501 HENKEL CIRCLE WINTER PARK FL 32789 MLS #O6389996

501 HENKEL CIRCLE
WINTER PARK, FL, 32789
$1,825,000
5 Beds
4.5 Baths
3,746 SqFt
0.28 Acres
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MLS #O6389996 image #0
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.

Property Details

Price:
$1,825,000
MLS #:
O6389996
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
THOMAS M HENKELS ADD
Neighborhood:
32789winterpark
Listed Date:
Mar 12, 2026
Finished Sq Ft:
3,746
Total Sq Ft:
5,049
Lot Size:
12,019 sqft / 0.28 acres (approx)
Year Built:
2009
TraditionalPoolPrimary Bedroom Main Floor32789 – Winter Park32789winterparkThomas M Henkels AddBrookshire ElemGlenridge MiddleWinter Park HighBuyer To Verify All Leasing Restrictions Through The City Of Winter Park.7 MonthsPets Allowed

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Schools

Elementary School:
Brookshire Elem
Middle School:
Glenridge Middle
High School:
Winter Park High

Interior

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
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Slate, Tile, Hardwood
Heating
Central
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

Architectural Style
Traditional
Community Features
Sidewalks
Construction Materials
Block, HardiPlank Type, Wood Frame
Exterior Features
French Doors, Irrigation System, Rain Gutters
Parking Features
Circular Driveway, Driveway, Garage Faces Rear, Garage Faces Side, Oversized
Roof
Shingle
Security Features
Smoke Detector(s)

Financial

Tax Year
2025
Taxes
$11,710

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of Mar 17, 2026
240
Single Family Listed
95
Avg DOM
490
Avg $ / SqFt
$1,506,993
Avg List Price

Property Summary

    Located in the THOMAS M HENKELS ADD subdivision, 501 HENKEL CIRCLE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $1,825,000 and features 5 beds, 5 baths, and has approximately 3,746 square feet of living space, and was originally constructed in 2009. The current price per square foot is $487. The average price per square foot for Single Family listings in WINTER PARK is $490. The average listing price for Single Family in WINTER PARK is $1,506,993. To schedule a showing of MLS#o6389996 at 501 HENKEL CIRCLE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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501 HENKEL CIRCLE
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