 13x13Level - SecondFeatures - Double Vanity
Dining Room 
Dimensions - 13x13Level - FirstFeatures - Bar
Family Room 
Dimensions - 17x19Level - First
Florida Room 
Dimensions - 12x14Level - FirstFeatures - Bar
Garage Apartment 
Dimensions - 13.8x16.7Level - Second
Kitchen 
Dimensions - 12x16Level - FirstFeatures - Breakfast Bar, Kitchen Island
Laundry 
Dimensions - 7.6x7.8Level - First
Living Room 
Dimensions - 13x13Level - First
Master Bathroom 
Dimensions - 13x10Level - FirstFeatures - Double Vanity, Stone Counters
Master Bedroom 
Dimensions - 15.7x13Level - First
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Exterior Features
Construction Details 
BlockHardiPlank TypeFrame
Exterior 
Rain Gutters
Fencing 
FencedWood
Lot Features 
Landscaped
Patio And Porch 
CoveredFront PorchRear PorchScreened
Pool Features 
GuniteIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Aluminum FramesDouble Pane Windows
Community Features
Community Features 
Sidewalks
Financing Terms Available 
CashConventional
MLS Area 
32789 - Winter Park
Township 
22
Schools
School District
Unknown
Elementary School
Brookshire Elem
Middle School
Glenridge Middle
High School
Winter Park High
Listing courtesy of FANNIE HILLMAN & ASSOCIATES (407) 620-8683

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Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-14 05:40 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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