50 total properties
Did you mean the neighborhood Oldsmar?
View 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
  • Virtual Tour
1 of 44
$310,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

10 LESLEY LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8490712
  • Virtual Tour
1 of 36
$305,000
2

Beds

2.0

Baths

1,207

Sq.Ft.

208 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 634 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8489706
  • Virtual Tour
1 of 27
$321,500
3

Beds

2.0

Baths

1,056

Sq.Ft.

634 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
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 1008 MANGO COURT Oldsmar, FL MLS# TB8487471
  • Virtual Tour
1 of 58
$359,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1008 MANGO COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 40 SYLVIA PLACE Oldsmar, FL MLS# TB8487410
  • Virtual Tour
1 of 40
$289,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

40 SYLVIA PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
  • Virtual Tour
1 of 28
$330,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 209 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8483445
$294,900
2

Beds

2.0

Baths

1,086

Sq.Ft.

209 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
  • Adult Community with Virtual Tour
1 of 32
$319,000
3

Beds

2.0

Baths

1,372

Sq.Ft.

108 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Virtual Tour
1 of 46
$340,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
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 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 235 WOODS LANDING TRAIL 235 Oldsmar, FL MLS# TB8474969
$279,900
2

Beds

2.0

Baths

1,201

Sq.Ft.

235 WOODS LANDING TRAIL 235

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
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 215 CLAYS TRAIL 215 Oldsmar, FL MLS# TB8452814
  • Virtual Tour
1 of 29
$305,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL 215

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
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 1223 CLAYS TRAIL Oldsmar, FL MLS# TB8436662
  • Virtual Tour
1 of 15
$355,000
4

Beds

2.1

Baths

2,600

Sq.Ft.

1223 CLAYS TRAIL

Oldsmar, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
  • Virtual Tour
1 of 52
$370,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H

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

242

Estimated median home price

$357,000
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 49
$200K - 300K 44
$300K - 400K 53
$400K - 500K 27
$500K - 600K 17
$600K - 700K 10
$700K - 800K 6
$800K - 900K 10
$900K - 1M 2
$1M - Max 23

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 127
Townhouse 30
Condo 46
Commercial 5
Rental 46
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 20
Farms 0

(Data as of 5/21/2026)

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 5/21/2026.