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$3,250,000
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Property 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!!!
Full Property Details
Full Property Details for 5583 Jessamine Ln
General
- Price: $3,250,000
- Taxes: $13,703 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6414379
- Updated: 6/20/2026
- Added to Site: 18 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 14
- 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)
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Laminate, Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground
- Spa: Yes
- Spa Description: Heated
Exterior
- Exterior Features: Irrigation System
- Deck/Patio: Covered, Deck, Patio, Porch
- Porch/Patio/Deck: Covered, Deck, Patio, Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Boat, Guest, Oversized
Location
- Area: 32839 - Orlando/Edgewood/Pinecastle
- County: Orange
- Development Name: 32839 - Orlando/Edgewood/Pinecastle
- Subdivision: LAKE JESSAMINE
- Driving 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.
- Direction Faces: West
School Information
- Elementary School: Pineloch Elem
- Middle School: Memorial Middle
- High School: Oak Ridge High
Community
- Community Name: 32839 - Orlando/Edgewood/Pinecastle
- Pet Restrictions: Buyer to verify restrictions with county.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Septic Tank
- Water District: LAKE JESSAMINE
- Water: Canal/Lake For Irrigation, Public
- Utility Description: Cable TV Available, Electricity Available, Natural Gas Available, Water Available
Structural Information
- Architectural Info: Contemporary
- Architectural Style: Contemporary
- Exterior Const.: Block, Concrete
- Roof: Built-Up
- Windows: Blinds
- Stories/Levels: Two
- Square Feet: 5,283
- Sq. Ft. Source: Public Records
- Year Built: 1961
Additional Structures
- Other Structures: Guest House
Lot Features
- Property View: Water
- Lot Size (Acres): 2.67
- Lot Size (Sq. Ft.): 116,329
- Lot Size: 2.6705
- Lot Dimensions: irregular
- Frontage: Street Paved
- Street/Road Desc.: Paved
- Fencing (Description): Fenced
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake
- Water Extras: Yes
- Water Front Name: LAKE JESSAMINE
- Water Front Desc.: Lake Front
Financial Considerations
- Assoc Fee Desc.: None
- Tax Amount: $13,703.88
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- 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 Zone Info: X and AE
- APN: 142329000000054
- Property ID: 142329000000054
Listed by Deniz Realty Partners Llc
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Schools
Schools serving 5583 Jessamine Ln
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Pineloch Elementary School 3101 Woods Avenue, Orlando, FL 32805 | PK-5 | 1.7 mi |
Memorial Middle School, Orlando, FL 2220 29th Street, Orlando, FL 32805 | 6-8 | 2.2 mi |
Oak Ridge High School 700 West Oak Ridge Road, Orlando, FL 32809 | 9-12 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5583 Jessamine Ln
Date
Details
Price
Change
Source
6/20/2026
Listed
$3,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5583 Jessamine Ln
Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,704
3%
$833,373
6%
2024
$13,304
3%
$788,594
3%
2023
$12,870
4%
$765,625
6%
2021
$12,330
-1%
$721,675
-3%
2022
$12,507
1%
$743,325
4%
2021
$12,330
5%
$711,711
6%
2019
$11,688
2%
$670,973
2%
2018
$11,409
—
$658,462
1%
2017
$11,409
—
$651,963
8%
2016
$11,431
39%
$601,591
31%
2015
$8,252
1%
$459,491
1%
2014
$8,197
2%
$455,844
2%
2013
$8,027
—
$449,107
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5583 Jessamine Ln
5583 Jessamine Lane, Orlando, FL 32839 (MLS# O6414379) is a Single Family property with 5 bedrooms and 4 full bathrooms. 5583 Jessamine Lane is currently listed for $3,250,000 and was received on June 20, 2026. Want to learn more about 5583 Jessamine Lane? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

