Baileys Bluff Estates Homes with Beach View Water Frontage

Baileys Bluff Estates Homes with Beach View Water Frontage

Welcome to Baileys Bluff Estates, an enchanting subdivision nestled in the heart of Holiday, Florida. This picturesque community offers a unique blend of coastal charm and tranquil living, making it an ideal destination for those seeking a serene lifestyle by the water.

Baileys Bluff Estates is renowned for its stunning homes that boast beach view waterfrontage, providing residents with breathtaking vistas of the sparkling waters. Imagine waking up to the gentle sound of waves lapping against the shore, with the sun rising over the horizon, painting the sky in hues of orange and pink. These homes are designed to maximize the stunning views, featuring expansive windows and spacious patios that invite the beauty of nature indoors.

The community is not just about beautiful homes; it’s about a lifestyle. Residents can enjoy leisurely strolls along the waterfront, fishing off the docks, or simply relaxing on their private balconies while soaking in the sun. With its proximity to local parks, shopping, and dining, Baileys Bluff Estates offers the perfect balance of seclusion and convenience.

Families will appreciate the strong sense of community in Baileys Bluff Estates, where neighbors become friends and memories are made. Whether you're looking to retire, raise a family, or simply enjoy the beauty of Florida living, this subdivision has something for everyone. Experience the magic of waterfront living in Baileys Bluff Estates, where your dream home awaits!

Newest Baileys Bluff Estates Homes with Beach View Water Frontage

Bluff Boulevard, Holiday
$133,500
Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
Rare opportunity in Bailey’s Bluff! Build your dream Florida home on this vacant lot surrounded by mature trees and established homes. Enjoy the added benefit of private boat ramp access from the road behind the property, making it easy to take advantage of the beautiful waterways and coastal lifestyle. A peaceful setting with a great sense of privacy, yet close to everything Holiday and the Gulf Coast have to offer. Bring your plans and make this special property your own! **Located between 3028 and 3038 Bluff Blvd**

Bluff Boulevard, Holiday
2030 Gulfview Drive, Holiday
$774,900
2 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
"Gulf Access Waterfront Home in Historic Baileys Bluff Estates" A rare opportunity to own a true waterfront gem with your own private boat ramp! Enjoy a quick 2-minute boat ride to the open Gulf and just 10 minutes more to Anclote Island—perfect for boating, fishing, and island adventures. This beautifully maintained 2-bedroom, 2-bath split floor plan home offers an open and inviting layout ideal for entertaining. The updated kitchen features granite countertops, solid maple wood cabinetry, and a spacious pantry. Rich dark wood flooring flows throughout the home, adding warmth and elegance. Wake up to Gulf views from the expansive primary suite, complete with a large walk-in closet and a luxurious en-suite bathroom featuring dual sinks and granite countertops. Relax in the Florida room overlooking a generous backyard and serene open water views of Anglers Cove, or unwind in the screened-in back porch while enjoying local wildlife. The ground level includes an oversized 2-car garage and an additional 1,360 sq ft of valuable storage space—perfect for all your recreational and boating needs. Recent updates provide added value and peace of mind, including a new roof (August 2022), new A/C system, and a brand-new paver driveway (July 2026). Baileys Bluff Estates is a vibrant, active community offering social gatherings at the Gulf-front clubhouse just across the street, where you can take in breathtaking sunsets. The Pinellas Trail is conveniently located at the community entrance, and Key Vista Nature Park is just a 15-minute walk away, offering scenic trails and shoreline exploration. The famous Tarpon Springs Sponge Docks, beaches, waterfront dining, shopping, are a short car drive away. Experience waterfront living at its best—schedule your private showing today!

2030 Gulfview Drive, Holiday
3318 Pineview Drive, Holiday
$499,000
2 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
NEVER FLOODED DURING HURRICANE HELENE! This is a rare opportunity to own a Gulf-access waterfront home that offers both an exceptional boating lifestyle and added peace of mind. According to the seller, the home has never experienced flooding or water intrusion, making it an outstanding choice for buyers seeking waterfront living with confidence. Nestled in the highly desirable Baileys Bluff Estates, this move-in-ready waterfront home sits on an oversized 0.31-acre lot with approximately 55 feet of saltwater canal frontage, offering direct Gulf access in about one minute. Bring your boat, kayaks, paddleboards, and fishing gear—your waterfront adventures begin right in your own backyard. Boaters will appreciate the private boat ramp, 10,000-pound boat lift, with, stationary dock, and concrete seawall, making launching and storing your boat effortless. Spend your days fishing, scalloping, island hopping to Anclote Key, or watching spectacular Gulf sunsets just minutes from home. Inside, you'll find an inviting floor plan featuring 2 bedrooms, 1.5 baths, an updated kitchen with solid wood cabinetry, updated bathrooms, comfortable living spaces, and a bright Florida room overlooking the tranquil canal. The home has been well maintained and is ready for its next owner. Major recent improvements provide outstanding value, including a brand-new roof (2025) and a brand-new air conditioning system, helping reduce future maintenance costs while increasing buyer confidence. The spacious backyard provides plenty of room to entertain, garden, or simply relax while enjoying peaceful waterfront views and abundant Florida wildlife. Located just minutes from Anclote River, the Gulf of Mexico, Key Vista Nature Park, the famous Tarpon Springs Sponge Docks, beaches, waterfront dining, shopping, and medical facilities, this home offers the perfect balance of recreation and convenience. Whether you're looking for a year-round residence, seasonal retreat, or waterfront investment, opportunities like this are becoming increasingly difficult to find. No HOA, Move-in ready. Schedule your private showing today and discover why this exceptional Gulf-access waterfront property is one of Holiday's best boating values.

3318 Pineview Drive, Holiday
000 Bluff Boulevard, Holiday
$799,000
Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
"BUILD YOUR DREAM HOME" on this exceptional Gulf-front property featuring 80 feet of direct water frontage and an impressive 206-foot depth. Perfectly positioned in the highly sought-after community of Baileys Bluff, this rare homesite is nestled within a true nature sanctuary, offering privacy, tranquility, and breathtaking coastal beauty. From your newly constructed home, you’ll enjoy spectacular, unobstructed views of the Gulf of Mexico—the perfect backdrop for everyday living. The property is completely fenced and comes with a Geotechnical Engineering soil report for a proposed residence. A proposed septic tank location is already identified, and no mound system is required for the drain field—making your building process even more seamless. Imagine spending your days island hopping, shelling, fishing, or enjoying peaceful sunset cruises right from your backyard. Take a short stroll to waterfront Key Vista Park for nature trails and scenic views, or enjoy a quick drive to Tarpon Springs for fine dining, boutique shopping, and the charm of this historic coastal town. This is more than a homesite—it’s a lifestyle. Don’t miss the opportunity to create your own waterfront retreat in one of the area’s most serene and desirable communities.

000 Bluff Boulevard, Holiday
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