60 total properties
Did you mean the neighborhood Oldsmar?
View 222 WOODLAKE WYNDE 222 Oldsmar, FL MLS# TB8452014
$199,000
2

Beds

2.0

Baths

888

Sq.Ft.

222 WOODLAKE WYNDE 222

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 283 PELICAN DRIVE N Oldsmar, FL MLS# TB8453169
  • Adult Community with Virtual Tour
1 of 42
$174,900
2

Beds

2.0

Baths

1,048

Sq.Ft.

283 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 168 MANTA CIRCLE Oldsmar, FL MLS# TB8449969
  • Adult Community with Virtual Tour
1 of 35
$252,900
2

Beds

2.0

Baths

1,128

Sq.Ft.

168 MANTA CIRCLE

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 72 PELICAN DRIVE E Oldsmar, FL MLS# TB8449023
  • Adult Community with Virtual Tour
1 of 49
$224,900
2

Beds

2.0

Baths

1,402

Sq.Ft.

72 PELICAN DRIVE E

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 8 PELICAN DRIVE N Oldsmar, FL MLS# TB8448944
  • Adult Community with Virtual Tour
1 of 52
$209,900
2

Beds

2.0

Baths

1,336

Sq.Ft.

8 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 120 CYPRESS LANE 120 Oldsmar, FL MLS# TB8447454
$185,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

120 CYPRESS LANE 120

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 124 NINA WAY 24 Oldsmar, FL MLS# O6359832
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

124 NINA WAY 24

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
$249,000
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
$214,500
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 106 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8438561
  • Adult Community with Virtual Tour
1 of 35
$224,000
2

Beds

2.0

Baths

1,092

Sq.Ft.

106 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 273 COUNTRYSIDE KEY BOULEVARD N/A Oldsmar, FL MLS# TB8439412
$245,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

273 COUNTRYSIDE KEY BOULEVARD N/A

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$225,000
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 468 TROUT LANE Oldsmar, FL MLS# TB8439659
  • Adult Community with Virtual Tour
1 of 29
$166,500
2

Beds

2.0

Baths

960

Sq.Ft.

468 TROUT LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 281 CYPRESS LANE 281 Oldsmar, FL MLS# TB8435538
$199,999
2

Beds

2.0

Baths

1,054

Sq.Ft.

281 CYPRESS LANE 281

Oldsmar, FL

Courtesy of UNITED REAL ESTATE SUNCOAST
View 436 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8433691
$151,000
Studio

Beds

0.0

Baths

436 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 115 PALMETTO COURT 115 Oldsmar, FL MLS# TB8432105
$155,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

115 PALMETTO COURT 115

Oldsmar, FL

Courtesy of TAYLORMADE PROPERTIES, INC.
View 206 CARYL WAY 1 Oldsmar, FL MLS# TB8427572
  • Virtual Tour
1 of 15
$224,900
2

Beds

2.0

Baths

948

Sq.Ft.

206 CARYL WAY 1

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 192 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8427755
  • Adult Community with Virtual Tour
1 of 42
$179,900
2

Beds

2.0

Baths

1,274

Sq.Ft.

192 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 129 WOODLAKE WYNDE 129 Oldsmar, FL MLS# TB8426049
$218,000
2

Beds

2.0

Baths

924

Sq.Ft.

129 WOODLAKE WYNDE 129

Oldsmar, FL

Courtesy of BILTMORE GROUP 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

214

Estimated median home price

$372,400
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 - 200K30
$200K - 300K47
$300K - 400K48
$400K - 500K24
$500K - 600K19
$600K - 700K13
$700K - 800K8
$800K - 900K6
$900K - 1M0
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse34
Condo35
Commercial5
Rental50
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home20
Farms0

(Data as of 1/26/2026)

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 1/27/2026.