5251 Lake Jessamine Drive, ORLANDO, FL

$500,000

Previous Next

3

Beds

2

Baths

2,502

Square feet

1.09

Acres

About 5251 Lake Jessamine Drive

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.

Features of 5251 Lake Jessamine Drive

MLS® # O6433370
Price $500,000
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 2,502
Acres 1.09
Year Built 1960
Type Residential
Sub-Type Single Family Residence
Status Pending

Community Information

Address 5251 Lake Jessamine Drive
Area Orlando/Edgewood/Pinecastle
Subdivision LAKE JESSAMINE SHORES
City ORLANDO
County Orange
State FL
Zip Code 32839-2832

Amenities

Parking Boat, Driveway, Garage Door Opener
# of Garages 2
View Park/Greenbelt, Trees/Woods, Water
Is Waterfront Yes
Waterfront Lake Front
Has Pool No

Interior

Interior Features Ceiling Fan(s)
Appliances Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Heating Central, Electric
Cooling Central Air
Fireplace No

Exterior

Exterior Features Storage
Lot Description Oversized Lot, Street Dead-End
Roof Shingle
Foundation Other, Slab

Additional Information

Date Listed August 13th, 2026
Days on Market 17
Zoning R-1AA
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeBLUE MARLIN REAL ESTATE

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?