$425,000
900 Lake Jessie Drive
Winter Haven, FL 33881
Listing updated: July 20, 2026 at 3:27 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
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 & 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!
Estimated monthly payment
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 history114 days on market
- Status: ActiveMar 28, 2026
- Listed$469,900Mar 28, 2026
- Price reduced$425,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 114
- Subdivision
- East View Pkwy
- County
- Polk
- Year built
- 1948
- Living area
- 1,828 sq ft
- Price/sq ft
- $232
- 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
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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
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
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 11x21 |
| Dining Room | First | 12x9 |
| Kitchen | First | 11x9 |
| Family Room | First | 12x15 |
| Primary Bedroom | First | 11x14 |
| Bedroom 2 | First | 18x11 |
| Bedroom 3 | First | 11x12 |
| Foyer | First | 11x7 |
| Office | First | 8x12 |
| Laundry | First | 8x9 |
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
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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