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9725 Chestnut Ridge Drive, Windermere, FL

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$6,950,000

($869/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
Property Details
Additional Information
Additional Lease Restrictions
Per Isleworth Community Association
Additional Parcels YN
false
Additional Rooms
Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room
Alternate Key Folio Num
282316389900060
Amenities Additional Fees
Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club.
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Approval Process
Per Isleworth Community Association
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)
Association Approval Required YN
1
Association Email
dan.oconnell@Isleworth.com
Association Fee
3129
Association Fee Frequency
Quarterly
Association Fee Includes
Guard - 24 Hour, Pool, Maintenance Grounds, Management, Security
Association Fee Requirement
Required
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
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
868.75
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)
Construction Materials
Block, Stucco
Cooling
Central Air, Zoned
Country
US
Current Price
6950000.00
Direction Faces
West
Elementary School
Windermere Elem
Exterior Features
Fire Pit, French Doors, 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
Foundation Details
Slab
Furnished
Furnished
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
true
Internet Consumer Comment YN
true
Internet Entire Listing Display YN
true
Laundry Features
Laundry Room
Lease Restrictions YN
1
Levels
Three Or More
List AOR
Orlando Regional
Living Area Meters
743.22
Living Area Source
Builder
Living Area Units
Square Feet
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
2026-01-02T12:09:09.307Z
Monthly HOA Amount
1043.00
New Construction YN
false
Occupant Type
Vacant
Other Equipment
Fire Pit
Ownership
Fee Simple
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
Public Remarks
Private showings are easily accommodated, including same-day requests. Newly renovated and fully turnkey, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8, 000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same-day requests.
Public Survey Range
28
Public Survey Section
16
RATIO Current Price By Calculated SqFt
868.75
Road Surface Type
Asphalt
Roof
Tile
Room Count
5
Security Features
Gated Community, Smoke Detector(s)
Senior Community YN
false
Sewer
Septic Tank
Showing Requirements
Appointment Only, Call Listing Agent, ShowingTime
Spa Features
Heated, In Ground
Spa YN
true
Status Change Timestamp
2026-01-02T05:14:07.000Z
Stories Total
2
Tax Annual Amount
29046.23
Tax Block
00
Tax Book Number
16-118
Tax Legal Description
ISLEWORTH 16/118 LOT 6 & BEG NW COR OF SAID LOT 6 TH S 63 DEG E 85 FT N 76 DEG E39.14 FT N 63 DEG W 113.43 FT S 30 DEGW 25.29 FT TO POB & BEG AT WLY MOST COROF LOT 4 TH N33-00-00E ALONG WLY LINE OFLOT 4 10.06 FT TH N63-04-56W 133.88 FTTH S30-16-40W 1 0.02 FT TO NELY LINE OF LANDS DESC IN 5925/4062 TH S63-04-56E 133.40 FT TO POB
Tax Lot
6
Tax Year
2024
Total Acreage
1/2 to less than 1
Total Annual Fees
12516.00
Total Monthly Fees
1043.00
Township
23
Universal Property Id
US-12095-N-162328389900060-R-N
Unparsed Address
9725 CHESTNUT RIDGE DR
Utilities
Electricity Connected, Water Connected
Vegetation
Mature Landscaping, Trees/Landscaped
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
Zoning
P-D
Neighborhood Map
Popup

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MLS #MFRO6370294 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 1/2/26 3:05 PM) |

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