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9725 Chestnut Ridge Drive

Windermere, FL 34786
  • $6,950,000
  • STATUS: Active
  • ON SITE: 21 Days
  • MLS #: O6370294
UPDATED: 53 min ago
$6,950,000
  • 7
    BEDS
  • 0.56
    ACRES
  • 5
    BATHS
  • 2
    1/2 BATHS
  • 8,000
    SQFT
  • $869
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1999
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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 independently verified. Listing information is provided for consumers 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. Data last updated 2026-01-24T06:48:38.907.
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9725 Chestnut Ridge Drive Windermere, FL 34786

  • Price: $6,950,000
  • Status: Active
  • On Site: 21 Days
  • Updated: 53 min ago
  • MLS #: O6370294
7
Beds
5
Baths
2
½ Baths
0.56
Acres
8,000
SQFT
$869
$/SQFT
1999
Built
Neighborhood:
Isleworth
County:
Orange
Area:
Windermere
Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High
Property Description
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.
Exterior Features

Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 3 Direction Faces West Exterior Features Fire PitFrench DoorsOutdoor Kitchen Foundation Details Slab Lot Features LandscapedNear Golf Course Open Parking YN Yes Parking Features DrivewayGarage Faces Side Patio And Porch Features CoveredEnclosedRear PorchScreened Pool Features HeatedIn GroundIndoorLapOutside Bath AccessScreen EnclosureTile Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type PavedAsphalt Roof Tile Spa Features HeatedIn Ground Spa YN Yes View GardenPoolWater Water Access Lake - Chain of LakesPond Water Access Yn Yes Water Extras Yn No Water View Pond Water View Yn Yes Waterfront Features WaterfrontPond Waterfront Feet Total 113 Waterfront Yn Yes

Interior Features

Additional Rooms Den/Library/OfficeFamily RoomFormal Living Room SeparateInterior In-Law Suite w/Private EntryMedia Room Appliances Bar FridgeBuilt-In OvenDishwasherDisposalDryerExhaust FanFreezerIce MakerMicrowaveRangeRange HoodRefrigeratorWasher Building Area Total 11952 Cooling Central AirZoned Cooling YN Yes Fireplace Features GasLiving RoomMaster Bedroom Fireplace Yn Yes Flooring Porcelain TileTravertineHardwood Furnished Furnished Heating Central Heating YN Yes Interior Features Built-in FeaturesCeiling Fan(s)ElevatorHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSkylight(s)Split BedroomStone CountersThermostatWalk-In Closet(s)Wet Bar Laundry Features Laundry Room Levels Three Or More Rooms Primary Bedroom (Breakfast BarWalk-In Closet(s)) Family Room (Bar) Sewer Septic Tank Stories Total 2 Water Source Public Window Features ENERGY STAR Qualified Windows

Property Features

Additional Lease Restrictions Per Isleworth Community Association 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. Approval Process Per Isleworth Community Association Association Amenities ClubhouseElevator(s)Fitness CenterGatedGolf CourseMaintenanceParkPickleball Court(s)PlaygroundPoolRacquetballRecreation FacilitiesSaunaSecuritySpa/Hot TubStorageTennis Court(s) Association Approval Required Yn Yes Association Fee 3129 Association Fee Frequency Quarterly Association Fee Includes 24-Hour GuardCommunity PoolMaintenance GroundsManagerPool MaintenanceSecurity Association Fee Monthly Amount 1043 Association Fee Requirement Required Association Yn Yes Cdd Yn No Community Features Private Boat RampWater AccessWaterfrontBuyer Approval RequiredClubhouseFitness CenterGated Community - GuardGolf Carts OKGolfNo Truck/RV/Motorcycle ParkingPlaygroundPoolRacquetballRestaurantTennis Court(s) Down Payment Resource No Flood Zone Code X Garage Yn Yes Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 8-12 Months New Construction Yn No Ownership Fee Simple Pet Restrictions Please call the association Pets Allowed Yes Property Sub Type Single Family Residence Security Features Gated CommunitySmoke Detector(s) Senior Community Yn No Special Listing Conditions None Tax Annual Amount 29046.23 Total Annual Fees 12516 Total Monthly Fees 1043 Utilities Electricity ConnectedWater Connected Yrs Of Owner Prior To Leasing Re No Zoning P-D


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of DOUGLAS ELLIMAN: 561-655-8600.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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 independently verified. Listing information is provided for consumers 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. Data last updated 2026-01-24T06:48:38.907.
 
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2530 SW 87 Ave
Miami FL, 33165