900 Lake Jessie Drive, FL
Stellar MLS

$469,900

900 Lake Jessie Drive

Winter Haven, FL 33881

Active
3
Beds
3
Baths
1,828
Sq Ft
0.38
Acres
1948
Built
WaterfrontWater access$257/sqft
Single Family Residence

Property type

1948

Year built

16,365 sqft

Lot size

$257

Price / sq ft

No HOA

HOA dues

67

Days on market

X/AE

Flood zone

About this home

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, & 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 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 & 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!

Estimated monthly payment

Principal & interest$2,376
Property taxes$335
Home insurance (est.)$215

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history67 days on market

  1. Status: Active
    Mar 28, 2026
  2. Listed$469,900
    Mar 28, 2026
  3. Price increased$469,900

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
67
Subdivision
East View Pkwy
County
Polk
Year built
1948
Living area
1,828 sq ft
Price/sq ft
$257
Lot size
16,365 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X/AE (12105C0345G)
Annual taxes
$4,023 (2025)
Parcel #
25-28-12-338500-000140
Zoning
R-1
MLS #
S5146723

Interior Details

Bedrooms
3
Full bathrooms
3
Flooring
Luxury Vinyl, Tile
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Interior features
Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
West

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Attached garage
No
Parking features
Driveway
Carport
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
3 Months
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Check for rental restrictions.

Exterior & Construction

Exterior features
Private Mailbox, Private Yard, RV Hookup
Construction materials
Cement Siding, Frame
Roof
Metal
Foundation
Crawlspace, Slab
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt, Paved

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
Cable Available, Electricity Connected, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryAuburndale Central ElemGreatSchools ↗
MiddleWestwood MiddleGreatSchools ↗
High SchoolAuburndale High SchoolGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst11x21
Dining RoomFirst12x9
KitchenFirst11x9
Family RoomFirst12x15
Primary BedroomFirst11x14
Bedroom 2First18x11
Bedroom 3First11x12
FoyerFirst11x7
OfficeFirst8x12
LaundryFirst8x9

Listing Details

Listing date
2026-03-25
On market date
2026-03-28
Original list price
$469,900
Occupant type
Owner
MLS area
33881 - Winter Haven / Florence Villa
Listing AOR
Osceola
Status changed
2026-03-28
Tax legal description
EAST VIEW PARKWAY PB 13 PG 4 LOT 14 & N 15 FT OF 15

Flood risk

Zone X/AEFEMA Zone X/AEPanel 12105C0345G

See FEMA for this zone’s designation and insurance requirements.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Havendale Blve NW in Winter Haven, turn right onto Jersey Rd, turn right onto E Derby Ave, turn left onto Lake Jessie Dr. Property will be on your right.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 3, 2026 at 6:05 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA