815 LAKE JESSIE DRIVE WINTER HAVEN, FL 33881

$595,000

4 Beds

4 Baths

4128 sqft

Property Details

MLS#

S5158452

Type

Single Family Residence

Status

Active Listing

Square Footage

4,128

Bedrooms

4

Bathrooms

4 full

Year Built

1949

Tax Amount

$7,136

Garage Spaces

2

Property Description

Virtually Staged. 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.

Amenities

Cooling:Central Air

Irrigation System

Other

Rain Gutters

Sliding Doors

Storage

Cathedral Ceiling(s)

Ceiling Fan(s)

Eating Space In Kitchen

High Ceilings

Open Floorplan

Primary Bedroom Main Floor

Split Bedroom

Vaulted Ceiling(s)

Walk-In Closet(s)

Window Treatments

Payment Calculator

per month

, 

 Principal & Interest

 Property Tax

 Mortage Insurance

 HOA

 Home Owners Insurance

Home Price
Interest Rate
Down Payment
 Customize Calculations
Property Taxes
/ year
Homeowner's Insurance
/ month
HOA Dues
Mortgage Insurance
Loan Type
Location Map

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2026 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

All listings featuring the BMLS logo are provided by Beaches MLS Inc. Copyright 2026 Beaches MLS. This information is not verified for authenticity or accuracy and is not guaranteed.

© 2026 Beaches Multiple Listing Service, Inc. All rights reserved.

The data relating to real estate for sale on this web site comes in part from the participating Associations/MLS's Miami Association of Realtors, and the Realtor Association of Greater Ft. Lauderdale.

Information is deemed reliable but not guaranteed. Copyright 2026, Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. All rights reserved. The information being provided is 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. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

Some properties that appear for sale on this limited electronic display may no longer be available. For the most current information, contact one of our agents.