Isleworth mansion tops Windermere-area home sales from May 11 to 17

The home at 5525 Isleworth Country Club Drive, Windermere, sold May 15, for $11,500,000.

By Michael Eng
| 7:45 a.m. May 21, 2026

Southwest Orange
Real Estate

An Isleworth mansion topped all Windermere-area residential real-estate transactions from May 11 to 17.

The home at 5525 Isleworth Country Club Drive, Windermere, sold May 15, for $11,500,000. Built in 1999, it has five bedrooms, five-and-one-half baths and 9,511 square feet of living area. Days on market: 333. The sellers were represented by Monica Lochmandy, Isleworth Realty LLC.

WINDERMERE
DOWN POINT
The home at 4200 Down Point Lane, Windermere, sold May 12, for $8,500,000. Built in 2001, it has six bedrooms, seven baths, two half-baths and 14,435 square feet of living area. Days on market: Eight.

GOTHA
The home at 1420 Dingens Ave., Windermere, sold May 11, for $1,610,000. Built in 2018, it has four bedrooms, three-and-one-half baths and 4,072 square feet of living area. Days on market: Two.

ISLEWORTH
The home at 5525 Isleworth Country Club Drive, Windermere, sold May 15, for $11,500,000. Built in 1999, it has five bedrooms, five-and-one-half baths and 9,511 square feet of living area. Days on market: 333.

KEENE’S POINTE
The home at 6013 Greatwater Drive, Windermere, sold May 11, for $6,700,000. Built in 2004, it has five bedrooms, five baths, two half-baths and 7,607 square feet of living area. Days on market: 11.

The home at 8350 Bowden Way, Windermere, sold May 11, for $1,115,000. Built in 2001, it has three bedrooms, three-and-one-half baths and 3,368 square feet of living area. Days on market: Five.

RESERVE AT BELMERE
The home at 1329 Glenheather Drive, Windermere, sold May 11, for $835,000. Built in 2002, it has three bedrooms, three baths and 2,519 square feet of living area. Days on market: Six.

RESERVE AT LAKE BUTLER SOUND
The home at 11044 Hawkshead Court, Windermere, sold May 11, for $1,335,000. Built in 2004, it has five bedrooms, four-and-one-half baths and 4,257 square feet of living area. Days on market: 31.

SILVER WOODS
The home at 5130 Sun Palm Drive, Windermere, sold May 12, for $512,200. Built in 1987, it has three bedrooms, two baths and 1,723 square feet of living area. Days on market: Four.

TOWN OF WINDERMERE
The home at 414 E. Fifth Ave., Windermere, sold May 14, for $1,050,000. Built in 2000, it has three bedrooms, two baths and 2,521 square feet of living area. Days on market: 26.

author

Michael Eng

As a child, Editor and Publisher Michael Eng collected front pages of the Kansas City Star during Operation Desert Storm, so it was a foregone conclusion that he would pursue a career in journalism. He holds a journalism degree from the University of Missouri — Columbia School of Journalism. When he’s not working, you can find him spending time with his wife and three children, or playing drums around town. He’s also a sucker for dad jokes.