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$314,900
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
**Waterfront Living • Fully Furnished • Proven 5-Star Short-Term Rental** Whether you're searching for your own waterfront retreat or a turnkey investment opportunity, this beautifully maintained **2-bedroom, 2-bath** home offers the best of both worlds. Being offered **fully furnished (with the exception of artwork and some pieces, list attached) this waterfront gem has operated as a **successful 5-star short-term rental** with a proven rental history, making it an exceptional opportunity for investors while also serving as the perfect full-time residence, seasonal getaway, or vacation home. Buyer should verify local short-term rental regulations and future rental requirements. Inside, you'll find a bright, welcoming interior filled with vibrant coastal colors that perfectly complement the Florida lifestyle. The spacious **waterfront sunroom** provides panoramic canal views and is the perfect place to enjoy your morning coffee, curl up with a good book, or unwind while taking in the shimmering sunset reflections across the water. Step outside into your own tropical waterfront oasis where mature landscaping creates a peaceful, private setting ideal for entertaining family and friends or simply relaxing in the beauty of Florida's waterfront lifestyle. **Looking to maximize the waterfront lifestyle?** Nearby homeowners have enhanced their properties with private fishing docks, offering future owners the opportunity to explore adding their own private dock for fishing, kayaking, paddleboarding, or boating enjoyment (subject to buyer verification, permitting, and local regulations). Major improvements provide added value and peace of mind, including: New Roof(2019), Electrical Updated (2015), New Windows (2022), New A/C System (2023) Move right in or begin generating rental income from day one with this beautifully furnished waterfront property. Whether your dream is peaceful waterfront living or owning a proven income-producing investment, this exceptional home delivers comfort, charm, and endless possibilities. **Come experience the tranquility, beauty, and lifestyle that make waterfront living so special.

4114 Sunray Drive, Holiday

$474,900
3 Beds 2 Baths Forest Hills SubDv. 34690 Zip Code
HUGE PRICE REDUCTION (OWNER MOTIVATED TO SELL) Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle with the bonus of having Multigenerational Living . This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

1125 Fernwood Drive, Holiday

$375,000
3 Beds 2 Baths Tahitian Dev SubDv. 34691 Zip Code
Imagine waking up to the gentle sounds of nature and stepping out onto your private dock with a fresh cup of coffee, watching the sunrise over Lake Conley and Lake Nash. Nestled in the heart of Holiday, Florida, this move-in ready 3-bedroom, 2-bathroom home is a rare opportunity to own a waterfront retreat with breathtaking southwestern sunset views and direct access to peaceful, brackish waters teeming with blue crab, tilapia, and red snapper. Outdoor living is truly exceptional here. A screened-in lanai and a beautiful pool with a tranquil fountain provide the perfect setting to relax or entertain. The lush landscaping, adorned with majestic palm trees, enhances the tropical ambiance and provides a serene, private escape. The dock, constructed with marine-treated wood by Quality Docks in Port Richey, offers easy access to both Lake Conley and Lake Nash through a canal, where small motorboats and paddlers can navigate under the Darlington Street Bridge. The backyard is an entertainer’s dream, complete with a cozy fire pit for gathering on cool evenings while taking in the panoramic sunset views over the water. Step inside to find a brand-new 2024 roof for peace of mind, a new AC system to keep you cool year-round, freshly painted interiors, and sparkling clean spaces throughout. The home features new luxury vinyl plank (LVP) flooring, creating a modern and seamless flow. The primary bedroom is impressively spacious, offering a private retreat with an ensuite and a luxurious jetted tub for ultimate relaxation. A split floor plan puts the other two bedrooms on the other side of the home, and they share a full bath. With block construction on a durable slab foundation and underground utilities, this home is built to last while maintaining a clean and clutter-free aesthetic. This home is located in a peaceful waterfront community and offers easy access to parks, shopping, and dining. Nearby outdoor destinations include Anclote River Park, Key Vista Nature Park, and Fred Howard Beach, making it ideal for those who love boating, fishing, and kayaking. This is more than just a home—it’s a lifestyle. Don’t miss your chance to own this waterfront gem. Schedule your private showing today!

3228 Jackson Drive, Holiday

$1,229,000
4 Beds 3 Baths Baileys Bluff Estates SubDv. 34691 Zip Code
This NEVER FLOODED, waterfront tropical paradise is a rare opportunity within the highly sought-after Bailey's Bluff community, offering the perfect blend of LUXURY and TRANQUILITY. This move-in ready home sits "up on the Bluff", above flood zones, on over 1/3 acre with direct access to the Gulf of America. Surrounded by vibrant landscaping and unobstructed views, the property promises a serene escape. A standout feature of this property is the oversized new dock addition, that includes a 16,000 lb boat lift. With 2,385 square feet of living space, this home offers three levels, giving you ample room to spread. On the upper level, you'll find an abundance of natural light pouring in, highlighting an efficient kitchen with a large quartz island and stylish Zia backsplash tile. The expansive living room, sunroom, and fitness room (or office area) offers plenty of space to relax and/or work out, all while taking in absolutely breathtaking water views from nearly every room. The adjacent space is an upgraded exterior balcony featuring composite decking with stylish wire fencing. This home provides 4 bedrooms and 3 full bathrooms that have been freshly renovated. The primary master suite, located on the entrance level, offers private access to the spacious, screened spa/pool, which is fully equipped to be used as a resort style hot tub. The primary bathroom features a soaking tub, dual sinks, and a rain-head shower. The entrance level has two additional bedrooms with stylish batten wall accents and a second full bath. The ground level features an en-suite that's perfect for guest space and/or used as an office, depending on your needs. The ground level also features stunning views of the renovated lanai and waterfront. Designed with functionality in mind, this property features a large parking pad, a two-car garage with brand-new epoxy flooring and shelving, a separate workshop room, and a spacious exterior shed, providing plenty of parking and storage space. Access to the property is through lush tropical landscaping, leading to a fully private entry featuring an in-ground, screened-in spa/pool. The area is enhanced with expansive natural stone flooring and low-maintenance composite decking. Relax in the tropical oasis, complete with complete lawn landscape lighting, along the new paver walkway that leads to the 75ft concrete seawall. The beautifully manicured backyard is ideal for entertaining, featuring an updated rear lanai with a bar table, artificial turf courtyard, bench swing, and new flooring. Just a quick 300-yard idle along Anglers Cove grants you seamless access to the Gulf of America, where world-class fishing and vibrant leisure activities await. Explore the local treasures, including the charming Tarpon Springs and Anclote Key Preserve State Park..... all by boat! This meticulously maintained property features numerous upgrades (see attached upgrade sheet for details), including a newer well for irrigation, a 07' metal roof installed, a new electrical panel, and a complete re-plumbing of the entire home! Bailey’s Bluff is a true hidden gem, offering a glimpse of Florida’s natural charm. If you’re drawn to nature trails, parks, and the vibrant water life of boating, fishing, scalloping, and island hopping—along with watching playful dolphins and abundant marine life—then this tropical oasis is your perfect paradise.

3225 Bluff Boulevard, Holiday

$325,000
2 Beds 2 Baths Baileys Bluff Estates SubDv. 34691 Zip Code
For the first time in 37 years, this rare gem is hitting the market! Nestled in the coveted Baileys Bluff neighborhood, this property offers a slice of waterfront paradise on a pie-shaped oversized lot with a private cul-de-sac location. Boasting over 181 feet of water frontage and spanning nearly half an acre (16,900 sq. ft.), this property is surrounded by million-dollar homes and lush tropical landscaping, creating the perfect setting for your serene waterfront retreat. Imagine mornings with the birds as your only rear neighbors, thanks to the preserved area across the water offering ultimate privacy and endless entertainment from the local wildlife. Whether you choose to rebuild your dream home or elevate the existing residence, this property provides limitless potential. The home has passed a four-point inspection after the October storms (10/17/2024), with all major systems, including electrical, AC, plumbing, and septic, in working order. Even during Hurricane Helene, only five inches of water entered the home—barely enough to touch the outlets! This property offers direct Gulf access, just one minute from the bayou to the Gulf of Mexico. There is a covered dock with a lift (in need of repair), perfect for launching boating adventures. You’ll enjoy phenomenal bayou vistas and Gulf breezes, while mature palm trees and tropical landscaping create your personal paradise. A gated half-circle driveway adds a touch of convenience and sophistication for you and your guests. The inground pool is in good shape and currently has a cage that needs new screens. Located just off the Gulf of Mexico, this highly sought-after area places you near a wealth of attractions, including waterfront activities, beaches, and the famous Anclote Sandbar, just a quick boat ride away. Restaurants, shopping, schools, and medical plazas are all within easy reach, making this property the perfect blend of convenience and tranquility. Seize this rare opportunity to make 2014 Cove Court your dream home. Whether you envision a luxurious modern build or a restored classic, this tropical oasis is ready to turn your dreams into reality. With no mandatory HOA or CDD, you’ll have the freedom to create the lifestyle you’ve always imagined. An optional HOA membership is available for $100/year, offering clubhouse and water access if you choose to join. Contact us today to schedule your private tour and take the first step toward living the waterfront lifestyle you've always dreamed of. This sale is based on land-only value. AS IS land only sale. No wholesalers, please.

2014 Cove Court, Holiday

$250,000
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
Beautiful Sunrises and Sunsets await you - with water views as soon as you walk through the front door of this lake front home where you’ll find boating, fishing, kayaking and jet sking right in your own back yard! This home is freshly updated with MANY BIG IMPROVEMENTS including a BRAND NEW AC (2024), NEW LUXURY VINYL PLANK FLOORING (2024), NEW PAINT INSIDE & OUT (2024), UPDATED BATHROOM, NEW WINDOWS, NEW CEMENT SEA WALL (2015) and to top it off, a NEW ROOF (2019). As soon as you step inside this 2 bedroom, 2 bath, family room/living room home with a 1 car garage, you’ll discover a light and bright open floor plan with sliding glass doors that look out over the water, plus a nice size yard, a screened in porch and a covered patio that provide a perfect place for grilling out or simply relaxing with a book, while you enjoy the birds, wildlife and the tranquility on the lake. This location is convenient and central too, with Publix Shopping at the corner, Schools near by and SO MANY parks just off the back of the neighborhood, providing many public amenities such as a 24 hour lighted fishing pier, a 3 mile bike trail, hiking trails, a dog park, kayak/canoe launch, marina and boat launches, a beach at Anclote River Park plus an active recreation center with baseball & soccer fields, a roller rink, an outdoor exercise circuit and lighted tennis, pickle and basket ball courts. For local enjoyment , head south and within 5 minutes, you are at the World Famous Tarpon Springs Sponge Docks or head north to find nearby Downtown New Port Richey with quaint restaurants & shops, art festivals, live music at the outdoor amphitheater and holiday boat parades along the River. Looking for more in terms of the big city life then the major downtown areas of St. Petersburg, Tampa and Clearwater are just 30 minutes away where you can cheer on major sports teams like the Rays, Buccaneers, or the Lightening or attend the Straz Theater for a broadway play. It’s all right here at 2248 Society Drive! So don’t delay, come make this your Florida lakefront home today!

2248 Society Drive, Holiday

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