109 total properties
Did you mean the neighborhood Oldsmar?
View 306 MARTHA LANE #42 Oldsmar, FL MLS# W7875437
  • Virtual Tour
1 of 50
$179,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

306 MARTHA LANE #42

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 303 MEADOW LANE Oldsmar, FL MLS# TB8388789
  • Virtual Tour
1 of 23
$199,000
2

Beds

2.0

Baths

879

Sq.Ft.

303 MEADOW LANE

Oldsmar, FL

Courtesy of CENTURY 21 BEGGINS
View 502 DEVONSHIRE STREET Oldsmar, FL MLS# TB8388249
$199,000
Studio

Beds

0.0

Baths

502 DEVONSHIRE STREET

Oldsmar, FL

Courtesy of JEFFREY GOULD REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 520 CANAL WAY Oldsmar, FL MLS# TB8383295
  • Adult Community with Virtual Tour
1 of 35
$314,900
3

Beds

2.0

Baths

1,473

Sq.Ft.

520 CANAL WAY

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
View 114 CLAYS TRAIL #114 Oldsmar, FL MLS# TB8379057
$339,900
3

Beds

2.0

Baths

1,668

Sq.Ft.

114 CLAYS TRAIL #114

Oldsmar, FL

Courtesy of ADVANCED REALTY GROUP INC
View 106 MEADOW LANE #106 Oldsmar, FL MLS# TB8365014
$164,000
2

Beds

2.0

Baths

879

Sq.Ft.

106 MEADOW LANE #106

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 134 SYCAMORE LANE #H Oldsmar, FL MLS# TB8376554
$169,000
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# TB8375109
$230,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

244 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 224 CYPRESS LANE #224 Oldsmar, FL MLS# TB8373274
$185,900
2

Beds

2.0

Baths

1,053

Sq.Ft.

224 CYPRESS LANE #224

Oldsmar, FL

Courtesy of REAL ESTATE FIRM OF FLORIDA, LLC
View 337 WOODLAKE WYNDE Oldsmar, FL MLS# TB8369530
  • Virtual Tour
1 of 27
$160,000
2

Beds

2.0

Baths

924

Sq.Ft.

337 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 121 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8370574
  • Adult Community with Virtual Tour
1 of 48
$264,500
2

Beds

2.0

Baths

1,392

Sq.Ft.

121 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 106 LAKESIDE COURT Oldsmar, FL MLS# TB8350281
  • Virtual Tour
1 of 13
$160,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 LAKESIDE COURT

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 257 PELICAN DRIVE N Oldsmar, FL MLS# TB8370189
  • Adult Community with Virtual Tour
1 of 10
$122,850
Studio

Beds

0.0

Baths

257 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 472 TROUT LANE Oldsmar, FL MLS# TB8369073
  • Adult Community with Virtual Tour
1 of 45
$215,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

472 TROUT LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 110 W CYPRESS COURT Oldsmar, FL MLS# TB8368918
  • Virtual Tour
1 of 41
$184,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

110 W CYPRESS COURT

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 40 GRETCHEN COURT Oldsmar, FL MLS# TB8367588
  • Virtual Tour
1 of 49
$338,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 GRETCHEN COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 113 NINA WAY #113 Oldsmar, FL MLS# TB8366634
$225,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

113 NINA WAY #113

Oldsmar, FL

Courtesy of BRICK HOUSE REALTY SERVICES
View 443 TUNA COURT Oldsmar, FL MLS# TB8362878
  • Adult Community with Virtual Tour
1 of 48
$219,900
2

Beds

2.0

Baths

1,342

Sq.Ft.

443 TUNA COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 238 PELICAN DRIVE N Oldsmar, FL MLS# TB8360914
  • Adult Community with Virtual Tour
1 of 50
$225,900
2

Beds

2.0

Baths

1,286

Sq.Ft.

238 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 142 LAKEVIEW WAY #142 Oldsmar, FL MLS# TB8358266
$210,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

142 LAKEVIEW WAY #142

Oldsmar, FL

Courtesy of WIKLE INCORPORATED

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

252

Estimated median home price

$389,000
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 - 200K28
$200K - 300K57
$300K - 400K50
$400K - 500K33
$500K - 600K20
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family146
Townhouse33
Condo38
Commercial6
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home15
Farms0

(Data as of 11/11/2025)

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 12/8/2025.