Oldsmar Homes with Florida Architectural style

Welcome to Oldsmar, Florida—a charming city nestled in the heart of Pinellas County, where the sun-kissed landscapes and vibrant community spirit come together to create an idyllic living environment. With its rich history, Oldsmar offers a perfect blend of small-town charm and modern conveniences, making it an ideal destination for families, retirees, and everyone in between.

Oldsmar is renowned for its picturesque parks, scenic waterfront views along the beautiful Old Tampa Bay, and an array of recreational activities. Whether you enjoy hiking, biking, or simply soaking in the Florida sunshine, the city's outdoor spaces are designed for your enjoyment. The city also hosts a variety of local events and festivals throughout the year, fostering a sense of community and connection among residents.

When it comes to housing, Oldsmar boasts an impressive selection of homes that reflect the quintessential Florida architectural style. From charming bungalows adorned with tropical landscaping to contemporary residences featuring open floor plans and expansive windows, there’s something for everyone. Many homes showcase classic Florida elements such as terracotta roofs, spacious patios, and vibrant stucco exteriors, inviting you to embrace the laid-back lifestyle that the Sunshine State is famous for.

Living in Oldsmar means enjoying a tranquil environment while being just a short drive away from the bustling cities of Tampa and St. Petersburg. With its perfect blend of natural beauty, community spirit, and stunning Florida architecture, Oldsmar is more than just a place to live—it's a place to call home. Discover your dream home in Oldsmar today and experience the warmth and charm this city has to offer!

Newest Oldsmar Homes with Florida Architectural style

3010 Palm Key Avenue, Oldsmar — 3010 $399,000

Welcome to waterfront living at its best! Located on beautiful Old Tampa Bay, this exceptional community offers a relaxed Florida lifestyle with amenities designed for ev...

2 Beds
3 Baths
Bayside Terrace SubDv.
34677 Zip Code

1806 Driftwood Circle S, Oldsmar $329,000

MOVE-IN READY POOL HOME | NO HOA | 2 BEDROOMS | 2 BATHROOMS | NEW ROOF 2025 Welcome to your new home, a move-in ready 2-bedroom, 2-bathroom block home in Harbor Palms ...

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

150 Poole Place, Oldsmar $385,000

Welcome to 150 Poole Place, a spacious 4-bedroom, 2-bath villa offering approximately 1,550 square feet of flexible living space in the gated community of East Lake Woodl...

4 Beds
2 Baths
East Lake Woodlands Cluster Homes 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

550 Palmdale Drive, Oldsmar $587,000 ▼

A True Find for exceptional living in the highly desirable Gated Golf Community of East Lake Woodlands! Perfectly positioned on a Private Golf Course Lot overlooking the ...

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

80 Foxfire Lane, Oldsmar $698,000 ▼

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 experienc...

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

900 Lucas Lane, Oldsmar $495,000

Virtually Staged. Enjoy a serene setting, spacious floor plan and best of all, less maintenance! Welcome home to 900 Lucas Lane in the coveted Hunter’s Trail subdivision ...

3 Beds
2 Baths
Hunters Trail Twnhms SubDv.
34677 Zip Code

2005 Hudson Ct, Oldsmar $299,900 ▼

Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the ...

2 Beds
1 Baths
Bayside Meadows Ph Ii SubDv.
34677 Zip Code

2013 Sunset Wind Loop, Oldsmar $375,000 ▼

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 B...

3 Beds
3 Baths
Bayside Terrace - Pt Rep SubDv.
34677 Zip Code

120 Evelyn Court, Oldsmar $220,000 ▼

Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-afte...

3 Beds
2 Baths
East Lake Woodlands Cluster Homes 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

117 E Cypress Court Unit 117, Oldsmar image

117 E Cypress Court Unit 117, Oldsmar — 2 $185,000 ▼

**COME ON IN - MAKE YOURSELF AT HOME ** THE PRICE IS RIGHT!! ** Motivated Seller ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally h...

2 Beds
2 Baths
East Lake Woodlands Cypress Estates SubDv.
34677 Zip Code