Property Description

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.

Features
: In Ground, Lighting, Heated, Self Cleaning
: Central, Electric, Natural Gas
: Central Air, Zoned
: Circular Driveway, Golf Cart Garage
Balcony, Outdoor Grill, Rain Gutters
Marble, Travertine
Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Room
1
Septic Tank
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Filtration System, Water Purifier, Water Softener
Address Map
US
FL
Orange
Windermere
ISLEWORTH
34786
CHESTNUT RIDGE
9731
DRIVE
W82° 28' 38.4''
N28° 29' 34.1''
P-D
Northeast
I-4 to Conroy Windermere Road west to Isleworth subdivision. Stay straight on Isleworth Country Club Drive. Turn right on Latrobe, turn right on Chestnut Ridge Drive. Estate will be on the Right.
34786 - Windermere
Neighborhood
Windermere Elem
Olympia High
Chain of Lakes Middle
MLS Addon
ISLEWORTH REALTY LLC
Monica Lochmandy
Additional Information
LAKE BUTLER CHAIN OF LAKES
Cable TV,Playground,Security
1
6151
Community Mailbox, Gated Community - No Guard, Golf Carts OK, Golf, Playground, Street Lights
Block, Stucco
Block, Slab
2
Two
Landscaped, Near Golf Course, Paved
2025-08-16
2
Public
Financial
3129
Quarterly
Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Security
1
19866.86
Listing Information
Michelle Corbin
ISLEWORTH REALTY LLC
Stellar
261222137
261013260
261067417
261013260
Cash,Conventional
Active
2025-08-17T10:48:22Z
None
2025-08-16T22:25:06Z

Residential For Sale

9731 Chestnut Ridge Dr, Windermere, Florida 34786

0.54 Acre
$3,400,000
Listing ID #O6336655
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : O6336655
Price : $3,400,000
View : Pool
Year Built : 1986
Lot Area : 0.54 Acre
Status : Active
Listing Status : Active
Full Bathrooms : 4
Property Sub Type : Single Family Residence
Roof : Tile
Agent info
Property Outlet LLC
13574 VILLAGE PARK DR
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