SOLD DATA ENTRY.. Welcome to this timeless lakefront estate located on the shores of Lake Virginia, offering approximately 143 feet of private waterfront along the highly sought-after Winter Park Chain of Lakes. Situated on over an acre, this beautifully updated residence blends classic architecture with modern luxury and an exceptional indoor-outdoor lifestyle. Thoughtfully renovated in 2016, the home features spacious formal and informal living areas, high ceilings, custom millwork, and stunning lake views throughout.The chef’s kitchen is equipped with Wolf and Sub-Zero appliances, double ovens, built-in Miele coffee system, wine refrigeration, and additional refrigerator/freezer drawers. The kitchen opens to the main living space and flows seamlessly to the outdoor entertaining areas. The primary suite offers a serene lakefront setting with a spa-inspired bath and generous closets. Additional bedrooms are well-appointed and offer both privacy and flexible living arrangements.Step outside to a resort-style waterfront setting, complete with a large pool and spa, expansive terrace, summer kitchen, gas fire pit, and private boat dock with lift. Enjoy boating, paddleboarding, or sunset cruises right from your backyard. The property’s elevation provides exceptional views stretching across Lake Virginia toward downtown Orlando and Rollins College.Located on a quiet, private street just moments from Park Avenue dining, shops, and Winter Park’s most desirable amenities, this is a rare opportunity to enjoy lakefront living in one of Central Florida’s most distinguished neighborhoods.
Sold for $5,700,000 on 10/30/25
$5,700,000
374 Henkel Cir, Winter Park, FL 32789
5beds
4,735sqft
Single Family Residence
Built in 1925
1.94 Acres Lot
$5,699,900 Zestimate®
$1,204/sqft
$6,894 Estimated rent
Home value
$5,699,900
$5.24M - $6.21M
$6,894/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: October 30, 2025 at 08:47am
Listing Provided by:
Albin Hubscher 407-404-4041,
CENTRAL FLORIDA PRIME REAL ESTATE LLC 407-404-4041
Bought with:
Cindy Kuykendall, 3039527
FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS,MLS#: O6356605
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Description: Room4
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 336 Square Feet
- Dimensions: 16x21
Bedroom 2
- Description: Room5
- Features: En Suite Bathroom, Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 11x12
Bedroom 3
- Description: Room6
- Features: Ceiling Fan(s), Built-in Closet
- Level: Second
- Area: 154 Square Feet
- Dimensions: 11x14
Bedroom 4
- Description: Room7
- Features: Ceiling Fan(s), Built-in Closet
- Level: Second
- Area: 182 Square Feet
- Dimensions: 13x14
Bedroom 5
- Description: Room8
- Features: Built-In Shelving, Jack & Jill Bathroom, Walk-In Closet(s)
- Level: Second
- Area: 252 Square Feet
- Dimensions: 14x18
Primary bathroom
- Description: Room11
- Features: Dual Sinks, Shower No Tub, Stone Counters
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Dining room
- Description: Room10
- Level: First
- Area: 208 Square Feet
- Dimensions: 13x16
Family room
- Description: Room3
- Level: First
- Area: 396 Square Feet
- Dimensions: 18x22
Kitchen
- Description: Room2
- Features: Kitchen Island, Stone Counters, Wet Bar
- Level: First
- Area: 406 Square Feet
- Dimensions: 14x29
Living room
- Description: Room1
- Level: First
- Area: 350 Square Feet
- Dimensions: 14x25
Office
- Description: Room9
- Features: Built-In Shelving, Ceiling Fan(s)
- Level: First
- Area: 323 Square Feet
- Dimensions: 17x19
Heating
- Central, Natural Gas
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Indoor Grill, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat Attic Fan, Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Marble, Hardwood
- Doors: French Doors, Outdoor Grill, Outdoor Kitchen
- Windows: Drapes, Shutters, Window Treatments
- Has fireplace: Yes
- Fireplace features: Other Room, Wood Burning
Interior area
- Total structure area: 6,409
- Total interior livable area: 4,735 sqft
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Driveway, Garage Door Opener, Ground Level
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 20x22
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Front Porch, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Lighting, Self Cleaning, Tile
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced,Other
- Has view: Yes
- View description: Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake - Chain of Lakes, Lake Privileges, Lift - Covered, Seawall, Skiing Allowed
- Body of water: LAKE VIRGINIA
Lot
- Size: 1.94 Acres
- Features: City Lot, Sidewalk, Street One Way
- Residential vegetation: Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Boat House, Outdoor Kitchen
- Parcel number: 302208348800131
- Zoning: R-1AAA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Wood Frame
- Foundation: Crawlspace, Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1925
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fire Hydrant, Natural Gas Available, Natural Gas Connected, Phone Available, Sewer Available, Sewer Connected, Sprinkler Well, Street Lights, Water Connected
Community & neighborhood
Security
- Security features: Closed Circuit Camera(s), Fire Alarm, Fire Sprinkler System, Security Fencing/Lighting/Alarms, Security System, Security System Owned, Smoke Detector(s)
Location
- Region: Winter Park
- Subdivision: THOMAS M HENKELS ADD
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Road surface type: Brick, Paved
Price history
| Date | Event | Price |
|---|---|---|
| 10/30/2025 | Sold | $5,700,000+62%$1,204/sqft |
Source:  Stellar MLS #O6356605 | ||
| 9/4/2020 | Sold | $3,519,600+6.7%$743/sqft |
Source: Public Record | ||
| 7/30/2020 | Pending sale | $3,300,000$697/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5880780 | ||
| 7/27/2020 | Listed for sale | $3,300,000+22.2%$697/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5880780 | ||
| 2/1/2016 | Sold | $2,700,000+68.7%$570/sqft |
Source: Public Record | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $56,179 +16.3% | $3,597,359 +14.7% |
| 2023 | $48,296 +4% | $3,137,480 +3% |
| 2022 | $46,455 +0.9% | $3,046,097 +3% |
Find assessor info on the county website
Neighborhood: 32789
Nearby schools
GreatSchools rating
- 4/10Brookshire Elementary SchoolGrades: PK-5Distance: 1.4 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 1.2 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Brookshire Elem
- Middle: Glenridge Middle
- 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.
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Estimated market value
$5,699,900
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$5,699,900