Get new listings emailed daily! JOIN SIGN IN
Martie Mitchell
REALTOR®, e-Pro, CRS, ABR
Cell: (386) 310-3166
Facebook Icon LinkedIn Icon YouTube Icon Instagram Icon Realtor.com Icon Zillow Icon Twitter Icon 
Refine Search

9731 Chestnut Ridge Drive, Windermere, FL 34786

$3,400,000
  • 9731 Chestnut Ridge Drive, Windermere, FL 34786 Main Photo

57 Total Photos [Click to View All]

Active
BEDS4 BATHS4 full SQUARE FEET4,877 MLS#O6336655
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONISLEWORTH

Property 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.

9731 Chestnut Ridge Drive | MLS# O6336655

This single family home located at 9731 Chestnut Ridge Drive, Windermere, FL 34786 is currently listed for sale with an asking price of $3,400,000. This property was built in 1986 and has 4 bedrooms and 4 full baths with 4877 sq. ft. Chestnut Ridge Drive is located in the ISLEWORTH subdivision. Search ISLEWORTH real estate on www.welcomehomedaytona.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Garage: 2 car attached
Heating: Central, Electric, Natural Gas
Lot Size: 0.54 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $19,866
Year Built: 1986

Amenities

Cathedral Ceiling(s)
Ceiling Fans(s)
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Stone Counters
Thermostat
Walk-In Closet(s)
Balcony
Outdoor Grill
Rain Gutters

Feature Descriptions

Appliances: 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
Association Amenities: Cable TV, Playground, Security
Body of Water: LAKE BUTLER CHAIN OF LAKES
Community Features: Community Mailbox, Gated Community - No Guard, Golf Carts OK, Golf, Playground, Street Lights
Days on Site: 200
Directions: I-4 to Conroy Windermere Road west to Isleworth subdivision. Stay straight on Isleworth Country Club Drive. Turn right on Latrobe, turn right on Chestnut Ridge Drive. Estate will be on the Right.
Exterior: Block, Stucco
Flood Zone Code: X
Flooring: Marble, Travertine
Foundation: Block, Slab
HOA Fee: 3672/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Landscaped, Near Golf Course, Paved
Lot Dimensions: 0.54
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Circular Driveway, Golf Cart Garage
Parking Notes: Circular Driveway, Golf Cart Garage
Pets Allowed: Breed Restrictions
Pets Restrictions: Per Orange County breed restrictions, number limits and leash laws.
Pool: Heated, In Ground, Lighting, Self Cleaning
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community, Security Lights, Security System, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: 24 Hour Notice, Appointment Only, Call Listing Agent, Listing Agent Must Accompany, See Remarks
Spa: Heated, In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
Water: Public
Water Access: Lake - Chain of Lakes
Water Access Y/N: Yes
Zoning: P-D

Local Schools

High School: Olympia High
Middle School: Chain of Lakes Middle
Elementary School: Windermere Elem

Listed By / Shown By

Listed By

Agency Name: ISLEWORTH REALTY LLC
Agency Contact: 407-909-9000

Shown By

Agent Name: Martie Mitchell
Agent Phone: Cell: (386) 310-3166
Agency Title: Adams Cameron & Co. REALTORS

IDX logo

Estimate Your Payment

Estimated Payment

$ 20,743.39 per month $18,096.23 Principal & Interest $1,655.50 Property Tax $991.67 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

We'll want to submit a pre-approval letter with your offer so it's best to do that now.

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/05/2026. The listing information on this page last changed on 03/05/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/05/2026 12:26:46 AM EST) or Miami MLS (last updated Thu 03/05/2026 12:18:55 AM EST) or Stellar MLS (last updated Thu 03/05/2026 12:13:54 AM EST) or Daytona MLS (last updated Wed 03/04/2026 11:36:48 PM EST) or Tallahassee MLS (last updated Wed 03/04/2026 10:48:17 PM EST) or Northeast Florida MLS (last updated Thu 03/05/2026 12:18:40 AM EST) or My State MLS (last updated Wed 03/04/2026 11:30:12 PM EST) or Florida Keys MLS (last updated Wed 03/04/2026 8:30:14 PM EST). Real estate listings held by brokerage firms other than Adams Cameron & Co. REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.



Privacy Policy / DMCA Notice / ADA Accessibility


Agent License Information: State of Florida License #3239705

Login to My Homefinder

Pixel