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Oldsmar Homes For Sale & Real Estate - 212 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

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  • 395 WINGATE CIR, OLDSMAR, FL 34677

    $575,000184 Days on yellowkey   MLS ID: TB8450027

    REDUCED by $15,000 (2.5%) on 04/29/2026

    For Sale TB8450027 - 395 WINGATE CIR, OLDSMAR, FL 34677 59 photos

    Bed: 5   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2827
       Built: 2001
    Monthly Fee: $100
       Tax: $9,963 (2025)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $4,081 (change assumption)
    Mortgage ($3,151) + Fees ($100) + Taxes in 2025 ($830)


    Taxes:$9,963

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1204 FORESTWOOD DR, OLDSMAR, FL 34677

    $315,00029 Days on yellowkey   MLS ID: O6402042

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale O6402042 - 1204 FORESTWOOD DR, OLDSMAR, FL 34677 15 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1186
       Built: 1984
    Monthly Fee: $35
       Tax: $2,622 (2025)
    Community: Hamlets Of Forest Lakes The
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,979 (change assumption)
    Mortgage ($1,726) + Fees ($35) + Taxes in 2025 ($219)


    Taxes:$2,622

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $370,00064 Days on yellowkey   MLS ID: TB8488580

    REDUCED by $10,000 (2.6%) on 04/23/2026

    For Sale TB8488580 - 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 1973   Tax: $1,036 (2025)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,114 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($86)


    Taxes:$1,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 138 BLUE MARLIN DR, OLDSMAR, FL 34677

    $349,900162 Days on yellowkey   MLS ID: TB8452561

    For Sale TB8452561 - 138 BLUE MARLIN DR, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1364
       Built: 2016
    Monthly Fee: $120
       Tax: $4,005 (2025)
    Community: Gull-Aire Village
    Modular Home


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,917) + Fees ($120) + Taxes in 2025 ($334)


    Taxes:$4,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 948 LUCAS LN, OLDSMAR, FL 34677

    $475,000113 Days on yellowkey   MLS ID: TB8448286

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $25,000 (5.0%) on 05/05/2026

    For Sale TB8448286 - 948 LUCAS LN, OLDSMAR, FL 34677 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 1990
    Monthly Fee: $575
       Tax: $4,086 (2025)
    Community: Hunters Trail Twnhms
    Villa


    Estimated Monthly Payment: $3,518 (change assumption)
    Mortgage ($2,603) + Fees ($575) + Taxes in 2025 ($340)


    Taxes:$4,086

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 204 WINDWARD PL #36, OLDSMAR, FL 34677

    $195,00052 Days on yellowkey   MLS ID: A4686982

    For Sale A4686982 - 204 WINDWARD PL #36, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 879
       Built: 1984   Tax: $3,166 (2025)
    Community: Meadows Condo At East Lake Woodlands
    Condo


    Estimated Monthly Payment: $1,332 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($264)


    Taxes:$3,166

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 108 BRENT CIR, OLDSMAR, FL 34677

    $389,00073 Days on yellowkey   MLS ID: TB8483935

    REDUCED by $10,000 (2.5%) on 05/13/2026

    For Sale TB8483935 - 108 BRENT CIR, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2002
    Monthly Fee: $476
       Tax: $5,151 (2025)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $3,037 (change assumption)
    Mortgage ($2,131) + Fees ($476) + Taxes in 2025 ($429)


    Taxes:$5,151

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 300 STATE ST E #324, OLDSMAR, FL 34677

    $295,00029 Days on yellowkey   MLS ID: TB8500928

    REDUCED by $20,000 (6.3%) on 05/13/2026

    For Sale TB8500928 - 300 STATE ST E #324, OLDSMAR, FL 34677 36 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1366
       Built: 2007   Tax: $4,184 (2025)
    Community: Oldsmar Galleria Condo
    Condo


    Estimated Monthly Payment: $1,965 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($349)


    Taxes:$4,184

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2272 WARWICK DR, OLDSMAR, FL 34677

    $725,00025 Days on yellowkey   MLS ID: TB8502055

    For Sale TB8502055 - 2272 WARWICK DR, OLDSMAR, FL 34677 46 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2512
       Built: 1995
    Monthly Fee: $133
       Tax: $3,084 (2025)
    Community: Warwick Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,362 (change assumption)
    Mortgage ($3,973) + Fees ($133) + Taxes in 2025 ($257)


    Taxes:$3,084

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4922 EDGEWATER LN, OLDSMAR, FL 34677

    $575,00047 Days on yellowkey   MLS ID: W7883975

    REDUCED by $19,000 (3.2%) on 05/12/2026

    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: $4,129 (change assumption)
    Mortgage ($3,151) + 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


  • 509 CYPRESS VIEW DR, OLDSMAR, FL 34677

    $624,90035 Days on yellowkey   MLS ID: TB8496854

    3 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $9,100 (1.4%) on 05/06/2026

    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: $3,973 (change assumption)
    Mortgage ($3,424) + Fees ($140) + Taxes in 2025 ($409)


    Taxes:$4,902

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 240 CYPRESS LN #240, OLDSMAR, FL 34677

    $224,90085 Days on yellowkey   MLS ID: TB8481270

    REDUCED by $5,000 (2.2%) on 05/12/2026

    For Sale TB8481270 - 240 CYPRESS LN #240, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $3,193 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,498 (change assumption)
    Mortgage ($1,232) + Taxes in 2025 ($266)


    Taxes:$3,193

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 303 MARTHA LN #303, OLDSMAR, FL 34677

    $195,00070 Days on yellowkey   MLS ID: TB8485863

    INCREASED by $5,100 (2.7%) on 04/20/2026

    For Sale TB8485863 - 303 MARTHA LN #303, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1979   Tax: $613 (2025)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,120 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($51)


    Taxes:$613

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000208 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


  • 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $610,00078 Days on yellowkey   MLS ID: W7883065

    0 Days Off yellowkey (back on 5/12/2026)

    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


  • 435 LAKEVIEW DR, OLDSMAR, FL 34677

    $475,00058 Days on yellowkey   MLS ID: TB8489554

    REDUCED by $14,000 (2.9%) on 05/12/2026

    For Sale TB8489554 - 435 LAKEVIEW DR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1570
       Built: 1984
    Monthly Fee: $35
       Tax: $6,675 (2025)
    Community: Manors Of Forest Lakes The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($2,603) + Fees ($35) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 208 CYPRESS CT, OLDSMAR, FL 34677

    $159,90099 Days on yellowkey   MLS ID: TB8475945

    For Sale TB8475945 - 208 CYPRESS CT, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $2,954 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,122 (change assumption)
    Mortgage ($876) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 50 WOODLAKE PL, OLDSMAR, FL 34677

    $218,00012 Days on yellowkey   MLS ID: TB8507105

    For Sale TB8507105 - 50 WOODLAKE PL, OLDSMAR, FL 34677 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 1983   Tax: $3,197 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,194) + Taxes in 2025 ($266)


    Taxes:$3,197

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 120 EVELYN CT, OLDSMAR, FL 34677

    $278,00027 Days on yellowkey   MLS ID: TB8501596

    REDUCED by $11,000 (3.8%) on 05/11/2026

    For Sale TB8501596 - 120 EVELYN CT, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1450
       Built: 1979
    Monthly Fee: $490
       Tax: $5,156 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $2,443 (change assumption)
    Mortgage ($1,523) + Fees ($490) + Taxes in 2025 ($430)


    Taxes:$5,156

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 50 WILLOWOOD LN, OLDSMAR, FL 34677

    $1,499,90099 Days on yellowkey   MLS ID: TB8475420

    For Sale TB8475420 - 50 WILLOWOOD LN, OLDSMAR, FL 34677 84 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4172
       Built: 1987
    Monthly Fee: $240
       Tax: $8,709 (2024)
    Community: Deerpath Unit One
    Single Family


    Estimated Monthly Payment: $9,184 (change assumption)
    Mortgage ($8,218) + Fees ($240) + Taxes in 2024 ($726)


    Taxes:$8,709

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN




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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.