Displaying: For Sale
Location: Holiday
Property Type(s): Single Family
Living Area Square Feet: 3000 to 3499
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Holiday - 4 properties found
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,458
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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 is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Judi Pobst (727-808-0808)
3114 BLUFF BLVD, HOLIDAY, FL 34691
$1,295,00050 Days on yellowkey MLS ID: TB8486712
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3234 Built: 2002Monthly Fee: $8 Tax: $11,703 (2025)Community: Baileys Bluff EstatesSingle Family
Taxes:$11,703
Elementary School: Gulf Trace Elementary
High School: Anclote High-PO
Middle School: Paul R. Smith Middle-PO
Remarks: Discover the charm of Florida’s Gulf Coast in this beautifully crafted waterfront home, set along Rocky Creek within the private and sought-after Bailey’s Bluff neighborhood. Tucked away on a peaceful street, the property showcases wide-open water views, stunning sunsets, and easy access to the Gulf, making it an excellent choice for boating enthusiasts and those seeking a relaxed coastal lifestyle. A private dock equipped with a 12,000-pound boat lift allows for convenient days out on the water, while the home’s history of no flooding from past storms or hurricanes provides added reassurance. Designed with both comfort and entertaining in mind, the residence seamlessly blends indoor and outdoor spaces, featuring large screened-in area with a heated private in-ground saltwater pool and a fully fenced-in backyard—ideal for gatherings or unwinding in the coastal air. The primary suite serves as a serene escape, complete with dual walk-in closets, access to both front and back balconies, and a well-appointed bathroom featuring double vanities and a spacious walk-in shower. On the lower level, an air-conditioned space adds versatility and is currently utilized as a recreation and game area, along with laundry facilities, a pool bath, and extra storage, all connected to a split two-car garage. Recent updates include a new roof installed in April 2025. Residents also have the option to join the community HOA for $100 a year, granting access to a private beach, clubhouse, and boat ramp. Conveniently located near Key Vista Nature Park and the waterfront attractions of Tarpon Springs, this property presents a unique opportunity to enjoy upscale coastal living in a tranquil setting.
Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)
Listing Agent: Michael Morton (727-580-0073)
1906 GULFVIEW DR, HOLIDAY, FL 34691
$1,859,90062 Days on yellowkey MLS ID: TB8482035
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3412 Built: 1992Community: Baileys Bluff EstatesSingle Family
Taxes:
Tax Year:
Remarks: Stunning Ocean views from this waterfront paradise. The opportunity has arisen to acquire the former home of the renowned local artist Elaine Hahn and AIA emeritus architect Byron G McIntyre. Located in the sought-after Bailey’s Bluff community, this stunning 4-bedroom, 4-bath elevated home offers 3,412 square feet of coastal living with panoramic water views throughout and 160 feet of private water frontage with direct access to the Gulf. Located at the very end of a Cul-de-sac the private driveway leads to a spacious 4 plus vehicle garage. Take the inside elevator to the open plan 2nd floor, with feature light maple hardwood flooring accentuating the amazing natural light that flows into the living room. This floor also contains an open-plan kitchen, dining area, master bedroom suite and artist studio which has the most amazing views you will find for any home office. There is a covered front balcony and wrap around back balcony where you can enjoy the wonderful Gulf breezes. The third floor has three further bedrooms and addition Den/office. Also, you will find a secluded third-floor balcony that looks out at more spectacular views across to Anclote Key. In addition to the ground level garage, there is a covered parking area. Inside the garage is workshop space with French doors onto the pool deck. The backyard has a tranquil, tropical and beach feel with floating dock and boat lift. Take a 15-minute stroll to Key Vista Nature Park with its many trails and observation tower overlooking the Gulf. Enjoy boating, fishing, scalloping and island hopping. A short drive to a recreational complex, parks, beaches and the charming community of Tarpon Springs, complete with shopping and dining options. This home is solidly built to withstand hurricanes, being elevated, and with concertina or roll down shutters to all windows. During 2024 storms only suffered minor damage, not even losing power. There is no HOA, but an optional Baileys Bluff Civic Assoc. membership is just $100 a year, providing a private beach, boat ramp, & clubhouse. Don't miss the opportunity to make this slice of paradise your own!
Listing is courtesy of: BANNER INT'L REAL ESTATE (407-574-5741)
Listing Agent: Nick Horton (407-733-7197)
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
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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