Login

9731 Chestnut Ridge Drive, Windermere, FL 34786

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

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1986
  • Listing ID #:O6336655
  • Added:227 day(s) ago
  • Updated:April 01, 2026 at 12:04 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
MLS LogoThe information being provided by Stellar Mls is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Stellar Mls. CENTURY 21 Affiliates is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of CENTURY 21 Affiliates, a broker participant of Stellar Mls. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Stellar Mls and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2026 Stellar Mls. All rights reserved.

New listings near 9731 Chestnut Ridge Drive