Home in 5251 Lake Jessamine Dr Orlando for sale with MLS# O6433370
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.
5251 Lake Jessamine Dr, Orlando, FL 32839
- Price:
- $500,000.00
- Original List Price:
- $500,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $199.84
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6433370
- Bedrooms:
- 3
- Bathrooms Total:
- 2
- Full Bath:
- 2
- Additional Rooms:
- Inside Utility
- Living Area:
- 2,502 Sqft
- Built-Up Area:
- 3,244 Sqft
- Lot Area:
- 47,664 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Oversized Lot, Paved, Street Dead-end
- Lot Size Acres:
- 1.09
- View from the Property:
- Water, Park/greenbelt, Trees/woods
- Waterfront:
- Yes
- Waterfront Features:
- Lake Front
- Furnished:
- Partially
- Appliances:
- Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Range Hood
- Interior:
- Ceiling Fans(s)
- Exterior:
- Storage
- Other Structures:
- Storage, Boat House
- Laundry:
- Inside, Laundry Room
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric
- Vegetation and Trees:
- Mature Landscaping
- Property Entrance Faces:
- West
- Water Extras
- Water Extra Details:
- Boathouse, Lift - Covered
- Water View
- Water View Details:
- Lake
- Year Built:
- 1960
- Roof:
- Shingle
- Levels:
- Multi/Split
- Construction Materials:
- Block, Frame, Other, Wood Siding, Stone, Wood Siding
- Flooring:
- Carpet, Tile, Other
- Foundation Details:
- Slab, Other
- Flood Zone Code:
- X
- Property Condition:
- Fixer
- Homestead Property
- Tax Annual Amount:
- $2,309.00
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Boat
- Sewer:
- Septic Tank
- Utilities Available:
- Electricity Connected, Water Connected
- Water Source:
- Public
- Minimum Lease Term:
- No Minimum
- Subdivision Name:
- LAKE JESSAMINE SHORES
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Vacant
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- BEG NW COR OF LOT 1 BLK A LAKE JESSAMINESHORES R/41 RUN E 880 FT N 40 FT W 665FT NWLY 241.8 FT TO PT 150 FT N OF POB STO POB IN SEC 14-23-29
- Real Estate Folio Number (Parcel Number):
- 14-23-29-0000-00-037
- Zoning:
- R-1AA
- Title to the property is held by owner as:
- Fee Simple
- Originally published on:
- August 13, 2026 6:08 pm
- Active on the market since:
- August 13, 2026
- Listing Agreement executed on:
- August 10, 2026
- Listing Status Last Changed On:
- August 13, 2026 6:08 pm
- Photos updated on:
- August 13, 2026 7:45 pm
- Last Modified:
- August 14, 2026 10:48 am
- Courtesy of:
- BLUE MARLIN REAL ESTATE
- Attribution:
- 321-877-2902
- Road Surface Type:
- Paved
- Street Name:
- LAKE JESSAMINE
- Street Number:
- 5251
- City:
- ORLANDO
- State:
- Florida
- Zip Code:
- 32839
- County:
- Orange
- Latitude:
- N28° 29' 4.2''
- Longitude:
- W82° 36' 35.3''

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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates