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Beds
Baths
Sq.Ft.
108 DOLPHIN DRIVE E
Oldsmar, FL
215 CLAYS TRAIL 215
209 HEMINGWAY DRIVE
308 Congress STREET
202 ARLINGTON AVENUE E
235 WOODS LANDING TRAIL 235
STRATHMORE AVENUE
645 TIMBER BAY CIRCLE E
248 HEMINGWAY DRIVE
248 HEMINGWAY Drive
1203 CLAYS TRAIL 406
20 SYLVIA PLACE
1815 DRIFTWOOD CIRCLE S
140 JOANNE PLACE
529 JETSTAR LANE
123 DOLPHIN DRIVE S
40 SHAMROCK WAY 40
475 WOODS LANDING TRAIL
291 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 3/18/2026)
Information deemed reliable but not guaranteed.
Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.
The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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 3/21/2026.