139 total properties
Did you mean the neighborhood Oldsmar?
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
$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 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 604 LIMETREE DRIVE Oldsmar, FL MLS# O6401483
  • Virtual Tour
1 of 29
$375,000
3

Beds

3.0

Baths

1,430

Sq.Ft.

604 LIMETREE DRIVE

Oldsmar, FL

Courtesy of JUPITER PROPERTIES, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$370,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
$370,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
$369,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
$359,900
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

View 1924 MONTEGO COURT Oldsmar, FL MLS# TB8517782
  • Recently Listed with Virtual Tour
1 of 29
OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
$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 611 TANGERINE DRIVE Oldsmar, FL MLS# TB8513141
  • Virtual Tour
1 of 37
OPEN HOUSE: Saturday 6/20 10:00 AM - 12:00 PM
$355,000
3

Beds

2.0

Baths

1,382

Sq.Ft.

611 TANGERINE DRIVE

Oldsmar, FL

Courtesy of AMERICAN HERITAGE 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
$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 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

Courtesy of DALTON WADE INC
View 602 BAY LAKE TRAIL Oldsmar, FL MLS# TB8503595
$350,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

602 BAY LAKE TRAIL

Oldsmar, FL

Courtesy of BRAINARD REALTY
View 160 JAMES COURT Oldsmar, FL MLS# TB8503480
  • Virtual Tour
1 of 58
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$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

Courtesy of CONCI, REALTORS
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
$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

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

243

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

PriceCount
$0 - 100K1
$100K - 200K56
$200K - 300K42
$300K - 400K51
$400K - 500K24
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K7
$900K - 1M1
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family126
Townhouse30
Condo49
Commercial5
Rental43
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/19/2026)

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 6/19/2026.