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Homes for Sale in Oldsmar, FL

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Quick Facts

Population (2016): 14,397
Zip Codes: 34677
Median Listing Price: $296,000
Median Closing Price: $196,000
County: Pinellas
School District: Pinellas County Schools

Travel & Commute Times

Dunedin: 15 mins
Indian Rocks Beach: 40 mins
New Tampa: 47 mins

Highways: FL-580

Things to Do

Things to Do


Homes for Sale in Oldsmar, FL

Explore the newest homes for sale in Oldsmar by clicking on the images below.

72HR HOME SALE - CALL IMMEDIATELY!! Welcome to your piece of paradise in the highly desirable community of East Lake Woodlands! This 2nd floor unit offers a wonderful opportunity for comfortable living. One of the highlights is the over-sized balcony that overlooks conservations area. Listen to the birds and enjoy the wildlife as you have your morning coffee or evening cocktail. The location of this condo is fantastic. You'll be delighted to know that the beautiful gulf coast beaches are just moments away! Enjoy dining and shopping in the charming downtown areas of Dunedin, Palm Harbor & Tarpon Springs. Community is surrounded by biking & walking trails as well as quick access to the waterfront parks of John Chestnut, Sheffield, Bicentennial & RE Olds. Tampa Intl & St Pete/Clearwater airports are less than 30 minutes away, making travel a breeze. Convenience is key, and this condo delivers!! Back inside, you'll find brand new luxury vinyl plank flooring, new paint, new quartz kitchen countertops and brand new appliances. Split plan and bedrooms are spacious. Master has ensuite, sliders to balcony and 3 closets including a walk in, no lack of storage in this unit. Living room has soaring ceilings with transom window making it light and bright. A/C was replaced in Nov 22. For your convenience, a washer & dryer are included which makes laundry a snap. Large storage closet on lanai for all your belongings. Community pool & tennis are just a stones throw away. Wait! there's more to tell you. This condo is turn key!! Just bring your clothes and toothbrush.  
This condo is a great primary residence & is perfect for a vacation home too. Possible investment opportunity, short term 3 month rental permitted per association restrictions. East Lake Woodlands Country Club membership is available at an additional fee. $240,000 Active

258 Woodlake Wynde Oldsmar, Florida

2 Beds 2 Baths 888 SqFt 4.380 Acres

You will truly enjoy the Florida lifestyle in this beautifully designed home within the gated community of Cross Pointe in East Lake Woodlands! High ceilings and lots of large windows make the home light and bright. Special features include new owned solar panels ($70K)  approved by HOA 3/06/23, tile roof (2016), remodeled kitchen and baths within last few years, and a double sided fireplace opening into breakfast room and great room. Multiple sliders open into a large covered lanai with pool and heated spa. The spacious master bedroom with en suite bath features two walk in closets, double sinks separated by vanity area, separate tub and shower, and an enclosed water closet area. The backyard overlooks treetops and lush conservation area behind. This home has a beautiful all electric kitchen with double ovens, cooktop range, granite countertops and abundant cabinetry. Optional membership in the East Lake Woodlands Country Club will provide access to two fabulous golf courses, multiple tennis and pickleball courts, two pools, state of the art fitness center, restaurant and other club amenities. East Lake Woodlands provides easy access to Tampa International Airport, white sand gulf beaches, shops, restaurants, medical facilities and so much more. You will feel like you are on perpetual vacation! $750,000 Active

5027 Cross Pointe Drive Oldsmar, Florida

4 Beds 2 Baths 2,263 SqFt 0.340 Acres

GREAT 2 BEDROOM, 2 BATH ATTACHED VILLA WITH A 1 CAR GARAGE! A GREAT EAT IN KITCHEN W/ RAISED PANEL CABINETRY, NEW GRANITE COUNTER TOPS AND NEW CERAMIC TOP RANGE AND ALSO A NEW MICROWAVE! DISTRESSED PLANK LAMINATE FLOORING IN GREAT ROOM! NEW CARPET IN BOTH BEDROOMS., WALK-IN CLOSETS, LAUNDRY CLOSET OFF MASTER BATH FOR TOTAL CONVENIENCE! DUAL SINKS IN MASTER BATH! DOUBLE DOOR ENTRY TO MASTER BEDROOM.! OPEN DECK IN REAR! FABULOUS SCHOOLS AND WALKING DISTANCE TO R.E. OLDS PARK ON SHORES OF TAMPA BAY!! PRICED TO SELL!!! $325,000 Active

808 Saint Petersburg Drive W Oldsmar, Florida

2 Beds 2 Baths 1,200 SqFt 0.080 Acres


You can also search all Oldsmar homes for sale.

Oldsmar Condos for Sale

Explore Oldsmar condos for sale by clicking the images below.

Short Sale. This property requires a complete renovation from top to bottom. Requires significant amount of TLC / Rehab. Interior is dated and needs repair. Will require new roof, kitchen, bathrooms, flooring, windows, fixtures, paint, demo, exterior work, landscaping and much more, etc. There are many hazards inside and it is not safe to enter. There is some fire damage. No utilities are turned on. Property has mold and will require remediation. There is a significant amount of junk and debris on the lot. There are squatters on the property and safety may be an issue. $100,000 Pending

250 Douglas Road W Oldsmar, Florida

3 Beds 3 Baths 3,921 SqFt 0.680 Acres

Looking for your new vacation home or primary residence? This 2-Bedroom, 2-bathroom home in the desirable Gull Aire Village community is what you are looking for! The home features over 1000 sqft of living space, a freshly painted living room and an open kitchen with plenty of room for storage. AC replaced 2014, Roof replaced 2016, Water heater replaced 2022. Home just needs a little TLC and your finishing touches to call it home. Just picture yourself enjoying your morning coffee on your screened porch before you take your golf cart over to soak up the sun at the community pool! Stove and dishwasher to convey. Seller's golf cart does not convey with the sale of the home. Seller will sell for $3,000 for the golf cart. Properties like this are in SHORT SUPPLY!!! MUST SEE TODAY!! Property is being sold as-is, where-is. CASH OR HARD MONEY ONLY!! $155,000 Pending

107 Dolphin Drive E Oldsmar, Florida

2 Beds 2 Baths 1,090 SqFt 0.090 Acres

Well maintained 2 bed 2 bath condo in Oldsmar. Centrally located with easy access to Tampa or the beautiful local beaches. Spacious open floor plan that includes inside laundry room, walk in closet and private patio. Forest lakes is a well-kept with a community pool and assigned parking. This is a ground floor unit. $190,000 Pending

122 Loblolly Court E Oldsmar, Florida

2 Beds 2 Baths 915 SqFt 0.890 Acres


Schools in Oldsmar

Children living in Oldsmar are part of Pinellas County Schools, although there are a few private schools near the area, as well.

Oldsmar Elementary Schools

  • Forest Lakes
  • Oldsmar

Middle School Serving the Oldsmar Real Estate Market

  • Carwise
  • Palm Harbor

High School in Oldsmar

  • Countryside

Dining, Shopping, and Entertainment in Oldsmar

You’ll find some great restaurants, shops, and things to do in Oldsmar. Most of the attractions are located along Tampa Road, although there are some on Forest Lakes Boulevard and the streets off the main byways.

Public Parks and Recreation in Oldsmar

The city of Oldsmar has a number of notable parks and facilities, including:

  • Canal Parks Sport Complex
  • Cypress Forest Park and Recreation Center
  • Richard B. Rogerse Park
  • Sheffield Park
  • Harbor Palms Nature Park
  • Mocassin Creek Park
  • R.E. Olds Park
  • Bicentennial Park
  • Mobbly Bayou Wilderness Preserve
  • Veterans Memorial Park
  • Mobbly Beach Park

Find Oldsmar Homes for Sale With an Area Expert Today

When you’re ready to explore the Oldsmar real estate market, we’re here to help. Call us at 727-584-8480 or at 813-961-6000, or contact us online to tell us what you want from your next home. We’ll start searching right away.

Trending Oldsmar Real Estate Searches by Property Type

  • Oldsmar condos
  • Oldsmar golf course homes
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Search Oldsmar Homes for Sale by ZIP Code

  • Oldsmar homes for sale in 34677

Search Homes for Sale in Cities Near Oldsmar

  • Dunedin homes for sale
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Search Oldsmar Real Estate Listings by Price

  • Oldsmar homes for sale under $100,000
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  • Oldsmar homes for sale between $900,000 and $1,000,000
  • Oldsmar homes for sale over $1,000,000

Search the Oldsmar Real Estate Market by Neighborhood

There are several notable neighborhoods in Oldsmar, and you can search for homes in your favorite area by using the links below.

  • Aberdeen
  • Bay Arbor
  • Cross Pointe
  • Deerpath
  • Eastlake Oaks
  • Greenhaven
  • Harbor Palms
  • Manors of Forest Lakes
  • Muirfield
  • Preserve at Cypress Lakes
  • St. Andrews
  • Stonebriar
  • West Oldsmar
  • Woods of Forest Lakes

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Tampa, FL 33618
Office (813) 961-6000
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1465 S. Ft. Harrison Ave, Ste. 100
Clearwater, FL 33756
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