5251 LAKE JESSAMINE DRIVE ORLANDO FL 32839 | MLS #O6433370

5251 LAKE JESSAMINE DRIVE ORLANDO FL 32839 | MLS #O6433370

5251 LAKE JESSAMINE DRIVE
ORLANDO, FL, 32839
$500,000
3 Beds
2 Baths
2,502 SqFt
1.09 Acres
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MLS #O6433370 image #0
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.

Property Details

Price:
$500,000
MLS #:
O6433370
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LAKE JESSAMINE SHORES
Neighborhood:
32839orlandoedgewoodpinecastle
Listed Date:
Aug 13, 2026
Finished Sq Ft:
2,502
Total Sq Ft:
3,244
Lot Size:
47,664 sqft / 1.09 acres (approx)
Year Built:
1960
WaterfrontLakefront32839 – Orlando/edgewood/pinecastle32839orlandoedgewoodpinecastleLake Jessamine ShoresLake JessamineVerify Any Lease/rental Restrictions With Orange County, Fl.No Minimum

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Schools

Interior

Appliances
Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Other, Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s)
Laundry Features
Inside, Laundry Room
Levels
Multi/Split

Exterior

Attached Garage YN
1
Construction Materials
Block, Other, Stone, Wood Frame, Wood Siding
Covered Spaces
2
Direction Faces
West
Exterior Features
Storage
Garage Spaces
2
Lot Features
Oversized Lot, Street Dead-End
Open Parking YN
1
Other Structures
Boat House, Storage
Parking Features
Boat, Driveway, Garage Door Opener
Roof
Shingle
View
Park/Greenbelt, Trees/Woods, Water
Waterfront Features
Lake Front

Financial

Tax Year
2025
Taxes
$2,309

Map

Community

Subdivisions in ORLANDO

Market Summary

Current real estate data for Single Family in ORLANDO as of Aug 17, 2026
3,075
Single Family Listed
101
Avg DOM
285
Avg $ / SqFt
$669,998
Avg List Price

Property Summary

    Located in the LAKE JESSAMINE SHORES subdivision, 5251 LAKE JESSAMINE DRIVE ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32839. It is listed for $500,000 and features 3 beds, 2 baths, and has approximately 2,502 square feet of living space, and was originally constructed in 1960. The current price per square foot is $200. The average price per square foot for Single Family listings in ORLANDO is $285. The average listing price for Single Family in ORLANDO is $669,998. To schedule a showing of MLS#o6433370 at 5251 LAKE JESSAMINE DRIVE in ORLANDO, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.

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