Houses on the waterfront in Florida, Oldsmar For Sale

​Find your dream Waterfront Houses in Florida, Oldsmar today!​

Your dream Waterfront Houses in Florida, Oldsmar is just a few clicks away when you browse thousands of Waterfront Houses For Sale in Florida, Oldsmar listed by price, location, layout, features and size with quick access to realtor contact, details and scheduling. View Houses For Sale and take a virtual tour or browse professional real estate photos that reveal the home’s unique features, spaces and character. From suburban Waterfront Houses For Sale for raising a family to luxury Waterfront Houses For Sale in Florida, Oldsmar where retirement is as easy as it comes, our extensive network of local directories takes all the work out of finding your dreamhome and you right to the selection process. Whether you are a prospecting homeowner or a real estate investor seeking local opportunities, our platform gives you access to virtually all available Houses For Sale with real-time updates on status, pricing, and essential real estate details.

440 LAKEVIEW DRIVE placeholder 440 LAKEVIEW DRIVE
3 days
For Sale
House
$565,000
3 bds 2 ba 1,554 sqft
440 LAKEVIEW DRIVE
648 TIMBER BAY CIRCLE E placeholder 648 TIMBER BAY CIRCLE E
6 days
For Sale
House
$379,000
4 bds 2 ba 1,253 sqft
648 TIMBER BAY CIRCLE E
2151 DIAMOND COURT placeholder 2151 DIAMOND COURT
42 days
For Sale
House
$1,499,900
4 bds 3 ba 3,850 sqft
2151 DIAMOND COURT
70 BAY WOODS DRIVE placeholder 70 BAY WOODS DRIVE
+$70K (2025/10/29)
For Sale
House
$845,000
4 bds 2 ba 2,802 sqft
70 BAY WOODS DRIVE
190 WATER OAK WAY placeholder 190 WATER OAK WAY
69 days
For Sale
House
$725,000
3 bds 2 ba 2,061 sqft
190 WATER OAK WAY
4886 WESTCHESTER COURT placeholder 4886 WESTCHESTER COURT
-$30K (2025/12/08)
For Sale
House
$569,000
3 bds 2 ba 1,920 sqft
4886 WESTCHESTER COURT
3426 CHANNELSIDE COURT placeholder 3426 CHANNELSIDE COURT
-$99K (2025/11/22)
For Sale
House
$1,799,999
4 bds 4 ba 3,488 sqft
3426 CHANNELSIDE COURT
288 MOBBLY BAY DRIVE placeholder 288 MOBBLY BAY DRIVE
-$125K (2025/11/06)
For Sale
House
$1,650,000
4 bds 4 ba 5,260 sqft
288 MOBBLY BAY DRIVE
804 CHARLES BOULEVARD placeholder 804 CHARLES BOULEVARD
-$10K (2025/12/04)
For Sale
House
$1,190,000
4 bds 3 ba 2,500 sqft
804 CHARLES BOULEVARD
4874 WESTCHESTER COURT placeholder 4874 WESTCHESTER COURT
-$89K (2025/12/05)
For Sale
House
$550,000
3 bds 2 ba 1,758 sqft
4874 WESTCHESTER COURT
311 SHORE DRIVE E placeholder 311 SHORE DRIVE E
-$72K (2025/11/26)
For Sale
House
$424,500
3 bds 2 ba 1,632 sqft
311 SHORE DRIVE E
1120 HUNTERS PLACE placeholder 1120 HUNTERS PLACE
-$25K (2025/12/04)
For Sale
House
$649,900
3 bds 2 ba 2,316 sqft
1120 HUNTERS PLACE
316 SHORE DRIVE E placeholder 316 SHORE DRIVE E
-$75K (2025/11/22)
For Sale
House
$1,500,000
4 bds 3 ba 2,496 sqft
316 SHORE DRIVE E
3420 CHANNELSIDE COURT placeholder 3420 CHANNELSIDE COURT
203 days
For Sale
House
$2,035,000
5 bds 4 ba 3,890 sqft
3420 CHANNELSIDE COURT
3484 SHORE DRIVE placeholder 3484 SHORE DRIVE
-$24K (2025/09/24)
For Sale
House
$1,975,000
4 bds 3 ba 3,415 sqft
3484 SHORE DRIVE