Discover Luxury Living in Windermere, Florida and surrounding areas
Nestled in the heart of Central Florida, Windermere is renowned for its exquisite luxury properties, stunning lakefront estates, and serene landscapes. This prestigious community offers an unparalleled blend of elegance, privacy, and sophistication, making it a sought-after destination for discerning homeowners. From breathtaking views of the Butler Chain of Lakes to custom-built mansions with world-class amenities, Windermere redefines upscale living.
PROP_ADDRESS
PROP_CITY, PROP_STATE
PROP_BEDS Beds / PROP_BATHS Baths
PROP_ACRES
PROP_PRICE
MLS® #: O6375050
- 9672 CAMBERLEY CIRCLE
- ORLANDO FL 32836
- $1,400,000
- 5 Beds | 4 Baths | 4,456 SqFt
- 1 Acres
MLS® #: O6353035
- 6507 ROSELLA COURT
- WINDERMERE FL 34786
- $7,750,000
- 7 Beds | 7.5 Baths | 10,485 SqFt
- 2 Acres
MLS® #: O6336496
- 9922 BRENTFORD COURT
- WINDERMERE FL 34786
- $1,750,000
- 6 Beds | 4 Baths | 3,894 SqFt
- 0 Acres
MLS® #: O6326947
- 11209 MACAW COURT
- WINDERMERE FL 34786
- $2,795,000
- 5 Beds | 6.5 Baths | 6,105 SqFt
- 0 Acres
MLS® #: O6351771
- 8968 BAY COVE COURT
- ORLANDO FL 32819
- $4,499,990
- 6 Beds | 6.5 Baths | 5,428 SqFt
- 0 Acres
MLS® #: O6314632
- 8047 CHILTON DRIVE
- ORLANDO FL 32836
- $1,275,000
- 5 Beds | 5 Baths | 3,874 SqFt
- 0 Acres
MLS® #: O6356056
- 6252 BLAKEFORD DR
- WINDERMERE FL 34786
- $2,390,000
- 5 Beds | 4 Baths | 4,287 SqFt
- 0 Acres
MLS® #: O6325454
- 12264 MONTALCINO CIRCLE
- WINDERMERE FL 34786
- $5,860,000
- 4 Beds | 5.5 Baths | 7,872 SqFt
- 1 Acres
MLS® #: O6358512
- 17384 GLOSSY POMELO WAY
- WINTER GARDEN FL 34787
- $1,470,000
- 6 Beds | 4.5 Baths | 4,676 SqFt
- 1 Acres
MLS® #: O6330959
- 10203 TROUT ROAD
- ORLANDO FL 32836
- $2,970,000
- 5 Beds | 4 Baths | 3,737 SqFt
- 2 Acres
MLS® #: O6346003
- 5036 LATROBE DRIVE
- WINDERMERE FL 34786
- $4,900,000
- 5 Beds | 4.5 Baths | 5,548 SqFt
- 1 Acres
MLS® #: O6366645
- 11256 LEMON LAKE BOULEVARD
- ORLANDO FL 32836
- $1,600,000
- 6 Beds | 6 Baths | 4,931 SqFt
- 0 Acres
MLS® #: O6373191
- 5074 ISLEWORTH COUNTRY CLUB DRIVE
- WINDERMERE FL 34786
- $7,595,000
- 5 Beds | 6.5 Baths | 6,937 SqFt
- 1 Acres
MLS® #: G5099461
- 8704 CRESTGATE CIRCLE
- ORLANDO FL 32819
- $1,890,000
- 5 Beds | 5.5 Baths | 5,343 SqFt
- 0 Acres
MLS® #: O6363950
- 1017 JOHNS POINT DRIVE
- OAKLAND FL 34787
- $2,160,000
- 5 Beds | 6 Baths | 6,141 SqFt
- 1 Acres
MLS® #: O6371482
- 1008 TILDEN OAKS TRAIL
- OAKLAND FL 34787
- $1,500,000
- 6 Beds | 5 Baths | 3,528 SqFt
- 0 Acres
MLS® #: S5138567
- 81 OAKDALE STREET
- WINDERMERE FL 34786
- $2,500,000
- 5 Beds | 4.5 Baths | 4,284 SqFt
- 0 Acres
MLS® #: O6304246
- 11056 CLIPPER COURT
- WINDERMERE FL 34786
- $1,600,000
- 5 Beds | 6 Baths | 6,375 SqFt
- 1 Acres
MLS® #: O6375745
- 10844 EMERALD CHASE DRIVE
- ORLANDO FL 32836
- $1,300,000
- 5 Beds | 4.5 Baths | 4,990 SqFt
- 0 Acres
MLS® #: O6377077
- 9200 ISLAND LAKE COURT
- ORLANDO FL 32836
- $1,375,000
- 5 Beds | 4 Baths | 3,794 SqFt
- 1 Acres
MLS® #: O6351555
- 16077 BARKLY RIDGE COURT
- WINTER GARDEN FL 34787
- $2,380,000
- 6 Beds | 6 Baths | 5,248 SqFt
- 0 Acres
MLS® #: O6354755
- 1238 LAKE WHITNEY DRIVE
- WINDERMERE FL 34786
- $2,200,000
- 4 Beds | 5.5 Baths | 5,266 SqFt
- 1 Acres
MLS® #: O6322386
- 11333 CAMDEN PARK DRIVE
- WINDERMERE FL 34786
- $1,298,000
- 5 Beds | 4.5 Baths | 3,449 SqFt
- 0 Acres
The data relating to real estate for sale on this site comes from Stellar MLS. All properties are subject to prior sale, changes, or withdrawal.
This site was last updated Feb-04-2026 9:19:58 pm.
This site was last updated Feb-04-2026 9:19:58 pm.



























































































