Oldsmar, FL Homes for Sale under $600,000

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  $445,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  331 Shore Dr E, Oldsmar, FL 34677

  Florida living at it's best. This fully renovated beautiful solid block home is located in the very desirable Oldsmar Country Club Estates neighborhood and is across the street from the bay and just down the street from three waterfront parks, Veterans Memorial Park, R.E. Olds Park and from Mobbly Bayou Beach Park. This charming house boasts a split bedroom open floor plan. It has a giant sun

  Edwin Trinidad THREE PALACES REALTY CORP

  331 Shore Dr E, Oldsmar, FL 34677
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  /59

  $525,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  1469 Riverdale Dr, Oldsmar, FL 34677

  PRICED TO SELL!!! Welcome to your dream home nestled in the coveted Cross Creek of Eastlake Woodlands, where tranquil living meets modern convenience! This charming 3-bedroom, 2-bathroom house is a true gem, boasting stunning water views that will take your breath away.As you step inside, you’ll be greeted by tall, soaring ceilings and a light-filled living space that seamlessly blends modern

  Phil Evans FUTURE HOME REALTY INC

  1469 Riverdale Dr, Oldsmar, FL 34677
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  /48

  $424,900

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,855 Sq Ft

  1815 Driftwood Cir S, Oldsmar, FL 34677

  This beautifully renovated three-bedroom, two-bath home sits in the heart of Oldsmar at the top of Tampa Bay. Fully updated inside and out, it offers a gorgeous new kitchen with stainless steel appliances, soft-close cabinets, leather-finished granite countertops, charming breakfast nook and even a premium electronic touchless kitchen faucet. All three bedrooms are thoughtfully spaced apart for

  Dean Glicos SNAP REALTY LLC

  1815 Driftwood Cir S, Oldsmar, FL 34677
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  /36

  $300,000

  • 3 Beds
  • 2.5 Baths
  • 1,450 Sq Ft

  215 Woods Landing Trail, Oldsmar, FL 34677

  Step into luxury with this beautifully upgraded home featuring designer finishes throughout! The gourmet kitchen boasts sparkling quartz countertops and a brand-new built-in range, perfect for the chef at heart. Enjoy the comfort of newer appliances and a modern, energy-efficient A/C (only 5 years old).Upstairs, you'll find a convenient second-floor laundry with washer and dryer, while

  David Pratt CENTURY 21 COASTAL ALLIANCE

  215 Woods Landing Trail, Oldsmar, FL 34677
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  /37

  $399,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  360 S Woodlands Dr, Oldsmar, FL 34677

  Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated

  Mark Fazzini RE/MAX REALTEC GROUP INC

  360 S Woodlands Dr, Oldsmar, FL 34677
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  /50

  $489,000

  • 4 Beds
  • 2 Baths
  • 1,507 Sq Ft

  508 Washington Ave, Oldsmar, FL 34677

  Pristine Updated 4-Bedroom home in the Heart of Oldsmar. Discover exceptional value in this 4-bedroom, 2-bath home, thoughtfully updated with quality finishes and modern features throughout. Located in downtown Oldsmar, this move-in-ready home combines stylish updates, comfortable living spaces, and an outstanding location in downtown Oldsmar.From the moment you arrive, the inviting front

  Ginger Tatarzewski FUTURE HOME REALTY INC

  508 Washington Ave, Oldsmar, FL 34677
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  /34

  $439,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  102 Shore Dr E, Oldsmar, FL 34677

  Welcome to the TAMPA BAY LIFESTYLE WITHOUT THE WATERFRONT PRICE TAG. This beautifully fully remodeled 3-bedroom, 2-bath home offers the rare combination of modern updates, an incredible location, and exceptional flexibility for homeowners and investors alike.Completely renovated from top to bottom, this move-in-ready home features an open-concept floor plan with luxury vinyl plank

  Sandra Rivera LPT REALTY, LLC

  102 Shore Dr E, Oldsmar, FL 34677
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  /38

  $320,000

  $10K PRICE INCREASE

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

  627 Timber Bay Cir W, Oldsmar, FL 34677

  BACK ON THE MARKET – PREVIOUS BUYERS FINANCING FELL THROUGH! Opportunity awaits at this charming 3-bedroom, 2-bath ranch-style home situated on a peaceful pond in Oldsmar. Built in 1984, this single-story residence offers a comfortable floor plan, abundant natural light, a two-car garage, and a beautiful setting beneath mature shade trees. Step outside and discover what makes this property

  Christopher Nelson MILLENNIAL REALTY & PROPERTY MGMT.

  627 Timber Bay Cir W, Oldsmar, FL 34677
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  /42

  $484,700

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  317 Shore Dr E, Oldsmar, FL 34677

  STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD!Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the

  Charles Kelly ADAMS, CAMERON & CO., REALTORS

  317 Shore Dr E, Oldsmar, FL 34677
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  /52

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  216 Hemingway Dr, Oldsmar, FL 34677

  Welcome home to this beautifully updated pond front three-bedroom, 2½-bath townhome with a one-car garage in the desirable Sun Ketch community of Oldsmar! Best of all, the low $265/month HOA fee covers exterior maintenance, grounds care, the roof, and offering truly low-maintenance living. Residents also enjoy a community pool just steps from the home, making it easy to relax and enjoy the

  Vanessa Leonard KELLER WILLIAMS REALTY- PALM HARBOR

  216 Hemingway Dr, Oldsmar, FL 34677
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  /39

  $309,999

  $10K PRICE DROP

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

  30 Aster Place, Oldsmar, FL 34677

  Welcome to the beautiful gated golf community of East Lake Woodlands. This gorgeous 2-bed, 2-bath villa has 1,250 sf of living space includes an open floor plan, split bedrooms (GREAT for that extra bit of privacy), living and dining rooms. Enjoy the serene outdoor patio, perfect for enjoying your morning coffee. The windows and new front sliders were installed a year ago. Both bathrooms have

  Karen Daley SMITH & ASSOCIATES REAL ESTATE

  30 Aster Place, Oldsmar, FL 34677
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  /67

  $530,000

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

  158 Brent Cir, Oldsmar, FL 34677

  Endless sunsets create this picture-perfect location in Seaside Estates. Resting on the banks of Old Tampa Bay, where everyday living feels like a vacation. This townhome has 3 bedrooms, 3 bathrooms, and 1,834 square feet of thoughtfully designed living space. The main living level, high ceilings, skylights, and oversized windows frame breathtaking open-water views and unforgettable sunsets. A

  Sean Maher FLORIDA REAL ESTATE LIFESTYLES

  158 Brent Cir, Oldsmar, FL 34677
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  /46

  $514,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  854 Christina Cir, Oldsmar, FL 34677

  Priced to the Ridiculous!! Welcome to Bays End, a hidden gem community offering a peaceful setting with convenient access to everything the area has to offer. This well-maintained 3-bedroom, 2-bathroom home features a spacious and inviting layout. Enter to an open living room that flows into the dining area. The updated kitchen showcases beautiful cabinetry, generous storage, and plenty of

  Joseph Koebel RE/MAX REALTEC GROUP INC

  854 Christina Cir, Oldsmar, FL 34677
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  /29

  $385,000

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

  416 Country Club Dr, Oldsmar, FL 34677

  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 home and plenty of decorator lighting.

  Jenny Meers MURRAY BELL REAL ESTATE LLC

  416 Country Club Dr, Oldsmar, FL 34677
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  /58

  $469,900

  Open Sat 11:30AM - 2:30PM

  • 2 Beds
  • 2 Baths
  • 1,754 Sq Ft

  603 Canal Way, Oldsmar, FL 34677

  Welcome Home! Your beautifully updated move-in-ready Florida retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home with a den, (possible 3rd bedroom) and 2-car garage home is situated on a beautifully landscaped lot, offering privacy, flexibility and plenty of space to enjoy the Florida lifestyle. The open and inviting floor plan features

  Anne Hode AH REALTY SERVICES, LLC

  603 Canal Way, Oldsmar, FL 34677
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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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  /34

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  819 Jacaranda Dr, Oldsmar, FL 34677

  Welcome to this beautifully updated three-bedroom home in Forest Lakes, offering comfortable living spaces and thoughtful improvements throughout. The updated kitchen, completed in 2025, provides a fresh and inviting space that leads to the home’s spacious living and dining areas, ideal for everyday living and entertaining. The primary bedroom has also been updated, creating a comfortable retreat

  Tunisia Abraham PREMIER SOTHEBY'S INTL REALTY

  819 Jacaranda Dr, Oldsmar, FL 34677
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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
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  /46

  $395,000

  $10K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,288 Sq Ft

  324 Country Club Dr, Oldsmar, FL 34677

  Home Renovated to Perfection!**Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity.- **4 spacious rooms**: Ideal for the comfort of the whole family.- **2 completely renovated bathrooms**: With modern and elegant finishes.- **Large kitchen**:

  Aime Alfonso VITA LUXURY REALTY LLC

  324 Country Club Dr, Oldsmar, FL 34677
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  /46

  $599,000

  • 4 Beds
  • 2 Baths
  • 2,211 Sq Ft

  550 Palmdale Dr, Oldsmar, FL 34677

  A True Find for exceptional living in the highly desirable Gated Golf Community of East Lake Woodlands! Perfectly positioned on a Private Golf Course Lot overlooking the 7th fairway of the South Course, this spacious 4-Bedroom, 2-Bath home with a Sparkling Pool and Spa offers more than 2,200 square feet of comfortable living, beautiful views and outstanding value in one of North Pinellas County’s

  Claudia Tweed COLDWELL BANKER REALTY

  550 Palmdale Dr, Oldsmar, FL 34677
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  /43

  $475,000

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

  117 Brent Cir, Oldsmar, FL 34677

  Come and tour this cozy 3 bedroom, 3 bathroom waterfront townhouse and you will quickly see how easy it is to embrace the lifestyle that makes Florida living so desirable. This 1834 sq ft, 3 level townhouse delivers comfortable maintenance free living in a space where you can be in for years to come. Soak in endless water views as you sip your morning coffee or unwind with a good book, from 2

  Jaybee Racaza-Benitez BLAKE REAL ESTATE INC

  117 Brent Cir, Oldsmar, FL 34677
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  /87

  $515,000

  $10K PRICE DROP

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

  549 Longwood Cir, Oldsmar, FL 34677

  Welcome to your private retreat in the heart of Oldsmar. Located in the desirable Longwood community, this beautifully maintained home offers the perfect blend of comfort, charm, and Florida living. Surrounded by mature landscaping and peaceful streets, 549 Longwood Circle features spacious living areas, abundant natural light, and an inviting layout ideal for both entertaining and everyday

  Susan Kolesnikov REALTY ONE GROUP MVP

  549 Longwood Cir, Oldsmar, FL 34677
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  /36

  $429,500

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  2410 Arch Ave, Oldsmar, FL 34677

  Imagine coming home to breathtaking waterfront surroundings, resort-style amenities, and maintenance-free living in one of Tampa Bay's most desirable gated communities. Welcome to Bayside Terrace, where this beautifully upgraded 3-bedroom, 2.5-bath townhome with a 1-car garage offers the perfect blend of luxury, convenience, and coastal lifestyle.Ideally situated just steps from the community

  Joseph Richards KELLER WILLIAMS TAMPA PROPERTIES

  2410 Arch Ave, Oldsmar, FL 34677
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  /80

  $419,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  347 Country Club Dr, Oldsmar, FL 34677

  "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot

  Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

  347 Country Club Dr, Oldsmar, FL 34677
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  /43

  $310,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  650 Timber Bay Cir W, Oldsmar, FL 34677

  CHARMING 3 bed, 1 bath impeccable home in downtown Oldsmar area. NEW interior doors, NEW stove, NEW baseboards, NEW bathroom vanity, lighting, mirror,, NEW remote control ceiling fans with lights, NEW carriage lights (front and back) NEW GFCI outlets, NEW paint interior, exterior, NEW paint garage, patio, NEWER windows and slider with integral blinds (2023, 2026), HWH 2025, DISHWASHER 2023,

  Ginger Tatarzewski FUTURE HOME REALTY INC

  650 Timber Bay Cir W, Oldsmar, FL 34677
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  /20

  $345,000

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

  103 Cutlass Way, Oldsmar, FL 34677

  Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and

  Leyla Mohebbi FLORIDA COMMERCIAL GROUP

  103 Cutlass Way, Oldsmar, FL 34677
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  /36

  $400,000

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

  2013 Sunset Wind Loop, Oldsmar, FL 34677

  Discover modern comfort and effortless living in this beautifully maintained 3-bedroom, 2.5-bath townhome, ideally located in the sought-after Bayside Terrace community of Oldsmar. Built in 2019, this move-in ready home blends contemporary finishes with thoughtful upgrades designed for today's lifestyle.The bright, open-concept floorplan is anchored by a spacious kitchen featuring

  Nicole Chin KELLER WILLIAMS TAMPA CENTRAL

  2013 Sunset Wind Loop, Oldsmar, FL 34677
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  /34

  $437,500

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  1309 Sunset Wind Loop, Oldsmar, FL 34677

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural

  Anabel Ottersbach DALTON WADE INC

  1309 Sunset Wind Loop, Oldsmar, FL 34677

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