5251lakejessaminedriveorlandofl32839

3 Beds

2 Full baths

2,502SqFt

Active

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
Bedrooms 3
Full Baths 2
Half Baths 0
Lot Size Area 1.0942
Lot Size Area Units Acres
Acres 1.09
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Single Family Residence
Features Ceiling Fan(s)
Exterior Features Storage
Year Built 1960
Subdivision LAKE JESSAMINE SHORES
View Park/Greenbelt, Trees/Woods, Water
Roof Shingle
Waterfront LAKE JESSAMINE
Heating Central, Electric
Foundation Other, Slab
Lot Description Oversized Lot, Street Dead-End
Laundry Features Inside, Laundry Room
Parking Description Boat, Driveway, Garage Door Opener
Garage spaces 2
Geographic Data
Directions 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.
County Orange
Latitude 28.48449
Longitude -81.390193
Market Area 32839 - Orlando/Edgewood/Pinecastle
Address Information
Address 5251 LAKE JESSAMINE DRIVE, ORLANDO, FL 32839
Postal Code 32839
City ORLANDO
State FL
Country United States
Listing Information
Listing Office BLUE MARLIN REAL ESTATE
Listing Agent Dana Vander Meer
Virtual Tour U R L Unbranded2 https://youtube.com/shorts/5XfmqbM2-Tg?feature=share
Compensation Disclaimer The offer of compensation is made only to participants of the MLS where the listing is filed.
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional
MLS Information
Days on market 0
MLS Status Active
Listing Date Aug 13, 2026
Listing Last Modified Aug 13, 2026
Tax ID 142329000000037
Tax Year 2025
Tax Annual Amount 2309
MLS Area 32839 - Orlando/Edgewood/Pinecastle
MLS # O6433370

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