51 total properties
Did you mean the neighborhood Oldsmar?
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475078
$339,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLSTATE COASTAL REALTY
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 1704 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8476647
$389,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

1704 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
The time to sell is now! THE TIME TO SELL IS NOW!
View 638 JETSTAR LANE Oldsmar, FL MLS# TB8473378
  • Virtual Tour
1 of 69
$350,000
3

Beds

2.1

Baths

1,264

Sq.Ft.

638 JETSTAR LANE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 502 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8467897
$419,900
4

Beds

2.0

Baths

1,658

Sq.Ft.

502 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of SELLSTATE LEGACY REALTY
View 1821 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8469044
$395,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

1821 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of DALTON WADE INC
View 318 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8459839
$419,000
4

Beds

2.0

Baths

1,480

Sq.Ft.

318 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLING USA, LLC
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$359,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
$355,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

311 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8449708
  • Virtual Tour
1 of 10
$323,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

1206 SAWGRASS COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$365,000
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 1803 ELMWOOD DRIVE Oldsmar, FL MLS# TB8461337
$325,000
2

Beds

2.0

Baths

1,290

Sq.Ft.

1803 ELMWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY 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 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$365,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
  • Virtual Tour
1 of 34
OPEN HOUSE: Saturday 4/4 12:00 PM - 3:00 PM
$369,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 3087 DUANE AVENUE Oldsmar, FL MLS# TB8441582
  • Virtual Tour
1 of 50
$350,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

3087 DUANE AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1223 CLAYS TRAIL Oldsmar, FL MLS# TB8436662
  • Virtual Tour
1 of 15
$355,000
4

Beds

2.1

Baths

2,600

Sq.Ft.

1223 CLAYS TRAIL

Oldsmar, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
$382,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 300 DOUGLAS ROAD W Oldsmar, FL MLS# TB8434164
$415,000
Studio

Beds

0.0

Baths

300 DOUGLAS ROAD W

Oldsmar, FL

Courtesy of LPT REALTY, LLC

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

241

Estimated median home price

$379,900
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 - 200K41
$200K - 300K49
$300K - 400K45
$400K - 500K29
$500K - 600K21
$600K - 700K14
$700K - 800K6
$800K - 900K8
$900K - 1M4
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family131
Townhouse33
Condo40
Commercial4
Rental34
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 4/3/2026)

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 4/3/2026.