10,765

Oldsmar, FL Homes

Section Image
    • /38

      Est $290,555 Not Listed For Sale

      20 Tads Trail, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,380 Sq Ft
      • Built 1979
      20 Tads Trail, Oldsmar, FL 34677

      Last Sold Summary

      • 6% Below List Price
      • $225/SF
      • 50 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Miriam Fernandez ROBLES REALTY LLC

  • /51

    $359,700 Pending

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

    206 Bedford St, Oldsmar, FL 34677

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage, designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized.The main living area

    Tanja Cisliek FUTURE HOME REALTY INC

    206 Bedford St, Oldsmar, FL 34677
  • /2

    $335,000 Sold Jul 02, 2025

    1703 Ironwood Ct E, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • Built 1973

    Last Sold Summary

    • $315/SF
    • 0 Days On Market

    Current Estimated Value $318,849

    Last Listing Agent Alejandro Vazquez AVENUE HOMES LLC

    1703 Ironwood Ct E, Oldsmar, FL 34677
    • /32

      Est $353,028 Not Listed For Sale

      10 Tads Trail, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,707 Sq Ft
      • Built 1979
      10 Tads Trail, Oldsmar, FL 34677

      Last Sold Summary

      • 9% Below List Price
      • $226/SF
      • 4 Days On Market

      Last Sold Price $386,500

      Last Listing Agent Cathy McCarthy RE/MAX

  • /44

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    545 Lake Cypress Cir, Oldsmar, FL 34677

    Waterfront Elegance on Lake Cypress Circle that is waiting for you and Move In Ready!Welcome to this meticulously renovated 3-bedroom, 2-bathroom residence, where modern meets serene waterfront living. Located on a quiet street with low HOA fees and NO CDD, this turn-key home offers the perfect blend of style, comfort, and peace of mind. Modern Chef’s Kitchen! Cabinetry: Brand-new white

    Tamara Herz CITY BREEZE ACTION REALTY

    545 Lake Cypress Cir, Oldsmar, FL 34677
  • /2

    $610,000 Sold Jun 13, 2025

    40 Pine Lake Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,187 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $279/SF
    • 10 Days On Market

    Current Estimated Value $610,467

    Last Listing Agent Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL

    40 Pine Lake Dr, Oldsmar, FL 34677
    • /2

      Est $248,820 Not Listed For Sale

      360 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,110 Sq Ft
      • Built 1997
      360 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 9% Below List Price
      • $247/SF
      • 85 Days On Market

      Last Sold Price $274,000

      Last Listing Agent BEBE Ocano RE/MAX

  • /68

    $395,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    1821 Driftwood Cir N, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome to this beautifully updated three-bedroom, two-bath home offering comfort, style, and an inviting outdoor retreat. Impact windows throughout provide peace of mind and energy efficiency, while luxury vinyl plank flooring adds durability and a modern touch. HVAC NEW 2022. The remodeled kitchen (2021) is a true standout, featuring a quartz island,

    Lauren Levine DALTON WADE INC

    1821 Driftwood Cir N, Oldsmar, FL 34677
  • /2

    $175,000 Sold Dec 30, 2025

    110 Cypress Ct Unit 3-82, Oldsmar, FL 34677

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

    Last Sold Summary

    • $166/SF
    • 5 Days On Market

    Current Estimated Value $173,236

    Last Listing Agent Julia Horton COLDWELL BANKER REALTY

    110 Cypress Ct Unit 3-82, Oldsmar, FL 34677
    • /27

      Est $248,246 Not Listed For Sale

      382 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 1.5 Baths
      • 1,105 Sq Ft
      • Built 1997
      382 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 14% Below List Price
      • $261/SF
      • 18 Days On Market

      Last Sold Price $288,500

      Last Listing Agent Crys Cornish HOMESMART

  • /57

    $247,000 Pending

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

    106 Lakeview Place, Oldsmar, FL 34677

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Fully remodeled 2 bedroom, 2 bathroom, second floor condo now available in the highly sought after gated community of East Lake Woodlands. You will first notice the open kitchen with new cabinets, quartz countertops, stainless steel appliances, and new hardware. There is room for a table and chairs to create

    Mary White SOUTHERN LIFE REALTY

    106 Lakeview Place, Oldsmar, FL 34677
  • /2

    $460,000 Sold Jun 30, 2025

    1609 Shady Oaks Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1997

    Last Sold Summary

    • 12% Below List Price
    • $291/SF
    • 117 Days On Market

    Current Estimated Value $465,720

    Last Listing Agent Jill Majewski HOMEFRONT REALTY

    1609 Shady Oaks Dr, Oldsmar, FL 34677
    • /2

      Est $243,951 Not Listed For Sale

      380 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,110 Sq Ft
      • Built 1997
      380 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 15% Below List Price
      • $258/SF
      • 23 Days On Market

      Last Sold Price $285,900

      Last Listing Agent Lisa Mannino EXP REALTY LLC

  • /40

    $210,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    83 Pelican Dr N, Oldsmar, FL 34677

    Discover exceptional value in Gull-Aire Village, a vibrant 55+ community, with this meticulously maintained home ready for its next owner. Move right in! this sale includes all furnishings and contents, including a 60-inch TV, for a seamless transition. Enjoy peace of mind with a host of recent upgrades: In March of 2024 a brand-new shingle roof, 11 new hurricane windows, and 11 new solar panels

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    83 Pelican Dr N, Oldsmar, FL 34677
  • /2

    $349,000 Sold Sep 05, 2025

    503 Tangerine Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft
    • Built 1980

    Last Sold Summary

    • 17% Below List Price
    • $227/SF
    • 102 Days On Market

    Current Estimated Value $353,101

    Last Listing Agent Gouzel Kash KASH REALTY

    503 Tangerine Dr, Oldsmar, FL 34677
    • /34

      Est $256,470 Not Listed For Sale

      406 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,110 Sq Ft
      • Built 1997
      406 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 15% Below List Price
      • $270/SF
      • 12 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Jenn Ferlita KELLER WILLIAMS SUBURBAN TAMPA

  • /88

    $1,389,000

    • 4 Beds
    • 3 Baths
    • 3,850 Sq Ft

    2151 Diamond Ct, Oldsmar, FL 34677

    Welcome to 2151 Diamond Court ~ Where luxury meets everyday comfort and style. This beautifully updated residence in the exclusive, gated community of Diamond Crest at East Lake Woodlands offers stunning water and conservation views and a thoughtfully designed 3-way split floor plan with a dedicated front office.From the moment you step inside, you’ll notice the meticulous attention to

    Michelle Johncola RE/MAX ELITE REALTY

    2151 Diamond Ct, Oldsmar, FL 34677
  • /2

    $735,000 Sold Dec 16, 2025

    3765 Shore Blvd, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Below List Price
    • $395/SF
    • 89 Days On Market

    Last Listing Agent Charlie Reynoso UNIQUE PROPERTY SERVICES

    3765 Shore Blvd, Oldsmar, FL 34677
    • /2

      Est $240,383 Not Listed For Sale

      369 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,110 Sq Ft
      • Built 1997
      369 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 32% Below List Price
      • $317/SF
      • 179 Days On Market

      Last Sold Price $352,000

      Last Listing Agent Thomas Towns LIPPLY REAL ESTATE

  • /80

    $1,375,000 Pending

    • 5 Beds
    • 4 Baths
    • 4,144 Sq Ft

    4954 Turtle Creek Trail, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome to this exceptional Costanza custom-built home, perfectly situated on over one acre of private conservation land in the prestigious gated community of East Lake Woodlands. This residence beautifully combines luxury, privacy, and nature, offering the ideal Florida lifestyle. From the moment you enter through the leaded-glass double doors, you’ll be

    Carol Conologue KELLER WILLIAMS REALTY- PALM H

    4954 Turtle Creek Trail, Oldsmar, FL 34677
  • /2

    $667,000 Sold Jun 02, 2025

    390 Rosalind Ln, Oldsmar, FL 34677

    • 4 Beds
    • 2.5 Baths
    • 2,423 Sq Ft
    • Built 2001

    Last Sold Summary

    • $275/SF
    • 31 Days On Market

    Current Estimated Value $669,409

    Last Listing Agent Michele Morris COASTAL PROPERTIES GROUP INTERNATIONAL

    390 Rosalind Ln, Oldsmar, FL 34677
    • /23

      Est $246,158 Not Listed For Sale

      423 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 1.5 Baths
      • 1,105 Sq Ft
      • Built 1998
      423 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 12% Below List Price
      • $254/SF
      • 18 Days On Market

      Last Sold Price $281,000

      Last Listing Agent Karen Marie Carli KELLER WILLIAMS REALTY- PALM H

  • /45

    $205,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    472 Trout Ln, Oldsmar, FL 34677

    Gull-Aire Village. 55+ community. Welcome to this 1998 Jacobsen home, built to newer standards and offering the perfect blend of comfort and convenience. This spacious residence features a desirable split floor plan with three bedrooms, providing ample privacy for family or guests. The chef’s kitchen is a true highlight, boasting high-quality Kraft Maid Cabinetry with custom pull-outs for

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    472 Trout Ln, Oldsmar, FL 34677
  • /2

    $550,000 Sold Oct 10, 2025

    1640 Gray Bark Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,927 Sq Ft
    • Built 1998

    Last Sold Summary

    • 6% Below List Price
    • $285/SF
    • 4 Days On Market

    Current Estimated Value $545,940

    Last Listing Agent Maria Hourdas KELLER WILLIAMS REALTY- PALM H

    1640 Gray Bark Dr, Oldsmar, FL 34677
    • /63

      Est $254,965 Not Listed For Sale

      431 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,110 Sq Ft
      • Built 1998
      431 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 15% Below List Price
      • $270/SF
      • 4 Days On Market

      Last Sold Price $299,999

      Last Listing Agent Lisis Buettell SMITH & ASSOCIATES REAL ESTATE

  • /31

    $218,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    129 Woodlake Wynde Unit 129, Oldsmar, FL 34677

    Welcome to Your New Home in East Lake Woodlands! Discover comfort, functionality, and Florida living in this spacious 2-bedroom, 2-bath condo located in the highly sought-after, gated community of East Lake Woodlands.The inviting primary suite features both a walk-in closet and an additional closet, along with a private ensuite bath featuring a tub/shower combination. Step directly onto the

    Liliana Rincon BILTMORE GROUP INC

    129 Woodlake Wynde Unit 129, Oldsmar, FL 34677
  • /2

    $965,000 Sold Jun 11, 2025

    20 Willowwood Ln Unit 1, Oldsmar, FL 34677

    • 4 Beds
    • 3.5 Baths
    • 3,867 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $250/SF
    • 16 Days On Market

    Current Estimated Value $1,010,520

    Last Listing Agent Marni Smith KELLER WILLIAMS REALTY- PALM H

    20 Willowwood Ln Unit 1, Oldsmar, FL 34677
    • /21

      Est $246,697 Not Listed For Sale

      451 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 1.5 Baths
      • 1,105 Sq Ft
      • Built 1998
      451 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 14% Below List Price
      • $259/SF
      • 46 Days On Market

      Last Sold Price $285,900

      Last Listing Agent Jeffrey Borham EXP REALTY LLC

  • /21

    $144,900

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

    122 Cypress Ln Unit 22, Oldsmar, FL 34677

    Picture perfect, move-in ready condo, with beautiful private wooded view from your screened balcony. Open and bright with laminate flooring and freshly painted. Combo living and dining, split bedroom plan, kitchen with newer dishwasher in 2023 and upgraded lighting. Primary suite with 2 walk-in closets, ensuite bathroom and access to the balcony. New electrical panel in 2020, water heater 2021,

    Jennifer France FLORIDA LUXURY REALTY INC

    122 Cypress Ln Unit 22, Oldsmar, FL 34677
  • /2

    $360,000 Sold Mar 13, 2026

    3133 Huron Ave, Oldsmar, FL 34677

    • 1,978 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $182/SF
    • 64 Days On Market

    Last Listing Agent Joe Strong REAL PROPERTY MANAGEMENT TAMPA ST. PETE

    3133 Huron Ave, Oldsmar, FL 34677
    • /52

      Est $259,284 Not Listed For Sale

      324 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,110 Sq Ft
      • Built 1996
      324 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 6% Below List Price
      • $248/SF
      • 21 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Natasha Bradley REALTY ONE GROUP MVP

  • /30

    $639,000

    • 4 Beds
    • 3 Baths
    • 2,587 Sq Ft

    4007 Palm Key Ave, Oldsmar, FL 34677

    Walk in the front door and look straight out to the water. Head out to the screened-in back porch to hang out and enjoy the views, from dolphins and mother duck with her ducklings, to the pink & orange glowing sunsets. This unit comes with floodplain X zoning tied to the title, which means you’re grandfathered in, and the cheap flood insurance is transferable to you (less than $800/yr.). Soaring

    JACOB GROSS CHARLES RUTENBERG REALTY INC

    4007 Palm Key Ave, Oldsmar, FL 34677
  • /2

    $315,000 Sold Apr 30, 2025

    50 Gretchen Ct, Oldsmar, FL 34677

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

    Last Sold Summary

    • 7% Below List Price
    • $218/SF
    • 41 Days On Market

    Current Estimated Value $312,709

    Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

    50 Gretchen Ct, Oldsmar, FL 34677
    • /2

      Est $246,790 Not Listed For Sale

      314 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,110 Sq Ft
      • Built 1996
      314 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 13% Below List Price
      • $255/SF
      • 13 Days On Market

      Last Sold Price $283,500

      Last Listing Agent Ryan Strong REAL PROPERTY MANAGEMENT SUNSHINE CITY

  • /30

    $349,000

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

    316 Country Club Dr, Oldsmar, FL 34677

    Imagine morning walks along the bay, daytime sunlight pouring in from all angles, afternoons fishing, and weekends at the horse track in Oldsmar, Florida. This is the lifestyle neighbors love in this centrally located city! Inside this quintessential move-in ready Mid-Century Modern home is a perfect split-floor plan 3-bedroom, 2-bath layout. Seamlessly blending architectural significance with

    Faith Walston SELLSTATE COASTAL REALTY

    316 Country Club Dr, Oldsmar, FL 34677
  • /2

    $398,000 Sold May 13, 2025

    2113 Sunset Wind Loop, Oldsmar, FL 34677

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

    Last Sold Summary

    • 12% Below List Price
    • $239/SF
    • 148 Days On Market

    Current Estimated Value $398,590

    Last Listing Agent Keith Gordon ALTRU REALTY

    2113 Sunset Wind Loop, Oldsmar, FL 34677
    • /35

      Est $234,439 Not Listed For Sale

      319 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 1.5 Baths
      • 1,105 Sq Ft
      • Built 1996
      319 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 13% Below List Price
      • $244/SF
      • 49 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Treasure Devening-glenn TREASURED HOME COLLECTION

  • /34

    $385,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,293 Sq Ft

    416 Country Club Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Nestled in the highly deisrable City of Oldsmar, this home has been tastefuly renovated. You'll love the updated kitchen with new stainless steel appliances, stone counter top and lovely build in desk. This modern kitchen has beautiful black cabinets, double sink, new range, refrigerator, dishwasher, and microwave. There are new ceiling fans throughout the

    Jenny Meers MURRAY BELL REAL ESTATE LLC

    416 Country Club Dr, Oldsmar, FL 34677
  • /2

    $965,000 Sold May 02, 2025

    4944 Silverthorne Ct, Oldsmar, FL 34677

    • 4 Beds
    • 3.5 Baths
    • 3,252 Sq Ft
    • Built 1991

    Last Sold Summary

    • 11% Below List Price
    • $297/SF
    • 161 Days On Market

    Current Estimated Value $943,359

    Last Listing Agent Martha Thorn COLDWELL BANKER REALTY

    4944 Silverthorne Ct, Oldsmar, FL 34677
    • /2

      Est $247,172 Not Listed For Sale

      325 Countryside Key Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 1.5 Baths
      • 1,105 Sq Ft
      • Built 1996
      325 Countryside Key Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 10% Below List Price
      • $249/SF
      • 137 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Stephanie Harris REALTY ONE GROUP MVP

Showing Results 481 - 520, Page 13 of 18

How to Buy a Home How to Finance a Home How to Sell a Home