$3,250,000

5583 Jessamine Lane, Orlando, FL 32839

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$3,250,000

5583 Jessamine Lane Orlando, FL 32839 - LAKE JESSAMINE

For Sale MLS# O6414379

5 beds 4 baths 5,283 sq ft Single Family

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Data current as of 24/06/2026 20:12:20

Details for 5583 Jessamine Lane

MLS# O6414379

Description for 5583 Jessamine Lane, Orlando, FL, 32839 - LAKE JESSAMINE


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!!!

Listing Information


Property Type: Residential, Single Family Residence

Status: Active

Bedrooms: 5

Bathrooms: 4

Lot Size: 2.67 Acres

Square Feet: 5,283 sq ft

Year Built: 1961

Garage: Yes

Stories: 2 Story

Construction: Block,Concrete

Subdivision: Lake Jessamine

Foundation: Slab

County: Orange

School Information


Elementary: Pineloch Elem

Middle: Memorial Middle

High: Oak Ridge High

Room Information


Main Floor

Porch: 13.8x29.8

Kitchen: 17.7x16.1

Dining Room: 19.3x29.6

Family Room: 17.7x10.6

Dinette: 14.1x15.9

Living Room: 27.9x19.1

Bathroom 2: 8.2x5.3

Laundry: 11.2x10.2

Primary Bathroom: 11.3x13.2

Primary Bedroom: 16.2x17.1

Upper Floor

Bathroom 3: 11.2x10.5

Office: 8.5x10.2

Bedroom 3: 15.4x118

Bedroom 2: 12.5x14.9

Bathrooms

Full Baths: 4

Additonal Room Information

Laundry: Inside

Interior Features


Appliances: Ice Maker, Wine Refrigerator, Range Hood, Microwave, Range, Refrigerator, Washer, Dishwasher, Dryer

Flooring: Laminate,Tile

Doors/Windows: Blinds, Skylight(s)

Fireplaces: Family Room, Wood Burning

Additional Interior Features: Eat-In Kitchen, Walk-In Closet(s), High Ceilings, Skylights, Built-in Features, Cathedral Ceiling(s), Split Bedrooms, Ceiling Fan(s), Vaulted Ceiling(s), Crown Molding, Living/Dining Room, Separate/Formal Dining Room, Separate/Formal Living Room, Stone Counters, Main Level Primary, Open Floorplan

Utilities


Water: Public

Sewer: Septic Tank

Other Utilities: Cable Available,Electricity Available,Natural Gas Available,Water Available

Cooling: Ceiling Fan(s), Central Air

Heating: Central

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 2

Parking Description: Guest, Oversized, Boat

Roof: Built-Up

Pool: In Ground, Gunite, Heated

Lot View: Lake,Water

Lot Dimensions: irregular

Fencing: fenced

Additional Exterior/Lot Features: Sprinkler/Irrigation, Patio, Porch, Covered, Deck, Landscaped, Cul-de-Sac, City Lot, Oversized Lot

Out Buildings: Guest House

Waterfront Details


Standard Water Body: LAKE JESSAMINE

Water Front Features: Lake Privileges, Lake Front

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.

Financial Considerations


Terms: Cash,Conventional,FHA,VA Loan

Tax/Property ID: 14-23-29-0000-00-054

Tax Amount: 13703.88

Tax Year: 2025

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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.

Sales History

Date Price
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
Currently not available.

Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

Schools nearby 5583 Jessamine Lane

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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

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