906 Lake Jessie Dr, Winter Haven, FL 33881 | For Sale

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For Sale $880,000 ($154.39 per Sq Ft)

$880,000 ($154.39 per Sq Ft)
  • (0)
  • 9 Bedrooms
  • 7 Bathrooms
  • 5,700 Sq Ft
  • 20,604 Sq Ft

Description

Discover unparalleled versatility and breathtaking lakefront living with this beautifully remodeled/converted dual-unit home on the shores of Lake Jessie in Winter Haven, Florida. Although zoned single-family residential, this property has been thoughtfully converted into two stunning living spaces—ideal for multigenerational families, in-law accommodations, or dual-family living side-by-side.

Unit 1- 2,900 SF welcomes you with a fully renovated two-story layout featuring 4 bedrooms and 3 full bathrooms and 1 half bath. Enjoy gorgeous lakefront views from multiple vantage points and modern finishes throughout, creating the perfect blend of comfort and style.

Unit 2- 2,800 SF, mirrors the same level of craftsmanship, two story offering 5 bedrooms and 3 full bathrooms. This spacious unit is also fully remodeled and showcases sweeping views of Lake Jessie, making every day feel like a retreat.

Two car garage with additional storage room off the front of the garage.

Your backyard becomes a true private oasis—complete with a fire pit, outdoor grill area with a pergola, and a covered boat dock equipped with a boat lift, water, and electric. Watch sea planes take off and land daily from Brown’s Sea Plane Base right from your own waterfront sanctuary.

Whether you’re seeking a unique multigenerational setup, an expansive home for a large family, or the ultimate lakeside lifestyle, this exceptional property delivers it all. Don’t miss the opportunity to own this one-of-a-kind lakefront retreat in beautiful Winter Haven, Florida.

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


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Expenses

Property Details

List Price $880,000
Property Type Single Family Homes
Usable Sqft 5,700
Number of Stories 1 stories
Parking Spots 2 spots
Year Built 1954
Last Sold Unknown
Sold Price Unknown
APN # 252812338500000152
MLS # L4957757
Property ID 318804449
Lot Sqft 20,604
Zoning R-1
Days on Market 74
Original List Price $880,000
Applicances Dishwasher, Microwave, Range, Refrigerator%
Date Updated December 07, 2025
Date Created December 06, 2025
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Listing Provided By

Brandy Duncan an agent of . Lic #3386190


© 2026 STELLAR MLS. All rights reserved. Some listings on this website are from STELLAR as of December 07, 2025 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.



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