154 total properties
Did you mean the neighborhood Oldsmar?
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
  • Virtual Tour
1 of 52
$369,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 604 LIMETREE DRIVE Oldsmar, FL MLS# O6401483
  • Virtual Tour
1 of 29
$369,000
3

Beds

3.0

Baths

1,430

Sq.Ft.

604 LIMETREE DRIVE

Oldsmar, FL

Courtesy of JUPITER PROPERTIES, INC
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
  • Virtual Tour
1 of 34
$359,900
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1924 MONTEGO COURT Oldsmar, FL MLS# TB8517782
  • Recently Listed with Virtual Tour
1 of 29
$359,900
3

Beds

2.0

Baths

1,269

Sq.Ft.

1924 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$359,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 442 EVERGREEN DRIVE Oldsmar, FL MLS# TB8517079
  • Recently Listed with Virtual Tour
1 of 44
$355,000
3

Beds

2.0

Baths

1,190

Sq.Ft.

442 EVERGREEN DRIVE

Oldsmar, FL

View 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
  • Virtual Tour
1 of 50
$350,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

311 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 0 ST PETERSBURG DRIVE E Oldsmar, FL MLS# TB8489292
$350,000
Studio

Beds

0.0

Baths

0 ST PETERSBURG DRIVE E

Oldsmar, FL

Courtesy of HOMECOIN.COM
View 208 CUTLASS WAY Oldsmar, FL MLS# TB8501214
  • Virtual Tour
1 of 54
$350,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

208 CUTLASS WAY

Oldsmar, FL

View 160 JAMES COURT Oldsmar, FL MLS# TB8503480
  • Virtual Tour
1 of 58
$350,000
3

Beds

2.0

Baths

1,445

Sq.Ft.

160 JAMES COURT

Oldsmar, FL

View 193 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8503933
  • Adult Community with Virtual Tour
1 of 41
$350,000
3

Beds

3.0

Baths

1,485

Sq.Ft.

193 BLUE MARLIN DRIVE

Oldsmar, FL

View 629 BAY LAKE TRAIL Oldsmar, FL MLS# TB8517300
  • Virtual Tour
1 of 40
$350,000
3

Beds

2.0

Baths

1,338

Sq.Ft.

629 BAY LAKE TRAIL

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 307 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8502335
  • Virtual Tour
1 of 31
$349,950
3

Beds

2.0

Baths

1,670

Sq.Ft.

307 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 138 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8452561
  • Adult Community with Virtual Tour
1 of 48
$349,900
3

Beds

2.0

Baths

1,364

Sq.Ft.

138 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 551 SALMON COURT Oldsmar, FL MLS# TB8502478
  • Adult Community with Virtual Tour
1 of 54
$349,900
2

Beds

2.0

Baths

1,344

Sq.Ft.

551 SALMON COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 510 CABERNET WAY Oldsmar, FL MLS# TB8506118
  • Virtual Tour
1 of 40
$349,900
3

Beds

2.1

Baths

1,525

Sq.Ft.

510 CABERNET WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1707 E Ironwood Ct Court E Oldsmar, FL MLS# B26029010
$349,900
2

Beds

2.0

Baths

1,264

Sq.Ft.

1707 E Ironwood Ct Court E

Oldsmar, FL

View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6396122
  • Virtual Tour
1 of 41
$349,700
3

Beds

2.0

Baths

1,323

Sq.Ft.

413 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LOKATION
View 709 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8475735
  • Virtual Tour
1 of 56
$345,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

709 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Virtual Tour
1 of 20
$345,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP

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

249

Estimated median home price

$350,000
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

Price Count
$0 - 100K 1
$100K - 200K 58
$200K - 300K 42
$300K - 400K 51
$400K - 500K 23
$500K - 600K 19
$600K - 700K 15
$700K - 800K 5
$800K - 900K 8
$900K - 1M 2
$1M - Max 25

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 130
Townhouse 30
Condo 51
Commercial 5
Rental 50
Lots and Land 9
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 21
Farms 0

(Data as of 6/28/2026)

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 6/29/2026.