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9718 Chestnut Ridge Dr, Windermere, FL 34786
4 Beds
8 Baths
11,079 sqft


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New Photos & Video Added! Poised on more than two acres along the shores of Lake Bessie, this extraordinary custom estate offers a prime lakefront location in the desired Isleworth Golf & Country Club. The expansive residence boasts countless custom finishes, dynamic interiors and stunning architectural styling set against a breathtaking backdrop of sparkling lake views. Beyond the circular motor court with porte cochere, an arched and beveled solid oak entry door reveals a stunning entry foyer featuring a frameless glass bay window, curved floating staircase and a stunning gallery dotted with stone columns beneath a series of beautifully crafted groin vault ceilings. Sprawling travertine floors lead to the homes main gathering area comprised of the gourmet kitchen and dining area overlooking the sunken living room. Carved wooden cabinetry and smooth granite countertops in the kitchen complement the expansive island and luxury appliances including a large, stainless-steel Wolf range. Adjacent to the spacious dining area and nearby gallery of built-in china displays, the living room features built-in media cabinets and is crowned with exposed wooden beams. The estate boasts a gift wrapping room, three en-suite bedrooms in the main home as well as a guest apartment with a kitchenette, living room, bedroom and bath. The owners suite offers picturesque lake views and a stunning bathroom complete with polished travertine floors, dual vanities, a center island, a walk-in steam shower, separate spa tub and beverage refrigerator. In the expansive master closet, built-ins, a special cedar closet and a dedicated laundry room with drying station offer added convenience in this exceptional suite. Two generously sized en-suite bedrooms are located on the upper level and offer spacious baths, private closets, a laundry room and a versatile bonus room adjoining both areas that can be used as an office, study room, playroom and more. Ideal for entertaining family and friends, the estate also boasts a home theater with NuVo home audio system and Apple TV connection as well as a recreation room with a built-in bar and fabulous views of the lake. The private elevator conveniently ascends to each of the homes three levels, including the lower level featuring multiple storage areas, an exercise room and a massive garage designed for up to seven vehicles. Featuring a separate entrance, the well-appointed custom office is outfitted with a formal reception area, conference room, bathroom and a formal office overlooking the lake. At the heart of the estate, the enclosed custom pool area brings Florida lakeside living to life with multiple lounging areas, a waterslide feature, custom firepit and built-in grill for the ultimate in outdoor entertaining. Find a lakeside paradise in the expansive grounds featuring a putting green, second firepit, breathtaking scenery and direct lake access via the private dock. At sunset, enjoy the enchanting allure of nearby theme park fireworks across the sprawling waters of Lake Bessie.
  • Price:
  • $7,400,000
  • Bedrooms:
  • 4
  • Full Baths:
  • 5
  • Half Baths:
  • 3
  • Square Footage:
  • 11,079
  • Acreage:
  • 2.36
  • Year Built:
  • 2002
  • Listing ID #:
  • O5955986
  • Street Address:
  • 9718 Chestnut Ridge Dr
  • City:
  • Windermere
  • State:
  • Florida
  • Postal Code:
  • 34786
  • County:
  • Orange
  • Community:
  • 34786 - Windermere
  • Subdivision:
  • Isleworth
  • Listing Status:
  • Pending
  • Listing Type:
  • Single Family Residence
out of 5

Windermere Elementary School
School Grade Level K-5
School Students 710 students
School Teachers 14 student/
out of 5

Chain Of Lakes Middle School
School Grade Level 6-8
School Students 1500 students
School Teachers 18 student/
out of 5

Olympia High School
School Grade Level 9-12
School Students 3200 students
School Teachers 21 student/
  • Builder:
  • Akers Custom Homes & Architect Terry Irwin
  • Building Condition:
  • Completed
  • Building Faces:
  • Northeast
  • Building Security:
  • Gated Community, Security System Owned, Smoke Detector(s)
  • Construction Description:
  • Block, Stucco
  • Exterior Features:
  • Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage
  • Fireplace:
  • Gas, Other Room
  • Fireplace:
  • 1
  • Flooring:
  • Carpet, Travertine, Wood
  • Foundation:
  • Slab
  • Interior Features:
  • Built In Features, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Crown Molding, Dry Bar, Eating Space In Kitchen, Elevator, High Ceiling(s), In Wall Pest System, Kitchen/Family Room Combo, Master Bedroom Main Floor, Open Floorplan, Pest Guard System, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
  • Patio Description:
  • Rear Porch, Screened
  • Square Footage Source:
  • Public Records
  • Stories:
  • Three Or More
  • Stories:
  • 3
  • Style:
  • Custom, Spanish/Mediterranean
  • Total Building Square Footage:
  • 11079
  • Type Of Roof:
  • Tile
  • View:
  • Water
  • Windows:
  • Blinds, Drapes, Insulated Windows, Rods, Shades, Shutters, Window Treatments
  • Year Built:
  • 2002
  • Conforms To Zoning:
  • P-D
  • Lot Description:
  • In County, Near Golf Course, Oversized Lot, Street Dead-End, Street Paved, Street Private
  • Lot Square Footage:
  • 102890
  • Road Type:
  • Paved
  • Vegetation:
  • Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped
  • Association Amenities:
  • Cable, Gated, Optional Additional Fees, Playground, Private Boat Ramp, Security
  • Can Be Leased:
  • Yes
  • Community Features:
  • Association Recreation - Owned, Buyer Approval Required, Community Boat Ramp, Fitness, Gated Community, Golf Carts Ok, Golf, Irrigation-Reclaimed Water, Playground, Pool, Special Community Restrictions, Tennis Courts, Water Access, Waterfront
  • Days On Market:
  • 100
  • Minimum Lease Term:
  • 1-2 Years
  • On Market Date:
  • 2021-07-06
  • Originating Mls:
  • Stellar Mls
  • Terms:
  • Cash, Conventional
  • Association Fee:
  • $863
  • Association Fee Payment Frequency:
  • Monthly
  • Hoa Fee Includes:
  • 24-Hour Guard, Cable Tv, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Private Road, Security
  • Hoa Y/N:
  • 1
  • Homestead:
  • 1
  • Monthly Association Fee:
  • $863
  • Property Taxes:
  • $66,849
  • Tax Year:
  • 2020
  • Laundry Description:
  • Inside, In Garage, Laundry Room, Upper Floor
  • Other Rooms:
  • Bonus Room, Den/Library/Office, Family Room, Inside Utility, Interior In-Law Suite, Media Room, Storage Rooms
  • Total Rooms:
  • 11
  • Pet Allowed:
  • Yes
  • Pet Restriction Description:
  • Per Orange County Breed Restrictions, Number Limits And Leash Laws.
  • Garage Parking Spaces:
  • 7
  • Has Attached Garage:
  • 1
  • Has Garage:
  • 1
  • Parking Description:
  • Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, Portico, Tandem
  • Pool:
  • 1
  • Pool Description:
  • Heated, Lighting, Outside Bath Access, Salt Water, Screen Enclosure, Tile
  • Spa:
  • 1
  • Spa Description:
  • Heated
  • Water Extras:
  • Dock W/Electric, Boat Ramp - Private, Dock - Composite, Dock - Covered, Dock W/Water Supply, Lift - Covered, Skiing Allowed
  • Appliances:
  • Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Water Softener
  • Cooling System:
  • Central Air, Zoned
  • Existing Water:
  • Canal/Lake For Irrigation, Public
  • Heating:
  • Central, Electric, Zoned
  • Sewage Type:
  • Septic Tank
  • Has Water Access:
  • 1
  • Water Access Type:
  • Lake
  • Water Name:
  • Lake Bessie
  • Water View:
  • 1
  • Water View Description:
  • Lake
  • Waterfront:
  • 1
  • Waterfront Description:
  • Lake
  • Waterfront Footage:
  • 157






The amounts for the Tax, Insurance, and HOA are estimates and not actual amounts.

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Source: CINC

  • Listing Provided By ISLEWORTH REALTY LLC
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