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Martie Mitchell
REALTOR®, e-Pro, CRS, ABR
Cell: (386) 310-3166
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9725 Chestnut Ridge Drive, Windermere, FL 34786

$6,950,000
  • 9725 Chestnut Ridge Drive, Windermere, FL 34786 Main Photo

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Active
BEDS7 BATHS5 full 2 partial SQUARE FEET8,000 MLS#O6370294
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONISLEWORTH

Property Description

Private showings are easily accommodated, including same-day requests. Newly renovated and fully turnkey, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence.Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed.The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes.Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility.Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings.Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance.It is a residence restored with intention, where discretion, craftsmanship, and comfort converge.Private showings are easily accommodated, including same-day requests.

9725 Chestnut Ridge Drive | MLS# O6370294

This single family home located at 9725 Chestnut Ridge Drive, Windermere, FL 34786 is currently listed for sale with an asking price of $6,950,000. This property was built in 1999 and has 7 bedrooms and 5 full and 2 partial baths with 8000 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: 3 car attached
Heating: Central
Lot Size: 0.56 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $29,046
Year Built: 1999

Amenities

Built-in Features
Ceiling Fans(s)
Elevator
High Ceilings
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Wet Bar
Fire Pit
French Doors
Outdoor Kitchen

Feature Descriptions

Additional Rooms: Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room
Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Association Amenities: Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)
Community Features: Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s)
Days on Site: 62
Directions: I-4 to Conroy Windermere Road west to Isleworth Golf and Country Club which will be on the left, turn right onto Latrobe Drive and next right onto Chestnut Ridge Drive, the home will be situated on the right.
Exterior: Block, Stucco
Fireplace: Gas, Living Room, Primary Bedroom
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Tile, Travertine, Wood
Foundation: Slab
Frontage Pond: 113
HOA Fee: 3129/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Hot Tub: Yes
Listing Terms: Cash, Conventional
Lot: Landscaped, Near Golf Course, Paved
Lot Dimensions: 0.56
Other Equipment: Fire Pit
Ownership: Fee Simple
Parking: Driveway, Garage Faces Side
Parking Notes: Driveway, Garage Faces Side
Patio/Porch: Covered, Enclosed, Rear Porch, Screened
Pets Allowed: Yes
Pets Restrictions: Please call the association
Pool: Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: Appointment Only, Call Listing Agent, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Electricity Connected, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access: Lake - Chain of Lakes, Pond
Water Access Y/N: Yes
Waterfront Features: Pond
Water View: Pond
Windows: Skylight(s), ENERGY STAR Qualified Windows
Zoning: P-D

Room Sizes

Family Room: 21x21
Kitchen: 20x16
Dining Room: 20x15
Living Room: 20x13

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: DOUGLAS ELLIMAN
Agency Contact: 305-695-6070

Shown By

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

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Estimated Payment

$ 41,438.40 per month $36,990.82 Principal & Interest $2,420.50 Property Tax $2,027.08 Homeowner's Insurance

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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.

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