Oldsmar Homes with Contemporary Architectural style

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city boasts a unique blend of small-town warmth and modern conveniences, making it an ideal place for families, retirees, and young professionals alike. With its picturesque parks, vibrant community events, and proximity to the stunning Gulf Coast, Oldsmar is a place where you can truly enjoy the best of Florida living.

One of the standout features of Oldsmar is its array of contemporary architectural homes. These stunning residences reflect a modern aesthetic that emphasizes clean lines, open spaces, and innovative design. With a focus on functionality and style, contemporary homes in Oldsmar often feature large windows that invite natural light, energy-efficient materials, and seamless indoor-outdoor living spaces. Whether you’re looking for a sleek single-family home or a stylish townhouse, Oldsmar’s contemporary properties offer a fresh take on Florida living.

Residents of Oldsmar enjoy a wealth of recreational opportunities, from the scenic trails at the nearby Upper Tampa Bay Trail to the serene waters of Old Tampa Bay, perfect for kayaking and fishing. The city is also home to a variety of dining and shopping options, ensuring that you’ll never run out of things to do. Plus, with its convenient location just a short drive from bustling cities like Tampa and St. Petersburg, you can easily access all the excitement these urban areas have to offer.

Discover the charm and modern elegance of Oldsmar today – your dream home awaits in this vibrant community!

Newest Oldsmar Homes with Contemporary Architectural style

225 Tarpon Lane, Oldsmar $169,900

Welcome home to your cozy, yet spacious retreat nestled on a corner lot across the side street from a peaceful wooded area in the heart of Oldsmar, Florida! This beautif...

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

106 Brent Circle, Oldsmar — 0000 $379,900

THE KITCHEN SETS THIS ONE APART. Step into a brighter, more open 3-bedroom, 3-bathroom townhome with over 1,800 square feet in the gated waterfront community of Seaside E...

3 Beds
3 Baths
Seaside Estates SubDv.
34677 Zip Code

1707 Hibiscus Circle N, Oldsmar $329,000

Virtually Staged. Beautifully updated and move-in ready, this 2-bedroom, 2-bath Oldsmar home offers the perfect combination of modern updates, outdoor living, and everyda...

2 Beds
2 Baths
Harbor Palms - Unit Six SubDv.
34677 Zip Code

129 Brent Circle, Oldsmar $460,000

HUGE PRICE IMPROVEMENT - WATERVIEWS from All 3 Floors, This UPDATED 3Bed 3Bath townhome is situated in the exclusive gated community of SEASIDE ESTATES in picturesque and...

3 Beds
3 Baths
Seaside Estates SubDv.
34677 Zip Code

603 Canal Way, Oldsmar $469,900

Welcome Home! Your beautifully updated move-in-ready Florida block/stucco retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedr...

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

1916 Hudson Court, Oldsmar $340,000 ▼

Welcome home to this charming 3-bedroom, 2-bathroom home with a 2-car garage, ideally located in the desirable Bayside Meadows community with NO HOA or CDD fees. From t...

3 Beds
2 Baths
Bayside Meadows-Phase I SubDv.
34677 Zip Code

60 St Andrews Place Unit 60, Oldsmar image

60 St Andrews Place Unit 60, Oldsmar — 50-100 $299,900 ▼

Experience resort-style living in this beautifully renovated 2-bedroom + loft, 2-bath condominium offering approximately 1,600 square feet of bright, open living space. P...

2 Beds
2 Baths
St Andrews Condo SubDv.
34677 Zip Code

854 Christina Circle, Oldsmar $499,000 ▼

WAY TO LOW FOR THIS HOME!! There is nothing wrong here!! Welcome to Bays End, a hidden gem community offering a peaceful setting with convenient access to everything the...

3 Beds
2 Baths
Bays End SubDv.
34677 Zip Code

230 Balsam Drive, Oldsmar $225,000 ▼

Virtually Staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designe...

2 Beds
2 Baths
East Lake Woodlands Cluster Homes SubDv.
34677 Zip Code

372 Cobia Way, Oldsmar $150,000 ▼

Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ g...

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

600 S Woodlands Drive, Oldsmar $399,000 ▼

Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering seren...

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

370 S Woodlands Drive, Oldsmar $379,999 ▲

Virtually Staged some photos. Hot off the press-new shingles, new TPO and new insulation August 2026. Attention all Golfers and Tennis players Dream in East Lake Woodlan...

2 Beds
2 Baths
East Lake Woodlands Patio Homes SubDv.
34677 Zip Code