100 total properties
Did you mean the neighborhood Oldsmar?
View 250 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8411225
  • Virtual Tour
1 of 45
$249,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

250 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 117 CYPRESS COURT #117 Oldsmar, FL MLS# TB8411288
  • Virtual Tour
1 of 38
$199,999
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 CYPRESS COURT #117

Oldsmar, FL

Courtesy of BELLE ISLE REALTY, LLC
View 1912 CASTLE BAY COURT Oldsmar, FL MLS# TB8409727
  • Virtual Tour
1 of 48
$330,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

1912 CASTLE BAY COURT

Oldsmar, FL

Courtesy of EVRON & MCCARTHY REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8404464
  • Virtual Tour
1 of 16
$299,900
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8403986
  • Adult Community with Virtual Tour
1 of 25
$289,000
3

Beds

2.0

Baths

1,253

Sq.Ft.

417 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
View 421 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8401283
$249,000
2

Beds

2.1

Baths

1,105

Sq.Ft.

421 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of RED SASH REALTY LLC
View 180 LAKEVIEW WAY #180 Oldsmar, FL MLS# TB8400228
  • Virtual Tour
1 of 60
$220,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

180 LAKEVIEW WAY #180

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 427 PELICAN DRIVE S Oldsmar, FL MLS# TB8399522
  • Adult Community
1 of 37
$224,900
2

Beds

2.0

Baths

1,052

Sq.Ft.

427 PELICAN DRIVE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 140 NINA WAY Oldsmar, FL MLS# TB8397910
  • Virtual Tour
1 of 65
$214,900
2

Beds

2.0

Baths

1,196

Sq.Ft.

140 NINA WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 60 BIRDSONG COURT Oldsmar, FL MLS# TB8398415
$270,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

60 BIRDSONG COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 209 CORKWOOD LN Oldsmar, FL MLS# TB8396745
  • Virtual Tour
1 of 32
$244,900
2

Beds

2.0

Baths

900

Sq.Ft.

209 CORKWOOD LN

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 50 INGRID PLACE #50 Oldsmar, FL MLS# TB8394672
  • Virtual Tour
1 of 51
$275,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

50 INGRID PLACE #50

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 210 MARTHA LANE #210 Oldsmar, FL MLS# TB8392818
$169,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

210 MARTHA LANE #210

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 396 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# A4654401
$280,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

396 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of EXP REALTY, LLC
View 306 MARTHA LANE #42 Oldsmar, FL MLS# W7875437
  • Virtual Tour
1 of 50
$179,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

306 MARTHA LANE #42

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 303 MEADOW LANE Oldsmar, FL MLS# TB8388789
  • Virtual Tour
1 of 23
$199,000
2

Beds

2.0

Baths

879

Sq.Ft.

303 MEADOW LANE

Oldsmar, FL

Courtesy of CENTURY 21 BEGGINS
View 502 DEVONSHIRE STREET Oldsmar, FL MLS# TB8388249
$199,000
Studio

Beds

0.0

Baths

502 DEVONSHIRE STREET

Oldsmar, FL

Courtesy of JEFFREY GOULD REAL ESTATE LLC
View 106 MEADOW LANE #106 Oldsmar, FL MLS# TB8365014
  • Virtual Tour
1 of 32
$164,000
2

Beds

2.0

Baths

879

Sq.Ft.

106 MEADOW LANE #106

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 134 SYCAMORE LANE #H Oldsmar, FL MLS# TB8376554
  • Virtual Tour
1 of 85
$169,000
2

Beds

2.0

Baths

915

Sq.Ft.

134 SYCAMORE LANE #H

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 244 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8375109
$230,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

244 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY 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

226

Estimated median home price

$367,450
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

Price Count
$0 - 100K 0
$100K - 200K 36
$200K - 300K 51
$300K - 400K 42
$400K - 500K 28
$500K - 600K 16
$600K - 700K 14
$700K - 800K 11
$800K - 900K 6
$900K - 1M 2
$1M - Max 20

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 116
Townhouse 30
Condo 41
Commercial 6
Rental 61
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 20
Farms 0

(Data as of 12/11/2025)

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 12/11/2025.