Countryside Key Homes with Gated Amenities

Countryside Key Homes with Gated Amenities

Welcome to Countryside Key, a hidden gem nestled in the heart of Oldsmar, Florida, within the beautiful Pinellas County. This enchanting subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle without sacrificing proximity to urban amenities.

Countryside Key is characterized by its stunning homes, each designed with modern elegance and comfort in mind. Residents enjoy the peace of mind that comes with gated amenities, ensuring privacy and security for you and your loved ones. As you stroll through the picturesque streets, you’ll be captivated by the lush landscaping and charming architecture that make this community truly special.

The homes in Countryside Key boast spacious layouts, contemporary finishes, and inviting outdoor spaces, perfect for entertaining or simply enjoying the beautiful Florida sunshine. Many properties feature private backyards, where you can unwind with a good book or host weekend barbecues with friends and family.

Beyond the gates, the community offers a wealth of recreational opportunities, from nearby parks and nature trails to shopping and dining options just a stone’s throw away. With its ideal location, you can easily access the stunning beaches of the Gulf Coast, vibrant downtown areas, and world-class attractions that make Florida a sought-after destination.

Discover the charm and allure of Countryside Key, where your dream home awaits in a secure, welcoming environment. Experience the best of Oldsmar living today!

Newest Countryside Key Homes with Gated Amenities

$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 (NON-FLOOD ZONE), 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, washer & dryer in '24, & 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

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