5251 Lake Jessamine Drive Orlando, FL 32839
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Blue Marlin Real Estate - Contact:  321-877-2902

  5251 Lake Jessamine Drive Orlando, FL 32839

Pending (26 Days)
$500,000 (USD)
3
BED
2
BATH
2,502
SQFT

Description

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.

MLS #:
O6433370
Taxes
$2,309(2025)
Lot Size
1.09 acres
Type
Single-Family Home
Year Built
1960
Views
Water, Trees/Woods, Park/Greenbelt
County
Orange County

Listed By

Dana Vander Meer, Blue Marlin Real Estate, Contact: 321-877-2902
Source
STELLAR
Last checked Oct 20 2026 at 3:14 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
Interior Features
  • Inside Utility
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Appliances: Range Hood
  • Appliances: Microwave
  • Appliances: Range
  • Appliances: Dryer
  • Partially
Subdivision
  • Lake Jessamine Shores
Lot Information
  • Street Dead-End
  • Oversized Lot
  • Paved
Property Features
  • Foundation: Slab
  • Foundation: Other
Heating and Cooling
  • Central
  • Electric
  • Central Air
Flooring
  • Carpet
  • Other
  • Tile
Exterior Features
  • Block
  • Other
  • Stone
  • Frame
  • Wood Siding
  • Roof: Shingle
Utility Information
  • Utilities: Water Connected, Water Source: Public, Electricity Connected
  • Sewer: Septic Tank
Parking
  • Garage Door Opener
  • Driveway
  • Boat
Living Area
  • 2,502 sqft
Additional Information: Blue Marlin Real Estate | 321-877-2902
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Listing price
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 10/20/26 08:14
Based on information submitted to the MLS GRID as of 10/20/2026 15:14. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.