9725 Chestnut Ridge DriveWindermere, FL 34786Rental Price: $29,000

  • Rental Price: $29,000
$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
For Rent
9725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 347869725 Chestnut Ridge Drive Windermere FL 34786
QR Code

Driving Directions

  • 7Bedrooms
  • 0.56Acreage
  • 7Bathrooms
  • 1999Year Built
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 chef's 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.
Listing Courtesy of DOUGLAS ELLIMAN

Ask A Question

Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from Fusilier Realty Group. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

More Info

Location Information

  • Road Frontage DescriptionAsphalt

School Information

  • Elementary SchoolWindermere Elem
  • High SchoolOlympia High
  • Junior HighChain of Lakes Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential Lease
  • Virtual TourView Tour

Interior

  • Flooring Tile, Travertine, Wood
  • Furnished Unfurnished

Utilities

  • Cooling Central Air, Zoned
  • Heating Central
  • Laundry Features Laundry Room
  • Sewer Septic Tank
  • Utilities Electricity Connected, Water Connected
  • Water Source Public

Amenities

  • Appliances IncludedBar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
  • Association 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)
  • Association YN Yes
  • Community Features
    • Buyer Approval Required
    • Clubhouse
    • Fitness Center
    • Gated Community - Guard
    • Golf
    • Golf Carts OK
    • No Truck/RV/Motorcycle Parking
    • Playground
    • Pool
    • Racquetball
    • Restaurant
    • Tennis Court(s)
  • MFR Pet Restrictions Please call the association
  • Other Amenities
    • Fireplace
    • Golf
    • Pool
    • Tennis
    • Water View
    • Waterfront
  • Other Equipment Fire Pit
  • PetsYes
  • Pool Features
    • Heated
    • In Ground
    • Indoor
    • Lap
    • Outside Bath Access
    • Screen Enclosure
    • Tile
  • Security Features Gated Community, Smoke Detector(s)
  • Spa Features Heated, In Ground

Basic Information

  • Lease Amount Frequency Monthly
  • List Price$29,000
  • MFR Association Approval Required YN 1
  • MLS NumberO6436860
  • Mls Status Active
  • StatusACT

Location

  • Address9725 Chestnut Ridge Drive
  • AreaWindermere
  • CountyOrange
  • Exterior Features Fire Pit, Outdoor Kitchen
  • MFR Water View Pond
  • StateFL
  • SubdivisionIsleworth
  • TownWindermere
  • Zip34786

Property Information

  • Acreage0.56
  • Attached Garage YN Yes
  • Building Area Total 11,952
  • Lot DescriptionLandscaped, Near Golf Course, Paved
  • Lot Size Square Feet 24,349
  • MFR Living Area Meters 743
  • MFR Lot Size Square Meters 2262
  • Square Feet8,000

Other

  • Building Area Source Builder
  • Date Listed08/26/2026
  • MFR Additional Applicant Fee $100
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease 8-12 Months
  • Status Change Timestamp2026-08-26T20:19:43
  • Tenant Pays ["Cleaning Fee", "Re-Key Fee"]
  • View Garden, Pool, Water

Tax Information

  • MFR Association Fee Requirement Required

Parking

  • Parking Features Driveway, Garage Faces Side

Rooms

  • Bedrooms7
  • Full Bath5
  • Half Baths2
  • MFR Additional Rooms Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room

Building

  • Bathroom7
  • FireplaceGas, Living Room, Primary Bedroom
  • Fireplace YN Yes
  • GarageYes
  • Garage Spaces3
  • Levels Three Or More
  • Patio And Porch Features Covered, Enclosed, Rear Porch, Screened
  • Rooms5
  • Stories2
  • Window Features Skylight(s), ENERGY STAR Qualified Windows
  • Year Built1999

Water Body

  • MFR Water Access YN Yes
  • MFR Water Frontage Feet Pond 113
  • MFR Waterfront Feet Total 113
  • Pool Private YN Yes
  • Water AccessLake - Chain of Lakes, Pond
  • Water FeaturesPond
  • Water ViewYes
  • WaterfrontYes
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of August 27, 2026 7:03 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Fusilier Realty Group. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.