Sami Ogle

Real Estate Agent
License#

9725 CHESTNUT RIDGE DRIVE, WINDERMERE, FL 34786

 (Leased on )

$29,000

  • Open House
  • New Listing
  • Price Reduced
  • Rental
  • Active
-1 More Schedule
  • 7 BedroomBeds
  • 7 BathroomBaths
  • 8,000Sqft
  • 0Acres
  • Single FamilyType
  • O6436860MLS#
-1 More Schedule

Property Description

A rare opportunity to lease a beautifully renovated residence within Isleworth, offering exceptional space, privacy, comfort, and an elevated Central Florida lifestyle. Newly renovated and exceptionally private, this sophisticated Isleworth residence offers approximately 8,000 square feet of beautifully designed living space, combining refined luxury with the comfort and functionality of an exceptional home. Rich walnut cabinetry and custom wood detailing bring warmth and character throughout, while elegant living spaces, a fireplace, and wine cellar create an inviting setting for both everyday living and entertaining. At the heart of the home, the impressive chefs kitchen features Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, steam oven, dual dishwashers, and a discreet hidden pantry. Two separate laundry areas add convenience for a residence of this scale. The flexible floor plan includes six bedrooms, a dedicated office, and a bonus room with a closet that may serve as an additional bedroom, guest suite, fitness room, or private retreat. Five full and two half baths are beautifully finished with a calm, contemporary aesthetic, while an elevator provides effortless access between levels. Outdoors, complete privacy and peaceful pond views create a wonderful sense of retreat. A gas-heated pool and spa, expansive outdoor living areas, and summer kitchen provide an ideal setting for relaxing, dining, and entertaining year-round. The residence also features four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors. Private showings are easily accommodated, including same-day requests.

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Property Details 9725 CHESTNUT RIDGE DRIVE, WINDERMERE, FL 34786

Facts & Features

  • MLS #: O6436860
  • Status: Active
  • Date Listed: 08/26/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 1999
  • Price: $29,000
  • Acres: 0.56
  • Area: 34786 - Windermere
  • County: Orange
  • Subdivision: ISLEWORTH
  • Bedrooms: 7
  • Bathrooms: 7
  • Full Baths: 5
  • Half Baths: 2
  • Total SqFt: 8,000

Amenities

  • Amenities: Clubhouse, Elevators, Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)
  • Parking: Driveway, Garage Faces Side
  • # of Garages: 3
  • 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)
  • Waterfront: Yes
  • Waterfront Type: Public
  • Pool: Yes
  • Pool Type: Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile

Interior

  • Interior Features: 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
  • Flooring: Tile, Travertine, Wood
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
  • Utilities: Electricity Connected, Water Connected
  • Heating: Central
  • Cooling: Central Air, Zoned
  • # of Stories: 2.00

Exterior

  • Exterior Features: Fire Pit, Outdoor Kitchen
  • Lot Description: Landscaped, Near Golf Course, Paved

Schools

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

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