Date
Details
Price
Change
Source
8/13/2026
Listed
$500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$500,000
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Property Description
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.
Full Property Details
Full Property Details for 5251 Lake Jessamine Dr
General
- Price: $500,000
- Taxes: $2,309 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6433370
- Updated: 10/1/2026
- Added to Site: 50 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- Interior Features: Ceiling Fan(s)
- Appliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
- Furnishings: Partially
- Flooring: Carpet, Other, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Storage
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Boat, Driveway, Garage Door Opener
Location
- Area: 32839 - Orlando/Edgewood/Pinecastle
- County: Orange
- Development Name: 32839 - Orlando/Edgewood/Pinecastle
- Subdivision: LAKE JESSAMINE SHORES
- Driving 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.
- Direction Faces: West
Community
- Community Name: 32839 - Orlando/Edgewood/Pinecastle
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Septic Tank
- Water District: LAKE JESSAMINE
- Water: Public
- Utility Description: Electricity Connected, Water Connected
Structural Information
- Exterior Const.: Block, Other, Stone, Wood Frame, Wood Siding
- Roof: Shingle
- Stories/Levels: Multi/Split
- Square Feet: 2,502
- Sq. Ft. Source: Public Records
- Year Built: 1960
Additional Structures
- Other Structures: Boat House, Storage
Lot Features
- Property View: Park/Greenbelt, Trees/Woods, Water
- Lot Size (Acres): 1.09
- Lot Size (Sq. Ft.): 47,664
- Lot Size: 1.0942
- Frontage: Street Dead-End, Street Paved
- Street/Road Desc.: Paved
Water Features
- Water Front: Yes
- Water View: Yes
- Water Extras: Yes
- Water Front Name: LAKE JESSAMINE
- Water Front Desc.: Lake Front
Financial Considerations
- Tax Amount: $2,309
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- 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
- Flood Zone Info: X
- APN: 142329000000037
- Property ID: 142329000000037
- Block/Lot/Section: A
Listed by Blue Marlin Real Estate
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— 5251 Lake Jessamine Dr —
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Schools
Schools serving 5251 Lake Jessamine Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Pineloch Elementary School 3101 Woods Avenue, Orlando, FL 32805 | PK-5 | 1.7 mi |
Memorial Middle School, Orlando, FL 2220 29th Street, Orlando, FL 32805 | 6-8 | 2.1 mi |
Oak Ridge High School 700 West Oak Ridge Road, Orlando, FL 32809 | 9-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5251 Lake Jessamine Dr
Tax History
Tax History for 5251 Lake Jessamine Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,309
4%
$164,137
6%
2024
$2,226
7%
$155,318
3%
2023
$2,075
7%
$150,794
6%
2021
$1,936
-2%
$142,138
-3%
2022
$1,981
2%
$146,402
4%
2021
$1,936
3%
$140,176
2%
2019
$1,875
1%
$137,024
2%
2018
$1,854
2%
$134,469
2%
2017
$1,816
2%
$131,703
2%
2016
$1,786
-2%
$128,994
1%
2015
$1,814
-2%
$128,097
1%
2014
$1,858
2%
$127,080
1%
2013
$1,813
—
$125,202
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5251 Lake Jessamine Dr
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5251 Lake Jessamine Drive, Orlando, FL 32839 (MLS# O6433370) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5251 Lake Jessamine Drive is currently listed for $500,000 and was received on August 13, 2026. Want to learn more about 5251 Lake Jessamine Drive? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.