209 total properties
Did you mean the neighborhood Oldsmar?
View 709 JACARANDA DRIVE Oldsmar, FL MLS# TB8549851
  • Virtual Tour
1 of 98
$450,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

709 JACARANDA DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
View 311 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8548017
  • Virtual Tour
1 of 47
$445,000
4

Beds

2.0

Baths

1,732

Sq.Ft.

311 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of ELIMAR REALTY INC
View 311 COUNTRY CLUB DR Oldsmar, FL MLS# A12088007
  • Virtual Tour
1 of 24
$445,000
4

Beds

2.0

Baths

311 COUNTRY CLUB DR

Oldsmar, FL

Courtesy of ELIMAR REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 331 SHORE DRIVE E Oldsmar, FL MLS# TB8531357
  • Virtual Tour
1 of 14
$440,000
3

Beds

2.0

Baths

2,064

Sq.Ft.

331 SHORE DRIVE E

Oldsmar, FL

Courtesy of THREE PALACES REALTY CORP
View 102 SHORE DRIVE E Oldsmar, FL MLS# O6425984
  • Virtual Tour
1 of 34
$439,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

102 SHORE DRIVE E

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1309 SUNSET WIND LOOP Oldsmar, FL MLS# TB8526089
  • Virtual Tour
1 of 34
$437,500
3

Beds

2.1

Baths

1,888

Sq.Ft.

1309 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of DALTON WADE INC
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.
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 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 1815 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# W7885693
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 10/18 10:00 AM - 12:00 PM
$414,900
3

Beds

2.0

Baths

1,855

Sq.Ft.

1815 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of SNAP REALTY LLC
View 1813 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8553447
  • Recently Listed with Virtual Tour
1 of 39
$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
  • Recently Listed with Virtual Tour
1 of 52
$399,500
4

Beds

2.0

Baths

1,224

Sq.Ft.

335 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 3010 PALM KEY AVENUE Oldsmar, FL MLS# TB8551175
  • 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

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

206

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 1
$100K - 200K 55
$200K - 300K 38
$300K - 400K 40
$400K - 500K 27
$500K - 600K 17
$600K - 700K 8
$700K - 800K 6
$800K - 900K 2
$900K - 1M 2
$1M - Max 10

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 102
Townhouse 20
Condo 48
Commercial 2
Rental 48
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 21
Farms 0

(Data as of 10/14/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 10/14/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 10/14/2026.