Oldsmar Homes with Gated Amenities

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city, located just a stone's throw away from the stunning Gulf Coast, offers a perfect blend of suburban tranquility and vibrant community life. With its rich history, Oldsmar was originally established in the early 1900s and has since evolved into a thriving residential area known for its welcoming atmosphere and picturesque landscapes.

One of the standout features of Oldsmar is its commitment to outdoor living. With an abundance of parks, nature trails, and waterfront access, residents can enjoy a plethora of recreational activities, from hiking and biking to fishing and kayaking. The city's strategic location provides easy access to nearby beaches, shopping centers, and dining options, making it a convenient place to call home.

For those seeking an extra layer of security and exclusivity, Oldsmar boasts a variety of homes with gated amenities. These luxurious properties offer peace of mind, ensuring that you and your loved ones can enjoy a safe and serene living environment. Many of these gated communities feature stunning architectural designs, lush landscaping, and an array of community amenities such as swimming pools, fitness centers, and clubhouses.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Oldsmar's diverse real estate options cater to all lifestyles. Explore the charm of this vibrant city and discover your dream home in one of its beautiful gated communities today!

Newest Oldsmar Homes with Gated Amenities

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

4951 Augusta Avenue, Oldsmar $584,900

Virtually Staged. Welcome to 4951 Augusta Avenue, a spacious two-story pool home situated on a desirable corner lot in the gated East Lake Woodlands community. Offering a...

3 Beds
3 Baths
Worthington SubDv.
34677 Zip Code

221 Caryl Way Unit 221, Oldsmar — 200 $185,000

Welcome to 221 Caryl Way #221 in Oldsmar, Florida, a beautifully appointed 2-bedroom, 2-bath condominium offering a sought-after golf course setting in East Lake Woodland...

2 Beds
2 Baths
East Lake Woodlands Condo 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

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

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

135 Pinewinds Boulevard, Oldsmar — Na $239,900

Freshly painted and refreshed, this well-maintained 2-bedroom, 2-bath villa offers over 1,000 sq ft of living space and a 1-car garage in the desirable gated East Lake Wo...

2 Beds
2 Baths
East Lake Woodlands Pinewinds 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

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