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Beds
Baths
Sq.Ft.
2031 DOVER COURT
Oldsmar, FL
2024 SHEFFIELD COURT
260 BALSAM DRIVE
428 PELICAN DRIVE S
20 EVELYN COURT
25 TADS TRAIL
388 COUNTRYSIDE KEY BOULEVARD
405 WOODS LANDING TRAIL
209 CORKWOOD LN
382 COUNTRYSIDE KEY BOULEVARD
104 E CYPRESS COURT 104
101 DOLPHIN DRIVE N
240 CYPRESS LANE 240
276 PELICAN DRIVE N
107 LAKEVIEW PLACE 7
2034 MONTEGO COURT
80 LANCE COURT
113 WOODLAKE WYNDE 19
50 WOODLAKE PLACE
83 PELICAN DRIVE N
The Oldsmar area enjoys the distinction of offering the county’s only contiguous land connection to the City of Tampa and Hillsborough County. Perhaps this “no bridges” location has helped to foster the area’s rapid growth in lovely residential communities. Local attractions include the thoroughbred horse racing at Tampa Bay Downs Race Track, the bargains at Oldsmar Flea Market, and the skating rink at the Tampa Bay Skating Academy. Housing ranges from spacious single-family homes to executive homes and estates or stately older residences in the heart of town. The regional Upper Tampa Bay Chamber of Commerce headquartered in Oldsmar also covers the unincorporated communities of Town and Country and Northwest Hillsborough.
Weichert Realtors is one of the nation's leading providers of Oldsmar, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oldsmar, FL.
(Data as of 6/21/2026)
Information deemed reliable but not guaranteed.
Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved
Data is updated as of 6/22/2026.