900 Lake Jessie Dr, WINTER HAVEN, FL

$425,000

3

Beds

3

Baths

1,828

Square feet

0.38

Acres

EAST VIEW PKWY

About 900 Lake Jessie Dr

One or more photo(s) has been virtually staged. 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 & 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 & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & 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 its oversized driveway & 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 & 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 & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

Features of 900 Lake Jessie Dr

MLS® # S5146723
Price $425,000
Bedrooms 3
Bathrooms 3.00
Full Baths 3
Square Footage 1,828
Acres 0.38
Year Built 1948
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 900 Lake Jessie Dr
Area Winter Haven / Florence Villa
Subdivision EAST VIEW PKWY
City WINTER HAVEN
County Polk
State FL
Zip Code 33881-1006

Amenities

Parking Driveway
View Water
Is Waterfront Yes
Waterfront Lake - Chain of Lakes
Has Pool No

Interior

Interior Features Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Window Treatments
Appliances Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Heating Central
Cooling Central Air
Fireplace No
# of Stories 1

Exterior

Exterior Features Private Mailbox, Private Yard, RV Hookup
Lot Description In County
Roof Metal
Foundation Crawlspace, Slab

School Information

Elementary Auburndale Central Elem
Middle Westwood Middle
High Auburndale High School

Taxes & HOA Fees

Taxes $4,023
Has HOA No
HOA Fee Requirement None

Additional Information

Date Listed March 28th, 2026
Days on Market 157
Zoning R-1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeRE/MAX HERITAGE PROFESSIONALS

Listing Map

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