5583 JESSAMINE LANE, Orlando, Orange, Residential

5583 JESSAMINE LANE

MLS# O6414379108 days on marketUpdated July 22, 2026 8:22 pm

$ 615 / sqft

$ 3,250,000

Overview

UpdatedJuly 22, 2026 8:22 pm
MLS #O6414379
Bedrooms5
Bathrooms4
Size5,283 ft²
Year Built1961
Garage2

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!!!

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Interior

  • AppliancesDishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Bathrooms Full4
  • Bathrooms Half0
  • Bathrooms Total Integer4
  • Bedrooms Total5
  • CoolingCentral Air
  • CoolingYes
  • Fireplace FeaturesFamily Room, Wood Burning
  • FireplaceYes
  • FlooringLaminate, Tile
  • FurnishedUnfurnished
  • HeatingCentral
  • HeatingYes
  • Interior FeaturesBuilt-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Laundry FeaturesInside
  • LevelsTwo
  • Living Area5,283
  • Living Area SourcePublic Records
  • Living Area UnitsSquare Feet
  • Rooms Total14
  • Spa FeaturesHeated
  • SpaYes
  • Window FeaturesBlinds

Exterior

  • Attached GarageYes
  • Covered Spaces2
  • Direction FacesWest
  • Exterior FeaturesIrrigation System
  • FencingFenced
  • Garage Spaces2
  • GarageYes
  • Lot FeaturesCul-De-Sac, City Lot, Oversized Lot
  • Lot Size Acres3
  • Lot Size Area3
  • Lot Size Dimensionsirregular
  • Lot Size Square Feet116,329
  • Lot Size UnitsAcres
  • Other StructuresGuest House
  • Parking FeaturesBoat, Guest, Oversized
  • Patio And Porch FeaturesCovered, Deck, Patio, Porch
  • Pool FeaturesGunite, Heated, In Ground
  • Road Frontage TypeStreet Paved
  • Road Surface TypePaved
  • RoofBuilt-Up
  • ViewWater
  • Water Body NameLAKE JESSAMINE
  • Waterfront FeaturesLake Front

Structure

  • Architectural StyleContemporary
  • Building Area Total6,403
  • Construction MaterialsBlock, Concrete
  • Foundation DetailsSlab
  • Year Built1961

Utilities

  • SewerSeptic Tank
  • UtilitiesCable Available, Electricity Available, Natural Gas Available, Water Available
  • Water SourceCanal/Lake For Irrigation, Public

Financial

  • Parcel Number142329000000054
  • Pets AllowedYes
  • Tax Annual Amount13,704
  • Tax Block00
  • Tax Book NumberNA
  • Tax Legal DescriptionFROM CENTER OF SEC RUN E 318.9 FT FOR A POB TH E TO SE COR OF SW1/4 OF NE1/4 N 1 10 FT W TO A PT W OF POB S 110 FT TO POB IN SEC 14-23-29
  • Tax Lot054
  • Tax Year2025
  • ZoningR-1AA

Schools

  • Elementary SchoolPineloch Elem
  • High SchoolOak Ridge High
  • Middle Or Junior SchoolMemorial Middle

Location

  • CountryUnited States
  • County Or ParishOrange
  • DirectionsHeading east on I4, take exit 80 turning right onto 441. Turn left onto Holden Ave. Turn right onto Jessamine Ln. Turn left to stay on Jessamine Ln. It's at the end of the street.
  • Latitude28
  • Longitude-81
  • MLS Area Major32839 - Orlando/Edgewood/Pinecastle
  • Postal Code32839
  • Postal Code Plus42023
  • Street NameJESSAMINE
  • Street Number5583
  • Street Number Numeric5,583
  • Street SuffixLANE
  • Subdivision NameLAKE JESSAMINE
  • Unparsed Address5583 JESSAMINE LANE

Listing Info

  • List Price3,250,000
  • Contract Status Change DateJune 20, 2026
  • Cumulative Days On Market108
  • Days On Market108
  • Internet Consumer CommentYes
  • Lease ConsideredYes
  • List Agent AOROrlando Regional
  • List Agent Emailjoedavisfl@gmail.com
  • List Agent Full NameJoseph Davis
  • List Agent Key957367ec00b207ab3f475c650a6be7eb
  • List Agent MLS ID261216508
  • List Agent Preferred Phone407-325-0162
  • List Office MLS ID260506146
  • List Office NameDENIZ REALTY PARTNERS LLC
  • List Office Phone407-704-0780
  • Listing Contract DateJune 4, 2026
  • Listing IDO6414379
  • Listing Keya8355e13894741c68502179fbf2ab9eb
  • Listing TermsCash, Conventional, FHA, VA Loan
  • MLS StatusActive
  • Modification TimestampJuly 22, 2026
  • On Market DateJune 20, 2026
  • Original Entry TimestampJune 5, 2026
  • Original List Price3,250,000
  • Originating System Keystellar
  • Originating System NameStellar MLS
  • OwnershipFee Simple
  • Photos Change TimestampJune 5, 2026
  • Photos Count66
  • Source System Key792712736
  • Special Listing ConditionsNone
  • Status Change TimestampJune 20, 2026

Features & Amenities

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Meet your agent

JD

Joseph Davis

Listing Agent · DENIZ REALTY PARTNERS LLC

BrokerageDENIZ REALTY PARTNERS LLC
Agent MLS ID261216508
Office MLS ID260506146

Get in touch

Office · 407-704-0780

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Listing courtesy of DENIZ REALTY PARTNERS LLC

MLS# O6414379 · Listing agent Joseph Davis · Phone 407-325-0162 · Data last updated July 22, 2026 8:22 pm

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