Location: Safety Harbor
Do Not Show Listings
504 BELMONT ST, SAFETY HARBOR, FL 34695
$365,000128 Days on yellowkey MLS ID: TB8485164
REDUCED by $4,000 (1.1%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1126 Built: 1985 Tax: $4,805 (2025)Community: Youngbloods J J AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,805
Elementary School: Safety Harbor Elementary-PN
High School: Countryside High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Virtually Staged. LOCATION! LOCATION! On a quiet, dead-end street along a creek with an oversized backyard, deck and shed. New Vinyl siding outside just installed! This 3 BR, 2 BA home is updated to include $15k custom Kitchen with soft close cabinets and pull out drawers, along with a lazy susan and huge Pantry, wood floors, Granite countertops, backsplash, and newer Stainless Steel appliances. Master Bath with walk-in shower. Enjoy the front or back porch with Brick Patio for relaxing and grilling. Newer A/C & Hot water heater. Siding recently replaced with a lifetime warranty ($15k), Walking distance to Historic Downtown Safety Harbor with Restaurants, Boutiques and Safety Harbor Resort and Spa! City's recreation center is close, including a fitness center, 2 gymnasiums, baseball fields, dog parks, playgrounds, fishing, and more! Also close to gulf beaches and airports. A MUST SEE! PRESENT ALL OFFERS!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Erin Humphrey (727-422-7120)
2348 MESSENGER CIR, SAFETY HARBOR, FL 34695
$1,149,99949 Days on yellowkey MLS ID: TB8511118
REDUCED by $50,000 (4.2%) on 07/02/2026
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)
160 MEADOWLARK DR, SAFETY HARBOR, FL 34695
$419,00022 Days on yellowkey MLS ID: TB8521690
0 Days Off yellowkey (back on 7/3/2026)
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1254 Built: 1973 Tax: $5,565 (2025)Community: Harbor HeightsSpa: NoSingle Family
Taxes:$5,565
Remarks: Under contract-accepting backup offers. Welcome to Safety Harbor living at an incredible value! Situated on an oversized lot, this 3-bedroom, 1.5-bath home offers the perfect combination of major updates, energy efficiency and opportunity to make it your own—all with NO HOA and NO flood insurance required. Inside, you’ll find a bright and inviting floor plan featuring laminate plank flooring installed in 2023, fresh interior paint (2023) and cosmetic updates that add a fresh touch to the bathrooms. The living spaces are comfortable and move-in ready, while the original kitchen provides a blank canvas for a future owner to customize to their personal style and add instant value. Enjoy peace of mind with significant recent improvements, including a new roof (2021), A/C system (2021), water heater (2024), and exterior paint (2023). Plus, the fully paid-off solar panels help keep energy costs low and add long-term savings. Step outside to relax or entertain in the screened-in patio overlooking the spacious backyard, offering plenty of room for pets, play, gardening or future outdoor enhancements. This home presents an exceptional opportunity to own in one of Pinellas County’s most sought-after communities with access to parks, shopping, waterfront attractions and top commuter routes. Located a short drive from the charming downtown where you can find award-winning restaurants, 3rd Friday street celebrations, holiday festivals and weekend farmer's markets. Come experience the Safety Harbor lifestyle in this new Meadowlark home!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Stephanie Hensley (727-741-5251)
1802 OAK RIDGE RD, SAFETY HARBOR, FL 34695
$879,00077 Days on yellowkey MLS ID: TB8503235
1 Days Off yellowkey (back on 7/2/2026)
REDUCED by $20,000 (2.2%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2786 Built: 2000Monthly Fee: $56 Tax: $4,720 (2025)Community: Old Harbor PlaceSingle Family
Taxes:$4,720
Remarks: Under contract-accepting backup offers. Executive Pool Home Near Historic Downtown Safety Harbor Welcome to Old Harbor Place — a serene and sought-after enclave just a short stroll from the charm, dining, and waterfront beauty of Historic Downtown Safety Harbor. This exceptional 4-bedroom, plus office and 3-bath pool home offers a thoughtfully designed three-way split floor plan, soaring 10-foot ceilings, and an abundance of natural light throughout and a BRAND NEW ROOF. A dramatic wall of glass sliders frames picturesque views of the swimming pool and tranquil pond, creating a seamless indoor-outdoor lifestyle ideal for both everyday living and entertaining. The open living and dining areas provide the perfect setting for gatherings. At the heart of the home, the chef’s kitchen features custom granite countertops, extensive cabinetry, a spacious pantry, and stainless steel appliances, including double convection ovens and a French door refrigerator. The breakfast bar, casual dining nook, and inviting family room flow effortlessly together, offering multiple spaces to relax and entertain. A cozy wood-burning fireplace and panoramic pool and pond views make the family room a favorite gathering spot. The third wing offers exceptional flexibility with a bedroom, updated pool bath, and additional storage — ideal for guests or multigenerational living. The expansive primary suite is a true retreat, featuring private access to the lanai and pool, serene pond views, tray ceilings, and its own dedicated Amana® A/C unit. The luxurious en-suite bath includes a garden soaking tub, walk-in shower, dual vanities, makeup station, private water closet, and two generous walk-in closets. A dedicated office adds even more functionality. Additional highlights include a spacious indoor laundry room with abundant storage, an oversized garage, and energy-efficient upgrades such as Icynene® spray foam attic insulation and a 2024 natural gas tankless water heater. Enjoy peace of mind with hurricane protection and a generator-ready outlet; generator is included. Though waterfront, this property is FEMA LOMA certified — placing the structure outside the flood zone and approximately 24 feet above it. Ideally located just minutes from world-class beaches, shopping, Tampa International Airport, St. Pete–Clearwater International Airport, downtown Tampa, and St. Petersburg. Residents also enjoy convenient rear access to Main Street for an easy walk or bike ride into downtown Safety Harbor, or drive your golf cart there. Room sizes are approximate. Don’t miss this rare opportunity — schedule your private showing today.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Rachel Friesema (727-481-4757)
725 DEL ORO DR, SAFETY HARBOR, FL 34695
$975,00017 Days on yellowkey MLS ID: TB8521002
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1689 Built: 1973 Tax: $11,241 (2025)Community: Del Oro Shores 1St AddSpa: NoSingle Family
Taxes:$11,241
Elementary School: None
High School: None
Middle School: None
Remarks: This is a Safety Harbor single family home for sale. Located close to downtown. The bike and walking trail is two blocks away on Bayshore Blvd. The home is located on Alligator Lake, with no backyard neighbors and a beautiful view of the lake and trees. Boats are frequently fishing and wave runners come by from time to time. The Community Center is one block away, with many activities and a workout facility. Safety Harbor Resort & Spa, is a few minute walk away. Every "Third Friday" the streets of downtown Safety Harbor are closed for Music artist, booths and tents. Many local bands play on this evening. Many eating establishments to choose from for dinning, as well as local coffee shops, including Starbucks. There is never a dull moment in this lovely quaint and much sought after town. The house is move in ready. The furniture is negotiable, if desired.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
3525 FAIRVIEW ST, SAFETY HARBOR, FL 34695
$1,250,00016 Days on yellowkey MLS ID: TB8512600
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2762 Built: 1985 Tax: $4,178 (2025)Community: Kennedys Harry SubSpa: YesSingle Family
Taxes:$4,178
Remarks: Rarely does a property like this become available. Nestled on a beautifully private 1-acre MOL homesite in desirable Safety Harbor, this charming farmhouse-style residence offers the perfect blend of country living and modern convenience. The home features 3 generous bedrooms, 2.5 bathrooms, and two versatile bonus rooms that can be used as a home office, gym, playroom, guest space, or hobby room. Outside, enjoy your own backyard oasis with a sparkling Pebble Tec pool, expansive deck and grill area, covered outdoor living areas, and a detached 3-car garage with breezeway to the house. The expansive acreage provides room for gardening, recreation, and endless possibilities. Enjoy the tranquility of country-style living within walking distance to beautiful Philippe Park featuring tree lined walkways, boat launch, picnic shelters and minutes from charming downtown Safety Harbor. Safety Harbor feels like a Hallmark movie come to life. Stroll to locally owned coffee shops, cozy wine bars, craft breweries, boutique shopping, the beloved Sunday Farmers Market, and year-round festivals that bring the community together. Spend an evening on the waterfront pier watching the dolphins and manatees surface in the bay, or enjoy the breathtaking sunsets along the shoreline. Privacy. Space. Flexibility. Opportunity. No HOA , High and Dry. This is Safety Harbor living at its finest. 4 Point inspection completed, Concrete Block , Roof 2007 no issues , 2 HVAC 1)2021 and 2)2026,
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Kathryn Scheller (727-515-7521)
1111 KNOLLWOOD DR, SAFETY HARBOR, FL 34695
$625,00020 Days on yellowkey MLS ID: TB8523915
0 Days Off yellowkey (back on 6/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2417 Built: 1987 Tax: $10,156 (2025)Community: Phillippe WoodsSingle Family
Taxes:$10,156
Remarks: Under contract-accepting backup offers. Nestled in the sought-after Phillippe Woods community of Safety Harbor, this spacious 3-bedroom, 2-bath pool home offers over 2,400 square feet of comfortable living with timeless character and exceptional flexibility. From the moment you step inside, you'll appreciate the soaring vaulted ceilings, exposed wood beams, plantation shutters, and the warmth of the brick-accented, wood-burning fireplace that anchors the inviting living space. Designed with both everyday living and entertaining in mind, the open kitchen overlooks the family room and breakfast nook, where French doors lead to the screened lanai and sparkling pool—creating a seamless indoor-outdoor lifestyle that's perfect for enjoying Florida year-round. Whether you're hosting friends, relaxing poolside, or enjoying a quiet evening by the fire, this home offers spaces for every occasion. The private owner's suite offers a relaxing retreat with a spacious walk-in closet, dual vanities, a soaking tub, and a separate walk-in shower. A rare bonus flex room provides endless possibilities as a home office, fitness room, library, nursery, hobby room, or additional living space. Behind beautifully crafted solid wood mahogany doors, you'll discover an impressive 14-foot custom shelved closet, offering exceptional storage and organization. Additional highlights include a 2-car garage, screened patio, and no HOA, allowing you the flexibility to personalize and enjoy your property without association restrictions. Location is just as impressive. Situated only minutes from charming downtown Safety Harbor, you'll enjoy award-winning restaurants, local boutiques, year-round festivals, the world-famous Safety Harbor Resort & Spa, and the marina, where public docks and frequent manatee sightings make every visit memorable. Outdoor enthusiasts will appreciate the nearby state and local parks, walking and biking trails, while families will love the convenient access to highly regarded elementary and middle schools. This is the perfect opportunity to enjoy one of Tampa Bay's most beloved communities while owning a home that combines space, character, and an unbeatable location.
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
1138 PELICAN PL, SAFETY HARBOR, FL 34695
$668,00064 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)
37 OSPREY ST, SAFETY HARBOR, FL 34695
$760,00019 Days on yellowkey MLS ID: O6420598
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3221 Built: 1983 Tax: $7,209 (2025)Community: North Bay Hills First Add Unit TwoSpa: NoSingle Family
Taxes:$7,209
Remarks: Virtually Staged. 37 Osprey St is a 2-story Safety Harbor single-family home built in 1983, laid out across five bedrooms and three bathrooms for everyday use. The kitchen centers on an island with a built-in sink that adds prep space and seating, paired with white cabinetry, dark stone countertops, a tile backsplash, stainless steel appliances, and recessed lighting for clear task visibility. A stone fireplace anchors the main living area beneath exposed wood ceiling beams, adding warmth and ambiance to the wood-look flooring. A bathroom provides double sinks to ease busy mornings, along with a separate soaking tub and a walk-in shower. A screened in-ground pool and fenced backyard extend the living space outdoors, and a 2-car attached garage completes this well-maintained residence with practical amenities throughout.. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
427 5TH ST N, SAFETY HARBOR, FL 34695
$398,000132 Days on yellowkey MLS ID: TB8483154
0 Days Off yellowkey (back on 6/26/2026)
REDUCED by $2,000 (0.5%) on 05/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 792 Built: 1953 Tax: $3,202 (2025)Community: Spring Park RevSpa: NoSingle Family
Taxes:$3,202
Remarks: 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.
Listing Agent: Blake Smereczynsky (727-410-6859)
415 DR ML KING JR ST N, SAFETY HARBOR, FL 34695
$625,00021 Days on yellowkey MLS ID: TB8511572
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 2007 Tax: $7,974 (2025)Community: Spring Park RevSingle Family
Taxes:$7,974
Remarks: Welcome home to this beautifully updated three-bedroom, two-bathroom home in the heart of Safety Harbor. Step inside to a light filled, open-concept floor plan designed for comfortable living and entertaining. AquaGuard performance laminate plank flooring flows throughout the home, offering both style and durability. The beautifully appointed kitchen features crisp white cabinetry, neutral stone countertops, and stainless-steel appliances, creating a timeless design that complements any decor style and provides the perfect canvas for your personal touch. Both the guest bathroom and primary en-suite have been tastefully updated with stylish finishes and modern touches, creating inviting spaces you'll enjoy every day. This desirable location blocks away from the vibrant downtown activities of Main Street is also a short drive to our beautiful Gulf beaches. With its thoughtful upgrades and bright living spaces, this move-in ready home is one you won't want to miss!
Listing Agent: Kristi Estes Peacock (727-460-6340)
2140 N BAY HILLS BLVD, SAFETY HARBOR, FL 34695
$439,90025 Days on yellowkey MLS ID: O6413194
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)
2436 NAVAREZ AVE, SAFETY HARBOR, FL 34695
$940,00035 Days on yellowkey MLS ID: TB8512678
Bed: 6 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 3802 Built: 1964 Tax: $7,238 (2025)Community: De Soto EstatesSingle Family
Taxes:$7,238
Remarks: Exceptional Location next to Phillippe Park's Main Entrance in Safety Harbor for this Remodeled 2 story Home. A total of 5,843 sq-ft & 3,802 sq-ft Heated Sq-Ft. 5 Beds, 4 Baths in the Main House and a 480 sq-ft 1 bed/1 bath Guest house over a 640 Sq Ft Garage. The Whole on a 120 x 117 Ft lot. Feature: A large bean shaped pool, screened in with stone Deck & oversized Porch. New kitchen with new appliances, Double glass windows, Hurricane Shutters. French doors, new colonial shatters on every window. New fixtures, LED bulbs & electronic mirrors. Many closet spaces. New carpet, Travertine Floor. 3-year-old Roofs. New gutters. Smart A/C thermostat & Smart water heater control Wi-Fi. Osmosis system for the entire Property. Storm Drainage outside & a Sump Pump stabilizer inside. Too much to list … Ready to move-in Amazing Property, located on a serene, charming street, near Downtown Safety Harbor & all Amenities.
Listing is courtesy of: CEDERMAN PROPERTIES (727-785-9966)
Listing Agent: Marie-Pierre Cederman (727-692-7318)
1009 WYNDHAM WAY, SAFETY HARBOR, FL 34695
$810,000266 Days on yellowkey MLS ID: TB8441200
0 Days Off yellowkey (back on 6/19/2026)
REDUCED by $19,900 (2.4%) on 05/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2670 Built: 1986Monthly Fee: $127 Tax: $3,748 (2024)Community: Huntington Trails Ph 2Single Family
Taxes:$3,748
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, character, and convenience in this beautiful two-story home, tucked away on a peaceful cul-de-sac in Safety Harbor. From the moment you step inside, you’ll feel the warmth of solid wood doors, gleaming wood floors, and the inviting glow of the family room’s floor-to-ceiling wood-burning fireplace. At the heart of the home lies a spacious kitchen featuring rich wood cabinetry, granite countertops, a center island, and high-end GE Profile and Bosch stainless steel appliances—perfect for both everyday living and entertaining family or friends. Nearly every room enjoys serene pond views, with more than 160 feet of combined waterfront creating a picturesque backdrop for relaxing or hosting gatherings by the large screened-in pool area. Upstairs, the primary suite offers a private retreat with an ensuite bath, while two additional bedrooms share a generous secondary bathroom. A fourth bedroom on the main floor opens directly to the screened lanai and pool area and has access to a full bath that also serves as the convenient pool bath. Additional highlights include Clearwater natural gas service for the oven, dryer, and tankless water heater, a new roof (2022), and newer A/C systems (upstairs 2020, downstairs 2022). With easy access to downtown Safety Harbor’s charming shops, restaurants, and waterfront parks, this home captures the essence of Florida living—comfort, style, and serenity.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Donna Nettestad (727-726-5599)
107 COUNTRY VILLAS DR, SAFETY HARBOR, FL 34695
$529,000107 Days on yellowkey MLS ID: TB8492502
REDUCED by $20,107 (3.7%) on 06/18/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2006 Built: 1979 Tax: $2,141 (2025)Community: Country VillasSpa: NoSingle Family
Taxes:$2,141
Remarks: 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.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Richard Madore (732-266-5282)
3 OCTAVIA WAY, SAFETY HARBOR, FL 34695
$669,00041 Days on yellowkey MLS ID: TB8516095
0 Days Off yellowkey (back on 6/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1948 Built: 1980 Tax: $7,863 (2025)Community: Northwood EastSpa: NoSingle Family
Taxes:$7,863
Remarks: Under contract-accepting backup offers. Welcome home to 3 Octavia Way, a completely revitalized pool home that perfectly balances turnkey luxury with the ultimate Florida lifestyle. Located within a quiet cul-de-sac, and just two miles from downtown Safety Harbor’s thriving Main Street. This stunning property has undergone updates to offer an effortless living experience, including a brand new roof, new gutters and soffits, advanced waterproof siding, freshly painted inside and out, new plumbing, an upgraded 200-amp electrical panel, and a completely new climate control system featuring two newer A/C units (2020 & 2024). Inside, the beautiful chef's kitchen is highlighted by elegant quartz countertops, brand new stainless steel appliances, an integrated coffee station, and a wine fridge. Living in Safety is an open invitation to embrace the local community, which includes the highly anticipated "Third Friday," a vibrant monthly event that transforms downtown into a nine-block pedestrian paradise with local vendors, phenomenal food, and live music. Beyond the local charm, the property is conveniently situated right off McMullen Booth Road, putting you just minutes from Route 580 and Courtney Campbell Causeway for a seamless commute to Tampa. Don't miss out, schedule your showing today!
Listing is courtesy of: ARC REALTY GROUP (800-636-2080)
Listing Agent: Sapir Simply (727-403-0507)
1706 COUNTRY TRAILS DR, SAFETY HARBOR, FL 34695
$1,275,00050 Days on yellowkey MLS ID: TB8511579
1 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3200 Built: 1991Monthly Fee: $23 Tax: $5,940 (2025)Community: La Forest At Green Spgs The GroveSpa: YesSingle Family
Taxes:$5,940
Remarks: Welcome to this custom, unique single-family residence in La Forest at Green Springs The Grove. Sitting forty feet above sea level with century-old protected trees and four-side landscape lighting, this high-craftsmanship home features a unique circular paver driveway (2020/2023) and an epoxy-floor three-car garage with a 2024 electrical panel, two 50-amp EV circuits, a 2026 water heater, and hurricane-rated doors. The interior showcases eight-foot doors, six-inch baseboards, crown molding, and a full security system with cameras. Climate control is managed by a main variable-speed AC (2023) and a dedicated AC for the 400-square-foot bonus room. The gourmet kitchen features real wood maple cabinetry, 3cm quartzite counters (2023), a dual-height curved island, a breakfast nook with a curved window wall, a wet bar, and a pass-through server to the dining room. The formal living areas offer wood-plank tile flooring, columns, matching chandeliers, window seats, and a wood-burning fireplace. A full home theater system features in-wall wiring powering both the interior and the screened lanai. All three bedrooms are ensuite. The primary suite includes a private sitting area, wood-shelved closet, Italian tile, custom vanities, and a makeup station. Bedroom two offers floor-to-ceiling shelving and a Jack-and-Jill layout connecting to a handsome office clad in stained maple wood with built-in furniture and French doors. Bathrooms and the laundry room feature matching custom maple cabinets and quartzite tops. The fully fenced backyard features a screened lagoon pool and spa with automated solar/gas heat, a 2023 outdoor kitchen, new pavers, and a 500-gallon in-ground propane tank (2026). Premium water conditioning serves all interior and exterior faucets. This property is in close proximity to Philippe Park in Safety Harbor and also close to downtown Safety Harbor, and less than a 30-minute drive to St Pete Clearwater and Tampa International Airports. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Susanne Jones (727-455-0769)
3408 BOOTH ST, SAFETY HARBOR, FL 34695
$319,90079 Days on yellowkey MLS ID: TB8503133
REDUCED by $10,000 (3.0%) on 05/12/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1959 Tax: $3,294 (2025)Community: BrooklynSingle Family
Taxes:$3,294
Remarks: Under contract-accepting backup offers. Welcome home to 3408 Booth St in the heart of Safety Harbor! This adorable 3 bedroom, 1 bath home is move-in ready and perfectly located just blocks from Main Street, where you can enjoy local restaurants, coffee shops, shopping, parks, the marina, and the famous Safety Harbor Resort and Spa. Inside, you’ll love the fresh, updated feel with laminate flooring, gray interior doors, and a beautifully remodeled kitchen featuring white raised-panel cabinetry, quartz countertops, and stainless steel appliances. The home also features a newer A/C from 2021 for added peace of mind. Recent improvements include a new porch, new front fence with gate, and preventative foundation maintenance completed with IntelliJacks. The IntelliJacks come with a 5-year transferable warranty, giving the new owner the benefit of annual adjustments and inspections to help ensure everything stays right where it needs to be. With no HOA and a location close to Tampa International Airport, Clearwater, Dunedin, and Florida’s award-winning Gulf beaches, this is the kind of Safety Harbor opportunity that does not come around often. Come see why this home and this location are so easy to love!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Scott Morris (727-238-5366)
209 HIGHLAND WOODS DR, SAFETY HARBOR, FL 34695
$1,198,00043 Days on yellowkey MLS ID: TB8513515
4 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3168 Built: 2000Monthly Fee: $140 Tax: $9,462 (2025)Community: Highlands At Safety Harbor TheSingle Family
Taxes:$9,462
Remarks: Under contract-accepting backup offers. Welcome to Highland Woods, one of Safety Harbor's most sought-after communities offering a great location and gated. The home is where luxury, comfort, and privacy come together in this exceptional pool home offering a three-way split floor plan, 4 bedrooms, a spacious bonus room, and 4 full bathrooms. From the moment you arrive, the home's impressive curb appeal shines with a beautifully landscaped homesite and an elegant brick-paver driveway. Step through the grand double-door entry into a stunning formal living and dining area, where expansive sliding glass doors frame picturesque views of the covered lanai, sparkling pool, and spa—creating the perfect backdrop for entertaining and everyday living. At the heart of the home is an oversized kitchen featuring abundant cabinetry, generous storage, and a sunny breakfast nook overlooking the pool and lanai. The kitchen flows seamlessly into the light-filled family room, where additional sliding glass doors provide easy indoor-outdoor living and access to the resort-style outdoor space. Designed with functionality in mind, the home's thoughtful layout offers two spacious secondary bedrooms on the side of the home, each featuring charming window seats and ample closet space, along with a shared full bath. A fourth bedroom is privately situated toward the rear of the home and enjoys convenient access to a full bath that also serves as a pool bath with direct exterior access. The luxurious primary suite is a true retreat, complete with a sitting area, private French door access to the lanai, and a stylish sliding barn door leading to the spa-inspired en suite bath. Here you'll find a deep soaking tub, walk-in shower, dual vanities, dedicated makeup vanity, and an oversized walk-in closet with custom built-in shelving. Additional highlights include a spacious laundry room, an oversized three-car side entry garage, and a versatile second-floor bonus room with its own full bath and walk-in shower. This flexible space is ideal as a media room, guest suite, home office, or potential fifth bedroom. Outside, enjoy Florida living at its finest with a covered brick-paver lanai, sparkling pool, relaxing spa, and private backyard surrounded by mature landscaping. The expansive outdoor living area provides the perfect setting for al fresco dining, entertaining, or simply enjoying the beautiful Florida weather year-round. Ideally located just minutes from charming downtown Safety Harbor, residents enjoy easy access to local shops, dining, community events, waterfront parks, and the natural beauty of Philippe Park. This remarkable home offers the space, flexibility, and lifestyle today's buyers are seeking. Schedule your private showing today and experience everything this exceptional Highland Woods residence has to offer. Other features include Solar fully paid off with average $50 a month electric bills and the home has back up generators that store the excess solar so that in power outages you have power, giving both a savings and convenience - Plantations shutters in various places, guest suites with additional split systems offering flexibilty for guests on the temperature of their rooms; Come check out this resort like living home today! Roof 2018, Solor 2020, AC 2021 WIFI speakers in home and on back deck.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
526 5TH AVE N, SAFETY HARBOR, FL 34695
$399,00036 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
Taxes:$4,040
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)
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