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Beds
Baths
Sq.Ft.
113 WOODLAKE WYNDE 19
Oldsmar, FL
291 COUNTRYSIDE KEY BOULEVARD
105 WOODLAKE LANE 105
477 COUNTRYSIDE KEY BOULEVARD
148 DOUGLAS ROAD W C
219 PALMETTO COURT 219
83 PELICAN DRIVE N
218 CARYL WAY 218
107 MARY DRIVE 107
475 WOODS LANDING TRAIL
2015 SHEFFIELD COURT
208 CARYL WAY
118 LAKEVIEW WAY 118
229 MARY DRIVE 45
219 CYPRESS COURT 219
140 MICHAELS CIRCLE
705 SHORE DRIVE E
127 CYPRESS LANE 27
108 LAKEVIEW PLACE 108
278 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 1/15/2026)
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 1/16/2026.