Location: Tampa & Tarpon Spgs Land Co, Tarpon Springs
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500 N HIGHLAND AVE, TARPON SPRINGS, FL 34688
$1,795,00018 Days on yellowkey MLS ID: TB8509185
Bed: 5 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6005 Built: 1979 Tax: $13,309 (2025)Community: Tampa & Tarpon Spgs Land CoSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,309
Elementary School: Brooker Creek Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Tarpon Springs Middle-PN
Remarks: 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.
Listing is courtesy of: OLYMPIC REALTY SERVICES LLC (727-937-0107)
Listing Agent: Cece Cosgrove (727-247-8770)
112 S FLORIDA AVE, TARPON SPRINGS, FL 34689
$799,00071 Days on yellowkey MLS ID: TB8506182
REDUCED by $26,000 (3.2%) on 07/10/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2935 Built: 2014 Tax: $8,032 (2025)Community: Tampa & Tarpon Spgs Land CoSingle Family
Taxes:$8,032
Elementary School: Sunset Hills Elementary-PN
High School: Tarpon Springs High-PN
Remarks: This beautifully crafted 4-bedroom, 3-bath home with a bonus room offers timeless design paired with modern functionality. Built in 2014, it features soaring 20-foot ceilings, rich oak staircase accents, and wood-look porcelain tile that creates a refined yet durable foundation. The open-concept layout is ideal for entertaining and everyday living. At the heart of the home, the kitchen is designed for connection and conversation, featuring custom cabinetry, granite countertops, stylish backsplash finishes, and a natural gas range. It flows seamlessly into the dining and living areas, making it ideal for gatherings and daily life. The first-floor primary suite offers dual walk-in closets and a spa-inspired ensuite bath with dual vanities, soaking tub, oversized shower, and private water closet. An additional downstairs bedroom with full bath provides flexibility for guests or a home office. Upstairs includes two spacious bedrooms and a large game room. Extensively ENHANCED with approximately $155,000 in UPDATES completed between 2023 and 2026, the home includes a CUSTOM BUILT IN OFFICE, NEW BATHROOM CABINETS, UPGRADED MIRRORS AND SHOWER FINISHES, REDESIGNED LAUNDRY WITH ALL NEW CUSTOM CABINETS, UPDATED COUNTERTOPS, CUSTOM CLOSETS, DESIGNER WINDOW COVERINGS, FRESH INTERIOR PAINT, MODERN LIGHTING FIXTURES, UPDATED ELECTRICAL COMPONENTS, NEW DISHWASHER, MICROWAVE, DECORATIVE FOUNTAIN, UPDATED LANDSCAPING INSPIRED WITH THE LIVE OFF THE LAND mantra, SCREENED CAGE ENCLOSURE, POOL, WALLPAPER ACCENTS, and additional thoughtful finishing touches. Large hurricane-rated sliders open to a private outdoor lanai, saltwater POOL, landscaped backyard, and sunset skies just moments from the Gulf. The outdoor space was designed to embrace any lifestyle, from entertaining to quiet evenings. Additional highlights include: easy attic access, engineered hardwood flooring, oversized storage areas, and tall ceilings throughout blend beauty with practicality. The oversized garage provides ample room for bikes, kayaks, golf carts, and all the gear that comes with an active Florida lifestyle. Boat owners will especially appreciate the side parking and close proximity to public boat ramps. Perfectly positioned just blocks from Sunset Beach and less than half a mile from Fred Howard Park, this location offers the rare combination of coastal living in a NON FLOOD ZONE and appreciate the convenience of nearby highly regarded schools, all within walking distance. Located in the heart of vibrant Tarpon Springs, residents enjoy a true sense of community with monthly downtown events, waterfront concerts, exceptional local dining, and the world-famous Tarpon Springs Sponge Docks just minutes away.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-282-1788)
Listing Agent: Tiffany Spyridakos (727-641-9869)
2271 KEYSTONE RD, TARPON SPRINGS, FL 34688
$1,299,00049 Days on yellowkey MLS ID: TB8516903
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2744 Built: 1980 Tax: $5,040 (2025)Community: Tampa & Tarpon Spgs Land CoSpa: NoSingle Family
Taxes:$5,040
Elementary School: None
High School: None
Middle School: None
Remarks: 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.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Robert Bender (813-252-0200)
1721 GULF RD, TARPON SPRINGS, FL 34689
$2,450,00095 Days on yellowkey MLS ID: TB8501527
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4794 Built: 1954 Tax: $12,232 (2025)Community: Tampa & Tarpon Spgs Land CoSingle Family
Taxes:$12,232
Remarks: 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.***
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Katelyn Thomas (727-946-2930)
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