$500,000
5251 Lake Jessamine Drive
Orlando, FL 32839
Listing updated: August 13, 2026 at 3:55 PM ET
Listing courtesy of Blue Marlin Real Estate · Dana Vander Meer · MLS #O6433370 · Active · 321-877-2902Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveAug 13, 2026
- Listed$500,000Aug 13, 2026
- Price increased$500,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Lake Jessamine Shores
- County
- Orange
- Year built
- 1960
- Living area
- 2,502 sq ft
- Price/sq ft
- $200
- Building area
- 3,244 sq ft (Public Records)
- Lot size
- 47,664 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- X (12095C0410F)
- Garage
- 2 spaces
- Annual taxes
- $2,309 (2025)
- Parcel #
- 14-23-29-0000-00-037
- Zoning
- R-1AA
- MLS #
- O6433370
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Carpet, Other, Tile
- Appliances
- Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior features
- Ceiling Fans(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Multi/Split
- Direction faces
- West
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Boat, Driveway, Garage Door Opener
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- VERIFY ANY LEASE/RENTAL RESTRICTIONS WITH ORANGE COUNTY, FL.
Exterior & Construction
- Exterior features
- Storage
- Construction materials
- Block, Other, Stone, Frame, Wood Siding
- Roof
- Shingle
- Foundation
- Other, Slab
- Waterfront
- Yes
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Electricity Connected, Water Connected
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 26x24 |
| Kitchen | Second | 11x13 |
| Primary Bedroom | Second | 13x13 |
Listing Details
- Listing date
- 2026-08-10
- On market date
- 2026-08-13
- Original list price
- $500,000
- Occupant type
- Vacant
- MLS area
- 32839 - Orlando/Edgewood/Pinecastle
- Listing AOR
- Orlando Regional
- Status changed
- 2026-08-13
- 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
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of August 13, 2026 at 3:55 PM ET. 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.
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