Florida, Windermere Waterfront Houses For Sale — from $1.6M | Broker One

Waterfront Houses For Sale in Florida, Windermere

Browse waterfront Houses For Sale in Florida, Windermere — canal-front, bay-front, and oceanfront properties with dock access, water views, and direct ocean access. Filter by price, bedrooms, lot size, and waterfront type.

Waterfront living in Florida, Windermere

Waterfront homes in Florida, Windermere range from canal-front properties with private docks to luxury estates on open water. Many include boat lifts, seawalls, and direct access to Biscayne Bay or the Intracoastal Waterway. Waterfront properties typically command a 30-60% premium over comparable inland homes.

What to check on waterfront properties

Verify seawall condition, dock permits, flood zone designation, and elevation certificate before buying. Waterfront homes in South Florida require flood insurance — check FEMA zone maps and recent claims history. Our listings include flood zone data and property details to help you evaluate risk.

New
For Sale
$30,000,000
House
7 bds · 12 ba · 51,000 sqft
N/A, WINDERMERE
9508 WINDY RIDGE ROAD
For Sale
$1,575,000
House
4 bds · 2 ba · 2,130 sqft
DAVIS SHORES, WINDERMERE
33 MAIN STREET
For Sale
$3,900,000
House
5 bds · 5 ba · 3,800 sqft
WINDERMERE TOWN, WINDERMERE
212 W 1ST AVENUE
For Sale
$2,400,000
House
4 bds · 3 ba · 3,004 sqft
LAKE DOWN SHORES, WINDERMERE
9620 MAYWOOD DRIVE
For Sale
$2,950,000
House
5 bds · 4 ba · 7,153 sqft
DOWN POINT SUB, WINDERMERE
4301 DOWN POINT LANE
For Sale
$2,200,000
House
5 bds · 5 ba · 4,230 sqft
ESTANCIA/WINDERMERE, WINDERMERE
1118 ESTANCIA WOODS LOOP
-$25K
For Sale
$2,450,000
House
4 bds · 3 ba · 3,975 sqft
WINDERMERE TOWN, WINDERMERE
325 MAGNOLIA STREET
For Sale
$30,000,000
House
7 bds · 12 ba · 51,000 sqft
N/A, WINDERMERE
9508 WINDY RIDGE ROAD
For Sale
$3,500,000
House
4 bds · 4 ba · 2,500 sqft
DAVIS SHORES, WINDERMERE
43 MAIN STREET
For Sale
$4,995,000
House
6 bds · 6 ba · 7,349 sqft
SUNSET BAY, WINDERMERE
5070 DOWN POINT LANE
For Sale
$3,000,000
House
5 bds · 5 ba · 2,565 sqft
DAVIS SHORES, WINDERMERE
19 MAIN STREET
For Sale
$3,725,000
House
5 bds · 4 ba · 4,875 sqft
LAKE BUTLER PARK PT REP, WINDERMERE
58 MAIN STREET
-$405K
For Sale
$2,895,000
House
4 bds · 5 ba · 4,693 sqft
LAKE DOWN ESTATES, WINDERMERE
10870 BAYSHORE DRIVE
-$50K
For Sale
$3,450,000
House
4 bds · 3 ba · 5,273 sqft
LAKES, WINDERMERE
10577 DOWN LAKEVIEW CIRCLE
-$400K
For Sale
$3,750,000
House
5 bds · 6 ba · 5,639 sqft
ALADAR ON LAKE BUTLER, WINDERMERE
801 W 2ND AVENUE
-$950K
For Sale
$6,000,000
House
7 bds · 5 ba · 8,000 sqft
ISLEWORTH, WINDERMERE
9725 CHESTNUT RIDGE DRIVE
-$200K
For Sale
$2,300,000
House
5 bds · 4 ba · 4,284 sqft
DAVIS SHORES, WINDERMERE
81 OAKDALE STREET
-$200K
For Sale
$3,999,999
House
5 bds · 6 ba · 6,248 sqft
METCALF PARK REP, WINDERMERE
11002 LAKE BUTLER BOULEVARD
-$3M
For Sale
$17,250,000
House
7 bds · 8 ba · 10,649 sqft
METCALF PARK REP, WINDERMERE
11900 LAKE BUTLER BOULEVARD