10,799

Oldsmar, FL Homes

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  • /2

    $585,000 Sold May 01, 2026

    1527 Woodstream Dr, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,919 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $305/SF
    • 36 Days On Market

    Current Estimated Value $600,844

    Last Listing Agent Sandra Harris PREFERRED REALTY GROUP, LLC

    1527 Woodstream Dr, Oldsmar, FL 34677
    • /28

      Not Listed For Sale

      107 Dolphin Dr E, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,090 Sq Ft
      • Built 1991
      107 Dolphin Dr E, Oldsmar, FL 34677

      Last Sold Summary

      • $239/SF
      • 10 Days On Market
      • Last Sold Price $260,000
      • Jan 03, 2024

      Last Listing Agent Tony Hounshell VREELAND REAL ESTATE LLC

  • /19

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,169 Sq Ft

    343 Shore Dr E, Oldsmar, FL 34677

    Some photos have be virtually staged. Beautifully renovated 3 bedroom 2 bath in desirable Oldsmar neighborhood. Spacious floorplan with a large living area at the front allows flexibily for furniture. The kitchen has a modern feel with and all appliances. Both baths have been tastefully upgraded in a contemporty style and home is move in ready. Convenient inside laudry room is a special feature.

    Jenny Meers MURRAY BELL REAL ESTATE LLC

    343 Shore Dr E, Oldsmar, FL 34677
  • /2

    $580,000 Sold Nov 10, 2025

    523 Cypress View Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,353 Sq Ft
    • Built 1998

    Last Sold Summary

    • 11% Below List Price
    • $246/SF
    • 61 Days On Market

    Current Estimated Value $578,438

    Last Listing Agent Courtney Kaplan PRESCHOOL BUSINESS SOLUTIONS

    523 Cypress View Dr, Oldsmar, FL 34677
    • /2

      Est $367,330 Not Listed For Sale

      1212 Syrah Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,773 Sq Ft
      • Built 2018
      1212 Syrah Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 8% Below List Price
      • $226/SF
      • 31 Days On Market
      • Last Sold Price $400,000
      • Sep 03, 2024

      Last Listing Agent Joe Hajeski KELLER WILLIAMS SOUTH TAMPA

  • /24

    $397,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    304 Patty Dr, Oldsmar, FL 34677

    Incredible Opportunity in Oldsmar! Potential for Water Views and Coastal LifestyleDiscover the perfect canvas for your next dream home or investment project in this single-family property located in the coveted Oldsmar Country Club Estates subdivision. Situated on a generous lot of approximately 1/4 acre (10,054 square feet), this residence offers an unbeatable location just across the street

    Eleydi Alvarez Lopez SELLING USA, LLC

    304 Patty Dr, Oldsmar, FL 34677
  • /2

    $205,000 Sold Jun 30, 2025

    233 Tarpon Ln, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 1983

    Last Sold Summary

    • 13% Below List Price
    • $161/SF
    • 134 Days On Market

    Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    233 Tarpon Ln, Oldsmar, FL 34677
    • /35

      Not Listed For Sale

      312 Snook Ct, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,324 Sq Ft
      • Built 1980
      312 Snook Ct, Oldsmar, FL 34677

      Last Sold Summary

      • $177/SF
      • 72 Days On Market
      • Last Sold Price $235,000
      • Aug 31, 2023

      Last Listing Agent Shay Adelman RE/MAX

  • /24

    $179,900

    • 1 Bed
    • 1 Bath
    • 674 Sq Ft

    304 Woodlake Wynde Unit 304, Oldsmar, FL 34677

    Looking for the best location and a furnished turnkey unit then this is it!! Scenic Waterfront condominium located in Woodlake Run community within the gates of East Lake Woodlands. Enjoy tranquil lakefront views and a peaceful setting in one of Pinellas County’s most desirable upscale communities. Just steps from the front door, the heated pool offers year-round enjoyment. The comfortable living

    Frank Acerra SELECT PROPERTIES INC

    304 Woodlake Wynde Unit 304, Oldsmar, FL 34677
  • /2

    $170,000 Sold Apr 21, 2026

    306 Snook Ct, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • Built 1986

    Last Sold Summary

    • 19% Below List Price
    • $123/SF
    • 11 Days On Market

    Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    306 Snook Ct, Oldsmar, FL 34677
    • /28

      Not Listed For Sale

      301 Chestnut St S, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,535 Sq Ft
      • Built 1950
      301 Chestnut St S, Oldsmar, FL 34677

      Last Sold Summary

      • $205/SF
      • 19 Days On Market
      • Last Sold Price $315,000
      • May 12, 2023

      Last Listing Agent Jodi Pollack PLATINUM REALTY & INVESTMENTS INC

  • /25

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    260 Balsam Dr, Oldsmar, FL 34677

    SIGNIFICANT PRICE DECREASE!!! Owners are motivated!!! This desirable end-unit villa in exclusive East Lake Woodlands combines comfort, privacy, and an ideal layout for everyday living or entertaining. Featuring two spacious primary suites, each with its own ensuite bath and split floor plan design, the home provides excellent privacy for residents and guests alike. The open layout includes a

    Colleen Monagas MARC JOSEPH REALTY, INC

    260 Balsam Dr, Oldsmar, FL 34677
  • /2

    $200,000 Sold Sep 18, 2025

    128 Nancy Dr Unit 128, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft
    • Built 1979

    Last Sold Summary

    • 20% Below List Price
    • $183/SF
    • 181 Days On Market

    Current Estimated Value $191,032

    Last Listing Agent Lyn DeBoer RE/MAX REALTEC GROUP INC

    128 Nancy Dr Unit 128, Oldsmar, FL 34677
    • /28

      Est $348,410 Not Listed For Sale

      851 Aurora Way, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2017
      851 Aurora Way, Oldsmar, FL 34677

      Last Sold Summary

      • 2% Below List Price
      • $260/SF
      • 38 Days On Market
      • Last Sold Price $355,000
      • Aug 14, 2023

      Last Listing Agent Angie Hill COASTAL PIONEER REALTY

  • /43

    $455,000

    • 4 Beds
    • 2 Baths
    • 2,122 Sq Ft

    3073 Duane Ave, Oldsmar, FL 34677

    Located in a quiet and friendly Come and see this beautiful house with a lot of potential. No HOA ,It has a spacious master bedroom with an in-suite bathroom and a large walk-in closet. Outside, you’ll find a large detached porch with big storage, perfect for storing a golf cart, bikes, kayaks, or motorcycles—or transform it into two bedroom, gym, or office or a party place . The backyard is a

    Madelin Martinez S P O R T REALTY GROUP INC.

    3073 Duane Ave, Oldsmar, FL 34677
  • /2

    $610,000 Sold Aug 15, 2025

    495 Palmdale Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,313 Sq Ft
    • Built 1981

    Last Sold Summary

    • 10% Below List Price
    • $264/SF
    • 65 Days On Market

    Current Estimated Value $614,266

    Last Listing Agent Cyndi Olmstead CONCI, REALTORS

    495 Palmdale Dr, Oldsmar, FL 34677
    • /43

      Est $334,715 Not Listed For Sale

      640 Jetstar Ln, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,264 Sq Ft
      • Built 2016
      640 Jetstar Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 4% Below List Price
      • $277/SF
      • 85 Days On Market
      • Last Sold Price $350,000
      • Aug 07, 2023

      Last Listing Agent Elena Chinea Ivani GREEN STAR REALTY, INC.

  • /54

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    208 Cutlass Way, Oldsmar, FL 34677

    NEW PRICE! Location, location, location is the key to finding the perfect home - and this one delivers on every level. If you have been searching for a place that blends character, convenience, and community, look no further. This charming 3-bedroom home sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter right here in Florida.

    Jennifer Kashtan DALTON WADE INC

    208 Cutlass Way, Oldsmar, FL 34677
  • /2

    $499,900 Sold Jan 28, 2026

    412 Pinewood Dr, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 2,430 Sq Ft
    • Built 1998

    Last Sold Summary

    • 24% Below List Price
    • $206/SF
    • 276 Days On Market

    Current Estimated Value $524,827

    Last Listing Agent Sandy Papadakis KELLER WILLIAMS REALTY- PALM H

    412 Pinewood Dr, Oldsmar, FL 34677
    • /26

      Est $396,197 Not Listed For Sale

      1511 Sunset Wind Loop, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,667 Sq Ft
      • Built 2018
      1511 Sunset Wind Loop, Oldsmar, FL 34677

      Last Sold Summary

      • 6% Below List Price
      • $252/SF
      • 125 Days On Market
      • Last Sold Price $419,900
      • Apr 28, 2023

      Last Listing Agent Derek Hessler OFFERPAD BROKERAGE FL, LLC

  • /9

    $189,900

    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft

    112 Cypress Ct Unit 112, Oldsmar, FL 34677

    Welcome to 112 Cypress Ln in the highly sought-after East Lake Woodlands / Cypress Estates community in Oldsmar. This charming 2-bedroom, 2-bath condo offers comfortable Florida living in a peaceful, gated setting with access to a community pool and beautifully maintained grounds. The home features a functional split floor plan, in-unit laundry, and a private screened patio — perfect for enjoying

    Wil Sanders EXP REALTY LLC

    112 Cypress Ct Unit 112, Oldsmar, FL 34677
  • /2

    $380,000 Sold Jan 27, 2026

    1915 Dover Ct, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 1,401 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $271/SF
    • 75 Days On Market

    Current Estimated Value $377,864

    Last Listing Agent Katrina Jauregui REDFIN CORPORATION

    1915 Dover Ct, Oldsmar, FL 34677
    • /66

      Est $515,763 Not Listed For Sale

      125 Brent Cir, Oldsmar, FL 34677

      • 3 Beds
      • 3 Baths
      • 1,834 Sq Ft
      • Built 2003
      125 Brent Cir, Oldsmar, FL 34677

      Last Sold Summary

      • 11% Below List Price
      • $316/SF
      • 48 Days On Market
      • Last Sold Price $580,000
      • Jul 20, 2023

      Last Listing Agent Ginger Tatarzewski FUTURE HOME REALTY INC

  • /38

    $184,000

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft

    403 Blue Marlin Dr, Oldsmar, FL 34677

    Assumable VA Loan at 2.8% for Qualified Veteran Available! Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable 3⁄4 inch plywood subfloors with

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    403 Blue Marlin Dr, Oldsmar, FL 34677
  • /2

    $227,360 Sold Dec 05, 2025

    2002 Montego Ct, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Below List Price
    • $199/SF
    • 58 Days On Market

    Current Estimated Value $232,046

    Last Listing Agent Thomas Byrnes EXP REALTY LLC

    2002 Montego Ct, Oldsmar, FL 34677
    • /2

      Est $362,668 Not Listed For Sale

      202 Cabernet Way, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,773 Sq Ft
      • Built 2015
      202 Cabernet Way, Oldsmar, FL 34677

      Last Sold Summary

      • 4% Below List Price
      • $212/SF
      • 35 Days On Market
      • Last Sold Price $376,000
      • Sep 12, 2024

      Last Listing Agent Mary White SOUTHERN LIFE REALTY

  • /27

    $299,000

    • Land
    • 39,639 Sq Ft
    • $328,571 per Acre

    0 Strathmore Ave, Oldsmar, FL 34677

    Discover the potential of this rare, untouched piece of land located in the heart of charming Oldsmar. Whether you're planning to build your forever home or exploring investment opportunities—like developing rental properties—this lot offers incredible flexibility. With just under an acre to work with and no HOA restrictions, you're free to bring your vision to life without limitations. The

    Jurandir Alves ALIGN RIGHT REALTY CARROLLWOOD

    0 Strathmore Ave, Oldsmar, FL 34677
  • /2

    $1,155,000 Sold Aug 15, 2025

    4962 Turtle Creek Trail, Oldsmar, FL 34677

    • 5 Beds
    • 3 Baths
    • 3,555 Sq Ft
    • Built 1994

    Last Sold Summary

    • 8% Below List Price
    • $325/SF
    • 62 Days On Market

    Current Estimated Value $1,130,047

    Last Listing Agent Michele Ranjbar COLDWELL BANKER REALTY

    4962 Turtle Creek Trail, Oldsmar, FL 34677
    • /2

      Est $295,734 Not Listed For Sale

      1706 Azalea Ct Unit A, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,360 Sq Ft
      • Built 1973
      1706 Azalea Ct Unit A, Oldsmar, FL 34677

      Last Sold Summary

      • 10% Above List Price
      • $199/SF
      • 114 Days On Market
      • Last Sold Price $270,000
      • Dec 09, 2024

      Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  • /34

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,573 Sq Ft

    101 Dolphin Dr N, Oldsmar, FL 34677

    Welcome Home! Your move-in ready and partially furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home is situated on a rare DOUBLE LOT (7,854 sq. ft.), that YOU OWN offering privacy and flexibility. The open and inviting floor plan features cathedral ceilings and newer laminate flooring throughout the family room,

    Anne Hode AH REALTY SERVICES, LLC

    101 Dolphin Dr N, Oldsmar, FL 34677
  • /2

    $215,000 Sold Dec 26, 2025

    144 Douglas Rd W Unit A, Oldsmar, FL 34677

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $199/SF
    • 22 Days On Market

    Current Estimated Value $218,348

    Last Listing Agent Jason Philpot FUTURE HOME REALTY INC

    144 Douglas Rd W Unit A, Oldsmar, FL 34677
    • /2

      Est $735,846 Not Listed For Sale

      310 Jefferson Ave S, Oldsmar, FL 34677

      • 4 Beds
      • 2.5 Baths
      • 2,655 Sq Ft
      • Built 2022
      310 Jefferson Ave S, Oldsmar, FL 34677

      Last Sold Summary

      • 6% Below List Price
      • $296/SF
      • 5 Days On Market
      • Last Sold Price $785,000
      • Nov 19, 2024

      Last Listing Agent Tiffany Spyridakos SMITH & ASSOCIATES REAL ESTATE

  • /34

    $715,000

    • 3 Beds
    • 2 Baths
    • 2,429 Sq Ft

    204 Bengal Cir, Oldsmar, FL 34677

    Stunning custom home with luxury upgrades, thoughtful design, and handicap-friendly features throughout. Perfectly designed for entertaining, this home blends elegant finishes with comfortable indoor-outdoor living. A grand foyer welcomes you into the spacious great room where a wall of three-pane sliding glass doors fully tucks away, seamlessly connecting the living space to the covered patio

    Cynthia Weclew GILLEN & ASSOCIATES

    204 Bengal Cir, Oldsmar, FL 34677
  • /2

    $1,000,000 Sold Mar 31, 2026

    1244 Greybrooke Place, Oldsmar, FL 34677

    • 5 Beds
    • 3.5 Baths
    • 3,450 Sq Ft
    • Built 1990

    Last Sold Summary

    • 13% Below List Price
    • $290/SF
    • 154 Days On Market

    Current Estimated Value $1,087,499

    Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

    1244 Greybrooke Place, Oldsmar, FL 34677
    • /48

      Est $199,325 Not Listed For Sale

      209 Mary Dr Unit 7, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,094 Sq Ft
      • Built 1981
      209 Mary Dr Unit 7, Oldsmar, FL 34677

      Last Sold Summary

      • 20% Below List Price
      • $229/SF
      • 38 Days On Market
      • Last Sold Price $250,000
      • Jul 14, 2023

      Last Listing Agent Lance Willard CHARLES RUTENBERG REALTY INC

  • /48

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft

    138 Blue Marlin Dr, Oldsmar, FL 34677

    Opportunities like this rarely come along. Set on a true double lot, this 2016 Skyline home offers an exceptional combination of space, privacy, and quality upgrades that are nearly impossible to replicate. With 3 bedrooms, 2 bathrooms, a one-car garage, and a massive carport with workshop, this property delivers flexibility and functionality rarely found in the community. Inside, vaulted

    Mark Fazzini RE/MAX REALTEC GROUP INC

    138 Blue Marlin Dr, Oldsmar, FL 34677
  • /2

    $399,900 Sold Dec 22, 2025

    604 Timber Bay Cir E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 1983

    Last Sold Summary

    • $314/SF
    • 26 Days On Market

    Current Estimated Value $389,199

    Last Listing Agent Jenny Meers MURRAY BELL REAL ESTATE LLC

    604 Timber Bay Cir E, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      230 Tarpon Ln, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 1989
      230 Tarpon Ln, Oldsmar, FL 34677

      Last Sold Summary

      • $122/SF
      • 163 Days On Market
      • Last Sold Price $166,500
      • Oct 29, 2024

      Last Listing Agent Richard Stone PREMIER REALTY OF TAMPA

  • /50

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft

    948 Lucas Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Are you done with yard work and exterior maintenance but still would love a 2-car garage and privacy that feels like a house? Welcome to a truly impressive end unit villa set in the East Lake Woodlands nature-filled, and amenity-rich golf community. Private .25 ACRE corner lot - NON-FLOOD zone, SERENE POND VIEWS - Oversized SCREENED-IN PATIO.

    Rebecca Norton COLDWELL BANKER REALTY

    948 Lucas Ln, Oldsmar, FL 34677
  • /2

    $350,000 Sold Nov 25, 2025

    200 Gretchen Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,445 Sq Ft
    • Built 1982

    Last Sold Summary

    • 10% Below List Price
    • $242/SF
    • 118 Days On Market

    Current Estimated Value $342,603

    Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

    200 Gretchen Ct, Oldsmar, FL 34677

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