For sale Home

Listed Sep 28, 2026

$595,000 Est. $3,935/mo

815 Lake Jessie Drive

  • 4

    Beds

  • 4

    Baths

  • 4,128

    Sq ft

The story

  • Pool

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.

Facts & features

Home type

Home

Year built

1949

Floors

1

Price per sq ft

$144

Parking

2-car garage

Included features

  • Pool

    Yes

  • Fireplace

    Yes

  • Cooling

    Central Air

  • Heating

    Central

  • Appliances

    Dishwasher, Microwave, Range, Refrigerator

  • Flooring

    Laminate, Tile, Vinyl, Wood

  • Roof

    Metal

  • Lot Information

    In County, Oversized Lot, Sidewalk, Paved

  • Exterior

    Rain Gutters, Storage

  • Water Source

    Public

  • Sewer

    Septic Tank

  • View

    Water

Mortgage calculator

Estimated monthly payment

$3,935 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $3,167
  • Property tax $595
  • Insurance $174

Includes principal, interest, taxes & insurance.

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Listing Broker

META ONE REALTY GROUP LLC

Broker Name

META ONE REALTY GROUP LLC

Agent

Aline Oliveira