Oldsmar, FL Homes for Sale

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  /22

  $365,000 Open Sat 2PM - 3PM

  • 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

  (656) 240-4710

  106 Cutlass Way, Oldsmar, FL 34677
• Explore Oldsmar

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  /34

  $1,475,000

  • 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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  /49

  $200,000

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

  219 Caryl Way Unit 219, Oldsmar, FL 34677

  Experience resort style living in this beautifully updated 2-bed, 2-bath, 1,094 sq ft condo in the gated East Lake Woodlands community. Fresh paint, new carpet, and serene second-floor views set the tone for a move-in-ready retreat. Inside, the home offers exceptional storage with pull-out kitchen drawers, a pantry, abundant cabinetry, a pull-out spice rack, multiple closets, and a spacious

  

  John Blaeser

  BHHS FLORIDA PROPERTIES GROUP

  (656) 202-3822

  219 Caryl Way Unit 219, Oldsmar, FL 34677
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  /42

  $1,155,000

  • 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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  /100

  $945,000

  • 5 Beds
  • 3.5 Baths
  • 3,140 Sq Ft

  1471 Briargrove Way, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Live the Florida lifestyle in the gated Aberdeen enclave of East Lake Woodlands with this elegant Arthur Rutenberg-built executive home. Located in one of Oldsmar’s most desirable golf and country club communities, this timeless Belleair split floor plan offers 3,140 square feet of thoughtfully designed living space. The home features five bedrooms,

  

  Eric Timmons

  KELLER WILLIAMS REALTY- PALM H

  (656) 232-3080

  1471 Briargrove Way, Oldsmar, FL 34677
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  /52

  $399,999

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  370 S Woodlands Dr, Oldsmar, FL 34677

  Virtually Staged some photos. Price Reduction!! Seller offering a $5,000 credit towards buyers closing costs. Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course

  

  Michele Davis

  27NORTH REALTY

  (813) 536-4186

  370 S Woodlands Dr, Oldsmar, FL 34677
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  /47

  $700,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 2,930 Sq Ft

  602 Dartmouth Ave E, Oldsmar, FL 34677

  Reduced price - exceptional value! Welcome to this spacious 5 bedroom, 3.5 bathroom home offering nearly 3,000 square feet of living space in the heart of highly desirable Oldsmar. Built in 2007, this contemporary two-story residence combines modern updates with timeless design, close to waterfront parks, playgrounds, trails, sports courts, dog parks, a fishing pier, and a public boat ramp. The

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 216-2592

  602 Dartmouth Ave E, Oldsmar, FL 34677
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  /36

  $249,900

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

  145 Blue Marlin Dr, Oldsmar, FL 34677

  The Time is NOW to own your place in the Florida sun. This spacious, 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

  

  Jamie Everett

  FUTURE HOME REALTY INC

  (813) 733-6871

  145 Blue Marlin Dr, Oldsmar, FL 34677
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  /37

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,133 Sq Ft

  313 Congress St, Oldsmar, FL 34677

  Charming, Move-In Ready Home — Never Flooded, Beautifully Updated, and Priced to Sell!Welcome to 313 Congress St — a hidden gem that combines modern updates with timeless Florida charm. This lovingly maintained 3-bedroom, 2-bath home has been thoughtfully cared for and upgraded throughout, offering true peace of mind for its next owner.Enjoy major improvements where it matters most: a new

  

  Jessica Christianson

  EXP REALTY LLC

  (656) 223-6662

  313 Congress St, Oldsmar, FL 34677
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  /41

  $799,000

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

  205 Bengal Cir, Oldsmar, FL 34677

  OWNER MOTIVATED!! HIGH AND DRY! Elevation certificate available. Backing up to a nature preserve, this 4 bedroom, 3 bathroom home on a private cul-de-sac boasts over 2,733 square feet of extremely practical living space. The build quality on this home is superior and is perfect for owners to truly enjoy the Florida lifestyle – modern TILE flooring throughout the first floor, 10+ foot ceilings on

  

  Madison Allen

  HOMERUN REALTY

  (656) 240-4502

  205 Bengal Cir, Oldsmar, FL 34677
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  /66

  $1,380,000

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

  372 Coco Plum Ct, Oldsmar, FL 34677

  Positioned on one of the most coveted lots within the gated Estuary of Mobbly Bay, this distinguished residence marries scale, sophistication, and an inviting warmth, all enhanced by a comprehensive interior renovation and a thoughtfully re-envisioned first floor. The home offers 5 bedrooms, a private office, an upstairs bonus room, 4 full baths, and a 3-car garage, with wide-plank wood-look tile

  

  Stephen Gay

  SMITH & ASSOCIATES REAL ESTATE

  (656) 213-4323

  372 Coco Plum Ct, Oldsmar, FL 34677
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  /16

  $299,900

  • Land
  • 1.13 Acres
  • $265,398 per Acre

  0 Strathmore Ave, Oldsmar, FL 34677

  Discover a rare opportunity to own a sought-after 1.13-acre vacant lot in the heart of Oldsmar! Tucked away in a quiet, established neighborhood, this oversized parcel offers the perfect canvas to build your dream home—with **no HOA restrictions** holding you back. Large lots like this are incredibly hard to find in Oldsmar, especially in such a prime location. What truly sets this property

  

  Steve Capen

  COLDWELL BANKER REALTY

  (656) 228-1955

  0 Strathmore Ave, Oldsmar, FL 34677
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  /59

  $249,999

  • 2 Beds
  • 2.5 Baths
  • 1,285 Sq Ft

  1718 Azalea Ct Unit B, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. NO HOA! MARVELOUS WATER VIEW FROM YOUR BALCONY! Beautiful 2BR 2.5BA two-story townhouse in Oldsmar, FL. Master bedroom has French doors that open to a wonderful water view right in your backyard....enjoy the view of two lakes and a creek with stunning wildlife! Best of all, you get to rest assured that your property is high and dry, NO WATER

  

  Daniel Hut

  HUT REALTY, LLC

  (656) 235-3010

  1718 Azalea Ct Unit B, Oldsmar, FL 34677
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  /6

  $1,598,000

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

  406 Shore Dr W, Oldsmar, FL 34677

  Get away from the cold and come see this Coastal Elegance in Oldsmar, FL Welcome 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 anunparalleled blend of modern finishes, airy open spaces, and serene waterfront views. Step inside to discover a

  

  Jay Powell

  KELLER WILLIAMS TAMPA CENTRAL

  (656) 226-9876

  406 Shore Dr W, Oldsmar, FL 34677
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  /11

  $325,000

  • Land
  • 0.35 Acre
  • $928,571 per Acre

  505 Federal St, Oldsmar, FL 34677

  Home Sites Available in Oldsmar, FL! Own a piece of prime real estate in the highly sought-after location of downtown Oldsmar, FL located halfway between Tampa Bay and Pinellas county beaches. This home site offers a fantastic opportunity for investors and homeowners to build their dream residences in a desirable area on a quiet and peaceful dead end street. This oversized 100x150 home site is

  

  John Blaeser

  BHHS FLORIDA PROPERTIES GROUP

  (813) 565-9394

  505 Federal St, Oldsmar, FL 34677
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  /35

  $1,199,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  401 Park Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the perfect blend of luxury and location at 401 Park Blvd, Oldsmar. This brand-new 2025 custom home combines hurricane-resilient construction with modern elegance—all just minutes from Tampa’s vibrant downtown, world-class beaches, and waterfront parks. Set on a quiet street in the beautiful

  

  Jessica Scialletti

  URBAN REAL ESTATE US

  (656) 206-4011

  401 Park Blvd, Oldsmar, FL 34677
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  /61

  $1,190,000

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  804 Charles Blvd, Oldsmar, FL 34677

  “Tranquil Tampa Bay Waterfront Home Featuring Panoramic Views & Luxury Finishes” .High & Dry and not affected by any Storms. Discover a rare waterfront sanctuary on Tampa Bay in Oldsmar’s exclusive Bay’s End community. This immaculate, move-in ready single-story custom home offers 4 bedrooms, 3 bathrooms, an oversized 3-car garage, Plus an elegant circular driveway offering extra parking. Perfect

  Warren Ring RE/MAX ALLIANCE GROUP

  804 Charles Blvd, Oldsmar, FL 34677
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  /49

  $299,000

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

  1203 Clays Trail Unit 406, Oldsmar, FL 34677

  OUTSTANDING BLACK FRIDAY/CYBER MONDAY PRICING!! 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake Woodlands. This spacious 2bed/2bath condo has it all to include a 1 car garage and a fantastic layout. As you enter the condo there are stairs that take you up to the living area that features a beautiful kitchen in the center of the condo with a large living room to the

  John Bailey Jr BHHS FLORIDA PROPERTIES GROUP

  1203 Clays Trail Unit 406, Oldsmar, FL 34677
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  /32

  $245,000

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

  273 Countryside Key Blvd, Oldsmar, FL 34677

  MOTIVATED SELLER – offering $5,000 toward your choice of ONE YEAR of HOA fees, closing costs, or a loan rate buydown! Welcome home to this beautifully maintained MOVE-IN READY 2-bedroom, 2.5-bath townhome in the desirable gated community of Countryside Key! With 1,110 sq. ft. of comfortable living space plus an enclosed 75 sq. ft. patio, this home offers both style and practicality—perfect for

  Sharanne Rothenbucher KELLER WILLIAMS TAMPA PROP.

  273 Countryside Key Blvd, Oldsmar, FL 34677
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  /41

  $184,900

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

  110 W Cypress Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to your sanctuary nestled in a gated golf community of East Lake Woodlands. This beautifully updated upstairs 2-bedroom, 2-bathroom is only steps away from the community heated pool and offers both comfort and convenience. The interior features stylish and modern updates that include laminate flooring, providing a comfortable and

  Roger Fruits HOMEFRONT REALTY

  110 W Cypress Ct, Oldsmar, FL 34677
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  /48

  $565,000

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

  163 Brent Cir, Oldsmar, FL 34677

  ** Deeded Boat Slip with Lift **Nestled in a serene, small gated community, this exquisite waterfront townhouse offers the perfect blend of luxury and tranquility. Located in the heart of Oldsmar, this home is a boater's paradise, complete with a deeded boat slip with a newer lift, for direct access to the pristine waters of Old Tampa Bay. Take the bike trail to Safety Harbor - or follow along

  Shana Story COMPASS FLORIDA LLC

  163 Brent Cir, Oldsmar, FL 34677
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  /13

  $499,000

  • 4 Beds
  • 3 Baths
  • 2,587 Sq Ft

  2101 Sunset Wind Loop, Oldsmar, FL 34677

  Stunning 2019 Built Townhouse – 4 Bed / 3 Bath in Gated Community w/ Resort-Style AmenitiesDiscover modern Florida living in this pristine 2019-built townhouse, ideally situated in a secure, gated community. Featuring 4 spacious bedrooms and 3 full bathrooms, this home delivers comfort and convenience for families or professionals alike. The master suite along with generous secondary bedrooms

  Nisim Korkus HIGHLIGHT REALTY CORP/LW

  2101 Sunset Wind Loop, Oldsmar, FL 34677
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  /32

  $179,000

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

  105 Palmetto Ct, Oldsmar, FL 34677

  Just what you have been waiting for....! FIRST floor, pet friendly (up to 40 pounds), condo located in Cypress Estates III of the popular gated community of East Lake Woodlands Country Club, a community that has been designed to enhance your lifestyle. Direct entrance takes you to open views of the dining and living room area out thru the sliding doors to your screened lanai overlooking a park

  Karen Sewell CHARLES RUTENBERG REALTY INC

  105 Palmetto Ct, Oldsmar, FL 34677
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  /20

  $225,000

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

  113 Nina Way, Oldsmar, FL 34677

  Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz

  Joseph Courey BRICK HOUSE REALTY SERVICES

  113 Nina Way, Oldsmar, FL 34677
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  /18

  $480,000

  • 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 likely tear-downs, not fixer-uppers. The roofs are compromised. The

  Realtor Joann JOHN PARVIN

  508 Dartmouth Ave E, 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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  /35

  $199,000

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft

  222 Woodlake Wynde Unit 22, Oldsmar, FL 34677

  Step into this stylish condo featuring beautiful wood flooring, granite countertops, and classic wood cabinets. Cozy up to the electric fireplace or take in the must-see lake view right from your living space. Newer A/C 2024 to keep thigs cool, water heater 2010. Heated community pool just steps away. All of this just minutes from shopping, restaurants, and entertainment. Perfect blend of

  Rachel Mascara COLDWELL BANKER REALTY

  222 Woodlake Wynde Unit 22, Oldsmar, FL 34677
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  /63

  $599,999

  • 4 Beds
  • 3 Baths
  • 2,492 Sq Ft

  4858 Augusta Ave, Oldsmar, FL 34677

  Welcome to this beautifully appointed residence located in one of the area’s most sought-after golf course communities. Designed for everyday comfort, this home showcases expansive living spaces, curb appealSome photos have been virtually staged to help you envision the full potential of each room.Step inside to discover bright, open-concept living with generous room sizes, ideal for

  Andrew Kapinos COLDWELL BANKER REALTY

  4858 Augusta Ave, Oldsmar, FL 34677
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  /79

  $759,900

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft

  1384 Forestedge Blvd, Oldsmar, FL 34677

  Stunning 4BR/2.5BA pool home on an oversized lot in the gated East Lake Woodlands – Aberdeen community. This airy single-story residence offers over 2,800 sq ft with soaring ceilings, open floorplan, and abundant natural light. The spacious primary suite features private access to the patio, and in the bathroom you will find a walk-in closet, dual vanities, beautiful clawfoot tub, and separate

  Jim Steele BHHS FLORIDA PROPERTIES GROUP

  1384 Forestedge Blvd, Oldsmar, FL 34677
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  /72

  $615,000

  • 5 Beds
  • 2.5 Baths
  • 2,827 Sq Ft

  395 Wingate Cir, Oldsmar, FL 34677

  Picture Perfect Bay Arbor, a Gated Community in Oldsmar just off Tampa Rd. Enjoy the natural surroundings, abundant with wildlife and offering a Community Pool & Playground. Pull up to your double door 3 Car Garage and Paver Driveway with Paver Path to the front porch. The foyer immediately opens up to high ceilings, abundant with natural light. A first floor Laundry Room and oversized living

  Joseph Torres STOFEL & ASSOCIATES REALTY

  395 Wingate Cir, Oldsmar, FL 34677
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  /54

  $479,900

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

  2007 Palm Key Ave, Oldsmar, FL 34677

  Waterfront Living at Its Finest!Step into the pinnacle of waterfront living with this stunning 3-bedroom, 2.5-bath townhome overlooking the shimmering expanse of Tampa Bay. Built in 2018 and impeccably upgraded, this modern coastal retreat blends luxury, comfort, and high-end design within a beautiful gated community packed with resort-style amenities. Enter into a spacious open-concept

  Serina Konomos BHHS FLORIDA PROPERTIES GROUP

  2007 Palm Key Ave, Oldsmar, FL 34677
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  /86

  $659,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft

  380 Rosalind Ln, Oldsmar, FL 34677

  Beautifully renovated 3-bedroom, 2.5-bath home located in a quiet gated community on a peaceful cul-de-sac street backing to a conservation area. This two-story residence features a spacious loft upstairs, perfect for an office or family room. The home boasts modern finishes, including porcelain tile throughout the main level and vinyl flooring on the second floor. The Roof was fully replaced in

  Mina Khalil FDI REALTY

  380 Rosalind Ln, Oldsmar, FL 34677
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  /25

  $435,000

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

  814 Satinleaf Ave, Oldsmar, FL 34677

  Nestled on a quiet cul-de-sac in the Manors of Forest Lakes, this charming single-family home features a desirable split floorplan with 3 bedrooms and 2 baths, including a spacious primary suite with a large walk-in closet and private ensuite bathroom. Fresh interior paint and brand-new luxury vinyl flooring create a clean, inviting feel throughout. A versatile bonus great room offers added

  Becki Joyal CENTURY 21 INTEGRA

  814 Satinleaf Ave, Oldsmar, FL 34677
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  /31

  $410,000

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

  271 Hemingway Dr, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with private garage, perfectly set in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading to a sunroom, expanding your living area

  Marcy Daniels COLDWELL BANKER REALTY

  271 Hemingway Dr, Oldsmar, FL 34677
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  /15

  $359,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1223 Clays Trail, Oldsmar, FL 34677

  This property is one of a kind and the seller is motivated! This spacious 2600 square foot, 4 bedrooms, 2.5 bath, 1 car garage townhome is located in the very popular, highly sought after Eastlake Woodlands Golf and Country Club community. With an open floor plan, custom lighting in the great room, and double master bedrooms,-one on each floor with bay windows and plantation blinds, this

  Stephen Hachey REALTY OF RIVERVIEW LLC

  1223 Clays Trail, Oldsmar, FL 34677
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  /42

  $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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  /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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  /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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  /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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  /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

Showing Results 1 - 40, Page 1 of 5

Why Live in Oldsmar

Oldsmar, Florida, is a small town between downtown Tampa and Clearwater, offering waterfront living in the heart of Tampa Bay. With a population of around 13,600, Oldsmar maintains a homey atmosphere while providing convenient access to nearby cities. The town boasts an impressive parks system, dedicating about 40% of its land to parks and preserves, including the ten-mile Oldsmar Trail that winds through eight parks, offering scenic views of marsh ecosystems and coastal landscapes. Notable parks include R.E. Olds Park, Veterans Memorial Park, and Mobbly Bayou Beach Park. The Oldsmar Flea Market, touted as the largest in the south, operates from Wednesday to Sunday, while annual events like Oldsmar Days and Nights and Oktoberfest bring the community together with live music and classic car shows.

Education in Oldsmar is served by Pinellas County Schools, recognized as the best school district in the Tampa area. Palm Harbor University High School, located eight miles northwest, is highly rated, particularly for its STEM programs. The town features a mix of housing styles, including ranch-style homes, craftsman builds, and luxurious waterfront condos. Real estate in Oldsmar typically sells quickly, with homes averaging 38 days on the market.

Local attractions include Tampa Bay Downs, a thoroughbred horse racing track, and HorsePower, a nonprofit farm and animal sanctuary. Empower Adventures Tampa Bay offers ziplining and aerial obstacle courses, while the Tampa Bay Skating Academy provides figure skating and hockey lessons. Oldsmar is safer than the national average, with low violent crime rates, though the southern part of town faces flood risks.

Learn more about living in Oldsmar

Frequently Asked Questions

What is the average home price in Oldsmar, FL?

Homes for sale in Oldsmar, FL have an average home price of $514,875.

Are home prices dropping in Oldsmar?

Yes, home prices in Oldsmar are down 2% in the last 12 months.

How many homes have sold over the last 12 months in Oldsmar, FL?

394 homes have sold in Oldsmar, FL over the last 12 months.

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

The most popular zip codes in Oldsmar, FL include 34677, 34695, 34684, 33761 and 33635.

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

The median home price in Oldsmar is $400,000. If you put a 20% down payment of $80,000 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $1,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $84K a year to afford the median home price in Oldsmar. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Oldsmar, FL?

Oldsmar, FL has highly rated public and private schools. Some of the best schools in Oldsmar based on Niche Grades are Bryant Elementary School, Espiritu Santo Catholic School and Safety Harbor Elementary School. Browse all the schools in Oldsmar, FL to learn more.

Home Trends in Oldsmar, FL

On average, homes in Oldsmar, FL sell after 67 days on the market compared to the national average of 53 days. The median sale price for homes in Oldsmar, FL over the last 12 months is $375,000, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$375,000

Median Single Family Sale Price

$522,500

Median Townhouse Sale Price

$397,000

Median 2 Bedroom Sale Price

$200,000

Median 1 Bedroom Sale Price

$148,500

Average Price Per Sq Ft

$254

Number of Homes for Sale

133

Last 12 months Home Sales

394

Months of Supply

4.10

Median List Price

$400,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

-4%