Florida, Windermere Waterfront Houses For Sale — from $2.3M | 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.

325 MAGNOLIA STREET placeholder 325 MAGNOLIA STREET
20 days
For Sale
House
$2,475,000
4 bds 3 ba 3,975 sqft
325 MAGNOLIA STREET
9508 WINDY RIDGE ROAD placeholder 9508 WINDY RIDGE ROAD
20 days
For Sale
House
$30,000,000
7 bds 12 ba 51,000 sqft
9508 WINDY RIDGE ROAD
11 MAIN STREET placeholder 11 MAIN STREET
33 days
For Sale
House
$6,700,000
5 bds 5 ba 4,723 sqft
11 MAIN STREET
43 MAIN STREET placeholder 43 MAIN STREET
33 days
For Sale
House
$3,500,000
4 bds 4 ba 2,500 sqft
43 MAIN STREET
5070 DOWN POINT LANE placeholder 5070 DOWN POINT LANE
39 days
For Sale
House
$4,995,000
6 bds 6 ba 7,349 sqft
5070 DOWN POINT LANE
3026 PORTO LAGO COURT placeholder 3026 PORTO LAGO COURT
39 days
For Sale
House
$4,500,000
5 bds 7 ba 8,714 sqft
3026 PORTO LAGO COURT
19 MAIN STREET placeholder 19 MAIN STREET
47 days
For Sale
House
$3,000,000
5 bds 5 ba 2,565 sqft
19 MAIN STREET
58 MAIN STREET placeholder 58 MAIN STREET
60 days
For Sale
House
$3,725,000
5 bds 4 ba 4,875 sqft
58 MAIN STREET
10870 BAYSHORE DRIVE placeholder 10870 BAYSHORE DRIVE
-$305K (2026/03/09)
For Sale
House
$2,995,000
4 bds 5 ba 4,693 sqft
10870 BAYSHORE DRIVE
10577 DOWN LAKEVIEW CIRCLE placeholder 10577 DOWN LAKEVIEW CIRCLE
69 days
For Sale
House
$3,500,000
4 bds 3 ba 5,273 sqft
10577 DOWN LAKEVIEW CIRCLE
801 W 2ND AVENUE placeholder 801 W 2ND AVENUE
-$155K (2026/02/12)
For Sale
House
$3,995,000
5 bds 6 ba 5,639 sqft
801 W 2ND AVENUE
9725 CHESTNUT RIDGE DRIVE placeholder 9725 CHESTNUT RIDGE DRIVE
94 days
For Sale
House
$6,950,000
7 bds 5 ba 8,000 sqft
9725 CHESTNUT RIDGE DRIVE
81 OAKDALE STREET placeholder 81 OAKDALE STREET
-$200K (2026/03/18)
For Sale
House
$2,300,000
5 bds 4 ba 4,284 sqft
81 OAKDALE STREET
9508 Windy Ridge, Windermere, FL 34786 placeholder 9508 Windy Ridge, Windermere, FL 34786
-$3M (2025/11/30)
For Sale
House
$19,995,000
6 bds 12 ba 20,865 sqft
9508 Windy Ridge, Windermere, FL 34786
2844 MARQUESAS COURT placeholder 2844 MARQUESAS COURT
-$200K (2025/11/03)
For Sale
House
$3,700,000
4 bds 3 ba 5,365 sqft
2844 MARQUESAS COURT
11002 LAKE BUTLER BOULEVARD placeholder 11002 LAKE BUTLER BOULEVARD
-$200K (2026/03/03)
For Sale
House
$3,999,999
5 bds 6 ba 6,248 sqft
11002 LAKE BUTLER BOULEVARD
11900 LAKE BUTLER BOULEVARD placeholder 11900 LAKE BUTLER BOULEVARD
-$2M (2025/09/12)
For Sale
House
$18,500,000
7 bds 8 ba 10,649 sqft
11900 LAKE BUTLER BOULEVARD