Florida, Winter Park Waterfront Houses For Sale — from $650K | Broker One

Waterfront Houses For Sale in Florida, Winter Park

Browse waterfront Houses For Sale in Florida, Winter Park — 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, Winter Park

Waterfront homes in Florida, Winter Park 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
$2,695,000
House
5 bds · 4 ba · 4,094 sqft
ROSE ISLE SEC 03, ORLANDO
2655 LAKE SHORE DRIVE
For Sale
$5,500,000
House
4 bds · 4 ba · 4,775 sqft
SYLVAN PARK, WINTER PARK
313 SYLVAN DRIVE
For Sale
$1,650,000
House
3 bds · 4 ba · 2,467 sqft
SOUTH LAKEMONT SHORES, WINTER PARK
1841 LAKE SPIER DRIVE
-$49K
For Sale
$650,000
House
3 bds · 2 ba · 1,467 sqft
ALBERT LEE RIDGE ADD 02, WINTER PARK
1009 LAKE BELL DRIVE
For Sale
$1,795,000
House
3 bds · 3 ba · 2,351 sqft
SHERIDAN PLACE, MAITLAND
631 LAKE CATHERINE DRIVE
-$105K
For Sale
$1,790,000
House
4 bds · 5 ba · 4,478 sqft
LAKE COLONY PH 02, MAITLAND
1244 E LAKE COLONY DRIVE
For Sale
$6,900,000
House
6 bds · 5 ba · 6,396 sqft
J KRONENBERGER SUB, WINTER PARK
1260 ALABAMA DRIVE