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$665,000
3 Beds ⋅ 3 Baths ⋅ TB8527323 MLS
PRIVATE RESORT LIVING IN THE HEART OF TARPON SPRINGS...NOW OFFERED AT AN INCREDIBLE NEW PRICE! Tucked away behind mature landscaping, privacy fencing, and a gated entrance on nearly half an acre, this exceptional residence offers the feeling of a private resort while being just minutes from everything that makes Tarpon Springs so special. Whether you're sipping your morning coffee beneath the automatic Sunsetter awning or in a rocker on your front porch, unwinding beside the spectacular rock waterfall pool, or gathering with family and friends around the wood-burning fireplace, every space has been thoughtfully designed. The flexible split floor plan features 3 bedrooms, 3 full bathrooms, including two spacious primary suites, each with its own private ensuite bathroom and direct access to the backyard oasis. An adjoining all-season room off one of the primary suites creates the perfect home office, fitness room, reading retreat, or creative space with peaceful pool views. The heart of the home is designed for entertaining, featuring an updated kitchen with granite countertops, an oversized island, coffee bar, abundant cabinetry, and seamless flow into the inviting family room with its stunning wood-burning fireplace. A formal living room and spacious dining room provide additional gathering spaces for holidays and special occasions. Step outside and you'll understand what makes this property truly unforgettable. The oversized paver patio surrounds a breathtaking resort-style pool with a cascading rock waterfall, creating an atmosphere that feels more like a luxury vacation than home. A detached flex space complete with a full bathroom opens the door to endless possibilities as a guest retreat, pool house, home office, fitness studio, art studio, hobby room, or private workspace. Thoughtfully updated for peace of mind, the home also features a 2022 roof, 2018 HVAC system, updated hurricane shutters, custom blinds, whole-home water treatment system, dual-fuel portable generator with transfer hookup (gasoline or propane), and an attached two-car garage. The irrigation system is supplied by a private well, helping keep the lush tropical landscaping beautiful while minimizing watering costs. Located high and dry in a desirable X Flood Zone. Enjoy the best of everything with Fred Howard Park, Sunset Beach, the Gulf, downtown Tarpon Springs, the world-famous Sponge Docks, restaurants, breweries, shops, and community events all just a short golf cart ride, bike ride, walk, or drive away. This isn't simply another pool home. It's a private sanctuary where everyday living feels like a vacation, offering the perfect blend of privacy, flexibility, and the lifestyle so many dream of. RARE FIND! Schedule your showing today!

1111 Carlton Road, Tarpon Springs
$1,795,000
5 Beds ⋅ 7 Baths ⋅ TB8509185 MLS
Experience waterfront living at its finest in this stunning custom Mediterranean estate situated on two picturesque acres with breathtaking sunset views. Privately gated and offering the freedom of no HOA, this exceptional property delivers the tranquil lifestyle most only dream about. The expansive residence features five generously sized bedrooms, six-and-a-half bathrooms and beautiful hardwood floors throughout the main level. In addition, a private attached apartment provides flexibility for guests, extended family, or multigenerational living. There is also a 1000 sq.ft. air conditioned art studio/workshop with a two car garage for the boat or car enthusiast. The updated gourmet kitchen is designed for both entertaining and everyday living, featuring level-five granite countertops, dual ovens, solid wood cabinetry with pull out drawers and beautiful gold accent hardware providing an abundant workspace. Step outside to enjoy spectacular water views from nearly every angle. A private dock offers direct waterfront access, while the impressive 42' x 18' in ground pool and spa create the perfect setting for relaxation and entertaining. Additional features include a sprinkler system, outdoor landscape lighting, abundant storage and closet space, and beautifully maintained grounds. Rarely does a property combine privacy, luxury, acreage, and waterfront living so seamlessly. This is a truly exceptional estate offering an unparalleled Florida lifestyle. Appointment only for this listing.

500 N Highland Avenue, Tarpon Springs
$1,299,000
5 Beds ⋅ 4 Baths ⋅ TB8516903 MLS
Set well back from the road and nestled among 5.23 wooded acres along scenic Keystone Road, this extraordinary Colonial-inspired estate offers a rare blend of privacy, timeless architecture, and enduring craftsmanship. A long private drive leads to beautifully landscaped grounds where winding brick pathways, mature gardens, and a picturesque white brick gazebo create an unforgettable sense of arrival. Built in 1980 with a commitment to lasting quality, the stately brick residence offers 5 bedrooms, 3 full baths, and 1 half bath across 2,744 square feet of thoughtfully designed living space. Rich architectural details including extensive brickwork, intricate millwork, crown molding, stained glass accents, period-inspired lighting, decorative brass appointments, and a striking double-sided fireplace create an atmosphere that is warm, inviting, and rich in character. A welcoming covered porch and full-length second-story brick balcony further enhance the home’s timeless appeal. An attached Florida room provides a peaceful place to enjoy the surrounding landscape. Pathways throughout the grounds lead to a classic red barn and additional outbuildings tucked deeper within the property, adding to the charm of this Southern country retreat. Surrounded by mature trees and conveniently located near the East Lake corridor’s shopping, dining, parks, and everyday conveniences, this remarkable residence offers a rare opportunity to own a home defined by craftsmanship, character, and tranquility.

2271 Keystone Road, Tarpon Springs
$2,450,000
5 Beds ⋅ 4 Baths ⋅ TB8501527 MLS
One or more photo(s) has been virtually staged. Tarpon Springs Coastal Estate Tucked away on nearly 2.5 private acres near Sunset Beach, this rare waterfront estate captures the essence of Florida living — private, expansive, and built for a true coastal lifestyle. With approximately 150 feet of Gulf waterfront, this is the kind of property that’s becoming increasingly hard to find in Pinellas County. Launch kayaks right from your backyard from your covered boathouse, explore winding coastal waterways, or bring in a flats boat on high tide. Just minutes away, the Sunset Beach boat ramp offers effortless access to the Gulf, creating the perfect setting for boating, fishing, and everyday waterfront living. Inside, the home spans a spacious layout with soaring vaulted ceilings and natural light pouring in through skylights, creating an open, airy feel throughout. The main living areas are designed for both comfort and entertaining, anchored by a large family room that flows seamlessly to a covered back porch overlooking the pool and stretching out toward Gulf-facing views — where evenings are best spent entertaining as the sun sets and dolphins play just beyond your backyard. The residence features 5 bedrooms and 4 bathrooms, including two primary suites, each complete with walk-in closets and private en-suite bathrooms — ideal for multi-generational living, hosting guests, or creating a true owner’s retreat. Additional bedrooms are generously sized, offering comfort and flexibility for family and visitors alike. A dedicated office/flex space provides the perfect setup for working from home, a gym, or creative studio, while a large laundry room adds everyday convenience. The kitchen is ready to be transformed into a true showpiece — envision a beautifully designed chef’s space overlooking tranquil water views, complete with a dedicated gas range, double ovens, and an expansive layout built for gathering and entertaining. Major improvements have already been completed, including all new HVAC systems in 2025, updated LED lighting throughout, new drywall, and fresh interior and exterior paint — offering a clean, solid, and well-maintained canvas ready for your vision and personal touch. A metal roof, resort-style pool, and detached 3-car garage add both durability and versatility to the property. Designed by locally recognized Hoffman Architects in 2007, the home carries strong architectural bones and character, making it an ideal foundation for a custom luxury transformation. Located in a golf cart–friendly community, you’re just a short ride to downtown Tarpon Springs, where local shops, restaurants, bars, and the world-famous Tarpon Springs Sponge Docks create a vibrant coastal lifestyle unlike anywhere else. Properties like this don’t come around often — private acreage, waterfront access, and unlimited potential all in one of the Gulf Coast’s most unique coastal settings. ***Zoned RM – Residential Multi-Family District. RM zoning in Tarpon Springs, FL, stands for Residential Multifamily District, designed to provide for multi-family dwellings at varying densities..To BE VERIFIED BY Buyer & Buyers AGENT.***

1721 Gulf Road, Tarpon Springs
$2,479,000
5 Beds ⋅ 5 Baths ⋅ TB8490955 MLS
Pre-Construction. To be built. Set on nearly 3 acres with over 300 feet of Lake Tarpon shoreline, this is a rare opportunity to bring a custom-designed waterfront estate to life. Tucked beyond private gates at the end of a quiet cul-de-sac, the privacy and lakefront setting are truly exceptional. The proposed home reflects a timeless coastal aesthetic, with a crisp white brick façade complemented by dark roofing and warm wood accents, creating a refined and inviting home. Front-facing gables add dimension and architectural character, while the arched entryway introduces a subtle softness that elevates the overall design. Windows invite natural light and reinforce the connection between the home and its waterfront setting. A side-entry garage preserves the integrity of the front elevation, while landscaping enhances the home. Inside, the first floor centers around a spacious great room that opens seamlessly to the outdoor living areas, creating a natural extension toward the water. A private owner’s suite offers a quiet retreat, while a dedicated office or optional bedroom adds flexibility. The expansive kitchen and main living areas are designed for effortless everyday living and elevated entertaining. Upstairs, additional bedrooms are paired with a spacious game room and flexible living space, ideal for guests or multigenerational living. The setting itself is what truly sets this property apart. From the moment you enter, the homesite opens to panoramic water views, mature trees, and the calm, private ambiance of Lake Tarpon. A 6,000 lb boat lift, open dock with electric and water, and direct access to one of the area’s most sought-after freshwater lakes allow for year-round boating, fishing, and recreation directly from your backyard. Opportunities that combine land, location, and a clear path to build are increasingly rare. This is not just a homesite, it’s a vision ready to be brought to life. Full home plans are available, while still allowing buyers the opportunity to personalize their selections. Exact build specifications to be determined between Buyer and Developer. All site visits must be scheduled in advance. Please do not enter the property without prior authorization.

2661 Cyprus Drive, Palm Harbor
$999,000
TB8458877 MLS
Extraordinary lakefront opportunity in Palm Harbor. Tucked beyond private gates at the end of a quiet cul de sac, 2661 Cyprus Drive offers nearly 3 acres of pristine, build ready land and preserve, creating a level of privacy and separation that cannot be replicated, not to mention an unmatched 300+ feet of unobstructed shoreline on Lake Tarpon, the area’s largest freshwater lake. From the moment you enter, the property opens to panoramic water views, mature trees, and the serene ambiance of lakeside living. Enjoy effortless boating access with a 6,000 lb Deco lift, open dock with electric and water. Not to mention endless recreation right from your backyard, including freshwater fishing, water skiing, and boating. This rare parcel combines natural beauty with true usability, an expansive, level canvas ideal for a custom waterfront home. The lot includes a recent Survey and Geotechnical Report, further streamlining construction. Cattail removal has already been completed. The permit will convey with the property and remains valid for three years, easing future improvements and usability. Located in unincorporated Palm Harbor, the property offers exceptional flexibility and convenient access to top rated Palm Harbor schools, Honeymoon Island, Downtown Dunedin, and Downtown Tarpon Springs, while maintaining the feel of a private lakeside retreat. The homesite itself is already established and positioned to maximize views, usability, and long-term value, removing the guesswork typically associated with raw land. This canvas is where your long imagined vision comes to life. All showings and visits must be scheduled in advance. Please do not enter the property without prior authorization.

2661 Cyprus Drive, Palm Harbor
$530,000
4 Beds ⋅ 3 Baths ⋅ TB8413075 MLS
Extremely rare waterfront fixer-upper gem in one of the most desirable and rapidly appreciating corners of Lake Tarpon. The seller’s surprise relocation gives you the rare chance to snatch up this 4 bed, 3 bath luxury two-floor home on a lushly landscaped .42-acre lot with 150 feet of seawalled water frontage at the lowest price per sq ft in the area. Gutted down to the studs and ready for your vision, this home offers excellent opportunity for investors and savvy owner-occupants alike. So what makes this one so special? 1) Direct canal access to Lake Tarpon, with 150 ft of water frontage and seawall already in place. 2) Oversized .42-acre lot, with plenty of room for toys and boats, hosting, and potential future enhancements. 3) Massive 2-car garage providing ample extra storage space. 4) Huge back patio area with sliding glass doors, inviting you to unwind and savor peaceful evenings surrounded by nature. 5) 4 bedrooms and 3 bathrooms including a spacious upstairs master suite with walk-in closet and private bath. 6) Expansive family room with open-concept layout downstairs. 7) Large modern windows throughout providing an abundance of natural light and beautiful views. 8) Lush natural landscaping with mature palms and flowering trees in a serene tropical setting. 9) Prime location near schools, parks, restaurants, shopping, golf courses, and Tampa International Airport. Whether you're looking for your next flip, a long-term hold, or the perfect opportunity to design your dream waterfront home, this property offers unbeatable value and lifestyle potential in Palm Harbor. Easy to show. No HOA/CDD. Feel free to soft pitch before writing anything up. Ask me anything, big or small. If this is “NOT ON MY MLS,” disclosures and MLS info sheets are available. No assignable contracts accepted.

2620 Trent Road, Palm Harbor
$379,000
TB8348521 MLS
Parcel #: 24-27-15-89280-000-5202.... NO HOMEOWNER'S ASSCOATION! Quaint Old Florida Charm on 0.96 Acres Discover a unique opportunity to own 0.96 acres of serenity in the heart of Pinellas County, Florida's most densely populated yet vibrant area. This 138.5’ x 305’ lot features a picturesque backyard pond, home to turtles and fish, offering a tranquil escape right at your doorstep. Adding to its charm, the property is located just one block from the 45-mile-long Pinellas Trail, a beloved multi-use recreational trail perfect for biking, walking, and jogging. This prime location combines peaceful living with unmatched convenience: · Tarpon Springs Sponge Docks: Less than 2 miles · Sunset Beach: A little over 2 miles · Palm Harbor: 3 miles · Honeymoon Island State Park: 8 miles · AdventHealth North Pinellas Hospital: Less than 1 mile away Experience the best of Old Florida living, offering easy access to nature and outdoor recreation while staying close to modern amenities. Whether you’re seeking a peaceful retreat or an active lifestyle, this property offers the perfect balance.

Roberts Road, Palm Harbor
$279,000
TB8348513 MLS
Parcel #24-27-15-89280-000-5203 NO HOMEOWNER'S ASSCOATION! Serene Slice of Old Florida on 0.63 Acres Tucked away in the heart of vibrant Pinellas County, this 0.63-acre lot offers a tranquil retreat with a touch of Old Florida charm. Measuring approximately 90’ x 305’, the property features a serene backyard pond, providing a natural habitat for turtles and fish—a perfect setting for enjoying nature right at home. Conveniently located just one block from the 45-mile-long Pinellas Trail, this property is ideal for outdoor enthusiasts who enjoy biking, walking, or jogging. Despite its peaceful setting, you’re never far from the area’s best amenities: · Tarpon Springs Sponge Docks: Less than 2 miles · Sunset Beach: A little over 2 miles · Palm Harbor: 3 miles · Honeymoon Island State Park: 8 miles · AdventHealth North Pinellas Hospital: Less than 1 mile away Whether you’re looking to build your dream home or invest in a piece of Florida’s unique landscape, this property offers the perfect blend of seclusion and convenience. Don’t miss this rare opportunity to own a piece of Old Florida in one of the state’s most sought-after locations.

Roberts Road, Palm Harbor
$3,600,000
TB8308060 MLS
Currently operating as a used car lot. Offered for Sale as a redevelopment site with significant auto parking, trailer parking, retail development site, outside storage site, a laydown yard, or a restaurant pad.

38795 Us Highway 19 N, Tarpon Springs