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!
Property Details
Price:
$425,000
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
See this Listing
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
- Address900 LAKE JESSIE DRIVE WINTER HAVEN FL
- SubdivisionEAST VIEW PKWY
- CityWINTER HAVEN
- CountyPolk
- Zip Code33881
Subdivisions in WINTER HAVEN
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Aug 29, 2026
840
Single Family Listed
120
Avg DOM
180
Avg $ / SqFt
$328,937
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 $425,000 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 $232. The average price per square foot for Single Family listings in WINTER HAVEN is $180. The average listing price for Single Family in WINTER HAVEN is $328,937. To schedule a showing of MLS#s5146723 at 900 LAKE JESSIE DRIVE in WINTER HAVEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of RE/MAX HERITAGE PROFESSIONALS. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 900 LAKE JESSIE DRIVE
WINTER HAVEN, FL
