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5251 Lake Jessamine Dr, Orlando, FL 32839
5251 Lake Jessamine Dr, Orlando, FL 32839
5251 Lake Jessamine Dr, Orlando, FL 32839
5251 Lake Jessamine Dr, Orlando, FL 32839
5251 Lake Jessamine Dr, Orlando, FL 32839
5251 Lake Jessamine Dr, Orlando, FL 32839
5251 Lake Jessamine Dr, Orlando, FL 32839

5251 Lake Jessamine Dr Orlando, FL 32839

$500,000

ACTIVE UNDER CONTRACT
Beds
3
Baths
2
Sqft
2,502
Acres
1.09
Year
1960
Days on Site
65 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$200
Date Listed
Aug 10, 2026

Description of 5251 Lake Jessamine Dr, Orlando, FL 32839

Listing details for 5251 Lake Jessamine Dr, Orlando, FL 32839 : 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.
Listing Updated : 10-10-2026 at 6:05 PM EDT
Listing Provided By

Dana Vander Meer, 321-877-2902, BLUE MARLIN REAL ESTATE

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6433370

Property History

DateEventPrice
10/5/2026
Status change
$500,000 0%
$200/sqft
Source:Stellar MLS #MFRO6433370
10/1/2026
Listed for sale
$500,000 0%
$200/sqft
Source:Stellar MLS #MFRO6433370
8/25/2026
Status change
$500,000 0%
$200/sqft
Source:Stellar MLS #MFRO6433370
8/10/2026
Listed for sale
$500,000
$200/sqft
Source:Stellar MLS #MFRO6433370
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