Date
Details
Price
Change
Source
5/20/2026
Listed
$309,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/31
$309,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/31
Property Description
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.
Full Property Details
Full Property Details for 908 Lake Jessie Dr
General
- Price: $309,000
- Taxes: $3,908 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: P4938735
- Updated: 5/20/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 3
- Interior Features: Ceiling Fan(s)
- Appliances: Refrigerator
- Furnishings: Unfurnished
- Flooring: Terrazzo, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Other
Exterior
- Exterior Features: Private Yard, Storage
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 33881 - Winter Haven / Florence Villa
- County: Polk
- Development Name: 33881 - Winter Haven / Florence Villa
- Subdivision: EAST VIEW PKWY
- Driving 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.
- Direction Faces: West
Community
- Community Name: 33881 - Winter Haven / Florence Villa
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Public Sewer
- Water District: LAKE JESSIE
- Water: Public
- Utility Description: Electricity Connected
Structural Information
- Exterior Const.: Stucco
- Roof: Metal
- Stories/Levels: One
- Square Feet: 1,200
- Sq. Ft. Source: Public Records
- Year Built: 1952
Lot Features
- Lot Size (Acres): 0.58
- Lot Size (Sq. Ft.): 25,091
- Lot Size: 25091
- Street/Road Desc.: Asphalt
Water Features
- Water Front: Yes
- Water Access: Yes
- Water Access Desc: Lake, Lake - Chain of Lakes
- Water Extras: Yes
- Water Front Name: LAKE JESSIE
- Water Front Desc.: Lake Front
Financial Considerations
- Tax Amount: $3,908.84
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: EAST VIEW PARKWAY PB 13 PG 4 LOT 16 S 15 FT & 17 & N 9 FT OF 18
- Flood Zone Info: AE*
- APN: 252812338500000160
- Property ID: 252812338500000160
Listed by La Rosa Realty Prestige
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 908 Lake Jessie Dr —
La Rosa Realty Prestige
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 908 Lake Jessie Dr
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Auburndale Central Elementary School 320 Lemon Street, Auburndale, FL 33823 | PK-5 | 1.3 mi |
Auburndale Senior High School 1 Bloodhound Trail, Auburndale, FL 33823 | 9-12 | 1.6 mi |
Westwood Middle School, Winter Haven, FL 3520 Avenue J Northwest, Winter Haven, FL 33881 | 6-8 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 908 Lake Jessie Dr
Tax History
Tax History for 908 Lake Jessie Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,643
—
$228,551
-10%
2024
$3,643
7%
$252,856
1%
2023
$3,392
26%
$251,182
61%
2021
$2,688
-14%
$156,104
-32%
2022
$3,132
17%
$228,752
50%
2021
$2,688
6%
$152,186
7%
2019
$2,532
14%
$142,836
6%
2017
$2,221
—
$134,760
10%
2017
$2,221
1%
$122,509
2%
2016
$2,189
4%
$119,927
8%
2015
$2,095
94%
$110,893
29%
2014
$1,081
—
$86,062
2%
2013
$1,082
—
$84,790
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 908 Lake Jessie Dr
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 23 hours ago
- 3Beds
- 2Total Baths
- 1,675Sq. Ft.
Listed by Siven Premier Real Estate
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,491Sq. Ft.
Listed by Meritage Homes Of Fl Realty
- Single Family
- Active
- 3Beds
- 2Total Baths
- 1,232Sq. Ft.
Listed by Tca Realty, Llc
- Single Family
- Active
- 3Beds
- 2Total Baths
- 1,315Sq. Ft.
Listed by Holiday Builders Gulf Coast
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 2Total Baths
- 2,000Sq. Ft.
Listed by Keller Williams Realty Smart 1
- Single Family
- Active
- Updated 15 hours ago
- 4Beds
- 3Total Baths
- 1,910Sq. Ft.
Listed by Lennar Realty
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,301Sq. Ft.
Listed by Abadi Realty Llc
- Single Family
- Active
- Updated 13 hours ago
- 3Beds
- 2Total Baths
- 1,486Sq. Ft.
Listed by Keller Williams Realty Smart
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,557Sq. Ft.
Listed by Wjh Brokerage Fl Llc
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 1,964Sq. Ft.
Listed by Wjh Brokerage Fl Llc
- Single Family
- Active
- Updated 1 hour ago
- 3Beds
- 2Total Baths
- 1,025Sq. Ft.
Listed by Southern Belle Realty
- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 3Total Baths
- 2,447Sq. Ft.
Listed by Preferred Shore Llc
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,479Sq. Ft.
Listed by Exp Realty Llc
Sold by Xcellence Realty, Inc
Sold by Xcellence Realty, Inc
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,859Sq. Ft.
Listed by Safetynet Realty
Sold by Jpt Realty Llc
Sold by Jpt Realty Llc
- Duplex
- Closed
- 4Beds
- 2Total Baths
- 1,550Sq. Ft.
Listed by Premier Sothebys Intl Realty
Sold by Stellar Non-Member Office
Sold by Stellar Non-Member Office
- Duplex
- Closed
- 4Beds
- 2Total Baths
- 1,568Sq. Ft.
Listed by Stellar Non-Member Office
Sold by Quinn & Company Realtors, Llc
Sold by Quinn & Company Realtors, Llc
908 Lake Jessie Drive, Winter Haven, FL 33881 (MLS# P4938735) is a Single Family property with 3 bedrooms and 2 full bathrooms. 908 Lake Jessie Drive is currently listed for $309,000 and was received on May 20, 2026. Want to learn more about 908 Lake Jessie Drive? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.