48 total properties
Did you mean the neighborhood Oldsmar?
View 60 WOODLAKE PLACE Oldsmar, FL MLS# TB8565984
  • Recently Listed with Virtual Tour
1 of 38
$1,800
2

Beds

2.0

Baths

924

Sq.Ft.

60 WOODLAKE PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1910 MONTEGO COURT Oldsmar, FL MLS# TB8560664
  • Recently Listed with Virtual Tour
1 of 24
$3,000
3

Beds

2.0

Baths

1,308

Sq.Ft.

1910 MONTEGO COURT

Oldsmar, FL

Courtesy of COASTAL PIONEER REALTY
View 115 WINDWARD PLACE 115 Oldsmar, FL MLS# TB8565416
  • Recently Listed with Virtual Tour
1 of 23
$1,850
2

Beds

2.0

Baths

879

Sq.Ft.

115 WINDWARD PLACE 115

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
The time to sell is now! THE TIME TO SELL IS NOW!
View 102 PALMETTO COURT 2 Oldsmar, FL MLS# W7890769
  • Recently Listed with Virtual Tour
1 of 39
$1,750
2

Beds

2.0

Baths

982

Sq.Ft.

102 PALMETTO COURT 2

Oldsmar, FL

Courtesy of SANDPEAK REALTY
View 2404 2404 ARCH AVE Oldsmar, FL MLS# TB8564162
  • Recently Listed with Virtual Tour
1 of 48
$2,850
2

Beds

2.1

Baths

1,888

Sq.Ft.

2404 2404 ARCH AVE

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
View 123 LOBLOLLY COURT B Oldsmar, FL MLS# TB8564384
  • Recently Listed with Virtual Tour
1 of 43
$1,500
2

Beds

2.0

Baths

915

Sq.Ft.

123 LOBLOLLY COURT B

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 216 CYPRESS LANE Oldsmar, FL MLS# TB8563424
  • Recently Listed with Virtual Tour
1 of 23
$2,200
2

Beds

2.0

Baths

1,054

Sq.Ft.

216 CYPRESS LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 142 WOODLAKE WYNDE 48 Oldsmar, FL MLS# TB8563293
  • Recently Listed with Virtual Tour
1 of 17
$1,600
2

Beds

2.0

Baths

924

Sq.Ft.

142 WOODLAKE WYNDE 48

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 101 BAYSIDE BOULEVARD Oldsmar, FL MLS# TB8562788
  • Recently Listed with Virtual Tour
1 of 30
$2,950
3

Beds

2.0

Baths

1,098

Sq.Ft.

101 BAYSIDE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 435 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8562016
  • Recently Listed with Virtual Tour
1 of 13
$1,850
2

Beds

1.1

Baths

1,105

Sq.Ft.

435 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of IMAPP REALTY GROUP
View 604 S BAYVIEW BOULEVARD Oldsmar, FL MLS# TB8561126
  • Recently Listed
1 of 51
$3,750
4

Beds

2.1

Baths

1,964

Sq.Ft.

604 S BAYVIEW BOULEVARD

Oldsmar, FL

Courtesy of ARBORS MANAGEMENT & REALTY
View 117 CAMILLE COURT 117 Oldsmar, FL MLS# TB8559693
  • Recently Listed with Virtual Tour
1 of 18
$2,100
2

Beds

2.0

Baths

1,148

Sq.Ft.

117 CAMILLE COURT 117

Oldsmar, FL

Courtesy of WIKLE INCORPORATED
View 109 PINE COURT 109 Oldsmar, FL MLS# TB8560646
  • Recently Listed with Virtual Tour
1 of 27
$2,100
2

Beds

2.0

Baths

1,054

Sq.Ft.

109 PINE COURT 109

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 3136 ST CLAIR AVENUE Oldsmar, FL MLS# TB8553577
$1,700
2

Beds

2.0

Baths

1,075

Sq.Ft.

3136 ST CLAIR AVENUE

Oldsmar, FL

Courtesy of BASTA REALTY SOLUTIONS
View 305 MEADOW LANE 305 Oldsmar, FL MLS# TB8556733
  • Virtual Tour
1 of 27
$1,700
2

Beds

2.0

Baths

879

Sq.Ft.

305 MEADOW LANE 305

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 137 HUNTER LAKE DRIVE F Oldsmar, FL MLS# TB8556383
  • Virtual Tour
1 of 45
$1,700
2

Beds

2.0

Baths

915

Sq.Ft.

137 HUNTER LAKE DRIVE F

Oldsmar, FL

Courtesy of PROPERTY LEADERS RE INC
View 315 VISTA CRUISER LANE Oldsmar, FL MLS# TB8555156
  • Virtual Tour
1 of 30
$2,650
3

Beds

2.1

Baths

1,445

Sq.Ft.

315 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of WRIGHT DAVIS REAL ESTATE
View 208 CYPRESS COURT 208 Oldsmar, FL MLS# TB8555927
  • Virtual Tour
1 of 25
$1,675
2

Beds

2.0

Baths

1,054

Sq.Ft.

208 CYPRESS COURT 208

Oldsmar, FL

Courtesy of LIPPLY REAL ESTATE
View 278 CYPRESS LANE Oldsmar, FL MLS# TB8552530
  • Virtual Tour
1 of 38
$2,400
2

Beds

2.0

Baths

1,054

Sq.Ft.

278 CYPRESS LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 309 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8554595
  • Virtual Tour
1 of 15
$2,345
3

Beds

2.0

Baths

1,696

Sq.Ft.

309 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC 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

206

Estimated median home price

$331,000
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

Price Count
$0 - 100K 0
$100K - 200K 58
$200K - 300K 36
$300K - 400K 36
$400K - 500K 28
$500K - 600K 17
$600K - 700K 8
$700K - 800K 6
$800K - 900K 6
$900K - 1M 4
$1M - Max 7

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 101
Townhouse 21
Condo 49
Commercial 2
Rental 48
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 21
Farms 0

(Data as of 11/10/2026)

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 11/11/2026.