Welcome to 1559 Bayshore Boulevard, where an incredible location, an oversized double lot, and endless possibilities come together in one of Dunedin’s most desirable areas! Situated on approximately 1/3 of an acre, this unique property offers an exceptional amount of outdoor space while placing you just steps from some of the best that Dunedin has to offer. Enjoy the ultimate Florida lifestyle with Sunset Park and the Pinellas Trail just moments away, while vibrant Downtown Dunedin and beautiful Honeymoon Island are both just a short distance from home. Whether you love biking the trail, catching a waterfront sunset, spending the day at the beach, or heading downtown for restaurants, breweries, shopping, festivals, and entertainment, this location puts it all within easy reach. The home features 2 bedrooms and 2 bathrooms with spacious living areas and a comfortable, functional layout. Outside is where this property really stands apart. The expansive double lot provides an incredible amount of room to enjoy today while offering exciting possibilities for the future. The fully fenced yard creates a private outdoor setting with plenty of space for entertaining, pets, gardening, or creating your own backyard oasis. Sports enthusiasts will love the half-court basketball court, which can also function as a full-size pickleball court, making the backyard perfect for recreation and entertaining. A one-car garage provides additional parking and storage. Properties offering this much land in such a sought-after Dunedin location are increasingly hard to find. Whether you’re looking for a charming home with an oversized yard, space to personalize and expand, or simply an incredible piece of property close to the water, trail, parks, beaches, and Downtown Dunedin, 1559 Bayshore Boulevard is packed with potential and ready for its next chapter!
- Built in 1944
- $279.66/sqft
- Lot size: 13,717 sqft
- Directions: From Main Street driving west turn right on Bayshore Blvd and the home is on the right.
- County: Pinellas
- Geo subdivision: DUNEDIN ISLES 1
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Steven Koleno
Consumer-First Real Estate Architect
- Source: Stellar MLS
- MLS #: TB8555335
Listing updated: October 6, 2026 at 6:51PM
Listing provided by: Katie Ducharme Procissi, KATIE DUCHARME REALTY, LLC
Last checked 2 hours ago
Listing provided by: Katie Ducharme Procissi, KATIE DUCHARME REALTY, LLC
Last checked 2 hours ago
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