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5583 Jessamine Lane

Orlando, FL 32839
  • $3,250,000
  • STATUS: Active
  • ON SITE: 62 Days
  • MLS #: O6414379
UPDATED: 34 min ago
$3,250,000
  • 5
    BEDS
  • 2.67
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
  • 5,283
    SQFT
  • $615
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1961
County:

School Information

Elementary School:
Middle School:
High School:

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!!!

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-07T13:53:27.72.
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5583 Jessamine Lane Orlando, FL 32839

  • Price: $3,250,000
  • Status: Active
  • On Site: 62 Days
  • Updated: 34 min ago
  • MLS #: O6414379
5
Beds
4
Baths
0
½ Baths
2.67
Acres
5,283
SQFT
$615
$/SQFT
1961
Built
Neighborhood:
Lake Jessamine
County:
Orange
Area:
Orlando/Edgewood/Pinecastle
Elementary School:
Pineloch Elem
Middle School:
Memorial Middle
High School:
Oak Ridge High
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!!!
Exterior Features

Architectural Style Contemporary Attached Garage Yn Yes Carport Yn No Construction Materials BlockConcrete Covered Spaces 2 Direction Faces West Exterior Features Irrigation System Fencing Fenced Foundation Details Slab Lot Features Cul-De-SacCity LotOversized Lot Lot Size Dimensions irregular Other Structures Guest House Parking Features BoatGuestOversized Patio And Porch Features CoveredDeckPatioPorch Pool Features GuniteHeatedIn Ground Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type Paved Roof Built-Up Spa Features Heated Spa YN Yes View Water Water Access Lake Water Access Yn Yes Water Body Name LAKE JESSAMINE Water Extras LiftLift - CoveredSeawall - ConcreteSkiing Allowed Water Extras Yn Yes Water View Lake Water View Yn Yes Waterfront Features Lake Front Waterfront Yn Yes

Interior Features

Additional Rooms Bonus RoomDen/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room SeparateInside Utility Appliances DishwasherDryerIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator Building Area Total 6403 Cooling Central Air Cooling YN Yes Fireplace Features Family RoomWood Burning Fireplace Yn Yes Flooring LaminateTile Furnished Unfurnished Heating Central Heating YN Yes Interior Features Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Crown MoldingEating Space In KitchenHigh CeilingsLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSkylight(s)Split BedroomStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s) Laundry Features Inside Levels Two Rooms Bedroom 2 (Ceiling Fan(s)Built-in Closet) Kitchen (Breakfast BarBuilt-In ShelvingPantryKitchen Island) Primary Bathroom (Dual SinksGarden BathRain Shower HeadSingle VanityTub with Separate Shower StallWater Closet/Priv Toilet) Dinette Bathroom 3 (Ceiling Fan(s)) Office Primary Bedroom (Ceiling Fan(s)En Suite BathroomWalk-In Closet(s)) Balcony/Porch/Lanai (Ceiling Fan(s)) Laundry Bedroom 3 (Ceiling Fan(s)Built-in Closet) Living Room Family Room (Ceiling Fan(s)) Bathroom 2 Sewer Septic Tank Water Source Canal/Lake For IrrigationPublic Window Features Blinds

Property Features

Additional Lease Restrictions Buyer to verify leasing restrictions with county. Additional Parcels YN No Approval Process Buyer to verify leasing restrictions with county. Association Approval Required Yn No Association Fee Requirement None Association Montly Maint Amt Add To Hoa 0 Association Yn No Cdd Yn No Down Payment Resource No Flood Zone Code X and AE Garage Yn Yes Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventionalFHAVA Loan Minimum Lease 8-12 Months New Construction Yn No Occupant Type Owner Ownership Fee Simple Pet Restrictions Buyer to verify restrictions with county. Pets Allowed Yes Property Sub Type Single Family Residence Realtor Info As-IsNo SignSurvey Available Senior Community Yn No Special Listing Conditions None Tax Annual Amount 13703.88 Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable AvailableElectricity AvailableNatural Gas AvailableWater Available Yrs Of Owner Prior To Leasing Re No Zoning R-1AA


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of DENIZ REALTY PARTNERS LLC: 407-704-0780.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-07T13:53:27.72.
 
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