Oldsmar, FL Homes for Sale with Garage

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  /57

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 2,452 Sq Ft

  586 Kingsmill Ct, Oldsmar, FL 34677

  Virtually Staged. Welcome to this inviting single-family home in the sought-after Kingsmill neighborhood of East Lake Woodlands—a premier gated community celebrated for its security, lush Florida landscapes, and vibrant lifestyle. Offering 2,453 square feet of living space, this beautifully updated residence features a grand total of three bedrooms, two full bathrooms, and a modernized half bath.

  Susanne Jones REDFIN CORPORATION

  586 Kingsmill Ct, Oldsmar, FL 34677
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  /49

  $695,000

  • 4 Beds
  • 2 Baths
  • 2,442 Sq Ft

  1008 Robinwood Dr, Oldsmar, FL 34677

  This spacious 4-bedroom, 2-bath pool home is situated on a corner lot in the desirable Woods of Forest Lakes. With an expansive living room that features high ceilings and sliding glass doors to the pool area, separate family room, and formal dining area, there's plenty of space for gatherings, game nights, holiday celebrations, or simply spreading out and relaxing. The kitchen is centrally

  Joseph Koebel RE/MAX REALTEC GROUP INC

  1008 Robinwood Dr, Oldsmar, FL 34677
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  /44

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft

  442 Evergreen Dr, Oldsmar, FL 34677

  Welcome to 442 Evergreen Drive, perfectly situated in one of Oldsmar's most desirable neighborhoods! This beautifully maintained residence offers the ideal combination of comfort, style, and Florida charm. Filled with abundant natural light, the spacious interior features a thoughtfully designed floor plan that seamlessly blends everyday living with effortless entertaining. Step outside and

  Sheri Boesch EXP REALTY LLC

  442 Evergreen Dr, Oldsmar, FL 34677
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  /73

  $1,280,000

  $19K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,624 Sq Ft

  375 Wellington Ave, Oldsmar, FL 34677

  Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite

  Jenny Neumeyer KELLER WILLIAMS REALTY- PALM HARBOR

  375 Wellington Ave, Oldsmar, FL 34677
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  /23

  $899,000

  New Construction $151K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  403 Park Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to 403 Park Blvd, a brand-new 2025 luxury residence offering elevated one-level living in the heart of Tampa Bay. Set at a secure 12’ elevation and built with concrete block construction, full impact-rated windows & doors, spray foam insulation, this home delivers the peace of mind discerning buyers expect in Florida. Inside, you’ll find 10’

  Angela Bui REALTY ONE GROUP SUNSHINE

  403 Park Blvd, Oldsmar, FL 34677
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  /2

  Price To Be Determined

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,259 Sq Ft

  Tenor Plan at Odeon Square, Oldsmar, FL 34677

  The Tenor is an elegant three-story townhome that combines spacious living, modern design, and exceptional flexibility to fit today’s lifestyle. Thoughtfully designed with open-concept gathering spaces, private bedroom retreats, and versatile bonus areas, the Tenor offers the perfect balance of comfort, convenience, and contemporary style.The first floor welcomes you with a charming covered

  DRB Homes Builder

  504 St Petersburg Dr St E Unit 40570349, 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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  /84

  $1,499,900

  • 5 Beds
  • 4.5 Baths
  • 4,172 Sq Ft

  50 Willowood Ln, Oldsmar, FL 34677

  **4 Bedrooms + Office + Flex Room (Potential 6th Bedroom) | Private Entrance to Flex Space | 4.5 Baths | Massive Upstairs Loft | Wet Bar in Family Room | Nearly 2,000 SF Screened Pool & Lanai Area | Full Pool Bath | Gated East Lake Woodlands Community | Minutes to Beaches, Airports, Shopping & Dining** Rarely does a home offer this level of space, flexibility, and privacy in Deerpath, in the

  Melissa Pranzo REAL BROKER, LLC

  50 Willowood Ln, Oldsmar, FL 34677
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  $1,150,000

  Open Sun 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 3,237 Sq Ft

  2055 Diamond Ct, Oldsmar, FL 34677

  Welcome to 2055 Diamond Court, an exceptional residence located in the highly sought after guard gated community of Eastlake Woodlands. Situated on a rare trifecta lot with views of the pond, conservation and the golf course. Updated well-appointed home with 3 spacious bedrooms and a dedicated office that could also be an exercise or nursery room. A circular drive leads to the portico entrance.

  Debra Gross BHHS FLORIDA PROPERTIES GROUP

  2055 Diamond Ct, Oldsmar, FL 34677
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  /37

  $439,000

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

  1811 Forest Dr, Oldsmar, FL 34677

  Nestled in the heart of Oldsmar, this location offers the perfect blend of small-town charm, outdoor recreation, and everyday convenience that makes living in Harbor Palms so desirable. Situated HIGH AND DRY with NO history of flooding, residents enjoy being just minutes from the waterfront parks and trails along Tampa Bay, including R.E. Olds Park, Veterans Memorial Park, and the scenic Upper

  Tiana Lake MAVREALTY

  1811 Forest Dr, Oldsmar, FL 34677
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  /45

  $550,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft

  219 Bay Arbor Blvd, Oldsmar, FL 34677

  Mrs. Clean lived here!! This beautiful home is ready for its new owners! Vaulted ceilings and an open floorplan welcome you as you step inside. The Living Room is HUGE, a wonderful place for family gatherings and entertaining for holidays and parties. The large Kitchen opens up to the Living Room for an expansion on entertaining space, featuring solid wood cabinets, matching Stainless Steel

  Jessica Jurek COASTAL PROPERTIES GROUP INTERNATIONAL

  219 Bay Arbor Blvd, Oldsmar, FL 34677
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  /32

  $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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  /34

  $359,900

  $20K PRICE DROP

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

  1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677

  Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and

  Julio Vasquez CHARLES RUTENBERG REALTY INC

  1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677
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  /65

  $584,900

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft

  438 Lafayette Blvd, Oldsmar, FL 34677

  Beautiful Custom-built home is situated on 1⁄2 acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a

  Luigi Kalaj RE/MAX REALTEC GROUP INC

  438 Lafayette Blvd, Oldsmar, FL 34677
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  /80

  $429,000

  $20K 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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  /27

  $165,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  278 Pelican Dr N, Oldsmar, FL 34677

  Don't miss this desirable and very active community of Gull-Aire Village! This is one of the most highly sought-after 55+ communities in Pinellas County. With HOA fees at only $60/mo and the ability to rent out your home after only 1 year of ownership, the possibilities are endless. This home includes a rare LARGE GARAGE! You own your own land. The owner has just replaced the range and

  Jon Dant RE/MAX ACTION FIRST OF FLORIDA

  278 Pelican Dr N, Oldsmar, FL 34677
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  /17

  $220,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,024 Sq Ft

  2034 Montego Ct, Oldsmar, FL 34677

  Charming and low-maintenance 1-bedroom, 1-bath home tucked away on a quiet cul-de-sac in the highly desirable East Lake/Oldsmar area. This cozy residence offers an open and functional layout filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The living space flows seamlessly into the kitchen, which features ample cabinetry and workspace—perfect for

  Jerry Hills RE/MAX ELITE REALTY

  2034 Montego Ct, 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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  /31

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1224 Clays Trail, Oldsmar, FL 34677

  INCREDIBLE GOLF COUSE VIEW CERTIFIED PRE-OWNED HOME IN DESIREABLE COMMUNITY OF EAST LAKE WOODLANDS ! This is a Certified Pre-Owned Home -- and that changes everything. Before you ever make an offer, a licensed home inspector has already been through this home top to bottom. You get the full report at no cost it feature a 2022 water Heater, 2024 HVAC. No surprises. No guessing. Just confidence.

  Yamil Winn YOUR HOME SOLD GUARANTEED REALTY

  1224 Clays Trail, Oldsmar, FL 34677
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  /43

  $400,000

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

  2013 Sunset Wind Loop, Oldsmar, FL 34677

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the heart of Oldsmar! Built in 2019, this move-in ready home offers the perfect blend of modern style, comfort, and low-maintenance living. The open-concept floorplan features a spacious living and dining area that flows seamlessly into the kitchen, complete with oversized counters ideal for entertaining, meal prep, and

  Nicole Chin KELLER WILLIAMS TAMPA CENTRAL

  2013 Sunset Wind Loop, Oldsmar, FL 34677
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  /35

  $699,000

  $31K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,290 Sq Ft

  2456 Appaloosa Trail, Palm Harbor, FL 34685

  Location, Location, Location says it all. This large 4 bedroom, 3 bath Executive waterfront pool home in the much desired Bridlewood subdivision is waiting for you. Relax in the Solar heated pool as you look out over the peaceful waters of the pond. Fenced in back yard to keep your little ones from wandering off. Lots of room for your autos and toys in the 3 car garage and large driveway. Kitchen

  Frank George CHARLES RUTENBERG REALTY INC

  2456 Appaloosa Trail, Palm Harbor, FL 34685
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  /53

  $685,000

  $15K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,839 Sq Ft

  3421 Brian Rd S, Palm Harbor, FL 34685

  Honey, Stop the Car!! This beautifully updated 5-bedroom, 3-bath home offers over 2,800 square feet of thoughtfully designed living space, blending modern upgrades with timeless character.Step inside to find a spacious layout with zoned comfort in mind, featuring a Trane AC system dedicated to the bedrooms and a brand-new 2025 Daikin heat pump serving the downstairs living areas and front

  Amy Garzaro CHARLES RUTENBERG REALTY INC

  3421 Brian Rd S, Palm Harbor, FL 34685
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  /100

  $1,499,000

  New Construction $50K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,433 Sq Ft

  3426 Channelside Ct, Safety Harbor, FL 34695

  GORGEOUS BRAND NEW HOUSE THAT WAS DESIGNED AND BUILT BY THE OWNERS WITH EXCEPTIONAL ATTENTION TO DETAILS. THEY BUILT THE HOME AS IF THEY WERE BUILDING IT FOR THEMSELVES. FROM THE COLOR CHANGING, HEATING FIREPLACE, TO THE HIGH TECH SMART TOILETS AND MIRRORS, TO THE PHENOMENAL WATERFALL QUARTZITE KITCHEN ISLAND WITH BACKLIGHTING, THIS HOME IS SURE TO PLEASE THE FUSSIEST OF BUYERS. THERE IS A

  Pamela Ryan Anderson PAM RYAN REALTY INC

  3426 Channelside Ct, Safety Harbor, FL 34695

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