Oldsmar Houses for Sale

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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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  Explore Oldsmar

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  /34

  $1,575,000

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  316 Shore Dr E, Oldsmar, FL 34677

  Wake up to million-dollar views, and unwind with spectacular sunsets - this is the waterfront lifestyle you've been waiting for. This updated 4-bedroom, 3-bath pool home sits directly on Tampa Bay on an oversized lot along iconic Shore Drive in Oldsmar. Enjoy panoramic water views across the Bay from a home that's high and dry - built on an elevated slab that has never flooded, eliminating the

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 231-5358

  316 Shore Dr E, Oldsmar, FL 34677
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  /46

  $619,500 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  1631 Shady Oaks Dr, Oldsmar, FL 34677

  JUST REDUCED – DON’T MISS OUT ON THIS ONE! Come see this exceptional 3 bedroom, 2 bathroom pool home in the sought-after, well-maintained community of East Lake Oaks in Oldsmar. With an open-concept layout, high ceilings, and soothing ambience, this turnkey home features hurricane-rated impact windows and sliders, plantation shutters, newer roof and AC (2020), updated kitchen and bathrooms,

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 218-7998

  1631 Shady Oaks Dr, Oldsmar, FL 34677
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  /32

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft

  202 Dunkirk Rd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Charming WATERFRONT Retreat in Vibrant Oldsmar! This beautifully UPDATED HOME offers relaxing POND VIEWS and curb appeal. ALL BRAND NEW - ROOF, A/C, Water Heater, Fridge, Washer/ Dryer, Dishwasher, Cabinets, Countertops, Bathroom fixtures, Flooring in bedrooms, and more. Convenience meets charm - with mature landscaping, ample parking, and HOOKUPS

  

  Anjali Gill

  COMPASS FLORIDA LLC

  (656) 228-1142

  202 Dunkirk Rd, Oldsmar, FL 34677
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  /38

  $235,000 Open Sat 12:30PM - 2:30PM

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  120 Edgewood Ct, Oldsmar, FL 34677

  Welcome to 120 Edgewood Ct, a remarkable villa nestled in the highly desirable Forest Lakes Subdivision in Oldsmar, FL. This well maintained end unit offers a blend of modern updates and practical design, perfect for those seeking a comfortable and stylish living space. Spanning 900 square feet, this property features two bedrooms and two bathrooms. This villa boasts a contemporary aesthetic

  

  Mashonda Smith

  CORCORAN DWELLINGS

  (656) 218-4628

  120 Edgewood Ct, Oldsmar, FL 34677
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  /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

  (813) 212-8972

  205 Bengal Cir, 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
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  /10

  $450,000

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

  347 Country Club Dr, Oldsmar, FL 34677

  Beautifully and 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 property with plenty of green space,

  Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

  347 Country Club Dr, Oldsmar, FL 34677
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  /49

  $615,000 Open Sun 12AM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  400 Arlington Ave E, Oldsmar, FL 34677

  Welcome to your dream home! 3-Bedroom, 2.5-Bathroom home with a 4-car garage, work space, and bonus-room, all in a prime location! Built in 1995, this meticulously maintained home offers a pristine canvas for your personal touches. The Primary Bedroom boasts a large walk-in closet and private en-suite bathroom for your convenience. Two additional bedrooms both have over-sized walk-in closets,

  Jody Staples KELLER WILLIAMS GULF BEACHES

  400 Arlington Ave E, Oldsmar, FL 34677
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  /24

  $449,900

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

  210 Lee St, Oldsmar, FL 34677

  PERFECT FOR ENTERTAINING!!! Beautiful 2000+ sq/ft, 3 bedroom, 3 bathroom, pool home in the heart of Oldsmar. This house has tons of upgrades including a newer roof, A/C, and solar panels (all installed in 2020), as well as a complete cosmetic make over with a beautiful new kitchen and 3 updated bathrooms. The main living area of this home features a large dining area, a beautiful brand new

  Kevin Schulz BHHS FLORIDA PROPERTIES GROUP

  210 Lee St, Oldsmar, FL 34677
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  /44

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft

  523 Cypress View Dr, Oldsmar, FL 34677

  Welcome to 523 Cypress View Drive, a beautifully refreshed 3-bedroom, 2-bath home nestled in the peaceful, tree-lined community of The Preserve at Cypress Lakes in Oldsmar, FL. Perfectly located at the end of a quiet cul-de-sac and backing to serene conservation with lake views, this home offers a rare combination of privacy, modern updates, and flexible living space.Step inside to a

  Courtney Kaplan PRESCHOOL BUSINESS SOLUTIONS

  523 Cypress View Dr, Oldsmar, FL 34677
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  /24

  $510,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,178 Sq Ft

  1808 Mapleleaf Blvd, Oldsmar, FL 34677

  This home has a lot to offer and plenty of room for a large family. Split floor plan, four very nice sized Bedrooms and three Remodeled Full Bathrooms. The Primary Suite is private, has a huge walk in closet and the Primary Bath is stunning with a large shower, marble tile and gorgeous vanity. French doors from the master bedroom lead you outside to your own beautiful pool and backyard oasis.

  Jordan Myers ASCEND REALTY

  1808 Mapleleaf Blvd, Oldsmar, FL 34677
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  /29

  $515,000 Open Sun 2PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  333 Tavernier Dr, Oldsmar, FL 34677

  Discover your own slice of Florida paradise with this charming three-bedroom, two-bathroom home, perfectly situated in the highly sought-after community of The Fountains at Cypress Lakes in Oldsmar. Boasting a private, sparkling in-ground pool, this beautiful home is conveniently in walking distance of the local elementary school, and easy access to local shops, restaurants, local airports and

  Karen Daley KELLER WILLIAMS TAMPA PROP.

  333 Tavernier Dr, Oldsmar, FL 34677
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  /18

  $525,000

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  508 Dartmouth Ave E, Oldsmar, FL 34677

  Welcome to coastal country living in Oldsmar, Florida, at the top of Tampa Bay! The value of this property is in the land. It is all about the Land, it is about the promise the land holds for the next homeowner/investor/ Builder. This 148 x 184 property is primed for redevelopment. The house and outbuildings on the lot are most likely tear-downs, not fixer-uppers. The zoned R-2 parcel can be

  Realtor Joann JOHN PARVIN

  508 Dartmouth Ave E, Oldsmar, FL 34677
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  /46

  $499,990

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

  317 Shore Dr E, Oldsmar, FL 34677

  Stunning Tampa Bay Views in Prime Oldsmar Location – Updated & Move-In Ready!Enjoy breathtaking views of Tampa Bay from this elevated single-family home, perfectly situated in one of Oldsmar’s most desirable neighborhoods. Just steps from waterfront parks and nature trails, this 3-bedroom, 2-bath split-level home offers the ideal combination of comfort, location, and peace of

  Charles Kelly ADAMS, CAMERON & CO., REALTORS

  317 Shore Dr E, Oldsmar, FL 34677
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  /32

  $429,000

  • 4 Beds
  • 2 Baths
  • 1,618 Sq Ft

  1814 Driftwood Cir S, Oldsmar, FL 34677

  PRICE REDUCED $10,000 ON THE PERFECT 4 BEDROOM HOME WITH FAMILY ROOM AND LIVING ROOM AND HUGE BACKYARD! BEST OF ALL FLOOD INSURANCE IS ASSUMABLE TO NEW OWNER FOR BIG SAVINGS and NO past hurricane damage. From the moment you approach this home you will notice the pride of ownership down to every detail from flooring to paint ,ceiling fans ,doors, bathrooms and much more. Completely remodeled from

  Nicole Smith-Pellegatti RMS ELITE PROPERTIES

  1814 Driftwood Cir S, Oldsmar, FL 34677
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  /56

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft

  302 Patty Dr, Oldsmar, FL 34677

  Welcome to see this beautiful house completely remodeled!!!!! Location Location!!! Location !!!!!This house has extreme quality of luxury materials and quality work and finish in the heart of Oldsmar FL, 3 bedrooms and 2 bathrooms. The property has a new kitchen that we fall in love with to give us the family touch and glamor at the same time of preparing food together, with an original wood

  Eleydi Alvarez Lopez SELLING USA, LLC

  302 Patty Dr, 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

  $450,000

  • 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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  /67

  $450,000

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

  303 National Orange Ave, Oldsmar, FL 34677

  PRICE ADJUSTMENT ON THIS WONDERFUL HOME! 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

  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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  /63

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,416 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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  /56

  $850,000 Open Sun 12AM - 1:45PM

  • 4 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  436 Lafayette Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Must see this 4 bedroom/2.5 bath home with almost 2700 Sq/Ft on one of the highest/majestic lots in downtown Oldsmar! Relax by the wood fireplace with your family in the comfortable living room! Entertain guests, make a fire-pit area, or start your own garden in the expansive backyard with Lanai! Lot is almost a half acre! Fantastic kitchen with

  Dillon Currier CHARLES RUTENBERG REALTY INC

  436 Lafayette Blvd, Oldsmar, FL 34677
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  /48

  $369,990

  • 3 Beds
  • 2 Baths
  • 1,265 Sq Ft

  1912 Castle Bay Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Immaculately remodeled 3 bed 2 bath home located on a cul de sac street for added privacy in the heart of Oldsmar, FL. Step foot into this modern home greeted by beautiful vaulted ceiliings leading into the new quartz kitchen featuring a peninsula design with wood shaker cabinets, quartz countertops, tile backsplash and stainless steel appliances.

  Abimael Ochoa EVRON & MCCARTHY REALTY LLC

  1912 Castle Bay Ct, Oldsmar, FL 34677
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  /75

  $859,990

  • 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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  /37

  $325,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  608 Timber Bay Cir E, Oldsmar, FL 34677

  High & Dry Florida Oasis!This stylish 3-bedroom, 2-bath home complete with an attached garage for added ease—a true gem that's move-in ready and packed with thoughtful upgrades. Set on higher elevation and untouched by recent storms or flooding, this home offers peace of mind year-round. Recent updates include ROOF (2021) with HURRICANE STRAPS, HURRICANE IMPACT PATIO DOORS & (2019), WINDOWS

  Michelle Johnston CHARLES RUTENBERG REALTY INC

  608 Timber Bay Cir E, Oldsmar, FL 34677
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  /51

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  605 Shore Dr E, Oldsmar, FL 34677

  Oversized Lot • Water View • Endless PotentialWelcome to 605 Shore Dr E., a rare opportunity to own a piece of Oldsmar charm with wide-open potential and stunning Tampa Bay views. Situated on an OVERSIZED lot in a golf cart-friendly neighborhood, this 3-bedroom, 1.5-bath block home offers solid bones, a peaceful setting, and a blank canvas for your vision.Enjoy beautiful sunrises

  Steven Mason LPT REALTY, LLC

  605 Shore Dr E, Oldsmar, FL 34677
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  /27

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  413 Country Club Dr, Oldsmar, FL 34677

  Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom home located in the highly desirable community of Oldsmar Country Club Estates. Nestled on a spacious 0.21-acre lot with no HOA, this waterfront property offers the perfect blend of luxury, comfort, and Florida charm. As you approach the home, you’ll be captivated by its beautiful curb appeal, complete with manicured landscaping and

  Julian Jackson LOKATION

  413 Country Club Dr, Oldsmar, FL 34677
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  /69

  $374,900

  • 3 Beds
  • 3 Baths
  • 1,430 Sq Ft

  604 Limetree Dr, Oldsmar, FL 34677

  Welcome to this unique and versatile single-family home with no HOA or CDD fees, located in the heart of Oldsmar, Florida. This home features a total of 3 bedrooms and 3 full bathrooms, all recently remodeled with modern finishes. The kitchen boasts granite countertops and solid wood cabinets, along with newer windows, while the updated bathrooms and living areas provide both comfort and style.

  Gabriel Molinet REALTY BLU

  604 Limetree Dr, Oldsmar, FL 34677
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  /73

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft

  303 Shore Dr W, Oldsmar, FL 34677

  IMPROVED PRICE! BRING ALL OFFERS. WATER VIEWS! On over 1/3 of an Acre of Land! Property took on water during Hurricane Helene. Seller has removed bottom 4 feet of drywall from interior walls. This could be made into your dream home or become an INCREDIBLE INVESTMENT OPPORTUNITY. SOLD AS-IS and PRICED ACCORDINGLY. This solid block 2 Bed, 2 Bath Home, located in Tranquil Oldsmar has it all! Located

  Ena Ebanks FUTURE HOME REALTY INC

  303 Shore Dr W, Oldsmar, FL 34677
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  /24

  $400,000 Open Sat 12PM - 2PM

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

  1811 Hibiscus Ct S, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to 1811 Hibiscus Court South, a charming 4-bedroom, 2-bathroom single-family home located in the heart of Oldsmar within the established Harbor Palms community. Situated on an oversized corner lot at the end of a quiet cul-de-sac, this property offers both privacy and convenience. With 1,638 square feet of living space, this home provides a

  Bogan Stitzel A BETTER LIFE REALTY

  1811 Hibiscus Ct S, Oldsmar, FL 34677
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  /27

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,712 Sq Ft

  800 Saint Petersburg Dr W, Oldsmar, FL 34677

  Discover the perfect blend of space, location, and potential with this hidden gem nestled in the heart of Oldsmar! Situated on over a quarter of an acre, this spacious 4-bedroom, 2-bath home features a large, fenced-in backyard—ideal for outdoor living, pets, or future expansion.Step inside to find a bright, open layout that offers room to breathe and endless possibilities. Whether you're

  Christopher Grasso BHHS FLORIDA PROPERTIES GROUP

  800 Saint Petersburg Dr W, Oldsmar, FL 34677
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  /41

  $398,900

  • 3 Beds
  • 2 Baths
  • 1,142 Sq Ft

  1923 Montego Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. CONCRETE BLOCK HOME | FULLY REMODELED | NEW ROOF, HVAC & FENCE | NO HOA | NO CDD | FLOOD ZONE X500 Welcome to this stunning, move-in ready home in the heart of Oldsmar! This beautifully renovated 3-bedroom, 2-bathroom residence boasts a brand-new roof (2025), new HVAC system (2025), and fully updated interiors. From the elegant kitchen with

  Angie Gomez Salas, PA HOME PRIME REALTY LLC

  1923 Montego Ct, Oldsmar, FL 34677
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  /35

  $359,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  550 Salmon Ct, Oldsmar, FL 34677

  HONEY STOP THE CAR!! This home is a must see! Lovely CORNER LOT property with tons of CURB APPEAL. 2 BR/2 FULL BATH/2 CAR GARAGE home with VAULTED CEILINGS THROUGHOUT. GENEROUSLY SIZED PRIMARY BEDROOM, EN-SUITE BATHROOM WITH DUAL SINKS AND WALK IN CLOSET. UPDATED KITCHEN with GRANITE COUNTERTOPS, PANTRY and DINETTE with BAY WINDOW. Lovely 2nd bedroom, spacious INDOOR LAUNDRY room with 2024

  Amy Mills FUTURE HOME REALTY INC

  550 Salmon Ct, Oldsmar, FL 34677
• 

  

  /48

  $369,900

  • 2 Beds
  • 2.5 Baths
  • 1,360 Sq Ft

  1712 Azalea Ct Unit A, Oldsmar, FL 34677

  Welcome to 1712 Azalea Court A in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or

  Bert Calebro CALEBRO & ASSOCIATES

  1712 Azalea Ct Unit A, Oldsmar, FL 34677
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  /38

  $339,900

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  1712 Azalea Ct Unit B, Oldsmar, FL 34677

  Welcome to 1712 Azalea Court B in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or

  Bert Calebro CALEBRO & ASSOCIATES

  1712 Azalea Ct Unit B, Oldsmar, FL 34677
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  /53

  $599,000 Open Sun 12PM - 2PM

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

  422 Cypress View Dr, Oldsmar, FL 34677

  This Oldsmar home offers a rare combination of privacy, thoughtful upgrades, and an unbeatable location. This 4-bedroom, 2.5-bath home sits on a premium conservation lot with no rear or side neighbors and features a beautiful water view of the large pond just beyond the backyard—creating a peaceful and private retreat surrounded by nature. Inside, the home has been beautifully updated with

  Candice Kelly IAD FLORIDA LLC

  422 Cypress View Dr, Oldsmar, FL 34677
• 

  

  /10

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  402 Evergreen Dr, Oldsmar, FL 34677

  1ST TIME HOMEBUYER MONEY & DOWN PAYMENT ASSISTANCE FUNDS AVAILABLE. YOU MAY QUALIFY. FHA & VA OK. NO NEIGHBORHOOD HOA or CDD, so payments are much lower! Spacious 2BR 2Bath in move in condition with possible Office Flex Room in the rear. AC 2023, new bathroom vanities 2021, new toilets in 2021, new hot water heater 2022, Tile Floors, fairly recent appliances. Roof is 2014. Nice open plan and

  Lauren Bishop KEYSTONE ARBOR REALTY FL LLC

  402 Evergreen Dr, Oldsmar, FL 34677
• 

  

  /43

  $579,900

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  1734 Mapleleaf Blvd, Oldsmar, FL 34677

  Charming Home in the Heart of Oldsmar, FL!Welcome to this beautifully maintained two-story home nestled in one of Oldsmar’s most desirable neighborhoods. Featuring 4 spacious bedrooms and 2.5 bathrooms, this gem offers fresh interior paint throughout, creating a bright and inviting atmosphere.The main floor boasts a living and dining area, perfect for entertaining, along with the

  Brad Brady REALTY ONE GROUP MVP

  1734 Mapleleaf Blvd, Oldsmar, FL 34677
• 

  

  /41

  $696,000

  • 3 Beds
  • 2 Baths
  • 2,792 Sq Ft

  309 Congress St, Oldsmar, FL 34677

  HIGH & DRY, NEVER FLOODED! Don’t miss your chance to own this beautifully renovated like-new home in desirable Oldsmar. With peace of mind upgrades throughout, this elevated property sits high and dry and remained unaffected by the past two hurricanes.Step inside to discover a flexible bonus space that can be used as a second living room, entertainment zone, or home office. Downstairs also

  Melissa Salazar ROBERT SLACK LLC

  309 Congress St, Oldsmar, FL 34677

Showing Results 1 - 40, Page 1 of 2

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

Home Trends in Oldsmar, FL

On average, homes in Oldsmar, FL sell after 52 days on the market compared to the national average of 70 days. The median sale price for homes in Oldsmar, FL over the last 12 months is $365,850, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$365,850

Median Single Family Sale Price

$351,050

Median Townhouse Sale Price

$451,370

Median 2 Bedroom Sale Price

$305,000

Median 1 Bedroom Sale Price

$221,500

Average Price Per Sq Ft

$234

Number of Homes for Sale

28

Last 12 months Home Sales

170

Months of Supply

2.00

Median List Price

$365,500

Median Change From 1st List Price

2%

Median Home Sale Price YoY Change

-4%