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$375,000
3 Beds ⋅ 2 Baths ⋅ Vista Lks/Baileys Bluff SubDv. ⋅ 34691 Zip Code
Welcome to this well-maintained three-bedroom, two-bathroom home in Holiday, offering a comfortable split floor plan, spacious backyard, and no rear neighbors. A welcoming foyer entry leads into the open-concept living, dining, and kitchen areas, creating an ideal space for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, a walk-in pantry, and a center island with room for meal preparation and casual dining. Tile flooring flows throughout the main living areas, while ceiling fans are found throughout the home for added comfort. Sliding glass doors open to a covered patio overlooking the large backyard, providing plenty of room to relax, play, or enjoy the outdoors. The private primary suite includes an en-suite bathroom with a dual-sink vanity, glass-enclosed shower, and walk-in closet. Two additional bedrooms share a second full bathroom, and a dedicated laundry room adds convenience. Major updates include a 2016 roof, HVAC system, and water heater. Located near a community playground and park and close to a variety of dining options, this home offers a great combination of comfort, convenience, and outdoor space. Schedule your showing today!

3123 Mela Court, Holiday

$289,000
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

$379,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to 1346 Chancellor Dr, a charming house that invites you to explore its unique character and potential.Direct canal access to the gulf, New Roof .Nestled in a desirable location, this property accords a wonderful opportunity for those seeking a place to call home. With its classic architectural design, the exterior exudes curb appeal, while the interior awaits your personal touch. Whether you're looking to relax in a cozy living space or entertain guests, this house provides a versatile layout to suit your needs. The surrounding area accords a peaceful atmosphere, appropriate for enjoying outdoor activities and leisurely strolls. Don't miss the chance to make this house your own and create lasting memories in a welcoming community.

1346 Chancellor Drive, Holiday

$230,000
3 Beds ⋅ 1 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Welcome to 1031 Conoley Ln, a beautifully maintained and thoughtfully updated 3-bedroom, 1-bath home in the desirable Holiday Lake Estates community of Holiday, Florida! Offering 1,004 square feet of comfortable living space on a spacious 5,663-square-foot lot, this home delivers an ideal combination of updates, functionality, and Florida living. From the moment you arrive, the pride of ownership is evident with attractive landscaping and well-maintained exterior. Inside, the home features a bright and functional layout with tile and vinyl flooring throughout the home. The updated kitchen offers wood cabinetry and a stainless-steel refrigerator, while the remodeled bathroom features updated fixtures, tile, and a modern vanity. The bedrooms provide comfortable living space with durable vinyl flooring, making this home both stylish and practical. Numerous major improvements provide valuable peace of mind. Outside, the backyard is designed for both enjoyment and convenience, featuring a patio, fire pit, and two storage sheds offering plenty of room for tools, hobbies, lawn equipment, bikes, and more. The attached garage adds even more storage and everyday convenience. Important ages include Roof 2013, Water Heater 2018, Electric panel 2018, AC 2018 and Water Softener 2018. Located in an established residential neighborhood, this home puts you close to shopping, restaurants, schools, parks, nature trails, dog parks, and some of the area's beautiful Gulf Coast beaches. Whether you're searching for a comfortable primary residence, a Florida getaway, or an investment opportunity, this property offers an incredible combination of location, updates, outdoor space, and value. With its move-in-ready condition, versatile 3-bedroom floor plan, and extensive list of improvements, 1031 Conoley Ln is a property you will want to see in person. Schedule your showing today

1031 Conoley Lane, Holiday

$330,000
3 Beds ⋅ 3 Baths ⋅ Preserve/Gulf Trace SubDv. ⋅ 34691 Zip Code
End-unit privacy, a first-floor primary suite, an expanded screened lanai, no rear neighbors and a wide green backdrop give this 2021-built townhome by Ryan Homes a combination that’s hard to find. Offering 1,813 square feet with 3 bedrooms, 2½ baths, an upstairs loft and an attached 2-car garage, the home pairs a smart two-story layout with thoughtful upgrades inside and out. Enter through the covered side entry into a soft neutral interior where the kitchen opens naturally to the main living and dining areas. Dark raised-panel cabinetry, granite countertops, ceramic tile flooring, and a spacious peninsula with a double-basin sink provide generous prep space, storage, and casual bar seating. Beyond, dramatic ceiling height and clerestory windows give the living and dining areas impressive volume, while multiple windows and sliding glass doors fill the space with natural light and draw the eye toward the greenery outside. The first-floor primary suite is comfortably proportioned for a complete bedroom set plus a sitting area, with neutral carpet, a ceiling fan, and two large windows. A full wall of closet storage is incorporated into the bedroom, while the ensuite bath adds a second walk-in closet, a dual-sink vanity with extensive storage, an oversized mirror, and a glass-enclosed tiled shower. Upstairs, two additional bedrooms share a full bath with a tub/shower combination, while the spacious loft creates valuable bonus space for a home office, media room, library, hobby area, or whatever fits your lifestyle. A dedicated laundry room provides space for full-size appliances and generous shelving. The outdoor living area is one of the home’s standout features. Added in 2021, the covered lanai flows into an extended screened patio, creating distinct spaces for lounging, dining and grilling. A ceiling fan, additional electrical outlets and switches, tropical plantings, and a fenced yard make the space especially usable, while the broad green backdrop creates an open feel at the rear of the home. Practical upgrades include double-pane windows; 3M security film on all windows and the sliding glass door; a Nest smart thermostat; a Vivint security system; GE whole-house water filtration; a Rheem water softener; and a leased Sunrun solar system with battery backup. Garage shelving and a Phantom retractable screen at the front entry add even more everyday function. The Preserve at Gulf Trace includes a community playground and fenced dog park with agility equipment, while the nearby 38-acre J. Ben Harrill Recreation Complex offers tennis courts, athletic fields, basketball, and more. Gulf Coast parks, beaches, Tarpon Springs, the Sponge Docks, shopping, dining and downtown New Port Richey are all within convenient reach, giving this home a setting that feels tucked away without leaving everyday destinations far behind.

3029 Jacob Crossing Lane, Holiday

$545,000
4 Beds ⋅ 3 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code
Welcome to 2309 Swordfish Ave, a beautifully maintained 4-bedroom, 3-bathroom, 2,462-square-foot single-story home situated on a spacious 10,320-square-foot lot in the desirable Gulfwinds community of Holiday, Florida. Offering an ideal combination of comfortable living space, thoughtful updates, privacy, and exceptional outdoor amenities, this home is designed for both everyday living and entertaining. The freshly painted interior features a spacious and versatile floor plan with tile flooring throughout the kitchen, breakfast nook, family room, living room, and dining room. The primary bedroom features attractive wood-look tile flooring, while the three additional bedrooms are carpeted. A dedicated office provides an ideal work-from-home space and features brand-new epoxy-resin flooring. Plantation shutters enhance the windows and sliding glass doors throughout the home. The kitchen offers granite countertops, a backsplash installed approximately two years ago, under-cabinet lighting, and a double-door refrigerator. The washer and dryer are included. The primary suite features an updated bathroom with new granite countertops, new tile, new faucets, a walk-in shower, and a walk-in tub. Additional improvements include a roof approximately three years old, a four-year-old HVAC system that has been recently serviced, and a tankless water heater. Outside, the private backyard is enclosed by a vinyl privacy fence and features a screened outdoor living area with a heated saltwater pool and heated hot tub, each equipped with its own separate pump. A newer double-wide side entrance can provide convenient access for a boat, recreational vehicle, or additional vehicle, subject to applicable HOA and county regulations. The property also features an irrigation system and a 3-car garage with newly installed aluminum attic steps for convenient access to additional storage. For added preparedness, the home features a dedicated generator connection with its own junction box and dedicated electrical circuits, providing a convenient setup for connecting a generator when needed. Residents of Gulfwinds enjoy community amenities including a nearby community pool, with HOA services covering community pool access, community grounds maintenance, cable TV, and internet. Gulfside Elementary in Holiday, Florida, closed in mid-2026 and has merged with Paul R. Smith Middle School K1-8. The two nearby, under-capacity campuses combined to form a single unified K-8 school operating at the Paul R. Smith site on Sweetbriar Drive. Conveniently located near the historic Tarpon Springs Sponge Docks, Belle Harbour and Port Tarpon Marinas, Fred Howard Park Beach, boating, dining, shopping, riding and walking trails, the Anclote River and Gulf parks, nearby islands, and spectacular Gulf Coast sunsets. With four bedrooms, three full bathrooms, a dedicated office, multiple living and dining areas, a 3-car garage, private fenced yard, heated saltwater pool and hot tub, tankless water heater, plantation shutters, and numerous recent improvements, 2309 Swordfish Ave offers an exceptional combination of comfort, functionality, and Florida outdoor living. Experience effortless Florida living in Gulfwinds—schedule your showing today!

2309 Swordfish Avenue, Holiday

$175,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Your Florida opportunity is here! This 2-bedroom, 2-bath home in desirable Beacon Square in Holiday offers the perfect blank canvas for you to make it your own. Featuring durable terrazzo flooring throughout and an enclosed lanai that provides additional flexible living space, this home has plenty of potential for both homeowners and investors. The additional den/bonus room gives you even more versatility—use it as a home office, hobby room, guest space, or whatever fits your lifestyle. With a little vision and some personal touches, this home could truly shine. Located in Holiday, you're conveniently close to the Gulf, beaches, shopping, restaurants, parks, and everyday conveniences, making it easy to enjoy the Florida lifestyle without being far from everything you need. Whether you're searching for your first home, a winter getaway, or an income-producing investment, this property is ready for its next chapter. Bring your ideas and make this one yours!

3519 Brookston Drive, Holiday

$252,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Summer may almost be over, but it’s still not too late to own a pool home and enjoy the Florida lifestyle for years to come! Located in beautiful Holiday Lake Estates, this two-bedroom, two-bath home with a one-car garage offers plenty of potential for the buyer ready to make it their own. The home features a living and dining room combination, Florida room, spacious bedrooms, and a primary suite with direct access to the pool area from the primary bathroom. Step outside to enjoy the in-ground pool, covered porch, fenced yard, and the added privacy of having no neighbor on one side. Conveniently located near the world-famous Tarpon Springs Sponge Docks, Fred Howard Park, and Sunset Beach, with an easy commute to Honeymoon Island, downtown Dunedin, and gorgeous Clearwater Beach. The home is in need of updating, so bring your vision and your tools, roll up your sleeves, and take advantage of the opportunity to build some sweat equity and make this one your own! Case #: 093-973243 Finance Escrow may apply. Finance Code: IE.

3221 Roxbury Drive, Holiday

$210,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. Major 2026 improvements and paid-off solar! This well-maintained pool home offers a 2026 roof, 2026 water heater, 2024 HVAC system, updated electrical items, new pool equipment and paid-in-full 2022 solar panels. A strong opportunity for an owner-occupant or investor seeking a property with significant recent improvements.Passed 4-Point • Wind-Mitigation Documentation Enjoy your own private pool and the benefits of several major improvements . The solar system provides excellent potential for long-term energy savings, with Duke Energy previously quoting an average electric bill of approximately $60.55 per month. Inside, the home offers a comfortable and functional layout with both full bathrooms located within the interior of the home, providing added privacy and convenience. The kitchen appliances are in good condition, and the property has been clean and well maintained. For additional peace of mind, the home did not flood during Hurricanes Milton or Helene. The location makes it easy to enjoy everything the area has to offer. Spend your days boating, fishing, visiting nearby beaches, or exploring the Gulf Coast. The home is conveniently located near Anclote River Park, offering beach access, boat ramps and fishing piers, as well as a nearby dog park, marinas, restaurants and nature trails. The historic Tarpon Springs Sponge Docks are approximately 10 minutes away, and popular waterfront destinations such as Miss Vicki's On The River are also nearby. Whether you're searching for a primary residence, seasonal Florida retreat, or investment property, this home delivers an appealing combination of affordability, energy efficiency, recent improvements, a private pool, and a location close to the water and outdoor recreation.

3153 Moog Road, Holiday

$274,900
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. Now FHA eligible!! Welcome to your beautifully updated Florida retreat in the heart of Holiday — a move-in-ready 3-bedroom, 2-bath home where modern finishes meet everyday comfort. Step inside and feel the warmth of a bright, open floor plan that flows effortlessly from the living room to the kitchen and into the enclosed Florida room, creating the perfect space for relaxing, entertaining, or enjoying quiet mornings with coffee. The stylishly renovated kitchen features white shaker cabinets, quartz countertops, and a convenient pass-through window that brings natural light into the home and makes hosting effortless. Both bathrooms have been tastefully updated, and the entire home shines with new luxury vinyl flooring, fresh interior and exterior paint, and a brand-new roof for peace of mind and long-term value. Enjoy the flexibility of an enclosed Florida room — perfect as a second living area, playroom, or home office — along with a fenced backyard offering privacy and space for pets, gardening, or weekend gatherings. A one-car garage adds convenience and storage options. Enjoy access to a sparkling pool, clubhouse, and playground, adding lifestyle amenities without the high HOA fees. And with the Gulf of Mexico, shopping, dining, parks, and recreation just minutes away, this home offers the perfect blend of comfort and convenience in a prime Holiday location. This beautifully refreshed home is ready for its next chapter — all that’s missing is you.

3128 Harvardston Loop, Holiday

$227,346
2 Beds ⋅ 1 Baths ⋅ Dixie Gardens SubDv. ⋅ 34690 Zip Code
Virtually Staged. Welcome to 2187 Dixie Garden Loop in Holiday, Florida! This move-in-ready 2-bedroom, 1-bath home offers a fresh, updated interior & exterior with easy-care features throughout. Step inside to an updated kitchen featuring crisp white shaker-style cabinetry, granite countertops, and stainless-steel appliances (Range 2026, Refrigerator 2023, Microwave 2025), creating a bright, clean, modern look. Tile flooring runs throughout the home, zero carpet —making everyday maintenance simple and convenient. Curb appeal from the minute you pull up....Fresh exterior paint, 2025 metal roof, & new xeriscaped front yard makes this home pop, all while offering a lower-maintenance alternative to a traditional lawn.

2187 Dixie Garden Loop, Holiday

$195,000
2 Beds ⋅ 1 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
PRICE REDUCTION! Don’t miss this beautifully updated, turnkey home in Aloha Gardens! This move-in-ready property features new luxury vinyl plank flooring, newer roof, AC, new electrical panel, and an updated kitchen with white cabinetry, stylish tile backsplash and stainless-steel appliances, including a newer refrigerator, dishwasher and convection oven. The renovated bath features new tile flooring, tile walls surrounding the tub-shower, new vanity and updated fixtures. Interior laundry is conveniently located inside the attached 1-car garage. Enjoy the Florida lifestyle from the front porch or rear deck overlooking the backyard. Conveniently located near US-19, shopping, restaurants, Anclote River Park, Anclote Gulf Park, Key Vista Nature Park and the Coastal Anclote Trail. Nearby Tarpon Springs offers the famous Sponge Docks, waterfront dining, local shops and Gulf access. With the major updates already completed, this home is ready for its next owner to move in and enjoy. New price, extensive updates and a truly turnkey home—this opportunity won’t last long!

3522 Allandale Drive, Holiday

$369,000
3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 02 SubDv. ⋅ 34691 Zip Code
Virtually Staged. ** Seller is willing to replace the roof with an acceptable offer.** Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in the desirable gated community of Key Vista! Thoughtfully refreshed, this warm and inviting home features luxury vinyl plank flooring, fresh interior paint, modern lighting and ceiling fans, beautiful bathrooms, a new water heater, and a new French-door refrigerator. Enjoy the low HOA fee (and no CDD) that includes cable and internet, along with resort-style amenities including a clubhouse, heated pool and hot tub, fitness center, tennis and pickleball courts, volleyball courts, playground, and optional RV/boat storage. Even better, travel out the back gate with convenient access to the community’s recreational amenities, putting them just a short walk from home. For added peace of mind, the property is located in Flood Zone X and sustained no damage from Hurricanes Helene or Milton. Inside, the spacious kitchen offers abundant cabinetry and counter space and flows comfortably into the living and dining areas, creating an inviting space for everyday living, casual meals, and entertaining family and friends. Step outside to the covered lanai and fully fenced backyard with vinyl privacy fencing—a private outdoor retreat perfect for morning coffee, relaxing at the end of the day, spending time with pets, or gathering with family and friends. Key Vista offers a wonderful Florida lifestyle with Anclote Nature Park, Anclote Beach, and the community recreation center nearby, plus convenient access to boating, fishing, shopping, dining, and the Gulf Coast. With its beautiful features, low HOA, gated-community amenities, private backyard, and location, this Key Vista home is ready to welcome its next owner!

2638 Big Pine Drive, Holiday

$190,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Welcome to 3410 Columbus Drive! *2006 sinkhole remediation* Zero issues with insurance on this property and no issues since 2006.This charming home is a fantastic opportunity for first-time buyers, those looking to downsize, or anyone searching for an affordable place to call home. Offering a comfortable and functional layout with plenty of potential to make it your own, this property is ready for its next chapter. For added peace of mind, the home is not located in a designated flood zone and experienced no flooding during the recent hurricanes. Conveniently located near shopping, dining, schools, and major roadways, this is a great opportunity to enjoy homeownership in a well-established area. Don’t miss your chance to make 3410 Columbus Drive your new home!

3410 Columbus Drive, Holiday

$370,000
3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Welcome to this spacious single-family home located in the desirable Holiday Lake Estates community! Offering 3 bedrooms, 2 full bathrooms, and nearly 1,500 sq ft of comfortable living space, this solid concrete-block home features a functional, light-filled layout. The generous floor plan provides plenty of room for entertaining, a dedicated dining/living area, and an attached garage with extra storage or workshop space. Equipped with solar power (no battery backup) to keep energy costs low year-round! Enjoy Florida living with low-maintenance exterior stucco and a cozy backyard footprint. Situated in a quiet neighborhood just minutes from Tarpon Springs, Anclote River parks, Gulf beaches, and local shopping and dining along US-19. No HOA or CDD fees! Schedule your showing today!

3641 Wellington Dr, Holiday

$219,900
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. Welcome home to this charming 2-bedroom, 2-bathroom, 1-car garage home nestled in the heart of Holiday, Florida, with NO HOA or CDD fees! From the moment you step inside, you'll appreciate the bright, open, and airy feel, complemented by a neutral color palette and beautiful original terrazzo flooring that adds timeless character throughout the home. The spacious living room flows seamlessly into the formal dining area, creating the perfect space for entertaining family and friends. Just beyond, you'll find a generously sized kitchen featuring quartz countertops, a full appliance package, abundant cabinet storage, and a convenient breakfast bar for additional seating. The adjoining breakfast nook provides the ideal spot for casual meals or morning coffee. Located just off the kitchen is a versatile bonus room that can easily serve as a home office, den, hobby room, or additional living space. This room also offers its own private entrance to the covered porch, providing added flexibility and convenience. The spacious secondary bedroom features a large closet for ample storage and is conveniently located near the guest bathroom, complete with a tub/shower combination. The generously sized primary suite offers a walk-in closet and a private en-suite bathroom with a large walk-in shower. The attached one-car garage houses the laundry area and includes a utility sink, built-in workbenches, and plenty of additional storage space for tools and seasonal items. Step outside to enjoy the expansive backyard, complete with chain-link fencing and a storage shed, providing plenty of room for pets, gardening, or outdoor activities. Conveniently located near shopping, dining, parks, schools, beaches, and major roadways, this home offers comfort, convenience, and endless potential. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this home is ready for you. Don't miss your opportunity to make this wonderful home your own—schedule your private showing today!

3536 Kimberly Oaks Drive, Holiday

$219,900
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

$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

$230,000
2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Charming 2-bedroom, 1-bath single-family home offering comfortable living, practical updates, and no HOA or CDD fees. The carpet-free interior features ceramic tile flooring throughout, a bright living room, an eat-in kitchen with a lot of cabinets, a double sunny kitchen window, and double stainless-steel sink, plus a versatile Florida room for relaxing, working, or entertaining. Both bedrooms include ceiling fans, and the bathroom features updated wall tile, a single vanity, and a bathtub with shower. Enjoy indoor-outdoor living with a screened lanai, fenced backyard, patio, and garden area. A 1-car garage with garage door opener provides convenient parking and storage, with the washer and dryer included. Recent updates include air conditioning replaced in 2021, plumbing updated in 2022, a front exterior door replaced in 2022, and shingle and flat roof replacement completed in 2017. This low-maintenance home combines a functional layout, inviting outdoor spaces, and no flood zone noted. Schedule your showing today and see the opportunity this home offers.

3415 Clydesdale Dr Unit unit 5, Holiday

$239,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Updated and truly move-in ready! Welcome to this beautifully renovated 2-bedroom, 2-bath home offering 1,021 heated square feet of comfortable living space in the heart of Holiday. The open-concept floor plan is filled with natural light and features luxury vinyl plank flooring (2026), fresh neutral finishes, and a spacious living area that flows seamlessly into the remodeled kitchen. The kitchen boasts white shaker cabinetry (2021), granite countertops, stainless steel appliances, a designer tile backsplash, recessed lighting, and a large breakfast bar that's perfect for everyday living and entertaining. Recent updates provide added peace of mind, including a new roof (2025), new A/C condenser (2023) and new water heater (2026). Two full bathrooms and a bonus room. Step outside to the screened lanai overlooking the fully fenced backyard—ideal for relaxing, entertaining or giving pets room to play. An attached one-car garage provides additional storage and convenience. Conveniently located near shopping, restaurants, parks, schools, medical facilities, and just minutes from the Gulf beaches, this beautifully updated home offers exceptional value at an affordable price. Schedule your private showing today!

1051 Maybury Drive, Holiday

$270,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
PRICE TO SELL! No flood zone insurance is required. Some photos have been virtually staged. This waterfront home with direct access to the Gulf of America presents a rare opportunity to enjoy boating, kayaking, and breathtaking sunset views right from your own backyard. This move-in-ready residence offers the best of Florida waterfront living with three bedrooms, two updated bathrooms, and a spacious kitchen featuring plenty of cabinet storage. The roof was replaced in April 2026, and the water heater was replaced in February 2018. The backyard creates an ideal space for entertaining or relaxing while enjoying peaceful canal and sunset views. With no HOA, this property provides added flexibility and freedom of ownership. Conveniently located near shopping, dining, schools, medical facilities, Gulf Coast beaches, and Tampa International Airport, this waterfront home offers exceptional value for year-round living, a second home, or an investment opportunity. Schedule your private showing today and experience the Florida waterfront lifestyle for yourself!

1345 Basswood Drive, Holiday

$285,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv. ⋅ 34691 Zip Code
Presenting this competitively priced 2 Bedroom, 2 Bathroom, 1 car Garage with enclosed porch on corner lot Single Family Home. Located on the Northside of Holiday Lakes West Subdivision, this home is Ideally situated near Anclote High School, Smith Middle School and Gulfside Elementary School. The floor plan has the Living room with fireplace, Kitchen and Dining areas, lanai centrally located forming an open split floor plan with Master bedroom and bath wing on the right side and Second bedroom, guest bath and laundry on left side. The Roof was installed in 2021 and has solar panels with a monthly fee. The property has a chain link fence around back and side of house, perfect for pets . The community currently has no active HOA nor any CDD fees! The Property is located in X500, a no flood zone. This home is conveniently located near dining, schools, shopping, Gulf Coast beaches. An Ideal home for buyers seeking a simple Florida living. Book your showing today!

1338 Greenlea Drive, Holiday

$164,900
2 Beds ⋅ 1 Baths ⋅ Orangewood Village SubDv. ⋅ 34690 Zip Code
Welcome to this charming 2-bedroom, 1-bathroom single-story residence perfectly situated in the heart of Holiday! Offering a highly efficient and cozy 816 heated sq. ft. of living space, this solid concrete-block home features low-maintenance tile and wood-plank flooring throughout. Step outside to your private, fully fenced backyard—an ideal space for pets, gardening, or weekend BBQs. Additional highlights include a convenient attached 1-car garage and an indoor laundry area. BEST OF ALL: No HOA and No CDD fees! Located just minutes from US-19, local shopping, dining, parks, and a short drive to beautiful Gulf beaches. Schedule your private tour today and grab your slice of the Florida lifestyle!

2412 Arcadia Road, 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

$239,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv. ⋅ 34691 Zip Code
This charming 2-bedroom, 1.5 bath home offers comfort, style and practical updates throughout. The spacious floor plan features durable ceramic tile flooring in every room, complemented by beautiful wood cabinetry in the kitchen. A one-car garage provides convenient parking and additional storage. Enjoy Florida living year-round in the screened porch overlooking the fully fenced backyard-perfect for pets, entertaining or relaxing outdoors. Major updates include a newer roof, HVAC system and water heater giving you additional peace of mind. Whether you are a first time homebuyer, downsizing, or looking for an investment property, this well maintained home is move in ready and waiting for you.

3908 Baden Drive, Holiday

$270,000
3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
Welcome to this well-maintained 3-bedroom, 2-bathroom home offering 1,368 square feet of comfortable living space in the heart of Holiday. With a roof replaced just five years ago, this home provides added peace of mind and an excellent opportunity for first-time homebuyers, seasonal residents, or investors. Inside, you'll find a functional floor plan with spacious living areas designed for everyday comfort and easy entertaining. The backyard offers plenty of room to relax, garden, or create your own outdoor oasis. Conveniently located near shopping, dining, parks, schools, medical facilities, and the Gulf beaches, this home also offers quick access to US-19, making commuting to Tarpon Springs, Clearwater, and Tampa simple and convenient. Whether you're looking for a primary residence, vacation home, or investment property, this home delivers value, location, and potential. Schedule your private showing today!

3411 Umber Road, Holiday

$194,988
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Charming 2 bedroom 2 bath home with fenced yard located in the quiet neighborhood of Forest Hills. NO HOA or CDD. New carpet in both bedrooms and living room with tile in remaining areas. The Florida room is located off of the dinning room thru the new sliding doors that is cooled and heated for your comfort and can be used as a playroom, office, game room or TV room. Galley style kitchen with breakfast nook with access to the garage. You will find washer, dryer with laundry tub located in the garage. For boat owners the Anclote River Park Boat Ramp is about 4 miles away. Seller has replaced major items so you won't, roof replaced 12/2022 A/C 7/2023 New windows 6/2026. Pick oranges from your own back yard!

1203 Chancellor Drive, Holiday