40 total properties
Did you mean the neighborhood Oldsmar?
View 331 SHORE DRIVE E Oldsmar, FL MLS# TB8531357
  • Virtual Tour
1 of 14
$435,000
3

Beds

2.0

Baths

2,064

Sq.Ft.

331 SHORE DRIVE E

Oldsmar, FL

Courtesy of THREE PALACES REALTY CORP
View 546 TROUT LANE Oldsmar, FL MLS# TB8558799
  • Adult Community with Virtual Tour
1 of 34
$429,000
2

Beds

2.0

Baths

1,688

Sq.Ft.

546 TROUT LANE

Oldsmar, FL

Courtesy of HUTCHESON REAL ESTATE
View 80 SUMMERWINDS LANE Oldsmar, FL MLS# TB8529421
  • Virtual Tour
1 of 57
$425,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

80 SUMMERWINDS LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 1704 HIBISCUS CIRCLE S Oldsmar, FL MLS# TB8555053
$425,000
3

Beds

2.0

Baths

1,533

Sq.Ft.

1704 HIBISCUS CIRCLE S

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 102 SHORE DRIVE E Oldsmar, FL MLS# O6425984
  • Virtual Tour
1 of 34
$424,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

102 SHORE DRIVE E

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 403 EVERGREEN DRIVE Oldsmar, FL MLS# TB8551259
  • Virtual Tour
1 of 39
$419,900
3

Beds

2.0

Baths

1,324

Sq.Ft.

403 EVERGREEN DRIVE

Oldsmar, FL

Courtesy of INSTANT EQUITY REALTY
View 116 BRENT CIRCLE Oldsmar, FL MLS# TB8558582
  • Virtual Tour
1 of 36
$405,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

116 BRENT CIRCLE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 1813 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8553447
$404,000
3

Beds

2.0

Baths

1,499

Sq.Ft.

1813 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 335 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8557133
$399,500
4

Beds

2.0

Baths

1,224

Sq.Ft.

335 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 208 CLAYS TRAIL 208 Oldsmar, FL MLS# TB8530374
  • Virtual Tour
1 of 39
$397,000
3

Beds

2.0

Baths

1,835

Sq.Ft.

208 CLAYS TRAIL 208

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$395,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 345 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8549823
$395,000
4

Beds

2.0

Baths

1,508

Sq.Ft.

345 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 3010 PALM KEY AVENUE Oldsmar, FL MLS# TB8551175
$388,500
2

Beds

2.1

Baths

1,888

Sq.Ft.

3010 PALM KEY AVENUE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
$385,000
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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 HARBOR
View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
$379,900
3

Beds

2.0

Baths

1,952

Sq.Ft.

600 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8545646
  • Virtual Tour
1 of 42
$379,900
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2404 ARCH AVE Oldsmar, FL MLS# TB8545397
  • Virtual Tour
1 of 67
$378,000
2

Beds

2.1

Baths

1,888

Sq.Ft.

2404 ARCH AVE

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$374,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
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

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

202

Estimated median home price

$337,500
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 - 100K0
$100K - 200K54
$200K - 300K35
$300K - 400K36
$400K - 500K28
$500K - 600K17
$600K - 700K8
$700K - 800K6
$800K - 900K6
$900K - 1M4
$1M - Max8

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family101
Townhouse21
Condo45
Commercial2
Rental48
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home21
Farms0

(Data as of 11/12/2026)

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 11/12/2026.