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 Details
Price:
$7,200,000
MLS #:
O6439156
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Sep 8, 2026
Finished Sq Ft:
5,993
Total Sq Ft:
7,675
Lot Size:
22,762 sqft / 0.52 acres (approx)
Year Built:
1988
See this Listing
Schools
Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High
Interior
Appliances
Convection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Engineered Hardwood, Marble, Tile
Heating
Central, Electric, Zoned
Interior Features
Built-in Features, Cathedral Ceiling(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Tray Ceiling(s)
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Contemporary
Association Amenities
Cable TV, Gated, Optional Additional Fees, Playground, Security
Attached Garage YN
1
Community Features
Community Boat Ramp, Lake, Private Boat Ramp, Water Access, Buyer Approval Required, Community Mailbox, Gated Community – Guard, Golf Carts OK, Golf, Park, Playground
Construction Materials
Block, Concrete, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
Irrigation System, Outdoor Kitchen, Rain Gutters
Fencing
Fenced
Garage Spaces
3
Lot Features
In County, On Golf Course
Open Parking YN
1
Other Structures
Gazebo
Parking Features
Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad
Patio And Porch Features
Deck, Front Porch, Rear Porch
Roof
Tile
Security Features
Gated Community, Security System
Spa Features
In Ground
View
Golf Course, Water
Waterfront Features
Lake
Financial
HOA Fee
$3,672
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Security
HOA Name
Dan O’Connell
HOA Name 2
Isleworth Community Association
HOA Phone
407-909-2071
Tax Year
2025
Taxes
$43,509
Map
Community
- Address5373 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL
- SubdivisionISLEWORTH
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Subdivisions in WINDERMERE
- ALADAR ON LAKE BUTLER
- ASHLIN PARK PH 1
- ASHLIN PARK PH 2
- BALMORAL
- BELLARIA
- BELMERE VILLAGE
- BELMERE VILLAGE G-5
- BELMERE VILLAGE G2 48 65
- BUTLER BAY
- BUTLER BAY,WINDERMERE CLUB
- CARRINGTON
- CASA DEL LAGO
- CASA DEL LAGO REP
- CASABELLA
- CHAIN DU LAC
- CHAINE DU LAC
- DAVIS SHORES
- DOWN ACRES ESTATES
- DOWN POINT SUB
- EDEN ISLE
- EDEN ISLE BOAT RAMP
- EDENS HAMMOCK
- ENCLAVE
- ENCLAVE/BERKSHIRE PARK B G H I
- ESTANCIA/WINDERMERE
- ESTATES AT LAKE CLARICE
- ESTATES AT WINDERMERE
- FARMS
- GARDENS/ISLEWORTH UN #2
- GLENMUIR
- GLENMUIR 48 39
- GLENMUIR UT 02 51 42
- GOTHA TOWN
- HARBOR ISLE
- ISLES WINDERMERE
- ISLEWORTH
- ISLEWORTH 5TH AMD
- ISLEWORTH WEST
- KEENE’S POINTE
- KEENES POINT
- KEENES POINTE
- KEENES POINTE 46/104
- KEENES POINTE UNIT 03 46/104
- KELSO ON LAKE BUTLER
- LAKE BURDEN SOUTH PH 2
- LAKE BURDEN SOUTH PH 2 #35 36
- LAKE BURDEN SOUTH PH I
- LAKE BUTLER ESTATES
- LAKE BUYNAK ESTATES
- LAKE CAWOOD COVE
- LAKE CRESCENT RESERVE
- LAKE DOWN CREST
- LAKE DOWN ESTATES
- LAKE DOWN POINTE 50 42
- LAKE DOWN RESERVE
- LAKE DOWN SHORES
- LAKE DOWN SHORES REP
- LAKE HANCOCK SHORES
- LAKE OLIVIA RESERVE
- LAKE ROPER POINTE
- LAKE SAWYER
- LAKE SAWYER SOUTH
- LAKE SAWYER SOUTH PH 01
- LAKE SAWYER SOUTH PH 03
- LAKE SAWYER SOUTH PH 04
- LAKE SAWYER SOUTH PH 05
- LAKE SAWYER SOUTH PH 1
- LAKE SAWYER SOUTH PH 2
- LAKE SAWYER SOUTH PH 3
- LAKE SAWYER SOUTH PH 5
- LAKES
- LAKES OF WINDERMERE PEACHTREE
- LAKES OF WINDERMERE PH 2A
- LAKES OF WINDERMERE-PEACHTREE
- LAKES WINDERMERE PH 01 49 108
- LAKES/WINDERMERE LAKE REAMS TWNH
- LAKES/WINDERMERE PH 02A
- LAKES/WINDERMERE PH 03 P & Q
- LAKES/WINDERMERE PH 04
- LAKES/WINDERMERE-LK REAMS TWHM
- LAKES/WINDERMERE-LK REAMS TWNH
- LAKES/WINDERMERE-PEACHTREE
- LAKESIDE AT LAKES OF WINDERMERE
- LAKESIDE AT LAKES OF WINDERMERE CONDO PH 1
- LAKESIDE AT LAKES OF WINDERMERE CONDOMINIUM
- LAKESIDE/LKS
- LAKESIDE/LKS/WINDERMERE
- LEGADO
- LEGADO 95/47 LOT 100
- LEGADO 95/47 LOT 99
- LES TERRACES
- MAGNOLIA PARK WINDERMERE
- MANORS AT BUTLER BAY PH 01
- MANORS AT BUTLER BAY PH 02
- MARINA BAY ESTATES
- MERRICK LANDING
- MERRICK LNDG
- METCALF PARK REP
- OASIS COVE I/LAKESIDE VILLAGE PH 01
- OASIS COVE II/LAKESIDE VILLAGE PH
- OASIS COVE/LAKESIDE VILLAGE PH VII
- OXFORD MOOR 47/30
- PALMS AT WINDERMERE
- PEACHTREE PARK
- PRESTON SQUARE
- PROVIDENCE PH 01 50 03
- PROVIDENCE PH 02
- RESERVE AT BELMERE
- RESERVE AT BELMERE PH 02 48 144
- RESERVE AT LAKE BUTLER SOUND
- RESERVE AT LAKE BUTLER SOUND UNIT 2
- RESERVE AT WINDERMERE
- ROBERTS LANDING
- ROYAL ESTATES
- SADDLECREST AT WINDERMERE
- SANCTUARY AT LAKES OF WINDERMERE
- SANDY SHORES
- SAWYER SHORES SUB
- SILVER WOODS
- SILVER WOODS PH 01
- SILVER WOODS PH 02
- SILVER WOODS PH 03
- SILVER WOODS PH 05
- SOUTHBRIDGE VILLAGE
- STILLWATER XINGS PRCL SC-13 PH
- SUMMERPORT
- SUMMERPORT PH 03
- SUMMERPORT PH 04 C E F & G
- SUMMERPORT PH 05
- SUMMERPORT PH 5
- SUMMERPORT PHASE 1
- SUMMERPORT PHASE4
- SUMMERPORT TRAIL PH 2
- SUMMERPORT TRL
- SUNSET BAY
- TENNYSON PK/SUMMERPORT
- TILDENS GROVE
- VINEYARDS/HORIZONS WEST PH 2B
- VINEYARDS/HORIZONS WEST PH 4
- WATERFORD POINTE PH 02 REP
- WATERSTONE
- WATERSTONE A D E F G H J L
- WAUSEON RIDGE
- WEATHERSTONE ON LAKE OLIVIA
- WESTSIDE VILLAGE
- WHICKHAM PARK
- WHITNEY ISLES/BELMERE PH 02
- WICKHAM PARK
- WICKHAM PARK 04 05 06 09 10 11 12 01
- WILLOWS AT LAKE RHEA
- WILLOWS AT LAKE RHEA PH 03
- WINDERMERE
- WINDERMERE DOWNS
- WINDERMERE GRANDE
- WINDERMERE ISLE
- WINDERMERE ISLE PH 2
- WINDERMERE LNDGS FD-1
- WINDERMERE LNDGS PH 02
- WINDERMERE SOUND
- WINDERMERE SOUND PH 2
- WINDERMERE TERRACE
- WINDERMERE TOWN
- WINDERMERE TOWN REP
- WINDERMERE TRAILS
- WINDERMERE TRAILS PHASE 1C
- WINDERMERE TRLS PH 1A
- WINDERMERE TRLS PH 1C
- WINDERMERE TRLS PH 3A
- WINDERMERE TRLS PH 3B
- WINDERMERE TRLS PH 4B
- WINDERMERE TRLS PH 5A
- WINDERMERE TRLS PH 5B
- WINDERMERE TRLS PRCL 3
- WINDSOR HILL
- WINDSTONE
Market Summary
Current real estate data for Single Family in WINDERMERE as of Sep 10, 2026
241
Single Family Listed
118
Avg DOM
467
Avg $ / SqFt
$2,348,569
Avg List Price
Property Summary
- Located in the ISLEWORTH subdivision, 5373 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $7,200,000 and features 5 beds, 6 baths, and has approximately 5,993 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,201. The average price per square foot for Single Family listings in WINDERMERE is $467. The average listing price for Single Family in WINDERMERE is $2,348,569. To schedule a showing of MLS#o6439156 at 5373 ISLEWORTH COUNTRY CLUB DRIVE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of STOCKWORTH REALTY GROUP. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5373 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL
