10,688

Oldsmar, FL Homes

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  • /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

    $305,000

    Sold Dec 09, 2025

    520 Canal Way, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft
    • Built 1995

    Last Sold Summary

    • 8% Below List Price
    • $207/SF
    • 149 Days On Market

    Last Listing Agent Chris Ziebell REALTY ONE GROUP BEYOND

    520 Canal Way, Oldsmar, FL 34677
    • /47

      Not Listed For Sale

      437 Sail Fish Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1986
      437 Sail Fish Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /2

    Price To Be Determined

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,297 Sq Ft

    Baritone Plan at Odeon Square, Oldsmar, FL 34677

    The Baritone is a sophisticated three-story townhome designed for modern living, offering the perfect balance of style, functionality, and flexibility. With spacious open-concept living areas, thoughtfully designed private retreats, and versatile bonus spaces, the Baritone is ideal for entertaining, working from home, or simply enjoying everyday life in comfort.The first floor welcomes you

    DRB Homes Builder
    504 St Petersburg Dr St E Unit 40570347, Oldsmar, FL 34677
  • /2

    $276,000

    Sold Mar 24, 2026

    248 Hemingway Dr, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $254/SF
    • 22 Days On Market

    Current Estimated Value $282,163

    Last Listing Agent Lessie Reyes DALTON WADE INC

    248 Hemingway Dr, Oldsmar, FL 34677
    • /2

      Est $245,657

      Not Listed For Sale

      300 State St E Unit 329, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 972 Sq Ft
      • Built 2007
      300 State St E Unit 329, Oldsmar, FL 34677

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent Robert Demarest DALTON WADE INC

  • /53

    $339,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    606 Cabernet Way, Oldsmar, FL 34677

    HERE IT IS! Located in the highly desirable Tuscany Woods community in Oldsmar, this impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect combination of comfort, convenience, and pride of ownership. Lovingly cared for by the original owner, this beautifully maintained home is truly move-in ready. Step inside to find fresh interior paint, like-new carpet, elegant crown molding

    Joe Kochling THE SOMERDAY GROUP PL

    606 Cabernet Way, Oldsmar, FL 34677
  • /2

    $458,000

    Sold Oct 15, 2025

    1390 River Oaks Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $252/SF
    • 14 Days On Market

    Current Estimated Value $483,262

    Last Listing Agent Alex Stavro BHHS FLORIDA PROPERTIES GROUP

    1390 River Oaks Ct, Oldsmar, FL 34677
    • /9

      Est $742,000

      Not Listed For Sale

      208 Washington Ave, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,107 Sq Ft
      • Built 1956
      208 Washington Ave, Oldsmar, FL 34677

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent David Ducille PINEYWOODS REALTY LLC

  • /66

    $665,000

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    5250 Pinehurst Ct, Oldsmar, FL 34677

    RARELY AVAILABLE VILLA OPPORTUNITY IN PRIVATE PINNACLE COMMUNITY OF EAST LAKE WOODLANDS. "THIS IS A MAINTENANCE FREE COMMUNITY." WALK THRU DOUBLE GLASS ENTRY DOORS TO FOYER THAT OPENS TO LIVING ROOM. LIGHT AND BRIGHT EXPANDED FAMILY ROOM AND KITCHEN OFFERS QUIET VIEWS OF CONSERVATION AND GOLF COURSE AREA. NEWLY EXPANDED LANAI WITH PARORAMIC BIRDCAGE SCREENING. KITCHEN OVER LOOKS FAMILY ROOM HAS

    Sam McLaughlin RE/MAX REALTEC GROUP INC

    5250 Pinehurst Ct, Oldsmar, FL 34677
  • /2

    $340,000

    Sold Oct 16, 2025

    102 Brent Cir, Oldsmar, FL 34677

    • 3 Beds
    • 3 Baths
    • 1,834 Sq Ft
    • Built 2003

    Last Sold Summary

    • 23% Below List Price
    • $185/SF
    • 206 Days On Market

    Current Estimated Value $411,162

    Last Listing Agent Mark Longenecker FUTURE HOME REALTY INC

    102 Brent Cir, Oldsmar, FL 34677
    • /35

      Est $169,567

      Not Listed For Sale

      209 Pine Ct Unit 3, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,054 Sq Ft
      • Built 1980
      209 Pine Ct Unit 3, Oldsmar, FL 34677

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Frank Acerra SELECT PROPERTIES INC

  • /46

    $200,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    124 Woodlake Wynde Unit 30, Oldsmar, FL 34677

    PRICE REDUCED!! Call to schedule your private showing of this beautifully furnished 2-bedroom, 2-bath upstairs condominium in the highly desirable gated community of East Lake Woodlands. Perfectly positioned in a quiet setting, this light-filled home welcomes you with soaring vaulted ceilings and an abundance of natural light streaming through the upper windows, creating a bright and spacious

    Bob McCaffery BHHS FLORIDA PROPERTIES GROUP

    124 Woodlake Wynde Unit 30, Oldsmar, FL 34677
  • /2

    $388,000

    Sold Aug 29, 2025

    1710 Sunset Wind Loop, Oldsmar, FL 34677

    • 2 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Below List Price
    • $206/SF
    • 20 Days On Market

    Current Estimated Value $403,952

    Last Listing Agent Whitney Cook KELLER WILLIAMS REALTY- PALM HARBOR

    1710 Sunset Wind Loop, Oldsmar, FL 34677
    • /32

      Est $369,779

      Not Listed For Sale

      1202 Syrah Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,773 Sq Ft
      • Built 2018
      1202 Syrah Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 101 Days On Market

      Last Listing Agent Susan Troyer CHARLES RUTENBERG REALTY INC

  • /43

    $275,000

    $4K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,465 Sq Ft

    10 Shamrock Way Unit 10, Oldsmar, FL 34677

    Under contract-accepting backup offers. Buyer financing fell through, now is your opportunity, don't wait to come and see this gorgeous condo! Welcome home to 10 Shamrock Way in sunny Oldsmar, nestled within the highly sought-after East Lake Woodlands community. This beautifully updated, FIRST FLOOR 2-bedroom, 2-bath, 1420sqft condo offers the perfect blend of comfort, privacy, and effortless

    Jessica Christianson EXP REALTY LLC

    10 Shamrock Way Unit 10, Oldsmar, FL 34677
  • /2

    $144,000

    Sold Feb 19, 2026

    115 Palmetto Ct Unit 115, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft
    • Built 1980

    Last Sold Summary

    • 18% Below List Price
    • $137/SF
    • 131 Days On Market

    Current Estimated Value $149,672

    Last Listing Agent Janet Lopez TAYLORMADE PROPERTIES, INC.

    115 Palmetto Ct Unit 115, Oldsmar, FL 34677
    • /40

      Est $345,143

      Not Listed For Sale

      1506 Merlot Ct, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,525 Sq Ft
      • Built 2016
      1506 Merlot Ct, Oldsmar, FL 34677

      Last Sold Summary

      • 93 Days On Market

      Last Listing Agent Grant Cardwell DALTON WADE INC

  • /25

    $249,900

    $60K PRICE DROP
    • 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

    $258,000

    Sold Mar 11, 2026

    208 Caryl Way Unit 8, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft
    • Built 1977

    Last Sold Summary

    • 6% Below List Price
    • $200/SF
    • 21 Days On Market

    Current Estimated Value $255,894

    Last Listing Agent Rachel Friesema BHHS FLORIDA PROPERTIES GROUP

    208 Caryl Way Unit 8, Oldsmar, FL 34677
    • /21

      Est $207,338

      Not Listed For Sale

      144 Lakeview Way Unit 60, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,094 Sq Ft
      • Built 1980
      144 Lakeview Way Unit 60, Oldsmar, FL 34677

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Sam Callahan LPT REALTY, LLC

  • /43

    $410,000

    $280K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,122 Sq Ft

    3073 Duane Ave, Oldsmar, FL 34677

    Under contract-accepting backup offers. 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

    Madelin Martinez S P O R T REALTY GROUP INC.

    3073 Duane Ave, Oldsmar, FL 34677
  • /2

    $409,900

    Sold Sep 03, 2025

    1910 Montego Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $313/SF
    • 31 Days On Market

    Current Estimated Value $411,231

    Last Listing Agent Tanner Tillung EXP REALTY LLC

    1910 Montego Ct, Oldsmar, FL 34677
    • /6

      Not Listed For Sale

      505 Saint Petersburg Dr W, Oldsmar, FL 34677

      • 2 Beds
      • Built 1956
      505 Saint Petersburg Dr W, Oldsmar, FL 34677

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Jill Chalkley KELLER WILLIAMS SOUTH TAMPA

  • /54

    $350,000

    $20K PRICE DROP
    • 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 with an attached garage, sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter

    Jennifer Kashtan DALTON WADE INC

    208 Cutlass Way, Oldsmar, FL 34677
  • /2

    $760,000

    Sold Jul 20, 2026

    506 Shore Dr E, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft
    • Built 1955

    Last Sold Summary

    • 16% Below List Price
    • $579/SF
    • 45 Days On Market

    Current Estimated Value $806,367

    Last Listing Agent John Pestalozzi Jr WESTWARD REAL ESTATE

    506 Shore Dr E, Oldsmar, FL 34677
    • /43

      Not Listed For Sale

      490 Trout Ln, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,031 Sq Ft
      • Built 1993
      490 Trout Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /13

    $169,900

    $20K PRICE DROP
    • 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

    $325,000

    Sold Mar 13, 2026

    3164 Duane Ave, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Built 1992

    Last Sold Summary

    • 10% Below List Price
    • $311/SF
    • 185 Days On Market

    Current Estimated Value $316,058

    Last Listing Agent Valeria Aliaga NETWORTH REALTY OF TAMPA, LLC

    3164 Duane Ave, Oldsmar, FL 34677
    • /18

      Est $367,737

      Not Listed For Sale

      1110 Vineyard Ln, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,525 Sq Ft
      • Built 2018
      1110 Vineyard Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Joann Hartung EXP REALTY LLC

  • /38

    $174,900

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft

    403 Blue Marlin Dr, Oldsmar, FL 34677

    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 laminate, carpet, and tile flooring throughout. Enjoy the

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

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

    $725,000

    Sold Oct 27, 2025

    130 Water Oak Way, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,630 Sq Ft
    • Built 1977

    Last Sold Summary

    • 6% Below List Price
    • $276/SF
    • 222 Days On Market

    Current Estimated Value $739,381

    Last Listing Agent Marie-Pierre Cederman CEDERMAN PROPERTIES

    130 Water Oak Way, Oldsmar, FL 34677
    • /2

      Est $195,270

      Not Listed For Sale

      222 Nina Way Unit 222, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,094 Sq Ft
      • Built 1979
      222 Nina Way Unit 222, Oldsmar, FL 34677

      Last Sold Summary

      • 104 Days On Market

      Last Listing Agent Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL

  • /27

    $279,000

    $91K PRICE DROP
    • Land
    • 39,639 Sq Ft
    • $306,593 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

    $158,000

    Sold Jul 07, 2026

    256 Cypress Ln, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Built 1980

    Last Sold Summary

    • 15% Below List Price
    • $150/SF
    • 247 Days On Market

    Current Estimated Value $163,622

    Last Listing Agent Tiffany Spyridakos SMITH & ASSOCIATES REAL ESTATE

    256 Cypress Ln, Oldsmar, FL 34677
    • /43

      Not Listed For Sale

      500 Cobia Way, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,480 Sq Ft
      • Built 1997
      500 Cobia Way, Oldsmar, FL 34677

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /75

    $2,699,000

    $1K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,454 Sq Ft

    412 Shore Dr E, Oldsmar, FL 34677

    Unique opportunity to own a one-of-a-kind, beautiful property on Safety Harbour Bay with Direct access to Tampa Bay. Renovation by Herman Builders. The stunning modern completely updated home features: contemporary, Open and spacious Gourmet Chef's Kitchen High-end chef-quality appliances, with double ovens, fireplace Oversized Island loads of cabinets, storage , the home has natural stone floors

    Cynthia Kaszirer SMITH & ASSOCIATES REAL ESTATE

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

    $365,000

    Sold May 20, 2026

    2208 Sunset Wind Loop, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 1,667 Sq Ft
    • Built 2019

    Last Sold Summary

    • 9% Below List Price
    • $219/SF
    • 167 Days On Market

    Current Estimated Value $372,767

    Last Listing Agent Yael Hatfield KELLER WILLIAMS TAMPA PROPERTIES

    2208 Sunset Wind Loop, Oldsmar, FL 34677
    • /41

      Not Listed For Sale

      98 Dolphin Dr N, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1984
      98 Dolphin Dr N, Oldsmar, FL 34677

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /34

    $225,000

    $35K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,573 Sq Ft

    101 Dolphin Dr N, Oldsmar, FL 34677

    Under contract-accepting backup offers. 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

    Anne Hode AH REALTY SERVICES, LLC

    101 Dolphin Dr N, Oldsmar, FL 34677

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