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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

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.

839 3rd Street N, Safety Harbor

$749,900

This gorgeous pool home is truly captivating! Fully updated, it offers 5 bedrooms and 3 bathrooms, including two master suites on opposite sides of the house, each with private en-suites. The split-bedroom layout provides ample space for family or guests. The front door opens to a spacious Great Room that encompasses the living, dining, and kitchen areas. The updated kitchen features stainless steel appliances, granite countertops, and a charming coffee nook. Sliding glass doors lead to the pool deck, ideal for relaxing by the water. The fully fenced backyard includes a storage shed for extra convenience. Both master bedrooms have direct access to the pool deck and yard. The sparkling pool is oversized and always inviting. Currently listed on Airbnb, this property generates impressive returns. A circular driveway provides plenty of parking, and nearby Downtown Safety Harbor offers shopping, spas, restaurants, and breweries. Whether you keep it as a rental or make it your own, this Tampa Bay gem is a must-see. Philippe Park and Tampa Bay are just steps away with beautiful grounds and a boat launch, and flood insurance is NOT required. Don’t miss out—schedule a showing today!

5 Beds ⋅ 3 Baths ⋅ De Soto Estates SubDv. ⋅ 34695 Zip Code

This gorgeous pool home is truly captivating! Fully updated, it offers 5 bedrooms and 3 bathrooms, including two master suites on opposite sides of the house, each with private en-suites. The split-bedroom layout provides ample space for family or guests. The front door opens to a spacious Great Room that encompasses the living, dining, and kitchen areas. The updated kitchen features stainless steel appliances, granite countertops, and a charming coffee nook. Sliding glass doors lead to the pool deck, ideal for relaxing by the water. The fully fenced backyard includes a storage shed for extra convenience. Both master bedrooms have direct access to the pool deck and yard. The sparkling pool is oversized and always inviting. Currently listed on Airbnb, this property generates impressive returns. A circular driveway provides plenty of parking, and nearby Downtown Safety Harbor offers shopping, spas, restaurants, and breweries. Whether you keep it as a rental or make it your own, this Tampa Bay gem is a must-see. Philippe Park and Tampa Bay are just steps away with beautiful grounds and a boat launch, and flood insurance is NOT required. Don’t miss out—schedule a showing today!

2180 Philippe Parkway, Safety Harbor

$2,457,000

Under Construction. BRAND NEW CONSTRUCTION WITH COMPLETION OCT 2026 - THE SHOWSTOPPER OF EDGE WATER RESERVE! Completion is right around the corner for this premier, custom waterfront masterpiece meticulously designed by Grandview Custom Homes. Nestled on a quiet, exclusive cul-de-sac of only six homes, this 5-bedroom, 5-bathroom architectural marvel spans 3,890 sq. ft. of pure luxury. Make a grand entrance into soaring ceilings and a custom stairway featuring modern glass rails and integrated LED lighting. Oversized custom porcelain tile flows seamlessly into a magnificent open-concept living space and a true chef’s kitchen with coffered ceilings. Hidden gems abound, including a massive walk-in pantry with a second refrigerator and built-in desk area. Experience the ultimate Florida waterfront lifestyle with direct canal views, no rear neighbors, a custom swimming pool, and a fully equipped outdoor kitchen. The upper level is an absolute sanctuary. The primary suite retreat boasts dual walk-in closets, a hidden safe room, and a massive private covered patio with breathtaking water views. Entertainment is effortless with a dedicated Theater/Game Room complete with its own custom mini-bar. Every bathroom is a spa-like experience, highlighted by the primary bath's all-glass shower and freestanding modern tub. Built with uncompromising structural integrity, the home features full hurricane-rated windows, energy-efficient foam attic insulation, soundproofed interior walls, a whole-house stereo system, and an oversized 3-car garage with dedicated storage. Located just minutes from the world-famous Safety Harbor Spa, vibrant downtown dining, award-winning beaches, and Tampa International Airport. Brand new construction under completion—don't miss your chance to own a piece of paradise!

5 Beds ⋅ 5 Baths ⋅ Edge Water Reserve SubDv. ⋅ 34695 Zip Code

Under Construction. BRAND NEW CONSTRUCTION WITH COMPLETION OCT 2026 - THE SHOWSTOPPER OF EDGE WATER RESERVE! Completion is right around the corner for this premier, custom waterfront masterpiece meticulously designed by Grandview Custom Homes. Nestled on a quiet, exclusive cul-de-sac of only six homes, this 5-bedroom, 5-bathroom architectural marvel spans 3,890 sq. ft. of pure luxury. Make a grand entrance into soaring ceilings and a custom stairway featuring modern glass rails and integrated LED lighting. Oversized custom porcelain tile flows seamlessly into a magnificent open-concept living space and a true chef’s kitchen with coffered ceilings. Hidden gems abound, including a massive walk-in pantry with a second refrigerator and built-in desk area. Experience the ultimate Florida waterfront lifestyle with direct canal views, no rear neighbors, a custom swimming pool, and a fully equipped outdoor kitchen. The upper level is an absolute sanctuary. The primary suite retreat boasts dual walk-in closets, a hidden safe room, and a massive private covered patio with breathtaking water views. Entertainment is effortless with a dedicated Theater/Game Room complete with its own custom mini-bar. Every bathroom is a spa-like experience, highlighted by the primary bath's all-glass shower and freestanding modern tub. Built with uncompromising structural integrity, the home features full hurricane-rated windows, energy-efficient foam attic insulation, soundproofed interior walls, a whole-house stereo system, and an oversized 3-car garage with dedicated storage. Located just minutes from the world-famous Safety Harbor Spa, vibrant downtown dining, award-winning beaches, and Tampa International Airport. Brand new construction under completion—don't miss your chance to own a piece of paradise!

3420 Channelside Court, Safety Harbor

$3,999,000

We are proud to exclusively market for sale Harbor Inn on Main, a rare generational asset located in the heart of one of America's most celebrated small towns. With 155 feet of frontage on vibrant Main Street—recently ranked #10 Best Main Street in the U.S. and #5 Best Small Town in the South by USA Today—this mixed-use property offers unmatched charm, versatility, and income potential. Built in 1918 and meticulously maintained, the property features 9,605 SF under roof and 2,599 SF of balcony space. Zoned Main Street Marketplace (MSM), this historic gem supports a wide variety of permitted uses including retail, multi-family, office, hospitality, and entertainment. Currently operating as a hybrid LTR/STR top-rated Airbnb Superhost with (8) turnkey apartment units—(6) one-bedrooms and (2) studios—each with full kitchens and baths. This income-generating property is perfect for investors or owner-occupiers. An opportunity also exists to expand with a 9th additional unit or owner/manager’s suite. The ground-floor retail space is elevated above street level and flooded with natural light, offering excellent visibility and a welcoming Main Street presence. Total retail square footage is equal to 2,983 SF and is currently rented month to month offering flexibility for an owner operator to occupy or generate longer term income. Recent capital improvements include a new roof (2020) on the primary building and new HVAC with ductwork (2023) in the retail space. Additional highlights: 14 private parking spaces, Garage/storage space, Located in Flood Zone X, Just blocks from the iconic Safety Harbor Spa, Two majestic “Great Oaks” on site, Steps away from the lively Third Friday Street Festival—a monthly downtown celebration of music, art, food, and community. This is more than a property—it’s a piece of Safety Harbor history with modern upside. Contact us today for details or to schedule a private tour.

Green Spgs SubDv. ⋅ 34695 Zip Code

We are proud to exclusively market for sale Harbor Inn on Main, a rare generational asset located in the heart of one of America's most celebrated small towns. With 155 feet of frontage on vibrant Main Street—recently ranked #10 Best Main Street in the U.S. and #5 Best Small Town in the South by USA Today—this mixed-use property offers unmatched charm, versatility, and income potential. Built in 1918 and meticulously maintained, the property features 9,605 SF under roof and 2,599 SF of balcony space. Zoned Main Street Marketplace (MSM), this historic gem supports a wide variety of permitted uses including retail, multi-family, office, hospitality, and entertainment. Currently operating as a hybrid LTR/STR top-rated Airbnb Superhost with (8) turnkey apartment units—(6) one-bedrooms and (2) studios—each with full kitchens and baths. This income-generating property is perfect for investors or owner-occupiers. An opportunity also exists to expand with a 9th additional unit or owner/manager’s suite. The ground-floor retail space is elevated above street level and flooded with natural light, offering excellent visibility and a welcoming Main Street presence. Total retail square footage is equal to 2,983 SF and is currently rented month to month offering flexibility for an owner operator to occupy or generate longer term income. Recent capital improvements include a new roof (2020) on the primary building and new HVAC with ductwork (2023) in the retail space. Additional highlights: 14 private parking spaces, Garage/storage space, Located in Flood Zone X, Just blocks from the iconic Safety Harbor Spa, Two majestic “Great Oaks” on site, Steps away from the lively Third Friday Street Festival—a monthly downtown celebration of music, art, food, and community. This is more than a property—it’s a piece of Safety Harbor history with modern upside. Contact us today for details or to schedule a private tour.

454 Main Street, Safety Harbor

$1,750,000

Your dream home awaits in the heart of coveted Safety Harbor! This breathtaking waterfront estate offers the perfect blend of luxury, serenity, and modern living, with 4 bedrooms, 3.5 bathrooms, and an unbeatable 250 feet of frontage along the shimmering waters of Old Tampa Bay. Set on a lushly landscaped lot, this home is a masterpiece of design and functionality. From the moment you step through the grand double doors, you’re greeted by a soaring two-story foyer and a striking coastal-modern aesthetic. Sleek polished metal handrails and a glass banister set the tone for the impeccable style that flows throughout the home. Upstairs, the open-concept living spaces are bathed in natural light, thanks to floor-to-ceiling windows that frame jaw-dropping water views. The kitchen is a chef’s dream—boasting stone countertops, an oversized island, designer pendant lighting, high-end Bosch stainless appliances, and a dazzling backsplash of interlocking metal tiles. Here, every detail has been curated to impress. The nearly 700-square-foot primary suite is a retreat like no other, offering panoramic water views, a tranquil sitting area, and extra high ceilings. The spa-inspired en-suite bath features a modern soaking tub, an oversized walk-in shower, and dual vanities with stone counters. Beyond the bathroom, a show-stopping walk-in closet awaits, complete with custom shelving, a central island with display drawers, and even natural light from two windows. Two additional bedrooms on the main level are equally stylish and share a Jack-and-Jill bath, while a separate half bath and laundry room add convenience. Downstairs, the private in-law suite is a standout feature, complete with its own kitchen, living space, and direct access to the outdoors—perfect for extended family or guests. Step outside, and you’ll discover your personal paradise. A screened-in pool and spa with a sprawling pavered lanai offer multiple seating areas for relaxation or entertaining. The gazebo overlooking the bay creates an idyllic spot for morning coffee or sunset cocktails, while the private dock with water access is a dream for boaters and anglers alike. With over five garage spaces, there’s room for all your toys—whether it’s a boat, jet skis, or even a workshop. Located in a quiet, sought-after neighborhood minutes from downtown Safety Harbor, Philippe Park, and Clearwater’s world-class beaches and dining, this estate is more than a home—it’s a lifestyle. Don’t miss the chance to make every day feel like a vacation in this one-of-a-kind waterfront gem!

4 Beds ⋅ 4 Baths ⋅ Bayfront Manor SubDv. ⋅ 34695 Zip Code

Your dream home awaits in the heart of coveted Safety Harbor! This breathtaking waterfront estate offers the perfect blend of luxury, serenity, and modern living, with 4 bedrooms, 3.5 bathrooms, and an unbeatable 250 feet of frontage along the shimmering waters of Old Tampa Bay. Set on a lushly landscaped lot, this home is a masterpiece of design and functionality. From the moment you step through the grand double doors, you’re greeted by a soaring two-story foyer and a striking coastal-modern aesthetic. Sleek polished metal handrails and a glass banister set the tone for the impeccable style that flows throughout the home. Upstairs, the open-concept living spaces are bathed in natural light, thanks to floor-to-ceiling windows that frame jaw-dropping water views. The kitchen is a chef’s dream—boasting stone countertops, an oversized island, designer pendant lighting, high-end Bosch stainless appliances, and a dazzling backsplash of interlocking metal tiles. Here, every detail has been curated to impress. The nearly 700-square-foot primary suite is a retreat like no other, offering panoramic water views, a tranquil sitting area, and extra high ceilings. The spa-inspired en-suite bath features a modern soaking tub, an oversized walk-in shower, and dual vanities with stone counters. Beyond the bathroom, a show-stopping walk-in closet awaits, complete with custom shelving, a central island with display drawers, and even natural light from two windows. Two additional bedrooms on the main level are equally stylish and share a Jack-and-Jill bath, while a separate half bath and laundry room add convenience. Downstairs, the private in-law suite is a standout feature, complete with its own kitchen, living space, and direct access to the outdoors—perfect for extended family or guests. Step outside, and you’ll discover your personal paradise. A screened-in pool and spa with a sprawling pavered lanai offer multiple seating areas for relaxation or entertaining. The gazebo overlooking the bay creates an idyllic spot for morning coffee or sunset cocktails, while the private dock with water access is a dream for boaters and anglers alike. With over five garage spaces, there’s room for all your toys—whether it’s a boat, jet skis, or even a workshop. Located in a quiet, sought-after neighborhood minutes from downtown Safety Harbor, Philippe Park, and Clearwater’s world-class beaches and dining, this estate is more than a home—it’s a lifestyle. Don’t miss the chance to make every day feel like a vacation in this one-of-a-kind waterfront gem!

3484 Shore Drive, Safety Harbor