Active Under Contract
Single family home for sale at 5251 Lake Jessamine Dr, Orlando, FL 32839 | MLS# O6433370 | Listing updated on 2026-10-05
Photo 1 of Single family home for sale at 5251 Lake Jessamine Dr, Orlando, FL 32839 | MLS# O6433370 | Listing updated on 2026-10-05
Photo 2 of Single family home for sale at 5251 Lake Jessamine Dr, Orlando, FL 32839 | MLS# O6433370 | Listing updated on 2026-10-05
Photo 3 of Single family home for sale at 5251 Lake Jessamine Dr, Orlando, FL 32839 | MLS# O6433370 | Listing updated on 2026-10-05
Photo 4 of Single family home for sale at 5251 Lake Jessamine Dr, Orlando, FL 32839 | MLS# O6433370 | Listing updated on 2026-10-05
58+
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Street View

$500,000

Monthly Est:$2,489

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,502sqft

5251 Lake Jessamine Dr, Orlando, FL 32839

$2,489/moEst:

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  • Single Family Residence

  • Built in 1960

  • $-- HOA

  • 1.09 acres lot

  • $200/sq.ft

Description

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 5, 2026 at 9:02 pm
  • Listing Provided by: Dana Vander Meer (352) 636-1765 | BLUE MARLIN REAL ESTATE (321) 877-2902
  • Source: Stellar MLS-FL | MLS#: O6433370 Stellar MLS-FL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Orlando

  • Neighborhood

    --

  • Year Built

    1960

  • HOA Fees

    -

  • Finished Area

    2,502 sqft

  • Lot Size

    1.09 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6433370

  • MLS Status

    Pending

  • Days on Market

    57

  • Cumulative Days on Market

    16

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

  • Living Room

    Level: First

    Area: 624.00 Square Feet

    Dimensions: 26x24

  • Kitchen

    Level: Second

    Area: 143.00 Square Feet

    Dimensions: 11x13

  • Primary Bedroom

    Level: Second

    Area: 169.00 Square Feet

    Dimensions: 13x13

Interior

  • Cooling

    Central Air

  • Appliances

    Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer

  • Interior Features

    Ceiling Fans(s)

  • Flooring

    Carpet, Other, Tile

  • Exterior Features

    Storage

  • Sewer

    Septic Tank

  • Heating

    Central, Electric

Construction

  • Year Built

    Year Built: 1960

  • Home type

    Single Family Residence

  • Property Condition

    Fixer

  • Foundation Details

    Other, Slab

  • Construction Materials

    Block, Other, Stone, Frame, Wood Siding

  • Roof

    Shingle

Utilities & Energy

  • Laundry Features

    Inside, Laundry Room

  • Utilities

    Electricity Connected, Water Connected

  • Parking Features

    Boat, Driveway, Garage Door Opener

  • Water Source

    Public

Other Features

  • Lot Features

    Oversized Lot, Street Dead End, Paved

  • Vegetation

    Mature Landscaping

  • Subdivision Name

    Lake Jessamine Shores

Price History

DateEventPrice

10/05/2026

Source: mls_logoStellar MLS-FL #MFRO6433370

Contingent (Active Under Contract)

$500,000

$200/sqft

10/01/2026

Source: mls_logoStellar MLS-FL #MFRO6433370

Listed for Sale

$500,000

$200/sqft

Nearby Homes

Based on information from Stellar MLS® through Oct 09, 2026, 02:30PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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