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$880,000 - 906 Lake Jessie Drive, WINTER HAVEN

9
Bedrooms
7
Baths
5,700
SQ. Feet
0.47
Acres

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.

Essential Information

  • MLS® #:
    L4957757
  • Price:
    $880,000
  • Bedrooms:
    9
  • Bathrooms:
    7.00
  • Full Baths:
    6
  • Half Baths:
    1
  • Square Footage:
    5,700
  • Acres:
    0.47
  • Year Built:
    1954
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Active

Community Information

  • Address:
    906 Lake Jessie Drive
  • Area:
    Winter Haven / Florence Villa
  • Subdivision:
    EAST VIEW PKWY
  • City:
    WINTER HAVEN
  • County:
    Polk
  • State:
    FL
  • Zip Code:
    33881

Amenities

  • Parking:
    Driveway, Garage Door Opener
  • # of Garages:
    2
  • View:
    Water
  • Is Waterfront:
    Yes
  • Waterfront:
    Lake Privileges

Interior

  • Interior Features:
    Ceiling Fans(s), Stone Counters, Thermostat
  • Appliances:
    Dishwasher, Microwave, Range, Refrigerator
  • Heating:
    Central
  • Cooling:
    Central Air
  • # of Stories:
    1

Exterior

  • Exterior Features:
    Fire Pit, Outdoor Grill, Private Mailbox, Private Yard
  • Roof:
    Shingle
  • Foundation:
    Slab

School Information

  • Elementary:
    Auburndale Central Elem
  • Middle:
    Westwood Middle
  • High:
    Auburndale High School

Additional Information

  • Days on Market:
    63
  • Zoning:
    R-1

Listing Details

  • Listing Office:
    Coldwell Banker Realty

Listing information courtesy of Coldwell Banker Realty.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 7th, 2026 at 12:33pm EST.