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 - 97 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:
  • 50 WILLOWOOD LN, OLDSMAR, FL 34677

    $1,499,900113 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


  • 504 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000243 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


  • 506 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000243 Days on yellowkey   MLS ID: TB8434625

    REDUCED by $90,000 (7.1%) on 04/24/2026

    For Sale TB8434625 - 506 FEDERAL ST, OLDSMAR, FL 34677 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2025   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


  • 204 BENGAL CIR, OLDSMAR, FL 34677

    $715,00092 Days on yellowkey   MLS ID: O6388593

    REDUCED by $20,000 (2.7%) on 05/08/2026

    For Sale O6388593 - 204 BENGAL CIR, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2429
       Built: 2013
    Monthly Fee: $65
       Tax: $5,728 (2025)
    Community: Bungalow Bay Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,460 (change assumption)
    Mortgage ($3,918) + Fees ($65) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 400 SHORE DR E, OLDSMAR, FL 34677

    $1,000,000105 Days on yellowkey   MLS ID: TB8478151

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

    For Sale TB8478151 - 400 SHORE DR E, OLDSMAR, FL 34677 22 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1890
       Built: 1957   Tax: $3,995 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $5,812 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($333)


    Taxes:$3,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 549 LONGWOOD CIR, OLDSMAR, FL 34677

    $525,00031 Days on yellowkey   MLS ID: A4692285

    For Sale A4692285 - 549 LONGWOOD CIR, OLDSMAR, FL 34677 87 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 1984
    Monthly Fee: $30
       Tax: $5,336 (2025)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,877) + Fees ($30) + Taxes in 2025 ($445)


    Taxes:$5,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 200 LEE ST, OLDSMAR, FL 34677

    $1,450,00032 Days on yellowkey   MLS ID: TB8505047

    For Sale TB8505047 - 200 LEE ST, OLDSMAR, FL 34677 1 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1250
       Built: 1957   Tax: $4,470 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $8,318 (change assumption)
    Mortgage ($7,945) + Taxes in 2025 ($373)


    Taxes:$4,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 103 CUTLASS WAY, OLDSMAR, FL 34677

    $345,000103 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


  • 405 HOLLY HILL RD, OLDSMAR, FL 34677

    $660,00037 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


  • 604 LIMETREE DR, OLDSMAR, FL 34677

    $375,00045 Days on yellowkey   MLS ID: O6401483

    For Sale O6401483 - 604 LIMETREE DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1430
       Built: 1980   Tax: $3,108 (2025)
    Community: Harbor Palms Unit Eleven
    Single Family


    Estimated Monthly Payment: $2,314 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($259)


    Taxes:$3,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4766 STONEVIEW CIR, OLDSMAR, FL 34677

    $645,00071 Days on yellowkey   MLS ID: TB8487161

    4 Days Off yellowkey (back on 4/27/2026)

    For Sale TB8487161 - 4766 STONEVIEW CIR, OLDSMAR, FL 34677 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 1993
    Monthly Fee: $108
       Tax: $3,755 (2025)
    Community: Stonebriar
    Single Family


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,534) + Fees ($108) + Taxes in 2025 ($313)


    Taxes:$3,755

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 110 DEERPATH DR, OLDSMAR, FL 34677

    $1,199,900144 Days on yellowkey   MLS ID: TB8462357

    For Sale TB8462357 - 110 DEERPATH DR, OLDSMAR, FL 34677 99 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4246
       Built: 1991
    Monthly Fee: $263
       Tax: $10,446 (2024)
    Community: Deerpath Unit One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,708 (change assumption)
    Mortgage ($6,575) + Fees ($263) + Taxes in 2024 ($871)


    Taxes:$10,446

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 401 PARK BLVD, OLDSMAR, FL 34677

    $1,150,000288 Days on yellowkey   MLS ID: TB8420002

    For Sale TB8420002 - 401 PARK BLVD, OLDSMAR, FL 34677 35 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3000
       Built: 2025   Tax: $2,064 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,473 (change assumption)
    Mortgage ($6,301) + Taxes in 2024 ($172)


    Taxes:$2,064

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 343 SHORE DR E, OLDSMAR, FL 34677

    $399,00051 Days 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


  • 375 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,299,00064 Days on yellowkey   MLS ID: TB8492687

    For Sale TB8492687 - 375 WELLINGTON AVE, OLDSMAR, FL 34677 73 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2624
       Built: 1993   Tax: $14,951 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $8,364 (change assumption)
    Mortgage ($7,118) + Taxes in 2025 ($1,246)


    Taxes:$14,951

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 465 HOLLY HILL RD, OLDSMAR, FL 34677

    $650,00082 Days on yellowkey   MLS ID: TB8486777

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale TB8486777 - 465 HOLLY HILL RD, OLDSMAR, FL 34677 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2324
       Built: 1985
    Monthly Fee: $148
       Tax: $3,265 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,562) + Fees ($148) + Taxes in 2025 ($272)


    Taxes:$3,265

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,000112 Days on yellowkey   MLS ID: TB8475710

    For Sale TB8475710 - 416 COUNTRY CLUB DR, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 1959   Tax: $644 (2025)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($2,110) + Taxes in 2025 ($54)


    Taxes:$644

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    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.