104 total properties
Did you mean the neighborhood Oldsmar?
View 507 SHORE DRIVE E Oldsmar, FL MLS# TB8488465
  • Virtual Tour
1 of 8
$239,000
3

Beds

3.0

Baths

1,237

Sq.Ft.

507 SHORE DRIVE E

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 40 SYLVIA PLACE Oldsmar, FL MLS# TB8487410
  • Virtual Tour
1 of 40
$299,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

40 SYLVIA PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 223 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8486731
  • Adult Community with Virtual Tour
1 of 39
$235,000
2

Beds

2.0

Baths

1,150

Sq.Ft.

223 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of GORDON REALTY HOUSE
The time to sell is now! THE TIME TO SELL IS NOW!
View 303 MARTHA LANE 303 Oldsmar, FL MLS# TB8485863
$195,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

303 MARTHA LANE 303

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
$330,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 124 LOBLOLLY COURT H Oldsmar, FL MLS# TB8481313
$160,000
2

Beds

2.0

Baths

915

Sq.Ft.

124 LOBLOLLY COURT H

Oldsmar, FL

Courtesy of HOMESMART
View 134 CYPRESS COURT 134 Oldsmar, FL MLS# TB8484548
$150,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

134 CYPRESS COURT 134

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 358 LAKE WAY Oldsmar, FL MLS# TB8486181
  • Adult Community with Virtual Tour
1 of 48
$259,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

358 LAKE WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 2020 DOVER COURT Oldsmar, FL MLS# TB8486084
  • Virtual Tour
1 of 32
$255,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

2020 DOVER COURT

Oldsmar, FL

Courtesy of EXP REALTY
View 124 NINA WAY 24 Oldsmar, FL MLS# TB8480745
  • Virtual Tour
1 of 37
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

124 NINA WAY 24

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 106 PINE COURT 346 Oldsmar, FL MLS# TB8484847
$175,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

106 PINE COURT 346

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 122 CYPRESS LANE Oldsmar, FL MLS# W7883694
  • Virtual Tour
1 of 21
$139,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

122 CYPRESS LANE

Oldsmar, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8484399
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of DALTON WADE INC
View 209 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8483445
$294,900
2

Beds

2.0

Baths

1,086

Sq.Ft.

209 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 141 LAKEVIEW WAY 141 Oldsmar, FL MLS# TB8483907
$174,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

141 LAKEVIEW WAY 141

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 122 CARYL WAY 122 Oldsmar, FL MLS# TB8481510
  • Virtual Tour
1 of 33
$214,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

122 CARYL WAY 122

Oldsmar, FL

Courtesy of DALTON WADE INC
View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
  • Adult Community with Virtual Tour
1 of 32
$319,000
3

Beds

2.0

Baths

1,372

Sq.Ft.

108 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
  • Adult Community with Virtual Tour
1 of 48
$256,000
2

Beds

2.0

Baths

960

Sq.Ft.

433 SAILFISH BOULEVARD

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
  • Recently Listed with Virtual Tour
1 of 32
$254,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

240 CYPRESS LANE 240

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

240

Estimated median home price

$378,950
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 - 200K43
$200K - 300K46
$300K - 400K46
$400K - 500K28
$500K - 600K21
$600K - 700K13
$700K - 800K7
$800K - 900K9
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse32
Condo41
Commercial4
Rental43
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 4/21/2026)

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 4/22/2026.