9725 Chestnut Ridge Dr Windermere, FL 34786
Lake Tibet NeighborhoodEstimated payment $39,161/month
Highlights
- 113 Feet of Pond Waterfront
- Golf Course Community
- Heated Indoor Pool
- Windermere Elementary School Rated A
- Fitness Center
- Media Room
About This Home
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.
Listing Agent
DOUGLAS ELLIMAN Brokerage Phone: 305-695-6070 License #3311098 Listed on: 01/02/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $29,046
Year Built
- Built in 1999
Lot Details
- 0.56 Acre Lot
- 113 Feet of Pond Waterfront
- West Facing Home
- Mature Landscaping
- Landscaped with Trees
- Property is zoned P-D
HOA Fees
- $1,043 Monthly HOA Fees
Parking
- 3 Car Attached Garage
- Side Facing Garage
- Driveway
Property Views
- Pond
- Garden
- Pool
Home Design
- Slab Foundation
- Tile Roof
- Block Exterior
- Stucco
Interior Spaces
- 8,000 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Wet Bar
- Furnished
- Built-In Features
- Bar Fridge
- High Ceiling
- Ceiling Fan
- Skylights
- Gas Fireplace
- ENERGY STAR Qualified Windows
- French Doors
- Family Room Off Kitchen
- Living Room with Fireplace
- Media Room
- Den
- Fire and Smoke Detector
Kitchen
- Breakfast Bar
- Walk-In Pantry
- Built-In Oven
- Range with Range Hood
- Recirculated Exhaust Fan
- Microwave
- Freezer
- Ice Maker
- Dishwasher
- Wolf Appliances
- Stone Countertops
- Disposal
Flooring
- Wood
- Tile
- Travertine
Bedrooms and Bathrooms
- 7 Bedrooms
- Primary Bedroom on Main
- Fireplace in Primary Bedroom
- Split Bedroom Floorplan
- Walk-In Closet
- In-Law or Guest Suite
- Soaking Tub
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- Heated Indoor Pool
- Screened Pool
- Heated Lap Pool
- Heated In Ground Pool
- Heated Spa
- In Ground Spa
- Fence Around Pool
- Outside Bathroom Access
- Pool Tile
Outdoor Features
- Access To Pond
- Access To Chain Of Lakes
- Enclosed Patio or Porch
- Outdoor Kitchen
Location
- Property is near golf course
Schools
- Windermere Elementary School
- Chain Of Lakes Middle School
- Olympia High School
Utilities
- Zoned Heating and Cooling
- Thermostat
- Septic Tank
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 6
- Assessor Parcel Number 16-23-28-3899-00-060
Community Details
Overview
- Association fees include 24-Hour Guard, pool, ground maintenance, management, security
- Dan O'connell Association, Phone Number (407) 909-2071
- Isleworth Subdivision
- On-Site Maintenance
- The community has rules related to allowable golf cart usage in the community, no truck, recreational vehicles, or motorcycle parking
Amenities
- Restaurant
- Sauna
- Clubhouse
- Community Storage Space
- Elevator
Recreation
- Golf Course Community
- Tennis Courts
- Pickleball Courts
- Racquetball
- Recreation Facilities
- Community Playground
- Fitness Center
- Community Pool
- Community Spa
- Park
Security
- Security Guard
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $42,817 | $2,588,050 | $725,000 | $1,863,050 |
| 2024 | $27,092 | $2,502,090 | $725,000 | $1,777,090 |
| 2023 | $27,092 | $1,740,289 | $0 | $0 |
| 2022 | $26,331 | $1,689,601 | $0 | $0 |
| 2021 | $26,031 | $1,640,389 | $475,000 | $1,165,389 |
| 2020 | $24,860 | $1,619,460 | $0 | $0 |
| 2019 | $25,701 | $1,583,050 | $0 | $0 |
| 2018 | $25,526 | $1,553,533 | $0 | $0 |
| 2017 | $25,262 | $1,605,397 | $475,000 | $1,130,397 |
| 2016 | $25,243 | $1,574,569 | $475,000 | $1,099,569 |
| 2015 | $25,691 | $1,540,282 | $475,000 | $1,065,282 |
| 2014 | $25,929 | $1,468,180 | $425,000 | $1,043,180 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 01/02/2026 01/02/26 | For Sale | $6,950,000 | -- | $869 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $3,100,000 | None Listed On Document | |
| Warranty Deed | $1,150,000 | -- | |
| Warranty Deed | $275,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $945,000 | No Value Available | |
| Open | $2,170,000 | New Conventional | |
| Previous Owner | $233,750 | New Conventional |
Source: Stellar MLS
MLS Number: O6370294
APN: 16-2328-3899-00-060
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Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.