900 Lake Jessie Drive, Winter Haven, FL 33881
Local realty services provided by:ERA Advantage Realty, Inc.
Listed by: patricia de graaff, llc.
Office: re/max heritage professionals
MLS#:S5146723
Source:MFRMLS
Price summary
- Price:$469,900
- Price per sq. ft.:$257.06
About this home
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!...
Contact an agent
Home facts
- Year built:1948
- Listing ID #:S5146723
- Added:2 day(s) ago
- Updated:March 31, 2026 at 11:55 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:3
- Flooring:Luxury Vinyl, Tile
- Dining Description:Formal Dining Room
- Kitchen Description:Dishwasher, Microwave, Range, Refrigerator
- Bedroom Description:Primary Bedroom Main Floor, Split Bedroom
- Basement Description:Crawlspace
- Living area:1,828 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Metal
- Year built:1948
- Building area:1,828 sq. ft.
- Lot area:0.38 Acres
- Lot Features:Paved
- Construction Materials:Frame, Vinyl Siding
- Exterior Features:Patio, Private Mailbox
- Foundation Description:Slab
- Levels:1 Story
Schools
- High school:Auburndale High School
- Middle school:Westwood Middle
- Elementary school:Auburndale Central Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank, Sewer Connected
Finances and disclosures
- Price:$469,900
- Price per sq. ft.:$257.06
- Tax amount:$4,023 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry features:Dryer, Inside, Laundry Room, Washer
- Amenities:Cable Available, Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Window Treatments
- Pool features:Public Pool
Parking
- Parking description:2 Car Carport, Driveway
- Carport spaces:2
New listings near 900 Lake Jessie Drive
- New
$599,900Active3 beds 2 baths2,591 sq. ft.5365 Hogan Lane, WINTER HAVEN, FL 33884
MLS# P4938226Listed by: GLOBAL LIFESTYLE LLC - New
$129,900Active2 beds 1 baths780 sq. ft.102 2nd Street N, WINTER HAVEN, FL 33880
MLS# O6394962Listed by: ENCORE INVESTMENT REALTY - New
$319,900Active3 beds 2 baths2,021 sq. ft.103 Morning Glory Circle, WINTER HAVEN, FL 33884
MLS# TB8489377Listed by: EXP REALTY LLC - New
$675,000Active4 beds 4 baths3,005 sq. ft.2566 Partridge, WINTER HAVEN, FL 33884
MLS# B4902217Listed by: KLINE REAL ESTATE SERVICES - New
$215,000Active3 beds 2 baths1,402 sq. ft.196 Durrell Circle, WINTER HAVEN, FL 33884
MLS# O6393488Listed by: ENTERA REALTY LLC - New
$220,000Active2 beds 3 baths1,407 sq. ft.321 Orange Blossom Drive, WINTER HAVEN, FL 33880
MLS# S5146754Listed by: THE PROPERTY ADVISERS
$380,000Pending3 beds 2 baths2,400 sq. ft.3820 Traditions Boulevard N, WINTER HAVEN, FL 33884
MLS# P4938275Listed by: CENTURY 21 MYERS REALTY LAKE WALES- New
$359,900Active4 beds 2 baths1,936 sq. ft.551 Lake Smart Boulevard, WINTER HAVEN, FL 33881
MLS# S5146731Listed by: LA ROSA REALTY CW PROPERTIES L - New
$366,690Active3 beds 3 baths2,028 sq. ft.804 Andrew Street, WINTER HAVEN, FL 33881
MLS# O6393645Listed by: DRB GROUP REALTY, LLC - New
$199,900Active2 beds 2 baths1,419 sq. ft.2642 Rutledge Court, WINTER HAVEN, FL 33884
MLS# A4688023Listed by: FLATFEE.COM