5475 Lake Jessamine Drive
ORLANDO, FL 32839
4
Bed
4
Bath
4,388Sqft
3Acres(Lot)
Under contract-accepting backup offers. Positioned on the coveted shores of Lake Jessamine—widely regarded as one of Orlando’s premier private lakes for its exceptional water quality and elite-level boating, skiing, and wakeboarding—this expansive lakefront estate delivers a rare combination of scale, privacy, and true lifestyle appeal. Set on approximately 3 acres of high and dry land, the property features a semi-circular driveway, 4-car garage, and a thoughtfully designed floor plan oriented to capture sweeping lake views from the kitchen, living room, primary suite, and an additional bedroom. The dining room and living room are seamlessly connected and flow directly into the kitchen, creating an open, functional layout ideal for both everyday living and entertaining. The kitchen is out
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 4Bathroom Information
Total Baths: 4 Full Baths: 3 Half Baths: 1Interior Features
Ceiling Fans(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s) Roof: Shingle Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Refrigerator Laundry Features: Inside, Laundry RoomRoofing Information
Shingle -
Flooring Information
Flooring: Brick, Wood Construction Materials: Block, Stucco, Frame -
Heating & Cooling
Heating: Central Cooling: Central Air Water front: 1 WaterSource: Public
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Building Information
Year Built: 1950 -
Exterior Features
French Doors, Lighting, Rain Gutters Construction Materials: Block, Stucco, Frame Foundation Details: Crawlspace, Slab -
Pool Features
Private Pool: 1 Gunite, Heated, In Ground
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Lot Information
Lot Description: In County, Landscaped, Oversized Lot, Unincorporated Lot Square Feet: 262299 Lot Acres: 3 Lot Size (SqMt): 24368Property Information
Property Type: Residential Sub Type: Single Family Residence
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Listing Price Information
Original List Price:$1600000
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Tax Information
Tax Block: 18 Tax Book Number: 32839 Tax Lot: 18 Tax Legal Description: N 125 FT OF E 2140 FT OF NW1/4 OF SEC 23-23-29 (LESS RD R/W) Annual Tax: $15161.87 Tax Year: 2025 Parcel Number: 23-23-29-0000-00-018
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Virtual Tour
Parking Information
Circular Driveway, Driveway, Garage Door Opener, Guest, Oversized, Workshop in GarageGarage Information
Has Garage: Yes Garage Space: 4 Garage Dimensions: 40x20
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School Information
Elementary School: Lancaster Elem Junior High School: Judson B Walker Middle Senior High School: Oak Ridge High -
Utility Information
BB/HS Internet Available, Cable Available, Public Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: LAKE JESSAMINE SHORES/NORTH FLORIDA SHORES City: ORLANDO Direction: Starting from I-4 Express, take exit toward US-441 / Orange Blossom Trail. Merge onto Orange Blossom Trail (US-441) and head south. Continue for about 1.5 miles and then turn left onto Lake Jessamine Drive, follow the road to the property.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 5205 Chenault Avenue, Orlando, FL, 32839 | $415,000 | 3 | 2 | 1,374 | 1,374 SqFt |
| 5418 Chenault Avenue, Orlando, FL, 32839 | $419,900 | 3 | 2 | 1,556 | 1,556 SqFt |
| 5320 Brereton Avenue, Orlando, FL, 32839 | $350,000 | 3 | 2 | 1,468 | 1,468 SqFt |
| 5409 Stratemeyer Drive, Orlando, FL, 32839 | $450,000 | 3 | 2 | 1,554 | 1,554 SqFt |
| 5769 Rockwood Avenue, Orlando, FL, 32839 | $607,000 | 3 | 2 | 1,602 | 1,602 SqFt |
| 5400 Kenmore Lane, Orlando, FL, 32839 | $1,395,000 | 3 | 4 | 3,362 | 3,362 SqFt |
| 4515 Bradley Avenue, Orlando, FL, 32839 | $500,000 | 4 | 3 | 1,852 | 1,852 SqFt |
| 5526 Parkdale Drive, Orlando, FL, 32839 | $1,599,999 | 5 | 5 | 4,389 | 4,389 SqFt |
| 5716 Moonlight Circle, Orlando, FL, 32839 | $665,000 | 3 | 2 | 1,748 | 1,748 SqFt |
| 644 Viscaya Avenue, Orlando, FL, 32839 | $479,900 | 4 | 2 | 1,727 | 1,727 SqFt |
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ByOwner last updated this listing 06/17/2026 @ 18:20
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