$1,600,000
5475 Lake Jessamine Drive
Orlando, FL 32839
Listing updated: June 27, 2026 at 10:08 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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 outfitted with custom cabinetry, granite countertops, stainless steel appliances, a premium Thermador range, and pot filler, anchoring the home’s main living space. A dedicated game room with a butler’s pantry adds another layer of flexibility and entertainment potential. The oversized primary suite offers a private retreat with panoramic water views, a large walk-in closet, dual granite vanities, soaking tub, and glass-enclosed walk-in shower. Outdoor living is elevated with a resort-style pool featuring LED lighting, an expansive entertainment area complete with refrigerator, firepit, and a projector with large screen, plus overhead misters for year-round comfort. A private dock provides direct access to the lake, allowing full enjoyment of its clean, recreational waters. Conveniently located just minutes from Downtown Orlando, major roadways, shopping, dining, and Orlando International Airport, this property offers a compelling blend of luxury, accessibility, and true Central Florida lakefront living.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history18 days on market
- Status: PendingMay 9, 2026
- Listed$1,600,000Apr 21, 2026
- Price increased$1,600,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 18
- Subdivision
- Lake Jessamine Shores/North Florida Shores
- County
- Orange
- Year built
- 1950
- Living area
- 4,388 sq ft
- Price/sq ft
- $365
- Building area
- 5,933 sq ft (Public Records)
- Lot size
- 262,299 sq ft
- Lot category
- 2 to less than 5
- Flood zone
- AE
- Garage
- 4 spaces
- Pool
- Private pool
- Annual taxes
- $15,162 (2025)
- Parcel #
- 23-23-29-0000-00-018
- Zoning
- R-1AA
- MLS #
- O6400165
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Brick, Wood
- Appliances
- Convection Oven, Cooktop, Dishwasher, Disposal, Refrigerator
- Interior 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)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- West
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 4
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway, Garage Door Opener, Guest, Oversized, Workshop in Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- LEASE RESTRICTIONS BASED ON ORANGE COUNTY REGULATIONS
Exterior & Construction
- Exterior features
- French Doors, Lighting, Rain Gutters
- Construction materials
- Block, Stucco, Frame
- Roof
- Shingle
- Foundation
- Crawlspace, Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Public
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 2 | First | 16x16 |
| Bedroom 3 | First | 12x11 |
| Bedroom 4 | First | 12x11 |
| Bonus Room | Second | 34x20 |
| Dining Room | First | 12x12 |
| Living Room | First | 27x25 |
| Kitchen | First | 23x22 |
| Primary Bedroom | First | 33x20 |
| Primary Bathroom | First | 25x15 |
| Laundry | First | 11x18 |
| Game Room | First | 19x24 |
Listing Details
- Listing date
- 2026-04-20
- On market date
- 2026-04-21
- Original list price
- $1,600,000
- Occupant type
- Owner
- MLS area
- 32839 - Orlando/Edgewood/Pinecastle
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-09
- Tax legal description
- N 125 FT OF E 2140 FT OF NW1/4 OF SEC 23-23-29 (LESS RD R/W)
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
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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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 27, 2026 at 10:08 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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