WINDERMERE, FL 34786 9725 CHESTNUT RIDGE DRIVE

9725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 19725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 29725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 3
52 more
9725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 49725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 59725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 69725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 79725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 89725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 99725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 109725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 119725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 129725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 139725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 149725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 159725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 169725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 179725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 189725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 199725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 209725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 219725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 229725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 239725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 249725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 259725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 269725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 279725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 289725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 299725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 309725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 319725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 329725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 339725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 349725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 359725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 369725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 379725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 389725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 399725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 409725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 419725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 429725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 439725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 449725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 459725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 469725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 479725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 489725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 499725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 509725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 519725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 529725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 539725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 549725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 559725 CHESTNUT RIDGE DRIVE WINDERMERE, FL - Image 56
Presented By: DOUGLAS ELLIMAN with 561-655-8600. - 305-695-6070
  • MLS# O6370294
  • 01/02/2026
  • Request Tour
  • Request Info
Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 7
  • Full/Half Baths • 5 / 2
  • SQFT • 8,000
  • Garage • 3

Home Details

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.
Presented By: DOUGLAS ELLIMAN with 561-655-8600. - 305-695-6070

Interior Features for 9725 CHESTNUT RIDGE DRIVE

Bedrooms

Total Bedrooms7

Bathrooms

Half Baths2
Total Baths7

Other Interior Features

LivingAreaSourceBuilder
Air Conditioning Y/NYes
Fireplace FeaturesGas, Living Room, Master Bedroom
Fireplace Y/NYes
FlooringPorcelain Tile, Travertine, Hardwood
Furnished Y/NFurnished
Heating Y/NYes
Interior AmenitiesBuilt-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
Laundry FeaturesLaundry Room
Total Stories2
Window FeaturesENERGY STAR Qualified Windows

General for 9725 CHESTNUT RIDGE DRIVE

Additional Parcels Y/NNo
Additional RoomsDen/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room
AppliancesBar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Assoc Fee Paid PerQuarterly
Association AmenitiesClubhouse, 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 Fee Includes24-Hour Guard, Community Pool, Maintenance Grounds, Manager, Pool Maintenance, Security
Association NameDan O'Connell
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINDERMERE
Community FeaturesPrivate Boat Ramp, Water Access, Waterfront, 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 MaterialsBlock, Stucco
CoolingCentral Air, Zoned
CountyOrange
DirectionsI-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.
Elementary SchoolWindermere Elem
Facing DirectionWest
Flood Zone CodeX
Flood Zone Code XY
Full Baths5
Garage Spaces3
Garage Y/NYes
HOA Fee$3129
HeatingCentral
High SchoolOlympia High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionISLEWORTH 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
LevelsThree Or More
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet24349
Lot Size UnitsSquare Feet
MLS Area34786 - Windermere
Middle/Junior High SchoolChain of Lakes Middle
Minimum Lease8-12 Months
Monthly HOA Amount1043
New ConstructionNo
Occupancy TypeVacant
OwnershipFee Simple
Patio/Porch FeaturesCovered, Enclosed, Rear Porch, Screened
Pets AllowedYes
Pool FeaturesHeated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
Property SubtypeSingle Family Residence
Property TypeResidential
RoofTile
STELLAR_InLawSuiteYNNo
Security FeaturesGated Community, Smoke Detector(s)
Senior Community Y/NNo
SewerSeptic Tank
Spa FeaturesHeated, In Ground
Standard StatusActive
StatusActive
Subdivision NameISLEWORTH
Tax Annual Amount29046.23
Tax Lot6
Tax Year2024
Total Rooms5
UtilitiesElectricity Connected, Water Connected
ViewGarden, Pool, Water
Virtual TourClick here
Virtual TourClick here
Water Access TypeLake - Chain of Lakes, Pond
Water Access Y/NYes
Water ViewPond
Water View Y/NYes
Waterfront FeaturesWaterfront, Pond
Year Built1999
ZoningP-D

Exterior for 9725 CHESTNUT RIDGE DRIVE

Building Area Total11952
Covered Spaces3
Exterior AmenitiesFire Pit, French Doors, Outdoor Kitchen
Foundation DetailsSlab
Lot FeaturesLandscaped, Near Golf Course
Lot Size Acres0.56
Lot Size Area24349
Parking FeaturesDriveway, Garage Faces Side
Private PoolYes
Road Frontage TypeStreet Paved
Road Surface TypePaved, Asphalt
SpaYes
VegetationMature Landscaping, Trees/Landscaped
Water SourcePublic
Waterfront Y/NYes

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $6,950,000
MLS#O6370294
List Date 01/02/2026
Property Type Single Family
Request Tour
Request Info
Visit My Website

Similar Properties to 9725 CHESTNUT RIDGE DRIVE

MLS® Disclaimer

MLS Logo Copyright © MFRMLS.com All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

33. Required DMCA Notice

DMCA Disclaimer

The Digital Millennium Copyright Act of 1998, 17 U.S.C. §512, the DMCA, provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owners behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.