9731 Chestnut Ridge Drive Windermere, FL 34786
Listing Courtesy of: MLS LogoSTELLAR / Isleworth Realty LLC - Contact:  407-909-9000

  9731 Chestnut Ridge Drive Windermere, FL 34786

Active (31 Days)
$3,400,000
4
BED
4
BATH
4,877
SQFT

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.

MLS #:
O6336655
Taxes
$19,867(2024)
Lot Size
0.54 acres
Type
Single-Family Home
Year Built
1986
Views
Pool
County
Orange County

Listed By

Monica Lochmandy, Isleworth Realty LLC, Contact: 407-909-9000
Source
STELLAR
Last checked Sep 16 2025 at 7:24 PM EDT
Bathroom Details
  • Full Bathrooms: 4
Interior Features
  • Stone Counters
  • Kitchen/Family Room Combo
  • Walk-In Closet(s)
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Appliances: Disposal
  • Appliances: Range Hood
  • Appliances: Microwave
  • Appliances: Range
  • Cathedral Ceiling(s)
  • Appliances: Dryer
  • Appliances: Built-In Oven
  • Appliances: Exhaust Fan
  • Appliances: Trash Compactor
  • Appliances: Ice Maker
  • Appliances: Gas Water Heater
  • Appliances: Bar Fridge
  • Thermostat
  • Appliances: Water Softener
  • Appliances: Water Purifier
  • Appliances: Water Filtration System
  • Primary Bedroom Main Floor
Subdivision
  • Isleworth
Lot Information
  • Near Golf Course
  • Paved
  • Landscaped
Property Features
  • Foundation: Slab
  • Foundation: Block
Heating and Cooling
  • Central
  • Electric
  • Natural Gas
  • Zoned
  • Central Air
Pool Information
  • In Ground
  • Heated
  • Lighting
  • Self Cleaning
Homeowners Association Information
  • Dues: $3129/Quarterly
Flooring
  • Marble
  • Travertine
Exterior Features
  • Block
  • Stucco
  • Roof: Tile
Utility Information
  • Utilities: Cable Connected, Water Connected, Water Source: Public, Bb/Hs Internet Available, Electricity Connected, Natural Gas Connected
  • Sewer: Septic Tank
School Information
  • Elementary School: Windermere Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High
Parking
  • Circular Driveway
  • Golf Cart Garage
Stories
  • 2
Living Area
  • 4,877 sqft
Additional Information: Isleworth Realty LLC | 407-909-9000
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 9/16/25 12:24