Oldsmar Homes for Sale

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  /36

  $569,000

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft

  632 Lake Cypress Cir, Oldsmar, FL 34677

  Reduced. Florida Pool Home!Welcome to your bright and sunny oasis featuring an oversized private backyard with a bonus grill and a brick-paved sun patio. This large corner lot boasts recently added vinyl fencing for added privacy. Enjoy cool breezes from Lake Cypress on your shaded screened patio. Located in Oldsmar, Florida, this home is centrally positioned among new neighborhoods, businesses,

  

  Don Moore

  KELLER WILLIAMS REALTY- PALM H

  (813) 946-6323

  632 Lake Cypress Cir, Oldsmar, FL 34677
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  /47

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,901 Sq Ft

  301 1/2 Shore Dr E, Oldsmar, FL 34677

  ONE OF A KIND WATERFRONT VIEW Home in Oldsmar, FL – Elevated, Safe and Surprisingly Affordable!-Discover one of Oldsmar’s most remarkable and rare waterfront homes, offering uninterrupted, panoramic views of Tampa Bay and breathtaking sunsets every evening—all at a price you won’t believe.This elevated tropical oasis is more than just a home—it’s a lifestyle. Featuring a solar-heated in-ground

  

  John Stivey

  PEOPLE FIRST REAL ESTATE LLC.

  (813) 590-5183

  301 1/2 Shore Dr E, Oldsmar, FL 34677
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  /36

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  145 Blue Marlin Dr, Oldsmar, FL 34677

  This stunning, contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Every detail has been thoughtfully upgraded, featuring custom cabinetry, a beautiful leaded glass front door, sleek stainless-steel appliances, and a spacious kitchen island. Enjoy modern conveniences like a front-loader full-size washer and dryer,

  

  Jamie Everett

  FUTURE HOME REALTY INC

  (813) 733-6871

  145 Blue Marlin Dr, Oldsmar, FL 34677
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  /42

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  380 Wellington Ave, Oldsmar, FL 34677

  PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (813) 797-4705

  380 Wellington Ave, Oldsmar, FL 34677
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  /33

  $269,900

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

  388 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome to 388 Countryside Key, a charming 2-bedroom, 1.5-bathroom townhome located in the highly sought-after Oldsmar, FL community. This delightful two-story residence boasts an open-concept first floor with a spacious kitchen, ample cabinetry, a generous pantry, and a convenient laundry/utility closet with a full-size washer and dryer. The living and dining areas flow seamlessly, enhanced by a

  

  Kevin Baker

  TROPIC SHORES REALTY

  (813) 680-3927

  388 Countryside Key Blvd, Oldsmar, FL 34677
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  /6

  $450,000

  • Land
  • 0.46 Acre
  • $978,261 per Acre

  416 Woodward Ave, Oldsmar, FL 34677

  DOUBLE LOT!!! This property, situated in a coveted school district, presents an exceptional investment or redevelopment opportunity. The existing home will need to be removed. This paves the way for a fresh start, offering potential buyers or developers the chance to create something entirely new. One of the most compelling aspects of this property is the dual-lot configuration, which opens the

  

  Louis Tutko

  PARADISE LIFE REALTY

  (813) 499-9850

  416 Woodward Ave, Oldsmar, FL 34677
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  /70

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  455 Cypress Lake Ct, Oldsmar, FL 34677

  RARE OVERSIZED LOT IN HIGHLY DESIRABLE OLDSMAR! Nestled in a peaceful community, this beautifully updated 3-bedroom, 2-bath, 2-car garage home sits on one of the largest lots in the neighborhood, offering exceptional outdoor space, privacy, and versatility. Located in **Oldsmar—a charming, centrally located town between Tampa and Clearwater—**you’ll enjoy the perfect balance of small-town feel

  

  Michele Ranjbar

  COLDWELL BANKER REALTY

  (813) 576-2572

  455 Cypress Lake Ct, Oldsmar, FL 34677
• 

  

  /19

  $278,000

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

  273 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome to this MOVE IN READY 2-bedroom, 2.5-bathroom townhome in the desirable gated community of Countryside Key. Offering 1,110 sq ft of thoughtfully designed living space—plus an additional 75 sq ft ib the enclosed patio—this two-story home combines comfort, functionality, and convenience. Inside, you’ll find tile flooring throughout the first floor and luxury vinyl plank upstairs—no carpet!

  

  Mandy Cassiano

  KELLER WILLIAMS SOUTH SHORE

  (656) 226-3572

  273 Countryside Key Blvd, Oldsmar, FL 34677
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  /47

  $550,000

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

  112 Brent Cir, Oldsmar, FL 34677

  Newly Improved Price on this Move-In Ready Townhouse! This beautifully updated waterfront home with deeded boat slip is located in the safe and picturesque golf cart community of Oldsmar. 3 bedrooms, 3 full bathrooms, and private garage with storage and 3-car tandem parking, in a gated community with pool, spa, and tennis courts, surrounded by Tampa Bay and charming Oldsmar. The open concept main

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 219-4022

  112 Brent Cir, Oldsmar, FL 34677
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  /8

  $1,298,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,838 Sq Ft

  406 Shore Dr W, Oldsmar, FL 34677

  Under Construction. Coastal Elegance Meets Modern Comfort in Oldsmar, FLWelcome to 406 Shore Drive W., a stunning newly renovated 3-bedroom, 2-bathroom coastal retreat overlooking the breathtaking Old Tampa Bay. Elevated for both style and resilience, this home offers an unparalleled blend of modern finishes, airy open spaces, and serene waterfront views.Step inside to discover a

  

  Jay Powell

  KELLER WILLIAMS TAMPA CENTRAL

  (813) 642-7756

  406 Shore Dr W, Oldsmar, FL 34677
• 

  

  /22

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  106 Cutlass Way, Oldsmar, FL 34677

  Fully updated and move-in ready 3-bedroom, 2.5-bath townhome in highly desirable Hayes Park Village. Built in 2016, this home offers modern finishes throughout, including luxury plank vinyl flooring, updated bathrooms, granite countertops, stainless steel appliances, and wood cabinetry. Crown molding adds an elegant touch to the downstairs living area, while modern lighting and ceiling fans are

  Rachel Mayhew RE/MAX CHAMPIONS

  106 Cutlass Way, Oldsmar, FL 34677
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  /68

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  1807 Split Fork Dr, Oldsmar, FL 34677

  Stylish 3-Bedroom, 2.5-Bath POOL HOME + Bonus Room in Eastlake Oaks, Oldsmar, your personal slice of Florida paradise. This beautifully maintained 3-bedroom, 2.5-bath home with a flexible bonus room/office is designed for both comfort and functionality, and it’s all centered around an outdoor oasis you’ll never want to leave. Roof 2017, AC 2017, Water Heater 2018. Inside the sun-soaked living

  Jodi Avery KELLER WILLIAMS REALTY- PALM H

  1807 Split Fork Dr, Oldsmar, FL 34677
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  /24

  $499,400

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

  115 Brent Cir, Oldsmar, FL 34677

  Motivated Seller (Retired Real Estate professional) offering this 3 bedroom, 3-bathroom waterfront gem in the esteemed gated community of Seaside Estates. Enjoy breathtaking views of Old Tampa Bay and deeded boat dock access, all without the burden of high flood insurance (current premium under $1K/year, fully transferable). Step into this spacious 1,834 sq ft haven featuring an open-concept

  Camilo Perez HOME SOLD REALTY LLC

  115 Brent Cir, Oldsmar, FL 34677
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  /32

  $429,900 Open Sat 3AM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  630 Lake Cypress Cir, Oldsmar, FL 34677

  HUGE PRICE IMPROVEMENT: Come enjoy a lifestyle in harmony with nature in this gorgeous meticulously maintained 3 bedroom (split plan), 2 bath, 2-car garage, spacious open floor plan home situated in a community that boasts 7 spring fed lakes, and nature preserves. There are numerous upgrades within the home including hurricane shutters on every window and sliding glass door, newer kitchen

  George Papachristu, PA CAMELOT INC REALTORS

  630 Lake Cypress Cir, Oldsmar, FL 34677
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  /42

  $560,000

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft

  611 Shore Dr E, Oldsmar, FL 34677

  ***Brand new roof installed in 2024!*** Dreamy & a rare find, this 3 bedroom, 2 bath, & 1+ car garage sitting on just under 1/2 acre across from Tampa Bay, perfect home for those who enjoy the Florida beaches & outdoor activities. Just down the street from beach access, nature trails, Veteran's park & RE park along with being a fabulous area to ride your bicycle for miles!!! Store all your toys

  Lisa Carroll MIHARA & ASSOCIATES INC.

  611 Shore Dr E, Oldsmar, FL 34677
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  /37

  $439,000

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  1801 Forest Dr Unit 3, Oldsmar, FL 34677

  Welcome to 1801 Forest Drive – Your Florida Retreat in the Heart of OldsmarStep into comfort and style with this beautifully maintained 3-bedroom, 2-bathroom single-family home located in one of Oldsmar’s most established and peaceful neighborhoods. Nestled on a generous corner lot, surrounded by mature trees and lush landscaping, this home offers a perfect blend of privacy, functionality, and

  Debra Briscoe FINE PROPERTIES

  1801 Forest Dr Unit 3, Oldsmar, FL 34677
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  /36

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,658 Sq Ft

  502 Timber Bay Cir E, Oldsmar, FL 34677

  Welcome to this stunningly spacious and well-maintained pool home nestled in one of the most sought-after neighborhoods of Oldsmar! This home offers a perfect blend of comfort, style, and practicality, making it ideal for those looking for a peaceful retreat. The floor plan opens to a large living room that is filled with natural light, perfect for entertaining, while the modern kitchen boasts

  Taylor Cresswell SELLSTATE LEGACY REALTY

  502 Timber Bay Cir E, Oldsmar, FL 34677
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  /53

  $675,000

  • 4 Beds
  • 4 Baths
  • 2,848 Sq Ft

  316 Lafayette Blvd, Oldsmar, FL 34677

  4-bedroom, 4-bath home w/a versatile loft, located in the heart of Oldsmar! This cheerful two-story home radiates curb appeal w/a classic covered front porch framed by columns and railings, mature trees, and a brick paver driveway. The vinyl fence ensures privacy, and there’s even room for RV or boat parking. Step inside to a sun-filled foyer with an arched leaded-glass window and a glass-paneled

  Jodi Avery KELLER WILLIAMS REALTY- PALM H

  316 Lafayette Blvd, Oldsmar, FL 34677
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  /43

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 1,547 Sq Ft

  311 Vista Cruiser Ln, Oldsmar, FL 34677

  Welcome to 311 Vista Cruiser Lane – A Stylish, Well-Appointed Home in Beautiful Oldsmar, FLNestled in a quiet, upscale neighborhood, this thoughtfully maintained three-bedroom, two-and-a-half-bath residence with a spacious two-car garage offers comfort, space, and contemporary charm. Built in 2015, the home presents a smart and functional layout ideal for both everyday living and effortless

  Michael Acerra SELECT PROPERTIES INC

  311 Vista Cruiser Ln, Oldsmar, FL 34677
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  /75

  $415,000

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

  2013 Sunset Wind Loop, Oldsmar, FL 34677

  Welcome to the Gated Community at Bayside Terrace located in Oldsmar, FL! Built in 2019, This 3 bedroom 2 bathroom townhome boast 1,667sqft of living space, 1 car garage, community pool and the list goes on!! You are conveniently located right between Safety Harbor and Tampa with a quick drive for all of your shopping needs, restaurants, Tampa International Airport, St.Pete/Clearwater, Pinellas

  Daniel Murray THE SHOP REAL ESTATE CO.

  2013 Sunset Wind Loop, Oldsmar, FL 34677
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  /35

  $475,000

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

  3176 Duane Ave, Oldsmar, FL 34677

  Welcome to this spacious and inviting 4-bedroom, 2-bath home in desirable West Oldsmar! Boasting 2,056 sq ft of comfort, this residence features a thoughtfully designed split floor plan, fresh interior paint, and a grand kitchen perfect for everyday living or entertaining. Enjoy peace of mind with recent upgrades including a new roof (Nov 2023), fridge (July 2023), water heater (July 2023), and

  Susanne Jones REDFIN CORPORATION

  3176 Duane Ave, Oldsmar, FL 34677
• 

  

  /22

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  819 Satinleaf Ave, Oldsmar, FL 34677

  This Oldsmar home - Manors of Forest Lakes Phase 2 is a split bedroom 3 bedroom 2 bath home is tucked away at the end of a cul-de-sac and on a desirable federal preserve bird sanctuary where deer, turkey, raccoons and birds visit you sometimes daily. The pride of ownership shines through in this home. The house has Brazilian Cherry engineered hardwood floors in the dining and living rooms. The

  Wayne Barnes KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

  819 Satinleaf Ave, Oldsmar, FL 34677
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  /66

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  303 National Orange Ave, Oldsmar, FL 34677

  Updated and charming 3-bedroom homes in Oldsmar. This high and dry home is only steps away from beautiful community parks and features NEW ROOF (2022), NEWER AC (2019), updated kitchen and bathrooms with STAINLESS STEEL APPLIANCES, SOLID WOOD CABINETS, GRANITE COUNTERS, and separate LAUNDRY ROOM. Built-in bookcases in the living room add to the overall charm of the home. A large

  Ginger Tatarzewski FUTURE HOME REALTY INC

  303 National Orange Ave, Oldsmar, FL 34677
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  /48

  $465,000

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

  321 Shore Dr E, Oldsmar, FL 34677

  Welcome to this beautiful Home, fully remodeled ,4-bedroom, 2 bath. And step outside to your beautiful private pool including a fully screened, brick patio for enjoying sunny Florida days. BRAND NEW HURRICANE RATED WINDOWS 2024 (front windows replaced with hurricane windows in 2022) and HURRICANE RATED SLIDING DOORS (2024).AC (2025). This area has all "A" RATED SCHOOLS! Located Centrally in North

  Gilbert Hernandez HOMETRUST REALTY GROUP

  321 Shore Dr E, Oldsmar, FL 34677
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  /41

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft

  602 Cabernet Way, Oldsmar, FL 34677

  Come see this beautiful well maintained home with gorgeous tile throughout the main floor. The well laid out kitchen is a cooks delight, boasting 42 inch cabinets all with a rich espresso finish, granite countertops, stainless steel GE appliances and a walk in pantry. Center Island with granite top provides extra space for meal prep when entertaining. Kitchen overlooks family room so you won't

  Richard Forgione COLDWELL BANKER REALTY

  602 Cabernet Way, Oldsmar, FL 34677
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  /57

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft

  510 Pine Ave S, Oldsmar, FL 34677

  HUGE PRICE REDUCTION! HIGH and DRY Stilt home on lovely fenced lot in beautiful downtown area of Oldsmar. Clean and fresh home featuring PLANTATION SHUTTERS THROUGHOUT, ROOF 2013, LOCKABLE STORM SHUTTERS, NEW CHEFS KITCHEN SINK, FAUCET & HIGH POWERED SILENT GARBAGE DISPOSAL, newly PAINTED FRONT & BACK PORCHES with ACCESS to back porch from PRIMARY BEDROOM, HIGH-END FAN IN KITCHEN, FANS IN

  Ginger Tatarzewski FUTURE HOME REALTY INC

  510 Pine Ave S, Oldsmar, FL 34677
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  /27

  $389,000

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

  1010 Mango Ct, Oldsmar, FL 34677

  Welcome to Bayside Terrace, a prestigious gated waterfront community offering Key West-style living near the iconic Safety Harbor Bridge This serene neighborhood is designed for relaxation and coastal luxury, with amenities that create the ultimate retreat. Inside your home, this delightful 3 bedroom, 2.5 bath 1 car townhome offers modern elegance. Features include plantation shutters, sleek

  Rene Mailaender RE/MAX REALTEC GROUP INC

  1010 Mango Ct, Oldsmar, FL 34677
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  /57

  $373,000

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  284 Hemingway Dr, Oldsmar, FL 34677

  This end-unit townhome offers a private, fenced backyard and picturesque pond views from the screened porch. The primary bedroom is conveniently located on the main floor and features a spacious walk-in closet, a double sink vanity, and a walk-in shower. Upstairs, two bedrooms are separated by a full bathroom.The kitchen boasts ample cabinet and counter space, complemented by newer quartz

  James Mcpeak MCPEAK REALTY GROUP INC

  284 Hemingway Dr, Oldsmar, FL 34677
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  /26

  $449,900

  • 3 Beds
  • 3 Baths
  • 2,095 Sq Ft

  210 Lee St, Oldsmar, FL 34677

  Exceptional Value for Investors or Snowbirds! Discover this remarkable pool home in the heart of Oldsmar, where modern updates and timeless charm come together to create an unparalleled living experience. Priced below market value, this unfurnished property offers an incredible opportunity for savvy investors or snowbirds looking for a dream retreat in a desirable area with no HOA or CDD fees.

  Nathan Rance BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  210 Lee St, Oldsmar, FL 34677
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  /63

  $469,000 Open Wed 4PM - 6PM

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  102 Shore Dr E, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. UPDATE: AS OF JUNE 14, HOME IS NOW COMPLETED AND READY FOR ITS NEW OWNER! Nestled on a spacious .17-acre (7,492 sq ft) lot with a huge front and backyard, this property is ideally located adjacent to R.E. Olds Park, a 15-acre, beautiful waterfront park offering amenities like the Oldsmar Pier (dock), picnic pavilions, a playground, and an

  Correy Smith KELLER WILLIAMS SOUTH TAMPA

  102 Shore Dr E, Oldsmar, FL 34677
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  /54

  $1,360,000

  • 5 Beds
  • 4 Baths
  • 3,945 Sq Ft

  165 Mobbly Bay Dr, Oldsmar, FL 34677

  No flood or damage from recent storms. Welcome home to 165 Mobbly Bay Dr. located in the gated and desired community of Estuary of Mobbly Bay. Built in 2013 to include five bedrooms, an office and four bathrooms adding up to 3945 square feet of a beautifully designed home. Featuring both a formal living and dining room combination and the upstairs contains the 5th bedroom, full bath with a living

  Jonathan Minerick HOMECOIN.COM

  165 Mobbly Bay Dr, Oldsmar, FL 34677
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  /32

  $257,900

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  209 Corkwood Ln, Oldsmar, FL 34677

  Amazing Location, Renovated, New kitchen with white Quartz counter tops and new appliances and there is a Storage room next to the car port. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts, Basketball court.About 20 minutes away from Tampa airport and 20 minutes away from honeymoon

  Genci Shurdha CHARLES RUTENBERG REALTY INC

  209 Corkwood Ln, Oldsmar, FL 34677
• 

  

  /20

  $635,000

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

  150 Brent Cir, Oldsmar, FL 34677

  PRICE REDUCED BY $35,000.CREDIT AT CLOSING FULL INTRACOASTAL WATERWAYWaterfront living with direct access to Tampa Bay and Safety Harbor. November 2024 remodel and compliant with 2024 hurricane regulations. Living structure, electrical outlets, and a new energy-efficient air conditioning system elevated to 15 feet. New roof 2017. Repairs 2025.Welcome to your three-bedroom, three-bathroom

  Alin Zdroba PROPERTIO

  150 Brent Cir, Oldsmar, FL 34677
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  /27

  $369,000

  • Land
  • 0.91 Acre
  • $405,495 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
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  /36

  $329,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,556 Sq Ft

  1809 Chinaberry Dr, Oldsmar, FL 34677

  Beautiful move-in ready home in the Heart of Oldsmar. Step inside and enjoy the pride of ownership and the Upgraded Wood Look Porcelain Plank Tile Floor that flows seamlessly throughout the entire home. The front sitting area has abundant natural light with a large front window. The functional open floor plan leads to the stylish galley kitchen featuring custom kitchen cabinets and granite

  Martha Loss RE/MAX COLLECTIVE

  1809 Chinaberry Dr, Oldsmar, FL 34677
• 

  

  /16

  $269,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  1808 Elmwood Dr, Oldsmar, FL 34677

  Opportunity knocks in Oldsmar!! Charming 2-bedroom, 1-bath home in the heart of Oldsmar, Florida, perfect for those seeking a cozy fixer-upper with endless potential. Centrally located, this gem is just minutes from vibrant shopping and dining, a short drive to Tampa International Airport, and a quick trip to the stunning Gulf Coast beaches. Ideal for a handyman or DIY enthusiast, this property

  Chuck Coit, Jr CHARLES RUTENBERG REALTY INC

  1808 Elmwood Dr, Oldsmar, FL 34677
• 

  

  /21

  $299,999

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  123 Dolphin Dr S, Oldsmar, FL 34677

  Beautiful remodeled home in desirable Gull-Aire Village. Light and bright with plantation shutters thoughout. All new porcelain tile, all new appliances. Freshly painted inside and out. Tiled kitchen with open shelving and corner windows that allow the morning light to fill the room .Spacious living room and dinning room allows for great entertaining. Primary bedroom is large with bay windows

  Ruthann Underwood PAM RYAN REALTY INC

  123 Dolphin Dr S, Oldsmar, FL 34677
• 

  

  /43

  $820,000

  • 4 Beds
  • 3 Baths
  • 2,733 Sq Ft

  205 Bengal Cir, Oldsmar, FL 34677

  HIGH AND DRY! This home has NEVER flooded. Elevation certificate available. Owners are relocating for work. Oldsmar is certainly Tampa Bay’s best kept secret; halfway between world-class beaches (#1 in the U.S.) and Tampa, this is the prime location for a homeowner that wants it all. The peninsula of Oldsmar is one of Tampa’s most sought-after neighborhoods, named the #8 safest city in Florida,

  Madison Allen HOMERUN REALTY

  205 Bengal Cir, Oldsmar, FL 34677
• 

  

  /15

  $499,000

  • 6 Beds
  • 4 Baths
  • 2,158 Sq Ft

  3141 Huron Ave, Oldsmar, FL 34677

  Newly Renovated Block Duplex! Must see this expensive renovation! New Roof replaced 2025! This solid high income duplex offers 2 units, each with 3 beds and 2 baths. One unit is vacant and fully renovated with luxury waterproof vinyl flooring, new kitchen with high-end granite countertops, brand new stainless steel appliances, updated bathrooms, fresh paint, and modern fixtures. The other unit is

  David Donat JRAC REALTY, LLC

  3141 Huron Ave, Oldsmar, FL 34677
• 

  

  /32

  $299,900

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

  396 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhouse with 1,110 square feet of living space, located in a secure, gated community offering both privacy and convenience. Completely renovated in 2018, this home features elegant upgrades throughout, including marble countertops in the bathrooms, shaker-style cabinetry, granite kitchen countertops, stylish tile flooring across the

  Jennifer Kenna EXP REALTY LLC

  396 Countryside Key Blvd, Oldsmar, FL 34677

Showing Results 1 - 40, Page 1 of 4

Why Live in Oldsmar

Oldsmar is a well-established neighborhood centrally located between Clearwater and Tampa, known for its tight-knit community and slower pace of life. The area features a variety of independently owned small shops and restaurants, contributing to its hometown vibe. Spanning 10 square miles, Oldsmar includes 3 square miles of parks and trails, such as Harbor Palms Nature Park and R.E. Olds Park, which offer activities like kayaking, fishing, and playgrounds. The Oldsmar Sports Complex provides facilities for softball, soccer, and outdoor hockey, while the BMX track attracts competitive riders. Mobbly Bayou Preserve offers hiking, fishing, and zip-lining opportunities. Homes in Oldsmar range from ranch-style designs to Mediterranean-influenced architecture in planned subdivisions, with well-maintained lawns and a mix of bungalow and Craftsman influences. The neighborhood hosts annual events like Oldsmar Days and Nights and Celebrate Oldsmar, featuring live music, food vendors, and fireworks. Local dining options include Tampa Bay Brewing Company and Shaker & Peel, while grocery needs are met by Sunshine Food Mart, Publix, Walmart, and ALDI. Pinellas County Schools serve the area, with highly rated institutions such as Forest Lakes Elementary, Joseph L. Carwise Middle School, and East Lake High School. State Road 580 provides easy access to Tampa, 16 miles away, and Clearwater, just under 12 miles away. Mease Countryside Hospital is nearby, and Tampa International Airport is 11 miles from Oldsmar. The neighborhood is also home to Tampa Bay Downs, a thoroughbred horse racetrack that draws visitors for horse races, poker tournaments, and golf events.

Learn more about living in Oldsmar

Frequently Asked Questions

Is Oldsmar a good place to live?

Oldsmar is a good place to live. Oldsmar is considered car-dependent and somewhat bikeable. Oldsmar has 9 parks for recreational activities. It is fairly sparse in population with 3.1 people per acre and a median age of 43. The average household income is $98,306 which is above the national average. College graduates make up 35.4% of residents. A majority of residents in Oldsmar are home owners, with 27.7% of residents renting and 72.3% of residents owning their home. A local real estate agent serving Oldsmar can help you decide if this neighborhood is the right one for you. Learn more on our Oldsmar neighborhood guide.

Is Oldsmar, FL a safe neighborhood?

Oldsmar, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.

How much do you need to make to afford a house in Oldsmar?

The median home price in Oldsmar is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.84%, your estimated principal and interest payment would be $2,230 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $96K a year to afford the median home price in Oldsmar. The average household income in Oldsmar is $98K.

What are the best public schools in Oldsmar?

The best public schools that serve Oldsmar are:

• East Lake High School has an A Niche grade, a student teacher ratio of 23:1 and an average review score of 3.8.
• Forest Lakes Elementary School has an A- Niche grade, a student teacher ratio of 15:1 and an average review score of 4.8.
• Joseph L. Carwise Middle School has a B+ Niche grade, a student teacher ratio of 19:1 and an average review score of 3.7.

What are the best private schools in Oldsmar?

The best private schools that serve Oldsmar are:

• Oldsmar Christian School has a B Niche grade, a student teacher ratio of 8:1 and an average review score of 4.4.
• Espiritu Santo Catholic School has a B Niche grade, a student teacher ratio of 10:1 and an average review score of 2.8.
• Safety Harbor Montessori Academy has a student teacher ratio of 6:1.

What are the most popular zip codes in Oldsmar, Oldsmar, FL?

The most popular zip codes in Oldsmar, Oldsmar, FL include 34638, 33708, 34668, 34652 and 33703.

What are the most popular neighborhoods near Oldsmar, Oldsmar, FL?

The most popular neighborhoods near Oldsmar, Oldsmar, FL are Briarwood, Briar Creek, Forest Run Park, North Bay Hills and Amber Glades Estates.

Home Trends in Oldsmar, FL

On average, homes in Oldsmar, FL sell after 57 days on the market compared to the national average of 49 days. The median sale price for homes in Oldsmar, FL over the last 12 months is $397,500, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$397,500

Median Single Family Sale Price

$439,000

Median Townhouse Sale Price

$407,500

Median 2 Bedroom Sale Price

$176,950

Average Price Per Sq Ft

$264

Number of Homes for Sale

107

Last 12 months Home Sales

198

Months of Supply

6.50

Median List Price

$425,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

4%