Oldsmar Homes with Gated Community - No Guard Community Features

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County. This charming city, known for its friendly atmosphere and stunning natural surroundings, offers an ideal blend of suburban tranquility and vibrant community life. With its lush parks, scenic waterfronts, and easy access to the beautiful Gulf Coast, Oldsmar is a haven for outdoor enthusiasts and families alike.

One of the most appealing aspects of living in Oldsmar is the variety of housing options available, particularly the inviting homes within gated communities. These no-guard gated communities provide an added layer of privacy and security, allowing residents to enjoy a peaceful lifestyle without the constant presence of security personnel. Here, you can find beautifully designed homes that boast modern amenities, spacious layouts, and stunning outdoor spaces, perfect for entertaining or enjoying serene evenings under the stars.

Within these gated neighborhoods, residents can take advantage of community features such as walking trails, playgrounds, and lush green spaces. The sense of camaraderie among neighbors fosters a welcoming environment where friendships flourish. Plus, with Oldsmar’s prime location, you’ll be just a short drive away from the vibrant cities of Tampa and St. Petersburg, as well as pristine beaches and world-class dining options.

Whether you’re a first-time homebuyer, looking to downsize, or seeking a family-friendly environment, Oldsmar’s gated communities offer the perfect blend of comfort, convenience, and community spirit. Discover your dream home in Oldsmar and experience the best of Florida living!

Newest Oldsmar Homes with Gated Community - No Guard Community Features

210 Gretchen Court, Oldsmar $239,000

Virtually Staged. Welcome to this well-cared for 2-bedroom, 2-bath villa in desirable Quail Forest, an attached villa neighborhood within East Lake Woodlands, a private c...

2 Beds
2 Baths
Quail Forest Cluster Homes SubDv.
34677 Zip Code

212 Arbor Woods Circle, Oldsmar $584,900 ▼

WELCOME HOME TO BAY ARBOR! This stunning 3-bedroom, 2.5-bathroom pool home offers the perfect combination of style, privacy, space, and location in one of Oldsmar’s most ...

3 Beds
3 Baths
Bay Arbor Unit 1a 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

2404 Arch Ave, Oldsmar — 2404 $395,000 ▲

Virtually Staged. WELCOME TO WATERFRONT LIVING IN BAYSIDE TERRACE! Built in 2019, this spacious 2-bedroom, 2.5-bath townhome with an oversized loft offers 1,888 SF of bea...

2 Beds
3 Baths
Bayside Terrace SubDv.
34677 Zip Code

1330 Preservation Way, Oldsmar $2,300,000

Welcome to an exceptional 7-bedroom, 4½-bath estate nestled within the prestigious double-gated community of East Lake Woodlands in Oldsmar. Set on over half an acre and ...

7 Beds
5 Baths
Preserve The SubDv.
34677 Zip Code

353 Bay Arbor Boulevard, Oldsmar $565,000

MOVE-IN READY in the gated Bay Arbor community of Oldsmar! This beautifully updated 3-bedroom, 2-bath home is ready for its new owners. Major improvements have already be...

3 Beds
2 Baths
Bay Arbor SubDv.
34677 Zip Code

279 Countryside Key Boulevard, Oldsmar image

279 Countryside Key Boulevard, Oldsmar — N/A $275,000

Virtually Staged. Welcome home to this beautiful END UNIT & FULLY UPDATED 2BR/1.5BA townhome in the gated Countryside Key community, offering the rare benefit of an extra...

2 Beds
2 Baths
Countryside Key SubDv.
34677 Zip Code

1103 Mango Court, Oldsmar — 1 $489,000

Welcome to refined coastal living in this beautifully appointed 3-bedroom, 2.5-bath townhome located within a highly desirable waterfront community in Oldsmar. Offering ...

3 Beds
3 Baths
Bayside Terrace SubDv.
34677 Zip Code

219 Palmetto Court Unit 219, Oldsmar image

219 Palmetto Court Unit 219, Oldsmar — N/A $170,000

Welcome to 219 Palmetto Ct. in the highly sought after East Lake Woodlands community, Oldsmar. Gated community of East Lake Woodlands, this ground-floor corner condo off...

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

1723 Captiva Drive, Oldsmar $825,700 ▼

Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community...

4 Beds
3 Baths
Cross Pointe SubDv.
34677 Zip Code

366 Countryside Key Boulevard, Oldsmar image

366 Countryside Key Boulevard, Oldsmar — N/A $229,500

Welcome to this 2-bedroom, 2.5-bath townhome located in the desirable gated community of Countryside Key in the heart of Oldsmar. This spacious floor plan features two pr...

2 Beds
3 Baths
Countryside Key SubDv.
34677 Zip Code

158 Brent Circle, Oldsmar — 158 $510,000 ▼

Endless sunsets create this picture-perfect location in Seaside Estates. Resting on the banks of Old Tampa Bay, where everyday living feels like a vacation. This townhom...

3 Beds
3 Baths
Seaside Estates SubDv.
34677 Zip Code