9725 Chestnut Ridge Drive, WINDERMERE, FL

$29,000

Previous Next

7

Beds

7

Baths

8,000

Square feet

0.56

Acres

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

OfficeDOUGLAS ELLIMAN

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?