Oldsmar, FL Homes for Sale with Garage

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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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  /57

  $584,900

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  4951 Augusta Ave, Oldsmar, FL 34677

  Virtually Staged. Welcome to 4951 Augusta Avenue, a spacious two-story pool home situated on a desirable corner lot in the gated East Lake Woodlands community. Offering approximately 2,316 square feet, this well-maintained residence features 3 bedrooms, 2.5 bathrooms, a versatile upstairs loft, a formal living room, and a 2-car garage. A grand two-story entrance welcomes you into a bright

  Ramy Nassief INFINITY REALTY & INVESTMENT

  4951 Augusta Ave, Oldsmar, FL 34677
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  /29

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  353 Bay Arbor Blvd, Oldsmar, FL 34677

  MOVE-IN READY in the gated Bay Arbor community of Oldsmar! This beautifully updated 3-bedroom, 2-bath home is ready for its new owners. Major improvements have already been taken care of, including a brand-new roof, screened patio and fresh interior and exterior paint, allowing you to move in and enjoy from day one. The desirable split-bedroom floor plan offers privacy and an easy flow for

  Natalie Spencer TAM BAY REALTY LLC

  353 Bay Arbor Blvd, Oldsmar, FL 34677
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  /24

  $489,000

  • 4 Beds
  • 2 Baths

  311 Country Club Dr, Oldsmar, FL 34677

  Completely renovated property, new roof 2026, new A/C 2026, new electricity system and water heater 2026, costume made chicken and bathrooms, 4 Bedrooms 2 Bathrooms plus den; 1,732 SqFt; Lot size 9,788 SqFt You deserve a quality home that you can shape to fit your personality. And here it is. Invite your family and friends for quality time in a home that reflects your spirit. The living space's

  Elina Lopez Elimar Realty Inc

  311 Country Club Dr, Oldsmar, FL 34677
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  /94

  $830,700

  • 4 Beds
  • 3 Baths
  • 2,736 Sq Ft

  1723 Captiva Dr, Oldsmar, FL 34677

  Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor

  Belinda Bishop COASTAL PROPERTIES GROUP INTERNATIONAL

  1723 Captiva Dr, Oldsmar, FL 34677
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  /80

  $419,000

  $30K PRICE DROP

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

  347 Country Club Dr, Oldsmar, FL 34677

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

  Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

  347 Country Club Dr, Oldsmar, FL 34677
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  /43

  $310,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  650 Timber Bay Cir W, Oldsmar, FL 34677

  HIGH AND DRY! NEVER FLOODED. CHARMING 3 bed, 1 bath impeccable home in downtown Oldsmar area. NEW interior doors, NEW stove, NEW baseboards, NEW bathroom vanity, lighting, mirror,, NEW remote control ceiling fans with lights, NEW carriage lights (front and back) NEW GFCI outlets, NEW paint interior, exterior, NEW paint garage, patio, NEWER windows and slider with integral blinds (2023, 2026), HWH

  Ginger Tatarzewski FUTURE HOME REALTY INC

  650 Timber Bay Cir W, Oldsmar, FL 34677
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  /17

  $214,900

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,024 Sq Ft

  2034 Montego Ct, Oldsmar, FL 34677

  Welcome to this spacious 1,028 sq ft villa in the desirable Bayside Meadows community of Oldsmar. This beautifully updated home offers the comfort and privacy of villa living with a one-car garage, fenced backyard, and screened lanai—perfect for enjoying Florida’s year-round outdoor lifestyle.The thoughtfully designed interior features a kitchen overlooking the living area, a cozy

  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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  /75

  $698,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,584 Sq Ft

  80 Foxfire Ln, Oldsmar, FL 34677

  Tucked away in the highly desirable gated community of East Lake Woodlands, this one-of-a-kind 4-bedroom, 2-bath waterfront retreat offers a rare opportunity to experience the timeless beauty of Old Florida. With an extraordinary 180-degree view of lush natural surroundings and a tranquil waterway, this private setting feels like a world of its own—where trees, abundant wildlife, and peaceful

  Stephanie Hensley RE/MAX REALTEC GROUP INC

  80 Foxfire Ln, Oldsmar, FL 34677
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  /24

  $259,900

  $70K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  704 Lemonwood Dr, Oldsmar, FL 34677

  Investor special with exceptional upside! This concrete block 2-bedroom, 2-bath, 2-car garage home is priced to sell and offers outstanding renovation potential. Situated on a nicely sized lot with beautiful lake views and no rear neighbors, the fully fenced backyard has plenty of room for a pool. The home has an updated electrical panel. The HVAC system was updated in 2019. The roof was last

  Johnny Mead DALTON WADE INC

  704 Lemonwood Dr, Oldsmar, FL 34677
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  /36

  $375,000

  $25K PRICE DROP

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

  2013 Sunset Wind Loop, Oldsmar, FL 34677

  NEW PRICE — Exceptional value in one of Oldsmar’s most desirable gated communities! Now offered at $375,000, this beautifully maintained 3-bedroom, 2.5-bath townhome in Bayside Terrace delivers modern, low-maintenance living just minutes from the waterfront charm of Safety Harbor.Built in 2019, the home features a bright, open-concept layout designed for both everyday living and

  Nicole Chin KELLER WILLIAMS TAMPA CENTRAL

  2013 Sunset Wind Loop, Oldsmar, FL 34677
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  /34

  $437,500

  $20K PRICE DROP

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

  1309 Sunset Wind Loop, Oldsmar, FL 34677

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

  Anabel Ottersbach DALTON WADE INC

  1309 Sunset Wind Loop, Oldsmar, FL 34677
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  /53

  $899,990

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,477 Sq Ft

  7872 Marsh Pointe Dr, Tampa, FL 33635

  Nestled within the exclusive gated community of Marsh Pointe along the shores of Old Tampa Bay, this beautifully appointed 4-bedroom, 3-bath residence offers 2,477 square feet of refined living on an oversized homesite in one of Tampa’s most private and sought-after enclaves.Set well back from the road and surrounded by lush preserve views, this exceptional property offers a rare combination

  Charlie D'Amico FLORIDA HOME STYLE REAL ESTATE

  7872 Marsh Pointe Dr, Tampa, FL 33635
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  /95

  $1,349,900

  New Construction $50K PRICE DROP

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

  3426 Channelside Ct, Safety Harbor, FL 34695

  Virtually Staged. Welcome to one of Pinellas County’s most exceptional values in luxury new construction. Completed in 2025 and never occupied, this extraordinary waterfront pool home combines timeless architecture, impeccable craftsmanship, and designer finishes typically found in homes at a substantially higher price point. Situated on an oversized waterfront homesite, enjoy breathtaking

  John LaRocca FUTURE HOME REALTY INC

  3426 Channelside Ct, Safety Harbor, FL 34695

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