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Cindy Simmons
Rental Agent
(941) 778-2246
$7,200,000

5373 Isleworth Country Club Drive Windermere, FL 34786 Residential - Single Family Active

  • 5373 Isleworth Country Club Drive , Windermere, FL 34786 Main Photo

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Description

Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dramatic great room toward a wall of floor to ceiling windows and accordion folding glass doors, inviting natural light and showcasing picturesque views of the just-completed saltwater pool and hot tub, golf course, and lake beyond. An elegant chandelier anchors the space, while the upper level glass balcony adds architectural interest and a modern, gallery style feel. Two bedroom suites on the first floor include an extraordinary primary retreat with double closets - one with a stackable washer and dryer - sitting room, and spa-like bath with glassed wet room with enclosed shower and tub. The stunning chef's kitchen blends modern elegance with exceptional functionality, showcasing a stunning waterfall edge island wrapped in premium marble. Sleek, custom white cabinetry pairs with professional stainless steel appliances - which include WOLF 6-burner plus griddle cooktop, dishwasher, ice maker, and double ovens - create a clean, architectural aesthetic, while the rich wood flooring adds warmth and contrast. Designer pendant lighting highlights the generous prep and gathering areas, making the kitchen equally suited for intimate mornings or elevated entertaining. The open layout flows seamlessly into the surrounding living spaces, including a formal dining room with butler's pantry, family dining room and secondary gathering space, enhancing the home's sense of scale and sophistication. Every detail-from the integrated hood to the refined hardware-reflects a commitment to luxury craftsmanship and timeless style. Upstairs are three additional bedroom suites including one that could be a second master. Outdoor entertaining is inviting and refined with a sparkling pool and spa, expansive pool deck, and just-built cabana with summer kitchen. Full-house generator. The 600-acre Isleworth community is surrounded by the pristine Butler Chain of Lakes and is an exclusive residential enclave that sets the standard of excellence for Central Florida living, with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional golf and social membership opportunities.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Fenced: Yes
Garage: 3 car attached
Heating: Central, Electric, Zoned
Home Style: Contemporary
Lot Size: 0.52 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $43,509
Year Built: 1988

General Information

Bedrooms: 5
Bathrooms: 5 Full 1 Half
Sqft: 5,993
County: Orange
High School: Olympia High
Subdivision: ISLEWORTH
Listed By:
Rob Rahter STOCKWORTH REALTY GROUP 407-909-5900

Amenities

Built-in Features
Cathedral Ceiling(s)
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Surface Counters
Split Bedroom
Tray Ceiling(s)
Outdoor Kitchen
Rain Gutters

Room Information

Primary Bedroom: 25x29
Primary Bathroom: 9x21
Living Room: 28x25
Kitchen: 31x18
Dinette: 13x14
Dining Room: 18x17
Foyer: 28x22
Bedroom 2: 15x17
Bedroom 3: 18x19
Bedroom 4: 15x14
Bedroom 5: 18x32

Property Features

Additional Rooms: Breakfast Room Separate, Formal Dining Room Separate, Formal Living Room Separate, Great Room, Inside Utility, Storage Rooms
Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
Association Amenities: Cable TV, Gated, Optional Additional Fees, Playground, Security
Body of Water: LAKE LOUISE
Builder: Waters Custom Homes
Community Features: Buyer Approval Required, Community Mailbox, Gated Community - Guard, Golf Carts OK, Golf, Park, Playground
Directions: I-4 to Conroy Road West follow Conroy Road to the torn of Windermere, one quarter mile west from Apopka Vineland on Conroy Windermere Road. Left into the main gate. Follow Isleworth Country Club Drive to property address.
Exterior: Block, Concrete, Stucco
Fencing: Fenced
Fireplace: Electric, Family Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Hardwood, Marble, Tile
Foundation: Block, Slab
HOA Fee: 3672/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: In County, On Golf Course, Paved, Private
Lot Dimensions: 0.52
Model: N/A
Other Equipment: Irrigation Equipment
Other Structures: Gazebo
Ownership: Fee Simple
Parking: Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad
Parking Notes: Circular Driveway, Garage Door Opener, Garage Faces
Patio/Porch: Deck, Front Porch, Rear Porch
Pets Allowed: Breed Restrictions
Pets Restrictions: Per Isleworth Community Association (ICA)
Pool: Deck, Gunite, In Ground, Salt Water
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community, Security System
Sewer: Septic Tank
Showing Instructions: ShowingTime
Spa: In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities
Water: Public
Water Access: Lake, Lake - Chain of Lakes
Water Access Y/N: Yes
Waterfront Features: Boat Ramp - Private, Skiing Allowed
Water View: Lake, Lake - Chain of Lakes
Zoning: P-D
$7,200,000
5beds
5.5baths
5,993sqft
3cars
New to the Market Active
BEDS5 BATHS5 full 1 partial SQUARE FEET5,993 MLS#O6439156
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONISLEWORTH

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5373 Isleworth Country Club Drive , Windermere, FL 34786.

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Estimated Payment

$ 30,010.14 per month $24,284.39 Principal & Interest $3,625.75 Property Tax $2,100.00 Homeowner's Insurance

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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 09/08/2026. The listing information on this page last changed on 09/08/2026. 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 Tue 09/08/2026 12:03:24 AM EST) or Stellar MLS (last updated Mon 09/07/2026 11:54:43 PM EST). Real estate listings held by brokerage firms other than Wagner Realty 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.

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