188 total properties
Did you mean the neighborhood Oldsmar?
View 4995 CAMBERLEY LANE Oldsmar, FL MLS# TB8523334
  • Virtual Tour
1 of 58
$935,000
3

Beds

2.1

Baths

3,410

Sq.Ft.

4995 CAMBERLEY LANE

Oldsmar, FL

View 475 HOLLY HILL ROAD Oldsmar, FL MLS# TB8529182
$899,500
4

Beds

4.0

Baths

3,441

Sq.Ft.

475 HOLLY HILL ROAD

Oldsmar, FL

View 4987 CROSS POINTE DRIVE Oldsmar, FL MLS# TB8536934
$849,900
4

Beds

3.0

Baths

2,631

Sq.Ft.

4987 CROSS POINTE DRIVE

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1723 CAPTIVA DRIVE Oldsmar, FL MLS# TB8538123
  • Recently Listed with Virtual Tour
1 of 84
$830,700
4

Beds

3.0

Baths

2,736

Sq.Ft.

1723 CAPTIVA DRIVE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 2328 WARWICK DRIVE Oldsmar, FL MLS# TB8419306
$829,000
4

Beds

3.1

Baths

3,294

Sq.Ft.

2328 WARWICK DRIVE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 402 SHORE DRIVE W Oldsmar, FL MLS# TB8485835
  • Virtual Tour
1 of 62
$795,000
4

Beds

2.1

Baths

1,711

Sq.Ft.

402 SHORE DRIVE W

Oldsmar, FL

View 137 BRENT CIRCLE Oldsmar, FL MLS# O6394251
  • Virtual Tour
1 of 44
$749,900
3

Beds

2.0

Baths

2,309

Sq.Ft.

137 BRENT CIRCLE

Oldsmar, FL

View 4761 STONEBRIAR DRIVE Oldsmar, FL MLS# TB8509685
$749,000
4

Beds

3.0

Baths

2,652

Sq.Ft.

4761 STONEBRIAR DRIVE

Oldsmar, FL

View 470 HICKORYNUT AVENUE Oldsmar, FL MLS# TB8485715
$739,000
4

Beds

2.1

Baths

2,922

Sq.Ft.

470 HICKORYNUT AVENUE

Oldsmar, FL

View 1007 STATE STREET E Oldsmar, FL MLS# TB8513144
  • Virtual Tour
1 of 62
$695,000
3

Beds

2.0

Baths

2,379

Sq.Ft.

1007 STATE STREET E

Oldsmar, FL

View 10 ARBOR LANE Oldsmar, FL MLS# TB8516041
$669,000
4

Beds

2.0

Baths

2,318

Sq.Ft.

10 ARBOR LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 5250 PINEHURST COURT Oldsmar, FL MLS# TB8529582
$665,000
3

Beds

2.0

Baths

2,074

Sq.Ft.

5250 PINEHURST COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 859 INVERRY DRIVE Oldsmar, FL MLS# W7886948
  • Virtual Tour
1 of 37
$629,000
3

Beds

2.0

Baths

1,984

Sq.Ft.

859 INVERRY DRIVE

Oldsmar, FL

View 138 BRENT CIRCLE Oldsmar, FL MLS# TB8496402
  • Virtual Tour
1 of 100
$625,000
4

Beds

3.0

Baths

2,258

Sq.Ft.

138 BRENT CIRCLE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 190 Water Oak Way Oldsmar, FL MLS# 1226771
$619,990
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 Water Oak Way

Oldsmar, FL

View 100 WATER OAK WAY Oldsmar, FL MLS# TB8520671
  • Virtual Tour
1 of 68
$619,000
5

Beds

3.0

Baths

2,169

Sq.Ft.

100 WATER OAK WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8510265
  • Virtual Tour
1 of 55
$609,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 450 CYPRESS CREEK CIRCLE Oldsmar, FL MLS# TB8529291
$599,900
3

Beds

2.1

Baths

2,139

Sq.Ft.

450 CYPRESS CREEK CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1745 OAK POND COURT Oldsmar, FL MLS# TB8527516
  • Virtual Tour
1 of 15
$599,000
4

Beds

2.1

Baths

2,324

Sq.Ft.

1745 OAK POND COURT

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 586 KINGSMILL COURT Oldsmar, FL MLS# TB8512390
  • Virtual Tour
1 of 57
$585,000
3

Beds

2.1

Baths

2,452

Sq.Ft.

586 KINGSMILL COURT

Oldsmar, FL

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

203

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

PriceCount
$0 - 100K1
$100K - 200K50
$200K - 300K41
$300K - 400K38
$400K - 500K23
$500K - 600K18
$600K - 700K8
$700K - 800K4
$800K - 900K4
$900K - 1M1
$1M - Max15

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse21
Condo46
Commercial3
Rental51
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home20
Farms0

(Data as of 8/20/2026)

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 8/20/2026.

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 8/20/2026.