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 Homes For Sale & Real Estate - 180 homes

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

Location: Oldsmar

Sort:
  • 1527 WOODSTREAM DR, OLDSMAR, FL 34677

    $599,00054 Days on yellowkey   MLS ID: TB8476648

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale TB8476648 - 1527 WOODSTREAM DR, OLDSMAR, FL 34677 87 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 1996
    Monthly Fee: $470
       Tax: $3,762 (2025)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,282) + Fees ($470) + Taxes in 2025 ($313)


    Taxes:$3,762

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 62 EMERALD BAY DR, OLDSMAR, FL 34677

    $220,00089 Days on yellowkey   MLS ID: TB8465225

    For Sale TB8465225 - 62 EMERALD BAY DR, OLDSMAR, FL 34677 14 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1264
       Built: 1994
    Monthly Fee: $283
       Tax: $3,024 (2024)
    Community: Emerald Bay
    Townhouse


    Estimated Monthly Payment: $1,740 (change assumption)
    Mortgage ($1,205) + Fees ($283) + Taxes in 2024 ($252)


    Taxes:$3,024

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 244 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $220,00089 Days on yellowkey   MLS ID: TB8465176

    For Sale TB8465176 - 244 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 15 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1110
       Built: 1996
    Monthly Fee: $454
       Tax: $3,637 (2024)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $1,963 (change assumption)
    Mortgage ($1,205) + Fees ($454) + Taxes in 2024 ($303)


    Taxes:$3,637

    Elementary School: Curlew Creek Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 347 CANAL WAY, OLDSMAR, FL 34677

    $199,000180 Days on yellowkey   MLS ID: TB8436926

    For Sale TB8436926 - 347 CANAL WAY, OLDSMAR, FL 34677 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1080
       Built: 1980
    Monthly Fee: $60
       Tax: $2,609 (2024)
    Community: Gull-Aire Village
    Mobile Home


    Estimated Monthly Payment: $1,368 (change assumption)
    Mortgage ($1,090) + Fees ($60) + Taxes in 2024 ($217)


    Taxes:$2,609

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $475,00020 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $27,500 (5.5%) on 04/14/2026

    For Sale TB8491038 - 1811 FOREST DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $6,771 (2025)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $3,167 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($564)


    Taxes:$6,771

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 908 VINEYARD LN, OLDSMAR, FL 34677

    $385,00042 Days on yellowkey   MLS ID: TB8481839

    For Sale TB8481839 - 908 VINEYARD LN, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1773
       Built: 2017
    Monthly Fee: $418
       Tax: $4,090 (2025)
    Community: Tuscany Woods Preserve
    Townhouse


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,110) + Fees ($418) + Taxes in 2025 ($341)


    Taxes:$4,090

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,9001 Day on yellowkey   MLS ID: TB8476650

    FORECLOSURE TB8476650 - 1795 BAYHILL DR, OLDSMAR, FL 34677 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 1994
    Monthly Fee: $199
       Tax: $8,406 (2025)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,858 (change assumption)
    Mortgage ($2,958) + Fees ($199) + Taxes in 2025 ($701)


    Taxes:$8,406

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4858 AUGUSTA AVE, OLDSMAR, FL 34677

    $679,90019 Days on yellowkey   MLS ID: TB8489820

    REDUCED by $10,000 (1.4%) on 04/14/2026

    For Sale TB8489820 - 4858 AUGUSTA AVE, OLDSMAR, FL 34677 20 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2500
       Built: 1996
    Monthly Fee: $151
       Tax: $4,097 (2024)
    Community: East Lake Woodlands Worthington
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,218 (change assumption)
    Mortgage ($3,725) + Fees ($151) + Taxes in 2024 ($341)


    Taxes:$4,097

    Elementary School: None

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 303 MEADOW LN, OLDSMAR, FL 34677

    $190,0002 Days on yellowkey   MLS ID: TB8497109

    For Sale TB8497109 - 303 MEADOW LN, OLDSMAR, FL 34677 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 879
       Built: 1985
    Monthly Fee: $422
       Tax: $2,724 (2025)
    Community: Meadows Condo At East Lake Woodlands
    Spa: No

    Condo


    Estimated Monthly Payment: $1,690 (change assumption)
    Mortgage ($1,041) + Fees ($422) + Taxes in 2025 ($227)


    Taxes:$2,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 260 BALSAM DR, OLDSMAR, FL 34677

    $249,900195 Days on yellowkey   MLS ID: TB8433742

    For Sale TB8433742 - 260 BALSAM DR, OLDSMAR, FL 34677 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1250
       Built: 1981
    Monthly Fee: $440
       Tax: $960 (2024)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,369) + Fees ($440) + Taxes in 2024 ($80)


    Taxes:$960

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1471 BRIARGROVE WAY, OLDSMAR, FL 34677

    $899,99926 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


  • 141 LAKEVIEW WAY #141, OLDSMAR, FL 34677

    $174,90040 Days on yellowkey   MLS ID: TB8483907

    REDUCED by $4,100 (2.3%) on 04/13/2026

    For Sale TB8483907 - 141 LAKEVIEW WAY #141, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980   Tax: $3,466 (2025)
    Community: East Lake Woodlands
    Spa: No

    Condo


    Estimated Monthly Payment: $1,247 (change assumption)
    Mortgage ($958) + Taxes in 2025 ($289)


    Taxes:$3,466

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2270 CHRISTY LN, OLDSMAR, FL 34677

    $1,250,00056 Days on yellowkey   MLS ID: TB8477474

    2 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8477474 - 2270 CHRISTY LN, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3993
       Built: 1996
    Monthly Fee: $181
       Tax: $11,849 (2025)
    Community: Turtle Creek Unit-Three
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,018 (change assumption)
    Mortgage ($6,849) + Fees ($181) + Taxes in 2025 ($987)


    Taxes:$11,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2328 WARWICK DR, OLDSMAR, FL 34677

    $854,000236 Days on yellowkey   MLS ID: TB8419306

    REDUCED by $20,000 (2.3%) on 04/13/2026

    For Sale TB8419306 - 2328 WARWICK DR, OLDSMAR, FL 34677 68 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3294
       Built: 1995
    Monthly Fee: $127
       Tax: $5,742 (2024)
    Community: Warwick Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,285 (change assumption)
    Mortgage ($4,679) + Fees ($127) + Taxes in 2024 ($478)


    Taxes:$5,742

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 215 CLAYS TRL #215, OLDSMAR, FL 34677

    $305,000133 Days on yellowkey   MLS ID: TB8452814

    REDUCED by $10,000 (3.2%) on 04/01/2026

    For Sale TB8452814 - 215 CLAYS TRL #215, OLDSMAR, FL 34677 29 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1237
       Built: 1988
    Monthly Fee: $618
       Tax: $3,830 (2024)
    Community: Heatherwood Unit One Condo
    Condo


    Estimated Monthly Payment: $2,608 (change assumption)
    Mortgage ($1,671) + Fees ($618) + Taxes in 2024 ($319)


    Taxes:$3,830

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 904 VINEYARD LN, OLDSMAR, FL 34677

    $340,00051 Days on yellowkey   MLS ID: TB8479523

    0 Days Off yellowkey (back on 4/13/2026)

    REDUCED by $10,000 (2.9%) on 04/01/2026

    For Sale TB8479523 - 904 VINEYARD LN, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1525
       Built: 2017
    Monthly Fee: $418
       Tax: $3,149 (2025)
    Community: Tuscany Woods Preserve
    Townhouse


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($1,863) + Fees ($418) + Taxes in 2025 ($262)


    Taxes:$3,149

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 412 CEDAR RIDGE CT, OLDSMAR, FL 34677

    $199,99913 Days on yellowkey   MLS ID: TB8493131

    2 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8493131 - 412 CEDAR RIDGE CT, OLDSMAR, FL 34677 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1984
    Monthly Fee: $268
       Tax: $1,743 (2025)
    Community: Villas Of Forest Lakes The
    Villa


    Estimated Monthly Payment: $1,509 (change assumption)
    Mortgage ($1,096) + Fees ($268) + Taxes in 2025 ($145)


    Taxes:$1,743

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 124 LOBLOLLY CT #H, OLDSMAR, FL 34677

    $160,00033 Days on yellowkey   MLS ID: TB8481313

    For Sale TB8481313 - 124 LOBLOLLY CT #H, OLDSMAR, FL 34677 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1986
    Monthly Fee: $666
       Tax: $2,517 (2025)
    Community: The Gardens Of Forest Lakes Condo
    Condo


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($877) + Fees ($666) + Taxes in 2025 ($210)


    Taxes:$2,517

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 40 SHAMROCK WAY #40, OLDSMAR, FL 34677

    $255,00054 Days on yellowkey   MLS ID: TB8471405

    For Sale TB8471405 - 40 SHAMROCK WAY #40, OLDSMAR, FL 34677 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1502
       Built: 1986   Tax: $2,572 (2024)
    Community: St Andrews Condo
    Condo


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,397) + Taxes in 2024 ($214)


    Taxes:$2,572

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677

    $165,0005 Days on yellowkey   MLS ID: TB8496591

    For Sale TB8496591 - 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980   Tax: $3,644 (2024)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,208 (change assumption)
    Mortgage ($904) + Taxes in 2024 ($304)


    Taxes:$3,644

    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 Homes for Sale and Other Real Estate?

Oldsmar home, townhome, condo, villa, and other listing sales 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 houses for sale in Oldsmar . You can use our website to view Multiple Listing Service (MLS) data on Oldsmar Real Estate. 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 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.