136 total properties
Did you mean the neighborhood Oldsmar?
View 321 SHORE DRIVE E Oldsmar, FL MLS# TB8446321
$449,990
4

Beds

2.0

Baths

1,523

Sq.Ft.

321 SHORE DRIVE E

Oldsmar, FL

Courtesy of UNLIMITED GROUP REALTY
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
  • Virtual Tour
1 of 77
$449,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 2313 SUNSET WIND LOOP Oldsmar, FL MLS# TB8461950
  • Virtual Tour
1 of 45
$440,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

2313 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5 N HAYES ROAD Oldsmar, FL MLS# TB8452954
  • Virtual Tour
1 of 31
$439,000
5

Beds

2.0

Baths

2,340

Sq.Ft.

5 N HAYES ROAD

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 433 TANGERINE DRIVE Oldsmar, FL MLS# TB8421066
  • Virtual Tour
1 of 23
$419,900
3

Beds

3.0

Baths

1,498

Sq.Ft.

433 TANGERINE DRIVE

Oldsmar, FL

Courtesy of HOME PRIME REALTY LLC
View 502 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8467897
  • Virtual Tour
1 of 33
$419,900
4

Beds

2.0

Baths

1,658

Sq.Ft.

502 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of SELLSTATE LEGACY REALTY
View 318 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8459839
  • Virtual Tour
1 of 49
$419,000
4

Beds

2.0

Baths

1,480

Sq.Ft.

318 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLING USA, LLC
View 1806 FOREST DRIVE Oldsmar, FL MLS# TB8442794
  • Virtual Tour
1 of 24
$418,000
3

Beds

2.0

Baths

1,475

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
$416,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 300 DOUGLAS ROAD W Oldsmar, FL MLS# TB8434164
  • Virtual Tour
1 of 5
$415,000
Studio

Beds

0.0

Baths

300 DOUGLAS ROAD W

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 215 LAKE CHARLES COURT Oldsmar, FL MLS# TB8477730
  • Recently Listed with Virtual Tour
1 of 49
$400,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

215 LAKE CHARLES COURT

Oldsmar, FL

Courtesy of LUXURY & BEACH REALTY INC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
  • Recently Listed with Virtual Tour
1 of 36
$400,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
  • Virtual Tour
1 of 70
$399,900
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 3133 HURON AVENUE Oldsmar, FL MLS# TB8443938
  • Virtual Tour
1 of 44
$399,000
Studio

Beds

0.0

Baths

1,978

Sq.Ft.

3133 HURON AVENUE

Oldsmar, FL

Courtesy of REAL PROPERTY MANAGEMENT TAMPA ST. PETE
View 908 VINEYARD LANE Oldsmar, FL MLS# TB8481839
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Saturday 3/14 11:00 AM - 2:00 PM
$399,000
3

Beds

2.1

Baths

1,773

Sq.Ft.

908 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
  • Virtual Tour
1 of 52
$397,399
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 1821 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8469044
  • Virtual Tour
1 of 68
$395,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

1821 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of DALTON WADE INC
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
  • Virtual Tour
1 of 46
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$389,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 646 TIMBER BAY CIRCLE W Oldsmar, FL MLS# W7879421
  • Virtual Tour
1 of 84
$389,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

646 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS

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

222

Estimated median home price

$377,400
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 36
$200K - 300K 45
$300K - 400K 44
$400K - 500K 25
$500K - 600K 18
$600K - 700K 17
$700K - 800K 7
$800K - 900K 9
$900K - 1M 1
$1M - Max 19

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 117
Townhouse 34
Condo 38
Commercial 4
Rental 26
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 19
Farms 0

(Data as of 3/14/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

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.

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 3/14/2026.