Single Family Homes for Sale in Holiday, FL

2 Beds ⋅ 1 Baths ⋅ Orangewood Village SubDv.

Welcome to 4737 Longwood Avenue! This 2-bedroom, 1-bath home offers a comfortable layout, a one-car garage, and room to make it your own. Inside, ceramic tile flooring runs throughout the main living areas, while both bedrooms feature brand-new carpet. The bright living space flows into a kitchen with ample cabinetry, plus additional flexible living space suited for a home office, hobby room, or extra gathering area. Outside, mature landscaping, flowering plants, and garden areas provide a head start for anyone looking to enjoy or personalize the outdoor space. Roof and central air conditioning (A/C) replaced in 2019, brand new air ducts from 2026! With no HOA or CDD, buyers have the freedom to shape the property to their own vision. Just minutes from the historic Tarpon Springs Sponge Docks, along with nearby shopping, dining, and everyday necessities on Florida's Gulf Coast. Schedule your showing today!

4737 Longwood Ave, Holiday

$179,000

2 Beds ⋅ 1 Baths ⋅ Holiday Lake Estates SubDv.

Opportunity awaits in Holiday Lake Estates! This solid Florida home is ready for its next chapter, providing a blank canvas for your vision. It features tile flooring throughout, a functional layout, granite countertops in the kitchen, and ample space for updates and personalization. Whether you're searching for your dream home or want to explore potential investments, this property gives plenty of possibilities. The location is a major plus, with easy access to US-19 and Alt-19, allowing you to enjoy all that the greater Tampa Bay area has to provide. From the waterfront charm of Tarpon Springs to the vibrant scenes in Dunedin, Clearwater, and St. Petersburg, you'll be close to dining, entertainment, beaches, and exciting Gulf Coast destinations. Don’t miss this chance to make it your own!

1141 Maybury Drive, Holiday

$280,000

3 Beds ⋅ 2 Baths ⋅ Crest Ridge Garden SubDv.

Welcome home to this beautifully updated 3-bedroom, 2-bath gem! Featuring granite countertops, modern updated bathrooms, stylish finishes, and a 1-car garage, this home is truly move-in ready. Step outside to a fenced backyard with a private gathering area, perfect for relaxing or entertaining. Conveniently located near US-19, shopping, grocery stores, dining, and entertainment, with Sunset Beach and Fred Howard Park just a short drive away. Come see it today and make it your own!

4841 Zodiac Avenue, Holiday

$337,900

3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.

Welcome to effortless Florida living in this meticulously maintained 3-bedroom, 2-bath, single-story villa, offering approximately 1,740 square feet of spacious, maintenance free living with the comfort and feel of a single-family home. Situated on a premium pond-view lot in the desirable Gulfwinds community, this inviting residence combines thoughtful upgrades, stylish finishes, and a carefree Florida lifestyle. From the moment you enter, the open-concept kitchen, dining, and family room create a warm and welcoming space designed for both everyday living and entertaining. The well-appointed kitchen features 42-inch nutmeg hardwood cabinetry, Caledonia granite countertops, an undermount double sink, modern appliances, glass-top range, microwave/exhaust hood, dishwasher, and a convenient closet pantry. Beautiful 18-inch ceramic tile extends through the wet areas and hallways, while crown molding, pendant lighting, and recessed lighting add a sophisticated finishing touch. The main living area features hand-scraped engineered hardwood flooring and a contemporary industrial-style ceiling fan. Sliding glass doors open to an extended screened lanai and oversized paver patio, creating an exceptional outdoor living space overlooking the peaceful pond—a perfect setting for morning coffee, evening gatherings, or simply enjoying the beautiful Florida surroundings. The spacious primary suite continues the engineered hardwood flooring and offers a generous walk-in closet and an ensuite bath with dual vanities, a relaxing garden tub, and a separate step-in shower. Two additional bedrooms provide excellent flexibility for family, guests, hobbies, or a home office. One bedroom is currently configured as a craft room, with cabinetry that can remain or be removed to suit the new owner's needs. Energy efficiency and peace of mind are also priorities here, with double-pane insulated windows, R-38 attic insulation, and advanced air-sealing techniques. The HVAC SYSTEM WAS REPLACED IN 2022, and the home carries an ENERGY STAR rating. Additional benefits include no CDD fees and a location that is not in a Special Flood Hazard Area. Gulfwinds offers the ultimate in low-maintenance living. Residents enjoy a heated community pool and beautifully maintained grounds, while the HOA takes care of many of the major exterior responsibilities, including lawn and shrub care, roof repair and replacement, exterior painting, high-speed internet, and cable service, including Hulu, Disney+, and ESPN. It's an ideal lock-and-leave lifestyle for seasonal residents, frequent travelers, or anyone who simply wants to spend less time on home maintenance and more time enjoying Florida. Conveniently located near marinas, parks, golf, shopping, and dining, this home is just minutes from the Gulf of Mexico and the world-famous Tarpon Springs Sponge Docks. Enjoy the tranquility of a beautifully maintained community while remaining close to the very best of the Florida lifestyle.

2219 Parrot Fish Dr, Holiday

$324,900

3 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv.

THIS BEAUTIFULLY UPDATED 3/2 HOME IS LOCATED JUST NORTH OF THE PINELLAS/PASCO COUNTY LINE. The gorgeous chefs kitchen offers a tremendous amount of counter space. The cabinets were updated to a white slim shaker cabinets. The kitchen has gorgeous granite countertops and brand new Samsung appliances. Walking through the large screened in front porch to the Huge living room/ dining room combo with natural wood color luxury plank vinyl floors, lets you know you are “home”. Both bathrooms have been beautifully updated with granite tops, new vanities, new showers, and 24x24 porcelain tile.The floors throughout the home are a natural wood color luxury vinyl plank floor. This home has new doors and hardware, new fans, new lights and new 5 1/4 in baseboards. New roof. The front yard has been freshly landscaped. There is a spacious screened back porch and a concrete patio. One Large shed is located in the backyard. DON’T MISS THIS ONE!!!

1202 Mandarin Drive, Holiday

$317,000

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Beautifully updated 3-bedroom, 2-bath home offering modern style, comfort, and functionality. Step inside to a bright, contemporary interior featuring ceramic tile flooring throughout and LED lighting. The kitchen showcases modern cabinetry, new countertops, a stylish backsplash, and brand-new stainless-steel appliances. Both bathrooms feature sleek finishes and modern walk-in showers. Major improvements include PEX and CPVC plumbing, hurricane-impact windows and exterior doors, and a roof replaced in 2019. A modern privacy fence encloses the spacious backyard, creating a private outdoor setting perfect for entertaining, pets, or simply relaxing. Located in Holiday, just minutes from US-19, providing convenient access to shopping, dining, major roadways, and the Gulf Coast, this move-in-ready home combines extensive upgrades, modern finishes, and a desirable location. Schedule your private showing today and see everything this home has to offer!

4251 Woodfield Avenue, Holiday

$205,000

2 Beds ⋅ 1 Baths ⋅ Tahitian Homes SubDv.

Virtually Staged. Welcome to this charming 2 bedroom, 1 bath home in Holiday, Florida, offering comfortable living in a convenient location with the added benefit of being located in a no flood zone. Inside, you’ll find an updated kitchen and an updated bathroom with a fresh, inviting feel. The functional floor plan provides comfortable living spaces, while the 1 car garage offers additional parking and storage. Step outside to enjoy the back porch, perfect for relaxing and enjoying Florida’s year-round sunshine. Conveniently located near shopping, dining, parks, and beautiful Gulf Coast beaches, this home is an excellent option for a primary residence, seasonal getaway, or investment property. Schedule your private showing today! (ROOF-3/16)(A/C-5/15)(W/H-2016)

2414 Tahitian Drive, Holiday

$224,999

2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv.

2 Bedroom, 2 bath, 2 car garage corner lot home in Holiday. Step through the front door you arrive in a living room overlooking an enclosed Florida room that by sliding the glass doors into the built-in pocket opening up an additional 240 sqft of air-conditioned space for entertaining or relaxing. On the east side of the living room is the door for the primary bedroom featuring an updated bathroom with a shower/tub combo and walk in closet. On the west side of the home is the entrance to the second bedroom with access to the second bathroom(updated) and redone kitchen bosting stone counters, breakfast bar, mosaic backsplash, built-in pantry and room for a table. Off of the kitchen is the entrance to the two-car garage with opener. storage and laundry. Home also has a small shed for storage, Re Roof done in 2024, and Garage Door replaced in 2023. **Flood insurance required **Current Flood Policy May Be Transferable. Contact Listing Agent for Information.

Holiday

$234,900

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Virtually Staged. Welcome to 3308 Beacon Bridge Drive, Holiday, FL 34691, a beautifully refreshed one-story block home located in the established Beacon Square community. Whether you’re a first-time homebuyer, seasonal resident, or investor, this move-in-ready property offers an excellent combination of recent updates, convenience, and Florida lifestyle! One of the biggest highlights is the impressive list of major improvements, giving the next owner added peace of mind: BRAND-NEW ROOF (2026), NEW AC PANEL (2026), HVAC SYSTEM (2020), and NEW WATER HEATER (2025)! Step inside to a bright and inviting interior featuring updated flooring throughout, fresh interior and exterior paint, and a refreshed kitchen with newer appliances, including a stainless-steel refrigerator. The functional single-story layout offers comfortable living spaces filled with natural light and plenty of potential to make this home your own. ?? LOCATION, LOCATION, LOCATION! Enjoy the convenience of being near everyday shopping, restaurants, schools, commercial plazas, and major roadways, while still being just minutes from some of the area's best outdoor recreation. Spend your weekends exploring Eagle Point Park and Anclote Gulf Park, launching a kayak, enjoying the waterfront, fishing from the pier, or heading toward the Gulf Coast and nearby beaches. With several of the home's major components already updated, this property offers a fantastic opportunity for buyers looking for a primary residence, Florida getaway, or investment property in the Holiday/New Port Richey area. ? New Roof • Updated Major Systems • Move-In Ready • Convenient Location • Close to Gulf Coast Recreation Homes offering this combination of updates, location, and lifestyle deserve a closer look. Schedule your private showing today and come see everything 3308 Beacon Bridge Drive is all about!

3308 Bainbridge Drive, Holiday

$179,000

2 Beds ⋅ 1 Baths ⋅ Eastwood Acres SubDv.

Beautiful 2-Bedroom Home with Fenced Backyard in Holiday! Welcome home to this charming 2-bedroom, 1-bath and 1-car garage Residence! This home offers comfortable living with a Spacious patio, and a generously sized fully fenced backyard—perfect for relaxing outdoors, entertaining guests, gardening, or enjoying plenty of space for pets. Inside, you’ll find a practical layout with two bedrooms and a full bathroom, making this home a great choice for a first-time buyer, downsizing, seasonal resident, or investment opportunity. Conveniently located near Beaches, Grocery shopping, Restaurants, and everyday amenities. Five miles from the Famous Sponge Docks in Tarpon Springs! Quick commute to Tampa and Airports! Enjoy the convenience of a neighborhood setting while still being close to everything you need. Don’t miss the opportunity to make this well-located Holiday home your own! Call today for your private showing!

3420 Blayton Street, Holiday

$224,999

2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv.

Opportunity is knocking, and this charming 2-bedroom, 1-bath single-family home in the heart of Holiday is answering in a big way! At 988 square feet of smart, comfortable living space, this home delivers everything today's buyer is looking for - affordability, peace of mind, and a location that keeps you minutes from everything US-19 has to offer. This beauty features a brand-new 2026 roof complete with a transferable warranty, plus a fully replaced septic system. The costly updates have been handled, so you can move in and simply enjoy. Inside, you'll find two full bedrooms and a flexible layout with the potential for a third bedroom - perfect for a home office, guest room, or growing family. Whether you're a first-time buyer ready to build equity, an investor hunting for a smart addition to your portfolio, or a downsizer seeking low-maintenance living in a convenient location, this home checks every box. The sellers are offering 2% toward the buyer's prepaids - that's real money back in your pocket at closing! Homes like this - with major systems brand new, a central location, and a price built to move - don't linger on the market. Reach out today to schedule your private showing before someone else calls this gem home.

3438 Kimberly Oaks Drive, Holiday

$269,500

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv.

Welcome to affordable Florida waterfront living! This beautifully updated 3-bedroom, 1.5-bath home offers the perfect combination of comfort, outdoor lifestyle, and peace of mind — all tucked away on a scenic lakefront setting complete with your own private dock, relaxing backyard retreat, hot tub, and fire pit area overlooking the water. Step inside to discover fresh interior paint, stainless steel appliances, an inviting layout, and upgrades that help make this home move-in ready.The home has upgraded A/C and cleaned vents. Both bathrooms are conveniently located inside the home, adding comfort and functionality to the layout. Recent improvements include a new water heater, fire-rated rear door, updated rear deck, sprinkler system, and a high-tech security system that does not require a monthly service subscription. Outside is where this property truly shines. Enjoy morning coffee overlooking the lake, evenings soaking in the hot tub, relaxing around the fire pit, entertaining on the deck, fishing from your private dock, or simply enjoying the Florida lifestyle right from your own backyard. Additional features include: Block construction Fenced yard Covered outdoor living space Private dock Hot tub/spa Backyard fire pit area High-tech security system 1-car garage No HOA Flood insurance NOT currently required No sinkhole issues reported Located in Holiday near the Pasco/Pinellas county line, this home offers convenient access for Tampa Bay commuters while still providing affordable waterfront lifestyle living close to shopping, dining, beaches, parks, and Gulf activities. Whether you’re searching for your primary residence, seasonal Florida getaway, or simply a home with outdoor charm and lifestyle appeal — this one deserves a look

5144 Chime Way, Holiday

Single Family Homes for Sale in Holiday, FL

All Single Family Homes for Sale in Holiday, FL

Joseph Sullivan Real Estate

Search

Resources

About