Homes that match your search

Let us know what you're looking for, and we'll let you know what we find

* First Name:

* Last Name:

* Email:

Phone:

Prefer to have someone call? Just let us know

Email preference Phone call

Message:

Location

Price

Beds

Baths

+ Additional Filters/Criteria

Home Size

Lot Size sqft use acres

Year Built

Days Listed

Property Status

Active

Pending

Sold

Property Types

Select All

Single Family

Condo/Townhouse/Co-Op

Mobile/Manufactured

Farms/Ranch

Multi Family

Residential Income

Commercial

Lot/Land/Acreage

Property Features

Additional Rooms / Bonus Room

Adult Community

Air Conditioning

Barn/Equestrian

Basement

Community Features / Conservation

Community Features / Gated

Community Pool

Family Room

Fireplace

Garage

Golf

Golf Course Frontage

Golf Course View

Horse Property

Hot Tub/ Spa

In-Law Suite

Location: Beach Area

Location: Corner Lot

Location: Cul-de-sac

Location: Historic District

Location: In County

Location: Suburb

Location: Wetlands

Location: Wooded

Master Bedroom Downstairs

Patio

Pool

Primary on Main

Spa

Split Bedroom

Style / Bungalow

Style / Cape Cod

Style / Colonial

Style / Condo

Style / Contemporary

Style / Courtyard

Style / Craftsman

Style / Custom

Style / Dutch Provincial

Style / Elevated

Style / Florida

Style / French Provincial

Style / Historical

Style / Key West

Style / Other

Style / Patio

Style / Ranch

Style / Spanish/Mediterranean

Style / Townhouse

Style / Traditional

Style / Tudor

Style / Victorian

Style / Villa

View

Water Access / Bay/Harbor

Water Access / Gulf/Ocean

Water Access / Intracoastal Waterway

Water Access / Lake

Water Access / Pond

Water Access / Private Beach

Water Access / River

Water View

Waterfront

homes from to

Show Map

List View
Grid View

Sorted by

1 - 30 of 162 | Previous Page 1 of 6 Next

$249,900
26

2044 Sheffield Court, Oldsmar, FL

2044 Sheffield Court
Oldsmar, FL
2 Beds

2 Baths

1,296 Home (sqft)

2 Baths

2,614 Lot (sqft)
$169,900
36

160 Lakeview Way #160, Oldsmar, FL

160 Lakeview Way #160
Oldsmar, FL
2 Beds

2 Baths

1,094 Home (sqft)

2 Baths

0 Lot (sqft)
$349,900
38

180 Tads Trail, Oldsmar, FL

180 Tads Trail
Oldsmar, FL
3 Beds

2 Baths

1,450 Home (sqft)

2 Baths

3,921 Lot (sqft)
$800,000
47

743 Wellington Court, Oldsmar, FL

743 Wellington Court
Oldsmar, FL
4 Beds

4 Baths

3,058 Home (sqft)

4 Baths

7,841 Lot (sqft)
$395,000
52

216 Hemingway Drive, Oldsmar, FL

216 Hemingway Drive
Oldsmar, FL
3 Beds

3 Baths

1,452 Home (sqft)

3 Baths

2,614 Lot (sqft)
$719,000
75

80 Foxfire Lane, Oldsmar, FL

80 Foxfire Lane
Oldsmar, FL
4 Beds

2 Baths

2,584 Home (sqft)

2 Baths

14,375 Lot (sqft)
$425,000
34

819 Jacaranda Drive, Oldsmar, FL

819 Jacaranda Drive
Oldsmar, FL
3 Beds

2 Baths

1,320 Home (sqft)

2 Baths

10,890 Lot (sqft)
$229,000
74

20 Evelyn Court, Oldsmar, FL

20 Evelyn Court
Oldsmar, FL
2 Beds

2 Baths

1,380 Home (sqft)

2 Baths

5,663 Lot (sqft)
$195,000
33

135 Woodlake Wynde #135, Oldsmar, FL

135 Woodlake Wynde #135
Oldsmar, FL
2 Beds

2 Baths

924 Home (sqft)

2 Baths

5.00 Lot (ac)
$299,000
7

200 Fairfield Street, Oldsmar, FL

200 Fairfield Street
Oldsmar, FL
2 Beds

1 Bath

1,143 Home (sqft)

1 Bath

6,970 Lot (sqft)
$199,000
23

392 Cobia Way, Oldsmar, FL

392 Cobia Way
Oldsmar, FL
2 Beds

2 Baths

1,344 Home (sqft)

2 Baths

4,356 Lot (sqft)
$349,900
44

415 Maplewood Circle, Oldsmar, FL

415 Maplewood Circle
Oldsmar, FL
3 Beds

1 Bath

1,583 Home (sqft)

1 Bath

6,534 Lot (sqft)
$129,900
46

123 Loblolly Court #A, Oldsmar, FL

123 Loblolly Court #A
Oldsmar, FL
2 Beds

2 Baths

915 Home (sqft)

2 Baths

0 Lot (sqft)
$170,000
13

219 Palmetto Court #219, Oldsmar, FL

219 Palmetto Court #219
Oldsmar, FL
2 Beds

2 Baths

1,054 Home (sqft)

2 Baths

0 Lot (sqft)
$830,700
84

1723 Captiva Drive, Oldsmar, FL

1723 Captiva Drive
Oldsmar, FL
4 Beds

3 Baths

2,736 Home (sqft)

3 Baths

10,455 Lot (sqft)
$259,000
46

214 Dolphin Drive N, Oldsmar, FL

214 Dolphin Drive N
Oldsmar, FL
2 Beds

2 Baths

1,324 Home (sqft)

2 Baths

6,099 Lot (sqft)
$489,000
50

508 Washington Avenue, Oldsmar, FL

508 Washington Avenue
Oldsmar, FL
4 Beds

2 Baths

1,507 Home (sqft)

2 Baths

6,099 Lot (sqft)
$230,000
37

116 Dolphin Drive S, Oldsmar, FL

116 Dolphin Drive S
Oldsmar, FL
2 Beds

2 Baths

1,090 Home (sqft)

2 Baths

3,921 Lot (sqft)
$1,499,000
8

205 Chestnut Street, Oldsmar, FL

205 Chestnut Street
Oldsmar, FL
0 Beds

0 Baths

0 Home (sqft)

0 Baths

1.14 Lot (ac)
$340,000
30

1916 Hudson Court, Oldsmar, FL

1916 Hudson Court
Oldsmar, FL
3 Beds

2 Baths

1,333 Home (sqft)

2 Baths

6,099 Lot (sqft)
$325,000
43

650 Timber Bay Circle W, Oldsmar, FL

650 Timber Bay Circle W
Oldsmar, FL
3 Beds

1 Bath

924 Home (sqft)

1 Bath

6,970 Lot (sqft)
$189,000
40

205 Martha Lane #205, Oldsmar, FL

205 Martha Lane #205
Oldsmar, FL
2 Beds

2 Baths

1,094 Home (sqft)

2 Baths

0 Lot (sqft)
$300,000
60

163 Dolphin Drive E, Oldsmar, FL

163 Dolphin Drive E
Oldsmar, FL
2 Beds

2 Baths

1,255 Home (sqft)

2 Baths

3,921 Lot (sqft)
$245,000
47

2060 Sheffield Court, Oldsmar, FL

2060 Sheffield Court
Oldsmar, FL
2 Beds

2 Baths

1,296 Home (sqft)

2 Baths

3,921 Lot (sqft)
$365,000
53

1909 Castle Bay Court, Oldsmar, FL

1909 Castle Bay Court
Oldsmar, FL
3 Beds

2 Baths

1,410 Home (sqft)

2 Baths

6,534 Lot (sqft)
$250,000
86

121 Lindsay Lane #31, Oldsmar, FL

121 Lindsay Lane #31
Oldsmar, FL
2 Beds

2 Baths

1,334 Home (sqft)

2 Baths

0 Lot (sqft)
$229,500
23

366 Countryside Key Boulevard, Oldsmar, FL

366 Countryside Key Boulevard
Oldsmar, FL
2 Beds

3 Baths

1,110 Home (sqft)

3 Baths

872 Lot (sqft)
$259,900
24

704 Lemonwood Drive, Oldsmar, FL

704 Lemonwood Drive
Oldsmar, FL
2 Beds

2 Baths

1,064 Home (sqft)

2 Baths

7,406 Lot (sqft)
$299,900
9

613 Chestnut Street, Oldsmar, FL

613 Chestnut Street
Oldsmar, FL
5 Beds

4 Baths

2,572 Home (sqft)

4 Baths

11,326 Lot (sqft)
$299,900
18

204 Shore Drive W, Oldsmar, FL

204 Shore Drive W
Oldsmar, FL
3 Beds

2 Baths

1,374 Home (sqft)

2 Baths

10,890 Lot (sqft)

Previous Page 1 of 6 Next

The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 8/25/26 9:03 PM PDT.

This IDX Solution is (c) Diverse Solutions 2026. Privacy | Terms & Conditions

Save favorite listings, searches, and get the latest alerts

Remember me

Sign in to, or create an account using your existing social account:

Forgot password?

Create an Account

Fill in your email, and we'll send you a message with instructions on how to reset your password. Please make sure to use the same email address you provided during registration. Email:

close Back to Login

New Password: Confirm Password:

Save your favorite listings, searches, and receive the latest listing alerts

First Name: Last Name: Email: Please confirm if you want to receive e-mail updates from and other Diverse Solutions products: I confirm, I would like to receive e-mail updates I do not want to receive e-mail updates Phone Number: Password: Confirm Password: Remember me

Sign in to, or create an account using your existing social account:

Already have an account? Login