Skip to content
Property for sale at 908 LAKE JESSIE DRIVE, WINTER HAVEN, FL, 33881

908 Lake Jessie DriveWinter Haven, FL, 33881

3beds
2baths
1,200sqft
Single Family Residence
Built in 1952
$265,000
Sold
Price per sqft
$221
Sold on
Jun 18, 2026
MLS #P4938735Updated Jun 19, 2026

About this property

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.

Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can share what this home sold for, and find you comparable properties still on the market.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Single Family Residence
Street address
908 Lake Jessie Drive
City
Winter Haven
State
FL
ZIP code
33881
Year built
1952
New construction
No
Faces
West
Rooms
3
Building stories
1
Living area
1,200 sqft
Total building area
1,980 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 1:00 AM EST

Price & sale history

EventPrice
SoldMLS #P4938735$265,000
Price reducedMLS #P4938735$299,900Change: −2.9%−$9,100
Listed for saleMLS #P4938735$309,000
SoldMLS #P4625169$155,000
History may be incomplete.
Explore nearby sales

Location

Property for sale at 908 LAKE JESSIE DRIVE, WINTER HAVEN, FL, 33881
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.