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HEAT/COOL SALT WATER POOL
Property for sale at 815 LAKE JESSIE DRIVE, WINTER HAVEN, FL, 33881
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815 Lake Jessie DriveWinter Haven, FL, 33881

4beds
4baths
4,128sqft
Single Family Residence
Built in 1949
$595,000
For sale
Price per sqft
$144
Days on market
24
Listed
Sep 28
MLS #S5158452Updated Oct 9, 2026

About this property

Virtually Staged. $20,000 SELLER CREDIT! Take advantage of this amazing opportunity! The sellers are offering a $20,000 CREDIT that buyers can use toward closing costs, to buy down their mortgage interest rate, or a combination of both! Mediterranean-Style Estate with Private Casita, Pool, Covered 2-Car Garage, Spacious Workshop & NO HOA in Winter Haven.

Welcome to a truly unique Mediterranean-style estate offering over 4,100 square feet of living space, exceptional versatility, and the freedom of no HOA. This spacious property features a main residence plus a private casita, creating an ideal setup for multi-generational living, extended family, guests, a private home office, or flexible additional living space.

Inside, you'll find generous living areas, beautiful architectural details, and plenty of room for both everyday living and entertaining. Recent improvements include a NEW ROOF and NEW AC, offering added peace of mind for the next owner.

Enjoy your own private outdoor oasis featuring a beautiful saltwater pool with a new heating and cooling system, complemented by a poolside cabana, perfect for relaxing and entertaining year-round.

The property also features a covered 2-car garage and an ample workshop, providing excellent space for vehicles, hobbies, projects, tools, storage, or recreational equipment. Need even more room for your toys? With no HOA and ample parking for boats, RVs, and recreational vehicles, this property offers the space, flexibility, and freedom that can be difficult to find.

Conveniently located near Winter Haven's famous Chain of Lakes, you'll be close to boating, fishing, recreation, shopping, dining, and everything the area has to offer.

Whether you're searching for a family estate, multi-generational home, private guest accommodations, a home with income potential, or simply a distinctive property with plenty of space and privacy, this home offers endless possibilities.

Can't tour in person? Virtual tours are also available! Contact us today to schedule your private showing or virtual tour and experience everything this exceptional Winter Haven property has to offer.

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Property details

Property type
Single Family Residence
Street address
815 Lake Jessie Drive
City
Winter Haven
State
FL
ZIP code
33881
Year built
1949
New construction
No
Faces
East
Rooms
8
Living area
4,128 sqft
Total building area
4,587 sqft
Architectural style
Mediterranean
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 October 20, 2026 at 8:01 AM EDT

Price & sale history

EventPrice
Listed for saleMLS #S5158452$595,000
History may be incomplete.
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