Oakland Sub 2 Real Estate

Welcome to Oakland Sub 2, a hidden gem nestled in the heart of Dunedin, Florida! This charming subdivision offers a perfect blend of serene living and vibrant community spirit, making it an ideal choice for families, retirees, and everyone in between.

Located in Pinellas County, Oakland Sub 2 is strategically situated near some of the best attractions that Dunedin has to offer. Residents can enjoy a leisurely stroll through the picturesque streets lined with lush trees, or take a short drive to the stunning beaches of the Gulf Coast, where sun-soaked days and breathtaking sunsets await.

The subdivision is known for its friendly atmosphere, where neighbors become friends and community events bring everyone together. With well-maintained homes and beautiful landscaping, Oakland Sub 2 exudes a welcoming charm that makes it hard to resist. Families will appreciate the nearby parks and recreational facilities, providing ample opportunities for outdoor fun and family gatherings.

Dunedin itself is rich in culture and history, boasting a vibrant downtown area filled with boutique shops, delightful cafes, and local breweries. The city is also home to the famous Dunedin Fine Art Center and the picturesque Pinellas Trail, perfect for biking and walking enthusiasts.

Whether you’re seeking a peaceful retreat or an active lifestyle, Oakland Sub 2 offers the best of both worlds. Come discover your dream home in this delightful subdivision, where community and convenience meet in perfect harmony!

Newest Listings in Oakland Sub 2

$675,000

6 Beds ⋅ 3 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Investment Opportunity in the Heart of Dunedin – Prime Duplex with Strong Returns LOCATION! LOCATION! LOCATION! Positioned in one of Pinellas County’s most desirable coastal communities, this exceptional duplex offers a rare blend of immediate income, future upside, and an unbeatable lifestyle setting. Just a short stroll, bike ride, or golf cart cruise to the vibrant downtown, you’ll enjoy effortless access to boutique shops, top-rated restaurants, local breweries, and the scenic Intracoastal Waterway. This income-producing property is ideal for investors seeking stability and growth: Strong ROI when fully rented with potentially a 8% Cap Rate Two separate electric meters for ease of management One unit fully remodeled and ready to command top market rent Second unit occupied by a long-term, established tenant providing immediate cash flow Spacious backyard with potential for enhanced outdoor living or added value Ample parking for tenants and guests Zoning presents an exciting opportunity, with potential for expansion up to 4 units (buyer to verify), making this not just a purchase—but a strategic investment in future development. Located in a non-flood zone (no flood insurance required), this property offers both peace of mind and reduced operating costs—an increasingly rare advantage in a coastal market. Dunedin continues to rank among the top destinations per the Pinellas County Visitors Bureau, known for its charming coastal vibe, community events, waterfront parks, and access to the Pinellas Trail. Please note: Showings are by appointment only. Do not disturb current tenant. This is your chance to secure a high-performing asset in a location that consistently attracts renters, tourists, and long-term growth.

1193 & 1195 Bass Boulevard, Dunedin

$405,000

4 Beds ⋅ 3 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Virtually Staged. Opportunity in one of Dunedin’s most desirable locations! This 4-bedroom, 3-bath home offers a flexible layout with multiple possibilities. The main living area can function as a comfortable 3-bedroom, 2-bath home, while an additional studio-style space with its own bathroom offers privacy and flexibility for guests, multigenerational living, or a private workspace. The home features interior updates including an updated kitchen, newer flooring in select areas, and fresh interior and exterior paint, giving the next owner the opportunity to personalize the space and make it their own. The layout also includes multiple exterior entrances, creating a flexible living configuration and allowing separation between living areas if desired. Located just minutes from Downtown Dunedin, Clearwater, and the beautiful Honeymoon Island State Park, you’ll enjoy easy access to beaches, waterfront parks, restaurants, shopping, and everything that makes this coastal community so popular. Roof replaced November 2025. Buyers are encouraged to verify room dimensions, improvements, zoning, permits, and any potential uses of the property.

1144 New York Avenue, Dunedin

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