9743 Chestnut Ridge Drive
Description
- Listed by Carey Sheffield • Brokerage DRE #1050525 • ISLEWORTH REALTY LLCP: (407) 961-2979 C: (407) 961-2979 she@careysheffield.com
- Listed by Michelle Corbin • Brokerage DRE #1050525 • ISLEWORTH REALTY LLCP: (407) 491-2690 C: (407) 491-2690 michelle.corbin@isleworth.com
Property Details for 9743 Chestnut Ridge Drive
Recent comparable sales
Median sold price
$2,800,000
Avg days on market
130
Sale-to-list ratio
83.5%
[Windermere, FL]
9 comparable properties found
$2,750,000
Sold 10/31/25
- 5
- Bedrooms
- 8
- Bathrooms
- 6,219
- Square Feet
- 0.53
- Acres
$2,650,000
Sold 04/18/25
- 5
- Bedrooms
- 7
- Bathrooms
- 6,200
- Square Feet
- 1.74
- Acres
$2,350,000
Sold 07/07/25
- 5
- Bedrooms
- 7
- Bathrooms
- 6,000
- Square Feet
- 0.57
- Acres
$3,750,000
Sold 03/28/25
- 5
- Bedrooms
- 6
- Bathrooms
- 5,802
- Square Feet
- 1.99
- Acres
$3,700,000
Sold 09/30/24
- 6
- Bedrooms
- 7
- Bathrooms
- 6,478
- Square Feet
- 6.93
- Acres
$3,800,000
Sold 11/05/24
- 5
- Bedrooms
- 7
- Bathrooms
- 6,972
- Square Feet
- 1.28
- Acres
$2,800,000
Sold 03/26/25
- 5
- Bedrooms
- 8
- Bathrooms
- 7,239
- Square Feet
- 4.68
- Acres
$2,475,000
Sold 01/30/25
- 5
- Bedrooms
- 7
- Bathrooms
- 6,972
- Square Feet
- 0.97
- Acres
$3,100,000
Sold 04/30/26
- 5
- Bedrooms
- 7
- Bathrooms
- 5,501
- Square Feet
- 0.73
- Acres
Location
Sold By STOCKWORTH REALTY GROUP, Rob Rahter
Building Information for 9743 Chestnut Ridge Drive
Payment Calculator
$19,452 per month
30 year fixed, 6.55% Interest
$16,519
$1,890
$1,043
Know your buying power with a preapproval and custom rate in minutes
1Property Information for 9743 Chestnut Ridge Drive
- Building Area Source: Builder
- Building Area Total: 7162.0
- Building Area Units: Square Feet
- Direction Faces: South
- 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.
- Elementary School: Windermere Elem
- Middle Or Junior School: Chain of Lakes Middle
- High School: Olympia High
- Mls Major Change Type: Sold
- Major Change Type: Closed
- Listing Service: Full Service
- Senior Community: No
- Unit Number: No
- Street Number: 9743
- Street Name: CHESTNUT RIDGE
- Street Suffix: DRIVE
- State: FL
- City: WINDERMERE
- Attached Garage: Yes
- Carport: No
- Garage: Yes
- Parking Features: Garage Faces Side
- Association Approval Required: Yes
- Association Fee Requirement: Required
- Association Name: Dan O’Connell
- Association Phone: 407-909-2071
- Association: Yes
- CDD: No
- Pet Restrictions: Per Orange County Breed restrictions, number limits and leash laws.
- Tax Block: 00
- Tax Book Number: 16-118
- Tax Legal Description: ISLEWORTH 16/118 LOT 8
- Tax Lot: 8
- Tax Year: 2024
- Additional Parcels: No
- Additional Water Information: The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters.
- Lot Features: Landscaped, Oversized Lot
- Parcel Number: 162328389900080
- Total Acreage: 1 to less than 2
- Water Access: Lake - Chain of Lakes
- Water Access: Yes
- Water Body Name: LAKE BUTLER CHAIN OF LAKES
- Water Extras: No
- Zoning: P-D
- Living Area: 6328
- Year Built Numeric: 1987
- Flood Zone Code: X
- Flood Zone Date: 09-25-2009
- Flood Zone Panel: 12095C0385F
- Homestead: Yes
- New Construction: No
- Public Survey Range: 28
- Public Survey Section: 16
- Dock YN: No
- Sewer: Septic Tank
- Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected
- Water Source: Public
- Construction Materials: Concrete
- Exterior Features: Awning(s), Irrigation System, Lighting
- Foundation Details: Slab
- Levels: Two
- Pool Features: In Ground
- Pool Private: Yes
- Pool: Private
- Pool Private: Yes
- Roof: Tile
- Spa: No
- Waterfront Feet Total: 0
- Bedrooms Total: 5
- Bathrooms Full: 6
- Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
- Cooling: Central Air
- Fireplace Features: Family Room, Master Bedroom
- Fireplace: Yes
- Flooring: Tile, Hardwood
- Heating: Central, Electric
- Interior Features: Built-in Features, Ceiling Fan(s), High Ceilings, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Laundry Features: Inside, Laundry Room
- Living Area Source: Builder
- Living Area Units: Square Feet
- Room Count: 9.0
- Water View: No
- Window Features: ENERGY STAR Qualified Windows, Window Treatments
- Bathrooms Half: 1
- Minimum Lease Period: 0
- Pets Allowed: Breed Restrictions
Property History for 9743 Chestnut Ridge Drive
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Sep 26, 2025 | Sold MFRMLS #O6314871 | $3,250,000 | — |
| Sep 23, 2025 | Sold (Public Record) Public Record #1914118399 | $3,250,000 | +4.8% / yr |
| Jun 10, 2025 | Pending MFRMLS #O6314871 | — | |
| Jun 4, 2025 | Listed (Active) MFRMLS #O6314871 | $3,250,000 | — |
| Jun 15, 2004 | Sold (Public Record) Public Record #136827040 | $1,200,000 | +12.8% / yr |
| Jun 14, 2004 | Sold MFRMLS #O4523456 | $1,200,000 | — |
| Jun 11, 2004 | Pending MFRMLS #O4523456 | — | |
| Dec 10, 2003 | Listed (Active) MFRMLS #O4523456 | $1,195,000 | — |
| Jul 18, 2001 | Sold (Public Record) Public Record #76306183 | $845,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 09/26/2025 | Sold MFRMLS #O6314871 | $3,250,000 |
| 09/23/2025 | Sold (Public Record) Public Record #1914118399 | $3,250,000 +4.8% / yr |
| 06/10/2025 | Pending MFRMLS #O6314871 | — |
| 06/04/2025 | Listed (Active) MFRMLS #O6314871 | $3,250,000 |
| 06/15/2004 | Sold (Public Record) Public Record #136827040 | $1,200,000 +12.8% / yr |
| 06/14/2004 | Sold MFRMLS #O4523456 | $1,200,000 |
| 06/11/2004 | Pending MFRMLS #O4523456 | — |
| 12/10/2003 | Listed (Active) MFRMLS #O4523456 | $1,195,000 |
| 07/18/2001 | Sold (Public Record) Public Record #76306183 | $845,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 9743 Chestnut Ridge Drive
Schools near 9743 Chestnut Ridge Drive
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Charter - | K to 8 | |||
| Public - | 6 to 8 | |||
| Charter - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Windermere Elementary School PublicPK to 5 | ||
Cornerstone Academy Charter CharterK to 8 | ||
Chain Of Lakes Middle School Public6 to 8 | ||
Cornerstone Charter Academy High School Charter9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
New listings in 34786
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 9743 Chestnut Ridge Drive, Windermere, FL 34786 | $3,250,000 | 5 | 7 | 6,328 | 49,984 |
$3,500,000 | 5 | 5 | 5,164 | 28,154 | |
$73,953 | – | – | 1,197 | 1,697,824 | |
– | 4 | 3 | 3,561 | 53,071 | |
$4,330,000 | 5 | 6 | 5,557 | 24,255 | |
– | 7 | 11 | 14,002 | 175,790 | |
$2,350,000 | 3 | 4 | 3,494 | 21,787 | |
$100 | 5 | 5.5 | 5,323 | 25,008 | |
$952,000 | 5 | 6 | 5,485 | 43,697 | |
– | – | – | – | 85,384 | |
$7,120,000 | 4 | 8 | 11,079 | 102,890 | |
$1,150,000 | – | – | – | 51,720 | |
$100 | 5 | 3.5 | 5,441 | 22,576 | |
$550,000 | – | – | – | 30,495 | |
$556,500 | 4 | 3 | 2,685 | 44,004 | |
$290,700 | 3 | 4 | 3,282 | 46,021 |
Explore Nearby Homes
- Westside Village Homes for Sale
- Horizon West-Village F Homes for Sale
- Windermere Sound Homes for Sale
- Newbury Park Homes for Sale
- Reserve at Lake Butler Sound Homes for Sale
- Lakeside at Lakes of Windermere Homes for Sale
- Lake Butler Homes for Sale
- Isleworth Homes for Sale
- Lakeside Village Homes for Sale
- Summerport Village Center Homes for Sale
- Keenes Pointe Homes for Sale
- Metro West Homes for Sale
- Bay Hill Homes for Sale
- Bay Lake Homes for Sale
- Horizon West Homes for Sale
- Winter Garden Homes for Sale
- Windermere Homes for Sale
- Orlando Homes for Sale
- Ocoee Homes for Sale
- Gotha Homes for Sale
- Oakland Homes for Sale
- Clermont Homes for Sale
- Celebration Homes for Sale
- Apopka Homes for Sale
- Montverde Homes for Sale
- Kissimmee Homes for Sale
- Altamonte Springs Homes for Sale
- Winter Park Homes for Sale
- Maitland Homes for Sale
- Minneola Homes for Sale
- 32830 Homes for Sale
- 34761 Homes for Sale
- 34787 Homes for Sale
- 32819 Homes for Sale
- 32836 Homes for Sale
- 34734 Homes for Sale
- 32835 Homes for Sale
- 32818 Homes for Sale
- 32811 Homes for Sale
- 32808 Homes for Sale
- 34747 Homes for Sale
- 32861 Homes for Sale
- 34714 Homes for Sale
- 32821 Homes for Sale
- 34760 Homes for Sale
No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of ISLEWORTH REALTY LLC, Carey Sheffield; ISLEWORTH REALTY LLC, Michelle Corbin
The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 09/26/2025 12:43 PM
