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$899,000

NO FLOOD ZONE. Rare opportunity just steps from downtown Safety Harbor on the coveted cobblestone stretch of 5th Avenue. Originally built in 1925 during the height of the Sears & Roebuck catalog home era, this classic American Foursquare features the enduring craftsmanship of early 20th-century construction, including dense old-growth lumber known for its exceptional strength and longevity. While thousands of these homes were built nationwide, only a limited number of comparable early 20th-century homes remain in Florida today. Featuring tall ceilings uncommon for homes of this era, the property offers a unique sense of openness and character throughout. Spanning over 2,700 square feet across three levels, the home offers 4 bedrooms, 3 bathrooms, bonus/flex spaces, a loft, and a layout ideal for buyers seeking something distinctive and full of personality. The primary suite features a private balcony, dual walk in cloests and a remodeled bathroom retreat. Inside, you’ll find an open kitchen with an island, dedicated laundry room, elegant laminate flooring, and a wood-burning fireplace with a chimney that adds warmth and historic charm to the living space. Flexible living areas throughout the home provide endless possibilities for guest space, offices, creative studios, or additional entertaining areas. Outside, a welcoming back patio overlooks the spacious backyard, offering endless potential to create your own outdoor retreat, whether it’s a garden, entertaining space, or future vision. A long-lasting metal roof adds additional value and peace of mind, while the cobblestone street setting enhances the home’s undeniable charm and sense of arrival. Walkable homes this close to downtown Safety Harbor are exceptionally rare. Just four blocks from restaurants, coffee shops, the pier, live music, art festivals, boutiques, Third Friday celebrations, and the world-famous Safety Harbor Spa. Whether you’re looking to restore, personalize, invest, or simply own a truly distinctive property in one of Tampa Bay’s most beloved waterfront towns, opportunities like this rarely come available.

4 Beds ⋅ 3 Baths ⋅ Spring Park Rev SubDv. ⋅ 34695 Zip Code

516 5th Avenue N, Safety Harbor

$499,900

Casa del Tren — Renovated Cottage on a Rare Downtown Lot That Pays Its Own Way It's rare to find a lot like this so close to everything: an oversized 50x140 parcel with mature trees, privacy, and room to imagine, minutes from the shops, restaurants, parks, and waterfront of Downtown Safety Harbor. And the home that sits on it lives up to the setting, a beautifully renovated classic Florida cottage, professionally updated and thoughtfully decorated, with a bright, open great-room layout that feels like home the moment you enter. A top-rated elementary school sits just two blocks away. Out back, a privately fenced and lighted paver courtyard offers shade and seclusion just off Main Street, a favorite with pet owners and an easy place to unwind. With space to garden, expand, or simply breathe, the lot is the kind of rarity that's almost impossible to find this close to downtown. It offers real peace of mind, too: set in low-risk FEMA Flood Zone X and the safer Evacuation Zone D, it has never flooded, evacuated, or sustained storm damage in eight years. Here's what makes Casa del Tren truly special: it's a wonderful home that can also pay its way, entirely on your terms. Live in it full-time, keep it as a winter retreat, or let it earn when you're away. For eight years it has quietly thrived as one of Safety Harbor's most-loved vacation rentals, with hundreds of 5-star reviews, a loyal following, and an established brand, website, and online presence. The proven income engine is here if you want it, and no obligation if you don't. It's offered fully furnished and rental-ready, so you can step into a turnkey operation from day one, or simply make it your own. There's no HOA and no special permitting hurdle to rent it, and detailed financials are available on request. Casa del Tren has been lovingly run by the owners under their "Stay in the South" brand, a small collection of hospitality-driven homes known for meticulous care. That same attention to detail earned their Nashville property, the Heidtke House, a feature on the international travel series "Sense of Place." Now ready to slow down, they're passing this one on in turnkey condition to its next owner. This is a rare opportunity to purchase in one of the most sought after areas in Downtown Safety Harbor.

2 Beds ⋅ 2 Baths ⋅ West Green Spgs SubDv. ⋅ 34695 Zip Code

839 3rd Street N, Safety Harbor