9725chestnutridgedrivewindermerefl34786
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7 Beds
5 Full baths
8,000SqFt
Active
A rare opportunity to lease a beautifully renovated residence within Isleworth, offering exceptional space, privacy, comfort, and an elevated Central Florida lifestyle. Newly renovated and exceptionally private, this sophisticated Isleworth residence offers approximately 8,000 square feet of beautifully designed living space, combining refined luxury with the comfort and functionality of an exceptional home. Rich walnut cabinetry and custom wood detailing bring warmth and character throughout, while elegant living spaces, a fireplace, and wine cellar create an inviting setting for both everyday living and entertaining. At the heart of the home, the impressive chef’s kitchen features Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, steam oven, dual dishwashers, and a discreet hidden pantry. Two separate laundry areas add convenience for a residence of this scale. The flexible floor plan includes six bedrooms, a dedicated office, and a bonus room with a closet that may serve as an additional bedroom, guest suite, fitness room, or private retreat. Five full and two half baths are beautifully finished with a calm, contemporary aesthetic, while an elevator provides effortless access between levels. Outdoors, complete privacy and peaceful pond views create a wonderful sense of retreat. A gas-heated pool and spa, expansive outdoor living areas, and summer kitchen provide an ideal setting for relaxing, dining, and entertaining year-round. The residence also features four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors. Private showings are easily accommodated, including same-day requests.
Property Details | ||
|---|---|---|
| Price | $29,000 | |
| Bedrooms | 7 | |
| Full Baths | 5 | |
| Half Baths | 2 | |
| Lot Size Area | 24349 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.56 | |
| Property Type | Rental | |
| Sub type | SingleFamilyResidence | |
| MLS Sub type | Single Family Residence | |
| Features | Built-in Features, Ceiling Fan(s), Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar | |
| Exterior Features | Fire Pit, French Doors, Outdoor Kitchen | |
| Year Built | 1999 | |
| Subdivision | ISLEWORTH | |
| View | Garden, Pool, Water | |
| Heating | Central | |
| Lot Description | Landscaped, Near Golf Course | |
| Laundry Features | Laundry Room | |
| Pool features | Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile | |
| Parking Description | Driveway, Garage Faces Side | |
| Garage spaces | 3 | |
| Association Name | Dan O'Connell | |
| Association Amenities | Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s) | |
Geographic Data | ||
| Directions | I-4 to Conroy Windermere Road west to Isleworth Golf and Country Club which will be on the left, turn right onto Latrobe Drive and next right onto Chestnut Ridge Drive, the home will be situated on the right. | |
| County | Orange | |
| Latitude | 28.49262 | |
| Longitude | -81.522242 | |
| Market Area | 34786 - Windermere | |
Address Information | ||
| Address | 9725 CHESTNUT RIDGE DRIVE, WINDERMERE, FL 34786 | |
| Postal Code | 34786 | |
| City | WINDERMERE | |
| State | FL | |
| Country | United States | |
Listing Information | ||
| Listing Office | DOUGLAS ELLIMAN | |
| Listing Agent | Dianna Desboyaux | |
| Virtual Tour URL | https://www.propertypanorama.com/instaview/stellar/O6436860 | |
School Information | ||
| Elementary School | Windermere Elem | |
| Middle School | Chain of Lakes Middle | |
| High School | Olympia High | |
MLS Information | ||
| Days on market | 0 | |
| MLS Status | Active | |
| Listing Date | Aug 26, 2026 | |
| Listing Last Modified | Aug 27, 2026 | |
| Tax ID | 162328389900060 | |
| MLS Area | 34786 - Windermere | |
| MLS # | O6436860 | |
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