Isleworth - Windermere

Located in the heart of Windermere, almost entirely surrounded by bodies of water, is the prestigious and exclusive community of Isleworth. Athletes, CEO's, Medical professionals, and entertainers call the area home. Multi-million dollar estate homes adorn this 600-acre gated community of nearly 900 residents. The world class Isleworth Golf & Country Club boasts the finest of country club experiences. Isleworth real estate is some of the most highly coveted land in all of Florida.

Isleworth Homes for Sale

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5151 Latrobe Dr, WINDERMERE

$4,100,000

5151 Latrobe Dr, WINDERMERE

4 Beds 5 Baths 5,301 SqFt Residential MLS® # O6392380
5001 Latrobe Drive, WINDERMERE

$3,499,999

5001 Latrobe Drive, WINDERMERE

5 Beds 5 Baths 4,417 SqFt Residential MLS® # O6389183
Pending
6113 Payne Stewart Drive, WINDERMERE

$4,950,000

6113 Payne Stewart Drive, WINDERMERE

3 Beds 4 Baths 2,983 SqFt Residential MLS® # O6386548
5145 Latrobe Drive, WINDERMERE

$3,449,000

↓ $50,000

5145 Latrobe Drive, WINDERMERE

4 Beds 5 Baths 4,512 SqFt Residential MLS® # O6382287
9323 Gladys Garden Court, WINDERMERE

$12,500,000

↓ $1,495,000

9323 Gladys Garden Court, WINDERMERE

6 Beds 10 Baths 9,770 SqFt Residential MLS® # O6381880
5074 Isleworth Country Club Drive, WINDERMERE

$7,595,000

5074 Isleworth Country Club Drive, WINDERMERE

5 Beds 7 Baths 6,937 SqFt Residential MLS® # O6373191
5050 Isleworth Country Club Drive, WINDERMERE

$3,390,000

↓ $300,000

5050 Isleworth Country Club Drive, WINDERMERE

4 Beds 5 Baths 3,365 SqFt Residential MLS® # O6372348
Pending
6117 Louise Cove Drive, WINDERMERE

$5,250,000

↓ $150,000

6117 Louise Cove Drive, WINDERMERE

4 Beds 5 Baths 5,752 SqFt Residential MLS® # O6372197
9725 Chestnut Ridge Drive, WINDERMERE

$6,150,000

↓ $800,000

9725 Chestnut Ridge Drive, WINDERMERE

7 Beds 7 Baths 8,000 SqFt Residential MLS® # O6370294
4819 Alexandra Garden Court, WINDERMERE

$3,200,000

4819 Alexandra Garden Court, WINDERMERE

4 Beds 5 Baths 3,745 SqFt Residential MLS® # O6330108
5243 Isleworth Country Club Drive, WINDERMERE

$5,100,000

↓ $225,000

5243 Isleworth Country Club Drive, WINDERMERE

4 Beds 6 Baths 6,424 SqFt Residential MLS® # O6348067
Pending
5036 Latrobe Drive, WINDERMERE

$4,900,000

5036 Latrobe Drive, WINDERMERE

5 Beds 5 Baths 5,548 SqFt Residential MLS® # O6346003
9648 Mccormick Place, WINDERMERE

$3,800,000

9648 Mccormick Place, WINDERMERE

3 Beds 4 Baths 4,751 SqFt Residential MLS® # O6346918
4812 Alexandra Garden Court, WINDERMERE

$3,699,000

4812 Alexandra Garden Court, WINDERMERE

3 Beds 5 Baths 4,262 SqFt Residential MLS® # O6339134
9731 Chestnut Ridge Drive, WINDERMERE

$3,400,000

9731 Chestnut Ridge Drive, WINDERMERE

4 Beds 4 Baths 4,877 SqFt Residential MLS® # O6336655
Pending
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

Sold Homes in Isleworth Windermere

Isleworth Real Estate Market Statistics

Average Price $5.6M
Lowest Price $3.2M
Highest Price $14.3M
Total Listings 16
Avg. Days On Market 139
Avg. Price/SQFT $965
List to Sell Price Percentage 93 %

Property Types (active listings)

Isleworth Real Estate

Isleworth real estate offers residents privacy and beautiful scenery, while still retaining accessibility to all of Central Florida's world famous attractions. Surrounded by the Butler Chain of Lakes, the community enjoys over seven miles of gorgeous shorelines. There is guard patrolled security twenty-four hours a day, seven days a week. While offering privacy and seclusion, Isleworth is easily accessible via Interstate 4, and the Ronald Reagan Turnpike. This allows residents to enjoy all of the attractions of Central Florida, while returning to a home that feels as if it was worlds away.

Thanks to its lakeside location, Isleworth homes each have private boat docks and access to the local waterways.  Boaters, swimmers and water sport lovers relish in their own private and pristine water front properties. Recreation and Central Florida's top rated school districts make Isleworth an ideal place to raise a family.

One of the highlights of the Isleworth community is the luxurious members only Isleworth Golf and Country Club.  Living up to the community's motto "only the best," these world class  facilities include an 89,000 square-foot clubhouse, equipped with a fitness center that offers state of the art equipment with aerobics and spa treatments. The centerpiece of the Club is the championship golf course, designed by PGA Golf legend, Arnold Palmer.

The Isleworth Concierge Service is staffed with experienced and caring professionals that develop customized services to meet any of residents' personal needs, allowing for the most precious of commodities, time. The Isleworth Concierge Team offers home services from laundry, house cleaning and maintenance, to pressure washing, painting, roof cleaning, and repair services. Personal services from grocery shopping, limousine service, pet grooming and auto tag registrations/renewals, can be set up. The concierge service can provide routine home inspections or collect mail while residents are away, not to mention an array of various specialty services all of which are completely customizable to meet each and every imaginable need.

Isleworth has it all. Beautiful landscape, privacy from and access to all of the excitement of Central Florida, amazing sporting and leisure activities, and breathtaking luxury homes. It is no wonder that Isleworth has earned and retained a prestigious reputation as one of the finest communities Central Florida has to offer.

Isleworth Community Information

Location: Conroy Windermere Road & Isleworth Country Club Dr, West of Apopka Vineland (Main Gate)
Surrounding Lakes: Butler Chain of Lakes - Lake Butler, Lake Tibet, Lake Chase, Lake Louise, Lake Isleworth, and Lake Bessie (non chain)
Number of Homesites: 360
Year Built: 1986 - Homesites Available
Square Footage: 2,700 - 24,000+
HOA Fee: Yes
Community Amenities: Waterfront Community, Golf Course, Guard Gated Community, Clubhouse, Tennis Center, Children’s Playground, Boat Ramp, Restaurant
Additional Isleworth Real Estate Information: The History of Isleworth

Orange County Public Schools

  • Windermere Elementary: Grades Pre-K - 5th  Distance: 2.1 miles
  • Chain of Lakes Middle School: Grades 6th - 8th  Distance: 1.3 miles
  • Olympia High School: Grades 9th - 12th  Distance: 1 mile
  • Windermere Preparatory: Grades Pre-K - 12th Distance: 5 miles

Dining and Shopping

  • Cascade at Isleworth & The Grove at Isleworth Shopping Center, Publix Grocery Store - Distance: .7 miles
  • Restaurant Row - Distance: 4.1 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 5.7 miles
  • Winter Garden Village Retail Shopping Center with Super Target - Distance: 6.3 miles
  • Downtown Orlando - Distance: 10.8 miles

Parks and Recreation

  • R.D. Keene Park, Sporting Fields, & Public Boat Ramps - Distance: 1.3 miles
  • Dr. P. Phillips Community Park, Sporting Fields, Dog Park, Fountain Water Park - Distance: 7.5 miles
  • Lake Down Public Access Boat Ramp - Distance: .1 mile
  • Dr. P. Phillips YMCA Family Center - Distance 3.4 miles

Hospitals

  • Health Central Hospital - Distance: 6.3 miles
  • Dr. P. Phillips Hospital - Distance: 6.8 miles

*Distances approximately measured from the community entrance.

Orlando - Windermere Home

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