53 total properties
Did you mean the neighborhood Oldsmar?
View 115 PALMETTO COURT #115 Oldsmar, FL MLS# TB8432105
$164,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

115 PALMETTO COURT #115

Oldsmar, FL

Courtesy of TAYLORMADE PROPERTIES, INC.
View 256 CYPRESS LANE Oldsmar, FL MLS# TB8417068
  • Virtual Tour
1 of 31
$179,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

256 CYPRESS LANE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 129 WOODLAKE WYNDE #129 Oldsmar, FL MLS# TB8426049
$223,500
2

Beds

2.0

Baths

924

Sq.Ft.

129 WOODLAKE WYNDE #129

Oldsmar, FL

Courtesy of BILTMORE GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1907 CUTTY BAY COURT Oldsmar, FL MLS# TB8370510
$175,000
Studio

Beds

0.0

Baths

1907 CUTTY BAY COURT

Oldsmar, FL

Courtesy of CENTURY 21 LINK REALTY, 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 204 MARY DRIVE Oldsmar, FL MLS# TB8423438
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

204 MARY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 115 WINDWARD PLACE #15 Oldsmar, FL MLS# TB8415558
$190,000
2

Beds

2.0

Baths

879

Sq.Ft.

115 WINDWARD PLACE #15

Oldsmar, FL

Courtesy of FLORIDA PREMIERE REALTY
View 106 PINE COURT Oldsmar, FL MLS# TB8413450
  • Virtual Tour
1 of 12
$169,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

106 PINE COURT

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 117 CYPRESS COURT #117 Oldsmar, FL MLS# TB8411288
$199,999
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 CYPRESS COURT #117

Oldsmar, FL

Courtesy of BELLE ISLE REALTY, LLC
View 180 LAKEVIEW WAY #180 Oldsmar, FL MLS# TB8400228
$220,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

180 LAKEVIEW WAY #180

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 427 PELICAN DRIVE S Oldsmar, FL MLS# TB8399522
  • Adult Community
1 of 37
$224,900
2

Beds

2.0

Baths

1,052

Sq.Ft.

427 PELICAN DRIVE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 140 NINA WAY Oldsmar, FL MLS# TB8397910
  • Virtual Tour
1 of 65
$216,900
2

Beds

2.0

Baths

1,196

Sq.Ft.

140 NINA WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 210 MARTHA LANE #210 Oldsmar, FL MLS# TB8392818
$169,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

210 MARTHA LANE #210

Oldsmar, FL

Courtesy of EXP REALTY LLC
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
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

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.