501 HENKEL CIR Winter Park, FL 32789 Open Fri 4PM-6PM

UPDATED: 03/13/2026 06:56 AM ON MARKET: 1 days on market

$1,825,000

5 Beds5 Baths3,746 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,746 sqft

Price per Sqft $487

Subdivision Thomas M Henkels Add

MLS Listing ID O6389996

Bedrooms 5

Full Baths 4

Half Baths 1

HOA Y/N No

Year Built 2009

Annual Tax Amount $11,710

Lot Size 0.280 Acres

Acres 0.28

Lot Dimensions 75x160

Property Sub-Type Single Family Residence

Source Stellar MLS

Location

State FL

County Orange

Community Thomas M Henkels Add

Area 32789 - Winter Park

Zoning R-1AA

Rooms

Other Rooms Florida Room,Formal Dining Room Separate,Formal Living Room Separate,Garage Apartment,Inside Utility

Interior

Interior Features Built-in Features,Ceiling Fans(s),Dry Bar,High Ceilings,Kitchen/Family Room Combo,Primary Bedroom Main Floor,Vaulted Ceiling(s),Walk-In Closet(s)

Heating Central

Cooling Central Air

Flooring Carpet,Slate,Tile,Wood

Fireplaces Type Family Room,Gas,Living Room,Masonry

Furnishings Unfurnished

Fireplace true

Appliance 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

Laundry Electric Dryer Hookup,Inside,Laundry Room,Washer Hookup

Exterior

Exterior Feature French Doors,Rain Gutters

Parking Features Circular Driveway,Driveway,Garage Faces Rear,Garage Faces Side,Oversized

Garage Spaces 2.0

Fence Fenced,Wood

Pool Gunite,In Ground,Lighting,Salt Water

Community Features Sidewalks

Utilities Available BB/HS Internet Available,Cable Available,Electricity Connected,Natural Gas Connected,Public,Sewer Connected,Underground Utilities,Water Connected

Roof Type Shingle

Porch Covered,Front Porch,Rear Porch,Screened

Attached Garage false

Garage true

Private Pool Yes

Building

Lot Description City Limits,Landscaped,Street Brick,Street One Way

Entry Level Two

Foundation Slab

Lot Size Range 1/4 to less than 1/2

Sewer Public Sewer

Water Public

Architectural Style Traditional

Structure Type Block,HardiPlank Type,Frame

New Construction false

Schools

Elementary Schools Brookshire Elem

Middle Schools Glenridge Middle

High Schools Winter Park High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash,Conventional

Listing Terms Cash,Conventional

Special Listing Condition None

Property Description

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.