46 total properties
Did you mean the neighborhood Oldsmar?
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
  • Virtual Tour
1 of 33
$370,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
$409,999
3

Beds

2.0

Baths

1,952

Sq.Ft.

600 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 1008 MANGO COURT Oldsmar, FL MLS# TB8487471
  • Virtual Tour
1 of 58
OPEN HOUSE: Sunday 5/31 1:00 PM - 3:00 PM
$350,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1008 MANGO COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 201 DUNKIRK ROAD Oldsmar, FL MLS# TB8486754
  • Adult Community with Virtual Tour
1 of 23
$390,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

201 DUNKIRK ROAD

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$389,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
  • Virtual Tour
1 of 36
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 387 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8480272
  • Virtual Tour
1 of 55
$459,900
3

Beds

2.0

Baths

1,808

Sq.Ft.

387 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of LPT REALTY, 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
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
$400,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
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 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
  • Virtual Tour
1 of 80
$429,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Virtual Tour
1 of 29
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 2313 SUNSET WIND LOOP Oldsmar, FL MLS# TB8461950
  • Virtual Tour
1 of 45
$425,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

2313 SUNSET WIND LOOP

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 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 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 29
$415,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
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 H
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
  • Virtual Tour
1 of 31
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 1806 FOREST DRIVE Oldsmar, FL MLS# TB8442794
  • Virtual Tour
1 of 24
$418,000
3

Beds

2.0

Baths

1,539

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
  • Virtual Tour
1 of 34
$375,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES

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

245

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 50
$200K - 300K 45
$300K - 400K 51
$400K - 500K 28
$500K - 600K 16
$600K - 700K 14
$700K - 800K 6
$800K - 900K 9
$900K - 1M 2
$1M - Max 23

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 128
Townhouse 29
Condo 47
Commercial 5
Rental 48
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 21
Farms 0

(Data as of 5/27/2026)

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 5/28/2026.