44 total properties
Did you mean the neighborhood Oldsmar?
View 638 JETSTAR LANE Oldsmar, FL MLS# TB8473378
  • Recently Listed with 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 202 DUNKIRK ROAD Oldsmar, FL MLS# TB8472204
$365,000
3

Beds

2.0

Baths

1,212

Sq.Ft.

202 DUNKIRK ROAD

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 248 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8471386
  • Recently Listed with Virtual Tour
1 of 52
$289,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

248 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of DALTON WADE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 140 DALE PLACE Oldsmar, FL MLS# TB8467743
  • Virtual Tour
1 of 40
$368,500
3

Beds

2.0

Baths

1,445

Sq.Ft.

140 DALE PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 101 BAYSIDE BOULEVARD Oldsmar, FL MLS# TB8462812
$339,000
3

Beds

2.0

Baths

1,098

Sq.Ft.

101 BAYSIDE BOULEVARD

Oldsmar, FL

Courtesy of BAYSIDE PROPERTY MGMT. & REAL
View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
$319,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 475 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676723
$289,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 208 CARYL WAY Oldsmar, FL MLS# TB8462298
  • Virtual Tour
1 of 73
$275,000
3

Beds

2.0

Baths

1,292

Sq.Ft.

208 CARYL WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 712 LEMONWOOD DR Oldsmar, FL MLS# TB8459392
  • Virtual Tour
1 of 31
$338,900
3

Beds

2.0

Baths

1,304

Sq.Ft.

712 LEMONWOOD DR

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE INC
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$364,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1227 CLAYS TRAIL Oldsmar, FL MLS# TB8454542
  • Virtual Tour
1 of 37
$319,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

1227 CLAYS TRAIL

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 215 CLAYS TRAIL 215 Oldsmar, FL MLS# TB8452814
  • Virtual Tour
1 of 29
$320,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL 215

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 648 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8453084
$369,000
4

Beds

2.0

Baths

1,253

Sq.Ft.

648 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of GENSTONE REALTY
View 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
$365,000
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 1922 HUDSON COURT Oldsmar, FL MLS# N6141380
  • Virtual Tour
1 of 26
$330,000
2

Beds

2.0

Baths

1,012

Sq.Ft.

1922 HUDSON COURT

Oldsmar, FL

Courtesy of HOMESMART
View 123 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8447450
  • Adult Community with Virtual Tour
1 of 21
$270,000
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
View 1803 ELMWOOD DRIVE Oldsmar, FL MLS# TB8461337
$350,000
2

Beds

2.0

Baths

1,290

Sq.Ft.

1803 ELMWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6359510
$355,100
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 645 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8443970
$295,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

645 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE

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

212

Estimated median home price

$368,750
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 - 100K0
$100K - 200K31
$200K - 300K46
$300K - 400K47
$400K - 500K25
$500K - 600K20
$600K - 700K12
$700K - 800K8
$800K - 900K6
$900K - 1M0
$1M - Max17

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family108
Townhouse34
Condo36
Commercial4
Rental44
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home17
Farms0

(Data as of 2/7/2026)

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 2/7/2026.