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5583 JESSAMINE LANE, ORLANDO, FL - photo 1

$3,250,000

5583 JESSAMINE LANE

ORLANDO, FL 32839

Estimated payment $19,500/month

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5Beds
4Baths
5,283Sq Ft
$615Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Highlights

No HOA
Private Pool
Fireplace
Garage
Built in 1961
116,329 sqft Lot

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!!!

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:5
  • •Bathrooms:4
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:5,283 sqft
  • •Total interior livable area:5,283 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:116,329 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1961

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Price history

DateEventPrice
2026-06-20T00:00:00.000ZListed for sale$3,250,000$615/sqft

Listing Agent

Joseph Davis

DENIZ REALTY PARTNERS LLC

Brokerage Phone: 407-704-0780

Source: Stellar MLS · MLS #O6414379

Data Powered by Home Junction, Inc.

Nearby

Schools

OAK RIDGE HIGH

High · 1.1 mi

PROSPERITAS LEADERSHIP ACADEMY CHARTER

High · 1.2 mi

CORNERSTONE ACADEMY CHARTER

Elementary · 1.4 mi

Supermarkets

Howard Wholesale

0.7 mi

DoorSideDelivery.com

0.8 mi

Caribbean Fond & Meats Market

1.0 mi

Dining

Russel Home Tea Room

0.5 mi

A Taste Of Wow

0.6 mi

Beth's Burger Bar

0.6 mi

Parks

Cypress Grove Park

0.3 mi

Big Oak Park

0.5 mi

Padgett Park Cir

1.0 mi

Beaches

Lake Baldwin Park Beach

7.0 mi

Conrad Beach

10.3 mi

East Beach

10.4 mi

Nearby amenity locations include data © OpenStreetMap contributors.