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$449,000
3 Beds 3 Baths Forest Hills SubDv. 34690 Zip Code
Welcome to your tropical oasis and the waterfront lifestyle most people only dream about! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a bonus room is situated on a large lot along the Anclote River, featuring approximately 70 feet of seawall with direct Gulf access. Powered by solar, this stunning home offers a desirable split-bedroom floor plan and new wood-plank tile flooring throughout. As you enter, you'll immediately appreciate the spacious living area, which flows seamlessly into the dining room. Sliding glass doors open to an expansive screened-in patio, creating the perfect indoor-outdoor living experience. To the left, a hallway leads to two generously sized guest bedrooms. One features its own private bathroom with access to the pool area, while the second guest bedroom offers a large walk-in closet and is conveniently serviced by the additional guest bath. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just off the primary suite, a large bonus room provides flexible space for a home office, den, nursery, or additional living area. Step outside and discover your own private Florida retreat. The expansive screened-in patio overlooks a beautiful swimming pool surrounded by stamped concrete, while the large, fenced backyard provides plenty of room to relax and entertain. A composite deck with pergola creates an inviting space for outdoor dining, lounging, and enjoying the Florida sunshine year-round. For the boating enthusiast, this property truly shines. Just steps from the deck is a composite boat dock with a 10,000-lb boat lift, offering direct access to the Gulf. Whether you're heading out for a day on the water, exploring nearby tropical islands, or enjoying the area's beautiful sandy beaches, this waterfront home makes it easy to embrace the Florida lifestyle. Bring your boat, your family, and your love of the water—this is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday

$550,000
5 Beds 6 Baths Forest Hills Un #22 SubDv. 34690 Zip Code
GREAT PRICE REDUCTION * HURRY BEFORE IT'S GONE * WHERE CAN YOU GET A 1.2 ACRE PIECE OF WATERFRONT PROPERTY WITH 5 BEDROOMS, 4 .5 BATHS AND UNOBSTRUCTED WATER VIEWS * HERE'S ANOTHER OPPORTUNITY TO PURCHASE THIS UNIQUE AND MAGNIFICENT WATERFRONT HOME, SURROUNDED ON THREE SIDES BY SPECTACULAR WATER VIEWS * THIS HOME WITH SPANISH AND MEDITTERANEAN ARCHITECTURE, WITH FEATURES SUCH AS BEAMED CEILINGS AND ARCHED OPENINGS THROUGHOUT IS VERY SPACIOUS AND HAS AN ATTRACTIVE LAYOUT ON TWO FLOORS * TWO MASTER BEDROOMS, EACH ACCESSED BY TWO SEPARATE STAIRWAYS OPEN UP TO DECKS WITH UNOBSTRUCTED WATER VIEWS * BEAUTIFUL MARBLED DESIGN CERAMIC TILE THROUGHOUT HOME * THE GROUND FLOOR IS ACCESSED BY A WELCOMING FOYER WITH STEP DOWN TO A LARGE LIVING ROOM ON ONE SIDE AND OFFICE/TV ROOM ON THE OTHER * HALLWAY LEADS TO A LARGE LIBRARY, A HALF BATH AND A STAIRWAY TO THE SECOND FLOOR * FOUR BEDROOMS AND 3 FULL BATHS GREET YOU WITH SERENE AND PEACEFUL VIEWS OF THE ANCLOTE RIVER * UPGRADES BY THE PRESENT OWNERS INCLUDE THREE AC SYSTEMS REPLACED WITHIN THE LAST 4 YREARS * 1 YR OLD HOT WATER HEATER * NEW KITCHEN WITH AMPLE CABINETS, ISLAND WITH SITTING AREA AND A SPACIOUS DINING AREA LEADING OUT TO THE POOL * THE GROUND FLOOR ALSO PROVIDES A MASSIVE GAMES ROOM WITH A WOOD BURNING FIREPLACE * PERFECT FOR GATHERINGS AND ENTERTAINTMENT * A FULL BATH WITH A SAUNA ADDS TO THE COMFORT OF THIS HOME * WALK OUTSIDE TO THE COVERED DECK FOR YEAR ROUND USE, HUGE PAVED DECK, POOL GAZEBO AND WATER VIEWS ALL AROUND. WITH 630 FEET OF WATERFRONT WALL PROVIDES NEW OWNERS THE OPPORTUNITY TO BUILD A DOCK WITH A BOAT LIFT AND POSSIBLY A BOATHOUSE * THE LARGE PIECE OF PROPERTY IS PERFECT FOR LOTS OF OUTDOOR ACTIVITIES * LOTS OF PARKING SPACE FOR MULTIPLE BIG TOYS AND VEHICLES * 3 LARGE OPEN GARAGE SPACES * DON'T MISS THIS ONCE IN A LIFETIME OPPORTUNITY TO OWN A BEAUTIFUL PIECE OF PARADISE * PRIVATE FINANCING WITH VERY GOOD TERMS AVAILABLE * Characters Remaining: 1731 *

1238 Flotilla Drive, Holiday

$299,000
2 Beds 2 Baths Forest Hills SubDv. 34690 Zip Code
Welcome to your slice of the Florida waterfront lifestyle. This 2-bedroom, 2-bathroom home sits directly on the Anclote River with deeded Gulf of Mexico access, a rare opportunity to own true boating water at an approachable price point, on a nice block of well-kept homes. Step into your own private oasis with a screened, in-ground pool overlooking the river, a private dock with new wood decking ready for your boat, a seawall in good condition, and a spacious backyard made for sunset views and morning coffee on the water, while new windows across the back of the home flood the living space with natural light and frame those river views beautifully. This home has been well cared for where it counts most, with a new roof (2025), HVAC (approx. 2 years), fencing (1 year old), and pool pump (1.5 years old) already updated, making this a true opportunity for an investor or a buyer ready to add cosmetic value through new flooring, kitchen, and bath finishes and build significant equity, whether renovating to sell, to rent, or to make it your own. Tucked in the Flotilla Dr riverfront enclave of Holiday, the home is minutes from Anclote River Park, with its boat ramp, kayak launch, and Gulf-access swimming, and just a short drive from the world-famous Tarpon Springs Sponge Docks, known for its historic Greek waterfront district, dolphin cruises, and waterfront dining, with boaters able to head straight out the Anclote River to Anclote Key Preserve State Park or nearby Fred Howard Park and Sunset Beach. Families will also appreciate the school zoning for Sunray Elementary, Paul R. Smith Middle School, and Anclote High School. Homes with true river frontage and Gulf access rarely come to market at this price point, so bring your contractor and your vision, and turn this riverfront gem into something spectacular!

1332 Flotilla Drive, Holiday

$255,000
2 Beds 2 Baths Tahitian Dev Sub SubDv. 34691 Zip Code
WELCOME TO WATERFRONT FLORIDA LIVING! This 2-bedroom, 2-bath POOL HOME offers picturesque water views, a PRIVATE DOCK, screened-in pool and lanai, and NO HOA. Situated along a wide lagoon of Lake Conley, this property is ideal for boating, fishing, kayaking, or simply relaxing and enjoying the peaceful waterfront setting. Step inside to a bright and inviting floor plan filled with natural light. The spacious living and dining areas flow into the kitchen and out to the screened pool and lanai, creating an ideal layout for indoor-outdoor living and entertaining. Both bedrooms are generously sized, and both full bathrooms have been updated. The outdoor living space is the true highlight. Enjoy the screened-in pool overlooking Lake Conley, with plenty of room for lounging, dining, and entertaining year-round. Beyond the pool, the backyard leads to your private custom dock, giving you direct access to the water from your own property. Launch a kayak, head out on the water, fish from the dock, or enjoy your morning coffee while taking in the peaceful waterfront views. This home also features an oversized 412 sq. ft. 1-car garage, double-pane windows, NEW A/C in 2025, washer and dryer, water heater approximately 4 years old, dishwasher and disposal approximately 3 years old, and pool pump approximately 2 years old. The home did NOT FLOOD in the recent hurricanes and offers an excellent opportunity as a full-time residence, vacation retreat, or investment property. With NO HOA OR CDD, you can enjoy waterfront living without the added community fees. Conveniently located in Holiday near Tarpon Springs and the Sponge Docks, Gulf beaches, parks, shopping, dining, medical facilities, and Tampa International Airport. Schedule your private showing today!

1954 Coolidge Road, Holiday

$239,900
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
Virtually Staged. INVESTMENT OPPORTUNITY OR FIRST-TIME HOMEOWNER OPPORTUNITY IN A OPORTUNE LOCATON! Minutes from Pinellas County and Tarpon Spring BEACHES! This charming 2-bedroom, 1.5-bathroom Lake Conley home offers an exciting opportunity to create the waterfront home you’ve been dreaming of or add a promising property to your investment portfolio. With a brand-new kitchen, updated windows, a 2019 A/C unit, roof replaced approximately four years ago, and a spacious 1.5-car garage, several of the major updates are already in place—leaving you the opportunity to add your own personal touches and build equity. Situated directly on beautiful Lake Conley, this property offers tranquil water views and a desirable waterfront lifestyle. The versatile layout features an A/C-cooled Florida room flowing into an additional uncooled sunroom overlooking the lake, creating flexible space for relaxing, entertaining, a home office, or simply enjoying the peaceful surroundings. Step outside to discover a back lanai and checkered-style paver patio overlooking the water—perfect for morning coffee, afternoon relaxation, or entertaining while taking in the lake views. Whether you're a first-time buyer looking for an affordable way to enter the market and customize a home to your taste, a buyer seeking a waterfront property with room to add value, or an investor searching for your next opportunity, this Lake Conley property offers LOCATION, WATERFRONT LIVING, AND POTENTIAL! Bring your vision and make this home your own!

3852 Sunray Drive, Holiday

$229,900
2 Beds 2 Baths Holiday Gardens SubDv. 34690 Zip Code
Virtually Staged. Water View living with NO HOA! From the charming covered front porch with decorative columns to the expansive screened lanai overlooking the pond, this beautifully updated 2-bedroom plus bonus room home offers the Florida lifestyle you've been searching for. Enjoy peaceful water views, a flexible floor plan, and a convenient Holiday location just minutes from shopping, restaurants, beaches, and major roadways for an easy commute. Step inside to an inviting open layout featuring easy-care tile flooring throughout the home. The spacious living room flows effortlessly into the dining area, creating a comfortable space for everyday living and entertaining. The beautifully updated kitchen is ready for its next chef with white cabinetry, solid surface countertops, stylish tile backsplash, new appliances, a modern black sink and fixtures, and a generous pantry that provides exceptional storage. The Bonus/Florida Room offers endless possibilities and can easily become a home office, hobby room, workout space, or additional family room. Whether you're working from home or simply need extra living space, this flexible room adapts to your lifestyle while enjoying beautiful views of the backyard and lake. The updated bathroom with an eye-catching vessel sink, and stylish finishes that create a fresh, modern feel. Wait until you see this outdoor living space! The nearly 20-foot screened lanai invites you to sip your morning coffee, read a good book, host friends, or simply unwind while taking in the peaceful waterfront scenery. Just beyond, the spacious open patio offers even more room for grilling, entertaining, or relaxing under the Florida sunshine. Located in Holiday with NO HOA, you'll enjoy convenient access to US-19, the Suncoast Parkway, shopping, restaurants, medical facilities, parks, golf courses, and the beautiful Gulf beaches. Whether you're looking for your first home, a winter retreat, or everyday waterfront living, this property offers comfort, flexibility, and a view you'll never grow tired of.

2044 Pamela Drive, Holiday

$799,000
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

$298,000
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
**Waterfront Living • 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. 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

$124,900
1 Beds 1 Baths Holiday Lake Villas Condo SubDv. 34691 Zip Code
Virtually Staged. Clean, updated and move-in ready single story villa with no stairs to entry, non flood zone (X), and LOW HOA of $412/mo more than pays for itself! Welcome home to total ease and true maintenance-free Florida living at 3806 Staysail Ln, a beautifully updated, spacious single-story block construction villa in a peaceful 55+ community with no stairs to entry and no unit or neighbors above! Located in a non-flood zone, this home offers added peace of mind before you even step inside. This move-in ready villa has been thoughtfully updated with fresh interior paint, new waterproof LVP flooring throughout, updated AC and newer water heater, while the HOA takes care of the exterior maintenance so you can spend more time enjoying life. A reserved covered carport (#3806) is conveniently located directly in front of the villa, with plenty of guest parking available nearby. Large windows fill the home with natural light, creating an inviting atmosphere throughout. The thoughtfully designed floor plan offers room for a full living room set, an eat-in kitchen with newer cabinetry, clean appliances, and bar stool seating at the counter, plus a separate walk-in utility room and an additional outdoor storage room so you'll never run out of space. The washer and dryer are already installed and convey with the home. Unwind in your enclosed Florida room or lanai, open the windows to enjoy the gentle breeze, and take in tranquil pond and fountain views while watching duck families, blue herons, and other birds gather near the water. The oversized primary bedroom features a large walk-in closet, while the spacious bathroom offers a step-in tile shower and plenty of room to navigate comfortably. The low $412/month HOA fee covers water, sewer, trash, cable, internet, roof, exterior building maintenance, exterior painting, lawn and grounds care, and pest control. Outside your door, you can walk to the active clubhouse for card games, bingo, community BBQs, reserve the space for hosting large family gatherings, enjoy the community pool year-round, play shuffleboard, or take a peaceful stroll around the beautifully maintained neighborhood. Conveniently located just minutes from the world-famous Tarpon Springs Sponge Docks, beautiful Gulf beaches, shopping, dining, medical facilities, and everyday conveniences, you'll enjoy the perfect balance of peaceful living and an unbeatable Florida lifestyle. Opportunities to own a beautifully updated, single-story pond view villa in this community don't come along often. Two small pets are welcome, making this the perfect place to enjoy easy, maintenance-free Florida living.

3806 Staysail Lane, Holiday

$450,000
3 Beds 2 Baths Windridge Gulf Trace SubDv. 34691 Zip Code
Welcome to 2828 Woodrose Court, a beautifully updated Arthur Rutenberg pool home tucked away on a quiet cul-de-sac in the desirable Gulf Trace community. Situated on an oversized pond-front homesite surrounded by mature oak trees and lush landscaping, this property offers the perfect combination of privacy, comfort, and Florida outdoor living. From the moment you arrive, you'll appreciate the care and attention that has gone into maintaining and updating this home. Major improvements include a roof installed in 2018, luxury vinyl flooring throughout the main living areas, new carpeting, a remodeled primary shower, new sliding doors with hurricane protection, additional attic insulation, updated kitchen appliances, a refaced kitchen, refinished saltwater pool with pool heater, new pavers, and irrigation system. As you enter through the new front doors, you're welcomed into a spacious floor plan with vaulted ceilings and beautiful views of the pool, lanai, and tranquil pond beyond. The formal living and dining spaces flow seamlessly into the heart of the home, where the kitchen offers abundant cabinetry, a pantry, updated appliances, breakfast bar seating, and a sunny breakfast nook overlooking the water. The family room is warm and inviting, centered around a wood-burning fireplace and designed to take full advantage of the backyard views. Large hurricane-impact sliding doors fill the home with natural light while providing seamless access to the expansive screened lanai, creating the perfect indoor-outdoor lifestyle. The primary suite is a private retreat featuring direct access to the pool area, peaceful water views, generous closet space, and an updated ensuite bathroom with dual sinks and a beautifully remodeled walk-in shower. The split-bedroom floor plan provides privacy for family and guests, with two additional bedrooms and a spacious guest bathroom featuring a jetted tub and convenient access to the pool. The true highlight of this home is the outdoor living space. Whether you're enjoying your morning coffee overlooking the pond, spending the afternoon floating in the heated saltwater pool, or entertaining family and friends under the covered lanai, this backyard was designed to be enjoyed year-round. The spacious yard, mature landscaping, and peaceful waterfront setting create a serene backdrop that is hard to find. Ideally located in a non-flood zone, this home offers added peace of mind while being just minutes from Anclote River Park, boat launches, Gulf beaches, historic Tarpon Springs, shopping, dining, golf, and major commuter routes. While remaining convenient to the Tampa International Airport. Combining timeless Arthur Rutenberg design, extensive updates, waterfront views, and an exceptional outdoor living experience, 2828 Woodrose Court delivers the Florida lifestyle buyers have been searching for.

2828 Woodrose Court, Holiday

$240,000
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
Wake Up on the Water, Every Single Day, coffee in hand, mist rising off Lake Conley, and a great blue heron gliding past your own dock. This isn't a vacation. It's Tuesday morning at 2228 Society Dr. This 2-bedroom waterfront home sits directly on Lake Conley with access out to Lake Nash, and it comes with the kind of backyard most people only dream about: a seawall, a private dock, and water views from nearly every angle. Cast a line before breakfast. Launch the kayak after lunch. Watch the sunset turn the lake gold before dinner. And here's the part buyers keep asking about. Yes, this home stayed high and dry through the 2024 hurricanes when most waterfront properties did not, offering real peace of mind in a waterfront property. Inside, the home has been thoughtfully updated for easy, comfortable living. No major projects waiting for you, just move in and start enjoying the lake life. And with no HOA, no CDD fees, and a no-money-down purchase option for eligible buyers, this one opens doors that other waterfront listings simply can't. Location? You're minutes from Anclote River Park, Key Vista Nature Park, Fred Howard Beach, the Tarpon Springs Sponge Docks, and New Port Richey's Main Street dining scene. Hop on US-19 and you've got Tampa International Airport and Florida's famed white sand Gulf beaches, including Honeymoon Island, Caladesi Island, and Clearwater Beach, all within easy striking distance. True lakefront, no fees, flexible financing, is definitely one you should see in person. Schedule your private showing today and see why this is the lake life you've been waiting for.

2228 Society Drive, Holiday

$335,000
3 Beds 2 Baths Forest Hills SubDv. 34690 Zip Code
Welcome to this spectacular waterfront property in the Forest Hills subdivision, a true tropical paradise and boater's dream offering direct Gulf access from your private dock and 10,000-pound boat lift. From the grand circular driveway and beautifully updated landscaping to the expansive wrap-around screened lanai, this ranch-style home is designed for seamless indoor-outdoor living against the backdrop of stunning Anclote River sunrises and sunsets. Inside, a spacious great room features elegant tile flooring, fresh paint, and insulated windows that flood the home with natural light, leading into a beautiful kitchen equipped with premium Bosch, Frigidaire, and Whirlpool appliances. The primary suite serves as a relaxing sanctuary with dual sliding closet doors, a dedicated mini-split AC, and dramatic floor-to-ceiling windows overlooking the water, while the secondary bedrooms offer incredible versatility, including a bonus space with a dry bar and mini-fridge ideal for a home office or gym. Both bathrooms have been completely renovated, featuring modern fixtures, a laundry closet with a premium LG washer and dryer, and a walk-in shower with a stylish glass backsplash and supportive grab bars. Outside, elegant pavers guide you to the private pier where you can catch snook and redfish right from the backyard, while the fenced green space provides a wonderful area for pets to roam. Complete with a converted garage perfect for a workshop and three storage sheds for outdoor gear, this one-of-a-kind riverfront retreat is entirely move-in ready and waiting for your watercraft.

1133 Grand Boulevard, Holiday

$509,000
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

$90,000
Tahitian Dev SubDv. 34691 Zip Code
Discover the perfect setting for your custom waterfront dream home on this expansive .39-acre canal-front lot located on a quiet cul-de-sac in Holiday. Offering ample space for a variety of home designs, outdoor living areas, and landscaping possibilities, this oversized property provides a rare opportunity to create your ideal Florida retreat. An added bonus - the adjacent lot is also available for purchase, allowing for an even larger homesite or future investment potential. Enjoy peaceful canal views and a tranquil setting in an up-and-coming neighborhood with numerous newly constructed homes. According to the owner, the property has never flooded during past storms, providing additional confidence as you plan your future build. With the property line extending into the water, there is potential to add a private dock, creating the perfect spot for fishing, launching kayaks or paddleboards, enjoying nature, or simply relaxing by the water. Whether you're seeking a waterfront lifestyle or a unique homesite with room to grow, this property offers exceptional possibilities. Conveniently located near shopping centers, restaurants, parks, and zoned schools, the property is also just minutes from the J. Ben Harrill Recreation Complex. Historic Tarpon Springs, known for its waterfront dining, unique shops, festivals, and year-round activities, is only about 15 minutes away. Gulf beaches and endless outdoor recreation opportunities are also within easy reach. Don't miss this rare chance to secure a spacious waterfront lot in a growing area and build the home you've always envisioned.

1504 Jackson Drive, Holiday

$3,750,000
Tampa Tarpon Spgs Land Co SubDv. 34690 Zip Code
ISLAND READY FOR DEVELOPMENT - 6.4 Acres- Approved for 87 units, multi- family, ENTITLEMENTS GRANTED, PASCO COUNTY. LOCATED ON BERRY HILL ROAD, HOLIDAY, FL, East of Grand Blvd. Parcel ID 29-26-16-0000-00500-0050 FOREST HILL EAST DEVELOPMENT designated and approved for 87 multiple-family apartment units, waterfront, adjacent to the Anclote River with Gulf access. A rare multifamily development opportunity on a private 6.45-acre island surrounded by water, proposed 87-unit luxury apartment community... Designed as a three-story mid-rise development totaling approximately 96,842 SF, the project features modern construction, water-view patios and balconies, covered entrances, assigned parking and storage, elevators, and a resort-inspired amenity package.... Planned community features include a clubhouse with exercise room, kitchenette, conference room, and office, pool, tiki bar, pavilion, and BBQ area.... Including fishing, kayaking, canoeing, and direct access to the Anclote River with routes to the open Gulf waters and Tarpon Springs.... The property blends privacy, recreation, and upscale design into a truly unique rental concept surrounded by natural beauty. Floor plans, renderings, and site plans available.... Its proximity to Pinellas County, one of Florida's most densely populated counties, enhances its appeal for residential, mixed-use, or investment potential. A rare chance to capitalize on the continued growth and demand along Florida's Gulf Coast.

Berry Hill Road, Holiday

$435,000
3 Beds 2 Baths Shadow Oaks Sub SubDv. 34690 Zip Code
Welcome to this one-of-a-kind Holiday retreat on 0.74 acres, where a private park-like setting, tranquil pond views, wildlife in your backyard and thoughtful interior features create a truly special place to call home. Nestled among mature trees, this property offers a peaceful setting rarely found in today's market. Inside, you'll find all tile flooring throughout and a warm, inviting living area highlighted by a stone veneer fireplace, perfect for relaxing evenings at home. A versatile recreation room currently serves as a family room and office, providing flexible space to fit your lifestyle. Designed with both function and style in mind, the kitchen features granite countertops, abundant cabinet space, modern appliances, a double oven, and an island-mounted electric cooktop with exhaust. Whether preparing everyday meals or entertaining guests, this kitchen is ready to meet your needs. The natural beauty of this property truly sets it apart. Front and rear covered porches overlook the picturesque pond and surrounding landscape, creating the perfect places to enjoy morning coffee or unwind at the end of the day. A charming bridge crosses a small stream, while the firepit area offers a peaceful gathering spot surrounded by nature. Located in Holiday, this home offers convenient access to the Tampa Bay area while maintaining a quieter, more affordable lifestyle. Enjoy nearby parks, nature preserves, boating, fishing, waterfront dining, and outdoor recreation, including Anclote River Park and Key Vista Nature Park. The home is located in FEMA Zone AE; however, the owner states that the property has never flooded. With pond views, mature landscaping, covered porches, a fireplace, flexible living space, and a truly unique natural setting, this property offers privacy, comfort, and a lifestyle that is difficult to find. Schedule your private showing today.

5904 Springrun Court, Holiday

$330,000
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
WATERFRONT POOL HOME WITH STUNNING CANAL VIEWS, PRIVATE DOCK, SCREENED POOL & NO HOA! Too many upgrades and features to list! HAS NEVER FLOODED. Most of neighborhood never got water inside homes either during any storm. Welcome to your slice of Florida paradise in the heart of Holiday! This beautifully updated 2 bedroom, 2 bathroom waterfront home sits directly on a wide canal off Lake Conley and delivers the kind of backyard views buyers dream about. From the moment you step thru the front door, you’ll love the curb appeal, oversized driveway, tropical landscaping, and laid-back waterfront lifestyle this property offers. Step inside to an open and inviting layout filled with natural light and beautiful water views throughout the main living spaces. NEW LUXURY VINYL PLANK FLOORING (2022) flows seamlessly throughout the home, creating a clean and modern feel. The spacious living and dining areas open directly into the oversized Florida room where large sliding glass doors perfectly frame the pool and canal views, making this home ideal for entertaining or simply relaxing after a long day. The kitchen has been updated with a breakfast bar, matching appliances, abundant cabinet space, and a beautiful glass tile backsplash that adds the perfect finishing touch. The primary suite offers a private en-suite bathroom with a walk-in shower, vanity with makeup area, and oversized closets, plus the added bonus of a dedicated second water heater serving the primary bathroom. There are even CUSTOM BUILT IN CABINETS that house the washer/dryer! Step outside and enjoy true Florida waterfront living! The SCREENED-IN POOL AREA is perfect for year-round enjoyment with plenty of room to lounge, entertain, and soak in the peaceful water views. The POOL WAS REFINISHED (2018), POOL PUMP REPLACED (2020), and SCREEN ENCLOSURE RESCREENED (2021). The fully fenced backyard leads directly to your PRIVATE WATERFRONT DECK where you can enjoy morning coffee, evening sunsets, fishing, kayaking, or simply watching the water from your own backyard. Major updates include NEWER SHINGLE ROOF (2018), NEW HVAC (2019), DOUBLE PANE WINDOWS, NEW SEWER LINE (2023), and solar tint added to the rear windows and doors for improved energy efficiency. The 1-car garage, oversized outdoor entertaining areas, and NO HOA OR CDD make this property even more appealing. Conveniently located near Tarpon Springs, the famous Sponge Docks, Gulf beaches, parks, shopping, dining, hospitals, Tampa International Airport, and the Pinellas Trail. Florida waterfront living doesn’t get much better than this. Schedule your showing TODAY!

4009 Star Island Drive, Holiday

$195,000
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
Welcome to your serene lakeside retreat—a charming two bedroom, two bathroom home nestled right on the waterfront in the heart of Holiday, Florida. NO HOA, NO CDD, NEWER ROOF (2020)! This property boasts historic Florida charm, blending timeless architectural features with modern comforts for a truly unique living experience. Wake up to stunning lake views, relax on your private deck, and enjoy peaceful evenings surrounded by lush mature landscaping. Inside, you'll find thoughtfully preserved details such as classic fixtures and spacious sun-lit living areas that evoke the nostalgia of old Florida. The inviting floor plan ensures easy entertaining, while both bedrooms present tranquil vistas and ample space for unwinding. The UPDATED BATHROOMS provide a touch contemporary convenience. Step outside and embrace the laid-back Florida lifestyle—fish or kayak right from your backyard, host gatherings under the shade of swaying palms, or simply soak up the beauty of the lake. Located just moments from top-rated schools, dining, shopping, and recreation, this home offers both quiet living and exceptional accessibility. With quick access to employment corridors, expressways, and nearby destinations, you can enjoy all the best that Holiday and the surrounding area have to enjoy. Whether you're seeking a weekend getaway or a forever home, this lakefront gem invites you to experience the comfort, character, and convenience you've been waiting for. Discover classic Florida living in a picturesque setting—your dream home awaits!

4230 Sunray Drive, Holiday

$630,000
4 Beds 3 Baths Sand Bay SubDv. 34691 Zip Code
Welcome to 2401 Sand Bay Dr — a truly one-of-a-kind property offering the perfect blend of Florida lifestyle, functionality, and flexibility. Situated in a peaceful waterfront-adjacent community in Holiday, this well-maintained home stands out with an incredible approximately 2,300 sq ft climate-controlled garage/workshop that is rarely found in the area. Fully finished with drywall throughout and equipped with dedicated mini-split cooling systems, the expansive garage space is ideal for car enthusiasts, contractors, hobbyists, or anyone seeking a versatile workspace with year-round comfort. The garage also features 8-foot garage doors, providing excellent functionality and accessibility. Properties offering this level of usable garage and workshop space are exceptionally hard to find. Inside, the home features bright and inviting living spaces with high ceilings, 8-foot interior doors, abundant natural light, and a functional layout designed for both everyday living and entertaining. The open indoor-outdoor flow creates a spacious and airy feel throughout the home. Major updates have already been completed, including a new roof (2024), one HVAC system (2023), and water heater (2022), providing peace of mind for years to come. Adding even more confidence for buyers, the property experienced no damage from the recent hurricanes, and flood insurance is not currently required — a rare and valuable benefit for a property located so close to the water. Step outside and enjoy the relaxed Gulf Coast lifestyle with backyard views overlooking the Gulf, creating the perfect setting to unwind and enjoy Florida sunsets. One of the home’s most impressive features is the rooftop terrace, offering breathtaking panoramic Gulf views and an incredible space for entertaining, relaxing, or enjoying peaceful evenings by the water. Conveniently located near marinas, waterfront dining, beaches, parks, and shopping, this property combines tranquility with accessibility while offering a truly unique lifestyle opportunity. Whether you're searching for a primary residence, seasonal retreat, or a property with unmatched workspace, storage, and coastal charm, 2401 Sand Bay Dr offers a rare opportunity to own a standout property in one of the Gulf Coast’s most desirable settings.

2401 Sand Bay Drive, Holiday

$245,000
2 Beds 2 Baths Tahitian Dev SubDv. 34691 Zip Code
Welcome to 3132 Jackson St in Holiday, Florida—where modern updates meet peaceful waterfront living. This beautifully renovated 2-bedroom, 2-bath home is completely move-in ready and includes a 1-year home warranty, giving buyers added peace of mind from day one. Inside, you’ll find a fully updated interior featuring a brand-new kitchen with modern finishes, new appliances, updated light fixtures, and durable luxury vinyl flooring throughout, creating a clean and cohesive feel. Major improvements include a brand-new roof (2025), offering long-term value and confidence in your investment. Step outside and experience true Florida living. This property features a private floating dock, perfect for boaters, kayakers, and water lovers, with direct access to Lake Conley and the surrounding canal system. Enjoy serene water views, natural vegetation, and local wildlife right from your backyard. Relax in your screened-in lanai with your morning coffee or unwind in the evening while taking in the tranquil setting and quiet neighborhood atmosphere. Conveniently located just a short drive from local beaches, shopping, dining, and everyday amenities, this home offers the perfect balance of comfort, convenience, and lifestyle. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this property checks all the boxes and had no water intrusion during Helene or Milton.

3132 Jackson Drive, Holiday

$160,000
2 Beds 2 Baths Holiday Lake Villas Condo SubDv. 34691 Zip Code
Welcome to this well-maintained 2 bedroom, 2 bath condominium in the coastal community of Holiday, offering comfort, convenience, and peaceful living along Florida’s Gulf Coast. Flood insurance is not required because located in zone X500. This single-level home features a functional kitchen with appliances and ample counter space, flowing into comfortable living areas designed for easy everyday living. Major updates include a 2020 HVAC system, 2021 hot water heater, and hurricane-impact windows for added peace of mind and efficiency. Two standout features of this unit is its prime setting overlooking a tranquil lake, offering relaxing water views and added privacy. Unlike other units in the community that back to a busy road or have upstairs neighbors, this single-story layout provides a quieter, more desirable living experience with no one above you. Second, there are guest spots easily accessible along with a carport for the owner to park just outside the front door! This Condo is 1,318 SqFT, but if you add in the Florida Room’s SqFT you have 1,542 SqFT of Entertainment Space making the price point of this unit a RARITY! The purchase of the home includes all furnishings and household items, making it truly move-in ready and ideal as a primary residence, seasonal retreat, or investment property. Residents enjoy nearby access to beautiful outdoor destinations such as Anclote River Park and the stunning beaches of Anclote Key Preserve State Park, as well as the charming waterfront dining and cultural experiences in Tarpon Springs. With its combination of updates, furnishings, lake views, and desirable layout, this condo offers an exceptional opportunity to enjoy relaxed Florida living at its best.

3801 Sailmaker Lane, Holiday

$210,000
2 Beds 1 Baths Tahitian Dev Sub SubDv. 34691 Zip Code
Welcome to waterfront living on beautiful Lake Conley! This well-maintained 2-bedroom, 1-bathroom single-family home offers a comfortable, move-in-ready retreat in the coastal community of Holiday. Situated directly on Lake Conley, the home features a desirable north-facing orientation and a solid concrete seawall that provides a peaceful waterfront setting to enjoy right from your own property. Inside, the kitchen offers stainless steel appliances and granite countertops, combining style and functionality for everyday living and entertaining. Adding even more value and peace of mind, a new roof and new HVAC system will be installed prior to closing, giving the next owner two significant home improvements from day one. The property is also connected to municipal water and sewer—NO SEPTIC system to maintain. Beyond the waterfront lifestyle at home, you'll be just minutes from Anclote River Park for boating, fishing, and Gulf sunsets, with easy access to Anclote Key Preserve State Park and the beaches of the Gulf. Shopping, dining, and the distinctive restaurants, waterfront, and culture of Tarpon Springs are also just a short drive away. With Lake Conley waterfrontage, municipal water and sewer, a new roof, new HVAC, and a convenient coastal location, this home offers an appealing combination of lifestyle, value, and low-maintenance Florida living. I’d recommend leading with the **Lake Conley waterfront** rather than simply calling it a “waterfront home.” Naming the lake makes the feature more tangible and differentiates the property in MLS searches and buyer marketing.

3510 Wilson Drive, Holiday

$175,000
2 Beds 2 Baths Holiday Lake Villas Condo SubDv. 34691 Zip Code
Great location with beautiful pond view from most windows, friendly surroundings, nature and tranquility. The open model perfect home with Vaulted ceilings is perfect for you, just move right in. Amazing updates include Quartz and Granite Countertops, recessed lighting, luxury vinyl floors along with newer ceramic tile and lace ceilings and newer Stainless Steel appliances. Sliders from both the Master Bedroom and Living room lead to Florida Room to relax and enjoy the views. The Master Bedroom has 2 large closets and Master Bath with dual sinks. Separate storage room and Reserved parking with plenty of guest spaces. Clubhouse with heated pool, shuffleboard and activities. The affordable HOA covers exterior maintenance, roof, lawn care, insurance, trash, cable TV, and internet, water/sewer and more, allowing you to truly enjoy worry-free living. Perfectly situated near some of the area’s best attractions, you’re just minutes from the white sandy beaches of the Gulf Coast, Anclote River Park, and the historic Tarpon Springs Sponge Docks, known for its Greek restaurants, local shops, and waterfront charm. Downtown Tarpon Springs offers year-round festivals, farmers markets, and cultural events, while nearby shopping centers, medical facilities, and golf courses ensure everything you need is within easy reach. No Flood Zone, Furniture Negotiable. PRESENT ALL OFFERS!

1022 Bowsprit Lane Unit 1022, Holiday

$290,000
3 Beds 2 Baths Holiday Lake Estates SubDv. 34691 Zip Code
Some properties offer a house. This one offers a whole world. Set along the shores of Lake Nash in Holiday's established Holiday Lakes neighborhood, this three-bedroom, two-bath home comes with something you simply cannot replicate — nearly five acres of submerged land, a piece of the lake itself, all conveyed with the sale. Bring your binoculars: sometimes white and blue herons wade at the water's edge, osprey circle overhead, long-neck turtles drift through the brackish shallows, and tilapia, catfish, and bass move below the surface. Follow the canal at the far end and you'll reach Lake Conley — and when the New Port Richey fireworks light up the sky, you have a front-row seat right from the water. Outside, the fully fenced yard unfolds into a world of its own. A private screened pool and deck invite long afternoons in the sun, while the boat dock puts the lake at your fingertips whenever the moment calls for it. Multiple seating areas are scattered throughout the grounds — shaded corners, open spots by the water, places to gather or simply disappear into the view. A storage shed keeps everything organized, and a gated side yard offers convenient private parking. Mature mango, kumquat, and citrus trees add both charm and seasonal reward, and a camphor tree — known for naturally repelling mosquitoes — completes this extraordinary outdoor space. Inside, water views from the kitchen and both the secondary and primary bedrooms make the setting part of everyday life. Two of the bedrooms offer the rare pleasure of taking in both the pool and the lake at once. A fireplace anchors the living room with warmth and character, and the layout flows comfortably for both daily living and casual entertaining. This home has good bones and real potential — sold as-is, with the seller already having done the work of clearing it out, it's ready for the buyer who can see what it's becoming. A new roof will be provided at closing with an acceptable offer. This is the kind of property that simply does not come along often — a lakefront lifestyle, a private ecosystem, and a canvas waiting for your vision. Located near 19, shopping, restaurants, medical care, Tarpon Springs, Gulf access, parks, and the Pinellas Trail, this property delivers the feel of a private waterfront escape with nature and recreation close at hand. Schedule your showing today. Main property: 0.1552 acres, Additional parcel: 4.95

3931 Holiday Lake Drive, Holiday

$315,000
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
This Spacious Waterfront Home is Located on a Canal with Access to a Chain of 3 Lakes. This Home Offers a Seamless Blend of In-Door Out-Door Living, Featuring Meticulously Landscaped Grounds and Expansive Sun-Drenched Deck and Boat Dock Designed for Panoramic Views of Breathtaking Sunsets. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. New Roof 9/2025, AC 4/26, Hot Water Tank 2024, Newer Windows, and Solar. The Solar System is Paid for and Helps Keep the Electric Cost Down, the Owners Average Electric Bill is 40.00 each Month. The Large Floor Plan has Many Possibilities to Turn into a 3 Bedroom Home. A Large Multi-Purpose Room with Open Concept Space Overlooking the Waterfront Features Dinette, Sitting Area and Possible Home Office Space. The Primary Bedroom features a Walk in Closet, Ensuite with a Shower and Additional Space for a Den or Home Office. Step Outside through the Newer Sliding Door onto a Large Elevated Deck and Lighted Gazebo, Providing the Perfect Area for Entertaining on the Water. Leave Your Personal Dock for a Boat Ride, Explore a Chain of 3 Lakes Where Fishing and Bird Life is Plentiful. The Front of Home Welcomes You with a Paved Driveway to Enhance the Beauty of the Home. The Home has a Split Bedroom Plan, Indoor Laundry Room with a Closet, and Additional Family Room. The Garage Features a Hurricane Brace for the Insulated Garage Door that is Newer, Work Bench and Plenty of Shelving. Home is Close to a County Park, Beaches, School, and Shopping. This is a Must See Home to Appreciate all that it Offers to Make This Your Future Home.

2529 San Luis Road, Holiday

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