9731 Chestnut Ridge Drive, Windermere, FL 34786
Local realty services provided by:Better Homes and Gardens Real Estate Atchley Properties
9731 Chestnut Ridge Drive,Windermere, FL 34786
$3,400,000
- 4 Beds
- 4 Baths
- 4,877 sq. ft.
- Single family
- Active
Listed by: monica lochmandy, michelle corbin
Office: isleworth realty llc.
MLS#:O6336655
Source:MFRMLS
Price summary
- Price:$3,400,000
- Price per sq. ft.:$552.76
- Monthly HOA dues:$1,224
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....
Contact an agent
Home facts
- Year built:1986
- Listing ID #:O6336655
- Added:237 day(s) ago
- Updated:April 11, 2026 at 12:11 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:4
- Flooring:Marble, Travertine
- Kitchen Description:Bar Fridge, Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Ice Maker, Kitchen/Family Room Combo, Microwave, Range, Range Hood, Refrigerator, Stone Counters, Trash Compactor, Water Filtration System, Water Purifier, Water Softener
- Bedroom Description:Primary Bedroom Main Floor, Walk-In Closet(s)
- Basement Description:Block
- Living area:4,877 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric, Natural Gas
- Central air:Yes
Structure and exterior
- Roof:Tile
- Year built:1986
- Building area:4,877 sq. ft.
- Lot area:0.54 Acres
- Lot Features:Landscaped, Near Golf Course, Paved
- Construction Materials:Block, Stucco
- Exterior Features:Balcony, Outdoor Grill, Rain Gutters
- Foundation Description:Block, Slab
- Levels:2 Story
Schools
- High school:Olympia High
- Middle school:Chain of Lakes Middle
- Elementary school:Windermere Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$3,400,000
- Price per sq. ft.:$552.76
- Tax amount:$19,867 (2024)
Features and amenities
- Appliances:Bar Fridge, Built-in Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Filtration System, Water Purifier, Water Softener
- Laundry features:Dryer, Laundry Room, Washer
- Amenities:BB/HS Internet Available, Cable Connected, Cable TV, Cathedral Ceiling(s), Ceiling Fans(s), Irrigation Equipment, Kitchen/Family Room Combo, Natural Gas Connected, Playground, Primary Bedroom Main Floor, Security, Stone Counters, Thermostat, Walk-In Closet(s)
- Pool features:Heated, In Ground, Private Pool, Self Cleaning
Parking
- Parking description:Attached Garage, Circular Driveway, Golf Cart Garage
- Garage:Yes
- Garage spaces:2
New listings near 9731 Chestnut Ridge Drive
- New
$770,000Active4 beds 4 baths2,742 sq. ft.910 Lascala Drive, WINDERMERE, FL 34786
MLS# O6397847Listed by: FLORIDA REALTY INVESTMENTS - New
$570,000Active4 beds 3 baths2,411 sq. ft.4627 Blue Major Drive, WINDERMERE, FL 34786
MLS# O6397778Listed by: DENIZ REALTY PARTNERS LLC - New
$4,450,000Active3 beds 5 baths5,004 sq. ft.9144 Isleworth Gardens Drive, WINDERMERE, FL 34786
MLS# O6397842Listed by: MEGAN DOWDY REALTY, LLC - New
$1,600,000Active0.32 Acres212 W 1st Avenue, WINDERMERE, FL 34786
MLS# S5147532Listed by: HOME WISE REALTY GROUP, INC. - Open Sat, 1 to 3pmNew
$1,150,000Active4 beds 3 baths3,181 sq. ft.2806 Windsor Hill Drive, WINDERMERE, FL 34786
MLS# O6385977Listed by: KELLER WILLIAMS REALTY AT THE PARKS - New
$3,150,000Active5 beds 7 baths6,335 sq. ft.6133 S Hampshire Court, WINDERMERE, FL 34786
MLS# O6397043Listed by: KEENE'S POINTE REALTY - New
$549,900Active3 beds 2 baths1,726 sq. ft.8520 Greenbank Boulevard, WINDERMERE, FL 34786
MLS# O6396673Listed by: WRA BUSINESS & REAL ESTATE - New
$1,130,000Active8 beds 5 baths4,830 sq. ft.6152 Golden Dewdrop Trail, WINDERMERE, FL 34786
MLS# O6396835Listed by: VESTI LLC - New
$1,700,000Active6 beds 5 baths4,572 sq. ft.5106 Tildens Grove Boulevard, WINDERMERE, FL 34786
MLS# O6397273Listed by: TARA MOORE REAL ESTATE - New
$479,000Active3 beds 3 baths1,531 sq. ft.7327 Millstone Street, WINDERMERE, FL 34786
MLS# O6397203Listed by: COMPASS FLORIDA LLC