109 total properties
Did you mean the neighborhood Oldsmar?
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
  • Virtual Tour
1 of 39
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
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 531 CANAL WAY Oldsmar, FL MLS# TB8456770
  • Adult Community with Virtual Tour
1 of 35
$374,900
2

Beds

2.0

Baths

1,226

Sq.Ft.

531 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1712 AZALEA COURT A Oldsmar, FL MLS# TB8401279
  • Virtual Tour
1 of 48
$369,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

1712 AZALEA COURT A

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
  • Virtual Tour
1 of 20
$369,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$365,000
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
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 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 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
  • Virtual Tour
1 of 50
$355,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

311 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 3087 DUANE AVENUE Oldsmar, FL MLS# TB8441582
  • Virtual Tour
1 of 50
$350,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

3087 DUANE AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1803 ELMWOOD DRIVE Oldsmar, FL MLS# TB8461337
$350,000
2

Beds

2.0

Baths

1,290

Sq.Ft.

1803 ELMWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 638 JETSTAR LANE Oldsmar, FL MLS# TB8473378
  • Virtual Tour
1 of 69
$350,000
3

Beds

2.1

Baths

1,264

Sq.Ft.

638 JETSTAR LANE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475078
$350,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLSTATE COASTAL REALTY
View 709 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8475735
  • Virtual Tour
1 of 56
$350,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

709 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Recently Listed with Virtual Tour
1 of 46
$350,000
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
  • Recently Listed with Virtual Tour
1 of 20
$345,000
3

Beds

2.5

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 190 JAMES COURT Oldsmar, FL MLS# TB8483579
  • Recently Listed with Virtual Tour
1 of 42
$345,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

190 JAMES COURT

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 1712 AZALEA COURT B Oldsmar, FL MLS# TB8401434
  • Virtual Tour
1 of 38
$339,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

1712 AZALEA COURT B

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 40 GRETCHEN COURT Oldsmar, FL MLS# TB8367588
  • Virtual Tour
1 of 49
$330,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 GRETCHEN COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 403 E TUSCAN LANE E Oldsmar, FL MLS# TB8376561
$330,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

403 E TUSCAN LANE E

Oldsmar, FL

Courtesy of LA ROSA REALTY PRESTIGE

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

212

Estimated median home price

$377,400
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

Price Count
$0 - 100K 1
$100K - 200K 35
$200K - 300K 41
$300K - 400K 44
$400K - 500K 24
$500K - 600K 17
$600K - 700K 15
$700K - 800K 6
$800K - 900K 9
$900K - 1M 1
$1M - Max 19

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 112
Townhouse 33
Condo 36
Commercial 4
Rental 27
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 17
Farms 0

(Data as of 3/12/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 3/12/2026.