Ana Ferreira

Ana Ferreira Realtor® | Home Matchmaker

$500,000.00
5251 LAKE JESSAMINE DRIVE, ORLANDO, FL - 32839
3 beds
2.0 baths
2,502 sqft
$500,000.00
5251 LAKE JESSAMINE DRIVE, ORLANDO, FL - 32839
Ana Ferreira
$500,000.00
3 beds
2.0 baths
2,502 sqft
5251 LAKE JESSAMINE DRIVE, ORLANDO, FL - 32839
For Sale
Photo 1
  • Built in 1960
  • 2 garage spaces
  • $199.84/sqft
  • Lot size: 1.09 acres
  • 11 days on market

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.

  • 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
  • Geo subdivision: LAKE JESSAMINE SHORES

Features

Financial

Let's get in touch!

Ana Ferreira

Ana Ferreira

Realtor® | Home Matchmaker

See also

For Sale
4661 N SAINT BRIDES CIRCLE, ORLANDO, FL - 32812
$525,000.00
4 bds
2.5 ba
2,632 sqft
4661 N SAINT BRIDES CIRCLE, ORLANDO, FL - 32812
For Sale
816 E JEFFERSON STREET, ORLANDO, FL - 32801
$450,000.00
2 bds
2.0 ba
1,138 sqft
816 E JEFFERSON STREET, ORLANDO, FL - 32801
For Sale
2812 DELLWOOD DRIVE, ORLANDO, FL - 32806
$470,000.00
3 bds
2.0 ba
1,460 sqft
2812 DELLWOOD DRIVE, ORLANDO, FL - 32806
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6433370
Listing updated: August 24, 2026 at 6:05PM
Listing provided by: Dana Vander Meer, BLUE MARLIN REAL ESTATE
Last checked 34 minutes ago
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