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Beds
Baths
Sq.Ft.
142 WOODLAKE WYNDE 48
Oldsmar, FL
25 TADS TRAIL
50 WOODLAKE PLACE
2034 MONTEGO COURT
382 COUNTRYSIDE KEY BOULEVARD
202 MEADOW LANE 50
372 COBIA WAY
218 CARYL WAY
303 MEADOW LANE
130 WOODLAKE WYNDE 130
112 CYPRESS COURT 112
204 WINDWARD PLACE 36
507 SHORE DRIVE E
303 MARTHA LANE 303
110 LAKESIDE COURT 110
122 CARYL WAY 122
104 E CYPRESS COURT 104
240 CYPRESS LANE 240
388 COUNTRYSIDE KEY BOULEVARD
40 SHAMROCK WAY 40
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 5/21/2026)
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 5/21/2026.