5583 JESSAMINE LANE ORLANDO FL 32839 MLS #O6414379

5583 JESSAMINE LANE
ORLANDO, FL, 32839
$3,250,000
5 Beds
4 Baths
5,283 SqFt
2.67 Acres
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MLS #O6414379 image #0
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

Price:
$3,250,000
MLS #:
O6414379
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LAKE JESSAMINE
Neighborhood:
32839orlandoedgewoodpinecastle
Listed Date:
Jun 20, 2026
Finished Sq Ft:
5,283
Total Sq Ft:
6,403
Lot Size:
116,329 sqft / 2.67 acres (approx)
Year Built:
1961
ContemporaryWaterfrontLakefrontPoolPrimary Bedroom Main Floor32839 – Orlando/edgewood/pinecastle32839orlandoedgewoodpinecastleLake JessaminePineloch ElemMemorial MiddleOak Ridge HighLake JessamineWaterBuyer To Verify Leasing Restrictions With County.8-12 MonthsPets Allowed

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Schools

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

Interior

Appliances
Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Central
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)
Laundry Features
Inside
Levels
Two

Exterior

Architectural Style
Contemporary
Attached Garage YN
1
Construction Materials
Block, Concrete
Covered Spaces
2
Direction Faces
West
Exterior Features
Irrigation System
Fencing
Fenced
Garage Spaces
2
Lot Features
Cul-De-Sac, City Lot, Oversized Lot
Other Structures
Guest House
Parking Features
Boat, Guest, Oversized
Patio And Porch Features
Covered, Deck, Patio, Porch
Roof
Built-Up
Spa Features
Heated
View
Water
Waterfront Features
Lake Front
Window Features
Blinds

Financial

Tax Year
2025
Taxes
$13,704

Map

Community

Subdivisions in ORLANDO

Market Summary

Current real estate data for Single Family in ORLANDO as of Jun 21, 2026
3,165
Single Family Listed
96
Avg DOM
288
Avg $ / SqFt
$682,207
Avg List Price

Property Summary

    Located in the LAKE JESSAMINE subdivision, 5583 JESSAMINE LANE ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32839. It is listed for $3,250,000 and features 5 beds, 4 baths, and has approximately 5,283 square feet of living space, and was originally constructed in 1961. The current price per square foot is $615. The average price per square foot for Single Family listings in ORLANDO is $288. The average listing price for Single Family in ORLANDO is $682,207. To schedule a showing of MLS#o6414379 at 5583 JESSAMINE LANE in ORLANDO, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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