Under Contract

5251 Lake Jessamine Drive

ORLANDO, FL 32839
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Bed 3

Bed

Bath 2

Bath

SqFt2,502

Sqft

Acres1.09

Acres(Lot)

Under contract-accepting backup offers. FIXER-UPPER ON LAKE JESSAMINE with character, waterfront and plenty of potential! This Orlando home has the kind of personality that only comes with decades of history, from vintage finishes and retro details to terrazzo flooring waiting underneath portions of the existing flooring. This home is going to need work. There are known settling/structural concerns, along with repairs and updating needed throughout. The current condition may also present challenges for traditional financing and insurance, making this a property best suited for a buyer who understands the scope of a fixer-upper and is ready to take on a project. Inside, the home offers generous living spaces, multiple bedrooms and baths, a spacious kitchen, large laundry/utility area and an oversized garage with room for vehicles, storage, hobbies and projects. There is plenty of existing character to work with and plenty of opportunity to put your own stamp on it. Outside, the waterfront setting adds another layer to this unique property. The long lot extends from the canal to Lake Jessamine, offering both canal and direct lake frontage. At the lake, a private boathouse features two boat slips. And tucked beneath the house is something you don't see every day—an additional boat garage with direct canal access. A hatch in the laundry room opens to a ladder leading down to the boat area below, allowing access directly from the house to the canal when water levels permit. This property isn't polished or perfect, and it isn't pretending to be. It's a true fixer-upper with history, character, an unusual waterfront setup and a Lake Jessamine lot ready for someone with the vision to take on what comes next.

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Detail Ic Property Details

Property Type : Residential

Price : $500,000

AD Id : 89518217

MLS Id : MFRO6433370

Beds : 3

Lot Size : 1.09 Acres

Living Area Size : 2,502

Year Built : 1960

Garage : 2

County : Orange

Subdivision: Lake Jessamine Shores

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Map

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Feature Features

  • Bedroom Information

    Total Bedroom: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Interior Features

    Ceiling Fans(s) Roof: Shingle Appliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer Laundry Features: Inside, Laundry Room

    Roofing Information

    Shingle
  • Flooring Information

    Flooring: Carpet, Other, Tile Construction Materials: Block, Other, Stone, Frame, Wood Siding
  • Heating & Cooling

    Heating: Central, Electric Cooling: Central Air Water front: 1 WaterSource: Public

  • Building Information

    Year Built: 1960
  • Exterior Features

    Storage Construction Materials: Block, Other, Stone, Frame, Wood Siding Foundation Details: Other, Slab

  • Lot Information

    Lot Description: Oversized Lot, Street Dead-End, Paved Lot Square Feet: 47664 Lot Acres: 1.09 Lot Size (SqMt): 4428

    Property Information

    Property Type: Residential Sub Type: Single Family Residence

  • Listing Price Information

    Original List Price:$500000

  • Tax Information

    Tax Block: A Tax Book Number: 0/0 Tax Lot: 1 Tax Legal Description: BEG NW COR OF LOT 1 BLK A LAKE JESSAMINESHORES R/41 RUN E 880 FT N 40 FT W 665FT NWLY 241.8 FT TO PT 150 FT N OF POB STO POB IN SEC 14-23-29 Annual Tax: $2309 Tax Year: 2025 Parcel Number: 14-23-29-0000-00-037

  • Parking Information

    Boat, Driveway, Garage Door Opener

    Garage Information

    Has Garage: Yes Garage Space: 2

  • Utility Information

    Electricity Connected, Water Connected Sewer: Septic Tank Water Source: Public
  • Location Information

    Subdivision: LAKE JESSAMINE SHORES City: ORLANDO Direction: FROM I-4, TAKE EXIT 80 TOWARD ORANGE BLOSSOM TRAIL ONTO S ORANGE BLOSSOM TRAIL, DO A UTURN TO TAKE A RIGHT ONTO WOODSMERE AVE., LEFT ONTO LAKE JESSAMINE DR., HOME AT THE END.
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ByOwner last updated this listing 08/26/2026 @ 06:20

MLS: MFRMLS #O6433370 LISTED BY: Dana Vander Meer, BLUE MARLIN REAL ESTATE 321-877-2902 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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