51 total properties
Did you mean the neighborhood Oldsmar?
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 1821 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8469044
  • Recently Listed with 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 1102 VINEYARD LANE Oldsmar, FL MLS# TB8466053
  • Virtual Tour
1 of 49
$393,000
3

Beds

2.1

Baths

1,773

Sq.Ft.

1102 VINEYARD LANE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY
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 35 PINEWINDS BOULEVARD Oldsmar, FL MLS# TB8464120
$388,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

35 PINEWINDS BOULEVARD

Oldsmar, FL

Courtesy of FUTURE HOME REALTY 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 531 CANAL WAY Oldsmar, FL MLS# TB8456770
  • Adult Community with Virtual Tour
1 of 35
$374,900
2

Beds

2.0

Baths

1,226

Sq.Ft.

531 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 318 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8459839
$420,000
4

Beds

2.0

Baths

1,480

Sq.Ft.

318 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLING USA, LLC
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 138 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8452561
  • Adult Community with Virtual Tour
1 of 48
$399,900
3

Beds

2.0

Baths

1,364

Sq.Ft.

138 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP 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 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$379,900
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 235 WOODRIDGE CIRCLE Oldsmar, FL MLS# TB8448664
$389,900
3

Beds

2.0

Baths

1,666

Sq.Ft.

235 WOODRIDGE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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

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

211

Estimated median home price

$369,000
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 - 100K0
$100K - 200K31
$200K - 300K46
$300K - 400K46
$400K - 500K25
$500K - 600K21
$600K - 700K12
$700K - 800K7
$800K - 900K6
$900K - 1M0
$1M - Max17

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family108
Townhouse33
Condo36
Commercial4
Rental43
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 2/5/2026)

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 2/6/2026.