9731 Chestnut Ridge Dr Windermere, FL 34786
Lake Tibet NeighborhoodEstimated payment $21,244/month
Highlights
- Golf Course Community
- Access To Chain Of Lakes
- Gated Community
- Windermere Elementary School Rated A
- Heated In Ground Pool
- Marble Flooring
About This Home
Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below. Travertine floors flow seamlessly into the gourmet kitchen appointed with stainless steel appliances, a sunlit casual dining space, and direct access to both the intimate family room and an outdoor balcony for effortless indoor-outdoor living. Also on the primary level, the serene master suite offers a separate access to the terrace along with a luxuriously updated bath, and dual closets. Completing the primary level is a richly detailed wood-paneled office and a well-appointed laundry room, adding both warmth and function. The home’s thoughtful layout places the secondary bedrooms on the lower level, ensuring privacy and comfort for family or guests. Here, glass doors open to the multi-level terrace that gracefully surrounds the sparkling pool and spa, featuring generous deck space for year-round lounging and entertaining under the Florida sun. Offering an exceptional combination of timeless design, resort-inspired grounds, and a premier location within the gates, this remarkable residence is truly a sanctuary to call home.
Listing Agent
ISLEWORTH REALTY LLC Brokerage Phone: 407-909-9000 License #3237911 Listed on: 08/16/2025
Co-Listing Agent
ISLEWORTH REALTY LLC Brokerage Phone: 407-909-9000 License #3418089
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $19,867
Year Built
- Built in 1986
Lot Details
- 23,624 Sq Ft Lot
- Northeast Facing Home
- Landscaped
- Irrigation Equipment
- Property is zoned P-D
HOA Fees
- $1,224 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Circular Driveway
- Golf Cart Garage
Home Design
- Block Foundation
- Slab Foundation
- Tile Roof
- Block Exterior
- Stucco
Interior Spaces
- 4,877 Sq Ft Home
- 2-Story Property
- Bar Fridge
- Cathedral Ceiling
- Ceiling Fan
- Family Room Off Kitchen
- Living Room
- Dining Room
- Home Office
- Pool Views
Kitchen
- Built-In Oven
- Range with Range Hood
- Recirculated Exhaust Fan
- Microwave
- Ice Maker
- Dishwasher
- Stone Countertops
- Trash Compactor
- Disposal
Flooring
- Marble
- Travertine
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
- 4 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Home Security
- Home Security System
- Security Lights
- Fire and Smoke Detector
Pool
- Heated In Ground Pool
- Heated Spa
- In Ground Spa
- Pool is Self Cleaning
- Pool Lighting
Outdoor Features
- Access To Chain Of Lakes
- Balcony
- Outdoor Grill
- Rain Gutters
Location
- Property is near golf course
Schools
- Windermere Elementary School
- Chain Of Lakes Middle School
- Olympia High School
Utilities
- Zoned Heating and Cooling
- Heating System Uses Natural Gas
- Thermostat
- Natural Gas Connected
- Water Filtration System
- Gas Water Heater
- Water Purifier
- Water Softener
- Septic Tank
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 7 / 3899
- Assessor Parcel Number 16-23-28-3899-00-070
Community Details
Overview
- Association fees include 24-Hour Guard, cable TV, escrow reserves fund, internet, ground maintenance, maintenance, security
- Dan O'connell Association, Phone Number (407) 909-2071
- Isleworth Subdivision
- The community has rules related to allowable golf cart usage in the community
Amenities
- Community Mailbox
Recreation
- Golf Course Community
- Community Playground
Security
- Security Service
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2026 | $20,528 | $1,302,941 | -- | -- |
| 2025 | $20,528 | $1,302,941 | -- | -- |
| 2024 | $18,529 | $1,268,686 | -- | -- |
| 2023 | $18,529 | $1,197,020 | $0 | $0 |
| 2022 | $17,996 | $1,162,155 | $0 | $0 |
| 2021 | $17,784 | $1,128,306 | $0 | $0 |
| 2020 | $16,963 | $1,112,728 | $0 | $0 |
| 2019 | $17,529 | $1,087,711 | $0 | $0 |
| 2018 | $17,407 | $1,067,430 | $0 | $0 |
| 2017 | $17,221 | $1,251,601 | $475,000 | $776,601 |
| 2016 | $17,198 | $1,230,586 | $475,000 | $755,586 |
| 2015 | $17,503 | $1,173,078 | $475,000 | $698,078 |
| 2014 | $17,675 | $1,059,039 | $425,000 | $634,039 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/16/2025 08/16/25 | For Sale | $3,400,000 | -- | $697 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,250,000 | Attorney | |
| Warranty Deed | -- | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,125,000 | Seller Take Back | |
| Previous Owner | $0 | New Conventional | |
| Previous Owner | $130,000 | Credit Line Revolving | |
| Previous Owner | $524,000 | New Conventional |
Source: Stellar MLS
MLS Number: O6336655
APN: 16-2328-3899-00-070
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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- 516 Jennifer Ln
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Ask me questions while you tour the home.