9731 Chestnut Ridge Dr, Windermere, FL 34786 | For Sale

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For Sale $3,400,000 ($697.15 per Sq Ft)

$3,400,000 ($697.15 per Sq Ft)
  • (0)
  • 4 Bedrooms
  • 4 Bathrooms
  • 4,877 Sq Ft
  • 23,624 Sq Ft

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.

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


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Expenses

Property Details

List Price $3,400,000
Property Type Single Family Homes
Usable Sqft 4,877
Number of Stories 2 stories
Parking Spots 2 spots
Year Built 1986
Last Sold Unknown
Sold Price Unknown
HOA Fees: $3672
Association Name: Dan O'Connell
Association Amenities: Cable TV, Playground, Security, 24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Security
APN # 162328389900070
MLS # O6336655
Property ID 319113866
Lot Sqft 23,624
Zoning P-D
Days on Market 216
Original List Price $3,400,000
Applicances 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%
Date Updated February 19, 2026
Date Created July 30, 2025
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Listing Provided By

Monica Lochmandy an agent of ISLEWORTH REALTY LLC.


© 2026 STELLAR MLS. All rights reserved. Some listings on this website are from STELLAR as of February 19, 2026 The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.



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