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Single Family Homes for Sale in Holiday, FL

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Welcome to your dedicated resource for single family homes for sale in Holiday, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Holiday, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Holiday, FL

$239,900
3 Beds ⋅ 2 Baths ⋅ Holiday Gardens SubDv.
Virtually Staged. Short Sale. Price reduced! Move-in ready 3-bedroom, 2-bath home offering 1,392 sq ft of comfortable living space in Holiday. This well-maintained property features tile flooring throughout, providing both durability and easy maintenance. The functional layout offers spacious living areas and a seamless flow, ideal for everyday living and entertaining. Enjoy the outdoors with a fully fenced yard, perfect for pets, gatherings, or added privacy, along with a large shed for extra storage. Located outside of a flood zone and with no HOA, this home provides added peace of mind and flexibility. Conveniently situated near US-19 with easy access to Fred Howard Park Beach, as well as shopping, dining, schools, and local parks. A great opportunity for homeowners or investors alike. Schedule your showing today.

5344 Nancy Lane, Holiday
$235,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Don’t miss this beautifully updated corner-lot home with serene pond views. Featuring a newer roof (2022) and a new HVAC system (2023), this property offers peace of mind along with modern upgrades throughout. Inside, the home has been fully remodeled with a brand-new kitchen, updated bathrooms, and all-new flooring. The layout includes two spacious bedrooms and two full bathrooms, along with multiple living spaces—perfect for both relaxing and entertaining. Enjoy a welcoming living room, a separate family room, and a large Florida room that provides additional space to unwind while taking in the peaceful surroundings. Additional highlights include a one-car garage and a desirable corner location that enhances both privacy and curb appeal.

3507 Landale Drive, Holiday
$210,000
2 Beds ⋅ 1 Baths ⋅ Tahitian Dev Sub SubDv.
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
$300,000
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.
Just reduced 8/9 - We are best value and price in the area! Experience the best of coastal living in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. High and dry in Flood Zone X - No Flood insurance required. Offering 1,876 square feet of thoughtfully designed space, this 3-bedroom plus den, 2-bath home plus a versatile den/office delivers the comfort and flexibility of a single-family residence—without the upkeep. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space perfect for entertaining or relaxing at home. The kitchen stands out with 42" maple cabinetry, gleaming granite countertops, and ample workspace and storage to meet all your needs. Retreat to the expansive primary suite, complete with a spa-like ensuite bath featuring dual vanities, a soaking tub, walk-in shower, and a generously sized walk-in closet. Additional highlights include a full-size laundry room with utility sink and shelving, a 2-car garage ideal for vehicles, beach gear, and recreational equipment, and a screened porch—perfect for enjoying morning coffee or evening breezes year-round. Located in a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash ...freeing you to fully enjoy the Florida lifestyle. Spend sunny days at the community pool and recreation area, or head just minutes away to the Gulf and Anclote River Park, known for its 300-foot beach, convenient boat launch, designated fishing areas, and scenic picnic pavilion. This home offers endless opportunities for outdoor enjoyment. Situated in a no flood zone and close to top-rated schools, it combines peace of mind with a prime location. Live where comfort meets convenience and every day feels like a vacation.

1027 Orca Court, Holiday
$222,900
2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv.
Welcome to this 2-bedroom,1-bath home located in the heart of Holiday! This well-maintained residence offers approximately 1,004 sq. ft. of living space with a functional floor plan designed for comfortable everyday living. The home features a bright living area filled with natural light, a practical kitchen and generously sized bedrooms. Ceramic tile throughout for easy maintenance. Enjoy the spacious backyard-perfect for entertaining, pets or future outdoor upgrades. Conveniently located near shopping, dining, parks and just a short drive to Gulf Coast beaches. Easy access to Pinellas County! Don't miss this affordable opportunity to own a piece of Florida living!

4130 Crestfield Avenue, Holiday
$319,000
3 Beds ⋅ 2 Baths ⋅ Shadow Oaks SubDv.
Beautiful 3-bedroom, 2-bath home situated on a fully fenced 1/4-acre corner lot with a peaceful creek backdrop. Inside, you’ll find laminate flooring throughout with tile in the kitchen and bathrooms, along with updated kitchen and baths that give the home a fresh, modern feel. The desirable 3-way split floor plan offers both functionality and privacy, while the primary suite features a walk-in closet and an updated ensuite bath with dual sinks and a newly remodeled shower. Enjoy relaxing or entertaining on the screened back porch overlooking the expansive backyard. Additional highlights include a large 2-car garage, New AC, new Tankless Water heater, low property taxes, and no HOA fees. Conveniently located near shopping, dining, and everyday amenities, with easy access to Tampa International Airport, this home offers comfort, space, and value in one attractive package. Some photos were virtually altered slightly.

3011 Shadow Oaks Drive, Holiday
$420,000
3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.
Brand new 2026 waterfront construction with no HOA completion May 2, 2026. Builder direct sale, builder warranty included. This canal front home in Holiday, FL delivers what 2026 buyers chase: new construction, water frontage, zero HOA, and Gulf Coast access minutes from Tarpon Springs and Anclote River Park. Architectural curb appeal sets the tone with contrasting exterior finishes and a dark accent garage door. Inside: soaring ceilings, oversized windows, and an open concept layout in luxury vinyl plank throughout. Light quartz countertops anchor the kitchen and baths, paired with frameless glass showers and designer tile. Every closet is fully built out with custom organization a $5K+ upgrade already done. Brushed nickel fixtures, primary suite with spa style ensuite, flexible secondary bedrooms, attached two car garage. The yard opens onto a quiet canal (non navigable) with room to add a dock for kayaking, paddleboarding, or fishing. No HOA your property, your rules. Schedule your private showing be the first to walk through.

2713 San Luis Road, Holiday
$294,990
3 Beds ⋅ 2 Baths ⋅ Tahitian Dev Sub SubDv.
PRICE IMPROVEMENT!! BEATIFULL HOUSE WATER FRONT ! UPDATED HOME WITH 3BR/2BATH/4TH BEDROOM OR BONUS ROOM AND A TWO-CAR GARAGE WITH LED LIGHTING, EASY TO CONVERT INTO A MAN CAVE. Located in the well-established and family-friendly Tahitian neighborhood, this home welcomes you with a large front porch leading to an elegant front door. Step inside to an open-concept layout and a generous living room, perfect for gatherings and entertaining guests. To your right is the beautiful kitchen with new cabinets, modern granite-imitation Formica countertops, and a new backsplash. Enjoy the new stainless steel refrigerator, range, and range top, along with an open dining area ideal for meals and celebrations. Straight ahead is the master bedroom with access to the second updated bathroom, as well as the bonus or 4th bedroom, which opens to the screened lanai overlooking a wonderful lake view and backyard. From the entrance to your left the 2 bedrooms and the updated guest bathroom. The home features new ceramic tile and vinyl flooring with updated floor moldings throughout, new 6-panel doors, and many new windows. Freshly painted inside and out… and much more! ROOF INSTALLED IN 2025, AC SYSTEM 2025, NEW GARAGE DOOR AND SYSTEM, NEW WATER HEATER 2025, NO HOA, NO CDD!! Come see it before it gets under contract!! One or more pictures has virtually staged.

3332 Wilson Drive, Holiday
$225,000
2 Beds ⋅ 3 Baths ⋅ Aloha Gardens SubDv.
THE PROPERTY IS PRICED BELOW THE APPRAISED VALUE, ALL OF THE 4-POINT REPAIRS DONE, RECEIPTS AVAILABLE UPON REQUEST! Welcome to your new home in the Aloha Gardens community that's only a couple of miles away from the Gulf of America to the west and Tarpon Springs to the south! No HOA, no CDD, and this property is eligible for a zero down payment mortgage (100% financing) without PMI! Amazing location with convenient access to US Hwy 19 and three beautiful parks nearby that are connected by the Coastal Anclote Trail: Anclote River Park, Anclote Gulf Park and Key Vista Nature Park. Several beautiful beaches are located less than 30 minutes away, including Howard Park Beach, Honeymoon Island Beach and Clearwater Beach, and the Tampa International Airport is only 25 miles away! The house has a new roof (April 2026), updated windows and tile floors throughout the entire house. The HVAC air handler was replaced 3 years ago (manufactured 2021), HVAC compressor was manufactured in 2020, water heater in 2020. This property has an attached storage shed, is fully fenced in and can serve as a great starter home or investment property. Schedule your showing and submit your offer before it's gone!

3548 Darlington Road, Holiday
$250,000
3 Beds ⋅ 2 Baths ⋅ La Villa Gardens SubDv.
Short Sale. Welcome to this beautifully maintained home in the heart of Holiday, offering the perfect blend of comfort, efficiency, and serene outdoor living. Situated on a picturesque conservation lot with a peaceful water view, this property provides a private backyard setting that’s ideal for relaxing or entertaining. Inside, you’ll find a spacious and versatile layout featuring an additional bonus living room—perfect for a second family room, office, or flex space to fit your needs. The primary suite is a true retreat, complete with a large walk-in closet, en suite bathroom, and elegant French doors that open directly to the tranquil backyard. The home is packed with valuable upgrades, including updated double-pane windows for energy efficiency and a solar panel system that helps reduce utility costs—an incredible long-term benefit for homeowners. Major systems have been taken care of, with a new roof installed in 2024 and the AC replaced in 2021, offering peace of mind for years to come. A water softener system is also in place for added comfort. Additional highlights include a spacious two-car garage and a layout that maximizes both functionality and natural light throughout. Enjoy Florida living at its finest with beautiful views, modern upgrades, and a quiet setting—all while being conveniently located near shopping, dining, and local amenities.

3122 Bahia Avenue, Holiday
$315,000
2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.
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
$215,000
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Gulf Coast beaches and the iconic Tarpon Springs Sponge Docks just minutes away. This is the kind of Florida lifestyle first-time buyers dream about, and this home puts it within reach. This 3-bedroom, 2-bathroom home with a 1-car garage sits in a non-flood zone community and offers a comfortable, functional layout with genuine upgrades already in place. The kitchen is already the kind most people renovate toward: soft-close cabinetry, designer granite countertops, and Samsung stainless steel appliances ready to go. The primary suite offers a genuine escape with porcelain tile floors and a stunning designer tile shower. A sprawling 17×10 family room flows off the kitchen, and vinyl and tile flooring ties the whole home together beautifully. The major systems are in good shape — 2016 architectural shingle roof, 2016 AC, and a 2021 water heater. Priced to reflect its current condition, meaning you get a well-located, upgraded home with genuine upside. Affordable, move-in friendly, and steps from everything the Florida lifestyle has to offer. If you’ve been waiting for the right moment to stop renting and start owning, or looking for a second home in the Gulf Coast, this is it. Florida lifestyle. Real value. This is the one.

3240 Briar Cliff Drive, Holiday
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