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Single family home for sale at 5583 Jessamine Ln, Orlando, FL 32839 | MLS# O6414379 | Listing updated on 2026-07-22
Photo 1 of Single family home for sale at 5583 Jessamine Ln, Orlando, FL 32839 | MLS# O6414379 | Listing updated on 2026-07-22
Photo 2 of Single family home for sale at 5583 Jessamine Ln, Orlando, FL 32839 | MLS# O6414379 | Listing updated on 2026-07-22
Photo 3 of Single family home for sale at 5583 Jessamine Ln, Orlando, FL 32839 | MLS# O6414379 | Listing updated on 2026-07-22
Photo 4 of Single family home for sale at 5583 Jessamine Ln, Orlando, FL 32839 | MLS# O6414379 | Listing updated on 2026-07-22
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$3,250,000

Monthly Est:$16,176

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon5,283sqft

5583 Jessamine Ln, Orlando, FL 32839

$16,176/moEst:

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  • Single Family Residence

  • Built in 1961

  • $-- HOA

  • 2.67 acres lot

  • $615/sq.ft

Description

Welcome to your new dream home! Experience the rare blend of luxury, privacy, and lakefront living with this extraordinary pool home on Lake Jessamine, situated on 2.67 acres with NO HOA. Tucked away on a cul-de-sac behind a gated entry, this remarkable property offers the feeling of a private retreat while still placing you in the heart of Orlando. A long driveway and manicured landscaping create a stunning first impression as you arrive. A spacious two-car garage awaits at the end of the driveway, as well as an in-law suite complete with a kitchenette, to provide the perfect setup for guests or older relatives. Beyond the entry, the home immediately welcomes you with soaring ceilings, dramatic windows flooding the space with natural light, and elegant finishes throughout. A striking accent wall in the foyer sets the tone, while a peaceful koi pond and sanctuary area create the perfect setting for quiet mornings and tranquil reflection. The cozy living room centers around a beautiful fireplace, creating a warm atmosphere for evenings spent with loved ones. Remodeled in 2019 and with new plumbing in 2026, the kitchen is truly the heart of the home and a dream for any culinary enthusiast. Thoughtfully designed with a wraparound breakfast bar, oversized island, crown-molded cabinetry, subway tile backsplash, and top-of-the-line appliances, every detail was curated for both beauty and functionality. A gas range with custom hood and pot filler, spacious walk-in pantry, and abundant storage make entertaining and every day living feel equally effortless. Just behind the kitchen, a wine storage wall adds a elevated design feature perfect for showcasing your collection.The primary suite, located on the first floor, provides private access to the outdoor living area and a spacious walk-in closet with custom storage(2026) and plantation shutters that create the perfect setting to get ready for the day in. The en suite bathroom features a gorgeous freestanding tub, oversized walk-in shower with rain shower head, and a dual sink vanity. Upstairs, a breathtaking floating staircase with floor-to-ceiling windows leads to additional bedrooms and a home office space, ideal for remote work or creative pursuits. Additional bedrooms provide plenty of storage, natural light, and space so everyone in the family can feel at home. Step outside and discover your own private lakeside paradise! The resort-style pool and spa overlook Lake Jessamine, creating an unforgettable backdrop that you'll never grow tired of. A covered patio provides the perfect setting for al fresco dining, while the fenced backyard offers room for four-legged friends and play. Head out onto the lake from your private dock and covered boat lift for endless days on the water. Recent upgrades provide peace of mind, including a new roof in 2019, new exterior & interior paint in 2026, updated electrical and plumbing systems in 2026, and a recently upgraded seawall. Just minutes from I-4, you’ll have quick access to downtown, Orlando International Airport, theme parks, and world-class shopping and dining destinations including Mall at Millenia, Florida Mall, and Costco. This property is more than a home, it’s a private lakefront estate offering luxury, convenience, and the ultimate Florida lifestyle all in one extraordinary setting. Don't miss out on this amazing, well cared for home in an ideal location, schedule your private showing TODAY!!!

  • Houzeo last checked: 12 hours ago
  • Listing updated: July 22, 2026 at 8:24 pm
  • Listing Provided by: Joseph Davis (407) 325-0162 | DENIZ REALTY PARTNERS LLC (407) 704-0780
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6414379 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Orlando

  • Neighborhood

    --

  • Year Built

    1961

  • HOA Fees

    -

  • Finished Area

    5,283 sqft

  • Lot Size

    2.67 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6414379

  • MLS Status

    Active

  • Days on Market

    150

  • Cumulative Days on Market

    32

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

  • Living Room

    Level: First

    Area: 532.89 Square Feet

    Dimensions: 19.1x27.9

  • Dinette

    Level: First

    Area: 224.19 Square Feet

    Dimensions: 15.9x14.1

  • Family Room

    Level: First

    Area: 187.62 Square Feet

    Dimensions: 10.6x17.7

  • Dining Room

    Level: First

    Area: 571.28 Square Feet

    Dimensions: 29.6x19.3

  • Kitchen

    Level: First

    Area: 284.97 Square Feet

    Dimensions: 16.1x17.7

  • Primary Bedroom

    Level: First

    Area: 277.02 Square Feet

    Dimensions: 17.1x16.2

  • Primary Bathroom

    Level: First

    Area: 149.16 Square Feet

    Dimensions: 13.2x11.3

  • Laundry

    Level: First

    Area: 114.24 Square Feet

    Dimensions: 10.2x11.2

  • Bathroom 2

    Level: First

    Area: 43.46 Square Feet

    Dimensions: 5.3x8.2

  • Bedroom 2

    Level: Second

    Area: 186.25 Square Feet

    Dimensions: 14.9x12.5

  • Bedroom 3

    Level: Second

    Area: 1817.20 Square Feet

    Dimensions: 118x15.4

  • Office

    Level: Second

    Area: 86.70 Square Feet

    Dimensions: 10.2x8.5

  • Bathroom 3

    Level: Second

    Area: 117.60 Square Feet

    Dimensions: 10.5x11.2

  • Balcony/Porch/Lanai

    Level: First

    Area: 411.24 Square Feet

    Dimensions: 29.8x13.8

Interior

  • Cooling

    Central Air

  • Interior Features

    Built In Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat In Kitchen, High Ceilings, Living Room/dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk In Closet(s)

  • Sewer

    Septic Tank

  • Appliances

    Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

  • Flooring

    Laminate, Tile

  • Window Features

    Skylight(s), Blinds

  • Heating

    Central

Construction

  • Year Built

    Year Built: 1961

  • Home type

    Single Family Residence

  • Architectural Style

    Contemporary

  • Foundation Details

    Slab

  • Construction Materials

    Block, Concrete

  • Roof

    Built Up

Utilities & Energy

  • Parking Features

    Boat, Guest, Oversized

  • Water Source

    Canal/lake For Irrigation, Public

  • Utilities

    Cable Available, Electricity Available, Natural Gas Available, Water Available

  • Fireplace Features

    Family Room, Wood Burning

  • Pool Features

    Gunite, Heated, In Ground

  • Laundry Features

    Inside

Other Features

  • Vegetation

    Mature Landscaping, Trees/landscaped

  • Patio And Porch Features

    Covered, Deck, Patio, Porch

  • Subdivision Name

    Lake Jessamine

  • Lot Features

    Cul De Sac, City Limits, Oversized Lot, Paved

Price History

DateEventPrice

06/20/2026

Source: #MFRO6414379

Listed for Sale

$3,250,000

$615/sqft

06/05/2026

Source: mls_logoStellar MLS-FL #MFRO6414379

Coming Soon

$3,250,000 +342.18%

$615/sqft

12/31/2015

Source: mls_logoStellar MLS-FL #MFRO5397936

Sold

$735,000 +11.36%

$139/sqft

12/31/2015

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO5397936

Price Decreased

$660,000 -19.99%

$125/sqft

01/15/2008

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO4822420

Listing Removed

$824,900

$156/sqft

Nearby Homes

Based on information from Stellar MLS® through Nov 02, 2026, 02:15PM 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.

Advertising Broker: Fred McGill | Simple Showing, Inc

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