Holiday Homes For Sale & Real Estate - 325 homes

Remarks: Under contract-accepting backup offers. Welcome home to 1623 Plum Tree Rd, a beautifully updated and truly move in ready located in a no flood insurance required area. This charming 2 bedroom, 1 bathroom home with a 1 car garage has been thoughtfully renovated from top to bottom. Roof 2022, AC 2023, Water heater 2021, Garage door 2022, Electrical panel 2017,brand new flooring throughout installed in 2026 along with fresh interior paint completed in 2026, creating a clean modern feel the moment you walk in. The bathroom has been completely remodeled with tasteful finishes that elevate the space and add a touch of modern comfort. Step outside to a screened lanai, perfect for relaxing, entertaining, or enjoying Florida evenings in comfort. This home will not last long, Schedule your showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Zayna Malasi (727-248-0091)

Remarks: Welcome to 2906 Windridge Drive a large lake front lot where peace of mind meets luxury living and you can catch morning sunrises over the lake to start your days off right ! This stunning waterfront dream home is proudly situated in a non-flood zone, ensuring that flood insurance is not required. This feature, combined with the home’s elevated position, offers unrivaled security and stability, even through recent storms. Located in the prestigious and sought after Gulf Trace community, this home is perfectly nestled between the charming Tarpon Springs and the up-and-coming charm of New Port Richey, placing you just 10 minutes from all the excitement and amenities of New Port Richey. Plus, you're only 2 miles from the serene Key Vista Gulf Front Nature Park and the breathtaking Gulf of America , and just a few miles from Anclote Gulf Park and Anclote River Park with plenty of places to put your boat or jet ski in the water . This Arthur Rutenburg-built masterpiece offers million-dollar views over a pristine lakefront lot—one of the best in the neighborhood. With 3 bedrooms and 2 bathrooms, the home boasts a remodeled and thoughtfully designed layout that balances cozy vibes with luxury finishes . Custom lighting and dimmer switches have been installed to create the perfect mood. Custom interior and exterior paint, designer lighting with dimmer switches, and attention to every detail elevate the space, making it the ideal retreat. Wake up every morning to amazing sunrise views from your waterfront haven, while enjoying the wildlife-filled surroundings—including peacocks, turkeys, cranes, ducks, and even rare white peacocks—creating a truly tranquil and picturesque environment. From the high and dry lot to the thoughtfully designed living spaces, 2906 Windridge Drive offers a safe, elevated lifestyle with all the comforts and stunning views you deserve. This is a rare opportunity to own a piece of paradise where luxury, location, and peace of mind come together seamlessly.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)

Listing Agent: Christopher Grasso (727-379-2376)

Remarks: Under contract-accepting backup offers. AMAZING LOT!! Tucked away at the end of a quiet cul-de-sac one of the best lots in the highly sought-after Gulfwinds community. This piece of paradise awaits you .... 2003 Barracuda Court offers a relaxed, maintenance-free lifestyle in a setting designed for comfort and connection. Wonderful 3 bed 2 bath home with a 2 car garage. From the moment you arrive, the tree-lined street and manicured entry set the tone for easy Florida living. Inside, the home opens into a bright and welcoming space where the kitchen and living area flow seamlessly together, creating the perfect environment for everyday living and casual gatherings. Natural light fills the room, and exterior access lead to the screened-in lanai—an ideal spot to enjoy your morning coffee, unwind in the evening, or simply take in the peaceful surroundings. The kitchen is both functional and inviting, featuring wood cabinetry, a pantry, and a generous breakfast bar that naturally becomes the heart of the home—perfect for conversation while entertaining or enjoying a quiet start to your day. A separate bonus room that could be your formal dining room offers flexibility, whether you envision hosting dinner parties, creating a cozy den, or setting up a home office. The split floor plan provides privacy and comfort, with the primary suite tucked away at the back of the home. This serene retreat includes a large walk-in closet, dual vanities, a soaking tub, a step-in shower, and a private water closet—your own space to relax and recharge. Two additional bedrooms at the front of the home are perfect for guests, hobbies, or visiting family. High-volume ceilings throughout enhance the home’s open, airy feel, while the spacious laundry room has space for added storage that will keep daily routines organized and effortless. The two-car garage offers room for vehicles, storage, or your beach and golf gear. Life in Gulfwinds means more time enjoying what matters most. The community pool is just around the corner, and the HOA covers exterior maintenance, grounds care, cable TV, and Internet, allowing you to truly embrace a low-maintenance lifestyle. With shopping, dining, and everyday conveniences nearby, everything you need is within easy reach. This is more than a home—it’s a place to slow down, settle in, and enjoy the Florida lifestyle. Come experience it for yourself and make it yours today.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Vanessa Leonard (727-647-2706)

Remarks: Under contract-accepting backup offers. Back on Market! Buyer’s financing fell through just before closing—your opportunity is back. This fully renovated home offers updated finishes, a spacious fenced yard, and move-in-ready convenience. Welcome to this fully renovated 3-bedroom home in the heart of Holiday — where everything has already been done for you. Step inside and you’ll immediately notice the difference: brand-new flooring throughout, fresh interior and exterior paint, and a bright, open feel that today’s buyers are looking for. The kitchen is a true standout, featuring granite countertops, stainless steel appliances, and clean, modern finishes that elevate the entire home. Major upgrades mean no projects, no surprises, and no extra expenses after closing — just move in and enjoy. Out back, a fully fenced yard offers the perfect private space for pets, entertaining, or relaxing evenings. The one-car garage with automatic opener adds everyday convenience and extra storage. Located in an established neighborhood with NO HOA, you’re just minutes from Tarpon Springs, US-19 shopping and dining, and a short drive to the Gulf beaches. * Homes in this condition at this price point are getting harder to find — especially fully renovated and move-in ready. * If you’ve been waiting for a clean, updated home without the renovation headache, this is the one. Request your showing today before it’s gone.

Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)

Listing Agent: Douglas Addeo (561-251-3408)

Remarks: No lot rent here—you own the land! Nestled within a gated 55+ community with a low HOA fee of just $400 per year, this completely remodeled 2-bedroom, 2-bath home with a 13' x 9' versatile bonus room offers the perfect blend of comfort, style, and affordability. Extensively updated from top to bottom, the home features all-new PVC plumbing, updated electrical outlets, new flooring, fresh drywall, and interior paint throughout. The beautifully redesigned kitchen serves as the heart of the home, showcasing custom cabinetry with soft-close, dovetail drawers, granite countertops, a tiled backsplash, and a charming farmhouse sink. Both bathrooms have been thoughtfully renovated with modern finishes, creating a fresh and move-in-ready living space. Outside, you'll find a long-covered driveway providing ample parking, along with a large storage shed for tools, hobbies, or extra belongings. Residents also have the option to join the nearby TAT Civic Association, offering an impressive array of amenities including RV and boat storage, fitness classes, social activities, a food pantry, and rentable community spaces. Whether you're looking for an active social calendar or a more relaxed lifestyle, the choice is yours. Ideally located just minutes from the Gulf Coast, you'll enjoy easy access to fishing, boating, and breathtaking Florida sunsets. Explore the historic Tarpon Springs Sponge Docks with their waterfront dining, unique shops, and rich Greek heritage, or spend the day at nearby Anclote River Park and Key Vista Nature Park, where beaches, nature trails, and scenic views await. The popular Pinellas Trail is also just a short drive away, offering miles of biking and walking paths under the Florida sunshine. This is Gulf Coast living at its best—offering exceptional value, modern updates, and a welcoming community atmosphere without the premium price tag. Schedule your showing today and see everything this beautifully renovated home has to offer.

Listing is courtesy of: LPT REALTY LLC (813-359-8990)

Listing Agent: Andrew Duncan (813-359-8990)

Remarks: Welcome to 3609 Luma Dr in Holiday—a property that checks the boxes serious buyers are actively looking for right now: durability, efficiency, curb appeal, and long-term value. This Florida home has been strategically upgraded where it matters most. Brand-new impact windows provide peace of mind, lower insurance exposure, and improved energy efficiency—an immediate win for the buyer in today’s market. The exterior has been completely refreshed with a weatherproofed hardie board siding, delivering a clean, modern look with superior durability and low maintenance for years to come. The brand new exterior paint is a 'cooling paint' designed to keep the home noticeably cooler and a paint that outlasts your typical premium paints. Even more... A double-insulated garage door adds another layer of efficiency and storm readiness. Major systems are already handled, removing big-ticket concerns for the next owner: roof replaced in 2021 and AC in 2020. That’s the kind of upfront investment buyers appreciate—and pay a premium for—because it eliminates uncertainty and provides immediate longevity. Additionally, the home is equipped with new gutters, including leaf filters along the rear—adding both function and long-term ease of maintenance. Also note the power "smart" blinds in the home! Step out back and you’ll immediately notice one of this property’s strongest advantages: no rear neighbors. The result is a backyard that feels significantly larger than most in the area, offering added privacy, open sightlines, and a more expansive outdoor experience. Whether it’s entertaining, letting pets roam, or simply enjoying the extra breathing room, this is the kind of space buyers don’t come across often in Holiday/New Port Richey. Beyond the property lines, the lifestyle here is just as compelling. You’re minutes from outdoor staples like Key Vista Nature Park and Anclote Gulf Park, offering waterfront views, walking trails, and direct access to the Gulf. For those who enjoy biking, running, or staying active, the nearby Pinellas Trail provides miles of scenic pathways connecting you to multiple coastal communities. This is an ideal setup for buyers seeking an outdoorsy, Florida lifestyle with easy access to nature, recreation, and open space. If you're looking for a property that stands out from the typical Holiday/New Port Richey inventory, this one deserves all your attention. Clean, upgraded, and built to last—this is the type of home that will sell quickly at this price point. Call today to schedule your private showing at this move-in ready, well-equipped home—don’t let another buyer beat you to it.

Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)

Listing Agent: Christopher Sergakis (727-366-9710)

Remarks: Welcome to your own private oasis overlooking a beautiful lake. This completely remodeled five-bedroom, three-bathroom, one-car garage home offers exceptional space, versatility, and modern updates throughout. The property features a huge, detached workshop with electric, along with an attached storage building-perfect for hobbies, projects, or extra storage. Enjoy outdoor living at its best with a large open patio, ideal for relaxing or entertaining while taking in the serene water views. Inside, the spacious kitchen is a true centerpiece, showcasing new cabinetry, solid stone countertops, and stainless-steel appliances, all overlooking a comfortable living room with a cozy wood-burning fireplace. The first floor includes three bedrooms, two bathrooms, a dining room, and a separate family room, providing plenty of room for everyday living and gatherings. Upstairs, you'll find two additional bedrooms and a full bathroom-ideal for guests, extended family, office, or a private retreat. Major updates provide peace of mind, including a new roof in 2025, updated AC system and mini splits in 2026, interior/exterior paint 2026, flooring 2026, along with updated windows and electrical. The home remained high and dry during past storms, including Helene and Milton. Move-in ready a truly a must see-dont miss your opportunity to own this unique waterfront property.

Listing is courtesy of: RICHEY REALTY (727-849-1000)

Listing Agent: Allan Safranek, Iii (727-849-1000)

Remarks: Under contract-accepting backup offers. Welcome to 2704 Lawn Place, a well-maintained and thoughtfully updated 3-bedroom, And Bonus room, 2-bath home offering flexibility, comfort, and plenty of possibilities. With no HOA restrictions, this property is a great fit for homeowners, investors, or anyone looking for additional living space with income-producing potential. Inside, you'll find numerous updates that make this home truly move-in ready, including updated windows, a tankless water heater installed in 2020, and major improvements such as a roof and air conditioning system replaced in 2019. The functional layout provides comfortable everyday living while offering versatility to meet a variety of needs. One of the home's most attractive features is the separate living area created from the converted garage. Complete with its own entrance and kitchenette, this space can serve as a private guest suite, in-law quarters, home office, or rental opportunity(buyer to verify county restrictions). The outdoor space is designed for enjoying the Florida lifestyle, featuring an enclosed patio, gazebo, outdoor shower, covered storage area, and a fully usable backyard with room to relax or entertain. Solar panels help improve energy efficiency and lower utility costs. Buyers have the option to assume the current solar lease agreement with payments of approximately $171 per month, plus an average Duke Energy connection charge of about $30 per month, though assumption is not required. To make the purchasing process even easier, home insurance and flood insurance quotes are already available for prospective buyers. Conveniently located near shopping, restaurants, parks, Gulf Coast beaches, and major commuter routes, this property offers a combination of flexibility, functionality, and value that is difficult to find at this price point. Schedule your private showing today.

Listing is courtesy of: INSPIRED REALTY, LLC (727-503-7865)

Listing Agent: Tyler Grisley, Llc (727-232-3850)

Remarks: COMPLETELY UPDATED including roof, Charming Single-Family Home in Holiday with Spacious Fenced Yard. This home has been Thoughtfully updated with high-quality upgrades inside and out. New updates include new roof, wood fencing, luxury vinyl plank flooring thru-out, windows, kitchen cabinets with quartz counters, stainless steel appliances, heat and air system, epoxy garage flooring, bathroom cabinet with quartz counter and new fixtures and also new lighting thru-out the home. The septic system and water heater also replaced in 2019. Move-in ready, this property blends comfort, style, and practicality—perfect for anyone looking for fresh start! Attached garage offering convenience, storage, and secure parking. Every major update has already been done for you. From the fencing to the flooring, from the windows to the HVAC, this home has been thoughtfully improved with care and quality. All that’s left is for you to move in and enjoy. A Home That Feels Like New — Without the New-Construction Price

Listing is courtesy of: CENTURY 21 COASTAL ALLIANCE (727-867-8633)

Listing Agent: Dallas Iannone (352-502-6818)

Remarks: This is a spacious 3 bedroom/2 bath/1 car garage house, with rounded covered front porch. Located on a nice neighborhood and not on Flood Zone. New roof installed 2020 and water heater is newer too. Freshly painted interior, nice kitchen cabinets and tiled floors. The master bedroom has its own bathroom and the second bedroom has two closets. Newer windows too. Owner to give allowance for garage door to be replaced. Conveniently located very close to US Hwy 19, easy for commuting and shopping and just 15min. drive to the famous downtown or Sponge docks of Tarpon Springs. Another 15 min. drive north to downtown New Port Richey. At least four beautiful beaches at a short drive too.

Listing is courtesy of: OLYMPIC REALTY SERVICES LLC (727-937-0107)

Listing Agent: Maria Kastritsos (727-460-6383)

Remarks: Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updates! NEW ROOF IN 2022, NEW AC IN 2026! Fresh Paint, Updated Kitchen and bathrooms, and much more!!!!! Beautiful water resistant lifelock flooring throughout. The cook in your house will appreciate the spacious kitchen featuring all brand new all wood cabinets, custom granite countertops as well as a brand new stainless appliance package. The open floor plan and Private backyard make this home great for entertaining. Great curb appeal and beautiful interior make this home move in ready! Location is PERFECT near shopping, restaurants, schools, parks/recreation facilities, medical plazas, beaches & tourist attractions. MAKE THIS YOUR FUTURE HOME!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Zayne Amin (813-380-8594)

Remarks: Under contract-accepting backup offers. Virtually Staged. NEW ROOF AT CLOSING—BUYER CHOOSES THE COLOR! Don't miss this waterfront opportunity situated on a quiet cul-de-sac in desirable West Shore Estates. This spacious 4-bedroom, 2-bath home offers 2,193 square feet of living space on an oversized lot, providing plenty of room to spread out and enjoy Florida living. Wake up to peaceful water views and unwind in the large enclosed patio, perfect for entertaining, relaxing, or enjoying your morning coffee year-round. The split-bedroom floor plan offers added privacy, while fresh interior paint gives the home a clean, move-in-ready feel. The expansive backyard offers endless possibilities for outdoor living, recreation, or creating your dream waterfront retreat. Conveniently located near shopping, dining, parks, and Gulf beaches, this home combines space, privacy, and a valuable buyer incentive that's hard to find. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)

Listing Agent: Tia Strackman (954-325-9774)

Remarks: Virtually Staged. NEW ROOF AT CLOSING—BUYER CHOOSES THE COLOR! Waterfront views, a beautifully updated kitchen, and a spacious 12,000-square-foot lot make this West Shore Estates home a must-see. 3 bedroom 2 bathroom home with an updated kitchen showcasing brand-new cabinets and fresh interior paint, providing a clean, move-in-ready feel throughout. Enjoy relaxing water views from the large enclosed patio, perfect for entertaining, morning coffee, or year-round Florida living. The oversized lot offers plenty of room for outdoor activities, gardening, or creating your dream backyard retreat. Schedule your private showing today before this opportunity is gone!

Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)

Listing Agent: Tia Strackman (954-325-9774)

Remarks: GREAT HOME FOR THE GROWING FAMILY. LARGER THAN NORMAL BEDROOMS, PLENTY OF CLOSET SPACE. LIGHT AND BRIGHT UPGRADED KITCHEN WITH GRANITE COUNTERS INCLUDING A FAMILY ROOM KITCHEN COMBO. EVEN A WINDOW AT SINK TO LOOK OUTSIDE. LARGE LIVING ROOM WITH A LARGE WINDOW FOR LIGHTING. OUTDOOR COVERED PATIO AREA FOR A PARTY AND NEXT TO THAT IS A EXTRA OUTDOOR KITCHEN AREA. YOU WILL FEEL AT HOME HERE. SINGLE CAR GARAGE FOR YOUR OR STORAGE. WASHER/DRYER HOOK UPS. UP GRADED ELECTRICAL PANEL AND WATER HEATER. NO FLOOD INSURANCE HERE.

Listing is courtesy of: TEAM AMERICAN REALTY, INC. (813-886-0777)

Listing Agent: Luis Gonzalez (813-886-0777)

Remarks: Virtually Staged. This 3-bed, 2-bath, 1-car garage home offers a brand-new roof, AC, windows, garage door, and fencing. The entire interior is fully renovated from top to bottom including a sparkling kitchen with quartz countertops, stainless steel appliances, tile backsplash, and recessed lighting. Modern, bright, with a private large yard overlooking a creek.

Listing is courtesy of: JM REAL ESTATE SOLUTIONS (727-692-3704)

Listing Agent: Jane Mak Makhlouf (727-692-3704)

Remarks: Under contract-accepting backup offers. Introducing 4808 Bonton Drive, a move-in-ready 2-bedroom, 1-bathroom home offering affordability, flexibility, and peace of mind. All with no HOA fees and no flood insurance required. As you pull into the driveway, you’ll immediately appreciate the inviting curb appeal, spacious front yard, and welcoming covered entry. Inside, the home features a bright and functional layout with tile flooring throughout, generous living spaces, and an enclosed Florida room that provides valuable additional square footage. Whether you need a home office, family room, fitness area, or playroom, this versatile space adapts to your lifestyle. The kitchen offers ample cabinet and countertop space, a large farmhouse-style sink, and views of the backyard, while both bedrooms are comfortably sized with built-in closets and abundant natural light. The updated bathroom features modern finishes and a clean, contemporary feel. Step outside to enjoy the covered and screened patio overlooking a fully fenced backyard that's perfect for pets, entertaining, gardening, or simply enjoying Florida’s beautiful weather. With plenty of room to add a fire pit, outdoor dining area, or play space, the backyard offers endless possibilities. The attached one-car garage provides additional storage and includes a laundry area with utility sink. Conveniently located near shopping, dining, medical facilities, parks, schools, and Gulf beaches, this home offers easy access to everything the area has to offer. Whether you’re a first-time homebuyer, seasonal resident, downsizing, or looking for an investment opportunity, 4808 Bonton Drive delivers exceptional value, a functional floor plan, and a backyard you’ll love to enjoy year-round.

Listing is courtesy of: ABBAS REALTY GROUP LLC (727-479-8560)

Listing Agent: Despoina Marangidou (475-312-7344)

Remarks: Welcome to 1321 Honor Dr in Holiday, FL—a 2-bedroom, 1-bath single-family home offering excellent potential for investors, first-time buyers, or seasonal residents. With 816 square feet, this property is an ideal rental opportunity in a high-demand area. The home features a huge backyard, perfect for tenants, pets, or future outdoor enhancements, along with a screen-enclosed porch for added living space. Conveniently located with easy access to US Highway 19, and close to shopping, dining, medical facilities, parks, and just minutes from local beaches and Pinellas County. Situated outside of a flood zone, this property offers peace of mind and lower insurance costs. Whether you’re expanding your investment portfolio or looking for an affordable Florida home, this property is priced to sell and full of opportunity. Schedule your showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Michele Ranjbar (813-895-6122)

Remarks: This 3 bedroom, 1 and a half bathroom home is nestled on a spacious, oversized lot, offering room to roam, play, and entertain. The true highlight is its incredible location. You're just a short distance from everything you need and love: from trendy shops and delicious restaurants to exciting entertainment venues and, of course, the stunning nearby beaches.

Listing is courtesy of: PREMIER REALTY CONSULTANTS (727-939-7811)

Listing Agent: Asteropi Tsalickis (727-967-0633)

Remarks: BEST VALUE IN GULFWINDS – A TURNKEY OPPORTUNITY WITH BUYER FLEXIBILITY! Major updates are already handled with a 2022 HVAC system and 2018 WATER HEATER, plus a WATER SOFTENER giving buyers peace of mind from day one. If you’ve been waiting for the right opportunity in Gulfwinds, this is it. This 3-bedroom, 2-bath home with 1,740 sq ft delivers space, updates, a private backyard, and a true maintenance-free lifestyle—positioned to stand out in today’s market. Inside, you’ll find vaulted ceilings with crown molding and an open layout that flows seamlessly between the living, dining, and kitchen areas—creating a bright, inviting space that lives larger than expected. The split floor plan offers privacy, with a spacious primary suite featuring a walk-in closet, dual vanities, soaking tub, and frameless glass shower. Secondary bedrooms are perfect for guests or a home office. The kitchen is both functional and spacious, featuring 42-inch cherry wood cabinetry, ample counter space, GE appliances, and Moen fixtures. Step outside to a screened lanai overlooking one of the larger fenced backyards in the community, ideal for relaxing or entertaining. The oversized two-car garage is highlighted by a newly installed premium decorative epoxy floor coating with an attractive flake finish, creating a clean, showroom-quality appearance while providing exceptional durability, stain resistance, and easy maintenance. Built with durability in mind, this home includes concrete block construction, hurricane shutters, low-E double-pane windows, R-30 insulation, and a 200-amp service. Gulfwinds offers a true maintenance-free lifestyle, with HOA covering roof maintenance, lawn care, exterior painting, cable, internet, community grounds, and a resort-style pool. Located just minutes from beaches, marinas, parks, shopping, dining, and the Tarpon Springs Sponge Docks, this home combines convenience with value. Homes in this price range are moving—don’t miss your chance. SELLER OFFERING $5,000 CREDIT TO BUYER AT CLOSING WITH ACCEPTABLE OFFER. Schedule your showing today!

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Benjamin Elkins (202-794-3424)

Remarks: Income-Generating Property - the best Price! "Excellent investment opportunity in the Holiday market! This 3-bedroom, 2-bathroom property stands out for its generous size (2,628 sq. ft.) and excellent condition, including a brand-new roof and a beautiful in-ground pool. The house is being sold with a tenant already in place, paying $1,750/month, eliminating the wait time to find a new tenant. Priced $50,000 below appraised value, this property offers an immediate entry into the market with equity. Ideal for investors seeking both profitability and security!

Listing is courtesy of: GLOBAL FORTUNE REALTY LLC (813-876-8329)

Listing Agent: Francisco Rojas (813-345-7177)