5583 Jessamine Lane, FL5583 Jessamine Lane, FL5583 Jessamine Lane, FL
Stellar MLS
1 / 66

$3,250,000

5583 Jessamine Lane

Orlando, FL 32839

Listing updated: June 20, 2026 at 12:11 AM ET

Active
Stellar MLSListing courtesy of Deniz Realty Partners Llc · Joseph Davis · MLS #O6414379 · Active · 407-704-0780
5
Beds
4
Baths
5,283
Sq Ft
2.67
Acres
1961
Built
WaterfrontWater accessPrivate poolIn-law suiteFireplace2.67 acres$615/sqft
Single Family Residence

Property type

1961

Year built

116,329 sqft

Lot size

$615

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

X and AE

Flood zone

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!!!

Estimated monthly payment

Principal & interest$16,434
Property taxes$1,142
Home insurance (est.)$1,490

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Jun 20, 2026
  2. Listed$3,250,000
    Jun 20, 2026
  3. Price increased$3,250,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Lake Jessamine
County
Orange
Year built
1961
Living area
5,283 sq ft
Price/sq ft
$615
Building area
6,403 sq ft (Public Records)
Lot size
116,329 sq ft
Lot category
2 to less than 5
Flood zone
X and AE
Garage
2 spaces
Pool
Private pool
Annual taxes
$13,704 (2025)
Parcel #
14-23-29-0000-00-054
Zoning
R-1AA
MLS #
O6414379

Ask about this home

Have a question? Ask the broker directly.

Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.

Your question is private and goes only to Ryan — it is never published on this page.

Interior Details

Bedrooms
5
Full bathrooms
4
Flooring
Laminate, Tile
Appliances
Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
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)
Laundry
Inside
Stories / Levels
Two
Direction faces
West
Fireplace
Yes
In-law suite
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Boat, Guest, Oversized

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Buyer to verify leasing restrictions with county.
Approval process
Buyer to verify leasing restrictions with county.

Exterior & Construction

Construction materials
Block, Concrete
Roof
Built-Up
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Paved

Utilities

Sewer
Septic Tank
Water source
Canal/Lake For Irrigation, Public
Utilities
Cable Available, Electricity Available, Natural Gas Available, Water Available

Community

Pets allowed
Yes

Schools

ElementaryCPineloch ElemGreatSchools ↗
MiddleCMemorial MiddleGreatSchools ↗
High SchoolBOak Ridge HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst19.1x27.9
DinetteFirst15.9x14.1
Family RoomFirst10.6x17.7
Dining RoomFirst29.6x19.3
KitchenFirst16.1x17.7
Primary BedroomFirst17.1x16.2
Primary BathroomFirst13.2x11.3
LaundryFirst10.2x11.2
Bathroom 2First5.3x8.2
Bedroom 2Second14.9x12.5
Bedroom 3Second118x15.4
OfficeSecond10.2x8.5
Bathroom 3Second10.5x11.2
Balcony/Porch/LanaiFirst29.8x13.8

Listing Details

Listing date
2026-06-04
On market date
2026-06-20
Original list price
$3,250,000
Occupant type
Owner
MLS area
32839 - Orlando/Edgewood/Pinecastle
Listing AOR
Lake and Sumter
Status changed
2026-06-20
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

Flood risk

Zone X AND AEFEMA Zone X AND AE

See FEMA for this zone’s designation and insurance requirements.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Heading 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.

More homes like this

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 20, 2026 at 12:11 AM ET. All data is obtained from various sources and may not have been verified by 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA