Located along the 2nd tee of Isleworth’s renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5,900 square feet overlooking the serene golf and water vistas. .
Property Details
Price:
$3,600,000
MLS #:
O6427447
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Jul 30, 2026
Finished Sq Ft:
5,972
Total Sq Ft:
8,281
Lot Size:
22,076 sqft / 0.51 acres (approx)
Year Built:
1989
See this Listing
Schools
Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High
Interior
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Bathrooms
5 Full Bathrooms
Cooling
Central Air, Zoned
Flooring
Carpet, Marble, Hardwood
Heating
Central, Zoned
Interior Features
Built-in Features, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry Features
Inside
Levels
Two
Exterior
Association Amenities
Cable TV, Gated, Playground
Attached Garage YN
1
Community Features
Lake, Private Boat Ramp, Water Access, Waterfront, Community Mailbox, Deed Restrictions, Gated Community – Guard, Golf, Playground
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
Northwest
Exterior Features
Irrigation System
Garage Spaces
3
Roof
Tile
Spa Features
In Ground
View
Golf Course, Water
Waterfront Features
Lake, Waterfront
Financial
HOA Fee
$3,672
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Repairs, Private Road, Security
HOA Name
Dan O’Connell
HOA Phone
407-909-2071
Tax Year
2025
Taxes
$45,808
Map
Community
- Address5237 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL
- SubdivisionISLEWORTH
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Subdivisions in WINDERMERE
- ACREAGE
- ALADAR ON LAKE BUTLER
- ASHLIN PARK
- ASHLIN PARK PH 2
- BALMORAL
- BELLA NOTTE/VIZCAYA PH 03 A C
- BELLARIA
- BELMERE VILLAGE G-5
- BELMERE VILLAGE G2 48 65
- BELMERE VILLAGE G3 48 70
- BUTLER BAY
- BUTLER BAYWINDERMERE CLUB
- BUTLER RIDGE
- CARRINGTON
- CASA DE LAGO REP
- CASA DEL LAGO
- CASA DEL LAGO REP
- CASA DEL LAGO-REPLAT
- CASABELLA
- CASABELLA PH 2
- CHAINE DU LAC
- CREEKS RUN
- DAVIS SHORES
- DOWN ACRES ESTATES
- DOWNS COVE CAMP SITES
- EDEN ISLE
- EDENS HAMMOCK
- ENCLAVE
- ENCLAVE/BERKSHIRE PARK B G H I
- ESTATES AT LAKE CLARICE
- ESTATES AT WINDERMERE
- FARMS
- GLENMUIR 48 39
- GOTHA TOWN
- ISLEWORTH
- ISLEWORTH AMD 03
- ISLEWORTH WEST
- KEENES POINT
- KEENES POINTE
- KEENES POINTE 46/104
- KEENES POINTE UNIT 03 46/104
- KEENES POINTE UNIT 3
- LAKE BURDEN SOUTH PH 2
- LAKE BURDEN SOUTH PH 2 #35 36
- LAKE BURDEN SOUTH PH I
- LAKE BUTLER ESTATES
- LAKE CAWOOD COVE
- LAKE CAWOOD ESTATES
- LAKE CAWOOD ESTS REP
- LAKE CLARICE PLANTATION
- LAKE CYPRESS COVE PH 03
- LAKE DAVIS RESERVE
- LAKE DAVIS RESERVE A & B
- LAKE DOWN COVE
- LAKE DOWN ESTATES
- LAKE DOWN POINTE 50 42
- LAKE DOWN SHORES
- LAKE DOWN SHORES REP
- LAKE HANCOCK SHORES
- LAKE OLIVIA RESERVE
- LAKE REAMS
- LAKE SAWYER
- LAKE SAWYER SOUTH
- LAKE SAWYER SOUTH PH 01
- LAKE SAWYER SOUTH PH 02
- LAKE SAWYER SOUTH PH 03
- LAKE SAWYER SOUTH PH 05
- LAKE SAWYER SOUTH PH 2
- LAKE SAWYER SOUTH PH 3
- LAKES OF WINDERMERE
- LAKES OF WINDERMERE PEACHTREE
- LAKES OF WINDERMERE PH 01 49 108
- LAKES WINDERMERE PH 01 49 108
- LAKES/WINDERMERE – LAKE REAMS TOWNHOMES
- LAKES/WINDERMERE LAKE REAMS TWNH
- LAKES/WINDERMERE PH 02A
- LAKES/WINDERMERE PH 03 P & Q
- 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 2
- LAKESIDE AT LAKES OF WINDERMERE CONDOMINIUM
- LAKESIDE VILLAS
- LAKESIDE VILLAS BLDG 22A
- LAKESIDE/LK/WINDERMERE PH 12
- LAKESIDE/LKS
- LAKESIDE/LKS/WINDERMERE
- LEGADO
- LEGADO 95/47 LOT 100
- LEGADO 95/47 LOT 99
- MANORS AT BUTLER BAY PH 02
- MARINA BAY ESTATES
- MARSH SUB
- MERRICK LNDG
- OASIS COVE
- OASIS COVE 2/LAKESIDE VILLAGE PH X
- OASIS COVE AT LAKESIDE VILLAGE PH
- OASIS COVE I/LAKESIDE VILLAGE PH 01
- OASIS COVE II/LAKESIDE VILLAGE PH
- OASIS COVE/LAKESIDE VILLAGE PH VII
- PALMS AT WINDERMERE
- PALMS/WINDERMERE
- PEACHTREE PARK
- PRESTON SQUARE
- PROVIDENCE PH 01 50 03
- PROVIDENCE PH 02
- RESERVE AT BELMERE 48 23
- RESERVE AT BELMERE PH 02 48 144
- RESERVE AT LAKE BUTLER SOUND
- RESERVE AT LAKE BUTLER SOUND 45/120
- RESERVE/BELMERE PH 04
- ROBERTS LANDING
- ROYAL ESTATES
- SADDLECREST AT WINDERMERE
- SANDY SHORES
- SAWYER SHORES SUB
- SILVER WOODS PH 01
- SILVER WOODS PH 02
- SILVER WOODS PH 03
- SILVER WOODS PH 05
- SUMMERPORT
- SUMMERPORT CREEKS RUN
- SUMMERPORT EDENS HAMMOCK
- SUMMERPORT PH 02
- SUMMERPORT PH 03
- SUMMERPORT PH 04 C E F & G
- SUMMERPORT PH 05
- SUMMERPORT PHASE 1
- SUMMERPORT TRL
- SUNSET BAY
- TENNYSON PK/SUMMERPORT
- TILDENS GROVE PH 01 47/65
- TOWN OF WINDERMERE
- VINEYARDS OF HORIZONS WEST PHASE 1B
- VINEYARDS/HORIZONS WEST PH 18
- VINEYARDS/HORIZONS WEST PH 1A
- VINEYARDS/HORIZONS WEST PH 2A
- VINEYARDS/HORIZONS WEST PH 2B
- VINEYARDS/HORIZONS WEST PH 4
- WATERFORD POINTE PH 02 REP
- WATERSTONE
- WAUSEON RIDGE
- WEATHERSTONE ON LAKE OLIVIA
- WEST POINT COMMONS
- WESTOVER CLUB PH 01 44/139
- WESTOVER RESERVE PH 02
- 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 PH 03
- WINDERMERE
- WINDERMERE DOWNS
- WINDERMERE ISLE
- WINDERMERE ISLE PH 2
- 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
- WINDERMERE TRLS PH 1C
- WINDERMERE TRLS PH 3B
- WINDERMERE TRLS PH 5A
- WINDERMERE TRLS PRCL 3
- WINDSOR HILL
- WINDSTONE
Market Summary
Current real estate data for Single Family in WINDERMERE as of Nov 07, 2026
231
Single Family Listed
115
Avg DOM
491
Avg $ / SqFt
$2,548,633
Avg List Price
Property Summary
- Located in the ISLEWORTH subdivision, 5237 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $3,600,000 and features 5 beds, 5 baths, and has approximately 5,972 square feet of living space, and was originally constructed in 1989. The current price per square foot is $603. The average price per square foot for Single Family listings in WINDERMERE is $491. The average listing price for Single Family in WINDERMERE is $2,548,633. To schedule a showing of MLS#o6427447 at 5237 ISLEWORTH COUNTRY CLUB DRIVE in WINDERMERE, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
Similar Listings Nearby
Courtesy of ISLEWORTH REALTY LLC. 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 WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL REALTY 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. 5237 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL