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Windermere, FL · Single Family Residence

9731 Chestnut Ridge Dr

$3,400,000
MLS MFRO6336655
4Bedrooms
4Bathrooms
4,877Square feet
0.54Acres

THE SETTING, AND THE DETAILS

A closer look.

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 home’s 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.

Private poolGarage

The details that help you decide.

Details supplied with the listing. Information that was not provided is marked below.

Home essentials
Price per square foot
$697
Full bathrooms
4
Half bathrooms
0
Heated living area
4877
Lot size (acres)
0.54
Lot size (sq ft)
23624
Year built
1986
Property type
Residential
Property style
Not provided
Interior & rooms
Interior features
Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
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
Flooring
Marble, Travertine
Additional rooms
Not provided
Land, water & community
Waterfront
No
Waterfront type
Not provided
Water body / lake name
LAKE BUTLER CHAIN OF LAKES
Water view
Not provided
Dock
No
Dock features
Not provided
Other views
Pool
Lot features
Landscaped, Near Golf Course, Paved
Exterior features
Balcony, Outdoor Grill, Rain Gutters
Community amenities
Community Mailbox, Gated Community - No Guard, Golf Carts OK, Golf, Playground, Street Lights
Zoning
P-D
Current use
Not provided
Horse amenities
Not provided
Fencing
Not provided
Other structures
Not provided
Pool, parking & systems
Private pool
Yes
Pool features
Heated, In Ground, Lighting, Self Cleaning
Garage
Yes
Garage spaces
2
Carport
No
Carport spaces
Not provided
Parking features
Circular Driveway, Golf Cart Garage
Fireplace
No
Fireplace features
Not provided
Heating
Central, Electric, Natural Gas
Cooling
Central Air, Zoned
Water supply
Public
Sewer
Septic Tank
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
Construction
Construction materials
Block, Stucco
Roof
Tile
Foundation
Block, Slab
Stories
2
Levels
Two
Location & schools
City
WINDERMERE
Subdivision
ISLEWORTH
County
Orange
ZIP code
34786
Elementary school
Windermere Elem
Middle school
Chain of Lakes Middle
High school
Olympia High
Association, taxes & listing
HOA / association
Yes
Association fee
$3,672
Fee frequency
Quarterly
Included services
Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Security
Association amenities
Cable TV, Playground, Security
Additional association fee
Not provided
Additional fee frequency
Not provided
Condo fee
Not provided
Condo fee frequency
Not provided
Annual property taxes
$19,866.86
Tax year
2024
Other annual assessments
Not provided
CDD
No
Listing status
Active
Days on market
235
Listing broker
ISLEWORTH REALTY LLC
MLS number
MFRO6336655

Explore the area

Location supplied with the listing. Confirm boundaries and access for the property.

Listed by ISLEWORTH REALTY LLC · MLS MFRO6336655
Source: mfrmls · Listing updated 2026-04-08 13:19:09 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.

Listing photograph

MLS MFRO6336655 · ISLEWORTH REALTY LLC

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