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Beds
Baths
Sq.Ft.
218 CARYL WAY
Oldsmar, FL
314 COUNTRY CLUB DRIVE
303 MEADOW LANE
130 WOODLAKE WYNDE 130
172 LAKEVIEW WAY 172
207 CYPRESS LANE
112 CYPRESS COURT 112
412 CEDAR RIDGE COURT
807 JACARANDA DRIVE
303 WOODLAKE WYNDE
115 WINDWARD PLACE 15
204 WINDWARD PLACE 36
910 WAVERLY ST AVENUE
340 CANAL WAY
208 HEMINGWAY DRIVE
634 TIMBER BAY CIRCLE W
240 TADS TRAIL
124 LOBLOLLY COURT D
507 SHORE DRIVE E
40 SYLVIA PLACE
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 4/20/2026)
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 4/21/2026.