183 total properties
Did you mean the neighborhood Oldsmar?
View 1332 PRESERVATION WAY Oldsmar, FL MLS# TB8527242
  • Virtual Tour
1 of 14
$450,000
Studio

Beds

0.0

Baths

1332 PRESERVATION WAY

Oldsmar, FL

View 331 SHORE DRIVE E Oldsmar, FL MLS# TB8531357
  • Virtual Tour
1 of 6
$450,000
3

Beds

2.0

Baths

2,064

Sq.Ft.

331 SHORE DRIVE E

Oldsmar, FL

View 3071 HURON AVENUE Oldsmar, FL MLS# TB8507555
  • Virtual Tour
1 of 55
$449,900
3

Beds

2.1

Baths

1,680

Sq.Ft.

3071 HURON AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 416 MAPLEWOOD DRIVE Oldsmar, FL MLS# TB8527873
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1 of 68
OPEN HOUSE: Sunday 8/23 1:00 PM - 3:00 PM
$449,000
3

Beds

2.0

Baths

1,395

Sq.Ft.

416 MAPLEWOOD DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 102 SHORE DRIVE E Oldsmar, FL MLS# O6425984
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1 of 34
OPEN HOUSE: Saturday 8/22 1:00 PM - 4:00 PM
$439,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

102 SHORE DRIVE E

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1309 SUNSET WIND LOOP Oldsmar, FL MLS# TB8526089
  • Virtual Tour
1 of 34
$437,500
3

Beds

2.1

Baths

1,888

Sq.Ft.

1309 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of DALTON WADE INC
View 2410 ARCH AVENUE Oldsmar, FL MLS# TB8529492
  • Virtual Tour
1 of 36
$429,500
3

Beds

2.1

Baths

1,888

Sq.Ft.

2410 ARCH AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
View 1811 FOREST DRIVE Oldsmar, FL MLS# TB8520312
  • Virtual Tour
1 of 37
$429,000
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

View 80 SUMMERWINDS LANE Oldsmar, FL MLS# TB8529421
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1 of 57
$425,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

80 SUMMERWINDS LANE

Oldsmar, FL

View 348 FOUNTAINVIEW CIRCLE Oldsmar, FL MLS# TB8537686
  • Virtual Tour
1 of 19
$425,000
4

Beds

2.0

Baths

1,854

Sq.Ft.

348 FOUNTAINVIEW CIRCLE

Oldsmar, FL

View 819 JACARANDA DRIVE Oldsmar, FL MLS# TB8539896
  • Recently Listed
1 of 34
$425,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

819 JACARANDA DRIVE

Oldsmar, FL

Courtesy of PREMIER SOTHEBY'S INTL REALTY
View 1815 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# W7885693
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1 of 48
OPEN HOUSE: Saturday 8/22 11:00 AM - 1:00 PM
$424,900
3

Beds

2.0

Baths

1,855

Sq.Ft.

1815 DRIFTWOOD CIRCLE S

Oldsmar, FL

View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
  • Virtual Tour
1 of 80
$419,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

View 3073 DUANE AVENUE Oldsmar, FL MLS# TB8417476
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1 of 43
$410,000
4

Beds

2.0

Baths

2,122

Sq.Ft.

3073 DUANE AVENUE

Oldsmar, FL

View 2013 SUNSET WIND LOOP Oldsmar, FL MLS# TB8507673
  • Virtual Tour
1 of 36
$400,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2013 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
  • Virtual Tour
1 of 37
$399,900
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
$399,000
3

Beds

2.0

Baths

1,952

Sq.Ft.

600 S WOODLANDS DRIVE

Oldsmar, FL

View 343 SHORE DRIVE E Oldsmar, FL MLS# TB8498400
  • Virtual Tour
1 of 19
$399,000
3

Beds

2.0

Baths

1,169

Sq.Ft.

343 SHORE DRIVE E

Oldsmar, FL

View 208 CLAYS TRAIL 208 Oldsmar, FL MLS# TB8530374
  • Virtual Tour
1 of 39
$399,000
3

Beds

2.0

Baths

1,835

Sq.Ft.

208 CLAYS TRAIL 208

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8521459
  • Virtual Tour
1 of 30
$397,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

1206 SAWGRASS COURT

Oldsmar, FL

Courtesy of DALTON WADE 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

203

Estimated median home price

$335,000
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 1
$100K - 200K 48
$200K - 300K 41
$300K - 400K 39
$400K - 500K 23
$500K - 600K 18
$600K - 700K 8
$700K - 800K 5
$800K - 900K 4
$900K - 1M 1
$1M - Max 15

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 106
Townhouse 22
Condo 46
Commercial 3
Rental 51
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 19
Farms 0

(Data as of 8/21/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 8/21/2026.

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 8/21/2026.