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9731 Chestnut Ridge Drive, Windermere, FL 34786

Windermere
Local realty services provided by:CENTURY 21 Results
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...

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Home facts

  • Year built:1986
  • Listing ID #:O6336655
  • Added:211 day(s) ago
  • Updated:March 16, 2026 at 12:06 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
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