5251 LAKE JESSAMINE DRIVE
ORLANDO, FL 32839
About this home
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.
Facts & features
Interior
- Bedrooms
- 3
- Bathrooms
- 2
- Living area
- 2,502 sqft
- Heating
- Central, Electric
- Cooling
- Central Air
- Flooring
- Carpet, Other, Tile
- Features
- Ceiling Fans(s)
- Appliances
- Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator…
Exterior & lot
- Lot size
- 47,664 sqft (1.09 ac)
- Waterfront
- Yes
- Roof
- Shingle
- Construction
- Block, Other, Stone, Frame, Wood Siding
- Exterior
- Storage
Parking
- Garage
- 2 spaces
Financial
- Annual tax
- $2,309 (2025)
- Price / sqft
- $200/sqft
Utilities
- Water
- Public
- Sewer
- Septic Tank
- Utilities
- Electricity Connected, Water Connected
Property
- Property type
- Single Family
- Year built
- 1960
- Subdivision
- LAKE JESSAMINE SHORES
- County
- Orange
Listing
- Status
- Active
- Days on market
- 1 day
- MLS #
- MFR802698405
- Source
- Stellar MLS
Listed by Dana Vander Meer · BLUE MARLIN REAL ESTATE
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Sample estimate — not an appraisal
Based on 22 comparable sales within 2 miles of ORLANDO, FL, this home is priced over RENA ValiQ.
Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $2,528/mo
- Property tax
- $192/mo
- Home insurance
- $200/mo
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own bill; insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Aug 10, 2026 | Listed | $500,000 | — |
NeighbourhoodSample data
Reference scores for ORLANDO, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.
Location
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