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1721 Lake Cypress Drive Unit 2101, Safety Harbor
$280,000
2 Beds ⋅ 2 Baths ⋅ Cypress Trace North Condo SubDv. ⋅ 34695 Zip Code
HUGE PRICE REDUCTION...PLUS a BRAND NEW HVAC unit..Don't let this one get away. Come see this rare ground-floor living with peaceful wooded views—if peace, quiet and serenity are what you’ve been searching for, this condo delivers. The privacy that backing into the conservation makes this condo unique. This beautifully maintained 2-bedroom, 2-bath residence offers a perfect blend of comfort and convenience in a pet-friendly community that welcomes up to two pets, including large dogs. Enjoy the ease of ground-level living—no stairs, no elevators—making everyday living and bringing in groceries a breeze. Inside, you’ll find luxury vinyl flooring throughout, creating a seamless and low-maintenance space. The kitchen features solid wood cabinetry and Corian countertops, offering both durability and timeless appeal. The inviting living room is centered around a cozy wood-burning fireplace—perfect for relaxing evenings at home. Enjoy peace of mind knowing the property is located in a non-flood zone, and take advantage of the community amenities, including a sparkling pool and hot tub. Ideally situated just minutes from the charm of downtown Safety Harbor, you’ll love the quaint shops, restaurants, and waterfront parks. Plus, easy access to Tampa International Airport makes travel a breeze.

1721 Lake Cypress Drive Unit 2101, Safety Harbor

94 Sugar Bear Drive Unit 55, Safety Harbor
$115,000
2 Beds ⋅ 2 Baths ⋅ Briar Creek Mobile Home Community I Condo SubDv. ⋅ 34695 Zip Code
Nestled in one of Safety Harbor's most welcoming active adult communities, this charming two-bedroom, two-bathroom home offers the perfect blend of comfort, convenience, and carefree living. With no rear neighbors, you'll enjoy a sense of privacy and openness that's hard to come by. Step inside to discover a generous living room that flows seamlessly into a spacious dining area, creating an inviting atmosphere for both relaxing and entertaining. The kitchen features a brand new stainless steel dishwasher and its own eat-in nook, ideal for casual morning coffee. The primary bedroom boasts an ensuite bathroom and an impressively large walk-in closet, while the second bedroom offers equally generous proportions. Ample closet space throughout keeps everything neatly organized, and a dedicated storage area with washer and dryer hookups adds everyday practicality. Major updates have already been handled — the roof and air conditioning system were both replaced in 2021, giving you peace of mind for years ahead. This golf cart friendly community keeps monthly fees refreshingly low while covering water, sewer, trash pickup, lawn maintenance, and full access to a clubhouse complete with pool, spa, shuffleboard courts, and a vibrant calendar of activities. Small pets are also welcome. The surrounding neighborhood places you minutes from downtown Safety Harbor's eclectic shops and restaurants, scenic waterfront parks, top-rated medical facilities, and a quick drive to the stunning Gulf beaches. If you've been searching for low-maintenance living wrapped in warmth and community spirit, schedule your private tour today.

94 Sugar Bear Drive Unit 55, Safety Harbor

155 Marshall Street, Safety Harbor
$850,000
3 Beds ⋅ 3 Baths ⋅ Mira Mar Terrace SubDv. ⋅ 34695 Zip Code
Here is your chance to own Safety Harbor's famous Pirate House! This unique home is located in the heart of Safety Harbor....just a short distance to Phillippe Park, Tampa Bay, schools, and downtown. The owners spared no expense when redoing the exterior of this custom home. From upgrading the siding to installing hurricane rated windows and doors. They also added a double courtyard entrance with a stone wall facade and custom wrought iron gates. Beautiful French doors lead you into a vaulted foyer that is wrapped by a staircase. Ample kitchen with granite counters, stainless steel appliances, a breakfast room with bar and built-ins. There is also a dining area off the kitchen, which leads you outside, through another set of French doors. Spacious Living room is great for entertaining...there is even a spot for an aquarium. In the hall, there is a built in cubby for your little furry friend. Travertine tiles run throughout the first floor. Upstairs...there are 3 spacious bedrooms. The primary has Vaulted ceilings, a walk in closet, a French door opening to a Juliet balcony, a private bathroom with a double vanity, double jetted tub, and skylight. The 2nd bedroom is oversized with a hidden Murphy bed, vaulted ceilings, pocket door access to the hall bath, and a French door leading out to a balcony that overlooks the backyard. The 3rd bedroom has a custom wall grid system, vaulted ceilings, a French door leading to a balcony and would make a great room to display collections, hobbies, or run a home based business. The hall bath features a walk in shower with a one of a kind, etched glass enclosure. Out back, this home has an expansive patio area with slate tile, a hot tub, no maintenance lawn, and a treehouse! The treehouse was built in a way that allows the tree to continue to grow. It has a lookout spot on the roof and a ramp so your furry friend can come visit. Don't miss out on this unique opportunity to live your dream in the coolest house in town!

155 Marshall Street, Safety Harbor

107 Country Villas Drive, Safety Harbor
$529,000
3 Beds ⋅ 3 Baths ⋅ Country Villas SubDv. ⋅ 34695 Zip Code
Perfectly positioned in one of Safety Harbor’s most desirable neighborhoods, this spacious 3 bed 3 full bath, single-family home places your family at the center of everything that makes this coastal town so special. Just minutes from the sparkling shoreline of Old Tampa Bay, top-rated schools, and beloved local parks, the location offers unmatched convenience for busy families. Tree-lined streets lead to playgrounds, bike paths, and the vibrant downtown district, where kid-friendly restaurants, boutique shops, and year-round community events create a lively, welcoming atmosphere. With its ideal proximity to waterfront recreation, everyday essentials, and the warm, walkable charm Safety Harbor is known for, this home delivers a lifestyle that families truly love.

107 Country Villas Drive, Safety Harbor

108 Irwin Street E, Safety Harbor
$1,199,000
3 Beds ⋅ 3 Baths ⋅ Water View Heights SubDv. ⋅ 34695 Zip Code
Why buy an older home and spend time and money replacing what’s already aging when a beautiful, brand-new luxury custom home is available now in Safety Harbor? Everything here is new—not remodeled, replaced, or added to an older structure. From the foundation and reinforced concrete-block walls to the roof, impact-rated hurricane windows, fiberglass exterior doors, electrical, plumbing, HVAC, insulation, and interior finishes, the entire home was built new to today’s Florida building standards. This 3-bedroom, 3-bath home offers 2,634 sq. ft. of living space, a large private flex room/office, an oversized 3-car garage, and an approximately 400-sq.-ft. raised covered lanai. It’s completed, move-in ready, and offers the peace of mind, energy efficiency, hurricane protection, and lower maintenance that come with owning a truly new home. The open floor plan features 10-foot ceilings, porcelain tile flooring, designer lighting, and abundant natural light. The kitchen is designed for everyday living and entertaining with solid wood cabinetry, Cambria quartz countertops, a full-height quartz backsplash, premium stainless-steel appliances, a large island, and a walk-in pantry. The spacious primary suite includes two custom walk-in closets, dual vanities, and an oversized designer walk-in shower. The split-bedroom layout provides privacy for family and guests, while the large flex room can serve as a home office, den, gym, media room, or additional guest space. Enjoy Florida living on the approximately 400-sq.-ft. raised covered lanai, already equipped with a TV connection plus water and gas rough-ins for a future outdoor kitchen. Quality construction includes a reinforced stem-wall foundation, reinforced concrete-block construction, Timberline HDZ shingles with peel-and-stick roof underlayment, R-38 attic insulation, impact-rated hurricane windows, fiberglass exterior doors, an in-wall pest-control system, irrigation, new landscaping, fencing, and a new lift station and meter. Located in desirable Flood Zone X with NO HOA, this home is close to charming Downtown Safety Harbor, Philippe Park, Tampa Bay, restaurants, boutiques, parks, and recreation. Why renovate when you can start fresh? Everything is new, built together from the ground up, and ready for its first owner now.

108 Irwin Street E, Safety Harbor

50 Dogwood Court Unit 11, Safety Harbor
$235,000
2 Beds ⋅ 2 Baths ⋅ Briar Creek Mobile Home Community I Condo SubDv. ⋅ 34695 Zip Code
Enjoy your land owned- no LOT RENT no FLOOD ZONE, Golf Cart Friendly, 55+active community with too many activities to mention. The reasonable maintenance fee of only $235 monthly includes; water, sewer, trash, lawn maintenance, clubhouse access including a heated and cooled pool with spa! Upon entering this 2025-26 completely renovated and remodeled home - with (Blink video doorbell) you will be in awe. We are talking a fabulous open concept with NEW everything. For instance; Cabinets, countertop, sink, appliances, toilets, tiled showers, vanities, flooring, lighting, stylish blinds and paint. Take in the spacious open floor plan with treetop views from one of your screened porches, as this property sits at one of the parks highest elevations. Featuring, neutral tones and energy efficient LED lighting carried throughout, providing a blank canvas for everyone's taste and decor style. A brand new shaker style kitchen-features, soft close doors, lots of new stylish lighting, stunning calcite countertops, lovely glass/stone backsplash, a lovely island with lots of storage space and a nice sized pantry. The awesome stainless undermount sink, compliments the brand new stainless steel appliances. All new sub floors along with luxury vinyl and laminate have been installed throughout. The oversized primary bedroom features plenty of natural light with a modern lighted ceiling fan, dual closets and a beautifully appointed ensuite. Both bathrooms have been remodeled with new vanities and new modern fixtures and lighting. The primary bath ensuite presents an oversized step-in newly tiled shower, modern touches and a spacious walk-in-closet. This property backs up to Briar Creek in a peaceful, quiet, non pet zone area on one of the parks most private quaint cul-de-sac's with awesome neighbors, spacious driveway and a generous sized shed/workshop, with a nice sized screened sitting room. In addition, most windows have been replaced along with the vapor barrier. This is truly a beautiful, highly sought after Safety Harbor community boasting mature trees, small lakes and creeks, plus, access to walking and biking trails along the Lake Tarpon Outfall canal, ( connecting Tarpon lake and Tampa Bay). The central location of this community provides for an extreme ease of living lifestyle. You will find nearby shopping, plenty of events and local markets, hospitals and medical centers, quick rides to both Tampa and St.Pete airport, and 15-20 minutes to many parks and beaches. You do not want to miss out on this rare find! Call for a private showing!

50 Dogwood Court Unit 11, Safety Harbor

918 Woodbridge Court, Safety Harbor
$599,000
3 Beds ⋅ 3 Baths ⋅ Village Of Safety Harbor SubDv. ⋅ 34695 Zip Code
PRICE IMPROVEMENT and an Assumable VA Loan at 5.75% — a rare opportunity to lock in a rate well below today's market!! Welcome to the best-kept secret in the Village of Safety Harbor community. This 3-bed, 2.5-bath townhome has been fully remodeled from top to bottom, and it shows the moment you walk in — this isn't a light refresh, it's a complete reimagining of the home with modern finishes and real structural upgrades that most buyers never get in a resale. The kitchen is the showstopper: new lower cabinetry, ceiling-height upper cabinetry with crown molding, quartz countertops with a dramatic waterfall edge, a new stainless sink, and a full suite of brand-new stainless appliances including a Samsung touchscreen refrigerator. Luxury vinyl plank flooring runs throughout the entire downstairs and up the stairway, tying the whole main level together with a clean, cohesive, modern feel. Upstairs, engineered hardwood carries through every bedroom. The primary suite's bathroom has been completely redone — new vanities in quartzite, a redesigned shower with glass enclosure, and updated tile flooring throughout. The guest bath got the same attention to detail with quartz counters and a lighted mirror, and even the downstairs half bath has a brand-new quartz vanity. Major systems and structure were addressed too, not just cosmetics: a tankless water heater (2024/2025), full exterior perimeter waterproofing, soil stabilization at the back porch, and both front balconies rebuilt in 2025 — meaning the big-ticket items buyers worry about in a townhome are already done. Minutes from downtown Safety Harbor's waterfront, parks, restaurants, and year-round events, this is turnkey living in one of Pinellas County's most walkable small-town communities — at a price point that just moved, on a loan buyers can't get anywhere else right now.

918 Woodbridge Court, Safety Harbor

98 Sugar Bear Drive Unit 57, Safety Harbor
$199,900
2 Beds ⋅ 2 Baths ⋅ Briar Creek Mobile Home Community I Condo SubDv. ⋅ 34695 Zip Code
No rear neighbors. Backs up to Briar Creek and trees. This lovely home is in a great quiet location and allows a cat or a dog up to 25 pounds. It has newer windows, new HVAC Jan 20/2025, replaced subfloors and installed luxury vinyl, replaced electrical panel Jan 2026, repaired vapor barrier & plumbing underneath & raised HVAC ducts that were hanging down. A 4 Point Inspection was done Jan 2026 and is attached in MLS. This is a large 1368 square foot home under central heat and air with a back room to enjoy the view that is 9.7X9.10 with a wall unit air conditioner. There is a screen patio in the back also to enjoy the view and it houses a very nice shed. There is also an attached shed with modern washer & dryer. This friendly in-demand community has big gnarly trees, 2 little lakes and backs to the bay. It is a beautiful community where all the homes are purchased with the deeded lot included. The maintenance fee is only $235/Month for this home. Room measurements approximate.

98 Sugar Bear Drive Unit 57, Safety Harbor

951 S Bayshore Boulevard, Safety Harbor
$6,495,000
5 Beds ⋅ 6 Baths ⋅ Bonita Vista SubDv. ⋅ 34695 Zip Code
NOW PRESENTED AT 9,997 SQ FT OF LIVING AREA AND 14,066 TOTAL BUILDING AREA, this extraordinary Safety Harbor waterfront estate was extensively transformed, with major permitted improvements completed in 2019. Welcome to 951 S Bayshore Boulevard, offering rare scale, privacy and water on both sides of the property, with sweeping Tampa Bay views to the front and Alligator Lake to the rear. Set on approximately .77 acre with approximately 215 feet of waterfront, this custom residence offers 5 bedrooms, 4 full baths, 2 half baths, soaring ceilings, expansive living and entertaining spaces, an executive office, game room, wet bar and a private elevator connecting multiple levels. The open floor plan is enhanced by custom millwork, stone counters, solid wood cabinetry, wood and ceramic tile flooring, cathedral, coffered, tray and vaulted ceilings, and dramatic views throughout. The primary suite is positioned as a private retreat with panoramic water views, a spa-inspired bath and generous walk-in closets. Designed for both everyday living and large-scale entertaining, the property extends outdoors to a resort-style pool and heated spa, covered terraces, outdoor kitchen, fire pit, putting green, basketball court, tennis court and elevated observation area with exceptional sunrise and sunset views. A private fitness center with steam room and two safe rooms add another level of function and privacy. For the automobile collector, boating enthusiast or owner requiring exceptional storage, the property includes an attached 12-car garage and direct access to Tampa Bay. Additional features include impact-rated windows, solid concrete block construction, smart-home features, mature tropical landscaping and gated privacy. The setting is difficult to replicate: Tampa Bay in front, lakefront in back, and downtown Safety Harbor only minutes away, with convenient access to Clearwater, Dunedin, Tampa, St. Petersburg, Gulf beaches, marinas, private clubs, golf and Tampa International Airport. Originally built in 1999, the residence underwent substantial permitted improvements in 2018-2019, including roofing, mechanical, electrical and plumbing work, with multiple permits finaled in 2019. The result is a dramatically transformed waterfront estate offering nearly 10,000 square feet of living area, more than 14,000 total building square feet, exceptional recreational amenities and one of the most distinctive dual-waterfront settings in Tampa Bay.

951 S Bayshore Boulevard, Safety Harbor

108 4th Avenue S, 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

110 Meadowcross Drive, Safety Harbor
$475,000
3 Beds ⋅ 2 Baths ⋅ Country Villas-Unit Two SubDv. ⋅ 34695 Zip Code
You don’t want to miss this 3 bedroom, 2 bath, 2 car garage home in the much sought after Country Villas community in Safety Harbor. It is located on a quiet, peaceful cul-de-sac and is not in a flood zone, HIGH & DRY! This well cared for home offers many desirable updates. These include a new roof (2023), new AC (2022), new kitchen appliances (2020), some new kitchen cabinets (2021), new carpet in master bedroom, luxury vinyl in living area and other bedrooms (2020). The light and bright spacious open plan is designed for comfortable living, entertaining and includes a wood burning fireplace. This home offers a blend of tranquility and convenience being located near airports, restaurants, shopping and top rated schools. Minutes away is downtown Safety Harbor which provides great entertainment for the whole family. You will also have easy access to the world famous sandy beaches of the Gulf Coast. Next door is also available (112 Meadowcross), to set-up for perfect multi-generational living!

110 Meadowcross Drive, Safety Harbor

112 Meadowcross Drive, Safety Harbor
$480,000
3 Beds ⋅ 2 Baths ⋅ Country Villas-Unit Two SubDv. ⋅ 34695 Zip Code
HURRICANE-READY & ENERGY-ASSURED! Welcome to 112 Meadowcross Drive, a beautifully updated 3-bedroom, 2-bath home tucked away on a spacious lot at the end of a peaceful cul-de-sac in desirable Country Villas. For buyers seeking peace of mind and dependable comfort year-round, this home offers an exceptional package of upgrades, including a BRAND-NEW high-wind-rated roof, impact-rated windows and doors, and a Tesla Powerwall battery system paired with solar. Built for Florida living, the home's integrated backup power system delivers continuous electricity through everyday utility outages and extended storm-related disruptions, while the thoughtful storm-ready features help keep you protected, connected, and comfortable when severe weather threatens. Located outside the flood zone and situated on a spacious 0.25-acre lot, this home offers the rare combination of storm preparedness, modern updates, and everyday comfort. Inside, brand-new luxury vinyl flooring flows throughout the living spaces, complementing the open floor plan and natural[RM1.1] light. The kitchen features newer appliances and updated cabinetry with soft-close doors and drawers, both bathrooms have been tastefully updated and a wood-burning fireplace creates a warm focal point for the living area. Additional major improvements include a newer HVAC system, a hurricane-rated garage door, and an under-roof screened sunroom that offers a comfortable indoor-outdoor living experience year-round. Outside, the generous backyard offers plenty of room for a pool in a park-like setting with the natural backdrop of the woods along with a dedicated dog run featuring high-quality artificial turf. The two-car garage provides additional storage on sturdy, built-in shelves and in large, enclosed cabinets. Ideally located in Safety Harbor with easy access to downtown, shopping, restaurants, airports, top-rated schools, and Gulf Coast beaches, this home is an outstanding opportunity for anyone looking for a move-in-ready Florida residence where comfort meets preparedness. A rare combination of high-wind protection, backup power capability, modern updates, and a high-and-dry location, this home offers the comfort, security, and peace of mind that today's Florida buyers are seeking. Welcome home!

112 Meadowcross Drive, Safety Harbor

141 Forest Lane Unit 13, Safety Harbor
$123,000
2 Beds ⋅ 2 Baths ⋅ Briar Creek Mobile Home Community Ii Condo SubDv. ⋅ 34695 Zip Code
This 2 bedroom 2 bath with an office allows a cat or a dog up to 25 pounds. New HVAC unit installed on July 3/2026. The large open Living and dining rooms have laminate floors. Everything is very open with an island kitchen and family room with a skylight. There are 2 pantries and a storage closet in the kitchen. This home is 1354 square feet. There is also a side porch with windows & a storage shed with washer & dryer. You own the 52X75 lot included in the price. All you pay is $250 per month for maintenance fee which includes water, sewer, trash, lawn, private roads, clubhouse, heated pool & spa, gym, pickleball, and a lot where you can park your RV or your boat. This is a very friendly 55+ community with winding roads, little hills, lakes, and backs up to the bay. Room measurements approximate.

141 Forest Lane Unit 13, Safety Harbor

839 3rd Street N, 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

603 Baldwin Avenue Unit B, Safety Harbor
$192,950
2 Beds ⋅ 2 Baths ⋅ Yorktown At Beacon Place SubDv. ⋅ 34695 Zip Code
2BR/2BA GROUND FLOOR, CORNER UNIT CONDO in Safety Harbor's YORKTOWN AT BEACON PLACE COMMUNITY. THIS UNIT HAS BEEN GIVEN A NEW REDUCTION IN PRICE & A FRESH NEW LOOK! RECENT WALLPAPER REMOVAL IN KITCHEN & BOTH BATHS PLUS WALLS REDONE & REPAINTED! Enjoy SINGLE-LEVEL LIVING with a DEDICATED CARPORT, INSIDE UTILITY - W/D , FRESH PAINT throughout & NEW CARPET. Positioned directly across from the pool and clubhouse, the property features a CONVENIENT LOCATION with PARK-LIKE VIEWS from ALL windows, including your PRIVATE ENCLOSED LANAI . HOA fees covers extensive utilities, maintenance, and insurance. ALL ASSESSMENTS HAVE BEEN FULLY PAID, plus SELLERS will seriously consider all offers & with potential credits toward closing costs. CONTACT LA for further details.

603 Baldwin Avenue Unit B, Safety Harbor

2180 Philippe Parkway, Safety Harbor
$749,900
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

3420 Channelside Court, Safety Harbor
$2,457,000
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

454 Main Street, 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

3484 Shore Drive, Safety Harbor
$1,750,000
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