Oakland Sub 2 Real Estate

Welcome to Oakland Sub 2, a charming subdivision nestled in the heart of Dunedin, Florida, within the picturesque Pinellas County. This delightful community offers a unique blend of suburban tranquility and vibrant local culture, making it an ideal place to call home.

Oakland Sub 2 is characterized by its tree-lined streets, well-maintained homes, and a strong sense of community. The neighborhood is perfect for families, retirees, and anyone looking to enjoy the Florida lifestyle. With a variety of architectural styles, from cozy single-family homes to modern designs, there’s something for everyone in Oakland Sub 2.

One of the standout features of this subdivision is its proximity to Dunedin's bustling downtown area, where residents can explore an array of local shops, restaurants, and cafes. The area is renowned for its friendly atmosphere and vibrant arts scene, including frequent festivals and community events that bring neighbors together. For outdoor enthusiasts, the stunning beaches of Caladesi Island and Honeymoon Island State Park are just a short drive away, offering opportunities for sunbathing, kayaking, and nature walks.

Families will appreciate the excellent schools nearby, as well as the numerous parks and recreational facilities that provide ample space for outdoor activities. Oakland Sub 2 is not just a place to live; it’s a community where neighbors become friends, and every day feels like a vacation.

If you’re seeking a serene yet engaging lifestyle in Dunedin, Oakland Sub 2 is the perfect place to plant your roots and create lasting memories. Come and discover the charm of this wonderful subdivision today!

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

Start Your Search