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9725 Chestnut Ridge Drive, Windermere, FL

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$29,000

($4/sqft)

List Status: Active
9725 Chestnut Ridge Drive
Windermere, FL 34786


7 beds
5 baths
8000 living sqft
Top Features
  • Frontage: Pond
  • View: Water, Garden, Pool
  • Subdivision: Isleworth
  • Built in  1999
  • Single Family Residence
Description
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
Property Features
Property Sub Type
Single Family Residence
View
Water, Garden, Pool
Frontage
Pond
Parking
Garage Faces Side, Driveway
Pool
Screen Enclosure, Heated, Outside Bath Access, Tile, Lap, Indoor, In Ground
County
Orange
Subdivision
ISLEWORTH
Additional Information
Additional Applicant Fee
100
Additional Rooms
Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Application Fee
500
Association Amenities
Clubhouse, Elevators, Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)
Association Approval Required YN
1
Association Fee Requirement
Required
Association YN
true
Attached Garage YN
true
Availability Date
2026-09-01
Bathrooms Total Integer
7
Building Area Source
Builder
Building Area Total
11952
Building Area Total Srch SqM
1110.38
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
3.63
Carport YN
false
Community Features
Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s)
Cooling
Central Air, Zoned
Country
US
Current Price
29000.00
Direction Faces
West
Elementary School
Windermere Elem
Exterior Features
Fire Pit, Outdoor Kitchen
Fireplace Features
Gas, Living Room, Primary Bedroom
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0385F
Flooring
Tile, Travertine, Wood
Furnished
Unfurnished
Garage Spaces
3
Garage YN
true
Heating
Central
High School
Olympia High
Interior Features
Built-in Features, Ceiling Fans(s), Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
true
Internet Entire Listing Display YN
true
Laundry Features
Laundry Room
Lease Amount Frequency
Monthly
Lease Term
Twenty Four Months
Levels
Three Or More
List AOR
Orlando Regional
Living Area Meters
743.22
Living Area Source
Builder
Living Area Units
Square Feet
Long Term YN
1
Lot Features
Landscaped, Near Golf Course, Paved
Lot Size Acres
0.56
Lot Size Square Feet
24349
Lot Size Square Meters
2262
Middle Or Junior School
Chain of Lakes Middle
Minimum Lease
8-12 Months
Modification Timestamp
2026-08-27T05:01:26.387Z
New Construction YN
false
Occupant Type
Vacant
Other Equipment
Fire Pit
Owner Pays
Trash Collection
Parcel Number
16-23-28-3899-00-060
Patio And Porch Features
Covered, Enclosed, Rear Porch, Screened
Pet Restrictions
Please call the association
Pets Allowed
Yes
Pool Private YN
true
Postal Code Plus 4
8945
RATIO Current Price By Calculated SqFt
3.63
Road Surface Type
Asphalt
Room Count
5
Security Deposit
29000
Security Features
Gated Community, Smoke Detector(s)
Senior Community YN
false
Sewer
Septic Tank
Showing Requirements
Appointment Only, Call Listing Agent, Listing Agent Must Accompany, ShowingTime
Spa Features
Heated, In Ground
Spa YN
true
Status Change Timestamp
2026-08-26T20:19:43.000Z
Stories Total
2
Tenant Pays
Cleaning Fee, Re-Key Fee
Terms Of Lease
1st Last and Sec Dep Required
Total Annual Fees
0.00
Total Monthly Fees
0.00
Universal Property Id
US-12095-N-162328389900060-R-N
Unparsed Address
9725 CHESTNUT RIDGE DR
Utilities
Electricity Connected, Water Connected
Water Access
Lake - Chain of Lakes, Pond
Water Access YN
1
Water Frontage Feet Pond
113
Water Source
Public
Water View
Pond
Water View YN
1
Waterfront Feet Total
113
Waterfront YN
true
Window Features
Skylight(s), ENERGY STAR Qualified Windows
Neighborhood Map
Popup

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MLS #MFRO6436860 Listing courtesy of Douglas Elliman provided by Stellar MLS.



All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 8/27/26 1:42 AM) |

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