109 total properties
Did you mean the neighborhood Oldsmar?
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 120 CYPRESS LANE 120 Oldsmar, FL MLS# TB8447454
$185,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

120 CYPRESS LANE 120

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 101 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8444809
  • Adult Community with Virtual Tour
1 of 34
$254,900
2

Beds

2.0

Baths

1,573

Sq.Ft.

101 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of AH REALTY SERVICES, 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
View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT 117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 403 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8442487
  • Adult Community with Virtual Tour
1 of 38
$189,000
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 20 SYLVIA PLACE Oldsmar, FL MLS# TB8439639
$299,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

20 SYLVIA PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
$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 273 COUNTRYSIDE KEY BOULEVARD N/A Oldsmar, FL MLS# TB8439412
$245,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

273 COUNTRYSIDE KEY BOULEVARD N/A

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$199,000
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 140 JOANNE PLACE Oldsmar, FL MLS# TB8439226
  • Virtual Tour
1 of 16
$284,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

140 JOANNE PLACE

Oldsmar, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
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 315 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8433357
$265,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

315 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
View 436 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8433691
$151,000
Studio

Beds

0.0

Baths

436 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 192 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8427755
  • Adult Community with Virtual Tour
1 of 42
$179,900
2

Beds

2.0

Baths

1,274

Sq.Ft.

192 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 129 WOODLAKE WYNDE 129 Oldsmar, FL MLS# TB8426049
$218,000
2

Beds

2.0

Baths

924

Sq.Ft.

129 WOODLAKE WYNDE 129

Oldsmar, FL

Courtesy of BILTMORE GROUP 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

215

Estimated median home price

$382,000
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 - 200K33
$200K - 300K42
$300K - 400K46
$400K - 500K26
$500K - 600K18
$600K - 700K16
$700K - 800K6
$800K - 900K8
$900K - 1M1
$1M - Max18

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family115
Townhouse34
Condo35
Commercial4
Rental28
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home17
Farms0

(Data as of 3/10/2026)

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 3/11/2026.