238 total properties
Did you mean the neighborhood Oldsmar?
View 40 SYLVIA PLACE Oldsmar, FL MLS# TB8487410
  • Virtual Tour
1 of 40
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:00 PM
$289,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

40 SYLVIA PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 201 DUNKIRK ROAD Oldsmar, FL MLS# TB8486754
  • Adult Community with Virtual Tour
1 of 23
$390,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

201 DUNKIRK ROAD

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
  • Virtual Tour
1 of 28
$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
  • Virtual Tour
1 of 41
$157,000
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
  • Virtual Tour
1 of 60
$139,900
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 470 HICKORYNUT AVENUE Oldsmar, FL MLS# TB8485715
  • Virtual Tour
1 of 37
$765,000
4

Beds

2.1

Baths

2,922

Sq.Ft.

470 HICKORYNUT AVENUE

Oldsmar, FL

Courtesy of PARADISE LIFE REALTY
View 2159 WARWICK DRIVE Oldsmar, FL MLS# TB8486224
  • Virtual Tour
1 of 56
$800,000
4

Beds

3.0

Baths

2,673

Sq.Ft.

2159 WARWICK DRIVE

Oldsmar, FL

Courtesy of PALERMO REAL ESTATE PROF. INC.
View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8484399
  • Virtual Tour
1 of 31
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of DALTON WADE INC
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
  • Virtual Tour
1 of 64
$599,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP 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
1 of 28
OPEN HOUSE: Sunday 5/17 12:00 PM - 2:00 PM
$173,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

141 LAKEVIEW WAY 141

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 204 BENGAL CIRCLE Oldsmar, FL MLS# O6388593
  • Virtual Tour
1 of 34
$715,000
3

Beds

2.0

Baths

2,429

Sq.Ft.

204 BENGAL CIRCLE

Oldsmar, FL

Courtesy of GILLEN & ASSOCIATES
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$389,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 545 LAKE CYPRESS CIRCLE Oldsmar, FL MLS# TB8482985
  • Virtual Tour
1 of 44
$485,900
3

Beds

2.0

Baths

1,694

Sq.Ft.

545 LAKE CYPRESS CIRCLE

Oldsmar, FL

Courtesy of CITY BREEZE ACTION REALTY
View 835 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8483303
  • Virtual Tour
1 of 70
$485,000
4

Beds

2.0

Baths

1,692

Sq.Ft.

835 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
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 1744 MAPLELEAF BOULEVARD Oldsmar, FL MLS# W7883065
  • Virtual Tour
1 of 82
$610,000
6

Beds

3.0

Baths

3,124

Sq.Ft.

1744 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
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

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

239

Estimated median home price

$355,950
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

Price Count
$0 - 100K 1
$100K - 200K 45
$200K - 300K 47
$300K - 400K 54
$400K - 500K 26
$500K - 600K 16
$600K - 700K 9
$700K - 800K 7
$800K - 900K 9
$900K - 1M 2
$1M - Max 23

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 125
Townhouse 32
Condo 44
Commercial 5
Rental 45
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 19
Farms 0

(Data as of 5/16/2026)

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 5/17/2026.