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Browse All Safety Harbor FL Historical Properties for Sale

$530,000
3 Beds ⋅ 2 Baths ⋅ Espiritu Santo Spgs SubDv. ⋅ 34695 Zip Code
Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION! Rare opportunity to own a multi-family property in the heart of beautiful downtown Safety Harbor! Welcome to one of Safety Harbor’s most desirable brick-lined streets, where charming small-town character meets the best of the Florida lifestyle. Just steps from the waterfront, this unique two-story property offers two separate living units, strong rental potential, a spacious lot, and an unbeatable walk-to-downtown location. The first-floor unit features a welcoming kitchen, living room, dining area, two bedrooms plus an office, and rents for approximately $2,100 month. Upstairs, the second unit offers a kitchen, living room, one bedroom and one bathroom, currently renting for approximately $1,450 month. Each unit has its own electric meter, while the landlord currently pays water, sewer, and trash, totaling approximately $200 month. A shared laundry room is conveniently located on the backside of the property. The expansive lot provides plenty of outdoor space and even offers back alley access, with the potential for a future owner to install a pool, double gate for added convenience. The possibilities are exciting—continue using the property as an income-producing multi-family investment, make it your own and live in one unit while renting the other, convert it back to a single-family residence, or explore the potential for a brand-new home on the generous lot. And then there’s the location. Walk to Safety Harbor’s charming Main Street, local restaurants, boutique shops, festivals, the Safety Harbor Marina, Philippe Park, and the iconic Safety Harbor Resort & Spa. The waterfront is just at the end of the street, offering beautiful Tampa Bay sunrises and that unmistakable coastal Florida lifestyle. When it’s time for a beach day, Clearwater Beach and Honeymoon Island are just a short drive away. NO HOA. NOT IN A FLOOD ZONE. Selling AS-IS. Whether you're looking for an investment property, a unique multi-generational opportunity, or a property with redevelopment potential in one of Pinellas County’s most sought-after communities, this is an opportunity you won't want to miss. Live right in the heart of Safety Harbor!

245 Tucker 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

$453,200
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

$945,000
4 Beds ⋅ 2 Baths ⋅ Harbor Highlands SubDv. ⋅ 34695 Zip Code
Virtually Staged. New Door! Welcome to your fully remodeled Saltwater Pool Home, on a beautifully landscaped corner lot sitting at the top of a hill on iconic Main Street with NO FLOOD ZONE and NO EVACUATION ZONE. Enjoy a generous .27-acre double lot—a rare find close to Downtown Safety Harbor, with plenty of privacy and room to live, grow, entertain, and breathe. With over $500,000 in improvements, this smart home has been renovated from top to bottom—every system, surface, and space has been upgraded for peace of mind and refined living: New Heated Saltwater Pool with Fountain (2025), New Roof (2023), All New Impact Windows, Sliders & Doors (2024), New HVAC (2023), New Water Heater (2026), New Electrical Panel with Whole-Home Surge Protection (2024), Blair Water Softening System (2024), Modern Pavers (2025), Fresh Interior and Exterior Paint (2024), Attic Cleaning & Insulation (2023), Full RV Hookups (Water, Sewer, Electric in 2024). Fully Remodeled Kitchen, Wine Bar and Bathrooms (2024), New Irrigation System (2025), Refinished Hardwood and New Tile Floors. This 4-bedroom, 2-bathroom residence offers a thoughtful balance of classic character and contemporary design—nothing left untouched and nothing left to do but move in and enjoy. Step inside and discover spaces designed to impress. Refinished original hardwood floors flow through the front living areas and kitchen, blending seamlessly with modern slate tile throughout the remainder of the home. The reimagined kitchen featuring soft-close cabinetry, stone countertops, modern fixtures, and a full suite of Whirlpool appliances (2024). Thoughtful touches abound—recessed LED lighting, updated doors, hardware, fans, and fixtures—curated for comfort and timeless daily living. Privately positioned on its own wing, the primary suite feels like a personal retreat. Impact-rated sliders open directly to the heated saltwater pool, making indoor-outdoor living effortless. A thoughtfully expanded walk-in closet adds convenience and organization, and the suite's location ensures privacy rarely found in homes this size. The living room and kitchen split the bedroom layout, creating privacy for everyone. The Primary Suite sits at the back of the home with Bedroom 2 nearby—ideal as an office, nursery, or guest room—while Bedrooms 3 and 4 sit off the dining room, perfect for family, visitors, or work-from-home needs. Step outside and experience true Florida living. A new vinyl fence encloses the yards and pool area, where the saltwater pool and fountain shimmer beneath the sun, surrounded by fresh landscaping, modern pavers, and a screened porch for shaded comfort. Two outdoor showers, a utility sink, and a dedicated dog wash station make beach days, gardening, and pet care effortless. Perfect for hosting or unwinding, this outdoor space truly delivers. Centered on a 12,000+ sq ft double lot, each side serves a purpose: North offers a lush front yard and seating area; East provides a carport, a new shed, and parking for multiple vehicles, RV, boat, and golf cart with gated pool access; West features a shelled dog run and extra parking pad; South includes additional yard space and a fully finished detached ADU with it's own W/D, electric, water, and AC. 20 minutes to Tampa International Airport. 25 minutes to Clearwater Beach. Just 1 mile to Downtown Safety Harbor—cafés, restaurants, waterfront parks, festivals & the energy of a charming small town.

1830 Main Street, Safety Harbor

$300,000
2 Beds ⋅ 1 Baths ⋅ Seminole Park Rev SubDv. ⋅ 34695 Zip Code
LOCATION, LOCATION, LOCATION! Prime Safety Harbor Opportunity – Build Your Dream in an Unbeatable Location This is your chance to secure a rare piece of land in one of Safety Harbor’s most desirable areas. The existing structure is slated for demolition, offering a blank canvas to create your custom home in a truly exceptional location. Ideally situated within to charming downtown Safety Harbor, you’ll enjoy easy access to local favorites like the iconic Whistle Stop Grill, Craft Street Kitchen, The Brinehouse, and a variety of trendy gastropubs, fine dining, boutiques, and cafes. Enjoy the best of Florida living with a quick 10-minute drive to the Courtney Campbell Causeway connecting you to Tampa and just 25 minutes to Tampa International Airport, Raymond James Stadium, and Tropicana Field. Immerse yourself in Safety Harbor’s vibrant community with nearby attractions including the Safety Harbor Museum & Cultural Center and whimsical Whimzeyland. Outdoor enthusiasts will enjoy R.E. Olds Park with waterfront views, playgrounds, and a stage for community events and performances. Explore nearby natural beauty at Philippe Park, Baranoff Park, and the serene gardens of Folly Farm Nature Preserve. For adventure, Empower Adventures Tampa Bay offers zip lining experiences, or unwind at the famous Safety Harbor Spa. Soak up the Florida lifestyle with a short drive to Clearwater Beach and other beautiful Gulf Coast beaches or out on the range at nearby golf courses. Whether you're a builder, investor, or future homeowner, this property presents an incredible opportunity to create something special in a highly sought-after coastal community.

1025 3rd Street N, Safety Harbor

$510,000
3 Beds ⋅ 3 Baths ⋅ Harbor Heights Estates SubDv. ⋅ 34695 Zip Code
Step into a rare opportunity in the heart of Safety Harbor, where charm, flexibility, and location come together in one beautifully reimagined home. This fully renovated 3-bedroom, 3-bathroom residence welcomes you with fresh interior and exterior paint, setting the tone for a clean, modern living experience. At the center of the home, a custom designed kitchen shines with sleek quartz countertops, a breakfast bar with seating, and new appliances… perfect for both everyday living and effortless entertaining. Luxury vinyl flooring flows seamlessly throughout, while each bathroom has been thoughtfully updated with elegant, marble-style tile finishes. Beyond the main home, the possibilities truly expand. An attached one car garage is complemented by a detached oversized garage! Complete with a spacious enclosed bonus room overlooking a private pool. Whether you envision a workshop, creative studio, or a future in-law suite, this versatile space is already equipped with a full bathroom and shower, ready to adapt to your needs. For those who need room to roam, a double gate and extended gravel driveway on the south side of the property offer ample space for boats, RVs, and recreational vehicles… an increasingly rare find in this area. Inside, the open split floorplan provides both comfort and privacy, making it ideal for hosting guests or simply enjoying your own space. And just beyond your doorstep, lifestyle takes center stage. Less than a mile away, Philippe Park offers direct access to Tampa Bay with a public boat launch, scenic walking trails, fishing spots, picnic areas, playgrounds, kayaking, and even dolphin sightings. You’re also moments from the vibrant downtown district, home to the renowned Safety Harbor Resort and Spa, along with charming shops, restaurants, and year-round community events. With easy access to Gulf beaches and two major airports, convenience meets coastal living at its finest. Situated high and dry! No Flood Insurance Required! This property delivers peace of mind along with unmatched versatility. Homes like this don’t come around often. Schedule your private showing today before this Safety Harbor gem is gone.

2115 Philippe Parkway, Safety Harbor

$380,000
2 Beds ⋅ 1 Baths ⋅ Spring Park Rev SubDv. ⋅ 34695 Zip Code
Virtually Staged. Ideal corner lot highly walkable to downtown Safety Harbor events and the fun lifestyle is just .3 miles away. Inside, the home features beautiful real wood floors, plantation shutters, custom built-in bookshelves, and warm wood accents that create an inviting and timeless living space. The kitchen open kitchen and dining room combo makes everyday living and entertaining comfortable and functional. Both bedrooms feature wood flooring and plenty of natural light, providing cozy and flexible spaces for rest, work, or guests. The updated bathroom includes new tile, a new vanity, updated fixtures, and a refreshed shower/tub stall for a clean and contemporary feel. Important system upgrades add peace of mind, including a 2022 Trane A/C, tankless water heater, newer electrical panel, and new front and back doors installed in 2024. Outside, enjoy a fully fenced backyard perfect for pets, gardening, or relaxing outdoors. The property also features a storage shed, extra off-street parking, and a convenient rear access ramp. Located less than half mile to walkable downtown Safety Harbor and the waterfront, residents enjoy easy access to parks, a marina, local restaurants, boutique shops, year-round festivals, and the famous Safety Harbor Resort and Spa. Experience the charm and relaxed coastal lifestyle that make Safety Harbor one of Tampa Bay’s most sought-after communities.

427 5th Street N, Safety Harbor

$640,000
2 Beds ⋅ 2 Baths ⋅ South Green Spgs Rep SubDv. ⋅ 34695 Zip Code
ACCEPTING BACK UP OFFERS!! A rare waterfront opportunity on S Bayshore Boulevard in Safety Harbor! Unlock the potential of one of the area’s most sought-after waterfront corridors with this versatile property ideal for redevelopment or renovation. Situated on a 5,105 sqft lot overlooking Tampa Bay, the existing residence offers 1,974 sqft of living space with 2 bedrooms, a flex room, and 2 full baths, all within a highly desirable residential enclave just minutes from downtown Safety Harbor. This is a rare opportunity to build a modern single-family home or speculative new construction that capitalizes on premium location, long-term value, and lifestyle appeal. For buyers not looking to build immediately, the current home is rich in character and offers excellent upside with thoughtful updates. Upon entry, you’re welcomed by vaulted ceilings and a statement staircase that anchors the heart of the home. The first floor features a living area, kitchen with waterfront views, and flexible space suitable for a den or additional living area, with room for a full bath. Upstairs, a guest bedroom sits at the top of the stairs, while down the hall the spacious primary suite impresses with soaring ceilings, breathtaking water views, a fully renovated bath, and a walk-in closet. The backyard is fully fenced and professionally turfed, creating a low-maintenance outdoor retreat that’s ideal for entertaining, relaxing, or enjoying the Florida lifestyle. Perfectly positioned near Main Street Safety Harbor, this property offers convenient access to renowned dining, nightlife, boutique shopping, and waterfront parks. Enjoy local favorites such as Nona Slice House, Gigglewaters, and nearby bars while embracing the charm of Safety Harbor and the Tampa Bay lifestyle. Whether renovating or building new, this is a prime Bayshore Boulevard opportunity for homeowners and investors alike. Schedule your tour today!

613 S Bayshore Boulevard, Safety Harbor

$614,900
2 Beds ⋅ 1 Baths ⋅ Spring Haven Add To Green Spgs SubDv. ⋅ 34695 Zip Code
LOCATION. LIFESTYLE. OPPORTUNITY. Amazing chance to own in this UPSCALE NEIGHBORHOOD -- a single family home across the street (249 Iron Age) recently went under contract for $1.815M! Perfectly positioned in the heart of Downtown Safety Harbor, this fully remodeled 1910 bungalow is just 1.5 blocks from Main Street and 1.5 blocks from the Safety Harbor Marina and Waterfront Park. Anchored by the iconic Safety Harbor Resort & Spa and its historic natural mineral springs, this move-in-ready home offers charm, convenience, and long-term flexibility in one of Pinellas County’s most beloved coastal communities—so picturesque it has served as the backdrop for multiple Hallmark movies. Screened-in front porch. Ideal as a primary residence, monthly vacation rental, or future custom home site, the property is walkable to restaurants, boutiques, Starbucks, parks, museums, art galleries, microbreweries, and year-round community events. The home blends historic character with modern upgrades, featuring front and rear porches with partial bay views, brand-new plantation shutters, and a fully fenced backyard offering privacy and versatility. Recent improvements include: (2022 – approx. $30K) NEW luxury vinyl flooring throughout the house (high-end chevron pattern); NEWLY UPDATED kitchen with quartzite countertops & backsplash, raised-panel cabinetry, stainless steel appliances, and new undermounted sink; full bathroom remodel with NEW toilet, vanity, tub with shower, tile, and fixtures; NEW doors and door hardware; NEW interior paint (walls, trim, and ceilings); newly painted patio floor. (2022 – approx. $5K) NEW plantation shutters on all windows. (2022 – approx. $10K) NEW wrought-iron backyard fence. Safety Harbor is known for its walkable, golf-cart-friendly downtown, vibrant arts and music scene, and signature events including Third Friday festivals, weekly markets, and seasonal celebrations. Philippe Park’s 122-acre waterfront is just minutes away, Tampa International Airport is approximately 20–25 minutes away, and Clearwater Beach—consistently ranked among the nation’s best—is a short drive west. Located within the City’s Community Redevelopment Area (CRA), this property offers future redevelopment potential subject to City approvals. Situated in Flood Zone X (low risk), with monthly rental use currently permitted. Buyer to verify zoning, density, permitted uses, rental allowances, and redevelopment opportunities with the City of Safety Harbor Community Development Department. A rare opportunity to enjoy today while thoughtfully planning for tomorrow in one of Tampa Bay’s most cherished waterfront communities.

244 Iron Age Street, 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

$600,000
4 Beds ⋅ 3 Baths ⋅ Harbor Hill Park SubDv. ⋅ 34695 Zip Code
This beautifully updated 4-bedroom, 3-bath home captures the essence of Florida living with its open layout, modern upgrades, and sparkling heated pool. Inside, the heart of the home is the newly remodeled kitchen with its sleek finishes and rare gas range, ideal for both everyday meals and entertaining. The spacious living and dining areas flow seamlessly together, filled with natural light and perfect for gathering. The primary suite offers privacy and comfort, while one of the additional bedrooms is well-suited as a home office for today’s work-from-home lifestyle. A new HVAC system installed in 2025 adds extra peace of mind. Step outside to your private backyard retreat where French doors open to a screened, heated pool and covered lanai. Whether you’re cooling off in the pool, enjoying a sunset dinner outdoors, or hosting a weekend barbecue, the space is designed for year-round enjoyment. The fenced yard offers privacy and with no HOA restrictions, there’s flexibility for parking a boat or trailer. The location is another standout feature just minutes, or a quick golf cart ride, from downtown Safety Harbor. Here you’ll find charming shops, great restaurants, lively events, and the waterfront marina, all adding to the town’s small-town charm and vibrant community feel. With Philippe Park, local trails, and world-class beaches nearby, plus easy access to Tampa International Airport, the lifestyle is unbeatable. Currently operating as a successful short-term rental, this home offers excellent investment potential in addition to being a wonderful full-time residence or vacation getaway. With its thoughtful updates, flexible floor plan, and prime location, this Safety Harbor gem is ready for its next chapter. Schedule your private showing today and experience it for yourself.

910 Palmetto Drive, Safety Harbor

$1,325,000
34695 Zip Code
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

$1,175,000
4 Beds ⋅ 4 Baths ⋅ Harbor Highlands SubDv. ⋅ 34695 Zip Code
MUST-SEE TURNKEY HOME IN SAFETY HARBOR! This one is even better in person than in the photos—come experience the charm, character, and detail that truly set it apart. Welcome to your private retreat nestled on a beautifully landscaped corner lot along iconic Main Street in Safety Harbor. NO FLOOD ZONE. This charming and beautifully updated 4-bedroom, 4-bathroom residence combines timeless elegance with laid-back Florida living. You’ll enjoy 3,123 sqft under air and 3,949 total sqft including the epoxy-finished garage and expansive patios, all situated on a 10,851 sqft lot—making this one of the largest homes to hit the market in this prime Safety Harbor neighborhood in the past year. Thoughtfully updated over the last four years to capture a vibrant Key West coastal aesthetic, the home is infused with warmth, character, and charm at every turn. It features a new roof (2021), full hurricane-impact windows throughout, and soundproof front-facing windows for added peace and quiet. It’s also close to the iconic Safety Harbor Resort & Spa, the scenic Bayshore Trail, and a vibrant downtown filled with award-winning restaurants, boutiques, parks, a marina, year-round festivals, and a thriving local arts scene. One AC unit was replaced in 2022, and the second unit is from 2014. The entire house was re-plumbed with PVC piping in 2006, and a brand-new main water line was added in 2024. Enter through striking mahogany double doors and be greeted by a blend of Saltillo Mexican tile and hardwood floors, arched entryways, and abundant natural light. The spacious dining room features a vaulted ceiling, setting the stage for memorable gatherings. The chef’s kitchen offers solid wood cabinetry, a natural gas cooktop, range hood, butcher block counters, stainless steel appliances, a pass-through breakfast bar to the living room, and views of the lush gardens. A tankless gas water heater ensures energy-efficient, on-demand hot water. Just off the dining room is a reading/coffee nook with built-in shelving and a spacious butler’s pantry—perfect for extra storage and entertaining flow. Upstairs, the 813 sqft master suite offers a tranquil escape with a private balcony, a spa-inspired en-suite bathroom featuring a Bain Ultra Thermaseur jetted tub, large Jack-and-Jill walk-in closets, and a resort-like ambiance designed for relaxation. Downstairs, the 4th bedroom serves as a private guest or in-law suite—ideal for multigenerational living or short-term rental—with hurricane-rated French doors, a private entrance, soundproofed walls, a dedicated patio, and a separate driveway for complete privacy and convenience. Step outside into your tropical sanctuary with elevated outdoor living. An expansive brick-paver courtyard winds through mature, lush gardens, perfect for entertaining guests or enjoying a peaceful evening under the stars. Located in one of Tampa Bay’s most beloved waterfront towns, the home is ideally positioned between Clearwater, Tampa, and St. Petersburg—just 20 minutes to Tampa International Airport, 10 minutes to St. Pete–Clearwater Airport, 10 minutes from the Courtney Campbell Causeway, and only 20 minutes to Clearwater’s award-winning beaches. This is your chance to own a one-of-a-kind home—and one of the only truly move-in-ready properties available in this coveted location.

1790 Main Street, Safety Harbor

$520,000
2 Beds ⋅ 2 Baths ⋅ 34695 Zip Code
Looking for an amazing, one-of-a-kind home? One of Tampa Bay’s most REMARKABLE HOME DESIGNS, welcome to the iconic “ROUND HOUSE” IN SAFETY HARBOR! This home was the first Community Center in Safety Harbor, then a Church, and now can be your home! R2 SFR ZONING means possible daycare, church, library, duplex. This space is perfect for an art studio, yoga studio, or other home-based business. TWICE AS BIG AS MOST DOWNTOWN LOTS – Over ¼ Acre, 120ft wide by 100ft deep. CAN BE SPLIT INTO TWO LOTS. And it’s a CORNER LOT FOR EAST ACCESS. On Corner Lots like this the City of Safety Harbor allows in-law apartments and ACCESSORY DWELLING UNITS, either detached or attached! The home’s design is guided by a strong organizing geometry. Yes this house is round, and the circular shapes define this architectural gem and are formative to the experience of each interior space! The impressive-size CIRCULAR GREAT ROOM will open your interior design horizons, make your bold or calming statements with proper furniture and decorations. This room is large enough to have a spacious sitting area, entertainment area with built-in bar, pool table and dining, and is flooded with natural light! A CIRCULAR CENTRAL ROOM offers one bedroom and has access to a full-size, renovated guest bathroom with double sinks and glass-enclosed frameless shower. A SPIRAL STAIRCASE will bring you to the large upstairs primary bedroom, with its own en-suite bathroom. THE ROUND KITCHEN has plenty of cabinetry and countertop space and has its own entrance. The décor is reminiscent of a Cabaret such as Moulin Rouge on Champs Elysees in Paris, fashionable and chic. The eclectic vibe of this house is also reflected on the floors. From the bright color epoxied floors in the kitchen and foyer, to the completely restored beautiful original terrazzo floors in the living room. The 576SQFT DETACHED GARAGE has endless possibilities!!! Easily fits a large truck or 2 small cars, plus room for a WORKSHOP, GYM, office and/or CONVERT TO AN APPARTMENT or ADU. The parking pad will fit your recreational vehicle! And the EXTRA LONG DRIVEWAY & Parking accommodates 6-8 vehicles for guests! The back yard (go through the gate) is private with white vinyl fence, perfect for pets to roam or children to play! Main House Roof new 2022 (garage roof not sure age). HVAC (5 ton) 2020. NO FLOOD INSURANCE NEEDED. NON EVACUATION ZONE. No Hoa fee. A short walk, golf cart drive, or bicycle ride will bring you to the best restaurants in town, breweries, shops, the Safety Harbor Marina, Pier, and the iconic Safety Harbor Resort & SPA. The vibrant scene of downtown Safety Harbor with festivals, art shows and music is just blocks away! Bike to picturesque Philippe Park, offering 122-acres, 1 mile of shoreline, a boat launching facility, fishing, and play areas. Great schools … Safety Harbor Elementary, Safety Harbor Middle, & Countryside High. Top Rated in the US Clearwater Beach is close by as well as Tampa Intl Airport and local attractions. Special homes like this one do not become available often!!

1111 Dr M L King Jr Street N, Safety Harbor

$575,740
4 Beds ⋅ 2 Baths ⋅ Blue Spgs SubDv. ⋅ 34695 Zip Code
Welcome to the blissful end to your Safety Harbor home search!! Early to rise, a short morning walk down to the waterfront park will afford you a glimpse of the sunrise over Tampa Bay with manatee rising out of the shallow waters to say hello. Walk, bike or take a quick golf cart ride to Main Street where you can order your favorite morning brew at our local coffee shops, or sit and mingle with other locals along the shores of Tampa Bay before trekking off to work. If you want to make this lifestyle a reality, then schedule an appointment to visit this newly listed charmer today! Upon entering, you will love the highly desirable open floor plan with a spacious GREAT ROOM appeal and VAULTED CEILINGS. Spectacularly renovated, the kitchen flows into the dining room and living room over a large center island and is complete with pendant lighting and seating for everyone. The kitchen possesses soft-close cabinetry, granite countertops, a subway tile glass backsplash, stainless steel appliances and recessed lighting. This center island will become the hub for nightly homework projects, late night dinners and Saturday morning pancakes. Neutral coastal palettes flow through the entire home and one can’t ignore the gorgeous wood-look, tile flooring that extends through every room. Craftsman style solid core interior doors, modern moldings and updated lighting fixtures leave nothing to be desired! The owners suite is generously sized with walk-in closets and an ensuite bathroom. Unexpected Extras Include: Roof in 2012, HVAC 2016 with UV Light, Water Softener, Reverse Osmosis Water System, New Washing Machine,New Dishwasher, Gas Tankless Hot Water Heater, Storage Shed with Hurricane Straps. Stepping into the backyard, it’s fully fenced for your furry friends and little ones alike. Plus, raised garden boxes with Whitwam Organic Farms Composting sit along the back fence and are ready for your care during the growing season. Don’t forget to look for the fruit trees, mango, grapefruit, lime, mandarine and lemon! Alfresco style evening dinners under the spacious back patio will turn your summer evenings into a blissful party at home. Don’t feel like cooking tonight? Take a quick walk downtown or hop in the golf cart for a quick bite at your local dining establishments like Tides, Gigglewaters, or Marker 39. Weekend festivals and Third Fridays are in your backyard playground too… and you won’t have to think twice about arriving early to find parking. Schedule your private showing today - You aren’t just buying a home, you’re buying a lifestyle!

615 6th Avenue N, Safety Harbor

$907,000
3 Beds ⋅ 2 Baths ⋅ Seminole Park Rev SubDv. ⋅ 34695 Zip Code
A true Safety Harbor original—full of warmth, charm, and history. 1005 Main Street isn’t just a home—it’s a front-row seat to one of Florida’s most beloved small towns. Built in 1915, two years before the town was officially founded, this 3-bedroom, 2-bath plus den Craftsman Bungalow sits proudly on a rare double lot right at the edge of downtown. From the moment you step onto the string-lit front porch, the home feels like something out of a storybook. Inside, nearly 2,600 square feet unfold with refinished original hardwood floors, coffered ceilings, a cozy window bench, and built-in details throughout. The main level features a welcoming front sitting room, a large dining area, and a living room that flows seamlessly into the heart of the home—the kitchen. The kitchen is warm, inviting, and full of character. Fully reimagined in 2020, it features quartz countertops, a marble backsplash, and a showpiece ILVE gas range framed by an arched brick wall built with reclaimed brick from Ybor City in Tampa. Just off the kitchen, the laundry and mudroom combo adds both function and charm, complete with a custom indoor dog wash station—perfect for post-park cleanups or muddy paws after a downtown stroll. Downstairs also includes a guest bedroom and full bath, along with a flexible den or office space. Upstairs, the spacious primary suite includes an ensuite bath and walk-in closet, while the third bedroom brings in tons of natural light and charm. Out back, the fully fenced yard offers a peaceful escape with artificial turf, mature trees, and a courtyard-style layout. Alley access, a circular driveway, and a detached shed offer added convenience. Approved for a pool, garage, or ADU, this rare double lot offers privacy when you want it and walkability to downtown when you don’t—the best of both worlds. The home has been consistently cared for and thoughtfully updated. In 2020, the kitchen, family room, and laundry area were completely redone, along with new hardwood floors and custom finishes. Both bathrooms have been refreshed, and the upstairs bath received a full update in 2013. There are two central AC units—one just a few years old—the gas tankless water heater adds efficiency, and the standing seam metal roof had all its fittings replaced in 2020. Plumbing has been upgraded with PVC, including a full sewer line replacement, and the electrical system includes two updated breaker panels. Spray foam insulation helps with year-round comfort, and foundation piers were redone in 2013. A brand-new wood fence was added in 2025, the yard includes artificial turf, and the landscaping has been professionally maintained, with tree trimming in both 2023 and 2025. Other thoughtful touches include a 10x10 custom shed, full irrigation system, water softener, and string lighting that brings a cozy glow to the porch and backyard. The home sits in Flood Zone X—no flood insurance required—and has never had storm damage. It’s high and dry, solid and sound, and ready for the next chapter. And the best part? You’re just steps from everything downtown Safety Harbor has to offer. Walk or hop in the golf cart to Gigglewaters, The Brinehouse, HavenHouse Coffee, Water Oak, and the Sunday Market. With art festivals, live music, and local favorites all around, this home isn’t just a place to live—it’s a lifestyle. This is more than just one of Safety Harbor’s original homes. It’s one of its most admired—and now it’s ready to be part of someone else’s story.

1005 Main Street, Safety Harbor

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Safety Harbor Historical Real Estate