Holiday Homes For Sale & Real Estate - 313 homes

Remarks: Desirable condo in age restricted 55+ community of Holiday 2 bedrooms, 1 baths . Bathroom has tub and shower. A/C is just year old! Enjoy shuffleboard, the clubhouse and a community pool in this small community. This location is perfect for someone looking for a great location with short distance to the grocery store and several restaurants.to Downtown New Port Richey…a historic Rivertown community in north Tampa Bay with award-winning restaurants, shops, bars, and breweries. Its rich history is preserved by the Hacienda Hotel, Richey Suncoast Theatre, and the New Port Richey Museum. The nearby PITHLACHASCOTEE RIVER offers BOAT DOCKS, KAYAK LAUNCHES, and a chance to see DOLPHINS, MANATEES, and native Florida wildlife. Don’t forget the JAMES E. GREY PRESERVE, an 80-ACRE WILDLIFE SANCTUARY just minutes from downtown New Port Richey. Natural amenities like Sims Park, the Cotee River, and James E. Grey Preserve are waiting to be explored. 6 miles to the Famous Tarpon Springs Sponge docks and only 25 miles to Tampa International Airport. Enjoy everything Tampa Bay has to offer from the new Downtown Riverwalk, TOP US BEACHES, boating, fishing, golfing, cultural entertainment, and museums...and of course year-round beautiful weather. You must be 55 years old or older.

Listing is courtesy of: HORAN REALTY GROUP LLC (727-375-7653)

Listing Agent: Magdalena Czech (727-967-8901)

Remarks: Beautifully renovated 4-bed, 3-bath home with a bonus room downstairs for an office! Enjoy brand NEW Flooring throughout, fresh interior & exterior paint, high ceilings. The spacious master suite offers double sinks, a garden tub, walk-in shower, and a HUGE walk-in closet with organizers. Major upgrades include a NEW Kitchen Cabinets & Appliances, NEW 2025 roof, 2023 AC, and 2024 solar panels—bringing your electric bill down to $0! The kitchen and family room overlook a fully fenced backyard with plenty of room for parties, or dogs! Located in the popular gated Key Vista community with resort-style amenities: pool, spa, clubhouse, gym, courts, and more—just minutes from the Gulf and boat ramps!

Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-230-3811)

Listing Agent: Anthony Terrell (330-812-4811)

Remarks: Under contract-accepting backup offers. Welcome home to this exceptional 3 bedroom, 2 bath villa with a 2 car garage, located in the highly desirable Gulfwinds community of Holiday, perfectly bordering Tarpon Springs. Offering 1,740 square feet of beautifully designed living space, this home stands out as one of the best villas in Gulfwinds, with too many updates to list. Enjoy maintenance free living, including exterior upkeep, and a paver border driveway that adds instant curb appeal. Inside, the home features tile flooring throughout, a freshly painted interior, crown molding, tall baseboards, and plantation blinds, creating a bright, modern, and cohesive look. The remodeled kitchen is a true centerpiece, showcasing a huge island, granite countertops, and modern stainless steel appliances, perfect for entertaining and everyday living. Numerous big ticket upgrades provide peace of mind, including impact windows, a hybrid HVAC system, water softener, new bathroom faucets, and intelligent home features. Step outside to your brand new lanai, enhanced with expansive pavers inside and out, creating a private patio area ideal for relaxing, entertaining, or enjoying Florida’s outdoor lifestyle. The backyard patio offers excellent privacy, a rare find in villa living. Gulfwinds residents enjoy access to a community pool and an unbeatable location close to the world famous Tarpon Springs Sponge Docks, Sunset Beach, Fred Howard Park, outstanding restaurants, shopping, and more. Convenient access to Tampa, major highways, and the airport makes commuting simple and efficient. This move in ready home combines extensive upgrades, privacy, and an unbeatable location and outstanding opportunity in Gulfwinds.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Costa Sotiriou (727-488-8222)

Remarks: Welcome to a structurally sound home with great bones, full of potential and ready for your personal touch. Nestled in the quiet and established Forest Hills subdivision of Holiday, this 2-bedroom, 1-bath residence with a spacious flex room and indoor laundry offers the perfect blend of peace, privacy, and opportunity. From the moment you arrive, you’ll appreciate the solid construction and thoughtful improvements already completed—giving buyers confidence and a strong foundation to build upon. Major updates include a new roof (2024), AC system (2021), septic drain field and pump (April 2026), hurricane-impact front windows (2025), updated insulation to current code, and a new garage door. This is a home where the heavy lifting has already been done. Inside, the layout is functional and inviting, featuring luxury vinyl plank flooring throughout, a modernized bathroom, and a charming kitchen designed for everyday comfort. The versatile flex room provides endless possibilities—perfect for a home office, guest suite, or creative space tailored to your lifestyle. Step outside to your private backyard retreat, complete with a wood deck and tiki-hut style pavilion, ideal for entertaining, relaxing, or enjoying Florida evenings. A separate storage building adds convenience and extra space. Location is key, and this home delivers—situated near a local golf course and just minutes from Lake Diana, offering opportunities for outdoor recreation, scenic views, and an active lifestyle. Enjoy easy access to nearby shopping, dining, and daily essentials, all while being tucked away in a peaceful residential neighborhood. Whether you’re a first-time buyer, investor, or someone looking for a home you can truly make your own, this property offers solid structure, key upgrades, and long-term value in a desirable location.

Listing is courtesy of: SIVEN PREMIER REAL ESTATE (813-419-7009)

Listing Agent: Fanta Traore (863-282-9602)

Remarks: Welcome to Tahitian Gardens! Two bedroom, corner unit condo tucked away in a quiet culdesac. Low HOA fees in this well maintained, gated 55+ community. Amenities include a heated pool, shuffleboard and clubhouse. There is a full calendar with activities including cookouts, bingo, Bocci ball, horseshoes, dances, arts and crafts. Truly something for everyone. Pet friendly! Enjoy the walking path around the large, scenic lake. Comfortable Florida living in a great location close to shopping, dining and beaches.

Listing is courtesy of: CENTURY 21 COAST TO COAST (727-726-4757)

Listing Agent: Jennifer Malone (727-460-7469)

Remarks: The perfect blend of modern updates and unbeatable affordability, this home offers an incredible opportunity to own a move-in-ready home at a price point that makes sense. This three bedroom, two bathroom residence has been thoughtfully refreshed to provide a clean, contemporary aesthetic without the high price tag of new construction. The interior features durable new laminate flooring throughout, creating a cohesive look that is both stylish and easy to maintain. In the kitchen, the value is immediate with brand new wood cabinetry featuring soft-close hinges and full-extension drawers, paired with beautiful granite countertops and a full suite of stainless steel appliances. The functional layout is designed to maximize every square inch, offering a primary bedroom with a private ensuite bathroom and a convenient walk-in closet. Both bathrooms have been updated with new vanities, and the guest bath features a fresh tub and shower surround. The exterior is equally well-maintained, boasting a brand new roof installed in 2025 and a water heater from 2023, providing savings on insurance and future maintenance. With a fully fenced backyard, a sturdy storage shed, and an oversized enclosed lanai, this home provides plenty of extra space for hobbies or relaxing. It is a rare find to see a home at this price point with fresh interior and exterior paint, new front sod, and a well-fed sprinkler system, making it an ideal choice for any buyer. ***Bonus Feature*** Community Pool Membership available for a small annual fee just a few blocks away!

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

Listing Agent: Jackie Little (813-453-8960)

Remarks: Live the Florida Dream in this Beautiful 2 Bedroom 2 Bath Block Home with Oversized Garage in Desirable Crest Ridge Gardens! Newer 2022 Dimensional Roof! Featuring Open Floor Plan with Terrazzo Floors through out. Eat in Kitchen with Newer Refrigerator and Stove. Bonus Room that can be easily converted into 3rd bedroom or office. Freshly Painted and Ready to Move in Today! So Many Extras! Large Fenced in Back yard with 2 Sheds, carport and Double Gates on each side of property to access backyard for parking RV, Boat, Camper, Trailer or any other Toys! Perfect Private Backyard for Buyer that needs Outdoor space! This property is located in an No Flood Zone X and has No Hoa fees or Cdd fees! Easy Access to Highway 19 and minutes from Beaches, Schools, Restaurants and Shopping! 3 Miles to Famous Tarpon Springs Sponge Docks! Call Today for your private showing!

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

Listing Agent: Linda Karpathios (727-488-5453)

Remarks: Welcome to this beautifully built 2-story townhome offering modern comfort and effortless living. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this home showcases a bright, open-concept first floor perfect for entertaining, with seamless flow between the kitchen, dining, and living areas, plus a convenient half bath. Upstairs, enjoy a thoughtfully designed split-bedroom layout for added privacy. The spacious primary suite includes dual sinks, a walk-in closet, and a well-appointed ensuite bath, while two additional bedrooms share a full bath. Smart home features include a WiFi-enabled garage opener and NEST thermostat. Low HOA fees cover exterior maintenance, cable, and high-speed internet—and NO CDD fees. Ideally located near US-19 and Highway 54, just minutes from the charm of Tarpon Springs, shopping, dining, and Gulf beaches.

Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)

Listing Agent: David Kerr (727-804-2116)

Remarks: Under Construction. 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. Move in ready May 2, 2026. Schedule your private showing be the first to walk through.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Narda Miranda (614-370-1843)

Remarks: Welcome to this charming two bedroom, two bath home with a spacious Florida room that offers beautiful water views. The semi-open floor plan features updated kitchen counters, and fresh paint, along with new flooring installed after last year’s storms. Enjoy the serene water view complemented by a mature tree in the backyard, perfect for fishing and budget friendly lifestyle. The home has been lightly used over the past five years, ensuring it’s in great condition. The second bedroom features its own bathroom, and there’s a separate dining room plus a large living room area. Don’t miss out on this wonderful opportunity!New refrigerator, fresh paint, new flooring throughout the house, new kitchen countertops as of 2023. New 3 ton AC unit installed in 2024 and new electrical panel in 2021.

Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)

Listing Agent: Guillermina Rickey (727-269-2271)

Remarks: Completely Renovated!!! Welcome to 3317 Honeymoon Lane in Holiday, Florida—a charming and well-maintained home offering comfort, convenience, and Florida living at its best. This property features a spacious layout with abundant natural light, a functional floor plan, and inviting living areas perfect for both relaxing and entertaining. The kitchen offers ample cabinet and counter space, making meal preparation easy, while the adjoining dining area provides a cozy setting for everyday living. Bedrooms are generously sized, and the home provides flexible space to suit a variety of needs, whether for guests, a home office, or hobbies. Step outside to enjoy a private backyard with plenty of room for outdoor gatherings, gardening, or simply soaking up the Florida sunshine. Located in a quiet neighborhood, this home is just minutes from local parks, shopping, dining, and Gulf Coast beaches. Whether you’re a first-time buyer, seasonal resident, or looking to invest, this property is a fantastic opportunity in a convenient location. Schedule your private showing today and discover all that this home has to offer!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Demetroula Katechis (845-633-3723)

Remarks: Beautifully remodeled 2 bedroom, 2 bathroom home with a 1-car garage located on a quiet street just minutes from the coast. This move-in ready property features a modern open layout, updated flooring throughout, fresh interior paint, and a fully renovated kitchen with stylish cabinets, updated countertops, and newer appliances. The spacious primary suite includes its own updated bathroom, and the additional bedrooms are generously sized, perfect for family, guests, or a home office. Both bathrooms have been tastefully upgraded with contemporary finishes. Enjoy the backyard—ideal for relaxing, entertaining, or adding outdoor features. The attached garage provides extra storage and convenience.

Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)

Listing Agent: Alberto Delgado (813-380-2104)

Remarks: WOW WOW WOW - A piece of paradise awaits you .... Tucked away at the end of a quiet cul-de-sac one of the best lots in the highly sought-after Gulfwinds community, 2003 Barracuda Court offers a relaxed, maintenance-free lifestyle in a setting designed for comfort and connection. 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: Built in 2023, this well maintained two story townhome offers a low maintenance lifestyle with modern finishes throughout. Positioned on a desirable corner lot, the home features hurricane impact windows and is located in a no flood zone. Inside, the open concept kitchen and dining area are designed for both functionality and style, featuring stainless steel appliances, a center island, and a seamless flow into the main living space. Plantation shutters add a clean, upscale touch to the main living areas. The home offers 3 bedrooms and 2.5 bathrooms, with tile flooring in the main living areas and carpet in the bedrooms for added comfort. A screened lanai provides a relaxing outdoor space, while the covered front porch enhances curb appeal. Additional features include a one car garage and convenient guest parking nearby. The HOA covers exterior maintenance, allowing for easy low maintenance living. Ideally located in Holiday, approximately 4.5 miles from the Tarpon Springs Sponge Docks, local marinas, and waterfront dining, and about 7 miles from Fred Howard Park beach. A great opportunity to own a newer home in a growing area.

Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)

Listing Agent: Shelby Baker (727-916-2299)

Remarks: Quintessential Florida Living in Holiday! Welcome to this charming 2-bedroom, 1-bath, 1-car garage Florida home offering 1,200 sq ft of bright and inviting living space in the heart of Holiday, FL. From the moment you step inside, you’ll appreciate the beautiful white terrazzo floors and the abundance of natural light streaming through the many windows. The original kitchen and bathroom have been impeccably maintained, showcasing timeless character and pride of ownership. The eat-in kitchen opens to the living room and features a convenient breakfast bar, making it perfect for casual meals and entertaining. A formal dining area open to the family room provides flexible space for gatherings and everyday living. Step outside to enjoy a private, fully fenced backyard with a covered patio—ideal for relaxing, hosting barbecues, or soaking up the Florida lifestyle. Major updates include a newer roof and A/C, offering peace of mind for years to come. Best of all, this home is located in a non-flood zone, with no HOA or CDD fees. Easy access to beaches, shopping, and dining, this property is perfectly situated for both convenience and coastal enjoyment. Whether you’re a first-time buyer, downsizing, or looking for a beach-close retreat, this home is a must-see!

Listing is courtesy of: JLS INVESTMENT REALTY (813-506-8212)

Listing Agent: Jennifer Stepanek (813-713-5180)

Remarks: BEST VALUE IN GULFWINDS — NOW $324,900 WITH BUILT-IN BUYER INCENTIVES. Positioned ahead of the competition, this 3-bedroom, 2-bath, 2-car garage, single-story home offers 1,740 square feet of bright, open living space and now stands out as one of the most compelling opportunities in Gulfwinds. With multiple homes in the neighborhood clustered at higher price points, this property delivers a combination of space, condition, and outdoor living that is difficult to match at this price. Inside, you’ll find vaulted ceilings, engineered hardwood flooring throughout, and three solar tubes that fill the home with natural light, creating a bright and open feel. The layout flows seamlessly from the kitchen into the dining and living areas, making it ideal for both everyday living and entertaining. A standout feature is the screened lanai and extended brick-paver patio overlooking a fully fenced backyard — offering privacy, flexibility, and usable outdoor space that many competing homes do not provide. Major system updates have already been completed, including HVAC (2019), water heater (2022), whole-house surge protector (2022), and a water softener, helping reduce immediate maintenance concerns. Gulfwinds offers true maintenance-free living with HOA services that include lawn care, roof maintenance, exterior painting, cable, internet, and access to a resort-style pool. Located just minutes from the Gulf of Mexico, beaches, Tarpon Springs, parks, marinas, shopping, and dining, this home delivers both convenience and lifestyle. Buyer incentives are already in place, including a 1-0 rate buydown through the preferred lender to reduce monthly payments in the first year, along with a $1,000 seller credit that can be used toward updates, paint, or closing costs. Motivated sellers have positioned this home to be one of the best values currently available in the community.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Heather Higgins (727-452-2745)

Remarks: Discover this move in ready home located on a spacious corner lot with a fenced in yard. Neutral colors and ceiling fans throughout make it comfortable and ready for your personal touch. Easy to show.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: WELCOME HOME to this meticulously maintained 3-bedroom, 2-bath waterfront home in Holiday's sought-after Tahitian Homes community. The charming single-story residence offers an open layout with an updated kitchen! Enjoy tranquil Lake Conley views from the enclosed sunroom or step outside to your private backyard with a concrete seawall, ideal for relaxing by the water. The garage had previously been enclosed and is being utilized as a 3rd bedroom with an updated private bathroom. The home includes Solar panels, an oversized utility room and a large shed or workshop! NEW ROOF. This home did NOT flood during hurricanes last year.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)

Listing Agent: Sheree Landreth (727-919-3713)

Remarks: Under contract-accepting backup offers. Live the waterfront lifestyle most people only dream about. This beautifully updated 3-bedroom, 2-bath home with direct Gulf access invites you to slow down, soak in the views, and embrace true Florida living. Start your mornings with coffee by the water, spend your afternoons cruising from your private dock, and end each day watching breathtaking sunsets while manatees and dolphins play just beyond your backyard. Designed for both comfort and style, the home features luxury vinyl plank flooring, a cozy woodburning fireplace, and a bright, open kitchen with stone countertops. Both bathrooms have been tastefully updated, creating a move-in-ready retreat that feels both modern and welcoming. Step outside and you’ll find everything you need to enjoy life on the water — a brand-new composite boat dock with a 10,000-lb lift that can accommodate up to a 23-foot boat, plus a sparkling pool with a solar heater for year-round enjoyment. The sprinkler system runs on a well for added efficiency, and hurricane panels are included for peace of mind. Best of all, the home experienced no flooding during Hurricanes Helene or Milton. With no HOA and a successful history as an Airbnb, this property offers exceptional flexibility whether you’re searching for a full-time residence, vacation getaway, or income-producing investment. This is more than a home — it’s a front-row seat to the waterfront life you’ve been waiting for.

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

Listing Agent: Jenny Neumeyer (727-482-2656)

Remarks: Under contract-accepting backup offers. Unaffected by recent storm activity and located in Flood Zone X (no mandatory flood insurance required), this Beacon Square home offers smart, cost-conscious ownership. With no HOA fees, a roof only 9 years old, and a 2017 A/C system, key mechanical updates help reduce future expense concerns. This move-in-ready 3-bedroom, 2-bath home features 1,534 heated sq ft plus an approximate 200 sq ft bonus room with a private entrance — ideal for a home office, guest space, or multi-generational living, potentially reducing the need for outside rental or workspace costs. Interior highlights include Saltillo tile floors, an updated kitchen with stainless steel appliances and breakfast bar, reverse osmosis system, whole-house water softener, open living/dining layout, and a walk-in closet in the primary bedroom. The fenced backyard with two storage sheds, extended driveway, and one-car garage complete this well-located property near US-19 and SR-54 with convenient access to beaches, parks, shopping, and dining.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (813-259-0000)

Listing Agent: Maria Orozco (786-333-1803)