Oldsmar Real Estate

Some of the best housing options in Pinellas County are in the Oldsmar Real Estate market, with a variety of single family homes for sale priced between $178,990 and as high as $1,695,000 two to six bedroom homes that range in size from 1,169 to 7,063 square feet. Options for Condos in Oldsmar range from $139,900 for an apartment with one bedroom and one bathroom to three bedrooms and two bathroom luxury condominiums that sell for up to $329,900. Suppose a Townhome for sale in Oldsmar is what you are looking for, a two-bedroom, one bathroom 900 square foot villa or a six-bed, three-bath home as large as 3,588 sq ft ranging in price from $190,000 to $810,000.

We have detailed information regarding 14 communities in Oldsmar, including five non-gated communities of single family homes, three condo buildings, one waterfront condo complex, one gated community, and one country club including some new construction opportunities and open houses. Oldsmar real estate activity on the MLS indicates 221 properties are currently on the market (as of May 7th, 2026). Whether relocating to Oldsmar from another state or upsizing or downsizing, whichever of the many homes for sale in Oldsmar, or the greater Tampa Bay area you choose, our professional Realtors in Oldsmar Florida can guide you through the home-buying process.

Oldsmar Homes For Sale

Under Contract

$1,695,000

East Lake Woodlands

5044 Kilkenney Ct
Oldsmar, FL 34677

4

5

3

6,302 SqFt

Pool

1.22 Acres

43 Days

$1,499,900

East Lake Woodlands

50 Willowood Ln
Oldsmar, FL 34677

5

4

3

7,063 SqFt

Pool

1.4 Acres

83 Days

Under Contract

$1,469,999

$1,575,000

MLS#MFRTB8408673

316 Shore Dr E
Oldsmar, FL 34677

4

3

2

3,390 SqFt

Pool

Water Front

0.42 Acres

293 Days

$1,450,000

MLS#MFRTB8505047

200 Lee St
Oldsmar, FL 34677

2

1

1,648 SqFt

0.29 Acres

2 Days

Reduced

$1,350,000

$1,499,900

East Lake Woodlands

2151 Diamond Ct
Oldsmar, FL 34677

4

3

3

4,785 SqFt

Pool

Water Front

0.38 Acres

192 Days

$1,299,000

MLS#MFRTB8492687

375 Wellington Ave
Oldsmar, FL 34677

4

3

2

5,062 SqFt

Pool

1.01 Acres

34 Days

Under Contract

$1,250,000

East Lake Woodlands

2270 Christy Ln
Oldsmar, FL 34677

4

5

3

5,144 SqFt

Pool

1.95 Acres

48 Days

$1,225,000

East Lake Woodlands

1404 East Lake Woodlands Pkwy
Oldsmar, FL 34677

4

3

2

5,299 SqFt

Pool

0.89 Acres

22 Days

$1,200,000

East Lake Woodlands

50 Kelleys Trl
Oldsmar, FL 34677

4

4

2

4,162 SqFt

Pool

0.6 Acres

1 Days

$1,199,900

East Lake Woodlands

110 Deerpath Dr
Oldsmar, FL 34677

5

4

2

5,933 SqFt

Pool

0.6 Acres

114 Days

Reduced

$1,180,000

$1,200,000

MLS#MFRTB8434625

506 Federal St
Oldsmar, FL 34677

4

4

2

4,604 SqFt

0.18 Acres

213 Days

New Construction

Reduced

$1,180,000

$1,200,000

MLS#MFRTB8427180

504 Federal St
Oldsmar, FL 34677

4

4

2

4,604 SqFt

0.17 Acres

213 Days

New Construction

221 Active Listings in Oldsmar, FL

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Living in Oldsmar affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Oldsmar. The I-4, the I-75, US41, or US Highway 19 provide an easy transition to nearby cities such as Melbourne, Orlando, Palm Harbor, Tarpon Springs, Odessa, Dunedin, Trinity, New Port Richey, Lutz, Holiday, Spring Hill, Belleair, and Clearwater.

Boating and watersports are integral to the Tampa Bay lifestyle, offering year-round access to the Gulf Of Mexico, vibrant marine life, and a culture centered around outdoor leisure and recreation. Oldsmar real estate prices are directly correlated to it's proximity to these amenities.

Additionally, three local airports are easily accessible - Tampa International (TPA), Lakeland Linder International (LAL), and Sarasota Bradenton International (SRQ). Finally, for private air travel, you may utilize Clearwater Air Park (CLW), Peter O Knight (TPF), Albert Whitted (SPG) in St Petersburg, and Tampa Executive (VDF).

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.