140 total properties
Did you mean the neighborhood Oldsmar?
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
View 819 JACARANDA DRIVE Oldsmar, FL MLS# TB8539896
$425,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

819 JACARANDA DRIVE

Oldsmar, FL

Courtesy of PREMIER SOTHEBY'S INTL REALTY
View 1704 HIBISCUS CIRCLE S Oldsmar, FL MLS# TB8555053
  • Recently Listed with Virtual Tour
1 of 49
$425,000
3

Beds

2.0

Baths

1,533

Sq.Ft.

1704 HIBISCUS CIRCLE S

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 534 CANAL WAY Oldsmar, FL MLS# TB8545931
  • Adult Community with Virtual Tour
1 of 56
$420,000
2

Beds

2.0

Baths

1,697

Sq.Ft.

534 CANAL WAY

Oldsmar, FL

Courtesy of LIFES A BEACH REAL ESTATE
View 1815 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# W7885693
  • Virtual Tour
1 of 48
$419,900
3

Beds

2.0

Baths

1,855

Sq.Ft.

1815 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of SNAP 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 ST PETERSBURG DRIVE Oldsmar, FL MLS# TB8543573
  • Virtual Tour
1 of 15
$415,000
0.0

Baths

ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1813 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8553447
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Sunday 10/11 12:00 PM - 2:00 PM
$404,000
3

Beds

2.0

Baths

1,499

Sq.Ft.

1813 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 3010 PALM KEY AVENUE Oldsmar, FL MLS# TB8551175
  • Recently Listed with Virtual Tour
1 of 57
$399,000
2

Beds

2.1

Baths

1,888

Sq.Ft.

3010 PALM KEY AVENUE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
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
  • Virtual Tour
1 of 46
$395,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 216 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8539671
  • Virtual Tour
1 of 52
$395,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

216 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 345 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8549823
  • Virtual Tour
1 of 9
$395,000
4

Beds

2.0

Baths

1,508

Sq.Ft.

345 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
  • Virtual Tour
1 of 37
$390,000
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# CC857538
  • Recently Listed with Virtual Tour
1 of 18
$390,000
0.0

Baths

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 2404 ARCH AVE Oldsmar, FL MLS# TB8545397
  • Virtual Tour
1 of 67
$389,900
2

Beds

2.1

Baths

1,888

Sq.Ft.

2404 ARCH AVE

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
View 150 POOLE PLACE Oldsmar, FL MLS# TB8543002
  • Virtual Tour
1 of 37
$385,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

150 POOLE PLACE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
  • Virtual Tour
1 of 38
$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 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
  • Virtual Tour
1 of 52
$379,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
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

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

205

Estimated median home price

$330,000
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 2
$100K - 200K 54
$200K - 300K 37
$300K - 400K 39
$400K - 500K 26
$500K - 600K 17
$600K - 700K 8
$700K - 800K 6
$800K - 900K 2
$900K - 1M 3
$1M - Max 11

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 101
Townhouse 20
Condo 48
Commercial 2
Rental 44
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 21
Farms 0

(Data as of 10/9/2026)

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 10/10/2026.