Refine Search
Map
Sort by
$227,000
4 Beds ⋅ 3 Baths ⋅ Harbor Heights Estates SubDv. ⋅ 34695 Zip Code
**INVESTORS--PROPERTY IN NEED OF REPAIRS**Property is being sold “as-is” with right to inspect. It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.

55 Melrose Drive, Safety Harbor
$449,000
3 Beds ⋅ 2 Baths ⋅ Unplatted SubDv. ⋅ 34695 Zip Code
Completely renovated from top to bottom, this stunning block home with fully fenced in backyard offers the perfect combination of modern style and long-term peace of mind. Every major improvement has been completed through a fully permitted renovation, including a new roof, complete electrical rewire, new windows, new HVAC system, new ductwork, and numerous additional upgrades throughout the home. The thoughtfully updated interior features a bright, open layout with quality finishes, creating a truly move-in-ready home where everything has already been done for you. Located in Flood Zone X, flood insurance is typically not required by lenders. Beyond the home itself, you’ll love the unbeatable location. Situated just 5 minutes from charming Downtown Safety Harbor, you’ll have easy access to award-winning restaurants, local boutiques, waterfront parks, the Safety Harbor Marina, year-round festivals, and the world-renowned Safety Harbor Resort & Spa. With convenient access to Tampa, Clearwater, beautiful Gulf beaches, and both Tampa International and St. Pete-Clearwater airports, this home offers the perfect blend of small-town charm and everyday convenience. Some photos have been virtually enhanced using AI for illustrative purposes only.

595 Pine Street, Safety Harbor
$1,350,000
3 Beds ⋅ 2 Baths ⋅ Green Spgs SubDv. ⋅ 34695 Zip Code
Welcome home to The Tupelo on 4th Cottage and Art Studio Property..... just behind the Gazebo! This iconic Safety Harbor property offers a blend of Historic and New with an incredible location in the heart of Safety Harbor! The charming 2-Story COTTAGE BUILDING (Approx 1,280 sq ft) fronting the 4th Ave N brick streets is a Wood-Frame Vernacular architecture structure featuring a wide front porch, wrap-around porch/Veranda, ADA Ramp/ Half Bathroom, and unique "fish scale" siding on the front gable - one of the most recognizable buildings in all of Safety Harbor. This historic property was maintained as a private residence until 2012 when it was converted in to Commercial use. For the last decade the front Cottage building as been used a LOCAL BOUTIQUE. The rear ART STUDIO BUILDING (Approx 840 sq ft) was built as an addition in 2014, and features separate entrance, 1 Office, Half Bath, Kitchenette area, high ceilings, Skylights and large open space. The two buildings are connected with an indoor hallway and also have separate entrances @ each end of the property. MOSAIC BENCH: The property is also home to a Custom 40-foot Mosaic Bench (with over 10,000 hand cut tiles!) inspired by Spanish Architect Antoni Gaudi'- a popular destination & photo location for Safety Harbor visitors. Myriad of Permitted and Conditional Uses offering flexibility and possibilities for this space: (MSM- Main Street Marketplace Zoning): Possible Uses: Residential, Multi-family, Art Gallery, Business and Professional Offices, Eating establishments/Taverns, Retail, Bed & Breakfast, etc. Buyers of this incredible property will enjoy the downtown lifestyle: 3rd Friday of every month (Evening Street Closure), Sip & Shop events, Sunday Markets next door at the Gazebo / 4th Ave N, July 4th & December Holiday Parades, and other Special Events. This unique property offers an amazing opportunity for the next Owner- please reach out for a private tour.

135 4th Avenue N, Safety Harbor
$724,900
3 Beds ⋅ 2 Baths ⋅ Harbor Hill Park SubDv. ⋅ 34695 Zip Code
Beautiful Safety Harbor 3 Bedroom, 2 Bath, 4 car garage, pool home situated on a double lot! Large open, updated eat-in kitchen, with convenient adjoining office area. Screened porch leading to the pool, spa and covered deck. Included is a large, stand-alone 35 x 25 back yard garage/workshop. The World-Renowned Safety Harbor Spa & Resort is just a quick drive, walk, or bike ride away, along with bustling Main Street offering quality restaurants, unique shops & vibrant pubs. Walk & bike along beautiful Bayshore Blvd, on your way to top-rated Philippe Park. Meet your neighbors & local business owners each Third Friday Main Street party and various festivals throughout the year. Safety Harbor has several dog parks and recreation centers with activities for all ages. For the boating enthusiast, Safety Harbor Marina, Cooper's Bayou & Philippe Park are your quick access to beautiful Tampa Bay, as well as entrance to the bay for your kayak or canoe! A quick drive and you are at world class Clearwater Beach or across the Courtney Campbell takes you to Tampa Airport & Tampa! Golf cart friendly area!

915 Harbor Hill Drive, Safety Harbor
$439,900
3 Beds ⋅ 2 Baths ⋅ Oak Haven Estates SubDv. ⋅ 34695 Zip Code
Virtually Staged. (3rd bedroom/ flex room ) Welcome to this beautifully updated 3-bedroom, 2-bath home tucked away in one of Safety Harbor's most desirable neighborhoods. High and dry with no required flood insurance and no HOA, this move-in ready home offers the perfect blend of modern updates, flexible living spaces, and an unbeatable location just minutes from vibrant downtown Safety Harbor. Step inside to discover an inviting open-concept floor plan where engineered hardwood flooring, updated trim, abundant natural light, and neutral finishes create a warm, contemporary feel. The spacious living, dining, and kitchen areas flow seamlessly together, making everyday living and entertaining effortless. The kitchen features a Samsung appliance package that conveys with the home, including a 5-burner gas range, gas convection oven, and French-door refrigerator, making it ideal for both everyday cooking and entertaining. A versatile flex room currently serves as the third bedroom, offering endless possibilities as a guest suite, home office, playroom, fitness room, or media space to fit your lifestyle. Major improvements have already been completed, including a durable metal roof, hurricane-impact windows, upgraded 200-amp electrical service, new HVAC ductwork and registers, and beautifully updated bathrooms, providing peace of mind for years to come. Step outside and discover where this home truly shines. Relax year-round in the screened lanai or host family and friends beneath the expansive covered patio surrounded by mature oak trees. The fully fenced backyard offers plenty of room for pets, gardening, or future outdoor enhancements, while the air-conditioned workshop is perfect for hobbies, a creative studio, remote work, or additional storage. Whether you're taking your golf cart to downtown Safety Harbor for dinner, spending the afternoon at Philippe Park, or simply relaxing beneath the canopy of mature oaks in your own backyard, this home offers the Florida lifestyle buyers dream about. Move-in ready and thoughtfully updated, this is a rare opportunity to enjoy everything that makes Safety Harbor one of Tampa Bay's most sought-after communities. Select photos have been virtually staged.

1412 Oak Haven Drive, Safety Harbor
$1,350,000
Green Spgs SubDv. ⋅ 34695 Zip Code
Welcome home to The Tupelo on 4th Cottage and Art Studio Property..... just behind the Gazebo! This iconic Safety Harbor property offers a blend of Historic and New with an incredible location in the heart of Safety Harbor! The charming 2-Story COTTAGE BUILDING (Approx 1,280 sq ft) fronting the 4th Ave N brick streets is a Wood-Frame Vernacular architecture structure featuring a wide front porch, wrap-around porch/Veranda, ADA Ramp/ Half Bathroom, and unique "fish scale" siding on the front gable - one of the most recognizable buildings in all of Safety Harbor. This historic property was maintained as a private residence until 2012 when it was converted in to Commercial use. For the last decade the front Cottage building as been used a LOCAL BOUTIQUE. The back ART STUDIO BUILDING (Approx 840 sq ft) was built as an addition in 2014, and features separate entrance, 1 Office, Half Bath, Kitchenette area, high ceilings and large open space. The two buildings are connected with an indoor hallway and also have separate entrances @ each end of the property. MOSAIC BENCH: The property is also home to a Custom 40-foot Mosaic Bench (with over 10,000 hand cut tiles!) inspired by Spanish Architect Antoni Gaudi'- a popular destination & photo location for Safety Harbor visitors. Myriad of Permitted and Conditional Uses offering flexibility and possibilities for this space: (MSM- Main Street Marketplace Zoning): Possible Uses: Residential, Multi-family, Art Gallery, Business and Professional Offices, Eating establishments/Taverns, Retail, Bed & Breakfast, etc. Buyers of this incredible property will enjoy local customer base + increased Visitors and foot traffic on Safety Harbor Special events such as: 3rd Friday of every month (Evening Street Closure), Sip & Shop event, Sunday Markets next door at the Gazebo / 4th Ave N, July 4th & December Holiday Parades, and other Special Events. This unique property offers an amazing opportunity for the next Owner- please reach out for a private tour.

135 4th Avenue N, Safety Harbor
$940,000
6 Beds ⋅ 5 Baths ⋅ De Soto Estates SubDv. ⋅ 34695 Zip Code
Exceptional Location next to Phillippe Park's Main Entrance in Safety Harbor for this Remodeled 2 story Home. A total of 5,843 sq-ft & 3,802 sq-ft Heated Sq-Ft. 5 Beds, 4 Baths in the Main House and a 480 sq-ft 1 bed/1 bath Guest house over a 640 Sq Ft Garage. The Whole on a 120 x 117 Ft lot. Feature: A large bean shaped pool, screened in with stone Deck & oversized Porch. New kitchen with new appliances, Double glass windows, Hurricane Shutters. French doors, new colonial shatters on every window. New fixtures, LED bulbs & electronic mirrors. Many closet spaces. New carpet, Travertine Floor. 3-year-old Roofs. New gutters. Smart A/C thermostat & Smart water heater control Wi-Fi. Osmosis system for the entire Property. Storm Drainage outside & a Sump Pump stabilizer inside. Too much to list … Ready to move-in Amazing Property, located on a serene, charming street, near Downtown Safety Harbor & all Amenities.

2436 Navarez Avenue, Safety Harbor
$399,000
2 Beds ⋅ 1 Baths ⋅ Spring Park Rev SubDv. ⋅ 34695 Zip Code
Welcome to the Sunshine Cottage—a beautifully restored and fully furnished 2-bedroom, 1-bath retreat just four blocks from Main Street in Safety Harbor. Blending vintage charm with modern comfort, this 1948 cottage is filled with warmth, character, and natural light, offering a truly unique living experience in one of Tampa Bay’s most beloved coastal towns. Currently operating as a successful Airbnb with a five-star Superhost history, this property presents a rare opportunity for immediate income generation or a seamless transition into a private residence. Whether you’re an investor, seasonal buyer, or someone seeking a creative escape, the flexibility here is unmatched. Inside, you’ll find a bright, open layout with high ceilings and thoughtfully curated finishes throughout. The kitchen features a colorful mosaic backsplash, abundant cabinetry, and flows effortlessly into the main living space—perfect for entertaining. The home’s two bedrooms are cozy and inviting, including a primary with a queen bed and a guest room with a trundle, ideal for visitors. The updated bathroom showcases a modern white vanity, honeycomb tile flooring, and a beautifully tiled shower. Step outside to enjoy the charming front porch and private patio—perfect spaces to unwind and soak in the Florida sunshine. Situated on a spacious lot with a durable metal roof, the home offers both character and peace of mind. Just moments away, downtown Safety Harbor offers an unmatched lifestyle—Sunday markets, live music, waterfront views, and local favorites, along with easy access to Philippe Park, scenic bike trails, and the bay. Whether you’re looking for a turnkey investment, a weekend getaway, or a full-time residence with soul, Sunshine Cottage delivers a rare blend of charm, location, and opportunity. There is also a unique opportunity to own multiple homes with 3 total parcels (17,250 sq ft total) on the same block.

526 5th Avenue N, Safety Harbor
$699,000
6 Beds ⋅ 2 Baths ⋅ Youngbloods J J Add SubDv. ⋅ 34695 Zip Code
One-of-a-kind, fully designer-remodeled and professionally furnished turnkey duplex just steps from charming downtown Safety Harbor and the shores of Old Tampa Bay. This high-and-dry concrete block property is located outside of a flood zone and offers an exceptional opportunity for investors, seasonal residents, or owner-occupants seeking rental income. Each spacious unit features approximately 922 square feet with 3 bedrooms and 1 beautifully updated bath. Completely renovated from top to bottom, both units showcase designer finishes throughout, including new kitchens with updated cabinetry and countertops, new bathrooms with stylish showers and vanities, new flooring, lighting, baseboards, interior doors, walls, ceilings, dishwasher, and disposal. Sold fully furnished and truly turnkey, each unit includes tasteful furnishings, linens, kitchenware, smart TVs, window treatments, and décor. Separate utilities and Wi-Fi provide convenience and flexibility for owners and guests alike. Unit B offers a private fenced backyard with direct access from the kitchen, while Unit A enjoys a spacious front yard. Designated parking is located directly in front of the property. Zoned R-3 (Conditional Mixed Residential), this multi-family property offers exceptional flexibility for investors and owner-occupants alike. The zoning designation enhances the property's long-term investment appeal and supports a variety of residential uses. Buyers are encouraged to verify intended uses with the City of Safety Harbor. Enjoy an unbeatable location within walking distance of downtown restaurants, coffee shops, boutiques, parks, waterfront trails, festivals, and the marina. Whether you're looking for a short-term rental investment, long-term income property, seasonal retreat, or primary residence with supplemental rental income, this rare duplex delivers the perfect combination of lifestyle, location, and income potential in one of Tampa Bay's most desirable communities.

415 Maple Way Unit A & B, Safety Harbor
$3,895,000
West Green Spgs SubDv. ⋅ 34695 Zip Code
Rare full-block assemblage in the heart of Safety Harbor — Block 24, Lots 6-11, one block north of Main Street, offered as a 5-parcel package (46,100 SF / 1.06 acres). Two livable homes and four redevelopment lots steps from Main Street Dining, Safety Harbor Resort & Spa, Waterfront Park, and Marina. Two homes may be available for seller leaseback during permitting. Property is available as a complete package or individually — seller is open to selling lots in smaller groupings, giving buyers the flexibility to right-size their acquisition. The property can be sold individually or as a package, with other ML#’s, addresses and parcel IDs being noted in the Realtor Only Remarks. Whether targeting one lot, two, or three, this corridor warrants a conversation.

515 2nd Street N, Safety Harbor
$3,895,000
2 Beds ⋅ 1 Baths ⋅ West Green Spgs SubDv. ⋅ 34695 Zip Code
Rare full-block assemblage in the heart of Safety Harbor — Block 24, Lots 6-11, one block north of Main Street, offered as a 5-parcel package (46,100 SF / 1.06 acres). Two livable homes and four redevelopment lots steps from Main Street Dining, Safety Harbor Resort & Spa, Waterfront Park, and Marina. Two homes may be available for seller leaseback during permitting. Property is available as a complete package or individually — seller is open to selling lots in smaller groupings, giving buyers the flexibility to right-size their acquisition. The property can be sold individually or as a package, with other ML#’s, addresses and parcel IDs being noted in the Realtor Only Remarks. Whether targeting one lot, two, or three, this corridor warrants a conversation.

515 2nd Street N, Safety Harbor
$319,900
3 Beds ⋅ 1 Baths ⋅ Brooklyn SubDv. ⋅ 34695 Zip Code
Under contract-accepting backup offers. Welcome home to 3408 Booth St in the heart of Safety Harbor! This adorable 3 bedroom, 1 bath home is move-in ready and perfectly located just blocks from Main Street, where you can enjoy local restaurants, coffee shops, shopping, parks, the marina, and the famous Safety Harbor Resort and Spa. Inside, you’ll love the fresh, updated feel with laminate flooring, gray interior doors, and a beautifully remodeled kitchen featuring white raised-panel cabinetry, quartz countertops, and stainless steel appliances. The home also features a newer A/C from 2021 for added peace of mind. Recent improvements include a new porch, new front fence with gate, and preventative foundation maintenance completed with IntelliJacks. The IntelliJacks come with a 5-year transferable warranty, giving the new owner the benefit of annual adjustments and inspections to help ensure everything stays right where it needs to be. With no HOA and a location close to Tampa International Airport, Clearwater, Dunedin, and Florida’s award-winning Gulf beaches, this is the kind of Safety Harbor opportunity that does not come around often. Come see why this home and this location are so easy to love!

3408 Booth Street, Safety Harbor
$419,000
3 Beds ⋅ 1 Baths ⋅ South Green Spgs Rep SubDv. ⋅ 34695 Zip Code
PRICE IMPROVEMENT! Welcome to this charming 3-bedroom home ideally located at 531 6th Street South in Safety Harbor, steps to scenic Bayshore Boulevard and blocks to vibrant Main Street. Thoughtfully updated with a NEW ROOF (2026), the home offers beautiful natural light and an inviting, comfortable floor plan that makes everyday living and entertaining easy. You will love the Florida room with impact glass windows, showcasing the verdant yard. For your peace of mind, a recent 4 point inspection report is available for your review. Enjoy all that Safety Harbor is known for--boutique shopping, locally loved cafes, the popular 3rd Friday celebration, weekly Farmer's Market, and a true, small-town coastal atmosphere. Bayshore Boulevard provides tranquil waterfront strolls along Tampa Bay, while biking enthusiasts will appreciate convenient access to the Courtney Campbell Causeway and Ream Wilson Trail. Surrounded by parks, community art events, and located near Ruth Eckerd Hall, this home places you in the heart of one of Tampa Bay's most beloved communities.

531 6th Street S, Safety Harbor
$899,000
4 Beds ⋅ 3 Baths ⋅ Spring Park Rev SubDv. ⋅ 34695 Zip Code
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.

516 5th Avenue N, Safety Harbor
$1,299,000
Green Spgs SubDv. ⋅ 34695 Zip Code
We are proud to present 108 4th Avenue South, a well-located professional office building just steps from Main Street in the heart of downtown Safety Harbor. Positioned in one of Tampa Bay’s most desirable and walkable submarkets, this property offers a rare opportunity for an owner-user or investor to acquire a highly functional office asset in a nationally recognized small-town setting. Constructed in 1957, the 3,812 SF building sits on approximately 0.16 acres and is located in Flood Zone X. The property is currently configured as a medical office, featuring a welcoming front waiting area and reception desk, ten private offices, a dedicated conference room, three restrooms, and a kitchen. The efficient layout provides flexibility for a variety of professional uses, including medical, legal, financial, counseling, or general office operations. For additional information, please review the floor plan. The building benefits from two primary entrances on the east and west sides of the property, allowing for convenient access, potential tenant separation, or functional flow for staff and clients. Excellent office sizes and a practical floor plan contribute to the property’s overall usability and long-term adaptability. Just off Main Street, the location offers exceptional visibility and immediate proximity to Safety Harbor’s restaurants, boutiques, breweries, waterfront parks, and community amenities. The property is also steps away from the lively Third Friday Street Festival, a monthly celebration of music, art, food, and local culture that draws consistent foot traffic and reinforces the area’s vibrant atmosphere. Safety Harbor has recently been recognized by USA Today as the #10 Best Main Street in the United States and the #5 Best Small Town in the South, underscoring the strength of the local market and the long-term appeal of downtown ownership. Whether utilized as a professional office, medical practice, or boutique business headquarters, 108 4th Avenue South offers a compelling combination of location, functionality, and community presence in one of Florida’s most charming coastal towns.

108 4th Avenue S, Safety Harbor
$499,900
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
$1,475,000
34695 Zip Code
Under contract-accepting backup offers. Located in the heart of highly desirable Safety Harbor, this unique property is just minutes from the charming downtown district featuring award-winning restaurants, boutique shopping, local pubs, parks, the public library, wellness spas, lodging, and the renowned Safety Harbor Resort & Spa. Situated on nearly one acre and zoned R-3, this versatile property presents an exceptional opportunity for investors, developers, business owners, or those seeking a private multi-use compound. Formerly operated as an Assisted Living Facility and approved for 19 beds, the 3,825-square-foot main building offers a functional and well-designed layout. The interior features 12 bedrooms (5 downstairs and 7 upstairs), 5 bathrooms with both private and hallway access, a spacious living room, formal dining area, full kitchen, laundry room, and a bright enclosed porch filled with natural light. Notable features include: • Elevator • Whole-house fire sprinkler system • Two HVAC systems and two water heaters • Vulcan natural gas stove • Washer, dryer, and commercial food-storage refrigerators included • Generator • Walk-in food storage shed and additional large utility shed • Detached secondary structure ideal for an office. • Ample parking • No HOA or deed restrictions The expansive 0.95-acre lot (199 feet of frontage by 207 feet deep) provides endless possibilities, including room for a pool, additional residence, or future expansion. Located in Flood Zone X, no flood insurance is required. Permitted uses include Assisted Living Facility, Congregate Care Facility, Community Residential Home, Day Care, Church, Public Education Facility, Multifamily Residence, Two-Family Dwellings, and a variety of private compound opportunities. Floor plans are available in the photo gallery. MOTIVATED SELLER

1055 Philippe Parkway, Safety Harbor
$3,999,000
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