by Global Lifestyle Properties

See Home Value
Lake Butler 34786 Isleworth
9724 CHESTNUT RIDGE DR
$4,330,000
● House - Off Market

9724 CHESTNUT RIDGE DR

WINDERMERE, FL 34786
bedrooms
5 Beds
bathrooms
6 Baths
square feet
5,557 Ft²
$29,893
Est. Monthly
$3,129
HOA / Fees
-0.61%
Cap Rate

About This Property

Motivated Seller - Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A NEW METAL ROOF in 2024 adds both modern appeal and long-term durability, enhancing the home's overall value and aesthetic. Grand mahogany French doors welcome you into an expansive formal living room, where large picture windows perfectly frame the breathtaking lake vistas. Adjacent, the elegant formal dining room connects to a gourmet kitchen featuring smooth granite countertops, a center island with a professional-grade range and contemporary hood, stainless steel appliances, and travertine flooring. A cozy breakfast nook and inviting family room-both with stunning lake views-complete the heart of the home. Wine enthusiasts will appreciate the custom wine cellar, adorned with a reclaimed Old World wooden door and capacity for over 500 bottles. This space seamlessly connects to a richly appointed home office and trophy room, each featuring bespoke wooden built-ins. The primary suite offers a tranquil sitting area overlooking the lake, along with a luxurious en-suite bath that includes dual vanities, a garden tub, and a walk-in shower. Upstairs, three additional bedrooms accompany a home theater with soundproof walls, a built-in wet bar, and intricate wood detailing, creating the ultimate cinematic experience. Outdoors, a spacious lanai with a summer kitchen overlooks an elevated terrace, pool, and spa, perfect for entertaining or relaxing while enjoying spectacular sunsets and nightly fireworks from nearby theme parks. This rare lakefront gem blends timeless elegance with a prime location, offering an unparalleled lifestyle in one of Central Florida's most exclusive communities.
Unit Size
5,557 Ft²
Days on Market
66 days
Land Size
0.56 acres
Price per sqft
$864
Property Type
House
Property Taxes
$3,195
HOA Dues
$3,129
Year Built
1990

Payment Calculator

Cap Rate Calculator

Last updated: 2 years ago (Stellar MLS #O6310606)

Price History

Date / Event Date Event Price
Jul 25, 2025 Sold
Sold
Jun 27, 2025 In contract -
In contract
May 8, 2025 Listed by ISLEWORTH REALTY LLC $4,800,000
Listed by ISLEWORTH REALTY LLC
May 12, 2019 No longer available -
No longer available
Nov 11, 2018 Price Decreased $2,975,000
↓ $100K (3.3%)
Price Decreased
Show More

Property Highlights

Garage
Air Conditioning
With View

Building Info

Overview

    General

  • Year Built: 1990
  • Effective Year Built: 1995
  • Building Count: 1
  • Bedroom Count: 5
  • Bathroom Count: 6
  • Full Bathrooms: 5
  • Partial Bathrooms: 6
  • Building Condition: 0
  • Building Quality: 13
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 7
  • Interior Walls Type: 14
  • Roof Shape Type: 7
  • Roof Cover Type: 4
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 1,950
  • Parking Space Count: 7
  • Patio Type: 55
  • Porch Type: 35
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 81,210
  • Total Building Area: 8,162
  • Gross Building Area: 8,162
  • Building Area: 5,144
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 5,144
  • Heating Fuel Type: 3

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: ISLEWORTH
  • Land Acres: 0000001864
  • Standard Land Use Code: 1001
  • County Land Use Code: 0105
  • State Land Use Code: 001
  • Legal Description 1: ISLEWORTH 16/118 LOT 15

Neighborhood

  • School District Name: Orange County School District
  • School Tax School District: 0332
  • Census Tract: 014809

Zoning

  • Zoning: P-D

Geography

  • Assessors Map Reference: 72B
  • Subdivision Tract Number: 3899
  • Parcel: 16-23-28-3899-00-150
  • Lot: 15
  • Meridian: SEC 16 TWN 23S RNG 28E
  • Municipality: UN-INCORPORATED
  • Latitude: 28.4921
  • Longitude: -81.5226

    Address

  • Full Address: 9724 Chestnut Ridge Dr
  • Address - House Number: 9724
  • Address - Street Name: Chestnut Ridge
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Windermere
  • Carrier Code: R010
  • 4-Digit Zip Code: 8943
  • Zip Code: 34786

Valuation

    Tax

  • Total Area: 6,364
  • Tax Year: 2023
  • Tax Amount: $3,575,588
  • Tax Rate Code Area: 75-ORG

    Appraisal Valuation

  • Standard Deviation: 0.49
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 1
  • Final Value: 3,203,924
  • High Value: 4,773,921
  • Low Value: 1,633,926

    Market Valuation

  • Market Total Value: $4,121,982
  • Market Land Value: $1,900,000
  • Market Improvement Value: $2,221,982

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $2,289,989

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Aug 28, 2009
  • Current Sale Recording Date: Oct 26, 2009
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 20090631489
  • Previous Sale Recording Date: Jul 31, 1997
  • Previous Sale Amount: $940,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Isleworth


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 2521 Roat Drive, ORLANDO, FL, 32835

$3,700 /mo

  • 4 Beds
  • 3 Baths
  • 2,877 ft²
2521 Roat Drive, ORLANDO, FL, 32835 Listing by Jason Hamilton


Frequently Asked Questions

When was property at 9724 Chestnut Ridge Drive built and last sold?
The property at 9724 Chestnut Ridge Drive was built in 1990 and last sold on Aug 28, 2009 for $625,000.
How much is this home worth?
The estimated value of the home located at 9724 Chestnut Ridge Drive is $0.
What are some comparable homes to 9724 Chestnut Ridge Drive?
There are currently no comparable homes to 9724 Chestnut Ridge Drive.