Countryside Key Homes with Deed Restrictions Community Features

Countryside Key Homes with Deed Restrictions Community Features

Welcome to Countryside Key, a hidden gem nestled in the heart of Oldsmar, Florida. This charming subdivision in Pinellas County offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone looking to enjoy the beautiful Florida lifestyle.

Countryside Key is known for its well-maintained homes, each adorned with unique architectural styles that reflect the community's commitment to quality living. The homes within this deed-restricted community ensure that the aesthetic appeal is preserved, creating a picturesque environment where residents can take pride in their surroundings. The deed restrictions help maintain property values and foster a sense of community, ensuring that your investment remains sound for years to come.

As you explore Countryside Key, you’ll discover a wealth of community features designed to enhance your living experience. The neighborhood boasts beautifully landscaped common areas, walking paths, and recreational facilities that encourage an active lifestyle. Whether you enjoy morning jogs, evening strolls, or weekend gatherings with neighbors, this community provides the perfect backdrop.

Location is key, and Countryside Key does not disappoint. Situated just minutes away from shopping, dining, and entertainment options, residents can easily access the vibrant offerings of Oldsmar and nearby areas. Plus, with the stunning Gulf Coast beaches just a short drive away, you can enjoy sun-soaked days and breathtaking sunsets at your leisure.

Discover the charm of Countryside Key, where community spirit meets the beauty of Florida living. Come and experience the warmth and welcoming atmosphere that makes this subdivision a wonderful place to call home!

Newest Countryside Key Homes with Deed Restrictions Community Features

$275,000
2 Beds ⋅ 2 Baths ⋅ Countryside Key SubDv. ⋅ 34677 Zip Code
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-large side yard for addl. outdoor space & privacy. Even better, assoc. fees include water, trash, cable & internet! With extensive improvements, an enclosed patio, reserved parking directly in front, & an outstanding Pinellas County location, this home is truly move-in ready. Step inside to an inviting open first floor designed for comfortable everyday living & entertaining. The kitchen features quartz countertops, custom cabinetry installed in '22, including larger cabinets providing excellent storage. The owners thoughtfully removed the upper cabinetry around the sink & counter area, creating a more open feel and better connection between the kitchen & adjoining living space. Updated appliances, lighting & ceiling fans complement the space, while no popcorn ceilings on either the first or second floor give the home a clean, updated look. Fresh interior paint was completed in August '26. Just beyond the main living area, the enclosed patio creates additional flexible space to relax, entertain, work from home, or just enjoy throughout the year. As an end unit, this home also possesses an extra-large side yard, providing additional outdoor space & separation rarely found with townhome living. Upstairs, the spacious primary suite features large dual closets, built-in bookshelves (providing both character & functional storage), while the generous windows bring an abundance of natural light into the space. Relax in the large private upgraded bathroom to complete the suite! The home has also benefited from an impressive list of improvements. HVAC, water heater & appliances were replaced in '22, along with new attic insulation in '22 & new light fixtures & ceiling fans. A new impact-rated rear door window was added in '22 for enhanced security, & exterior doorknobs, deadbolts & keys were also replaced. More recently, the home received new exterior paint in '26 & new interior paint in '26. Enjoy the everyday convenience of reserved parking directly in front of the unit's door, along with ample guest parking throughout the gated community & specifically near this unit! Countryside Key also offers a community pool overlooking the pond, tennis courts, & a designated storage area for camper vehicles, boats, trailers, &/or commercial vehicles (subject to association requirements - see HOA). This INCREDIBLE LOCATION is conveniently positioned near the Hillsborough County line & just minutes from the charm, restaurants, waterfront parks & activities of Safety Harbor. You're also only 8.7 miles from beautiful Honeymoon Island State Park and its Gulf beaches, with convenient access to Tampa International Airport, shopping, dining, entertainment and major roadways connecting you throughout the Tampa Bay area (all points). This Countryside Key townhome offers an exceptional combination of privacy, convenience, value & move-in-ready living.

279 Countryside Key Boulevard, Oldsmar
$229,500
2 Beds ⋅ 3 Baths ⋅ Countryside Key SubDv. ⋅ 34677 Zip Code
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 primary suites upstairs, each with its own private bathroom, while the convenient half bath downstairs is perfect for guests. Enjoy an open living and dining area with plenty of natural light and a private screened patio ideal for relaxing or entertaining. The seller is offering a concession toward new flooring and/or appliances, providing a great opportunity to personalize the home to your own style. Residents of Countryside Key enjoy access to a community pool, tennis courts, and beautifully maintained grounds, all just minutes from shopping, dining, parks, top-rated schools, Tampa International Airport, and the beaches.

366 Countryside Key Boulevard, Oldsmar
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