Oldsmar Real Estate

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! With its charming blend of small-town warmth and modern conveniences, Oldsmar offers residents an idyllic lifestyle surrounded by natural beauty and vibrant community spirit.

Situated just a stone's throw from the stunning Gulf Coast, Oldsmar boasts a prime location that allows for easy access to some of Florida's most beautiful beaches, including Clearwater and Caladesi Island. The city is renowned for its picturesque parks, including the expansive Oldsmar Sports Complex and the serene Mobbly Bayou Wilderness Preserve, where outdoor enthusiasts can enjoy hiking, biking, and birdwatching amidst lush landscapes.

Oldsmar is also home to a thriving local economy, with a mix of charming boutiques, delicious restaurants, and essential services that cater to the needs of its residents. The city’s commitment to community engagement is evident through its numerous events, including seasonal festivals, farmers' markets, and outdoor concerts that bring neighbors together and foster lasting connections.

Families will appreciate the top-rated schools within the area, making Oldsmar an excellent choice for those seeking a nurturing environment for their children. Additionally, with a variety of housing options ranging from cozy single-family homes to modern condos, there’s something to suit every lifestyle and budget.

Whether you’re looking to explore the outdoors, enjoy a vibrant community, or simply relax in a welcoming environment, Oldsmar is the perfect place to call home. Discover the charm of Oldsmar today and experience the unique blend of tranquility and excitement that this delightful city has to offer!

Newest Listings in Oldsmar

158 Brent Circle, Oldsmar — 158 $530,000

Endless sunsets create this picture perfect location in Seaside Estates, situated on Old Tampa Bay, where everyday living feels like a vacation. This townhome has 3 bedro...

3 Beds
3 Baths
Seaside Estates SubDv.
34677 Zip Code

1504 Merlot Court, Oldsmar — Na $355,000

Beautiful upscale townhome located in the gated community of Tuscany Woods! This gorgeous property offers 3 bedrooms, two full bathrooms and one half bathroom. Formal ent...

3 Beds
3 Baths
Tuscany Woods Preserve SubDv.
34677 Zip Code

35 Greenhaven Trail, Oldsmar $1,149,900

Homes like this rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and situated on over a quarter acre overlookin...

4 Beds
3 Baths
Greenhaven Unit Two SubDv.
34677 Zip Code

331 Shore Drive E, Oldsmar $450,000

Florida living at it's best. This fully renovated beautiful solid block home is located in the very desirable Oldsmar Country Club Estates neighborhood and is across the ...

3 Beds
2 Baths
Oldsmar Country Club Estates Sec 3 SubDv.
34677 Zip Code

407 Dolphin Drive S, Oldsmar $247,000

Experience the charm of Gull-Aire Village 55+ in this beautifully renovated home, ready for its next owners. Boasting a spacious 1,320 square feet with stylish laminate f...

2 Beds
2 Baths
Gull-Aire Village SubDv.
34677 Zip Code

222 Caryl Way, Oldsmar — Building 1-Green Condos $216,000

Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with picturesque golf course views....

2 Beds
2 Baths
East Lake Woodlands Condo SubDv.
34677 Zip Code

5250 Pinehurst Court, Oldsmar $665,000

RARELY AVAILABLE VILLA OPPORTUNITY IN PRIVATE PINNACLE COMMUNITY OF EAST LAKE WOODLANDS. WALK THRU DOUBLE GLASS ENTRY DOORS TO FOYER THAT OPENS TO LIVING ROOM. LIGHT AN...

3 Beds
2 Baths
Parcel B - The Pinnacle SubDv.
34677 Zip Code

Oldsmar $409,500

Beautifully updated condo in East Lake Woodlands with 3 bedrooms, 2 full baths, 1 car garage and an added BONUS space/office! Right as you enter, notice the entire entryw...

3 Beds
2 Baths
Heatherwood Unit One Condo SubDv.
34677 Zip Code

80 Summerwinds Lane, Oldsmar $425,000

One look and you'll be sold! This beautifully maintained, move-in-ready villa offers the perfect combination of comfort, privacy, and convenience. Featuring three bedroom...

3 Beds
2 Baths
East Lake Woodlands Pinewinds SubDv.
34677 Zip Code

2410 Arch Avenue, Oldsmar — 2410 $450,000

Imagine coming home to breathtaking waterfront surroundings, resort-style amenities, and maintenance-free living in one of Tampa Bay's most desirable gated communities. W...

3 Beds
3 Baths
Bayside Terrace SubDv.
34677 Zip Code

450 Cypress Creek Circle, Oldsmar $625,000

Welcome to 450 Cypress Creek Circle, a beautifully renovated single-story home nestled within the prestigious gated community of East Lake Woodlands. Perfectly positioned...

3 Beds
3 Baths
East Lake Woodlands SubDv.
34677 Zip Code

601 Shore Drive E, Oldsmar $525,000

Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0...

3 Beds
2 Baths
Tampashores Bay Sec SubDv.
34677 Zip Code