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Holiday, FL Single Family for Sale Map Search

Single Family Homes for Sale in Holiday, FL

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.

All Single Family Homes for Sale in Holiday, FL

$217,500
2 Beds 1 Baths Colonial Manor SubDv.
Virtually Staged. New Price! Welcome to 5046 Farley Drive, where you can simply move in and enjoy! This charming concrete block home has been beautifully renovated and is in exceptional condition, offering peace of mind from the moment you walk through the door. Best of all, there are no HOA fees, no deed restrictions, and the home is not in a flood zone. Recent updates include: gorgeous wood-look tile flooring throughout the entire home, Brand-new kitchen with white cabinetry, new countertops and a stainless-steel sink with the coolest rain-style faucet in town! Completely renovated bathroom, even the bathtub is brand new and wait until you see the pretty, Vessel sink. New hot water heater, New energy-efficient windows, New interior doors, New ceiling fans with remote control in every room, LED lighting throughout, New Ring doorbell, Fresh interior and exterior paint, New roof (2023) and AC (2019). See what I mean...all you have to do is move in and start enjoying life! As you pull in the driveway you'll love the curb appeal, with the crisp white paint, red front door and the welcoming front porch. Step inside you'll find 2 bedrooms, a beautifully updated bathroom, and an inviting, open layout with a breakfast bar that flows into the stunning new kitchen. There's also a versatile flex room overlooking the backyard that can easily serve as a dining room, home office or hobby room. And don't forget to step outside to enjoy the cozy screened lanai, the perfect spot to sip your morning coffee or relax & unwind in the evening. The fully fenced backyard offers plenty of room for pets, gardening or sitting around the firepit in the evening- there's even enough room to add a pool back here! There's also an oversized one-car garage, with room for your car and extra space for storage, including the washer & dryer. This pretty home is located in a convenient neighborhood close to shopping, restaurants, great schools, parks, downtown New Port Richey, Tarpons Springs sponge docks and the award-winning Gulf Coast beaches. Don't miss this amazing home, give me a call to see it today.

5046 Farley Drive, Holiday

$509,000
2 Beds 2 Baths Baileys Bluff Estates SubDv.
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

$270,000
3 Beds 2 Baths Beacon Square SubDv.
Welcome Home!! From the moment you pull up to your new home, you’ll appreciate the inviting curb appeal and a driveway offering plenty of room for parking and everyday convenience. Lots of recent improvements & updates for this BEAUTIFUL home that include a Newer Re-Roof (2025), Newer HVAC System (2025), Newer Water Heater (2025), and Newer Stainless Steel Appliances. Step inside through the foyer, where you will discover an open and inviting layout perfect for everyday living and entertaining! The thoughtful split-bedroom layout provides the perfect balance of space and privacy. The primary suite is located on one side of the home and features a walk-in closet and private primary bathroom, while the additional two bedrooms and second bathroom are conveniently located on the opposite side of the home. A hallway walk-in closet provides further storage and benefit for the additional two bedrooms too! The spacious living room welcomes you with sliding glass doors leading to the enclosed Florida Room with A/C, creating the perfect space to relax, entertain, or enjoy Florida’s beautiful weather year-round. Step outside to the large fenced backyard offering endless possibilities for outdoor enjoyment. Plus, this home comes with NO HOA! Location is everything, and this home truly does deliver! Conveniently located near Anclote River Park with boat ramps and fishing piers, Anclote Gulf Dog Park, Key Vista Nature Park, the historic Tarpon Springs Sponge Docks, and Fred Howard Park Beach. It's also just a short drive or bike ride from the Pinellas Trail, offering miles of scenic biking, walking, and outdoor recreation. You'll also enjoy easy access to shopping, dining, medical facilities, churches, and major roadways, including US-19. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this very well-maintained home offers everything needed for enjoying the wonderful Florida lifestyle! Don’t miss your chance to make this beautiful home yours! This home could truly be everything you've been looking for!!

3543 Rockaway Drive, Holiday

$579,000
3 Beds 4 Baths Ibis Sub SubDv.
"Luxury Living in an Exclusive Gated Community" Experience coastal elegance in this custom-built executive residence, privately situated on a quiet cul-de-sac within an exclusive gated community. Offering 2,367 square feet of thoughtfully designed living space, this exceptional three-story home combines luxury, comfort, and functionality with partial Gulf views from multiple balconies. From the moment you arrive, the impressive stamped concrete driveway and striking architectural design create unforgettable curb appeal. Inside, you'll find soaring ceilings, custom 8-foot doors, elegant crown molding, engineered hardwood flooring, marble and travertine finishes, and an open-concept floor plan designed for both entertaining and everyday living. The gourmet kitchen is truly the heart of the home, featuring granite countertops, abundant custom cabinetry, a walk-in pantry, breakfast bar, and newer stainless-steel appliances—perfect for preparing meals while staying connected with family and guests. Escape to the luxurious owner's retreat occupying the entire upper level. This private sanctuary offers partial Gulf views, a spacious walk-in closet, and a spa-inspired ensuite featuring dual vanities, an oversized walk-in shower, and a relaxing whirlpool tub. Step outside and enjoy Florida living at its finest. Four travertine balconies provide multiple places to relax and enjoy the coastal breeze, while the beautiful in-ground pool and expansive paver patio create the perfect setting for entertaining family and friends. The oversized garage offers room for multiple vehicles, a workshop, abundant storage, and even includes a convenient full pool bath.Recent upgrades provide peace of mind and modern convenience, including: New roof (2021), Newer-zone HVAC system, Updated stainless-steel kitchen appliances Central vacuum system Premium flooring throughout. Ideally located enjoy indoor pickleball, weekly gymnasium schedule, summer camp, soccer fields, baseball, tennis and more at J. Ben Harrill Recreation Center is a short walk from your front gate. Just minutes from Anclote Gulf Park, public boat ramps, Gulf beaches, the Pinellas Trail, and the world-famous Tarpon Springs Sponge Docks, you'll also enjoy convenient access to shopping, dining, and endless waterfront recreation. Luxury, location, and lifestyle come together in one extraordinary home. Schedule your private showing today and discover why this exceptional property is one you won't want to miss.

3020 Sheppards Crook Court, Holiday

$214,000
2 Beds 1 Baths Beacon Square SubDv.
Virtually Staged. Potential Zero-Down Financing Available! Qualified buyers may be eligible to purchase this home with up to 100% financing. Welcome to 4312 Beacon Square Drive — a bright, refreshed home with stylish updates and a backyard full of possibilities. Step inside to a semi-open layout featuring wide-plank wood-look flooring, crisp white walls, and great natural light throughout. The spacious living room flows easily into the dining area and updated kitchen, creating a comfortable setup for everyday living or entertaining. The kitchen offers white shaker-style cabinetry, stainless steel appliances, modern backsplash, updated fixtures, and a convenient breakfast bar for casual seating. This home features 2 bedrooms plus a bonus room that can function as a 3rd bedroom, office, guest space, hobby room, or playroom. The bathroom has been nicely updated with subway tile, a modern vanity, gold-tone fixtures, and a clean, timeless look. The screened lanai adds extra usable space and leads out to a private, tree-shaded backyard with plenty of room to relax, garden, play, or create your own outdoor retreat. Additional highlights include a 1-car garage, neutral design choices, and a layout that lives larger than expected. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity for buyers looking for move-in ready style with room to make it their own. Clean, bright, flexible, and full of potential — this Holiday home is ready for its next chapter. **NO SELLER FINANCING!!!**

4312 Beacon Square Drive, Holiday

$189,000
2 Beds 1 Baths Buena Vista Lullaby Gardens Add SubDv.
Move-in ready and beautifully updated, this inviting home combines modern finishes, low HOA fees, and an outstanding location just minutes from Historic Tarpon Springs. The renovated kitchen features white shaker cabinetry, quartz countertops, a designer tile backsplash, a stainless steel refrigerator and microwave, updated lighting, and tile flooring throughout the main living areas. The updated bathroom includes a granite vanity, and ceiling fans are installed throughout the home for year-round comfort. One of the property's standout features is the side yard bordering a heavily wooded area, creating a peaceful natural backdrop and added privacy. The screened lanai provides the perfect space for relaxing or entertaining, while the adjacent bonus room offers flexible living space ideal for a home office, media room, fitness room, guest space, or playroom. A detached storage building provides ample room for tools, lawn equipment, bicycles, or a workshop. Excellent opportunity for homeowners, seasonal residents, or investors. The HOA fee is only $88.50 per quarter, covering trash collection and street lighting. According to the HOA, there are no breed restrictions, and lease agreements are simply submitted to the management office, which offers owner-friendly leasing policies. Conveniently located just off US Highway 19, you'll enjoy quick access to shopping, dining, grocery stores, banking, pharmacies, and healthcare, including HCA Florida Trinity Hospital, AdventHealth North Pinellas, and Morton Plant North Bay Hospital. Historic Downtown Tarpon Springs is approximately 4 minutes away, the famous Sponge Docks about 8 minutes, Sunset Beach approximately 10 minutes, Fred Howard Park and Beach about 12 minutes, Honeymoon Island State Park approximately 20 minutes, Clearwater Beach about 25 minutes, Downtown Tampa approximately 40 minutes, and Tampa International Airport approximately 45 minutes away. Enjoy boating, fishing, kayaking, paddleboarding, waterfront dining, festivals, and Florida's beautiful Gulf Coast beaches, all within easy reach.

1650 Bold Lane, Holiday

$259,900
2 Beds 2 Baths Holiday Gardens SubDv.
Welcome to this beautifully updated 2-bedroom, 2-bath home located in the desirable Holiday Gardens subdivision of Holiday, Florida. Thoughtfully renovated with quality finishes throughout, this move-in-ready home offers peace of mind with a new water heater (2020), brand-new roof (2025), new A/C system (2026), and fresh interior and exterior paint. Best of all, the property is not located in a flood zone, offering added value and potential savings on insurance. The stunning kitchen has been completely remodeled with custom shaker-style cabinetry featuring new plywood construction, dovetailed drawers, soft-close doors and drawers, elegant quartz countertops, and a full suite of stainless steel GE appliances. Throughout the home, you'll find high-quality commercial-grade luxury flooring with a durable 30-mil wear layer, providing both style and long-lasting performance. The spacious floor plan includes two comfortable bedrooms and two full bathrooms, with the second bathroom conveniently located inside the home—not in the garage. A bright Florida room provides additional living space and could easily be converted into a third bedroom, home office, hobby room, or flex space to fit your needs. Step outside to enjoy Florida living from the screened rear porch or relax on the inviting covered front porch. The oversized one-car garage offers plenty of room for parking, storage, or a workshop. The beautifully maintained yard is a gardener's paradise, featuring a mature fig tree, fragrant rosemary, lemongrass, roses, bird of paradise, and an array of colorful flowering plants that create a peaceful outdoor retreat. Conveniently located close to shopping, restaurants, parks, and public bus service, this home offers easy access to everything you need while nestled in an established neighborhood. Whether you're looking for a year-round residence, seasonal getaway, or investment opportunity, this beautifully updated Holiday Gardens home is truly move-in ready. Schedule your private showing today!

2109 Shannon Drive, Holiday

$178,000
2 Beds 2 Baths Pinewood Villas SubDv.
Virtually Staged. Back on the market—buyer financing fell through. Discover this charming and spacious 2-bedroom, 2 full-bathroom villa in a truly tranquil, amenity-rich, ALL-AGES community. With a remarkably LOW HOA fee of $50 per month, this property is ideal whether you’re seeking a permanent residence or a seasonal retreat, and could be the perfect STARTER HOME for those just starting their homeowner journey. On arrival appreciate the well maintained exterior, pleasing front patio, three parking spaces with one covered. You will also note that this villa is in one of the quietest parts of the community with no through traffic, and it is just steps away from the beautiful community pool, the clubhouse and the community mailboxes. Step inside to a bright, open floor plan with soaring vaulted ceilings and clerestory windows that bathe the home with natural light. The well maintained kitchen features, newer stainless steel appliances, a double sink and a breakfast bar. The inside laundry room, which includes washer and dryer also serves as a storage room or pantry. Enjoy outdoor living in the expansive screened-in lanai—one of the largest in the neighborhood and a sizeable back yard—which offer the perfect spaces to relax or entertain year round. This home also features a - NEWER WATER HEATER, recently re-done ROOF 2022 and a well maintained HVAC system for peace of mind. The super low HOA fee of only $50 covers enjoyment of the sparkling community pool, shuffleboard, horseshoes, grilling area, shaded picnic tables complete with gated entry and restroom facilities all just steps away. Don’t miss your chance to own this well situated villa—convenient to all kinds shopping and restaurants and ~10 minutes from the world-famous sponge docks in Tarpon Springs, several coastal parks, fishing piers and beaches

4320 Fern Glen St, Holiday

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