Live the ultimate lakefront lifestyle on Lake Jessie. This beautifully maintained single-story home on a 189 acre lake on the South end of Winter Haven’s famed Chain of Lakes offers a rare combination of privacy, recreation, and breathtaking views — all just minutes from downtown and a quick trip to Central Florida’s top attractions.
Key Features:
•. metal roof 2019
• Updated interior with modern finishes
• Spacious layout with 3 bedrooms and 3 bathrooms
• Open-concept living area with large windows and lake views
• Bedrooms thoughtfully separated from common areas for privacy
• East-facing rear exposure for stunning morning sunrises
• Large, flat front and back yards — ideal for games, entertaining, or outdoor yoga
• Covered patio and private dock overlooking the lake
Lake Life at Your Doorstep:
• Direct access to Lake Jessie for boating, fishing, kayaking, paddleboarding, waterskiing, wakeboarding, and barefoot skiing
• Close to multiple slalom courses and a seaplane base
• Watch bald eagles, herons, osprey, and other tropical birds from your backyard
• Cruise the Chain of Lakes to dine at on-the-water restaurants and bars
Prime Location:
• 8 minutes to downtown Winter Haven restaurants, theaters, and Central Park events
• 20 minutes to LEGOLAND
• 30–45 minutes to Walt Disney World and Universal Orlando
• Access to top-tier waterski and barefooting schools nearby
Take a look at 900 Lake Jessie Dr. The home has 3 bedrooms and 3 bathrooms and over 1800 square feet, making this move-in-ready lakefront home the perfect pick as a primary residence, vacation retreat, or investment property in the heart of Florida’s water-sports paradise.
This Chain of Lakes home offers an open floor plan that offers a great split layout to allow privacy to the bedrooms. Stunning views of the lake are available from most windows in the home.
Schedule your private tour today and start living the lakefront dream!
Key Features:
•. metal roof 2019
• Updated interior with modern finishes
• Spacious layout with 3 bedrooms and 3 bathrooms
• Open-concept living area with large windows and lake views
• Bedrooms thoughtfully separated from common areas for privacy
• East-facing rear exposure for stunning morning sunrises
• Large, flat front and back yards — ideal for games, entertaining, or outdoor yoga
• Covered patio and private dock overlooking the lake
Lake Life at Your Doorstep:
• Direct access to Lake Jessie for boating, fishing, kayaking, paddleboarding, waterskiing, wakeboarding, and barefoot skiing
• Close to multiple slalom courses and a seaplane base
• Watch bald eagles, herons, osprey, and other tropical birds from your backyard
• Cruise the Chain of Lakes to dine at on-the-water restaurants and bars
Prime Location:
• 8 minutes to downtown Winter Haven restaurants, theaters, and Central Park events
• 20 minutes to LEGOLAND
• 30–45 minutes to Walt Disney World and Universal Orlando
• Access to top-tier waterski and barefooting schools nearby
Take a look at 900 Lake Jessie Dr. The home has 3 bedrooms and 3 bathrooms and over 1800 square feet, making this move-in-ready lakefront home the perfect pick as a primary residence, vacation retreat, or investment property in the heart of Florida’s water-sports paradise.
This Chain of Lakes home offers an open floor plan that offers a great split layout to allow privacy to the bedrooms. Stunning views of the lake are available from most windows in the home.
Schedule your private tour today and start living the lakefront dream!
Property Details
Price:
$550,000
MLS #:
P4934787
Status:
Active
Beds:
3
Baths:
3
Address:
900 LAKE JESSIE DRIVE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
EAST VIEW PKWY
Neighborhood:
33881 – Winter Haven / Florence Villa
City:
WINTER HAVEN
Listed Date:
May 21, 2025
State:
FL
Finished Sq Ft:
1,828
Total Sq Ft:
1,828
ZIP:
33881
Lot Size:
16,365 sqft / 0.38 acres (approx)
Year Built:
1948
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Schools
Elementary School:
Auburndale Central Elem
Middle School:
Westwood Middle
High School:
Auburndale High School
Interior
Appliances
Dishwasher, Electric Water Heater, Range, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl
Heating
Central
Laundry Features
Inside
Exterior
Construction Materials
Hardi Plank Type
Exterior Features
Rain Gutters
Parking Features
Covered, Driveway
Roof
Shingle
Financial
Tax Year
2024
Taxes
$3,760
Map
Community
- Address900 LAKE JESSIE DRIVE WINTER HAVEN FL
- SubdivisionEAST VIEW PKWY
- CityWINTER HAVEN
- CountyPolk
- Zip Code33881
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900 LAKE JESSIE DRIVE
WINTER HAVEN, FL
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