LKV Realty
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$3,400,000
$7,200Reward *
9731 CHESTNUT RIDGE Drive, Windermere, FL 34786Listing ID O6336655

9731 CHESTNUT RIDGE Drive, Windermere, FL 34786

Active
ISLEWORTH
Time on site: 382 daysLast updated: Apr 8, 2026
Property Type
Property Type
Residential
Property Sub Type
Property Sub Type
Single Family Residence
Bedrooms
Bedrooms
4
Bathrooms
Bathrooms
4
Square Feet
Square Feet
6,151
Acres
Acres
0.54
Days on Site
Days on Site
382
Cooling
Cooling
Central Air, Zoned, Ceiling Fan(s)
Heating
Heating
Central, Electric, Natural Gas
Year Built
Year Built
1986
Stories
Stories
2
Garages
Garages
2
Parking
Parking
Circular Driveway, Golf Cart Garage

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.

Property Information

Property Details

Location

Address
9731 CHESTNUT RIDGE Drive
County
Orange
City
Windermere
Zip Code
34786
Subdivision
ISLEWORTH
High School
Olympia High
Elementary School
Windermere Elem
MLS Area
34786 - Windermere

Interior Features

Beds and Baths

Bedrooms
4
Full Bathrooms
4

Building

Building Information

Square Feet
6,151
Year Built
1986
Stories
2
Construction
Block, Stucco
Foundation
Block, Slab
Roof
Tile

Financial

Special Conditions
None

Property Taxes

Tax Annual Amount
$19,867
Tax Year
2024

Homeowner Association

HOA Fee
$3,672
HOA Fee Frequency
Quarterly
ISLEWORTH REALTY LLC, (407) 909-9000

Market Report for 34786

* The market data shown is based on available information from Multiple Listing Service (MLS) and/or public records. Data provided is for informational and educational purposes only and may not represent the full housing market. For more accurate information, consumers should consult a certified appraiser or licensed real estate agent.

*Average of $2,150 in rewards is calculated based on the purchase or sale of a home between $400,000 to $449,000. The median home price for all housing types is in the United States is $405,400 as of 2025 as reported by the National Association of Realtors® (NAR). The actual reward amount may vary depending on the purchase or sales price of the home. Please see the Lakeview Home Rewards program terms and conditions for more details. The National Association of Realtors® is a registered trademark of the National Association of Realtors®.

Source: Stellar MLS
Stellar MLS logo

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

For corrections to this data please contact Brytecore MLS Support.

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