Displaying: For Sale
Location: Holiday
Property Type(s): Single Family
Price: $500,000 to $599,000
Do Not Show Listings
Holiday - 4 properties found
2423 TRIGGERFISH CT, HOLIDAY, FL 34691
$500,0004 Days on yellowkey MLS ID: TB8490796
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2462 Built: 2010Monthly Fee: $162 Tax: $7,598 (2025)Community: GulfwindsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,598
Elementary School: Gulfside Elementary-PO
High School: Anclote High-PO
Tax Year: 2025
Middle School: Paul R. Smith Middle-PO
Remarks: One or more photo(s) has been virtually staged. Welcome to your turnkey Florida lifestyle home in a charming coastal setting, located in a small, laid-back community where homes are rarely for sale, just minutes from Tarpon Springs. Here, comfort, convenience, and coastal living come together seamlessly. Situated in an X flood zone (no flood insurance typically required) and offering nearly 2,500 sq ft of living space, this move-in ready home delivers the space, upgrades, and location today’s buyers are searching for. Roof 2023, FULL SOLAR 2024, SALT POOL SYSTEM 2024, ELECTRICAL UPGRADED 2025, WATER HEATER 2025, AC 2020, CLEAR 4PT AND SO MANY MORE REASONS THIS HOME IS READY TO GO! Enjoy a true connected lifestyle with convenient access to local schools (short walk to all), while being just minutes from the historic Tarpon Springs downtown district and the world-famous Sponge Docks along the Anclote River. Spend your weekends exploring local restaurants, boating along the Gulf, relaxing at nearby award-winning beaches, or cruising the area in your golf cart or bicycle! The scenic Coastal Anclote Trail connects you safely to parks north and beyond as well as south to Tarpon Springs! This is Florida living at its best! Laid-back, accessible, and family-focused. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Michelle Dinsmore (727-365-1480)
3025 SHEPPARDS CROOK CT, HOLIDAY, FL 34691
$549,00031 Days on yellowkey MLS ID: TB8493709
3 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2218 Built: 2005Monthly Fee: $100 Tax: $4,909 (2025)Community: Ibis SubSpa: YesSingle Family
Taxes:$4,909
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a sun filled oasis! Updated 3 bedroom, 3 bath, pool home offering tranquil, peaceful views; with a rare opportunity to live in a intimate private gated community. Home is full of natural light. Move-in ready, lovingly maintained. New roof, New water heater, New air conditioner, New flooring, updated baths, updated kitchen. Solar panel keep you electric bill very low. Large screened in Lanai with pool. Potential In-Law/Guest Suite. Gorgeous, memorable Sunsets. Backs up to a preserve on the Gulf of America. Workshop and built in storage adjacent to garage. Mature fruit trees. Elevation or the home is over 13 feet. Spacious Master bathroom with walk-in shower, garden tub, walk-in closet, new granite countertop. Don't miss this one, call for your private showing today! Discerning buyers know opportunities like this are few and far between!
Listing is courtesy of: AZURE WATERFRONT REALTY, LLC (239-872-9257)
Listing Agent: Brad Reddick (239-872-9257)
2638 JAYS NEST LN, HOLIDAY, FL 34691
$565,00018 Days on yellowkey MLS ID: W7884436
0 Days Off yellowkey (back on 4/21/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3072 Built: 2001Monthly Fee: $159 Tax: $8,458 (2025)Community: Key Vista Ph 02Spa: NoSingle Family
Taxes:$8,458
Remarks: Under contract-accepting backup offers. Wow—this stunning home truly has it all! Featuring 5 spacious bedrooms, 3 full baths, and an oversized 3-car garage, this beautifully maintained 3072 Sq. Ft. property is nestled on a cul-de-sac setting in the highly desirable Key Vista community. From the moment you step inside, you’re welcomed by bright, freshly painted interiors and soaring vaulted ceilings in the foyer. The open-concept layout flows effortlessly into the living room and kitchen, all overlooking your private pool—perfect for relaxing or entertaining. This home is truly turnkey and move-in ready. The outdoor living area is perfect for relaxing poolside; the expansive, fenced backyard and landscaping make this feel like your own private retreat. Whether your enjoying your morning coffee or a glass of wine at sunset, you'll love living the Florida lifestyle in this well-located home! Enjoy resort-style living with Key Vista’s exceptional amenities, including a beautiful clubhouse, large heated pool, fully equipped fitness center, pickleball courts, and a playground. Ideally located just minutes from the scenic Anclote River Beach, Park, where you can fish off the pier, enjoy a peaceful picnic, or take in breathtaking Gulf Coast sunsets. This home is located in a non-flood zone and has never had any damage from hurricanes. Homes like this don’t come around often—schedule your private showing today before it’s gone!
Listing Agent: Judi Pobst (727-808-0808)
1914 OSWEGO DR, HOLIDAY, FL 34691
$575,000 MLS ID: W7883046
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3072 Built: 2005Community: Key Vista Prcl 18Single Family
Taxes:
Tax Year:
Remarks: Welcome to this beautiful 5 bedroom 3 bathroom two-story home located in the highly desirable community of Key Vista. Upon entry you immediately feel welcome and at home with the large formal dining area and front living area with electric fireplace. The large kitchen boasts tall cabinetry and plenty of counter space with amazing views of the tree line that reflects along the waters edge. One bedroom with private bathroom is conveniently located on the first floor and four bedrooms are located on the second story with the large master bedroom with private bathroom also has an adjoining bonus room. Enjoy the privacy of no rear neighbors with breathtaking views of nature in your own backyard!!! Only minutes away from some of the most beautiful beaches and parks in Florida. Schedule your private showing today!!!
Listing is courtesy of: INVESTMENT FLORIDA REALTY LLC (727-940-5909)
Listing Agent: Jason Scott (727-364-4749)
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