76 total properties
Did you mean the neighborhood Oldsmar?
View 134 SYCAMORE LANE H Oldsmar, FL MLS# TB8470705
  • Virtual Tour
1 of 44
$160,000
2

Beds

2.0

Baths

915

Sq.Ft.

134 SYCAMORE LANE H

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 244 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8465176
$220,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

244 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
$220,000
2

Beds

2.1

Baths

1,264

Sq.Ft.

62 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 113 WOODLAKE WYNDE 19 Oldsmar, FL MLS# TB8463749
$215,000
2

Beds

2.0

Baths

924

Sq.Ft.

113 WOODLAKE WYNDE 19

Oldsmar, FL

Courtesy of CENTURY 21 RE CHAMPIONS
View 291 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8463435
$249,900
2

Beds

2.1

Baths

1,110

Sq.Ft.

291 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 219 PALMETTO COURT Oldsmar, FL MLS# TB8463698
  • Virtual Tour
1 of 26
$182,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 PALMETTO COURT

Oldsmar, FL

Courtesy of KINEST REALTY
View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community with Virtual Tour
1 of 40
$205,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 107 MARY DRIVE 107 Oldsmar, FL MLS# TB8462887
  • Virtual Tour
1 of 86
$189,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

107 MARY DRIVE 107

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
$249,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 475 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676723
$255,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 118 LAKEVIEW WAY 118 Oldsmar, FL MLS# A4677135
  • Virtual Tour
1 of 47
$150,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

118 LAKEVIEW WAY 118

Oldsmar, FL

Courtesy of HUNT BROTHERS REALTY, INC.
View 219 CYPRESS COURT 219 Oldsmar, FL MLS# TB8460111
$185,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 CYPRESS COURT 219

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
View 705 SHORE DRIVE E Oldsmar, FL MLS# TB8458306
$178,990
4

Beds

2.1

Baths

2,155

Sq.Ft.

705 SHORE DRIVE E

Oldsmar, FL

Courtesy of GREAT AMERICAN REALTY
View 278 PELICAN DRIVE N Oldsmar, FL MLS# TB8453637
  • Adult Community with Virtual Tour
1 of 27
$179,999
2

Beds

2.0

Baths

1,128

Sq.Ft.

278 PELICAN DRIVE N

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 283 PELICAN DRIVE N Oldsmar, FL MLS# TB8453169
  • Adult Community with Virtual Tour
1 of 42
$164,900
2

Beds

2.0

Baths

1,048

Sq.Ft.

283 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 129 CYPRESS COURT 129 Oldsmar, FL MLS# TB8447168
$165,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

129 CYPRESS COURT 129

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 101 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8444809
  • Adult Community with Virtual Tour
1 of 34
$244,900
2

Beds

2.0

Baths

1,573

Sq.Ft.

101 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT 117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 403 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8442487
  • Adult Community with Virtual Tour
1 of 38
$189,000
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$199,000
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY 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

241

Estimated median home price

$369,000
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 - 200K47
$200K - 300K42
$300K - 400K51
$400K - 500K27
$500K - 600K19
$600K - 700K12
$700K - 800K8
$800K - 900K10
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse32
Condo45
Commercial4
Rental46
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 4/30/2026)

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 4/30/2026.