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Beds
Baths
Sq.Ft.
209 HEMINGWAY DRIVE
Oldsmar, FL
141 LAKEVIEW WAY 141
204 BENGAL CIRCLE
108 BRENT CIRCLE
545 LAKE CYPRESS CIRCLE
835 CHRISTINA CIRCLE
190 JAMES COURT
908 VINEYARD LANE
1732 SPLIT FORK DRIVE
122 CARYL WAY 122
1744 MAPLELEAF BOULEVARD
108 DOLPHIN DRIVE E
432 COUNTRY CLUB DRIVE
1505 SUNSET WIND LOOP
433 SAILFISH BOULEVARD
387 TAVERNIER CIRCLE
104 E CYPRESS COURT 104
240 CYPRESS LANE 240
904 VINEYARD LANE
388 COUNTRYSIDE KEY BOULEVARD
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 4/29/2026)
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 4/29/2026.