Map location of 906 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881
$880,000
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906 Lake Jessie Drive, Winter Haven, FL 33881

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9 Beds
7 Baths
5,700 Sq Ft

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 spacesideal 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 oasiscomplete 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 Browns Sea Plane Base right from your own waterfront sanctuary.Whether youre seeking a unique multigenerational setup, an expansive home for a large family, or the ultimate lakeside lifestyle, this exceptional property delivers it all. Dont miss the opportunity to own this one-of-a-kind lakefront retreat in beautiful Winter Haven, Florida.

Listing By: Brandy Duncan - COLDWELL BANKER REALTY flmfr Realty.com
  • MLS# L4957757
  • Date Listed12/06/2025
  • Days on Realty 5 Days
  • Bedrooms 9
  • Bathrooms 6 Full baths, 1 Half baths
  • Lot Size 0.47 acres (20,604 sq. ft)
  • Sewer Septic Tank
  • Subdivision EAST VIEW PKWY
  • Property Type Single Family
  • County Polk
  • Year Built 1954
  • Water Public
  • Square Feet 5,700 sq. ft
  • Price Per Sq. Ft $154.39

Interior Features

  • Appliances Dishwasher, Microwave, Range, Refrigerator
  • Flooring Ceramic Tile, Laminate
  • Cooling Central Air
  • Heating Central

Exterior / Lot Features

  • Exterior Fire Pit, Outdoor Grill, Private Yard, Dock, Guest House, Other, Outdoor Kitchen
  • Roof Shingle
  • Lot Size Acres 0.47
  • Lot Size SQFT 20,604.00
  • Lot Features Waterfront

Directions

Take Havendale Blvd. west from Winter Haven to Jersey Rd. Take a right on Jersey and take Jersey to Sherry Avenue NW and take a right. Take Sherry to Lake Jessie Dr. At Lake Jessie Drive take a right and the property will be down on your left.

Financial Considerations

  • Tax Amount $5,237
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Fred G. Garner Elementary School

Public • PK - 5

0.88 mi

Distance

Walter Caldwell Elementary School

Public • PK - 5

1.79 mi

Distance

Auburndale Central Elementary School

Public • PK - 5 • Serves this home

2.06 mi

Distance

Inwood Elementary School

Public • PK - 5

3.03 mi

Distance

Winter Haven Head Start

Public • PK - PK

3.34 mi

Distance

Lena Vista Elementary School

Public • PK - 5

4.88 mi

Distance

Cypress Junction Montessori

Public • PK - 8

4.89 mi

Distance

Lake Alfred Elementary School

Public • PK - 5

5.37 mi

Distance

Language And Literacy Academy For Learning

Public • PK - 12

5.52 mi

Distance

Clarence Boswell Elementary School

Public • PK - 5

6.15 mi

Distance

Jere L. Stambaugh Middle

Public • 6 - 8

2.45 mi

Distance

Westwood Middle School

Public • 6 - 8 • Serves this home

2.64 mi

Distance

Jewett Middle Academy Magnet

Public • 6 - 8

4.47 mi

Distance

Lake Alfred-addair Middle School

Public • 6 - 8

6.31 mi

Distance

Discovery Academy Of Lake Alfred

Public • 6 - 8

6.31 mi

Distance

Auburndale Senior High School

Public • 9 - 12 • Serves this home

2.45 mi

Distance

Polk Pre-collegiate Academy

Public • 9 - 10

3.66 mi

Distance

Winter Haven Senior High School

Public • 9 - 12

6.22 mi

Distance

Discovery High School

Public • 9 - 12

6.81 mi

Distance

All Hope Christian Academy

Private • KG - 12

1.2 mi

Distance

Bibleway Christian Academy

Private • KG - 12

1.64 mi

Distance

Treasures Of Life Academy

Private • UG - UG

2.89 mi

Distance

Avengers Christian Academy

Private • KG - 12

3.68 mi

Distance

Oasis Christian Academy

Private • KG - 12

4.67 mi

Distance

Life Skills Academy - High School

Private • 09 - 12

4.72 mi

Distance

Our Career Centered Academy

Private • PK - 12

5.37 mi

Distance

All Saints' Academy

Private • PK - 12

5.47 mi

Distance

Future Scholars Christian Academy

Private • KG - 12

5.52 mi

Distance

Winter Haven Christian School

Private • PK - 12

7.01 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 33881

Source: Walkscore

26/100

Car-Dependent

Walk Score ®

53/100

Bikable

Bike Score ®

Overview

Most errands require a car. It is possible to get on a bus. Some bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 17/100, Transit Score: 0/100, Bike Score: 37/100.

Points of Interest near 906 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881

Frequently Asked Questions for 906 LAKE JESSIE DRIVE

Source: Realty.com

906 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881 is a Single Family 5,700 sq. ft. home listed for sale. Realty.com has 46 photos available of this 9 bed, 7 bath house, listed at $880,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 46 photos of 906 LAKE JESSIE DRIVE.

Our records indicate that 906 LAKE JESSIE DRIVE was built in 1954.

The full address for this home is 906 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881.

906 LAKE JESSIE DRIVE has been listed on Realty.com since Sat December 06, 2025

Most errands require a car. It is possible to get on a bus. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 17/100, Transit Score: 0/100, Bike Score: 37/100.

There are 3 schools assigned to this home. Check out the schools near 906 LAKE JESSIE DRIVE. Auburndale Central Elementary School (Grades: PK - 5), Westwood Middle School (Grades: 6 - 8), Auburndale Senior High School (Grades: 9 - 12)

Listing provided courtesy of: Coldwell Banker Realty (tel: 863-294-7541)
Listing agent: Brandy Duncan (#255002090)

This content last refreshed on 2025-12-11 13:49:36. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 906 LAKE JESSIE DRIVE, WINTER HAVEN, FL 33881 : MLS# L4957757

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