Holiday Homes For Sale & Real Estate - 328 homes

Remarks: Welcome to 2107 Wailua Dr., located in the desirable Lake Conley 55+ gated community. This well-maintained 2 bedroom, 2 bath home offers comfortable living with a spacious and functional layout. The home features a large kitchen, separate dining area, and a bright living room highlighted by a mirrored wall that enhances the sense of space and light. Sliding glass doors open to a enclosed lanai, perfect for relaxing or entertaining year round. Additional features include an attached utility room with washer and dryer, and laminate flooring throughout—no carpet for easy maintenance. The primary bedroom offers a private exterior exit, adding convenience and flexibility. Lake Conley provides an active and welcoming lifestyle with a vibrant clubhouse and plenty of opportunities to socialize. Residents enjoy lake access for fishing and boating, as well as community amenities including a pool, shuffleboard courts, and activities like line dancing. Ideally located just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

Listing Agent: Ashley Quaife (910-381-3111)

Remarks: UNIQUE AND ONE OF A KIND! MASSIVE 5/5 COURTYARD pool home is ideal for entertaining and more. Lot is large in size, nearly an acre and abuts both Front Dr AND Forest Hills Dr. Lot can stay double or break up for an additional dwelling. LARGE detached garage would be ideal for a home based business/storage as this is located in a NO HOA AND NO FLOOD ZONE. SO MANY updates throughout! NEW ROOF AND NEW HVAC! Saltwater HEATED pool has had an entire makeover with swim up bar/seats, built in sun chaises, and pitted area for additional seating. The heart of the home is the kitchen, just off the pool area and is large in size with plenty of seating and island. Beautiful quartz countertops! Large windows lets in natural light! Bedrooms are thoughtfully spaced apart allowing maximum privacy for all to enjoy. SELLER IS GIVING 10K IN CONCESSIONS, and will paint every room the color of your choice prior to closing. LISTED 10K UNDER APPRAISAL AMOUNT. Recent appraisal attached. IDEAL LOCATION with a quick commute to Pasco, Pinellas or Hillsborough.

Listing is courtesy of: GIONTA REALTY GROUP LLC (727-271-6187)

Listing Agent: Ann Gionta (727-271-6187)

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: HUGE PRICE ADJUSTMENT Lovingly maintained by the same owner for 35 years, this solid, high-and-dry home (Zone X – no flood insurance required) is ready for its next chapter. Major updates include an updated electric panel, new water heater (2025), double-pane windows (2019), and roof and AC (2014) for added peace of mind. The spacious double-wide driveway accommodates up to four cars plus one in the garage—perfect for guests, a trailer, or a small boat. Enjoy quick access to Tarpon Springs, local parks, and nearby beaches. Inside, an inviting eat-in kitchen with pantry overlooks the screened lanai and backyard, ideal for relaxing or entertaining. The living room offers plenty of space to unwind, complemented by two comfortable bedrooms and a full bath. The one-car garage features a painted floor, sink, and storage shelving. This well-cared-for home is eligible for conventional, FHA, VA, and cash financing, with assistance available for qualified buyers.

Listing is courtesy of: HOMES BY SANDERS REALTY (727-409-6929)

Listing Agent: Mike Sanders (727-409-8000)

Remarks: 1-bedroom home located in the desirable Buena Vista Manor community. This property offers exceptionally low HOA fees and the added benefit of no flood insurance required—helping keep your monthly costs down. Perfect for a full-time residence or a seasonal getaway, this home provides comfort, convenience, and affordability in a great location.

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

Listing Agent: Brian Eades, Pa (727-600-3933)

Remarks: 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.

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

Listing Agent: Brian Eades, Pa (727-600-3933)

Remarks: Under contract-accepting backup offers. Great starter, retirement, or income rental home. This comfortable home has 2 bedrooms, 2 bathrooms, kitchen, living room, dining room, Florida room and a huge flex room that is not included in the square footage. It has a large fenced in back yard and a front circular drive way. It is centrally located to shopping, schools, beaches and much more. No deed restrictions or flood insurance needed. The reason for the long days on the market was it was rented and the time did not stop so it shows a lot of days on the market.

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

Listing Agent: Renee Gialousis (727-234-3353)

Remarks: Under contract-accepting backup offers. Affordable and move-in ready with all the big-ticket updates already done—this 2-bedroom, 1.5-bath home in Holiday, Florida is a smart buy for homeowners and investors alike. Enjoy peace of mind with a brand-new 2026 roof featuring a 50-year transferable warranty, along with a new 2026 electrical panel and HVAC system for modern efficiency and reliability. Inside, the bedrooms feature new 2025 laminate flooring, and there’s no carpet anywhere—perfect for easy maintenance and a clean, updated feel. The layout offers a comfortable living space, two well-sized bedrooms, a full bath, and a convenient half bath for guests. The kitchen and bathrooms retain their original character and are ready for your personal touch—an excellent opportunity to customize and add value over time. Located close to shopping, dining, and Gulf Coast beaches, this home combines location, upgrades, and potential at a great price point. Don’t miss your chance to make it yours—schedule your showing today! [Roof 2026] [HVAC 2026] [Electric Panel 2026] [Hot Water Heater 2025] [Laminate Floors 2025] [Closet Bedroom Doors 2025] [Microwave 2025]

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Monica Acosta (727-678-7033)

Remarks: Welcome to this brand new listing in Holiday!!! Large and spacious home offers big rooms with an open feeling kitchen, living room and den. Full Garage, fully fenced oversized lot located on cul de sac providing safer low traffic for young children and pets to play! Enjoy morning coffee on front porch and relaxing evenings on your back porch. The back and side yard is equipped with a swing set and a jungle gym for the little ones making it wonderful space for family fun! All hurricane shutters are included for added peace of mind. Conveniently located close to beaches, restaurants, shopping and hospitals. Priced very attractively and full potential - this is a fantastic home for years to come!!

Listing is courtesy of: F I GREY & SON RESIDENTIAL (727-495-2424)

Listing Agent: Grace Pineyro (727-608-9600)

Remarks: Under contract-accepting backup offers. Welcome to your new home in the Holiday Lake Estates 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 features many recent upgrades: roof replaced in 2023, HVAC only 3 years old, tankless water heater, 200 Amp electrical panel, windows were replaced less than a year ago, tile floors throughout the entire house, new screen door, and it was freshly painted two weeks ago. This property has no backyard neighbors, has several mature fruit trees, an above ground pool, is located on a quiet street with minimal traffic and can serve as a great starter home or investment property (the furniture is negotiable!). Schedule your showing and submit your offer before it's gone!

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

Listing Agent: Serghei Diaconu (813-970-7800)

Remarks: Under contract-accepting backup offers. 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: Within minutes from J. Ben Harrill Recreation Complex, Key Vista Nature Park, Coastal Anclote Trail, the Fishing Pier At Anclote Gulf Park, Anclote River Park and MORE, this home offers great potential to Florida Outdoor Lovers! It Needs work but will bring a great return on value as you make the updates that you love. There are new kitchen cabinets on premisis and they need to be installed as the installer passed away mid remodel. There are various other improvements needed but the home has great potential. A 50 year roof and solar system were installed in 2020 and the solar is owned NOT leased! This home offers long-term value and equity building as it gets the love and care that it needs. It is an excellent opportunity for the right person to fulfill your vision in a very convenient location.

Listing is courtesy of: SANDPEAK REALTY (727-232-2192)

Listing Agent: Dick Maxwell (727-557-4245)

Remarks: This 2 bedroom, 2 bathroom home located in Tiki Village MHP Condo (YOU OWN THE LAND) (NO LOT RENT HERE) offers a great opportunity to own in a gated 55+ community in Holiday, Florida. Per the county, this property is in a non-flood zone, which is a major benefit for many buyers. The home also features low HOA fees and no CDD, helping keep monthly expenses more manageable. Inside, you will find a functional layout with no carpet, making for easy maintenance and a clean, updated feel throughout. The design provides comfortable everyday living with two full bathrooms and a layout that works well for a primary residence or seasonal Florida retreat. The gated neighborhood adds an extra level of privacy and community appeal, while the 55+ setting offers a more relaxed lifestyle environment. With a combination of non-flood zone location per the county, low HOA, no CDD, gated 55+ community, no carpet, and a 2 bedroom, 2 bathroom layout, this property checks off key boxes buyers are actively looking for in today’s market. Please view two videos: Tour 1 & Tour 2

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

Listing Agent: Eric Jenkins, Pa (727-409-3484)

Remarks: Affordable Florida living. (You Own the Land) (No Lot Rent Here) in an established 55+ gated community, this two-bedroom home offers a strong opportunity for seasonal residents or budget-conscious buyers. The property features a functional single-story layout with 2 bedrooms & 2 bathrooms, no carpet throughout, Two Solid Sheds on the Property and additional flexible spaces including a sewing area, workshop, office area, and a bonus room, making it ideal for hobbies, storage, or working from home. The home includes a durable metal roof, adding long-term value and peace of mind. Per the county, this property is located in a non-flood zone, which may help reduce insurance costs and provides added confidence in ownership. Situated on its own parcel, this is not your typical lot-rent setup, offering more control and long-term value. With low annual taxes, the overall cost of ownership remains manageable. Located in Holiday with convenient access to major roads, shopping, dining, and nearby Gulf access, this property works well as a primary residence or seasonal retreat. Please view two videos: Tour 1 & Tour 2

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

Listing Agent: Eric Jenkins, Pa (727-409-3484)

Remarks: Under contract-accepting backup offers. SELLER OFFERING CLOSING COST ASSISTANCE , Charming 3-bedroom, 2-bath home in the heart of Holiday, FL, offering a blend of comfort, space, and convenience. Step inside to find a spacious living room perfect for entertaining, with an open flow into the updated kitchen featuring modern cabinetry, stainless steel appliances, and a generous island with bar seating. A cozy sitting area just off the kitchen is bathed in natural light, making it an ideal spot for relaxing or working from home. The expansive primary bedroom is a true retreat, complete with wainscoting, ample closet space, a utility closet with washer/dryer hookup, and a private en-suite bathroom with a standing walk-in shower. Two additional well-sized bedrooms and a second full bathroom provide plenty of room for family or guests. Outside, enjoy a fully fenced backyard offering privacy and space to play, garden, or entertain, plus a shed for all your storage needs. A covered front porch adds curb appeal and a welcoming touch to this move-in-ready gem. Conveniently located near parks, schools, shopping, and just a short drive to the Gulf beaches, this home is ready for its next owner.

Listing is courtesy of: 54 REALTY LLC (813-435-5411)

Listing Agent: Andrew Daniels (727-992-0923)

Remarks: Serene Pinewood Villas neighborhood is close to shopping and dining for convenience. This two bedroom two full bath home has tile flooring throughout. Extra living area makes this one of the larger units in the community with an extra large side lot for gathering with friends. Main living area has high ceilings with windows allowing for extra light. Community has sparkling pool, clubhouse and shuffleboard with picnic tables for grabbing lunch by the pool. Low HOA fee makes this a affordable place to live. Hot water heater replaced 2020. Newer kitchen faucet and garbage disposal. Washer just one month new. Thermostat fully programable and newer. Call to make an appointment today.

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

Listing Agent: Jennifer Hallett (727-686-6969)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a sun filled oasis! Updated 3 bedroom, 3 bath, pool home offering tranquil, peaceful views; with a rare opportunity to live in a intimate private gated community. Home is full of natural light. Move-in ready, lovingly maintained. New roof, New water heater, New air conditioner, New flooring, updated baths, updated kitchen. Solar panel keep you electric bill very low. Large screened in Lanai with pool. Potential In-Law/Guest Suite. Gorgeous, memorable Sunsets. Backs up to a preserve on the Gulf of America. Workshop and built in storage adjacent to garage. Mature fruit trees. Elevation or the home is over 13 feet. Spacious Master bathroom with walk-in shower, garden tub, walk-in closet, new granite countertop. Don't miss this one, call for your private showing today! Discerning buyers know opportunities like this are few and far between!

Listing is courtesy of: AZURE WATERFRONT REALTY, LLC (239-872-9257)

Listing Agent: Brad Reddick (239-872-9257)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Holiday, offering a fresh, move-in-ready interior with thoughtful upgrades throughout. The home features a bright and inviting layout with newly refreshed walls and ceilings, along with a full interior repaint in a modern, neutral color palette. Brand-new flooring has been installed throughout, including new carpet and updated vinyl in the kitchen, creating a clean and cohesive feel. The kitchen has been tastefully updated with freshly painted cabinetry and a full suite of new white appliances, including a refrigerator, range, hood vent, and dishwasher. Additional interior improvements include updated lighting with LED fixtures, new blinds throughout, and modernized switches and outlet covers. Exterior enhancements add to the home’s curb appeal, including fresh pressure washing, landscaping cleanup, and general exterior maintenance to ensure the property is well-presented and ready for its next owner. Additional features include a new garage door opener and updated entry hardware. Conveniently located near shopping, dining, and Florida’s beautiful Gulf Coast beaches, this home offers a great opportunity for both homeowners and investors alike. Schedule your private showing today!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-908-8788)

Listing Agent: Meagan Varson (813-345-6795)

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: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. WELCOME TO THIS UPDATED PROPERTY, THIS 2 BEDROOM, 2 BATH, 1 CAR CARPORT, WITH INSIDE UTILITIES IS WAITING FOR YOU! WHETHER LOOKING AS YOUR PRIMARY RESIDENT, VACATION/SECOND HOME, INVESTMENT PROPERTY THIS IS FOR YOU, MOST OF THE WORK HAS BEEN DONE FOR YOU WITH NEW FLOORING THROUGHOUT, UPDATED KITCHEN CABINETS AND COUNTERS, KITCHEN HAS SPACE FOR BREAKFAST TABLE, AND EVEN TO ADD MORE CABINET, BATHROOMS HAVE BEEN MOSTLY UPDATED, 3 NEW MINI SPLITS.NO FLOOD ZONE. THIS HOME IS JUST WAITING FOR YOU TO PUT YOUR FINAL TOUCHES TO MAKE THIS YOUR OWN. YARD IS FENCED IN, HAS A SHED FOR STORAGE, PROPERTY IS CENTRALLY LOCATED TO SHOPS, RESTRAUNTS, ANCLOTE PARK, WORLD FAMOUS TARPON SPRINGS SPONGE DOCKS AND BEACHES.

Listing is courtesy of: SIRROM REALTY LLC (727-243-0523)

Listing Agent: Cristina Taylor (727-992-4172)