Orlando & Kissimmee · 28.33° N
Windermere
Estate living on the Butler Chain of Lakes
Living in Windermere
Windermere is the corridor’s prestige address — a historic town threaded through the Butler Chain of Lakes, where gated enclaves like Isleworth and Keene’s Pointe hold some of Central Florida’s finest estates, minutes from Disney and the Dr. Phillips dining row.
Why buyers choose it
- Butler Chain of Lakes waterfront estates
- Isleworth, Keene’s Pointe & other gated enclaves
- Top-rated schools & small-town core
- Minutes to Disney & Restaurant Row
Live inventory
On the market in Windermere

$2,240,000
4 bd5.5 ba4,812 sqft
6102 S Hampshire Ct
Keenes Pointe · Windermere, FL 34786

$2,395,000
5 bd5.5 ba4,094 sqft
11113 Lake Butler Boulevard
Wauseon Ridge · Windermere, FL 34786

$559,000
3 bd2.5 ba1,853 sqft
8630 Powder Ridge Trail
Windermere Trails Phase 1c · Windermere, FL 34786

$1,249,000
5 bd4.5 ba3,664 sqft
2031 Willow Lauren Lane #L
Willows At Lake Rhea Ph 03 · Windermere, FL 34786

$510,000
4 bd2.5 ba1,831 sqft
13831 Farella Alley
Vineyards/Horizons West Ph 2b · Windermere, FL 34786

$975,000
3 bd3 ba2,700 sqft
9600 Ambleside Drive
Lake Down Shores Rep · Windermere, FL 34786

$682,000
4 bd2.5 ba2,754 sqft
5421 Gemgold Court
Edens Hammock · Windermere, FL 34786

$409,900
3 bd2.5 ba1,547 sqft
8860 Herencia Alley
Legado 95/47 Lot 99 · Windermere, FL 34786

$1,500,000
5 bd4 ba3,656 sqft
17526 Black Rail Street
Enclave · Windermere, FL 34786

$1,870,000
6 bd6.5 ba5,140 sqft
7467 Lake Albert Drive
Lake Burden South Ph 2 · Windermere, FL 34786

$749,000
4 bd2.5 ba2,269 sqft
9237 Mcdavid Court
Roberts Landing · Windermere, FL 34786

$420,000
3 bd2.5 ba1,545 sqft
12303 Langstaff Drive
Lakes/Windermere Lake Reams Twnh · Windermere, FL 34786