About 9725 Chestnut Ridge Drive
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.
Features of 9725 Chestnut Ridge Drive
| MLS® # | O6436860 |
|---|---|
| Price | $29,000 |
| Bedrooms | 7 |
| Bathrooms | 7.00 |
| Full Baths | 5 |
| Half Baths | 2 |
| Square Footage | 8,000 |
| Acres | 0.56 |
| Year Built | 1999 |
| Type | Residential Lease |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 9725 Chestnut Ridge Drive |
|---|---|
| Area | Windermere |
| Subdivision | ISLEWORTH |
| City | WINDERMERE |
| County | Orange |
| State | FL |
| Zip Code | 34786-8945 |
Amenities
| 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) |
|---|---|
| Parking | Driveway, Garage Faces Side |
| # of Garages | 3 |
| View | Garden, Pool, Water |
| Is Waterfront | Yes |
| Waterfront | Waterfront, Pond |
| Has Pool | Yes |
Interior
| Interior 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 |
|---|---|
| Appliances | Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer |
| Heating | Central |
| Cooling | Central Air, Zoned |
| Fireplace | Yes |
| Fireplaces | Gas, Living Room, Master Bedroom |
| # of Stories | 2 |
Exterior
| Exterior Features | Fire Pit, French Doors, Outdoor Kitchen |
|---|---|
| Lot Description | Landscaped, Near Golf Course |
School Information
| Elementary | Windermere Elem |
|---|---|
| Middle | Chain of Lakes Middle |
| High | Olympia High |
Additional Information
| Date Listed | August 26th, 2026 |
|---|---|
| Days on Market | 5 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | DOUGLAS ELLIMAN |
|---|
