9725chestnutridgedrivewindermerefl34786

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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