Location: Safety Harbor
Do Not Show Listings
526 5TH AVE N, SAFETY HARBOR, FL 34695
$399,00051 Days on yellowkey MLS ID: TB8518332
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 823 Built: 1948 Tax: $4,040 (2025)Community: Spring Park RevSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,040
Elementary School: Safety Harbor Elementary-PN
High School: Countryside High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: 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.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Zoltan Vincze (561-785-3381)
516 5TH AVE N, SAFETY HARBOR, FL 34695
$899,000122 Days on yellowkey MLS ID: TB8493108
REDUCED by $50,000 (5.3%) on 05/08/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2750 Built: 1925 Tax: $4,787 (2025)Community: Spring Park RevSpa: NoSingle Family
Taxes:$4,787
Elementary School: None
High School: None
Middle School: None
Remarks: 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.
911 WYNGATE CT, SAFETY HARBOR, FL 34695
$925,00018 Days on yellowkey MLS ID: TB8528196
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2770 Built: 1998Monthly Fee: $75 Tax: $8,077 (2025)Community: Huntington EstatesSpa: YesSingle Family
Taxes:$8,077
Remarks: Welcome to Huntington Estates, one of Safety Harbor's most sought-after communities, where this exceptional 4 bedroom, 3 bathroom, 3 car garage, with a PRIVATE POOL has undergone an extraordinary $200,000 COMPLETE INTERIOR RENOVATION. Nearly everything inside this stunning home was transformed. Updated flooring, high-end baseboards, all new high-end panel interior doors, custom wood casing around the doorways, lighting, fixtures, counters, cabinetry, and designer finishes create a home that feels far newer than its original construction. From the moment you step through the custom glass DOUBLE DOORS, you are welcomed by soaring 12- FOOT CEILINGS, rich wood laminate flooring, elegant crown molding, and an expansive open floor plan filled with natural light. A CUSTOM BUILT-IN ELECTRIC FIREPLACE creates a stunning focal point for gathering with family and friends upon entry. It is the perfect entertaining area that flows with the formal dining room. The beautifully redesigned kitchen offers abundant cabinetry reaching the ceiling, custom built-in lighting, generous prep space with a massive center island, glass pane showcase door fronts, an eat-in dining area, overlooking the spacious family room and SPARKLING POOL. This kitchen is like no other! Tucked away is a convenient OFFICE NOOK, perfect for working from home, studying, or staying organized. The large laundry room is a dream, equipped with a storage closet, a BRAND NEW utility sink vanity, and endless cabinetry. The thoughtfully designed SPLIT FLOOR PLAN provides privacy for everyone. The spacious primary suite is a true retreat with DIRECT ACCESS TO THE POOL and a luxurious ensuite bathroom featuring dual vanities, luxury countertops, a soaking tub, and a separate frames glass walk-in shower. Three additional bedrooms and two full bathrooms provide plenty of space for family and guests. It is the perfect layout for privacy. Each wing of the home has a POCKET DOOR closing off each area. This is ideal for guests and visitors. Step outside and enjoy your own private backyard oasis featuring a HEATED POOL (natural gas), screened lanai, paver pool deck, and FULLY FENCED BACKYARD, creating the perfect setting for relaxing or entertaining year- round. The location is just as impressive as the home itself. Nestled in the heart of Safety Harbor, you're just minutes from the iconic Safety Harbor Resort & Spa, charming downtown Safety Harbor, Marshall Street Park, Philippe Park, local restaurants, boutique shopping, breweries, and year-round community events. Marshall Street Park is just a short walk away and features a shaded playground, picnic areas, and numerous pickleball courts. Families will also appreciate being zoned for HIGHLY RATED SAFETY HARBOR SCHOOLS. Luxury renovations, an incredible floor plan, an unbeatable location, and one of the area's most desirable neighborhoods make this a rare opportunity to own a truly exceptional home in Huntington Estates. *HOME OFFERS NATURAL GAS*
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Dee Strom (813-525-7851)
2140 N BAY HILLS BLVD, SAFETY HARBOR, FL 34695
$439,90040 Days on yellowkey MLS ID: O6413194
0 Days Off yellowkey (back on 7/31/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 1977Monthly Fee: $100 Tax: $6,354 (2025)Community: North Bay Hills RepSingle Family
Taxes:$6,354
Elementary School: Leila G Davis Elementary-PN
Remarks: Welcome to this charming 3-bedroom, 2-bathroom home in the desirable Bay Hills community of Safety Harbor. Offering approximately 1,680 heated square feet, this well-maintained residence features a functional floor plan with spacious living and dining areas, an eat-in kitchen, and a comfortable primary suite. Enjoy abundant natural light, generous bedroom sizes, and a private backyard perfect for relaxing or entertaining. Conveniently located near parks, golf courses, shopping, dining, and the vibrant downtown Safety Harbor district, with easy access to major roadways, Tampa International Airport, and the beautiful Gulf Coast beaches.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Ileana Perez (904-859-9603)
1412 OAK HAVEN DR, SAFETY HARBOR, FL 34695
$439,90029 Days on yellowkey MLS ID: TB8525571
REDUCED by $10,000 (2.2%) on 07/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1353 Built: 1965 Tax: $4,945 (2026)Community: Oak Haven EstatesSingle Family
Taxes:$4,945
Tax Year: 2026
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (813-749-0875)
Listing Agent: Ali Schaaff (727-463-3347)
108 IRWIN ST E, SAFETY HARBOR, FL 34695
$1,399,000124 Days on yellowkey MLS ID: TB8491819
REDUCED by $50,000 (3.5%) on 07/13/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2634 Built: 2026 Tax: $5,754 (2025)Community: Water View HeightsSingle Family
Taxes:$5,754
Remarks: Virtually Staged. PRICE IMPROVEMENT! Now offered at $1,399,000—an exceptional opportunity to own a brand-new custom luxury home in the heart of Safety Harbor. Built by Cogdill Builders of Florida, this beautifully crafted Modern Coastal residence combines timeless design, quality craftsmanship, and an unbeatable location just one mile from vibrant Downtown Safety Harbor and Philippe Park. Situated on a quarter-acre homesite in Flood Zone X with NO HOA, this move-in-ready home offers 4 bedrooms, 3 full bathrooms, an oversized 3-car garage, and 2,634 square feet of thoughtfully designed living space. Every detail reflects quality, from the soaring 10-foot ceilings, impact-rated windows, premium porcelain tile flooring, designer lighting, and open-concept floor plan to the exceptional finishes found throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring custom wood cabinetry, a large Cambria quartz island, a full-height Cambria quartz backsplash, stainless steel appliances, a walk-in pantry, and a spacious laundry room. The primary suite features two oversized custom walk-in closets, dual vanities, and a spacious walk-in shower. The split-bedroom floor plan provides privacy for family and guests, while the fourth bedroom offers flexibility as a home office, fitness room, or guest suite. Step outside to the impressive 49-foot covered lanai overlooking a professionally landscaped backyard with irrigation, privacy fencing, and ample space for a custom pool. Pool renderings are available upon request. Enjoy everything that makes Safety Harbor one of Tampa Bay’s most desirable communities, including charming Main Street, waterfront parks, Philippe Park, the marina, award-winning restaurants, boutique shopping, breweries, the Safety Harbor Resort & Spa, weekly farmers markets, concerts, and year-round festivals. Clearwater Beach, Honeymoon Island, Tampa International Airport, Downtown Tampa, and St. Petersburg are all just a short drive away. Built with durable concrete block construction, energy-efficient features, premium materials, and meticulous attention to detail, this home delivers the quality and craftsmanship today’s buyers expect from a true custom home. Luxury, location, and lasting value come together in one exceptional property. Schedule your private showing today.
Listing is courtesy of: BUSINESS & REALTY CONSULTING OF FLORIDA (813-777-4527)
Listing Agent: Emiliya Cogdill (813-777-4527)
4104 N BAY HILLS BLVD, SAFETY HARBOR, FL 34695
$350,0001 Day on yellowkey MLS ID: TB8532704
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1212 Built: 1980 Tax: $905 (2025)Community: Tangelo Grove VillageSingle Family
Taxes:$905
Remarks: Original owner - former model home to community. 3BR/2BA/Garage with LARGE LOT in a non-flood zone rating! Steps from Safety Harbor/Downtown Safety Harbor, Oldsmar, Phillipe Park, many shops & destinations right outside of your community! Enjoy an upgraded kitchen, a great use of space for your living area, ensuite primary bath with primary bedroom (including a walk-in closet), two additional bedrooms, along with a patio slab in the back - overlooking a very private backyard with room to add a playset, pool, and lanai! Other improvements include: New exterior paint for the house, walkways, garage, and driveway. Newer HVAC system ('22). Enjoy a convenient sidewalk that wraps around the side of the garage, gutters, artistic brick designed planters for flowers/potted plants, and new mailbox. North Bay Hills has a Civic Association and optional $100 fee for their association (not required). Come see why this LOCATION is A+! Central to so much in Pinellas and Hillsborough counties. Steps from Safety Harbor Spa and Resort, famous beaches in Clearwater and the Gulf Coast, Tampa International Airport, St. Pete/Clearwater Airport, and more! Relax at home and nearby - at so many attractions and destinations. Make your appointment today - easy to see!
Listing is courtesy of: REAL ESTATE FIRM OF FLORIDA, LLC (813-961-6000)
Listing Agent: Charlie Bodine (813-220-0237)
1090 MAIN ST, SAFETY HARBOR, FL 34695
$1,380,00078 Days on yellowkey MLS ID: TB8507231
REDUCED by $110,000 (7.4%) on 07/31/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2946 Built: 2026 Tax: $5,041 (2025)Community: Seminole Park RevSingle Family
Taxes:$5,041
Remarks: Stunning new construction mid-century modern two-story home located on highly sought-after Main Street in Safety Harbor. Designed with elevated finishes and modern architectural elements throughout, this impressive residence features a torch-down flat roof, double driveway with turnaround pad or golf cart parking, and a private vinyl-fenced backyard with gates on both sides. Outdoor living spaces include a covered lanai and second-floor balconies at both the front and rear of the home. Enter through double doors into a dramatic foyer with soaring 20+ foot ceilings highlighted by a modern crystal sloping pendant chandelier. The foyer also provides direct access to the oversized two-car garage. The open-concept floor plan seamlessly combines the living room, kitchen, and dining areas, showcasing layered textures of stone, wood, and Venetian plaster throughout the home. Thoughtful design details maximize storage and functionality. The living room features custom built-in wood shelving and an electric decorative fireplace. Designed for entertaining, the kitchen opens directly to the backyard and lanai through sliding glass doors and offers dual-tone cabinetry, granite countertops, an island with an extending sliding countertop for additional seating and storage, and premium European-style FORNO Espresso appliances. The elongated dining area runs parallel to the kitchen, creating a spacious and inviting gathering space. Additional first-floor features include a small pantry connected to the half bathroom, a versatile flex room ideal for an office, den, or library, and a glass-enclosed wine display and storage area beneath the staircase. Upstairs, the second-floor landing overlooks the foyer with modern glass railings and connects all bedrooms along with the upper-level laundry room. Every bedroom includes ceiling fans, window treatments, ensuite bathrooms, and generous closet space. The spacious primary suite features sliding glass doors leading to a private rear balcony, a dry bar, walk-in closet with built-ins and vanity, and a luxurious ensuite bathroom with dual sinks, a walk-in glass shower with rain shower head, and a contemporary freestanding soaking tub. Secondary bedrooms offer ensuite bathrooms with single vanities and glass-enclosed tub/shower combinations. The front bedroom also enjoys access to a private balcony overlooking the property. The upstairs laundry and storage room includes cabinetry, countertop workspace, sink, and washer/dryer hookups for added convenience. Conveniently situated on Main Street with quick access to McMullen Booth Road/County Road 611 and less than one mile from downtown Safety Harbor, this home offers the perfect balance of luxury and location. Nestled along the western shore of Tampa Bay, Safety Harbor is known for its charming small-town atmosphere, waterfront parks, renowned resort and spa, locally owned shops and restaurants, community events, recreational activities, and beautiful Philippe Park.
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Nicole Evans (727-301-9981)
1736 PINE CREEK CT, SAFETY HARBOR, FL 34695
$889,0001 Day on yellowkey MLS ID: TB8533089
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2819 Built: 1983Monthly Fee: $9 Tax: $10,045 (2025)Community: Rainbow FarmsSingle Family
Taxes:$10,045
Remarks: Stunning Renovated 4-Bedroom 2.5 Bath-Two Car Garage in the highly sought after Rainbow Farms Community–Your Private SANCTUARY Awaits! Boasting 2,819 square feet of exquisitely designed living space, this property offers the perfect blend of Luxury, Style, and Entertainment. At the heart of this home lies a show-stopping designer kitchen, meticulously crafted with sleek modern cabinetry, luxurious quartz countertops, and premium stainless-steel appliances. Brand-new luxury vinyl flooring stretches seamlessly through the living areas. Retreat to the serene master suite, a true sanctuary with a masterfully designed walk-in shower, soaking tub, large double-vanity, and large walk-in closet. The thoughtful split-bedroom floor plan includes three additional bedrooms, an office/bonus room, and two fully updated guest bathrooms. A spacious laundry room adds everyday practicality to this well-planned layout. No doubt you will notice the large, fully screened-in, sparkling pool that is perfect for entertaining and enjoying the beautiful year-round Florida weather. The property comes with a Brand-New 2026 Roof, Newer HVAC, and a Newly Refinished Pool & New Pool Equipment, which will provide peace of mind and * low maintenance * for years to come. This community is known for being family friendly, safe, and very well kept. Location, location, location! This home is in an excellent A-rated school district and is also within a short bike-ride from downtown Safety Harbor and all of its amazing parks, restaurants, coffee shops, and bars. This exceptional property offers not just a home, but a lifestyle. Don’t miss the chance to make it yours.
Listing is courtesy of: SANCTUARY REAL ESTATE GROUP, LLC (404-974-5843)
Listing Agent: Jared Davis (720-560-1918)
110 MEADOWCROSS DR, SAFETY HARBOR, FL 34695
$484,900255 Days on yellowkey MLS ID: TB8449601
REDUCED by $15,000 (3.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1646 Built: 1980Monthly Fee: $4 Tax: $4,169 (2024)Community: Country Villas-Unit TwoSingle Family
Taxes:$4,169
Tax Year: 2024
Remarks: 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!
Listing is courtesy of: PARK PROPERTY GROUP (727-216-6591)
Listing Agent: Nathanael Brown (727-463-6303)
112 MEADOWCROSS DR, SAFETY HARBOR, FL 34695
$494,900257 Days on yellowkey MLS ID: TB8448836
REDUCED by $5,000 (1.0%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1607 Built: 1980Monthly Fee: $4 Tax: $2,699 (2024)Community: Country Villas-Unit TwoSingle Family
Taxes:$2,699
Elementary School: Curlew Creek Elementary-PN
Remarks: BRAND NEW LUXURY VINYL FLOORING INSTALLED THROUGHOUT! You don’t want to miss this 3 bedroom, 2 bath home tucked away in the very desirable Country Villas community in Safety Harbor. It is located at the end of a quiet peaceful cul-de-sac and not in a flood zone, HIGH & DRY! This well cared for home offers many desirable updates. These include a new roof and solar panel with Tesla Wall - for home energy storage (2025), new HVAC (2020), full kitchen update with soft close cabinets and bathrooms updated (2018). The spacious open plan is designed for comfortable living, entertaining and includes a wood burning fireplace. The home has hurricane rated windows and garage door as well as a whole house transfer switch for a generator. Step outside to a private, spacious backyard with plenty of room for a pool & beautiful fenced in dog run, with high quality artificial turf. 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 (110 Meadowcross), to set-up for perfect multi-generational living!
104 NESTLEBRANCH DR, SAFETY HARBOR, FL 34695
$595,00044 Days on yellowkey MLS ID: TB8520501
0 Days Off yellowkey (back on 7/30/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2072 Built: 1980Monthly Fee: $4 Tax: $2,287 (2025)Community: Country Villas-Unit TwoSingle Family
Taxes:$2,287
Remarks: Under contract-accepting backup offers. Welcome to your own tropical retreat in the heart of Safety Harbor! Located in a highly desirable family-friendly neighborhood, this beautifully maintained 3-bedroom, 3 full-bath home offers 2,072 heated square feet of comfortable living space and a 2-car garage, combining space, functionality, and Florida charm. The bright and open floor plan features a spacious living and dining area, a cozy family room with a wood-burning fireplace, and a split-bedroom layout designed for privacy and everyday living. Recent updates provide peace of mind and modern appeal, including a brand-new roof installed in May 2026, fresh interior and exterior paint, hurricane-rated sliding glass doors, most windows replaced, a beautifully updated primary bathroom, and a renovated pool bath. Laminate and tile flooring throughout offer durability and easy maintenance. The large kitchen provides abundant counter space, a closet pantry, and a convenient pass-through window to the lanai, making entertaining a breeze. The private primary suite features a walk-in closet with custom shelving, an updated en-suite bath, and direct access to the pool area through sliding glass doors. Two additional generously sized bedrooms are located on the opposite side of the home, along with another full guest bath. Step outside to your own private oasis featuring an inground concrete pool with a screened enclosure, covered lanai, mature tropical landscaping, and a large backyard enclosed by a 6-foot privacy fence. Whether you're relaxing poolside or hosting family and friends, this outdoor space is designed for year-round enjoyment. This move-in-ready home offers a fantastic opportunity for buyers to add their own personal touch. With the major updates already completed, the only areas left to modernize are the kitchen and one guest bathroom, allowing the new owners to customize these spaces to match their own style and preferences. Best of all, this property is located in a non-flood zone, offering added flexibility and savings. Conveniently situated just minutes from downtown Safety Harbor's waterfront parks, restaurants, shops, community events, and top-rated schools, this home combines location, value, and endless potential in one of Pinellas County's most sought-after communities.
Listing is courtesy of: RENTICR REALTY (727-251-9013)
Listing Agent: Petra Byers (727-251-9013)
135 4TH AVE N, SAFETY HARBOR, FL 34695
$1,350,00022 Days on yellowkey MLS ID: TB8528153
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2120 Built: 1920 Tax: $7,402 (2025)Community: Green SpgsSingle Family
Taxes:$7,402
Remarks: 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.
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Damon Lister (727-642-1758)
254 TIMBERVIEW DR, SAFETY HARBOR, FL 34695
$499,00046 Days on yellowkey MLS ID: TB8519495
REDUCED by $20,000 (3.9%) on 06/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2035 Built: 1985 Tax: $2,283 (2025)Community: Country Villas-Unit TwoSingle Family
Taxes:$2,283
Remarks: Pricing Repositioned! Classic Elegance Meets Modern Flexibility in Safety Harbor. Discover the perfect blend of sophisticated living and small-town charm in this beautiful 3-4-bedroom, 2.5-bathroom pool and spa home, situated in one of Pinellas County’s most desirable communities. Boasting an elegant brick-paver driveway and exceptional curb appeal, the residence features a thoughtfully executed split floor plan that seamlessly separates the formal living and dining areas from the main living spaces. The heart of the home centers around a bright kitchen complete with neutral cabinetry, granite countertops, and a modern stainless steel appliance package, which flows into an expansive Florida room backing directly up to the pool deck. Designed with ultimate flexibility in mind, the spacious owner's suite features a highly versatile adjoining room ideal for a private nursery, home office, or den, while the separate guest wing hosts a clever built-in Murphy bed to easily transition a secondary bedroom into a workspace or guest accommodations. Enjoy complete peace of mind with major mechanical upgrades already taken care of, including an HVAC system replaced in 2021, high-impact windows and doors installed in 2022 and 2023, a newer roof from 2019, and a fully owned solar panel system that delivers significant monthly energy savings without any lease agreements to assume. Located just moments from the historic heart of downtown Safety Harbor, you are steps away from a lifestyle defined by walkable, brick-paved streets, award-winning local dining, independent boutiques, the famous Safety Harbor Resort & Spa, and the waterfront vistas of Philippe Park along Old Tampa Bay. This property offers a rare combination of community charm, premium infrastructure, and metropolitan convenience, with quick access to two international airports and the pristine shores of Honeymoon Island and Clearwater Beach.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Frank Ubaldini (727-409-8275)
2348 MESSENGER CIR, SAFETY HARBOR, FL 34695
$1,099,99964 Days on yellowkey MLS ID: TB8511118
REDUCED by $50,000 (4.3%) on 07/30/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3553 Built: 2004Monthly Fee: $167 Tax: $13,532 (2025)Community: Cypress KnollSingle Family
Taxes:$13,532
Remarks: Location, location, location! Welcome to beautiful Safety Harbor, one of the most desirable communities in Pinellas County, known for its charming downtown, waterfront parks, and top-rated schools. This fully updated, move-in ready home features extensive upgrades throughout. Zoned for highly sought-after Safety Harbor Elementary and Safety Harbor Middle Fundamental School. All kitchens and all bathrooms have been completely remodeled with modern finishes. Major improvements include a brand-new roof (December 2025) and two new A/C systems installed in February 2026. Interior updates include fresh paint completed in December 2025, creating a clean and modern feel throughout. The backyard features low-maintenance artificial turf, providing a clean outdoor space with no dirt or mud tracking into the home. A standout feature is the custom theater room, offering a true home entertainment experience. All theater room furniture is included with the sale. Additional highlights: • No flood insurance required • Homeowners insurance approximately $3,600/year • Well-maintained and truly move-in ready • Convenient to downtown Safety Harbor, parks, dining, and waterfront amenities A rare opportunity in a prime location
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Michael Andolino (727-434-1616)
859 HARBOR HILL DR, SAFETY HARBOR, FL 34695
$799,9003 Days on yellowkey MLS ID: TB8533653
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2782 Built: 1993 Tax: $6,325 (2025)Community: Winding Oaks - Ph ISpa: NoSingle Family
Taxes:$6,325
Remarks: Welcome home where modern updates, exceptional living space, and an unbeatable Safety Harbor location come together in one remarkable home. Nestled on an oversized 0.28-acre lot in the desirable Winding Oaks community, this beautifully updated 4-bedroom, 2-bath residence offers a true 2,782 square feet of living space, including a fully finished, air-conditioned walkout basement connected to the main level by a striking spiral staircase. Step inside to discover a spacious, open-concept floor plan filled with natural light and designed for both everyday living and entertaining. The heart of the home is the stunning, updated kitchen featuring an oversized granite island, abundant cabinetry, granite countertops, stainless steel appliances, and an expansive breakfast bar overlooking the inviting family room with its impressive stone wood-burning fireplace. Luxury vinyl plank flooring installed throughout the home in 2023 creates a seamless, contemporary look while adding durability and warmth. The thoughtfully updated kitchen includes new granite countertops, refrigerator, range, microwave, dishwasher, garbage disposal, and additional upgrades completed in 2023, making it truly move-in ready. Both bathrooms also feature matching granite countertops, providing a cohesive and upscale finish throughout the home. One of the home's most unique features is the 740-square-foot finished walkout basement, offering incredible flexibility as a fourth bedroom, guest suite, home office, media room, fitness area, playroom, or multigenerational living space. An additional oversized storage room serves as the closet for the fourth bedroom and provides abundant space rarely found in homes throughout the area. The spacious primary suite offers privacy and comfort, while the secondary bedrooms are generously sized with excellent natural light. Every room reflects the pride of ownership and extensive updates completed over the past several years. Outdoor living is equally impressive. Step outside to the expansive screened-in covered deck, creating an incredible extension of the living space and the perfect setting for morning coffee, outdoor dining, or relaxing while overlooking the very large fenced backyard. The irrigation system is supplied by a private well featuring a brand-new deep well pump installed in July 2026, helping maintain the lush landscaping while reducing water costs. Additional recent improvements include: • New downstairs AC (2026) • New upstairs AC (2023) • New roof (2015) • Luxury vinyl plank flooring (2023) • Granite countertops throughout (2023) • New refrigerator, range, microwave, dishwasher, and garbage disposal (2023) Location is everything, and this home delivers. Enjoy the convenience of being walking or golf-cart distance to charming downtown Safety Harbor, with its award-winning restaurants, boutiques, festivals, marina, and waterfront parks. You're also just one mile from the iconic Safety Harbor Pier and only moments from the Safety Harbor Community Center, waterfront parks, top-rated schools, Philippe Park, Tampa International Airport, beautiful Gulf beaches, and major commuter routes. With extensive updates, an exceptionally rare finished basement, an oversized lot, an incredible outdoor living space, and one of the most desirable locations in Pinellas County, this home offers a lifestyle that is truly difficult to duplicate. This is your opportunity to own one of Safety Harbor's most distinctive homes.
Listing Agent: Bill Smith (727-487-3339)
611 ELM ST, SAFETY HARBOR, FL 34695
$699,90092 Days on yellowkey MLS ID: TB8504288
REDUCED by $15,000 (2.1%) on 07/11/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1907 Built: 2026 Tax: $1,449 (2025)Community: Lincoln HeightsSingle Family
Taxes:$1,449
Remarks: MOTIVATED SELLER! Discover this brand-new 4-bedroom, 2-bathroom home nestled in Safety Harbor, just minutes from downtown. The builder has spared no detail, incorporating designer finishes and luxury upgrades throughout. The moment you enter, you'll be captivated by the luxurious vinyl flooring that stretches across the home, offering durability and a chic aesthetic. The kitchen stands as the heart of the home, featuring custom wood cabinets and high-end appliances that blend function with beauty, providing the perfect backdrop for culinary creations. Each bedroom is a spacious retreat with its own walk-in closet, ensuring ample storage and a touch of elegance. You have terraces on both the front and rear of your home, perfect for a relaxing morning coffee or an evening glass of wine. Located in the much sought-after Safety Harbor just minutes from the vibrant downtown, as well as Old Tampa Bay and Tampa International Airport, this gem is ideally situated for both convenience and luxury.
Listing is courtesy of: IMAGINE REALTY LLC (727-504-8909)
Listing Agent: Ben Taraj (727-336-6484)
8 CLEARVIEW DR, SAFETY HARBOR, FL 34695
$689,00015 Days on yellowkey MLS ID: TB8530009
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 1981Monthly Fee: $13 Tax: $8,806 (2025)Community: Bay Woods-Unit ISpa: NoSingle Family
Taxes:$8,806
Remarks: Welcome to 8 Clearview Dr, a beautifully updated coastal-modern home nestled in one of Tampa Bay’s most sought-after communities—Safety Harbor. Lovingly maintained and thoughtfully updated while preserving its original charm, this move-in-ready home offers the perfect blend of character, style, and functionality. Step inside and you’ll immediately appreciate the home’s spacious layout and well-designed split floor plan, offering both comfort and privacy. Each bedroom is generously sized, providing plenty of space for family, guests, or a home office. Brand-new flooring flows throughout, while the beautifully remodeled kitchen serves as the heart of the home with an oversized island that’s perfect for everyday living, gathering with friends, and entertaining. Every update has been thoughtfully selected to enhance the home’s timeless appeal while preserving its unique character. Step outside and enjoy true Florida living with a spacious screened-in outdoor living area overlooking an expansive deck—perfect for morning coffee, weekend gatherings, or relaxing under the evening sky. Fresh landscaping adds to the home’s inviting curb appeal, creating a warm and welcoming first impression. For added peace of mind, this home is high and dry in Flood Zone X, meaning no flood insurance is required by most lenders. Combined with its meticulous upkeep, it’s a property you can feel confident calling home. Just minutes away, downtown Safety Harbor offers the perfect balance of charm and energy. Known for its welcoming, small-town feel, you’ll love strolling tree-lined streets filled with locally owned restaurants, cozy cafés, unique boutiques, craft breweries, waterfront parks, year-round festivals, and the renowned Safety Harbor Resort & Spa. It’s the kind of community where neighbors know each other, there’s always something to do, and life moves at just the right pace—all while remaining conveniently close to Tampa, Clearwater, and the Gulf beaches. Offering a spacious and functional layout, thoughtful updates, exceptional indoor and outdoor living spaces, a lovingly maintained interior, and an unbeatable location, 8 Clearview Dr is the perfect opportunity to embrace the Florida lifestyle. Schedule your private showing today and come experience everything this exceptional home has to offer.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (904-539-3336)
Listing Agent: Arina Reid-Martin (770-500-0514)
3309 BRIARWOOD LN, SAFETY HARBOR, FL 34695
$649,90071 Days on yellowkey MLS ID: TB8509582
REDUCED by $20,100 (3.0%) on 06/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2227 Built: 1982 Tax: $7,406 (2025)Community: BriarwoodSingle Family
Taxes:$7,406
Remarks: SELLER INCENTIVE: With an acceptable offer, the seller may provide a credit toward a temporary or permanent mortgage rate buydown, giving buyers the opportunity to lower their monthly payment and make this beautifully updated Safety Harbor home more affordable. Fully remodeled and move-in ready in one of Safety Harbor’s most desirable locations — this is the kind of home buyers wait for, and it is ready now. Every major update has already been done, including a beautifully updated kitchen with quartz countertops, remodeled bathrooms, new flooring, fresh finishes, and a bright, modern feel throughout. The result is a home that feels fresh, polished, and easy to move into without the stress or cost of renovations. The layout offers rare flexibility, including a downstairs bedroom with a full bathroom — perfect for guests, multigenerational living, a private office, or anyone who wants the convenience of a first-floor bedroom. With 4 bedrooms and 3 full bathrooms, the home offers the space buyers need, the updates they want, and the location they are hoping to find. Outside, enjoy charming curb appeal, mature landscaping, a beautiful palm tree, and a spacious yard with room to relax, entertain, or enjoy the Florida lifestyle. Located minutes from downtown Safety Harbor, Philippe Park, the waterfront, restaurants, shops, beaches, and Tampa International Airport, this home puts you close to everything that makes Safety Harbor so special. Fully remodeled homes in Safety Harbor with this layout, this amount of space, and no flood zone peace of mind are hard to find. Don’t wait — schedule your showing before it’s gone.”Seller is willing to assist with some of Buyer’s closing costs with agreeable terms to both party’s.
Listing is courtesy of: REALNET BROKERAGE (727-753-8555)
Listing Agent: Ivonne Alvarez (727-723-5719)
1138 PELICAN PL, SAFETY HARBOR, FL 34695
$668,00079 Days on yellowkey MLS ID: TB8508601
2 Days Off yellowkey (back on 6/29/2026)
REDUCED by $12,000 (1.8%) on 06/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1958 Built: 1978 Tax: $4,278 (2025)Community: North Bay Hills RepSpa: YesSingle Family
Taxes:$4,278
Remarks: Under contract-accepting backup offers. Do your changes in latitudes and changes in attitudes have you searching for a new Florida home? You don't have to be a Parrot Head to want to grill your weekend cheeseburgers in paradise. This Safety Harbor home blends fun outdoor entertaining spaces with desirable indoor living functionality. The incredible open floor plan will inspire enjoyable every-day living and level up any social gathering whether it be your your summer BBQ's or winter soiree's. Let summer fun begin in the salt-water pool under a shady pool umbrella, a 3-person Hot Spring Hot Tub, and a pass-thru window from the kitchen to the patio pool deck for that Pina Colada. Numerous unexpected extras include: PGT Hurricane Impact Windows, New Roof 2026, HVAC 2020, Hot Water Heater 2022, New Ductwork, New Blown-in Insulation, a custom leaded glass front door from “Artistic”, Electric Fireplace, Stamped Concrete Driveway/Patio, Reverse Osmosis Echo, New Garage Door Opener and a New Pool Cage 2020. Boasting of 4 true bedrooms in a split-floorpan configuration, this home also offers a spacious indoor laundry room complete with washer/dryer and sink basin. Every upgrade has already been made whether it be the fully renovated bathrooms, open-concept kitchen or the continuous wood-look tile floor throughout all living areas. Situated on a private lot with no rear neighbors, this home is easily golf-cartable to downtown Safety Harbor for the morning coffee run, all of the weekend festivals, and the social food/drink/boutique ambiance that this Hallmark town has to offer. A Safety Harbor location that cannot be beat, you'll be a quick bike ride to Philippe Park or downtown waterfront park where you can take in the small-town atmosphere and walk the boardwalks among the mangroves. This home is not just a home, it’s an invitation to a new lifestyle! Schedule your showing today because come Monday, it could be too late!!!
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Micaela Morenz, Pa (727-871-3688)
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