Oldsmar, FL Homes

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  $174,900 Open Sat 12PM - 2PM

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

  283 Pelican Dr N, Oldsmar, FL 34677

  Exceptional Value—Newly Listed in Gull-Aire Village! Discover this beautiful Palm Harbor home, designed with an open floor plan that is ideal for entertaining friends and family. The spacious kitchen features abundant cabinetries for all your storage needs, a convenient breakfast bar for casual meals, and comes fully equipped with all appliances. Adjacent to the kitchen, you will find an indoor

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  283 Pelican Dr N, Oldsmar, FL 34677
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  /25

  $1,625 per month

  • 1 Bed
  • 1 Bath
  • 674 Sq Ft
  • Condo for Rent

  270 Woodlake Wynde Unit 270, Oldsmar, FL 34677

  FULLY FURNISHED, second floor condo with vaulted ceilings in the Woodlake Run area of gated East Lake Woodlands Country Club community. Private foyer tiled entrance takes you to the dining/living area with vaulted ceilings and clear view windows to keep it light and bright. Efficient kitchen with window has built in microwave, wall pantry and pass thru window into the living area. Sliders from

  Sandra Harris PREFERRED REALTY GROUP, LLC

  270 Woodlake Wynde Unit 270, Oldsmar, FL 34677
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  /2

  $1,250,000 Sold Aug 01, 2025

  1877 Muirfield Way, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,354 Sq Ft
  • Built 1994

  Last Sold Summary

  • $373/SF
  • 3 Days On Market

  Current Estimated Value $1,220,601

  Last Listing Agent Ivonne Alvarez REALNET BROKERAGE

  1877 Muirfield Way, Oldsmar, FL 34677
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  /2

  Est $192,697 Not Listed For Sale

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

  216 Cypress Ct Unit 128, Oldsmar, FL 34677

  216 Cypress Ct Unit 128, Oldsmar, FL 34677
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  /58

  $550,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  513 Oakwood Blvd, Oldsmar, FL 34677

  Welcome home to this beautifully remodeled 3-bedroom, 2-bath pool home in the heart of Oldsmar. Recently updated and truly move-in ready, this home offers modern finishes, comfortable living spaces, and an ideal location close to the waterfront. Step inside to an inviting open layout featuring new luxury vinyl flooring throughout and a beautifully updated kitchen with new cabinets, countertops,

  Marissa Barrett EXP REALTY LLC

  513 Oakwood Blvd, Oldsmar, FL 34677
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  /16

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Condo for Rent

  244 Cypress Ln Unit 244, Oldsmar, FL 34677

  2nd Floor Condo with Pond View in Cypress Estates of gated East Lake Woodlands......... Comfortable lifestyle in this second-floor condo with wonderful pond view of 2-acre lake in Cypress Estates of East Lake Woodlands Country Club Community. Walk into living room/dining room combination with sliders out to screen enclosed lanai overlooking pond. Spacious kitchen with breakfast bar to living

  Sandra Harris PREFERRED REALTY GROUP, LLC

  244 Cypress Ln Unit 244, Oldsmar, FL 34677
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  /2

  $300,000 Sold Mar 21, 2025

  155 Nina Way, Oldsmar, FL 34677

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

  Last Sold Summary

  • 21% Below List Price
  • $238/SF
  • 92 Days On Market

  Current Estimated Value $307,156

  Last Listing Agent Angie Blackman KELLER WILLIAMS TAMPA PROP.

  155 Nina Way, Oldsmar, FL 34677
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  /2

  Est $540,196 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  6011 Palm Key Ave, Oldsmar, FL 34677

  6011 Palm Key Ave, Oldsmar, FL 34677
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  /39

  $569,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  4886 Westchester Ct, Oldsmar, FL 34677

  Looking for PRIVACY and STUNNING WATER VIEWS with NO FRONT OR REAR NEIGHBORS? Discover the perfect blend of Serenity and Comfort in this 3-Bedroom, 2-Bath home nestled in the much sought-after, GATED GOLF COMMUNITY OF EAST LAKE WOODLANDS. Enjoy BREATHTAKING LAKE VIEWS and a front row seat to scenic nature from your LARGE, SCREENED LANAI complete with Pavers and offering both Covered and Open

  Claudia Tweed COLDWELL BANKER REALTY

  4886 Westchester Ct, Oldsmar, FL 34677
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  /2

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Condo for Rent

  247 Woodlake Wynde, Oldsmar, FL 34677

  This 2 bed 2 bath 1st floor condo is located in sought after Gated community of EAST LAKE WOODLANDS - You will find a Screened lanai overlooking the Lake & a screened lanai on front of unit lets in lots of natural light. All tile flooring, Split bedroom plan, kitchen opens to living room dining room with views of the lake! Washer/Dryer located in a closet on front screened lanai. 2 community

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  247 Woodlake Wynde, Oldsmar, FL 34677
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  $345,000 Sold Mar 11, 2025

  601 Canal Way, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $243/SF
  • 39 Days On Market

  Current Estimated Value $345,333

  Last Listing Agent Matt Mayers LIFES A BEACH REAL ESTATE

  601 Canal Way, Oldsmar, FL 34677
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  /40

  Est $188,509 Not Listed For Sale

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

  135 Cypress Ln Unit 135, Oldsmar, FL 34677

  135 Cypress Ln Unit 135, Oldsmar, FL 34677
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  /53

  $725,000

  • 3 Beds
  • 3 Baths
  • 1,791 Sq Ft

  140 Brent Cir, Oldsmar, FL 34677

  Come take a look at this beautiful 3 bedroom, 3 bath townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to the common area and boat docks. This unit owns Slip 12, with a cover and lift. Stainless Steel

  Nicci Meyer, PA FLORIDA REALTY INVESTMENTS

  140 Brent Cir, Oldsmar, FL 34677
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  /2

  $249,900 Sold Sep 03, 2025

  150 James Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • $200/SF
  • 108 Days On Market

  Current Estimated Value $260,002

  Last Listing Agent Stacy Naumann-Hair BHHS FLORIDA PROPERTIES GROUP

  150 James Ct, Oldsmar, FL 34677
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  /36

  Est $204,738 Not Listed For Sale

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

  109 Lakeside Ct Unit 73, Oldsmar, FL 34677

  109 Lakeside Ct Unit 73, Oldsmar, FL 34677
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  /29

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft

  215 Clays Trail, Oldsmar, FL 34677

  An absolutely stunning condo for sale in Eastlake Woodlands. This two bedroom, two bathroom unit has been fully remodeled and is ready for you to move in. It boasts a brand-new kitchen including soft close white cabinets, granite counters, and stainless steel appliances. Both master and guest bath have been fully renovated with stunning tile work and vanities that match the kitchen. The new

  Whitney Parks RE/MAX COLLECTIVE

  215 Clays Trail, Oldsmar, FL 34677
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  /2

  $960,000 Sold Feb 28, 2025

  412 Shore Dr E, Oldsmar, FL 34677

  • 4 Beds
  • 4 Baths
  • 4,454 Sq Ft
  • Built 1968

  Last Sold Summary

  • 26% Below List Price
  • $216/SF
  • 85 Days On Market

  Current Estimated Value $1,344,424

  Last Listing Agent Jackie Botet COASTAL PROPERTIES GROUP INTERNATIONAL

  412 Shore Dr E, Oldsmar, FL 34677
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft

  505 Canal Way, Oldsmar, FL 34677

  505 Canal Way, Oldsmar, FL 34677
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  /34

  $329,000

  • 2 Beds
  • 2 Baths
  • 1,910 Sq Ft

  1227 Clays Trail Unit 301, Oldsmar, FL 34677

  Take advantage of ideal market timing with this low-maintenance, townhome-style condo offering serene pond views in the highly desirable East Lake Woodlands community—a gated enclave known for its beautifully maintained homes and lush Florida landscaping. Located on the second level, this residence features a private courtyard entry leading to stairs that open into an expansive, light-filled

  Julie Jones SMITH & ASSOCIATES REAL ESTATE

  1227 Clays Trail Unit 301, Oldsmar, FL 34677
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  /2

  $375,000 Sold Oct 27, 2025

  1811 Hibiscus Ct S, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $229/SF
  • 72 Days On Market

  Last Listing Agent Howard 'Bogan' Stitzel A BETTER LIFE REALTY

  1811 Hibiscus Ct S, Oldsmar, FL 34677
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  /35

  Est $218,379 Not Listed For Sale

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

  113 Martha Ln Unit 113, Oldsmar, FL 34677

  113 Martha Ln Unit 113, Oldsmar, FL 34677
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  /30

  $539,900

  • 3 Beds
  • 2.5 Baths
  • 2,143 Sq Ft

  423 Cypress View Dr, Oldsmar, FL 34677

  Location! Homes in this quiet community sell quickly. 2,143 sf two story with Florida room and awesome view of the huge pond on a cul-de-sac. Roof only 3 years old. House has updated white shaker cabinet kitchen with marble-look composite countertops and backsplash, updated flooring and fresh paint throughout. Updated owner’s bathroom shower enclosure, double vanity, and garden tub. Stainless

  James Maiorano MARK SPAIN REAL ESTATE

  423 Cypress View Dr, Oldsmar, FL 34677
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  /2

  $690,000 Sold Jun 02, 2025

  30 Water Oak Way, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 2,302 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $300/SF
  • 9 Days On Market

  Current Estimated Value $688,192

  Last Listing Agent Louis Graniero KELLY RIGHT REAL ESTATE

  30 Water Oak Way, Oldsmar, FL 34677
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  /10

  Est $211,248 Not Listed For Sale

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

  129 Nina Way Unit 129, Oldsmar, FL 34677

  129 Nina Way Unit 129, Oldsmar, FL 34677
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  /87

  $850,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,294 Sq Ft

  4915 Augusta Ave, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 3,294 sq ft home located in the desirable Worthington subdivision of the gated East Lake Woodlands Golf Course community. This residence offers the perfect combination of luxury, comfort, and functionality, with high-end finishes, thoughtful updates, and a resort-style

  Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

  4915 Augusta Ave, Oldsmar, FL 34677
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  /2

  $635,000 Sold Oct 14, 2025

  455 Hickorynut Ave, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft
  • Built 1981

  Last Sold Summary

  • $327/SF
  • 1 Day On Market

  Last Listing Agent Jared Davis SANCTUARY REAL ESTATE GROUP, LLC

  455 Hickorynut Ave, Oldsmar, FL 34677
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  /75

  Est $563,013 Not Listed For Sale

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

  149 Brent Cir, Oldsmar, FL 34677

  149 Brent Cir, Oldsmar, FL 34677
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  /49

  $338,000

  • 2 Beds
  • 2 Baths
  • 1,502 Sq Ft

  40 Gretchen Ct, Oldsmar, FL 34677

  SELLER FINANCING WITH ACCEPTABLE OFFER! Step through the front door of this charming villa, and you feel at home. The welcoming open floorplan unfolds with a view of a huge outdoor lush grassy area - no close backyard neighbors! Move from the foyer and dining area, through the great room into the enclosed, insulated and completely air-conditioned 250 SqFt Florida/bonus room, making this one of

  Debra Gross BHHS FLORIDA PROPERTIES GROUP

  40 Gretchen Ct, Oldsmar, FL 34677
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  /2

  $338,000 Sold May 27, 2025

  1208 Sawgrass Ct, Oldsmar, FL 34677

  • 2 Beds
  • 1.5 Baths
  • 1,002 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Above List Price
  • $337/SF
  • 2 Days On Market

  Current Estimated Value $352,307

  Last Listing Agent Greg Balsamello RE/MAX ACTION FIRST OF FLORIDA

  1208 Sawgrass Ct, Oldsmar, FL 34677
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  /34

  Est $486,868 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  2402 Arch Ave, Oldsmar, FL 34677

  2402 Arch Ave, Oldsmar, FL 34677
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  /52

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  1909 Castle Bay Ct, Oldsmar, FL 34677

  --GREAT CURB APPEAL--Discover this IMMACULATE 3-bedroom, 2-bath home with garage located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or entertaining. The home has been

  Craig Berenger, Jr KELLER WILLIAMS REALTY- PALM H

  1909 Castle Bay Ct, Oldsmar, FL 34677
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  /2

  $120,000 Sold Apr 10, 2025

  93 Pelican Dr N, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1981

  Last Sold Summary

  • 47% Below List Price
  • $114/SF
  • 406 Days On Market

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  93 Pelican Dr N, Oldsmar, FL 34677
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  /36

  Est $152,061 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  125 Camphor Cir Unit D, Oldsmar, FL 34677

  125 Camphor Cir Unit D, Oldsmar, FL 34677
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  /5

  $415,000

  • Land
  • 0.55 Acre
  • $754,545 per Acre

  300 Douglas Rd W, Oldsmar, FL 34677

  .55 Acre lot off of 584/Tampa Rd. This lot currently has a manufacttured home but the location and size could be PERFECT for the right developer!

  Shantrice Tinson LPT REALTY, LLC

  300 Douglas Rd W, Oldsmar, FL 34677
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  /2

  $419,079 Sold Jul 09, 2025

  505 Jefferson Ave S, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $314/SF
  • 68 Days On Market

  Current Estimated Value $419,391

  Last Listing Agent Julian Ambriz CAPSTONE REALTY & ASSOCIATES

  505 Jefferson Ave S, Oldsmar, FL 34677
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  /2

  Est $184,568 Not Listed For Sale

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

  107 E Cypress Ct, Oldsmar, FL 34677

  107 E Cypress Ct, Oldsmar, FL 34677
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  /70

  $424,500

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  311 Shore Dr E, Oldsmar, FL 34677

  Under APPRAISED VALUE! Waterfront Luxury Meets Complete Modern Renovation in this Gem in East Lake High School Zone! This charming solid block home features a bright open floor plan perfect for entertaining family and friends. With three generously sized bedrooms plus an additional bonus room, you’ll have space for an office, gym, game room, or even a fourth bedroom. Just steps away, three

  Maria Crespo EXP REALTY LLC

  311 Shore Dr E, Oldsmar, FL 34677
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  /2

  $227,000 Sold May 28, 2025

  215 Nina Way, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $198/SF
  • 14 Days On Market

  Current Estimated Value $223,408

  Last Listing Agent Pamela Savoie FUTURE HOME REALTY INC

  215 Nina Way, Oldsmar, FL 34677
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  /32

  Est $213,057 Not Listed For Sale

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

  138 Lakeside Dr Unit 138, Oldsmar, FL 34677

  138 Lakeside Dr Unit 138, Oldsmar, FL 34677
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  /75

  $843,000

  • 4 Beds
  • 3 Baths
  • 3,273 Sq Ft

  382 Rosalind Ln, Oldsmar, FL 34677

  Welcome to 382 Rosalind Ln., an extraordinary home in the exclusive gated community of Bay Arbor in Oldsmar. This thoughtfully upgraded and impeccably maintained residence offers over 4,000 square feet of elegant living space, combining luxury, privacy, and smart-home functionality. Situated on a quiet cul-de-sac and backed by a peaceful conservation lot, the home features soaring ceilings,

  Stephanie Eisenbach LPT REALTY, LLC

  382 Rosalind Ln, Oldsmar, FL 34677

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