5583 JESSAMINE LANE, ORLANDO, FL 32839

$3,250,0005 Beds4 Baths5,283 Sq. Ft.$615 / sq. ft.

ORLANDO, FL 32839 · MLS# O6414379 · Active · LAKE JESSAMINE

Status
Active
Type
Single Family Residence
Year Built
1961
Days on Market
32
Lot Size
116,329 sqft
MLS #
O6414379
County
Orange

Description of 5583 JESSAMINE LANE, ORLANDO, FL 32839

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!!!

Property Details for 5583 JESSAMINE LANE, ORLANDO, FL 32839

Bathrooms Full
4
Bathrooms Half
0
Interior Features
Built-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)
Appliances
Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Flooring
Laminate, Tile
Heating
Central
Cooling
Central Air
Furnished
Unfurnished
Architectural Style
Contemporary
Garage Spaces
2
Attached Garage
Yes
Parking Features
Boat, Guest, Oversized
Pool Features
Gunite, Heated, In Ground
Pool Private
Yes
Direction Faces
West

Building Information for 5583 JESSAMINE LANE, ORLANDO, FL 32839

Building Area Total
6403
Building Area Units
Square Feet
Association
No
Pets Allowed
Yes

Property Information for 5583 JESSAMINE LANE, ORLANDO, FL 32839

Lot Features
Cul-De-Sac, City Lot, Oversized Lot
Lot Size Square Feet
116,329
Waterfront
Yes
Waterfront Features
Lake Front
View
Water
Construction Materials
Block, Concrete
Roof
Built-Up
Exterior Features
Irrigation System
Sewer
Septic Tank
Water Source
Canal/Lake For Irrigation, Public
New Construction
No

Public Records for 5583 JESSAMINE LANE, ORLANDO, FL 32839

Parcel Number
142329000000054
Tax Annual Amount
$13,704
Tax Year
2025
Tax Legal Description
FROM 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
Zoning
R-1AA
County Or Parish
Orange

Schools Near 5583 JESSAMINE LANE, ORLANDO, FL 32839

Elementary School
Pineloch Elem
Middle School
Memorial Middle
High School
Oak Ridge High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$19,201/mo
Principal & Interest
$16,434
Property Taxes
$1,142
Home Insurance
$1,625

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

5583 JESSAMINE LANE, ORLANDO, FL 32839 · See all Orlando homes for sale

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More information about 5583 JESSAMINE LANE, ORLANDO, FL 32839

5583 JESSAMINE LANE is a single family home for sale in ORLANDO, FL 32839. This property was listed for sale on June 4, 2026 by DENIZ REALTY PARTNERS LLC, it's currently listed at $3,250,000. This listing's school district is Orange Public Schools. Nearby schools include Pineloch Elem, Memorial Middle and Oak Ridge High. 5583 JESSAMINE LANE is a 5-bed, 4-bath, 5,283 sqft single family home built in 1961.