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906 Lake Jessie Drive, Winter Haven, FL 33881

$880,000

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Property 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.

906 Lake Jessie Drive | MLS# L4957757

This single family home located at 906 Lake Jessie Drive, Winter Haven, FL 33881 is currently listed for sale with an asking price of $880,000. This property was built in 1954 and has 9 bedrooms and 6 full and 1 partial baths with 5700 sq. ft. Lake Jessie Drive is located in the EAST VIEW PKWY subdivision. Search EAST VIEW PKWY real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Lot Size: 0.47 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $5,236
Year Built: 1954
Square Feet: 5,700

Amenities

Ceiling Fans(s)
Stone Counters
Thermostat
Fire Pit
Outdoor Grill
Private Mailbox
Private Yard

Feature Descriptions

Appliances: Dishwasher, Microwave, Range, Refrigerator
Body of Water: LAKE JESSIE
Days on Site: 86
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.
Exterior: Block, Stucco
Flood Zone Code: AE*
Flooring: Ceramic Tile, Laminate
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot Dimensions: 0.47
Number of Septics: 1
Other Equipment: Fire Pit, Private Yard
Other Structures: Guest House, Other, Outdoor Kitchen
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener
Parking Notes: Driveway, Garage Door Opener
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Lock Box Coded
Special Sale Provisions: None
Special View Info: Water
Utilities: Electricity Connected, Water Connected
Water: Public
Water Access: Lake - Chain of Lakes
Water Access Y/N: Yes
Waterfront Features: Lake Privileges, Lift - Covered, Skiing Allowed
Water View: Lake - Chain of Lakes
Zoning: R-1

Room Sizes

Kitchen: 17.8x21.9
Primary Bedroom: 14.2x16.2
Bedroom 1: 16.1x18
Florida Room: 27.1x13.3
Primary Bathroom: 8.6x6.2
Living Room: 23.2x21.4

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: COLDWELL BANKER REALTY
Agency Contact: 863-294-7541

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 4,936.49 per month $4,243.49 Principal & Interest $436.33 Property Tax $256.67 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/02/2026. The listing information on this page last changed on 03/02/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 03/02/2026 11:26:32 AM EST) or GAMLS (last updated Mon 03/02/2026 11:15:11 AM EST) or Stellar MLS (last updated Mon 03/02/2026 11:16:10 AM EST) or SPC MLS (last updated Mon 03/02/2026 11:19:52 AM EST) or Martin MLS (last updated Mon 03/02/2026 11:23:44 AM EST) or Indian River MLS (last updated Mon 03/02/2026 11:20:49 AM EST) or Daytona MLS (last updated Mon 03/02/2026 11:16:51 AM EST) or Northeast Florida MLS (last updated Mon 03/02/2026 11:21:22 AM EST) or Beaches MLS (last updated Mon 03/02/2026 11:17:20 AM EST) or BORMLS (last updated Mon 03/02/2026 11:25:25 AM EST) or Golden Isles MLS (last updated Mon 03/02/2026 11:16:32 AM EST) or Amelia/Nassau MLS (last updated Mon 03/02/2026 11:20:30 AM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/02/2026 11:22:37 AM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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