Previous
Contact Broker IDX Sites Inc.
Contacting Broker IDX Sites Inc.
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
9731 Chestnut Ridge Drive, WINDERMERE, FL 34786
  1. Image 1 of 57 For 9731 Chestnut Ridge Drive
  2. Image 2 of 57 For 9731 Chestnut Ridge Drive
  3. Image 3 of 57 For 9731 Chestnut Ridge Drive
  4. Image 4 of 57 For 9731 Chestnut Ridge Drive
  5. Image 5 of 57 For 9731 Chestnut Ridge Drive
  6. Image 6 of 57 For 9731 Chestnut Ridge Drive
  7. Image 7 of 57 For 9731 Chestnut Ridge Drive
  8. Image 8 of 57 For 9731 Chestnut Ridge Drive
  9. Image 9 of 57 For 9731 Chestnut Ridge Drive
  10. Image 10 of 57 For 9731 Chestnut Ridge Drive
  11. Image 11 of 57 For 9731 Chestnut Ridge Drive
  12. Image 12 of 57 For 9731 Chestnut Ridge Drive
  13. Image 13 of 57 For 9731 Chestnut Ridge Drive
  14. Image 14 of 57 For 9731 Chestnut Ridge Drive
  15. Image 15 of 57 For 9731 Chestnut Ridge Drive
  16. Image 16 of 57 For 9731 Chestnut Ridge Drive
  17. Image 17 of 57 For 9731 Chestnut Ridge Drive
  18. Image 18 of 57 For 9731 Chestnut Ridge Drive
  19. Image 19 of 57 For 9731 Chestnut Ridge Drive
  20. Image 20 of 57 For 9731 Chestnut Ridge Drive
  21. Image 21 of 57 For 9731 Chestnut Ridge Drive
  22. Image 22 of 57 For 9731 Chestnut Ridge Drive
  23. Image 23 of 57 For 9731 Chestnut Ridge Drive
  24. Image 24 of 57 For 9731 Chestnut Ridge Drive
  25. Image 25 of 57 For 9731 Chestnut Ridge Drive
  26. Image 26 of 57 For 9731 Chestnut Ridge Drive
  27. Image 27 of 57 For 9731 Chestnut Ridge Drive
  28. Image 28 of 57 For 9731 Chestnut Ridge Drive
  29. Image 29 of 57 For 9731 Chestnut Ridge Drive
  30. Image 30 of 57 For 9731 Chestnut Ridge Drive
  31. Image 31 of 57 For 9731 Chestnut Ridge Drive
  32. Image 32 of 57 For 9731 Chestnut Ridge Drive
  33. Image 33 of 57 For 9731 Chestnut Ridge Drive
  34. Image 34 of 57 For 9731 Chestnut Ridge Drive
  35. Image 35 of 57 For 9731 Chestnut Ridge Drive
  36. Image 36 of 57 For 9731 Chestnut Ridge Drive
  37. Image 37 of 57 For 9731 Chestnut Ridge Drive
  38. Image 38 of 57 For 9731 Chestnut Ridge Drive
  39. Image 39 of 57 For 9731 Chestnut Ridge Drive
  40. Image 40 of 57 For 9731 Chestnut Ridge Drive
  41. Image 41 of 57 For 9731 Chestnut Ridge Drive
  42. Image 42 of 57 For 9731 Chestnut Ridge Drive
  43. Image 43 of 57 For 9731 Chestnut Ridge Drive
  44. Image 44 of 57 For 9731 Chestnut Ridge Drive
  45. Image 45 of 57 For 9731 Chestnut Ridge Drive
  46. Image 46 of 57 For 9731 Chestnut Ridge Drive
  47. Image 47 of 57 For 9731 Chestnut Ridge Drive
  48. Image 48 of 57 For 9731 Chestnut Ridge Drive
  49. Image 49 of 57 For 9731 Chestnut Ridge Drive
  50. Image 50 of 57 For 9731 Chestnut Ridge Drive
  51. Image 51 of 57 For 9731 Chestnut Ridge Drive
  52. Image 52 of 57 For 9731 Chestnut Ridge Drive
  53. Image 53 of 57 For 9731 Chestnut Ridge Drive
  54. Image 54 of 57 For 9731 Chestnut Ridge Drive
  55. Image 55 of 57 For 9731 Chestnut Ridge Drive
  56. Image 56 of 57 For 9731 Chestnut Ridge Drive
  57. Image 57 of 57 For 9731 Chestnut Ridge Drive
Property Photos
9731 Chestnut Ridge Drive
Image Gallery
Would you like to sell your home before you purchase this one?
Priced at Only: $3,400,000
For more Information Call:
Address: 9731 Chestnut Ridge Drive, WINDERMERE, FL 34786
Property Location and Similar Properties
All
Similar
  1. Image 1 of 57 For 9731 Chestnut Ridge Drive
  2. Image 2 of 57 For 9731 Chestnut Ridge Drive
  3. Image 3 of 57 For 9731 Chestnut Ridge Drive
  4. Image 4 of 57 For 9731 Chestnut Ridge Drive
  5. Image 5 of 57 For 9731 Chestnut Ridge Drive
  6. Image 6 of 57 For 9731 Chestnut Ridge Drive
  7. Image 7 of 57 For 9731 Chestnut Ridge Drive
  8. Image 8 of 57 For 9731 Chestnut Ridge Drive
  9. Image 9 of 57 For 9731 Chestnut Ridge Drive
  10. Image 10 of 57 For 9731 Chestnut Ridge Drive
  11. Image 11 of 57 For 9731 Chestnut Ridge Drive
  12. Image 12 of 57 For 9731 Chestnut Ridge Drive
  13. Image 13 of 57 For 9731 Chestnut Ridge Drive
  14. Image 14 of 57 For 9731 Chestnut Ridge Drive
  15. Image 15 of 57 For 9731 Chestnut Ridge Drive
  16. Image 16 of 57 For 9731 Chestnut Ridge Drive
  17. Image 17 of 57 For 9731 Chestnut Ridge Drive
  18. Image 18 of 57 For 9731 Chestnut Ridge Drive
  19. Image 19 of 57 For 9731 Chestnut Ridge Drive
  20. Image 20 of 57 For 9731 Chestnut Ridge Drive
  21. Image 21 of 57 For 9731 Chestnut Ridge Drive
  22. Image 22 of 57 For 9731 Chestnut Ridge Drive
  23. Image 23 of 57 For 9731 Chestnut Ridge Drive
  24. Image 24 of 57 For 9731 Chestnut Ridge Drive
  25. Image 25 of 57 For 9731 Chestnut Ridge Drive
  26. Image 26 of 57 For 9731 Chestnut Ridge Drive
  27. Image 27 of 57 For 9731 Chestnut Ridge Drive
  28. Image 28 of 57 For 9731 Chestnut Ridge Drive
  29. Image 29 of 57 For 9731 Chestnut Ridge Drive
  30. Image 30 of 57 For 9731 Chestnut Ridge Drive
  31. Image 31 of 57 For 9731 Chestnut Ridge Drive
  32. Image 32 of 57 For 9731 Chestnut Ridge Drive
  33. Image 33 of 57 For 9731 Chestnut Ridge Drive
  34. Image 34 of 57 For 9731 Chestnut Ridge Drive
  35. Image 35 of 57 For 9731 Chestnut Ridge Drive
  36. Image 36 of 57 For 9731 Chestnut Ridge Drive
  37. Image 37 of 57 For 9731 Chestnut Ridge Drive
  38. Image 38 of 57 For 9731 Chestnut Ridge Drive
  39. Image 39 of 57 For 9731 Chestnut Ridge Drive
  40. Image 40 of 57 For 9731 Chestnut Ridge Drive
  41. Image 41 of 57 For 9731 Chestnut Ridge Drive
  42. Image 42 of 57 For 9731 Chestnut Ridge Drive
  43. Image 43 of 57 For 9731 Chestnut Ridge Drive
  44. Image 44 of 57 For 9731 Chestnut Ridge Drive
  45. Image 45 of 57 For 9731 Chestnut Ridge Drive
  46. Image 46 of 57 For 9731 Chestnut Ridge Drive
  47. Image 47 of 57 For 9731 Chestnut Ridge Drive
  48. Image 48 of 57 For 9731 Chestnut Ridge Drive
  49. Image 49 of 57 For 9731 Chestnut Ridge Drive
  50. Image 50 of 57 For 9731 Chestnut Ridge Drive
  51. Image 51 of 57 For 9731 Chestnut Ridge Drive
  52. Image 52 of 57 For 9731 Chestnut Ridge Drive
  53. Image 53 of 57 For 9731 Chestnut Ridge Drive
  54. Image 54 of 57 For 9731 Chestnut Ridge Drive
  55. Image 55 of 57 For 9731 Chestnut Ridge Drive
  56. Image 56 of 57 For 9731 Chestnut Ridge Drive
  57. Image 57 of 57 For 9731 Chestnut Ridge Drive
Request More Information
  • All fields are required.
More Like This
  • MLS#: O6336655 ( Residential )
  • Street Address: 9731 Chestnut Ridge Drive
  • Viewed: 66
  • Price: $3,400,000
  • Price sqft: $553
  • Waterfront: No
  • Year Built: 1986
  • Bldg sqft: 6151
  • Bedrooms: 4
  • Total Baths: 4
  • Full Baths: 4
  • Garage / Parking Spaces: 2
  • Days On Market: 99
  • Additional Information
  • Geolocation: 28.4928 / -81.5227
  • County: ORANGE
  • City: WINDERMERE
  • Zipcode: 34786
  • Subdivision: Isleworth
  • Elementary School: Windermere Elem
  • Middle School: Chain of Lakes
  • High School: Olympia
  • Provided by: ISLEWORTH REALTY LLC
  • Contact: Monica Lochmandy
  • 407-909-9000
  • mfrmls
  • DMCA Notice
  • Description
    Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort style pool and spa below. Travertine floors flow seamlessly into the gourmet kitchen appointed with stainless steel appliances, a sunlit casual dining space, and direct access to both the intimate family room and an outdoor balcony for effortless indoor outdoor living. Also on the primary level, the serene master suite offers a separate access to the terrace along with a luxuriously updated bath, and dual closets. Completing the primary level is a richly detailed wood paneled office and a well appointed laundry room, adding both warmth and function. The homes thoughtful layout places the secondary bedrooms on the lower level, ensuring privacy and comfort for family or guests. Here, glass doors open to the multi level terrace that gracefully surrounds the sparkling pool and spa, featuring generous deck space for year round lounging and entertaining under the Florida sun. Offering an exceptional combination of timeless design, resort inspired grounds, and a premier location within the gates, this remarkable residence is truly a sanctuary to call home.
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
For a Fast & FREE Mortgage Pre-ApprovalApply Now
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Balcony, Outdoor Grill, Rain Gutters
  • Flooring: Marble, Travertine
  • Living Area: 4877.00
  • Roof: Tile
Land Information
  • Lot Features: Landscaped, Near Golf Course, Paved
School Information
  • High School: Olympia High
  • Middle School: Chain of Lakes Middle
  • School Elementary: Windermere Elem
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
  • Parking Features: Circular Driveway, Golf Cart Garage
Eco-Communities
  • Pool Features: Heated, In Ground, Lighting, Self Cleaning
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air, Zoned
  • Heating: Central, Electric, Natural Gas
  • Pets Allowed: Breed Restrictions
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
Amenities
  • Association Amenities: Cable TV, Playground, Security
Finance and Tax Information
  • Home Owners Association Fee Includes: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Security
  • Home Owners Association Fee: 3129.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2024
Other Features
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Filtration System, Water Purifier, Water Softener
  • Association Name: Dan O'Connell
  • Association Phone: 407-909-2071
  • Country: US
  • Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
  • Legal Description: ISLEWORTH 16/118 LOT 7
  • Levels: Two
  • Area Major: 34786 - Windermere
  • Occupant Type: Owner
  • Parcel Number: 16-23-28-3899-00-070
  • View: Pool
  • Views: 66
  • Zoning Code: P-D
Similar Properties

Details for 2012 Bellamere Court, WINDERMERE, FL 34786
$3,375,000.00 ($453.20 / sqft )

2012 Bellamere Court Virtual Tour More Like This

Exquisitely appointed and elegantly packaged former model home, showcasing the pinnacle of perfection, from luxury home builder Element Homes. This masterpiece stands supreme for its high quality fit

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 7447 sqft
  1. MLSID: O6333400
  2. Provided by STOCKWORTH REALTY GROUP
  3. Contact Rob Rahter
  4. mfrmls
  5. DMCA Notice
63 Pictures and Information
Details for 4819 Alexandra Garden Court, WINDERMERE, FL 34786
$3,200,000.00 ($495.28 / sqft )

4819 Alexandra Garden Court More Like This

Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four bedroom, four bathroom custom villa, whe

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 5
  3. Approx. 6461 sqft
  1. MLSID: O6330108
  2. Provided by ISLEWORTH REALTY LLC
  3. Contact Michelle Corbin
  4. mfrmls
  5. DMCA Notice
44 Pictures and Information
Details for 4301 Down Point Lane, WINDERMERE, FL 34786
$3,350,000.00 ($333.63 / sqft )

4301 Down Point Lane Virtual Tour More Like This

One or more photo(s) has been virtually staged. Experience luxury lakefront living in this one of a kind mediterranean style waterfront home with a custom heated pooland hoa free! Nestled on 3. 5 acre

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 10041 sqft
  4. Approx. 3.47 acres
  1. MLSID: O6351950
  2. Provided by MARK SPAIN REAL ESTATE
  3. Contact ARod Rodriguez-Aponte
  4. mfrmls
  5. DMCA Notice
55 Pictures and Information
Details for 5024 Sawyer Cove Way, WINDERMERE, FL 34786
$3,600,000.00 ($439.94 / sqft )

5024 Sawyer Cove Way Virtual Tour More Like This

Welcome to The Sounding: a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated an

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 7
  3. Approx. 8183 sqft
  1. MLSID: O6348086
  2. Provided by STOCKWORTH REALTY GROUP
  3. Contact Rob Rahter
  4. mfrmls
  5. DMCA Notice
75 Pictures and Information
Details for 3426 Cocard Court, WINDERMERE, FL 34786
$3,450,000.00 ($281.36 / sqft )

3426 Cocard Court Virtual Tour More Like This

An exceptional estate, masterfully renovated and transformed into a reimagined showplace: complete with a brand new exquisite chefs kitchen, family room, and bar with glass enclosed wine rack plus ma

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 5
  3. Approx. 12262 sqft
  1. MLSID: O6318053
  2. Provided by STOCKWORTH REALTY GROUP
  3. Contact Rob Rahter
  4. mfrmls
  5. DMCA Notice
76 Pictures and Information
Details for 12812 Jacob Grace Court, WINDERMERE, FL 34786
$3,775,000.00 ($412.57 / sqft )

12812 Jacob Grace Court Virtual Tour More Like This

Experience Unmatched Lakeside Luxury in a Custom Built Masterpiece Discover the pinnacle of elegance and tranquility in this exquisite custom built estate, ideally positioned on an expansive lot with

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 5
  3. Approx. 9150 sqft
  4. Approx. 1.68 acres
  1. MLSID: V4943735
  2. Provided by EXP REALTY LLC
  3. Contact Ali Partovi
  4. mfrmls
  5. DMCA Notice
91 Pictures and Information
Details for 4077 Isabella Circle, WINDERMERE, FL 34786
$3,450,000.00 ($307.57 / sqft )

4077 Isabella Circle Virtual Tour More Like This

One or more photo(s) has been virtually staged. Stunning contemporary estate on over 1 acre in guard gated Casabella. This 6 bedroom, 6 full bath, 2 half bath custom home offers over 7,500 sq ft of lu

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 8
  3. Approx. 11217 sqft
  4. Approx. 1.19 acres
  1. MLSID: O6333933
  2. Provided by CORCORAN PREMIER REALTY
  3. Contact Brynn Allen
  4. mfrmls
  5. DMCA Notice
91 Pictures and Information
Details for 13125 Casabella Drive, WINDERMERE, FL 34786
$3,590,000.00 ($388.28 / sqft )

13125 Casabella Drive More Like This

Welcome to Your Fully Automated Home in Casabella at Windermere Introducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half acre lot with tranquil pond views at both the front

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 9246 sqft
  1. MLSID: O6297797
  2. Provided by ON ME REALTY
  3. Contact Eduardo Pavone
  4. mfrmls
  5. DMCA Notice
69 Pictures and Information
Details for 10545 Down Lakeview Circle, WINDERMERE, FL 34786
$3,795,000.00 ($379.92 / sqft )

10545 Down Lakeview Circle Green Listing More Like This

Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well appointed property features 2.78 acres with f

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 7
  3. Approx. 9989 sqft
  4. Approx. 2.78 acres
  1. MLSID: O6324706
  2. Provided by COLONIALTOWN REALTY
  3. Contact Valerie Kennedy
  4. mfrmls
  5. DMCA Notice
94 Pictures and Information
Details for 13305 Bellaria Circle, WINDERMERE, FL 34786
$3,490,000.00 ($386.23 / sqft )

13305 Bellaria Circle More Like This

In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake vi

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 8
  3. Approx. 9036 sqft
  1. MLSID: O6286539
  2. Provided by PREMIER SOTHEBYS INT'L REALTY
  3. Contact Alex Minato
  4. mfrmls
  5. DMCA Notice
75 Pictures and Information
Nearby Subdivisions
Aladar On Lake Butler   Ashlin Fark Ph 2   Bella Vita Estates   Bellaria   Belmere Village G2 48 65   Belmere Village G5   Butler Bay   Casa Del Lago Rep   Casabella   Casabella Ph 2   Chaine De Lac   Chaine Du Lac   Creeks Run   Davis Shores   Down Acres Estates   Down Point Sub   Enclave   Estates At Windermere   Farms   Glenmuir   Glenmuir 48 39   Glenmuir Ut 02 51 42   Gotha Town   Isleworth   Keenes Pointe   Keenes Pointe 46104   Keenes Pointe Ut 06 50 95   Lake Burden South Ph I   Lake Butler Estates   Lake Crescent Reserve   Lake Cresent Reserve   Lake Davis Estates   Lake Down Reserve   Lake Roper Pointe   Lake Sawyer South Ph 01   Lakes   Lakes Of Windermere Ph 1   Lakes Windermere Ph 01 49 108   Lakeswindermere Ph 04   Lakeswindermerepeachtree   Les Terraces   Metcalf Park Rep   N/a   Not On The List   Other   Palms At Windermere   Peachtree Park   Preston Square   Providence   Providence Ph 01 50 03   Providence Ph 2   Reserve At Belmere   Reserve At Belmere Ph 02   Reserve At Belmere Ph 02 48 14   Reserve At Belmere Phase Iv   Reserve At Lake Butler Sound   Reserve At Lake Butler Sound 4   Reservebelmere Ph 04   Roberts Landing   Sanctuary/lks/windermere   Sanctuarylkswindermere   Sawyer Shores Sub   Sawyer Sound   Silver Woods Ph 03   Stillwater Xings Prcl Sc-13 1   Stillwater Xings Prcl Sc13 1   Summerport   Summerport Ph 05   Summerport Trl   Tildens Grove   Tildens Grove Ph 01 4765   Tuscany Ridge 50 141   Vineyards/horizons West Ph 1b   Vineyardshorizons West Ph 1b   Waterford Pointe   Waterstone   Waterstone A D E F G H J L   Wauseon Ridge   Weatherstone On Lake Olivia   West Lake Butler Estates   West Point Commons   Westover Club Ph 02 Rep   Westover Reserve Ph 02   Westside Village   Whitney Islesbelmere Ph 02   Windemere Sound Ph 2   Windermere   Windermere Downs Ph 03   Windermere Isle   Windermere Pointe   Windermere Reserve   Windermere Sound   Windermere Sound Ph 2   Windermere Town   Windermere Town Rep   Windermere Trails   Windermere Trails Phase 1c 801   Windermere Trls Ph 1b   Windermere Trls Ph 1c   Windermere Trls Ph 3a   Windermere Trls Ph 3b   Windermere Trls Ph Ia   Windsor Hill   Windstone  
Skip to Main Content
  1. Broker IDX Sites Inc.
  2. 750.420.3943
  3. Toll Free: 005578193
  4. support@brokeridxsites.com
Previous