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900 LAKE JESSIE DRIVE
WINTER HAVEN, FL, 33881
$469,900
3 Beds
3 Baths
1,828 SqFt
0.38 Acres
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MLS #S5146723 image #0
Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, and unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding, and paddleboarding right from your backyard. With nearby slalom courses and open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds and other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms and 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort and privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with it’s oversized driveway and an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining, and entertainment are always within reach. Whether you’re seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play, and unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

Property Details

Price:
$469,900
MLS #:
S5146723
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
EAST VIEW PKWY
Neighborhood:
33881winterhavenflorencevilla
Listed Date:
Mar 28, 2026
Finished Sq Ft:
1,828
Total Sq Ft:
1,828
Lot Size:
16,365 sqft / 0.38 acres (approx)
Year Built:
1948
WaterfrontPrimary Bedroom Main Floor33881 – Winter Haven / Florence Villa33881winterhavenflorencevillaEast View PkwyAuburndale Central ElemWestwood MiddleAuburndale High SchoolLake JessieWaterCheck For Rental Restrictions.3 MonthsPets Allowed

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Schools

Elementary School:
Auburndale Central Elem
Middle School:
Westwood Middle
High School:
Auburndale High School

Interior

Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One

Exterior

Construction Materials
Cement Siding, Wood Frame
Covered Spaces
2
Direction Faces
West
Exterior Features
Private Mailbox, Private Yard, RV Hookup
Fencing
Chain Link
Lot Features
In County
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Patio
Roof
Metal
View
Water
Waterfront Features
Lake – Chain of Lakes
Window Features
Double Pane Windows, Shades

Financial

Tax Year
2025
Taxes
$4,023

Map

Community

Subdivisions in WINTER HAVEN

Market Summary

Current real estate data for Single Family in WINTER HAVEN as of Apr 23, 2026
860
Single Family Listed
113
Avg DOM
179
Avg $ / SqFt
$328,566
Avg List Price

Property Summary

    Located in the EAST VIEW PKWY subdivision, 900 LAKE JESSIE DRIVE WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33881. It is listed for $469,900 and features 3 beds, 3 baths, and has approximately 1,828 square feet of living space, and was originally constructed in 1948. The current price per square foot is $257. The average price per square foot for Single Family listings in WINTER HAVEN is $179. The average listing price for Single Family in WINTER HAVEN is $328,566. To schedule a showing of MLS#s5146723 at 900 LAKE JESSIE DRIVE in WINTER HAVEN, FL, contact your Preferred Real Estate Brokers agent at 4076987254.

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900 LAKE JESSIE DRIVE
WINTER HAVEN, FL