Front of property - 5583 JESSAMINE LN, ORLANDO
Front of property & in-law suite - 5583 JESSAMINE LN, ORLANDO
Gated driveway - 5583 JESSAMINE LN, ORLANDO
Garage and in-law suite - 5583 JESSAMINE LN, ORLANDO
Front door - 5583 JESSAMINE LN, ORLANDO
Foyer and stair landing - 5583 JESSAMINE LN, ORLANDO
Stair case - 5583 JESSAMINE LN, ORLANDO
Foyer - 5583 JESSAMINE LN, ORLANDO
Living room - 5583 JESSAMINE LN, ORLANDO
Private koi pond area - 5583 JESSAMINE LN, ORLANDO
Dinette - 5583 JESSAMINE LN, ORLANDO
Dinette and living room - 5583 JESSAMINE LN, ORLANDO
Family room - 5583 JESSAMINE LN, ORLANDO
Family room - 5583 JESSAMINE LN, ORLANDO
Dining room - 5583 JESSAMINE LN, ORLANDO
Dining room - 5583 JESSAMINE LN, ORLANDO
Dining room - 5583 JESSAMINE LN, ORLANDO
Dining room - 5583 JESSAMINE LN, ORLANDO
Kitchen - 5583 JESSAMINE LN, ORLANDO
Kitchen - 5583 JESSAMINE LN, ORLANDO
Kitchen - 5583 JESSAMINE LN, ORLANDO
Kitchen - 5583 JESSAMINE LN, ORLANDO
Kitchen - 5583 JESSAMINE LN, ORLANDO
Kitchen - 5583 JESSAMINE LN, ORLANDO
Wine storage wall - 5583 JESSAMINE LN, ORLANDO
Bathroom #2 - 5583 JESSAMINE LN, ORLANDO
Primary bedroom - 5583 JESSAMINE LN, ORLANDO
Primary bedroom - 5583 JESSAMINE LN, ORLANDO
Primary bedroom - 5583 JESSAMINE LN, ORLANDO
Primary closet - 5583 JESSAMINE LN, ORLANDO
Primary bathroom - 5583 JESSAMINE LN, ORLANDO
Primary bathroom - 5583 JESSAMINE LN, ORLANDO
Laundry room - 5583 JESSAMINE LN, ORLANDO
Upstairs hallway - 5583 JESSAMINE LN, ORLANDO
Bedroom #2 - 5583 JESSAMINE LN, ORLANDO
Bedroom #2 - 5583 JESSAMINE LN, ORLANDO
Bedroom #3 - 5583 JESSAMINE LN, ORLANDO
Bedroom #4 - 5583 JESSAMINE LN, ORLANDO
Bedroom #4 - 5583 JESSAMINE LN, ORLANDO
Bathroom #3 - 5583 JESSAMINE LN, ORLANDO
Bathroom #3 - 5583 JESSAMINE LN, ORLANDO
Home office - 5583 JESSAMINE LN, ORLANDO
In-law suite - 5583 JESSAMINE LN, ORLANDO
In-law suite - 5583 JESSAMINE LN, ORLANDO
In-law suite - 5583 JESSAMINE LN, ORLANDO
In-law suite - 5583 JESSAMINE LN, ORLANDO
Bathroom #4 - 5583 JESSAMINE LN, ORLANDO
Covered patio - 5583 JESSAMINE LN, ORLANDO
Covered patio - 5583 JESSAMINE LN, ORLANDO
Covered patio - 5583 JESSAMINE LN, ORLANDO
Resort-style pool & spa - 5583 JESSAMINE LN, ORLANDO
Resort-style pool & spa - 5583 JESSAMINE LN, ORLANDO
Resort-style pool & spa - 5583 JESSAMINE LN, ORLANDO
Resort-style pool & spa - 5583 JESSAMINE LN, ORLANDO
Resort-style pool & spa - 5583 JESSAMINE LN, ORLANDO
Resort-style pool & spa - 5583 JESSAMINE LN, ORLANDO
Backyard - 5583 JESSAMINE LN, ORLANDO
Covered patio - 5583 JESSAMINE LN, ORLANDO
Covered patio - 5583 JESSAMINE LN, ORLANDO
Side yard - 5583 JESSAMINE LN, ORLANDO
Private dock - 5583 JESSAMINE LN, ORLANDO
Private dock - 5583 JESSAMINE LN, ORLANDO
Fire pit - 5583 JESSAMINE LN, ORLANDO
View from dock - 5583 JESSAMINE LN, ORLANDO
Backyard and dock - 5583 JESSAMINE LN, ORLANDO
Backyard and dock - 5583 JESSAMINE LN, ORLANDO
66 photos

$3,250,000

5583 JESSAMINE LN
ORLANDO, FL 32839
Listed by DENIZ REALTY PARTNERS LLC
Bedrooms
5
Bathrooms
4
Living area
5,283 sqft
Year built
1961

About this home

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!!!

Highlights

WaterfrontPrivate poolFireplace

Property details

MLS #
MFRO6414379
Property type
Single Family Residence
Subdivision
LAKE JESSAMINE
Status
Active
Days on market
32
On market date
June 20, 2026
Stories
N/A
Total bathrooms
4
Garage spaces
2
Parking spaces
N/A
Lot size
2.67 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

ElementaryCharter
CORNERSTONE ACADEMY CHARTER
1.36 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
960
Student:teacher ratio
19.2:1
District
ORANGE
Middle
JUDSON B WALKER MIDDLE
1.83 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
877
Student:teacher ratio
18.3:1
District
ORANGE
High
OAK RIDGE HIGH
1.09 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,523
Student:teacher ratio
21.2:1
District
ORANGE

Mortgage calculator

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Est. monthly payment
$19,722/mo
$650,000 down
$2,600,000 loan
Principal & interest$16,864
Property tax (est.)$2,708
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated July 22, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.