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5251 LAKE JESSAMINE DRIVE, ORLANDO, FL - photo 1

$500,000

5251 LAKE JESSAMINE DRIVE

ORLANDO, FL 32839

Estimated payment $3,103/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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3Beds
2Baths
2,502Sq Ft
$200Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Garage
Built in 1960
47,664 sqft Lot

About This Home

Under contract-accepting backup offers. 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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:2
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:2,502 sqft
  • •Total interior livable area:2,502 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:47,664 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1960

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Price history

DateEventPrice
2026-08-13T00:00:00.000ZListed for sale$500,000$200/sqft

Listing Agent

Dana Vander Meer

BLUE MARLIN REAL ESTATE

Brokerage Phone: 321-877-2902

Source: Stellar MLS · MLS #O6433370

Data Powered by Home Junction, Inc.

Nearby

Schools

OAK RIDGE HIGH

High · 0.9 mi

PROSPERITAS LEADERSHIP ACADEMY CHARTER

High · 1.0 mi

PALMETTO ELEMENTARY

Elementary · 1.1 mi

Supermarkets

Caribbean Fond & Meats Market

0.8 mi

Walmart Supercenter

0.8 mi

Winn Dixie

1.0 mi

Dining

Moses Cuban Sandwiches

0.4 mi

Pescao

0.6 mi

Kapy Q Sport Bar

0.7 mi

Parks

Big Oak Park

0.7 mi

Padgett Park Cir

0.7 mi

Cypress Grove Park

0.9 mi

Beaches

Lake Baldwin Park Beach

7.4 mi

Conrad Beach

9.8 mi

East Beach

9.9 mi

Nearby amenity locations include data © OpenStreetMap contributors.