211 total properties
Did you mean the neighborhood Oldsmar?
View 60 ST ANDREWS PLACE 60 Oldsmar, FL MLS# TB8526165
$299,900
2

Beds

2.0

Baths

1,626

Sq.Ft.

60 ST ANDREWS PLACE 60

Oldsmar, FL

Courtesy of PROFESSIONAL REAL ESTATE MGMT
View 204 SHORE DRIVE W Oldsmar, FL MLS# TB8534439
  • Virtual Tour
1 of 18
$299,900
3

Beds

2.0

Baths

1,374

Sq.Ft.

204 SHORE DRIVE W

Oldsmar, FL

Courtesy of DALTON WADE INC
View 613 CHESTNUT STREET Oldsmar, FL MLS# TB8534625
$299,900
5

Beds

4.0

Baths

2,572

Sq.Ft.

613 CHESTNUT STREET

Oldsmar, FL

Courtesy of DALTON WADE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$279,000
0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD
View 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
  • Virtual Tour
1 of 36
$279,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

10 LESLEY LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 75 POOLE PLACE Oldsmar, FL MLS# TB8527830
  • Virtual Tour
1 of 55
$276,900
2

Beds

2.0

Baths

1,380

Sq.Ft.

75 POOLE PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 279 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8542613
$275,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

279 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of REAL ESTATE FIRM OF FLORIDA, LLC
View 193 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8503933
  • Adult Community with Virtual Tour
1 of 41
$265,000
3

Beds

3.0

Baths

1,485

Sq.Ft.

193 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of CONCI, REALTORS
View 645 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8443970
$260,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

645 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 704 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8534748
  • Virtual Tour
1 of 24
$259,900
2

Beds

2.0

Baths

1,064

Sq.Ft.

704 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of DALTON WADE INC
View 214 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8538126
  • Adult Community with Virtual Tour
1 of 46
$259,000
2

Beds

2.0

Baths

1,324

Sq.Ft.

214 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Adult Community with Virtual Tour
1 of 51
$252,000
3

Beds

2.0

Baths

1,471

Sq.Ft.

258 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 260 MICHAELS CIRCLE Oldsmar, FL MLS# TB8507054
  • Virtual Tour
1 of 44
$250,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

260 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of DASHER RLTY & PROP. MANAGEMENT
View 428 PELICAN DRIVE S Oldsmar, FL MLS# TB8544886
  • Adult Community with Virtual Tour
1 of 56
$249,000
2

Beds

2.0

Baths

1,671

Sq.Ft.

428 PELICAN DRIVE S

Oldsmar, FL

Courtesy of CONCI, REALTORS
View 407 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8530978
  • Adult Community with Virtual Tour
1 of 47
$247,000
2

Beds

2.0

Baths

1,320

Sq.Ft.

407 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2044 SHEFFIELD COURT Oldsmar, FL MLS# TB8542342
$244,900
2

Beds

2.0

Baths

1,296

Sq.Ft.

2044 SHEFFIELD COURT

Oldsmar, FL

Courtesy of GUARDIAN REAL ESTATE SERVICES
View 135 PINEWINDS BOULEVARD Oldsmar, FL MLS# S5156711
$239,900
2

Beds

2.0

Baths

1,053

Sq.Ft.

135 PINEWINDS BOULEVARD

Oldsmar, FL

Courtesy of LA ROSA REALTY BEACHES LLC
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 210 GRETCHEN COURT Oldsmar, FL MLS# TB8550922
  • Virtual Tour
1 of 40
$239,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

210 GRETCHEN COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 145 POOLE PLACE Oldsmar, FL MLS# TB8557674
  • Recently Listed with Virtual Tour
1 of 34
$235,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

145 POOLE PLACE

Oldsmar, FL

Courtesy of SOUTH CEDAR REAL ESTATE, INC

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

211

Estimated median home price

$335,000
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 - 100K1
$100K - 200K55
$200K - 300K36
$300K - 400K40
$400K - 500K32
$500K - 600K18
$600K - 700K8
$700K - 800K5
$800K - 900K2
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family108
Townhouse20
Condo49
Commercial2
Rental45
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home20
Farms0

(Data as of 10/19/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 10/20/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 10/20/2026.