Oldsmar, FL Homes

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  $419,900

  Sold Apr 30, 2026

  433 Tangerine Dr, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,498 Sq Ft
  • Built 1980

  Last Sold Summary

  • $280/SF
  • 186 Days On Market

  Current Estimated Value $414,587

  Last Listing Agent Esther Fleitas Padron HOME PRIME REALTY LLC

  433 Tangerine Dr, Oldsmar, FL 34677
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  /2

  Est $274,140

  Not Listed For Sale

  165 Nina Way, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1977

  165 Nina Way, Oldsmar, FL 34677

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Denis Romero, PA COLDWELL BANKER REALTY
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  /39

  $865,000

  $20K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,513 Sq Ft

  4953 Pointe Cir, Oldsmar, FL 34677

  This newly renovated 4 bedroom 3 bath home is nestled in a quiet, cozy part of the elite Cross Pointe neighborhood located in the highly sought after Eastlake Woodlands development.From the moment you walk through the door, you’ll notice the attention to detail and inviting atmosphere that make this home truly special. Natural light, functional spaces, and stylish touches create a setting

  Camilo Perez HOME SOLD REALTY LLC

  4953 Pointe Cir, Oldsmar, FL 34677
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  /2

  $575,000

  Sold Jul 15, 2026

  368 Tavernier Cir, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Below List Price
  • $306/SF
  • 9 Days On Market

  Current Estimated Value $580,529

  Last Listing Agent Millicent Schandorf-Lartey BRIGHT REALTY

  368 Tavernier Cir, Oldsmar, FL 34677
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  /2

  Est $280,802

  Not Listed For Sale

  155 Nina Way, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1977

  155 Nina Way, Oldsmar, FL 34677

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Angie Blackman KELLER WILLIAMS TAMPA PROPERTIES
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  /51

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,471 Sq Ft

  258 Pelican Dr N, Oldsmar, FL 34677

  Now available in the sought-after 55+ Gull-Aire Village: a meticulously maintained 1995 Jacobsen home, offering over 1,400 square feet of comfortable living space. This inviting residence features three spacious bedrooms and two full bathrooms, with a split floor plan that provides privacy for guests. The home boasts a newly installed TPO roof (2024) that covers the main unit, Florida room, and

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  258 Pelican Dr N, Oldsmar, FL 34677
• 

  /2

  $267,000

  Sold Mar 11, 2026

  315 Woods Landing Trail, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1984

  Last Sold Summary

  • 17% Below List Price
  • $222/SF
  • 128 Days On Market

  Current Estimated Value $272,238

  Last Listing Agent Shannon Perrott MIHARA & ASSOCIATES INC.

  315 Woods Landing Trail, Oldsmar, FL 34677
• 

  /2

  Est $245,653

  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

  • 85 Days On Market

  Last Listing Agent BEBE Ocano RE/MAX REALTY UNLIMITED
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  /31

  $175,000

  $35K PRICE DROP

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

  110 Lakeside Ct Unit 74, Oldsmar, FL 34677

  Nestled within the highly desirable East Lake Woodlands community of Oldsmar is this beautiful 1094 sq ft 2 bedroom 2 bath 2nd floor condominium. The kitchen has been updated with granite countertops and contemporary white cabinets that have been professionally resurfaced. There is also a laundry closet with a washer and dryer inside that is accessed from the lanai. This unit has closets galore!

  Barry Rothstein DALTON WADE INC

  110 Lakeside Ct Unit 74, Oldsmar, FL 34677
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  /2

  $350,000

  Sold Jul 14, 2026

  304 Patty Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $260/SF
  • 36 Days On Market

  Current Estimated Value $386,008

  Last Listing Agent Eleydi Alvarez Lopez SELLING USA, LLC

  304 Patty Dr, Oldsmar, FL 34677
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  /2

  Est $241,585

  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

  • 23 Days On Market

  Last Listing Agent Lisa Mannino EXP REALTY LLC
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  /82

  $129,000

  $21K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  140 Hunter Lake Dr Unit 8C, Oldsmar, FL 34677

  Location, Location, Location!!! Welcome to the carefree living community of Gardens of Forest Lakes in fabulous Oldsmar! Move-in ready... ALL BRAND NEW in this magnificent home that combines style and functionality. Be the first to live in this magnificent COMPLETELY REBUILT condo! Just under 1,000 sq. ft. with 2 bedrooms and 2 bathrooms plus a screened balcony. Beautiful luxury vinyl flooring

  Nancy Leslie RE/MAX REALTEC GROUP INC

  140 Hunter Lake Dr Unit 8C, Oldsmar, FL 34677
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  /2

  $154,900

  Sold Jul 31, 2026

  304 Woodlake Wynde Unit 304, Oldsmar, FL 34677

  • 1 Bed
  • 1 Bath
  • 674 Sq Ft
  • Built 1985

  Last Sold Summary

  • 14% Below List Price
  • $230/SF
  • 62 Days On Market

  Current Estimated Value $155,453

  Last Listing Agent Frank Acerra SELECT PROPERTIES INC

  304 Woodlake Wynde Unit 304, Oldsmar, FL 34677
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  /34

  Est $248,326

  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

  • 12 Days On Market

  Last Listing Agent Jenn Ferlita KELLER WILLIAMS SUBURBAN TAMPA
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  /44

  $349,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft

  442 Evergreen Dr, Oldsmar, FL 34677

  Welcome to 442 Evergreen Drive, nestled in one of Oldsmar's most desirable neighborhoods! This beautifully updated 3 bedroom, 2-bath residence offers the perfect blend of comfort, style, and Florida living. Filled with abundant natural light, the thoughtfully designed floor plan creates an inviting atmosphere ideal for both everyday living and effortless entertaining.Step outside to your

  Sheri Boesch EXP REALTY LLC

  442 Evergreen Dr, Oldsmar, FL 34677
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  /2

  $220,000

  Sold Mar 04, 2026

  477 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft
  • Built 1995

  Last Sold Summary

  • 12% Below List Price
  • $199/SF
  • 22 Days On Market

  Current Estimated Value $225,764

  Last Listing Agent Stephanie Berry CENTURY 21 BEGGINS

  477 Countryside Key Blvd, Oldsmar, FL 34677
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  /2

  Est $235,122

  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

  • 179 Days On Market

  Last Listing Agent Thomas Towns LIPPLY REAL ESTATE
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  /73

  $1,280,000

  $19K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,624 Sq Ft

  375 Wellington Ave, Oldsmar, FL 34677

  Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite

  Jenny Neumeyer KELLER WILLIAMS REALTY- PALM HARBOR

  375 Wellington Ave, Oldsmar, FL 34677
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  /52

  $310,000

  Sold Aug 29, 2025

  300 State St E Unit 326, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $200/SF
  • 28 Days On Market

  Current Estimated Value $310,579

  Last Listing Agent Hendrina Callejas Interinvestments Realty, Inc.

  300 State St E Unit 326, Oldsmar, FL 34677
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  /23

  Est $248,464

  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

  • 18 Days On Market

  Last Listing Agent Karen Marie Carli KELLER WILLIAMS REALTY- PALM HARBOR
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  /38

  $188,000

  $7K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft

  204 Windward Place Unit 36, Oldsmar, FL 34677

  Welcome to 204 Windward Place #36, a move-in-ready condominium located in the gated community of East Lake Woodlands, one of Oldsmar's most established residential communities. Offering low-maintenance living in the heart of Tampa Bay, this well-maintained residence combines comfort, convenience, and easy access to everything Florida's Gulf Coast has to offer. Designed with functionality and

  Robert Dinan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  204 Windward Place Unit 36, Oldsmar, FL 34677
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  /2

  $233,500

  Sold Sep 19, 2025

  120 Edgewood Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 24 Days On Market

  Current Estimated Value $234,068

  Last Listing Agent Mashonda Smith CORCORAN DWELLINGS

  120 Edgewood Ct, Oldsmar, FL 34677
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  /2

  Est $236,653

  Not Listed For Sale

  441 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1998

  441 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Daniel Julian DENNIS REALTY & INV. CORP.
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  /44

  $160,000

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  134 Sycamore Ln Unit H, Oldsmar, FL 34677

  This beautifully maintained 2 bedroom, 2 bath condo in fantastic Gardens of Forest lakes, offers perfect blend of comfort and convenience. As you step inside, you will be greeted by an open floor plan that seamlessly connects the living and kitchen areas. Kitchen features granite countertops, wood cabinets. The dining area opens to a charming balcony overlooking trees and it is perfect for

  Tatiana Russu FUTURE HOME REALTY INC

  134 Sycamore Ln Unit H, Oldsmar, FL 34677
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  /2

  $400,000

  Sold Apr 08, 2026

  318 Country Club Dr, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Below List Price
  • $270/SF
  • 65 Days On Market

  Current Estimated Value $393,926

  Last Listing Agent Eleydi Alvarez Lopez SELLING USA, LLC

  318 Country Club Dr, Oldsmar, FL 34677
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  /52

  Est $245,994

  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

  • 21 Days On Market

  Last Listing Agent Natasha Bradley REALTY ONE GROUP MVP
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  /14

  $189,000

  $56K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft

  62 Emerald Bay Dr, Oldsmar, FL 34677

  Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 Bathroom Townhome in Oldsmar, AC 7/23, newer luxury vinyl flooring and newer paint.

  Lin Huang CHARLES RUTENBERG REALTY INC

  62 Emerald Bay Dr, Oldsmar, FL 34677
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  /2

  $435,000

  Sold Mar 30, 2026

  321 Shore Dr E, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,523 Sq Ft
  • Built 1960

  Last Sold Summary

  • 13% Below List Price
  • $286/SF
  • 56 Days On Market

  Current Estimated Value $434,980

  Last Listing Agent Raimundo Barbara UNLIMITED GROUP REALTY

  321 Shore Dr E, Oldsmar, FL 34677
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  /2

  Est $244,448

  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 Days On Market

  Last Listing Agent Ryan Strong REAL PROPERTY MANAGEMENT SUNSHINE CITY
• 

  /2

  Price To Be Determined

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,259 Sq Ft

  Tenor Plan at Odeon Square, Oldsmar, FL 34677

  The Tenor is an elegant three-story townhome that combines spacious living, modern design, and exceptional flexibility to fit today’s lifestyle. Thoughtfully designed with open-concept gathering spaces, private bedroom retreats, and versatile bonus areas, the Tenor offers the perfect balance of comfort, convenience, and contemporary style.The first floor welcomes you with a charming covered

  DRB Homes Builder

  504 St Petersburg Dr St E Unit 40570349, Oldsmar, FL 34677
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  /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 $367,422

  Last Listing Agent Gouzel Kash KASH REALTY

  503 Tangerine Dr, Oldsmar, FL 34677
• 

  /2

  Est $252,761

  Not Listed For Sale

  297 Countryside Key Blvd Unit 2, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1996

  297 Countryside Key Blvd Unit 2, Oldsmar, FL 34677

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Ximena Recupero FUTURE HOME REALTY INC
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  /52

  $170,000

  $30K PRICE DROP Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  372 Cobia Way, Oldsmar, FL 34677

  Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value.Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal

  Justin Cans IMPACT REALTY TAMPA BAY

  372 Cobia Way, 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
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  /35

  Est $246,404

  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

  • 49 Days On Market

  Last Listing Agent Treasure Devening-glenn TREASURED HOME COLLECTION
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  /64

  $525,000

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

  119 Brent Cir, Oldsmar, FL 34677

  Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days

  Darren Booth COMPASS FLORIDA LLC

  119 Brent Cir, 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 $554,624

  Last Listing Agent Maria Hourdas KELLER WILLIAMS REALTY- PALM HARBOR

  1640 Gray Bark Dr, Oldsmar, FL 34677
• 

  /2

  Est $241,192

  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

  • 137 Days On Market

  Last Listing Agent Stephanie Harris REALTY ONE GROUP MVP
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  /62

  $229,900

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  480 Trout Ln, Oldsmar, FL 34677

  Just listed in Gull-Aire Village! This beautifully furnished 1993 Jacobsen is nestled in a peaceful location and eagerly awaits its new owner. Boasting 1,521 square feet, the open floor plan invites you to enjoy spacious living and effortless entertaining. An expansive 11x19 (209 square feet) Florida room, which adjoins the kitchen and family room, provides even more space for relaxation and

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  480 Trout Ln, Oldsmar, FL 34677
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  /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

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