$299,900
908 Lake Jessie Drive
Winter Haven, FL 33881
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Sitting on Lake Jessie and on a beautiful lot along the Winter Haven Chain of Lakes, this property offers an incredible opportunity to own waterfront living at an affordable price point. Known as the “Chain of Lakes City,” Winter Haven features dozens of interconnected lakes perfect for boating, fishing, watersports, and enjoying the true Florida lifestyle. Whether you’re looking for a full-time residence, seasonal snowbird retreat, or a smart long-term investment opportunity, this home is priced right for someone ready to make a few updates while securing a spot on the highly desirable main Chain of Lakes. Opportunities like this are becoming harder and harder to find. The home includes a metal roof, updated AC system, and updated plumbing, giving you a solid foundation to make it your own. The oversized lot provides plenty of extra driveway space and room to add a large garage or additional storage for boats, trailers, or recreational vehicles. Relax and unwind in the screened-in area while enjoying the peaceful lake breeze and beautiful waterfront surroundings. With endless potential and a low price, this property is a rare chance to create your dream lakefront getaway without breaking the bank.
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 history14 days on market
- Status: PendingJun 3, 2026
- Listed$309,000May 20, 2026
- Price reduced$299,900
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 14
- Subdivision
- East View Pkwy
- County
- Polk
- Year built
- 1952
- Living area
- 1,200 sq ft
- Price/sq ft
- $250
- Building area
- 1,980 sq ft (Public Records)
- Lot size
- 25,091 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- AE* (12105C0345G)
- Garage
- 2 spaces
- Annual taxes
- $3,909 (2025)
- Parcel #
- 25-28-12-338500-000160
- MLS #
- P4938735
Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Terrazzo, Tile
- Appliances
- Refrigerator
- Interior features
- Ceiling Fans(s)
- Laundry
- Other
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Call the county for all lease restrictions and to apply for short term renting.
Exterior & Construction
- Exterior features
- Private Yard, Storage
- Construction materials
- Stucco
- Roof
- Metal
- Foundation
- Block
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | |
| Kitchen | First | |
| Primary Bedroom | First |
Listing Details
- Listing date
- 2026-05-19
- On market date
- 2026-05-20
- Original list price
- $309,000
- Occupant type
- Vacant
- MLS area
- 33881 - Winter Haven / Florence Villa
- Listing AOR
- Lakeland
- Status changed
- 2026-06-03
- Tax legal description
- EAST VIEW PARKWAY PB 13 PG 4 LOT 16 S 15 FT & 17 & N 9 FT OF 18
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From Havendale Blvd, go North on Jersey Rd. Take a right onto E Derby Ave then a left onto Lake Jessie Dr. 908 will be on your right side.
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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 11:41 AM 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