34 total properties
Did you mean the neighborhood Oldsmar?
View 90 EVELYN COURT Oldsmar, FL MLS# TB8549687
  • Recently Listed with Virtual Tour
1 of 48
$269,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

90 EVELYN COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 508 CANAL WAY Oldsmar, FL MLS# TB8565200
  • Adult Community
1 of 2
$334,000
2

Beds

2.0

Baths

1,205

Sq.Ft.

508 CANAL WAY

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
View 1909 CHESAPEAKE COURT Oldsmar, FL MLS# TB8565513
$299,900
3

Beds

2.0

Baths

1,588

Sq.Ft.

1909 CHESAPEAKE COURT

Oldsmar, FL

Courtesy of IVY LEAGUE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1912 CASTLE BAY COURT Oldsmar, FL MLS# TB8563822
  • Recently Listed with Virtual Tour
1 of 41
$309,900
3

Beds

2.0

Baths

1,265

Sq.Ft.

1912 CASTLE BAY COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1609 VINEYARD LANE Oldsmar, FL MLS# O6453313
  • Recently Listed with Virtual Tour
1 of 39
$349,900
3

Beds

2.0

Baths

1,525

Sq.Ft.

1609 VINEYARD LANE

Oldsmar, FL

Courtesy of MAINSTAY BROKERAGE LLC
View 300 STATE STREET E 326 Oldsmar, FL MLS# TB8562688
  • Recently Listed with Virtual Tour
1 of 33
$328,000
2

Beds

2.1

Baths

1,553

Sq.Ft.

300 STATE STREET E 326

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 608 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8562343
  • Recently Listed with Virtual Tour
1 of 36
$299,000
3

Beds

2.0

Baths

924

Sq.Ft.

608 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 559 DOVE TERRACE S Oldsmar, FL MLS# TB8562179
  • Adult Community with Virtual Tour
1 of 28
$349,990
2

Beds

2.0

Baths

1,310

Sq.Ft.

559 DOVE TERRACE S

Oldsmar, FL

Courtesy of Tampa - Weichert, Realtors - Exclusive Properties
View 1707 E Ironwood Ct Court E Oldsmar, FL MLS# B26029010
$335,000
2

Beds

2.0

Baths

1,264

Sq.Ft.

1707 E Ironwood Ct Court E

Oldsmar, FL

View 572 SALMON COURT Oldsmar, FL MLS# TB8551499
  • Adult Community with Virtual Tour
1 of 39
$332,000
2

Beds

2.0

Baths

1,212

Sq.Ft.

572 SALMON COURT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1925 CASTLE BAY COURT Oldsmar, FL MLS# R4912040
$300,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

1925 CASTLE BAY COURT

Oldsmar, FL

Courtesy of TAMPA HOME SALES, INC.
View 1806 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8546290
$320,000
2

Beds

2.0

Baths

960

Sq.Ft.

1806 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 711 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8547246
  • Virtual Tour
1 of 30
$349,900
4

Beds

2.0

Baths

1,604

Sq.Ft.

711 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of CORCORAN DWELLINGS
View 1806 IRONWOOD COURT W Oldsmar, FL MLS# TB8547249
$354,900
3

Beds

2.0

Baths

1,294

Sq.Ft.

1806 IRONWOOD COURT W

Oldsmar, FL

Courtesy of CORCORAN DWELLINGS
View 110 EVELYN COURT Oldsmar, FL MLS# TB8544937
  • Virtual Tour
1 of 48
$299,900
4

Beds

2.0

Baths

1,550

Sq.Ft.

110 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 310 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8540486
$320,995
3

Beds

1.0

Baths

1,272

Sq.Ft.

310 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 604 CHESTNUT STREET Oldsmar, FL MLS# O6440594
$319,000
0.0

Baths

604 CHESTNUT STREET

Oldsmar, FL

Courtesy of CHEVON EATON
View 1707 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8545637
$317,500
2

Beds

2.0

Baths

1,064

Sq.Ft.

1707 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of EMORYS ROCK REALTY POWERED BY SELLSTATE
View 215 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8544503
$300,000
3

Beds

2.1

Baths

1,450

Sq.Ft.

215 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of CENTURY 21 COASTAL ALLIANCE
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# CC857538
$355,000
0.0

Baths

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC

About Oldsmar

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.

Listings in Oldsmar, FL

206

Estimated median home price

$331,000
Oldsmar FL Homes for Sale & Properties

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.

Homes for Sale by Price in Oldsmar, FL

PriceCount
$0 - 100K0
$100K - 200K58
$200K - 300K36
$300K - 400K36
$400K - 500K28
$500K - 600K17
$600K - 700K8
$700K - 800K6
$800K - 900K6
$900K - 1M4
$1M - Max7

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family101
Townhouse21
Condo49
Commercial2
Rental48
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home21
Farms0

(Data as of 11/10/2026)

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 11/11/2026.