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Beds
Baths
Sq.Ft.
324 COUNTRY CLUB DRIVE
Oldsmar, FL
216 HEMINGWAY DRIVE
416 COUNTRY CLUB DRIVE
108 BRENT CIRCLE
1505 SUNSET WIND LOOP
370 S WOODLANDS DRIVE
271 HEMINGWAY DRIVE
3087 DUANE AVENUE
1909 CASTLE BAY COURT
2009 PEPPERTREE COURT
1811 DRIFTWOOD CIRCLE S
1504 MERLOT COURT
415 COUNTRY CLUB DRIVE
1916 HUDSON COURT
442 EVERGREEN DRIVE
415 MAPLEWOOD CIRCLE
206 BEDFORD STREET
103 CUTLASS WAY
611 TANGERINE DRIVE
208 CUTLASS WAY
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 8/21/2026)
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 8/21/2026.