815 LAKE JESSIE DR Winter Haven, FL 33881Open Sat 1PM-5PM
UPDATED: 05/15/2026 09:30 PM ON MARKET: New on market today
Listed by Aline Oliveira META ONE REALTY GROUP LLC
$650,000
4 Beds4 Baths4,128 SqFt
Key Details
Property Type: Single Family Home
Sub Type: Single Family Residence
Listing Status: Active
Purchase Type: For Sale
Square Footage: 4,128 sqft
Price per Sqft: $157
Subdivision: East View Pkwy
MLS Listing ID: S5149974
Bedrooms: 4
Full Baths: 4
Construction Status: Completed
HOA Y/N: No
Year Built: 1949
Annual Tax Amount: $7,136
Lot Size: 0.340 Acres
Acres: 0.34
Property Sub-Type: Single Family Residence
Source: Stellar MLS
Property Description
Discover a truly one-of-a-kind Spanish/Mediterranean-inspired estate situated on an oversized lot across from beautiful Lake Jessie on the Chain of Lakes. Showcasing striking stucco architecture, elegant arched entryways, charming courtyard-style details, and mature tropical landscaping, this exceptional property offers endless possibilities for multi-generational living, short-term rental income, or long-term investment opportunities.
Offering approximately 4,128 sq. ft. of living space, the property features a spacious 3-bedroom, 2-bath main residence (2,928 sq. ft.) and an attached private in-law suite/casita (1,200 sq. ft.) with 1 bedroom and 2 baths, connected by a 2-car garage with an additional workshop/man cave/storage area. The versatile floor plan provides the flexibility to function as a triplex-style investment property, vacation rental, or owner-occupied income-producing residence.
Inside, the main home offers warm and inviting living spaces with vaulted ceilings, a fireplace, laminate flooring, abundant natural light, charming window seating, and extensive storage throughout. The family/sitting room flows seamlessly into a raised bonus/dining area, creating an ideal layout for entertaining. A spacious Florida room overlooks the resort-style screened pool area, while the oversized primary suite features private access to a screened porch, perfect for relaxing and enjoying the peaceful surroundings.
Step outside to enjoy the beautifully updated saltwater heated pool featuring a new saltwater system, pool heater, and pool cooling system capable of heating the water up to 104 degrees for year-round enjoyment. Additional recent upgrades include a NEW roof on the main house, NEW AC, NEW water heater, NEW flooring in the casita, and much more.
Located on a quiet street with no rear residential neighbors, this property offers exceptional privacy and tranquility while remaining just steps from the public/community boat ramp on Lake Jessie. With NO HOA, there is ample space to park your boat, RV, or additional vehicles.
Whether you are searching for a unique waterfront-area retreat, a multi-generational estate, or an outstanding income-producing investment opportunity, this remarkable property is truly a rare find. Schedule your private showing today.

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