200 total properties
Did you mean the neighborhood Oldsmar?
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 450 CYPRESS CREEK CIRCLE Oldsmar, FL MLS# TB8529291
$599,900
3

Beds

2.1

Baths

2,139

Sq.Ft.

450 CYPRESS CREEK CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 475 HOLLY HILL ROAD Oldsmar, FL MLS# TB8529182
    1 of 50
    OPEN HOUSE: Saturday 8/22 11:00 AM - 1:00 PM
    $899,500
    4

    Beds

    4.0

    Baths

    3,441

    Sq.Ft.

    475 HOLLY HILL ROAD

    Oldsmar, FL

    The time to sell is now! THE TIME TO SELL IS NOW!
    View 75 POOLE PLACE Oldsmar, FL MLS# TB8527830
    • Virtual Tour
    1 of 55
    $279,900
    2

    Beds

    2.0

    Baths

    1,380

    Sq.Ft.

    75 POOLE PLACE

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP 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 102 SHORE DRIVE E Oldsmar, FL MLS# O6425984
    • Virtual Tour
    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 3087 DUANE AVENUE Oldsmar, FL MLS# TB8527948
    • Virtual Tour
    1 of 30
    $365,000
    3

    Beds

    2.0

    Baths

    1,296

    Sq.Ft.

    3087 DUANE AVENUE

    Oldsmar, FL

    Courtesy of AMERICAN HERITAGE REALTY, INC.
    View 416 MAPLEWOOD DRIVE Oldsmar, FL MLS# TB8527873
    • Virtual Tour
    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 1332 PRESERVATION WAY Oldsmar, FL MLS# TB8527242
    $450,000
    Studio

    Beds

    0.0

    Baths

    1332 PRESERVATION WAY

    Oldsmar, FL

    View 10 WOODLAKE PLACE Oldsmar, FL MLS# TB8528578
    • Virtual Tour
    1 of 45
    $188,000
    2

    Beds

    2.0

    Baths

    924

    Sq.Ft.

    10 WOODLAKE PLACE

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
    View 1745 OAK POND COURT Oldsmar, FL MLS# TB8527516
    • Virtual Tour
    1 of 15
    $599,000
    4

    Beds

    2.1

    Baths

    2,324

    Sq.Ft.

    1745 OAK POND COURT

    Oldsmar, FL

    Courtesy of FLAT FEE MLS REALTY
    View 85 KELLEYS TRAIL Oldsmar, FL MLS# TB8527215
    • Virtual Tour
    1 of 84
    $1,100,000
    5

    Beds

    3.0

    Baths

    3,390

    Sq.Ft.

    85 KELLEYS TRAIL

    Oldsmar, FL

    View 601 SHORE DRIVE E Oldsmar, FL MLS# TB8529217
    $525,000
    3

    Beds

    2.0

    Baths

    1,856

    Sq.Ft.

    601 SHORE DRIVE E

    Oldsmar, FL

    View 126 CYPRESS COURT 26 Oldsmar, FL MLS# TB8524688
    $184,900
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    126 CYPRESS COURT 26

    Oldsmar, FL

    View 1309 SUNSET WIND LOOP Oldsmar, FL MLS# TB8526089
    $437,500
    3

    Beds

    2.1

    Baths

    1,888

    Sq.Ft.

    1309 SUNSET WIND LOOP

    Oldsmar, FL

    Courtesy of DALTON WADE INC
    View 215 CLAYS TRAIL Oldsmar, FL MLS# TB8525574
    • Virtual Tour
    1 of 37
    $279,900
    2

    Beds

    2.0

    Baths

    1,237

    Sq.Ft.

    215 CLAYS TRAIL

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    View 100 LISA LANE Oldsmar, FL MLS# TB8526300
    • Virtual Tour
    1 of 67
    OPEN HOUSE: Saturday 8/22 11:00 AM - 2:00 PM
    $299,000
    2

    Beds

    2.0

    Baths

    1,320

    Sq.Ft.

    100 LISA LANE

    Oldsmar, FL

    View 1469 RIVERDALE DRIVE Oldsmar, FL MLS# TB8521939
    • Virtual Tour
    1 of 59
    OPEN HOUSE: Saturday 8/22 11:00 AM - 2:00 PM
    $549,999
    3

    Beds

    2.0

    Baths

    1,890

    Sq.Ft.

    1469 RIVERDALE DRIVE

    Oldsmar, FL

    Courtesy of FUTURE HOME REALTY INC
    View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6422167
    $324,900
    3

    Beds

    2.0

    Baths

    1,323

    Sq.Ft.

    413 COUNTRY CLUB DRIVE

    Oldsmar, FL

    View 60 ST ANDREWS PLACE 60 Oldsmar, FL MLS# TB8526165
    $299,900
    2

    Beds

    2.0

    Baths

    1,626

    Sq.Ft.

    60 ST ANDREWS PLACE 60

    Oldsmar, FL

    Courtesy of PROFESSIONAL REAL ESTATE MGMT

    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

    PriceCount
    $0 - 100K1
    $100K - 200K48
    $200K - 300K41
    $300K - 400K39
    $400K - 500K23
    $500K - 600K18
    $600K - 700K8
    $700K - 800K5
    $800K - 900K4
    $900K - 1M1
    $1M - Max15

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family106
    Townhouse22
    Condo46
    Commercial3
    Rental51
    Lots and Land7
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home19
    Farms0

    (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 8/22/2026.

    The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

    The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

    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 8/22/2026.