DinaSammarco-Lowe
Sign Up Login

9725 Chestnut Ridge Drive , Windermere, FL 34786

$29,000.00 / Monthly
  • 9725 Chestnut Ridge Drive , Windermere, FL 34786 Main Photo

64 Total Photos [Click to View All]

New to the Market Active
BEDS7 BATHS5 full 2 partial SQUARE FEET8,000 MLS#O6436860
STATUSActive PROPERTY TYPERental - Single Family SUBDIVISIONISLEWORTH

Property Description

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.

9725 Chestnut Ridge Drive | MLS# O6436860

This property located at 9725 Chestnut Ridge Drive , Windermere, FL 34786 is currently listed for rent with an asking price of $29,000 / Monthly. Search Windermere real estate on dsammarco-lowe.realty100.com today.

Property Features

Property Type: Rental - Single Family
Cooling: Central Air, Zoned
Garage: 3 car attached
Heating: Central
Lot Size: 0.56 Acres
Stories: 2.0
Year Built: 1999

Amenities

Built-in Features
Ceiling Fans(s)
Elevator
High Ceilings
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Wet Bar
Fire Pit
Outdoor Kitchen

Feature Descriptions

Additional Rooms: Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room
Appliances: Bar 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)
Community Features: Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s)
Directions: I-4 to Conroy Windermere Road west to Isleworth Golf and Country Club which will be on the left, turn right onto Latrobe Drive and next right onto Chestnut Ridge Drive, the home will be situated on the right.
Fireplace: Gas, Living Room, Primary Bedroom
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Tile, Travertine, Wood
Frontage Pond: 113
HOA Y/N: Yes
Home Warranty Y/N: No
Hot Tub: Yes
Lease Terms: Twenty Four Months
Lot: Landscaped, Near Golf Course, Paved
Lot Dimensions: 0.56
Other Equipment: Fire Pit
Parking: Driveway, Garage Faces Side
Parking Notes: Driveway, Garage Faces Side
Patio/Porch: Covered, Enclosed, Rear Porch, Screened
Pets Allowed: Yes
Pets Restrictions: Please call the association
Pool: Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: Appointment Only, Call Listing Agent, Listing Agent Must Accompany, ShowingTime
Spa: Heated, In Ground
Special View Info: Water
Swimming Pool: Yes
Utilities: Electricity Connected, Water Connected
Water: Public
Water Access: Lake - Chain of Lakes, Pond
Water Access Y/N: Yes
Waterfront Features: Pond
Water View: Pond
Windows: Skylight(s), ENERGY STAR Qualified Windows

Room Sizes

Family Room: 21x21
Kitchen: 20x16
Dining Room: 20x15
Living Room: 20x13

Local Schools

High School: Olympia High
Middle School: Chain of Lakes Middle
Elementary School: Windermere Elem

Listed By / Shown By

Listed By

Agency Name: DOUGLAS ELLIMAN
Agency Contact: 561-655-8600

Shown By

Agent Name: Dina Sammarco-Lowe
Agent Phone:
Agency Title: Realty 100

IDX logo

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 08/27/2026. The listing information on this page last changed on 08/27/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 08/27/2026 12:14:23 AM EST) or Miami MLS (last updated Thu 08/27/2026 12:11:34 AM EST) or Stellar MLS (last updated Wed 08/26/2026 3:32:34 PM EST) or Beaches MLS (last updated Thu 08/27/2026 12:05:54 AM EST). Real estate listings held by brokerage firms other than Realty 100 may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.



Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder