Remarks: 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)

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)

Remarks: Imagine biking to downtown Safety Harbor, launching your boat from Philippe Park, and returning home to a beautifully designed modern retreat. Offering designer finishes, wellness-focused features, and space for your boat or RV, this exceptional property combines luxury, functionality, and convenience just minutes from Tampa Bay. This custom renovation by Kasper Modern Designs—a nationally recognized design-builder and recipient of the National Association of Home Builders Best in American Living Award—was completely reimagined in 2020. The firm has also been featured on two seasons of HGTV's 100 Day Dream Home. The result is a 3-bedroom, 2-bath residence showcasing premium materials, thoughtful craftsmanship, and modern design throughout. At the heart of the home is a designer kitchen featuring custom cabinetry, a Dacor appliance package with a 36-inch induction cooktop, panel-ready refrigerator and dishwasher, large undermount sink, and ROHL faucet. Adjacent to the kitchen, a custom beverage bar includes a built-in wine cooler, beverage refrigerator, and nugget ice maker—ideal for entertaining. The home's sleek aesthetic is highlighted by large-format porcelain tile flooring, architectural linear HVAC diffusers, high-end furnishings, and custom artwork by Christopher Matthews. The split-bedroom floor plan provides privacy, while the spacious primary suite offers a custom walk-in closet, oversized walk-in shower with filtered water, and separate water closet. A dedicated laundry room with built-in workstation adds flexibility for remote work, study, or household organization. Notable construction upgrades include a 2020 roof, PGT hurricane-impact windows and doors, 1.75-inch solid-core interior doors with Baldwin hardware, a 2025 insulated impact-rated garage door, Icynene spray foam insulation, and attic storage with pull-down ladder access. Outside, professionally designed landscaping features mature olive trees, weeping podocarpus, landscape lighting, lush sod, and a spacious covered rear porch. The oversized driveway, two-car garage, and gated side parking pad provide ample room for a boat, RV, golf cart, or additional vehicles. Previously operated as a successful wellness-focused short-term rental, the property includes whole-home water treatment, shower filtration systems, air purification, and other enhancements designed to support healthy indoor living. Short-term rental performance data is available upon request. Located just one mile from Philippe Park and its public boat ramp on Tampa Bay, and only 1.5 miles from vibrant Downtown Safety Harbor, you'll enjoy easy access to restaurants, breweries, boutiques, coffee shops, festivals, and the waterfront lifestyle that makes Safety Harbor one of Tampa Bay's most desirable communities. A rare opportunity to own a professionally designed home where exceptional craftsmanship, modern luxury, and everyday livability come together seamlessly.

Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)

Listing Agent: Julia Arnold (727-492-1020)

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.

Listing is courtesy of: SERHANT (646-480-7665)

Listing Agent: Zoltan Vincze (561-785-3381)

Remarks: Under contract-accepting backup offers. Presenting a 1 Acre MOL estate in the highly coveted Enterprise corridor of Safety Harbor! Feel a subtle peace wash over you as you step into this parklike setting under the canopy of magnificent live oak trees and surrounded by the quiet sounds of nature. Woodpeckers making their home in the mature trees, butterflies fluttering about and even a glimpse of a Great Horned Owl can be captured from your back patio. Turning into this home via the circular drive you’ll feel like you’re about to encounter a very special place. An arched entryway leads into a private courtyard where beautiful double swinging wood doors will welcome you into a home that has been occupied by one family for 47 years!!! Upon entering, a stunning view from the family room overlooks the entire lush estate through large sliding glass doors. Boasting of 4 bedrooms PLUS a small office in a split floorplan configuration, this home has amazing bones with original character and charm. Featuring a sunny pool deck with a light and bright Florida room, this home will make you feel like you can live and entertain outdoors all year around. The large galley kitchen with a counter peninsula opens gracefully onto the family room where a cozy wood burning fireplace is the focal point. Offering plenty of storage, a large indoor laundry room and tool bench/workshop, this home also has a spacious detached shed that is an ideal spot for a hobbyist, gardener, or artist. Unexpected extras include: New Electrical Panel 2019, New HVAC 2019, Hot Water Heater 2019, Septic/Well (saving a fortune in monthly utility costs), Unincorporated Safety Harbor, plus possible boat/camper parking. Situated in walking distance to Philippe Park and just a quick golf cart ride to downtown Safety Harbor, this home offers the best of all worlds. Downtown Safety Harbor is the idyllic Hallmark-style town with local coffee shops, cozy wine bars, craft breweries, Sunday Farmer’s Market, weekend festivals and a waterfront pier where you can watch the manatees rise out of the bay to say hello! Enjoy the quiet setting of nature at your back doorstep, yet conveniently enjoy the social ambiance of this picturesque bayside town. Do not delay, schedule your private showing today!

Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)

Listing Agent: Micaela Morenz, Pa (727-871-3688)

Remarks: 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!

Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)

Listing Agent: Shannon Wilson (727-420-5749)