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Active · Single Family

5251 LAKE JESSAMINE DRIVE

ORLANDO, FL 32839

Beds
3 beds
Baths
2 baths
Area
2,502 sqft
Single FamilyBuilt 196047,664 sqft lot2-car garageCentral, ElectricCentral Air$200/sqft7 days on market

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.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$468k
−6.3% vs asking
$438k low$498k high

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
Estimated monthly payment$2,920/mo
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.

DateEventPriceChange
Aug 10, 2026Listed$500,000

NeighbourhoodSample data

Reference scores for ORLANDO, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
80/ 100
Very walkable
Transit Score
52/ 100
Good transit
Bike Score
60/ 100
Bikeable
Elementary school
Not listed
Not named in the MLS record for this home
Middle school
Not listed
Not named in the MLS record for this home
High school
Not listed
Not named in the MLS record for this home

Location

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