Isleworth

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5525 Isleworth Country Club Dr, WINDERMERE

$14,250,000

5525 Isleworth Country Club Dr, WINDERMERE

5 Beds 6 Baths 9,511 SqFt Residential MLS® # O6304800
9832 Laurel Valley Drive, WINDERMERE

$9,490,000

↓ $410,000

9832 Laurel Valley Drive, WINDERMERE

6 Beds 10 Baths 11,100 SqFt Residential MLS® # O6211352
5271 Isleworth Country Club Drive, WINDERMERE

$8,775,000

5271 Isleworth Country Club Drive, WINDERMERE

7 Beds 13 Baths 11,403 SqFt Residential MLS® # O6267644
5507 Worsham Court, WINDERMERE

$7,500,000

↓ $350,000

5507 Worsham Court, WINDERMERE

5 Beds 11 Baths 10,200 SqFt Residential MLS® # O6180706
5199 Latrobe Drive, WINDERMERE

$5,494,000

5199 Latrobe Drive, WINDERMERE

5 Beds 7 Baths 4,665 SqFt Residential MLS® # O6315618
5121 Latrobe Drive, WINDERMERE

$5,250,000

↓ $650,000

5121 Latrobe Drive, WINDERMERE

6 Beds 7 Baths 8,178 SqFt Residential MLS® # O6249529
5174 Vardon Drive, WINDERMERE

$5,250,000

↓ $250,000

5174 Vardon Drive, WINDERMERE

6 Beds 9 Baths 10,701 SqFt Residential MLS® # O6246894
9724 Chestnut Ridge Dr, WINDERMERE

$4,800,000

9724 Chestnut Ridge Dr, WINDERMERE

5 Beds 6 Baths 5,557 SqFt Residential MLS® # O6310606
5157 Latrobe Drive, WINDERMERE

$4,777,000

5157 Latrobe Drive, WINDERMERE

6 Beds 9 Baths 5,721 SqFt Residential MLS® # O6312420
9743 Chestnut Ridge Drive, WINDERMERE

$3,250,000

9743 Chestnut Ridge Drive, WINDERMERE

5 Beds 7 Baths 6,328 SqFt Residential MLS® # O6314871
5138 Fairway Oaks Drive, WINDERMERE

$3,200,000

5138 Fairway Oaks Drive, WINDERMERE

4 Beds 5 Baths 4,330 SqFt Residential MLS® # O6282470
5067 Latrobe Drive, WINDERMERE

$2,850,000

↓ $47,000

5067 Latrobe Drive, WINDERMERE

5 Beds 8 Baths 6,219 SqFt Residential MLS® # O6292882
6120 Payne Stewart Dr, WINDERMERE

$2,799,000

↓ $100,000

6120 Payne Stewart Dr, WINDERMERE

4 Beds 5 Baths 3,636 SqFt Residential MLS® # O6288273
New
Gladys Garden Ct, WINDERMERE

$850,000

Gladys Garden Ct, WINDERMERE

0 Beds 0 Baths 0 SqFt Land MLS® # O6318197
6119 Payne Stewart Drive, WINDERMERE

$14,500

6119 Payne Stewart Drive, WINDERMERE

3 Beds 4 Baths 2,836 SqFt Residential Lease MLS® # O6288813
9742 Green Island Cove, WINDERMERE

$13,500

↓ $1,000

9742 Green Island Cove, WINDERMERE

3 Beds 3 Baths 3,247 SqFt Residential Lease MLS® # O6265894
New
5001 Latrobe Drive, WINDERMERE

$12,000

5001 Latrobe Drive, WINDERMERE

5 Beds 5 Baths 4,417 SqFt Residential Lease MLS® # O6315144
6131 Payne Stewart Drive, WINDERMERE

$11,000

↓ $1,000

6131 Payne Stewart Drive, WINDERMERE

3 Beds 3 Baths 2,646 SqFt Residential Lease MLS® # O6257344

Isleworth



Located in Windermere, Florida, Isleworth Country Club epitomizes luxury living and premier golfing, offering its members an exclusive lifestyle within a vibrant community setting. Established in the 1980s with a vision for unparalleled golfing and luxurious residential life, Isleworth has grown into a prestigious haven, attracting a global membership. The centerpiece of Isleworth is its championship golf course, a creation of golf legend Arnold Palmer and refined by Steve Smyers. This 18-hole course is celebrated for its challenging play, immaculate condition, and stunning aesthetics, providing a diverse golfing experience for all skill levels. The club's professional team offers personalized coaching, enhancing the golfing experience for every member.


Isleworth's allure extends beyond golf, offering a rich array of amenities:



  • Tennis and Paddle Courts: Top-tier facilities for tennis and paddle tennis.

  • Fitness and Wellness Center: A comprehensive center with personal training, fitness classes, and spa services.

  • Aquatic Center: A resort-style pool for relaxation and family fun.

  • Dining and Social Events: Varied dining options and a vibrant social calendar.

  • Youth Programs: Engaging activities for younger members to explore their interests.


Isleworth offers luxurious estate homes within a secure, private community, supported by 24-hour security and concierge services, embodying the essence of privacy and luxury. Membership at Isleworth is by invitation, maintaining an intimate and exclusive atmosphere for those who value luxury, leisure, and community.

Real Estate Statistics

Average Price $4.4M
Lowest Price $11K
Highest Price $14.3M
Total Listings 19
Avg. Days On Market 134
Avg. Price/SQFT $621

Property Types (active listings)