REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Oldsmar Single Family Homes For Sale - 99 homes

Oldsmar Single Family Homes for Sale are located in Pinellas County, Florida. Find single family homes for sale in Oldsmar with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Oldsmar single family houses.

Location: Oldsmar

Sort:
  • 502 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $419,90091 Days on yellowkey   MLS ID: TB8467897

    3 Days Off yellowkey (back on 4/8/2026)

    For Sale TB8467897 - 502 TIMBER BAY CIR E, OLDSMAR, FL 34677 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1658
       Built: 1983   Tax: $5,498 (2024)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,301) + Taxes in 2024 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 103 CUTLASS WAY, OLDSMAR, FL 34677

    $345,00071 Days on yellowkey   MLS ID: TB8479354

    For Sale TB8479354 - 103 CUTLASS WAY, OLDSMAR, FL 34677 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2016
    Monthly Fee: $255
       Tax: $6,017 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,647 (change assumption)
    Mortgage ($1,890) + Fees ($255) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4922 EDGEWATER LN, OLDSMAR, FL 34677

    $594,00029 Days on yellowkey   MLS ID: W7883975

    REDUCED by $5,000 (0.8%) on 05/04/2026

    For Sale W7883975 - 4922 EDGEWATER LN, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2390
       Built: 1997
    Monthly Fee: $158
       Tax: $9,841 (2025)
    Community: Worthington
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($3,255) + Fees ($158) + Taxes in 2025 ($820)


    Taxes:$9,841

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2159 WARWICK DR, OLDSMAR, FL 34677

    $800,00053 Days on yellowkey   MLS ID: TB8486224

    1 Days Off yellowkey (back on 5/4/2026)

    For Sale TB8486224 - 2159 WARWICK DR, OLDSMAR, FL 34677 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2673
       Built: 1996
    Monthly Fee: $133
       Tax: $6,682 (2025)
    Community: Warwick Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,073 (change assumption)
    Mortgage ($4,383) + Fees ($133) + Taxes in 2025 ($557)


    Taxes:$6,682

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 140 ASHLEY LN, OLDSMAR, FL 34677

    $309,9003 Days on yellowkey   MLS ID: TB8504188

    For Sale TB8504188 - 140 ASHLEY LN, OLDSMAR, FL 34677 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1981
    Monthly Fee: $440
       Tax: $1,408 (2025)
    Community: East Lake Woodlands Cluster Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,255 (change assumption)
    Mortgage ($1,698) + Fees ($440) + Taxes in 2025 ($117)


    Taxes:$1,408

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2009 PEPPERTREE CT, OLDSMAR, FL 34677

    $390,0006 Days on yellowkey   MLS ID: O6403164

    For Sale O6403164 - 2009 PEPPERTREE CT, OLDSMAR, FL 34677 70 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1233
       Built: 1981   Tax: $927 (2025)
    Community: Bayside Meadows Ph Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($77)


    Taxes:$927

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 504 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000211 Days on yellowkey   MLS ID: TB8427180

    REDUCED by $90,000 (7.1%) on 04/25/2026

    For Sale TB8427180 - 504 FEDERAL ST, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2026   Tax: $1,498 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,590 (change assumption)
    Mortgage ($6,466) + Taxes in 2024 ($125)


    Taxes:$1,498

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 165 MOBBLY BAY DR, OLDSMAR, FL 34677

    $1,149,900223 Days on yellowkey   MLS ID: TB8430614

    REDUCED by $70,000 (5.7%) on 05/04/2026

    For Sale TB8430614 - 165 MOBBLY BAY DR, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3945
       Built: 2012
    Monthly Fee: $183
       Tax: $8,887 (2024)
    Community: Estuary Of Mobbly Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,224 (change assumption)
    Mortgage ($6,301) + Fees ($183) + Taxes in 2024 ($741)


    Taxes:$8,887

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 551 SALMON CT, OLDSMAR, FL 34677

    $349,9004 Days on yellowkey   MLS ID: TB8502478

    For Sale TB8502478 - 551 SALMON CT, OLDSMAR, FL 34677 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 2002
    Monthly Fee: $70
       Tax: $175 (2025)
    Community: Gull-Aire Village Ph 2C
    Single Family


    Estimated Monthly Payment: $2,002 (change assumption)
    Mortgage ($1,917) + Fees ($70) + Taxes in 2025 ($15)


    Taxes:$175

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $369,00040 Days on yellowkey   MLS ID: TB8490101

    REDUCED by $1,000 (0.3%) on 04/23/2026

    For Sale TB8490101 - 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1973   Tax: $1,957 (2025)
    Community: Harbor Palms
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,185 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($163)


    Taxes:$1,957

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 405 HOLLY HILL RD, OLDSMAR, FL 34677

    $660,0005 Days on yellowkey   MLS ID: TB8503763

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale TB8503763 - 405 HOLLY HILL RD, OLDSMAR, FL 34677 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2311
       Built: 1979
    Monthly Fee: $149
       Tax: $3,606 (2026)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,616) + Fees ($149) + Taxes in 2026 ($301)


    Taxes:$3,606

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2026

    Middle School: Carwise Middle-PN


  • 4953 POINTE CIR, OLDSMAR, FL 34677

    $885,0008 Days on yellowkey   MLS ID: TB8502016

    For Sale TB8502016 - 4953 POINTE CIR, OLDSMAR, FL 34677 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2513
       Built: 1997
    Monthly Fee: $142
       Tax: $11,677 (2025)
    Community: Cross Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,964 (change assumption)
    Mortgage ($4,849) + Fees ($142) + Taxes in 2025 ($973)


    Taxes:$11,677

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1471 BRIARGROVE WAY, OLDSMAR, FL 34677

    $899,99946 Days on yellowkey   MLS ID: TB8488174

    REDUCED by $19,001 (2.1%) on 04/13/2026

    For Sale TB8488174 - 1471 BRIARGROVE WAY, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3140
       Built: 1991
    Monthly Fee: $243
       Tax: $9,749 (2025)
    Community: Aberdeen Unit Two
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,987 (change assumption)
    Mortgage ($4,931) + Fees ($243) + Taxes in 2025 ($812)


    Taxes:$9,749

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $599,90060 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $25,000 (4.0%) on 04/13/2026

    For Sale TB8480797 - 438 LAFAYETTE BLVD, OLDSMAR, FL 34677 64 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 1988   Tax: $8,284 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $3,977 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 509 CYPRESS VIEW DR, OLDSMAR, FL 34677

    $634,00017 Days on yellowkey   MLS ID: TB8496854

    REDUCED by $15,000 (2.3%) on 04/27/2026

    For Sale TB8496854 - 509 CYPRESS VIEW DR, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 1998
    Monthly Fee: $140
       Tax: $4,902 (2025)
    Community: Preserve At Cypress Lakes Ph I The
    Single Family


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($3,474) + Fees ($140) + Taxes in 2025 ($409)


    Taxes:$4,902

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000190 Days on yellowkey   MLS ID: TB8440175

    REDUCED by $39,000 (2.8%) on 04/21/2026

    For Sale TB8440175 - 2151 DIAMOND CT, OLDSMAR, FL 34677 88 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3850
       Built: 1998
    Monthly Fee: $142
       Tax: $9,378 (2024)
    Community: Diamond Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,321 (change assumption)
    Mortgage ($7,397) + Fees ($142) + Taxes in 2024 ($782)


    Taxes:$9,378

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $560,00018 Days on yellowkey   MLS ID: TB8498550

    For Sale TB8498550 - 219 BAY ARBOR BLVD, OLDSMAR, FL 34677 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 2000
    Monthly Fee: $100
       Tax: $7,973 (2025)
    Community: Bay Arbor Unit 1A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($3,068) + Fees ($100) + Taxes in 2025 ($664)


    Taxes:$7,973

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $610,00060 Days on yellowkey   MLS ID: W7883065

    REDUCED by $15,000 (2.4%) on 04/20/2026

    For Sale W7883065 - 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677 82 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2000
    Monthly Fee: $12
       Tax: $4,563 (2025)
    Community: Eastlake Oaks Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,735 (change assumption)
    Mortgage ($3,342) + Fees ($12) + Taxes in 2025 ($380)


    Taxes:$4,563

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $650,000209 Days on yellowkey   MLS ID: TB8435691

    For Sale TB8435691 - 1758 OAK POND CT, OLDSMAR, FL 34677 41 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2001
    Monthly Fee: $12
       Tax: $4,032 (2024)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,910 (change assumption)
    Mortgage ($3,562) + Fees ($12) + Taxes in 2024 ($336)


    Taxes:$4,032

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 311 VISTA CRUISER LN, OLDSMAR, FL 34677

    $350,000162 Days on yellowkey   MLS ID: TB8450597

    REDUCED by $5,000 (1.4%) on 04/28/2026

    For Sale TB8450597 - 311 VISTA CRUISER LN, OLDSMAR, FL 34677 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1547
       Built: 2015
    Monthly Fee: $248
       Tax: $3,551 (2024)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,462 (change assumption)
    Mortgage ($1,918) + Fees ($248) + Taxes in 2024 ($296)


    Taxes:$3,551

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN




Why Bother Searching Elsewhere for Oldsmar Single Family Homes for Sale?

Oldsmar home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Oldsmar . You can use our website to view Multiple Listing Service (MLS) data on Oldsmar single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Oldsmar single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information 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. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.