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Oldsmar Homes For Sale & Real Estate - 187 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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  • 218 CARYL WAY, OLDSMAR, FL 34677

    $198,000Listed 04/17/2026 5:51PM   MLS ID: TB8499124

    For Sale TB8499124 - 218 CARYL WAY, OLDSMAR, FL 34677 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1979   Tax: $2,995 (2025)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,334 (change assumption)
    Mortgage ($1,085) + Taxes in 2025 ($250)


    Taxes:$2,995

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1502 WOODSTREAM DR, OLDSMAR, FL 34677

    $689,000200 Days on yellowkey   MLS ID: TB8428089

    2 Days Off yellowkey (back on 4/17/2026)

    For Sale TB8428089 - 1502 WOODSTREAM DR, OLDSMAR, FL 34677 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 1996
    Monthly Fee: $470
       Tax: $5,116 (2024)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $4,672 (change assumption)
    Mortgage ($3,775) + Fees ($470) + Taxes in 2024 ($426)


    Taxes:$5,116

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 209 CORKWOOD LN, OLDSMAR, FL 34677

    $245,408307 Days on yellowkey   MLS ID: TB8396745

    INCREASED by $508 (0.2%) on 04/17/2026

    For Sale TB8396745 - 209 CORKWOOD LN, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1984
    Monthly Fee: $268
       Tax: $2,960 (2024)
    Community: Villas Of Forest Lakes
    Villa


    Estimated Monthly Payment: $1,859 (change assumption)
    Mortgage ($1,345) + Fees ($268) + Taxes in 2024 ($247)


    Taxes:$2,960

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 303 WOODLAKE WYNDE, OLDSMAR, FL 34677

    $169,90017 Days on yellowkey   MLS ID: TB8485200

    0 Days Off yellowkey (back on 4/7/2026)

    REDUCED by $10,000 (5.6%) on 04/03/2026

    For Sale TB8485200 - 303 WOODLAKE WYNDE, OLDSMAR, FL 34677 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 674
       Built: 1985
    Monthly Fee: $418
       Tax: $2,409 (2025)
    Community: East Lake Woodlands Woodlake Run
    Spa: No

    Condo


    Estimated Monthly Payment: $1,550 (change assumption)
    Mortgage ($931) + Fees ($418) + Taxes in 2025 ($201)


    Taxes:$2,409

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1223 CLAYS TRL, OLDSMAR, FL 34677

    $355,000182 Days on yellowkey   MLS ID: TB8436662

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale TB8436662 - 1223 CLAYS TRL, OLDSMAR, FL 34677 15 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2600
       Built: 1992
    Monthly Fee: $870
       Tax: $6,276 (2024)
    Community: Laurel Oaks At East Lake
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,338 (change assumption)
    Mortgage ($1,945) + Fees ($870) + Taxes in 2024 ($523)


    Taxes:$6,276

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,225,0002 Days on yellowkey   MLS ID: TB8496474

    For Sale TB8496474 - 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 85 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 4312
       Built: 1990
    Monthly Fee: $207
       Tax: $8,294 (2025)
    Community: Greenhaven Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,610 (change assumption)
    Mortgage ($6,712) + Fees ($207) + Taxes in 2025 ($691)


    Taxes:$8,294

    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

    $369,00044 Days on yellowkey   MLS ID: TB8481839

    REDUCED by $16,000 (4.2%) on 04/15/2026

    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: $2,781 (change assumption)
    Mortgage ($2,022) + Fees ($418) + Taxes in 2025 ($341)


    Taxes:$4,090

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1705 IRONWOOD CT E, OLDSMAR, FL 34677

    $330,00035 Days on yellowkey   MLS ID: TB8486052

    REDUCED by $5,000 (1.5%) on 04/02/2026

    For Sale TB8486052 - 1705 IRONWOOD CT E, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1206
       Built: 1973   Tax: $1,600 (2025)
    Community: Harbor Palms-Unit Six
    Single Family


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($133)


    Taxes:$1,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $625,00042 Days on yellowkey   MLS ID: W7883065

    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: $3,817 (change assumption)
    Mortgage ($3,425) + 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


  • 122 CARYL WAY #122, OLDSMAR, FL 34677

    $214,00043 Days on yellowkey   MLS ID: TB8481510

    For Sale TB8481510 - 122 CARYL WAY #122, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1979
    Monthly Fee: $560
       Tax: $2,781 (2025)
    Community: East Lake Woodlands
    Condo


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,173) + Fees ($560) + Taxes in 2025 ($232)


    Taxes:$2,781

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 948 LUCAS LN, OLDSMAR, FL 34677

    $500,00077 Days on yellowkey   MLS ID: TB8448286

    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: $3,655 (change assumption)
    Mortgage ($2,740) + 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


  • 1471 BRIARGROVE WAY, OLDSMAR, FL 34677

    $899,99928 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


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $650,000191 Days on yellowkey   MLS ID: TB8435691

    For Sale TB8435691 - 1758 OAK POND CT, OLDSMAR, FL 34677 36 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


  • 343 SHORE DR E, OLDSMAR, FL 34677

    $399,0001 Day on yellowkey   MLS ID: TB8498400

    For Sale TB8498400 - 343 SHORE DR E, OLDSMAR, FL 34677 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1169
       Built: 1958   Tax: $2,652 (2025)
    Community: Oldsmar Country Club Estates Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,407 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($221)


    Taxes:$2,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 30 TURTLE CREEK CIR, OLDSMAR, FL 34677

    $1,075,0001 Day on yellowkey   MLS ID: TB8498439

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale TB8498439 - 30 TURTLE CREEK CIR, OLDSMAR, FL 34677 40 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2850
       Built: 1993
    Monthly Fee: $185
       Tax: $14,847 (2025)
    Community: Turtle Creek Unit-One
    Single Family


    Estimated Monthly Payment: $7,312 (change assumption)
    Mortgage ($5,890) + Fees ($185) + Taxes in 2025 ($1,237)


    Taxes:$14,847

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 138 BRENT CIR, OLDSMAR, FL 34677

    $725,0001 Day on yellowkey   MLS ID: TB8496402

    For Sale TB8496402 - 138 BRENT CIR, OLDSMAR, FL 34677 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2258
       Built: 2002
    Monthly Fee: $475
       Tax: $9,980 (2025)
    Community: Seaside Estates
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $5,279 (change assumption)
    Mortgage ($3,973) + Fees ($475) + Taxes in 2025 ($832)


    Taxes:$9,980

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 433 TANGERINE DR, OLDSMAR, FL 34677

    $419,900235 Days on yellowkey   MLS ID: TB8421066

    6 Days Off yellowkey (back on 3/3/2026)

    For Sale TB8421066 - 433 TANGERINE DR, OLDSMAR, FL 34677 23 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1498
       Built: 1980   Tax: $2,758 (2024)
    Community: Harbor Palms Unit 11
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,531 (change assumption)
    Mortgage ($2,301) + Taxes in 2024 ($230)


    Taxes:$2,758

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 475 WOODS LANDING TRL, OLDSMAR, FL 34677

    $255,000102 Days on yellowkey   MLS ID: A4676723

    For Sale A4676723 - 475 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $4,082 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($1,397) + Fees ($591) + Taxes in 2024 ($340)


    Taxes:$4,082

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 405 WOODS LANDING TRL, OLDSMAR, FL 34677

    $255,000102 Days on yellowkey   MLS ID: A4676677

    REDUCED by $5,000 (1.9%) on 04/06/2026

    SHORT SALE A4676677 - 405 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $2,370 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,397) + Fees ($591) + Taxes in 2024 ($197)


    Taxes:$2,370

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 100 KILSYTHE ST, OLDSMAR, FL 34677

    $450,0006 Days on yellowkey   MLS ID: TB8496212

    For Sale TB8496212 - 100 KILSYTHE ST, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1100
       Built: 1986   Tax: $5,670 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $2,938 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($472)


    Taxes:$5,670

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    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.