Oldsmar, FL 2-Story Homes for Sale

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  $259,900

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  250 Woods Landing Trail, Oldsmar, FL 34677

  Welcome to the beautiful, gated community of East Lake Woodlands! This move-in ready townhome offers the perfect blend of comfort and convenience with maintenance-free living. Step into this updated 2-bedroom, 2.5-bath home, filled with natural light and overlooking a private back patio with a tranquil pond. Enjoy observing wildlife from your secluded screened-in porch, with visits from deer to

  Sheila Calistri COMPASS FLORIDA LLC

  250 Woods Landing Trail, Oldsmar, FL 34677
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  /36

  $525,000

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

  2101 Sunset Wind Loop, Oldsmar, FL 34677

  Welcome to 2101 Sunset Wind Loop – A Beautifully Maintained Townhome in the Heart of Oldsmar!Located in the highly desirable community of Hayes Park Village, this charming 4-bedroom, 3-bathroom townhome combines comfort, convenience, and modern style. Built in 2019, this light and bright end-unit features an open-concept layout, perfect for both everyday living and

  Jay Chavez EXP REALTY LLC

  2101 Sunset Wind Loop, Oldsmar, FL 34677
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  /60

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  180 Lakeview Way Unit 180, Oldsmar, FL 34677

  Whether you're looking for a vacation home or

  Donna Blackstone BHHS FLORIDA PROPERTIES GROUP

  180 Lakeview Way Unit 180, Oldsmar, FL 34677
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  /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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  $245,000

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

  367 Countryside Key Blvd, Oldsmar, FL 34677

  Spotted: Move-in ready townhome in Oldsmar. Inside the gates of pet-friendly Countryside Key, this home serves both style and security. Storm-tested and fully updated, it flaunts an open-concept first floor made for hosting, while upstairs shows off spacious bedrooms with vaulted ceilings. And the kitchen? BRAND NEW in 2024, dripping in stainless steel, modern finishes, and clever storage—plus a

  Stephanie Quarles BHHS FLORIDA PROPERTIES GROUP

  367 Countryside Key Blvd, Oldsmar, FL 34677
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  /43

  $549,900

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

  1734 Mapleleaf Blvd, Oldsmar, FL 34677

  Price Adjustment!!! 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

  Brad Brady REALTY ONE GROUP MVP

  1734 Mapleleaf Blvd, Oldsmar, FL 34677
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  /29

  $256,000

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  214 Caryl Way, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Rare 3-bedroom opportunity! Located in the premier gated golf community of East Lake Woodlands! This second floor 3 Bedroom, 2 Bathroom Condo with enclosed building entrance is pet friendly, overlooking the natural surroundings of the golf course, where you can relax and watch golfers and wildlife! Well maintained, pet free residence includes a

  Brie Burch ENGEL & VOLKERS TAMPA DOWNTOWN

  214 Caryl Way, Oldsmar, FL 34677
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  /21

  $169,900

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

  210 Martha Ln, Oldsmar, FL 34677

  Welcome to this charming 2-bedroom, 2-bathroom condo in the highly sought-after gated community of East Lake Woodlands. Featuring a new A/C system (2022) and located just across from the community pool, this unit offers the perfect blend of comfort and convenience. The open split floorplan provides plenty of space for both relaxing and entertaining. The living room boasts a wood-burning fireplace

  Jeffrey Borham EXP REALTY LLC

  210 Martha Ln, Oldsmar, FL 34677
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  /20

  $280,000

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

  396 Countryside Key Blvd, Oldsmar, FL 34677

  Offers 1% lender credit at closing. 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,

  Jennifer Kenna EXP REALTY LLC

  396 Countryside Key Blvd, Oldsmar, FL 34677
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  $1,450,000

  • 5 Beds
  • 5 Baths
  • 4,664 Sq Ft

  302 Coco Plum Ct, Oldsmar, FL 34677

  Welcome to 302 Coco Plum Court, a beautifully designed home in the sought-after Estuary of Mobbly Bay gated community. Built in 2014 on a nearly half acre, cul-de-sac lot this property is landscaped for privacy has a thoughtfully designed combination of luxury and everyday comfort.Featuring 5 bedrooms and 5 bathrooms, the layout includes two master suites — one on each level — providing

  Steven Koleno BEYCOME OF FLORIDA LLC

  302 Coco Plum Ct, Oldsmar, FL 34677
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  /43

  $397,900

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

  311 Vista Cruiser Ln, Oldsmar, FL 34677

  PRICE REDUCTION!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

  Michael Acerra SELECT PROPERTIES INC

  311 Vista Cruiser Ln, Oldsmar, FL 34677
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  /36

  $178,000

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

  129 Cypress Ct, Oldsmar, FL 34677

  Maintenance-Free Living in Sought-After East Lake Woodlands – First Floor Condo!Welcome to 129 Cypress Court, a beautifully updated 1st floor condo unit nestled in the highly desirable Cypress Estates within the gated golf community of East Lake Woodlands Country Club. This well-maintained 2 bedroom, 2 bathroom residence offers the perfect blend of comfort, style, and convenience in one of

  Lindsay Dicus Harrison DICUS HARRISON REALTY

  129 Cypress Ct, Oldsmar, FL 34677
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  /20

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  114 Clays Trail Unit 114, Oldsmar, FL 34677

  Light and bright 3BED/2BA Condominium with attached garage. Vaulted ceilings, potting shelves, sky-lites, and sunburst windows! Elegant living/dining room, posh master bath with shower and separate steeping tub. Split bedroom plan, spacious eat-in kitchen with Oak cabinetry and breakfast bar. Extensive tile flooring, tiled and screened in lanai, tranquil pond views and nature galore! East

  George Kolistopoulos ADVANCED REALTY GROUP INC

  114 Clays Trail Unit 114, Oldsmar, FL 34677
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  /32

  $174,900

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft

  106 Meadow Ln Unit 106, Oldsmar, FL 34677

  PRICE REDUCED~~Motivated Seller~~2/2 in highly desired Eastlake Woodlands, The Meadows~~this clean and partially updated unit has new flooring, fresh paint and ready for your personal touches~~Upstairs unit with large living/dining room~~nice kitchen with pantry and eat-in area~~large master with 2 walk-in closets, linen closet and en-suite bathroom, also has access to the screened porch~~2nd

  Kimberly Monday FUTURE HOME REALTY INC

  106 Meadow Ln Unit 106, Oldsmar, FL 34677
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  /27

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  403 E Tuscan Ln E, Oldsmar, FL 34677

  Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HIGHLY-desirable gated community of "Tuscany Woods", was built in 2015 and has 3 bedrooms and 2.5 bathrooms. The first floor offers an open floor plan, which seamlessly connects the living, dining, and kitchen areas, making it an ideal space for entertaining friends or simply relaxing. The tile flooring

  Kirk Ray Smith 54 REALTY LLC

  403 E Tuscan Ln E, Oldsmar, FL 34677
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  /15

  $235,000

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

  244 Countryside Key Blvd, Oldsmar, FL 34677

  Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. Brand new fresh carpets. The monthly HOA fees cover a wide range of services, including water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Enjoy the convenience of being just minutes from the shopping, dining, a movie theater,

  Lin Huang CHARLES RUTENBERG REALTY INC

  244 Countryside Key Blvd, Oldsmar, FL 34677
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  /15

  $209,900

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft

  224 Cypress Ln Unit 224, Oldsmar, FL 34677

  Come and see this top floor unit where you will never hear footsteps again and has a direct view of the pond. Sit out on your screened balcony and enjoy the warm tropical breezes and enjoy your serene view of the wildlife. This unit is completely updated so you can move right in.

  Thomas Varga REAL ESTATE FIRM OF FLORIDA, LLC

  224 Cypress Ln Unit 224, Oldsmar, FL 34677
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  /85

  $165,000

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  130 Sabal Ct Unit C, Oldsmar, FL 34677

  Welcome to your charming retreat at 130 Sabal Ct. Unit C, is nestled in the heart of Oldsmar, FL. This delightful condominium offers a perfect blend of comfort, convenience, and style in a sought-after community. Located in the serene community of the Gardens of Forest Lakes, this condominium offers a peaceful retreat while being just minutes away from the vibrant amenities of Oldsmar. The

  Ian Brauchli KELLER WILLIAMS SOUTH TAMPA

  130 Sabal Ct Unit C, Oldsmar, FL 34677
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  /35

  $309,000

  • 2 Beds
  • 2 Baths
  • 1,465 Sq Ft

  50 Saint Andrews Place Unit 50, Oldsmar, FL 34677

  A true breath of fresh Air! Welcome to this exceptionally updated ground-floor condo located on the 9th hole of East Lake Woodlands Country Club. With a private entry, this spacious 2-bedroom, 2-bathroom residence offers an open floor plan with a living room that has views of nature, water and the 9th hole! What else could you be looking for! The large living room flows seamlessly and welcomes

  Pamela Bass COASTAL PROPERTIES GROUP INTERNATIONAL

  50 Saint Andrews Place Unit 50, Oldsmar, FL 34677
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  /36

  $315,000

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  170 Ingrid Place, Oldsmar, FL 34677

  PRICE ADJUSTMENT TO $315,000 - Drive through the gates of the East Lake Woodlands community, and you will appreciate the lush surroundings of the established neighborhood! As you enter this charming 3-bedroom, 2.5-bath townhouse you’re immediately welcomed by a bright, open-concept living space, freshly painted and ready for your personal touch. The spacious living area flows seamlessly into the

  Kisha Linebaugh COMPASS FLORIDA LLC

  170 Ingrid Place, Oldsmar, FL 34677
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  /20

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  906 Vineyard Ln, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Elegant 3-Bed, 2.5-Bath Townhome with 2.5% FHA Assumable Loan in Gated Oldsmar Community. Welcome to Vineyard Lane, where modern style and convenience come together. This beautifully designed townhome offers a rare opportunity to assume an existing FHA mortgage at just 2.5%, an incredible advantage in today’s market. The open-concept layout features

  Michael Matthews REAL BROKER, LLC

  906 Vineyard Ln, Oldsmar, FL 34677
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  /86

  $749,900

  • 4 Beds
  • 3 Baths
  • 2,630 Sq Ft

  130 Water Oak Way, Oldsmar, FL 34677

  Price Reduced. Wide Golf course scenery & overlooking the ponds!!! This two-story pristine house is in a cozy dead-end road of Woodland Estates community in notorious Gated, country club East Lake Woodlands. Offering 2,630 Heated Sq-Ft living area with 4 bedrooms, 3 bathrooms, a wide 2 cars garage, a resort looking pool area with paved deck & 15x29 Sq-Ft swimming Pool. This tastefully

  Marie-Pierre Cederman CEDERMAN PROPERTIES

  130 Water Oak Way, Oldsmar, FL 34677
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  /14

  $220,000

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft

  62 Emerald Bay Dr, Oldsmar, FL 34677

  Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 Bathroom Townhome in Oldsmar, AC 7/23, newer luxury vinyl flooring and newer paint.

  Lin Huang CHARLES RUTENBERG REALTY INC

  62 Emerald Bay Dr, Oldsmar, FL 34677
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  /30

  $539,900

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

  423 Cypress View Dr, Oldsmar, FL 34677

  Location! Homes in this quiet community sell quickly. 2,143 sf two story with Florida room and awesome view of the huge pond on a cul-de-sac. Roof only 3 years old. House has updated white shaker cabinet kitchen with marble-look composite countertops and backsplash, updated flooring and fresh paint throughout. Updated owner’s bathroom shower enclosure, double vanity, and garden tub. Stainless

  James Maiorano MARK SPAIN REAL ESTATE

  423 Cypress View Dr, Oldsmar, FL 34677
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  $1,898,888 New Construction

  • 4 Beds
  • 4 Baths
  • 3,488 Sq Ft

  3426 Channelside Ct, Safety Harbor, FL 34695

  Under Construction. Welcome to 3426 Channelside in Safety Harbor and this exceptional brand-new custom residence that will be ready to move in mid Oct 2025. Perfectly situated on a spacious 0.25-acre lot on a tranquil canal in one of Tampa Bay’s most desirable towns—Safety Harbor. Offering over 3,448 sq. ft. of living space with 4 bedrooms, 4 full baths and 3 car garage with more than 5,000 sq.

  Kathie Lea EXP REALTY

  3426 Channelside Ct, Safety Harbor, FL 34695
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  /84

  $2,035,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,890 Sq Ft

  3420 Channelside Ct, Safety Harbor, FL 34695

  Under Construction. Construction Update Everyone - Windows are in and the project is starting to move quickly - Dont miss out on this opportunity!!! New Construction in Prime Safety Harbor Location – Waterfront Luxury LivingOffered by Grandview Custom HomesIntroducing a rare opportunity to own a state-of-the-art, custom-built waterfront home in the heart of Safety Harbor

  Curt Chandler IMPACT REALTY TAMPA BAY

  3420 Channelside Ct, Safety Harbor, FL 34695

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