Holiday Homes For Sale & Real Estate - 327 homes

Remarks: Built in 2022 and beautifully maintained, this newer-construction townhome offers 3 bedrooms, 2.5 baths, a 1-car garage, and a screened lanai with no rear neighbors. Enjoy peaceful sunrise views while sipping your morning coffee or entertain guests in the private outdoor living space. Inside, you will find an open-concept floor plan with high ceilings, new luxury flooring, and fresh paint throughout. The kitchen is designed for both function and style, featuring a large island, granite countertops, stainless steel appliances, and custom wood cabinetry. The kitchen seamlessly flows into the living area, highlighted by a striking stacked-stone accent wall and built-in electric fireplace that creates a warm and inviting atmosphere. A convenient half bath and access to the oversized one car garage complete the first floor. Upstairs, the spacious primary suite features a walk-in closet and private en-suite bath with dual vanities. Two additional bedrooms share a well-appointed guest bath, and the second-floor laundry room includes the washer and dryer for added convenience. The HOA fee covers lawn care, exterior maintenance, cable, internet, and roof reserves. Ideally situated in a cul-de-sac with ample guest parking, located near US-19, shopping, dining, Gulf beaches, public boat ramps, and the J. Ben Harrill Recreation Complex, offering tennis, hockey, soccer, baseball, and more. Additional highlights include no flood insurance required, and the seller may consider seller financing.

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

Listing Agent: Chris Stivers (727-542-5729)

Remarks: Charming 3-bedroom, 1-bath home in the established Beacon Square community, offering comfortable living space with an attached 1-car garage and carport. Updated with granite countertops, wood cabinets, Luxury Vinyl flooring throughout, and a June 2026 painted interior and exterior this home blends everyday convenience with timeless appeal. Situated on a 5,400 sq. ft. lot, it provides a manageable outdoor space perfect for relaxing or entertaining. Roof 2016. This home is very high compared to neighboring homes and is in a X Flood zone even though it is west of US Hwy 19. Conveniently located near shopping, dining, Gulf beaches, parks, and major roadways, this property is ideal for first-time buyers, downsizers, investors, or anyone seeking affordable Florida living. Enjoy a welcoming neighborhood atmosphere with easy access to all that Holiday and the surrounding coastal communities have to offer.

Listing is courtesy of: CENTURY 21 ELITE LOCATIONS, INC (813-960-0999)

Listing Agent: Samer Samhoury (813-853-2780)

Remarks: Welcome to this beautifully remodeled, move-in-ready home in the heart of Holiday, Florida! This charming residence offers 3 bedrooms, 2 full bathrooms, and a 1-car garage, all thoughtfully updated with modern finishes throughout. Step inside to a spacious living room featuring a stylish accent wall and luxury vinyl plank flooring that flows throughout the home, offering both durability and easy maintenance. The brand-new kitchen is designed to impress, complete with quartz countertops, breakfast bar, new stainless steel appliances, and plenty of space for cooking and entertaining. Both bathrooms have been completely renovated with new showers, modern vanities, and updated fixtures. Newer stackable Washer and Dryer are included inside the bathroom. Additional upgrades include brand new roof, and HVAC, brand-new lighting, new ceiling fans, and fresh interior and exterior paint, giving the home a bright, contemporary feel. Fully fenced backyard, and freshly painted driveways. Newer windows. Brand New Roof (2026) and HVAC (2026) Conveniently located just a short drive from shopping, dining, local amenities, beautiful Gulf beaches, and Tampa International Airport, this home offers comfort, style, and an ideal location. Some photos were virtually enhanced or staged. Book a showing today, this one won't last long!

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

Listing Agent: Caroline Hanna (727-667-8377)

Remarks: Charming Corner Lot Home with Income Potential – Move-In Ready! Welcome to this beautifully updated 4-bedroom, 3-bathroom home perfectly situated on a spacious corner lot. This property features a separate efficiency unit — ideal for rental income or extended family living.Enjoy modern updates throughout, a brand-new air conditioning system, and a low-maintenance yard perfect for busy lifestyles. Centrally located and truly move-in ready.Schedule your private tour today — this one won't last!

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

Listing Agent: Karina Petrus (863-669-8794)

Remarks: Unbelievable price improvement! What an incredible move-in ready home! 2 bedrooms and 2 baths with a split floor plan, open concept living and dining area. Screen porch is great for morning coffee and evening cocktails! New electrical panel, new lamitate floors makes easy maintenance. This 55+ community has a heated pool for year around use, shuffle board courts, clubhouse with many weekly activities. All this and lawn maintenance and trash for a low $143/mo. You own the land! Golf cart and pet friendly, up tp 25lb. Carport covers utility shed with washer and dryer included. Another side screened porch for dining and barbecuing This is priced to sell!

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

Listing Agent: Karen Roeding (727-510-0930)

Remarks: HUGE PRICE REDUCTION!!! Don't miss your opportunity on this turnkey home!!!!!!!! Fully Remodeled Buena Vista Beauty! Welcome home to this stunning 2-bedroom, 2-bathroom residence with a 1-car garage and two large bonus rooms, located in the highly sought-after Buena Vista neighborhood! This home has been fully remodeled from top to bottom, offering modern updates and timeless style throughout. Step inside to find a bright, open layout with luxury waterproof vinyl flooring in the kitchen and both bathrooms. The brand-new kitchen features granite countertops, all-new cabinets, and stainless steel appliances — perfect for cooking and entertaining. Both bathrooms have been beautifully updated with new vanities, plumbing, and contemporary finishes. Additional highlights include a new roof (2024) and a new AC system (2022) for peace of mind and efficiency. Enjoy the flexibility of two spacious bonus rooms — ideal for a home office, gym, playroom, tv room, or guest space. You will always feel like you are on vacation here in Buena Vista with the 2 club houses there is always something to do! Meet up with neighbors for a game of cards, bingo, shuffleboard, basketball, or shoot a game of pool! Buena Vista is close to shopping, a short drive to local beaches and theme parks. Property is located in a no flood zone and low HOA fees of $68.00 a quarter that includes the street l ights and trash pick up 2x a week! This move-in-ready home combines comfort, style, and location — don’t miss your chance to own a turnkey property in one of the area’s most desirable communities! All information is believed to be true and accurate Buyer/Buyer's agent to verify all information.

Listing is courtesy of: PENNY GOULD REALTY INC (727-789-5899)

Listing Agent: Penny Gould (727-410-1724)

Remarks: Brand new home just built! 4 bedrooms 2 bath home with plenty of space for a family. Stainless steel appliances, 2 HVAC units, one for each floor with separate thermostats! Granite countertops, white shaker cabinets and tile floors in the wet areas, done the right way! with beautiful wood look laminate flooring! Marble type shower enclosures really make it pop! Close to everything you can possibly need! Within short walking distance to the grocer!! Close to US 19 for easy commute! Nothing to do just move right in!

Listing is courtesy of: BAM REALTY ADVISORS INC (727-378-8585)

Listing Agent: Dennis Rosa (727-537-6725)

Remarks: Very nicely updated 3 bed/2 bath doublewide with large indoor air-conditioned storage room (3rd bedroom option), shed, carport, and screened porch in Tiki Village, a gated 55+ community where you own the land. NON-FLOOD ZONE with low $520/year HOA. Updates include new roof and A/C (Sept 2024), spacious new kitchen with granite countertops and new appliances, remodeled bathrooms including a master bathroom with jetted tub, utility room, new vinyl flooring, new interior/exterior paint. Home shows very well. PRIDE. Tiki Village is owner/member managed and has made significant improvements, including reducing the annual fee from $520 to $400 a year.

Listing is courtesy of: FLORIDA REAL ESTATE PARTNERS (727-409-4663)

Listing Agent: Randal Jenkins (727-409-4663)

Remarks: Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck, outdoor shower, travertine rear porch, and cedar trellis dining area—all with no rear neighbors. Step inside to soaring 10-14 foot ceilings, nine sets of French doors, and rare Santos Mahogany floors that exude timeless elegance. The chef’s kitchen is a masterpiece with granite counters, custom cabinetry, a large island, and a high counter perfect for entertaining. The first-floor primary suite is a true retreat with dual walk-in closets, private pool access, and an opulent spa bath with whirlpool tub and dual shower. Upstairs features a full secondary residence with three bedrooms, two baths, a massive living area, balcony with stunning sunset views, and a second laundry. The home also includes three spacious porches, a four-car garage with 14-foot ceilings, a six-inch slab, lift potential, and abundant workshop space. Luxury upgrades include impact windows, full hurricane strapping, exterior insulation, three new AC systems (2024), and a new tankless water heater. Baileys Bluff offers a community boat ramp, clubhouse, and parks, with nearby Anclote boat launch, marinas, waterfront dining, and the world-famous Tarpon Springs Sponge Docks accessible via quiet neighborhood roads. This estate blends sophistication, comfort, and waterfront living in one spectacular package.

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

Listing Agent: Jennifer Tobey, Pa (727-871-1064)

Remarks: Under contract-accepting backup offers. Short Sale. SHORT SALE !! This beautifully updated 3-bedroom, 2 bath with AN IN-GROUND POOL,1 Car garage home is light, bright, and full of opportunity located in Aloha Gardens Community is looking for its next owner! this stunning home is sure to be perfect for any first-time home buyer or real estate investor. The Main Room has a Walk in Closet; the other two rooms have a large closet. Living Room, Dining Area with a center kitchen opening to the Family Room. French doors from the Family Room open out to the spacious pool area. A screen-enclosed pool with a sweet backyard patio area makes this home perfect for those summer pool parties. Step outside to your private paradise! ¡NEW ROOF 2025! New pool pump and vacuum cleaner! Electrical panel Update 2022! AC 2017. NO HOA, NO CDD, NO SEPTIC TANK IS PUBLIC SEWER, Seller ARE NOT currently required to have flood insurance! Close to shopping, restaurants, and some of Florida's top-rated Beaches! Easy commute to Tampa, Clearwater and St. Petersburg! Only a few minutes away from the Historic Tarpon Springs Sponge Docks! The lot is located in a Flood Zone code X. SOLD AS-IS!! .

Listing is courtesy of: AVISTA BAY REALTY, LLC (813-264-5540)

Listing Agent: Maria Guinand (727-433-0333)

Remarks: Virtually Staged. 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 2022 ROOF, NEWER WATER HEATER 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

Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)

Listing Agent: Conor Oneill (727-967-0928)

Remarks: Welcome to this beautifully maintained 2021-built townhome nestled in the heart of Holiday, Florida! This stylish 3-bedroom, 2.5-bath home offers a thoughtfully designed open layout with tile flooring throughout the main living areas and plush carpet in all bedrooms for added comfort. The modern kitchen is sure to impress, featuring stunning granite countertops, stainless steel appliances, and a breakfast bar perfect for casual dining and entertaining. Upstairs, you'll find all three bedrooms, two full bathrooms, and the added convenience of an upstairs laundry — no hauling baskets up and down the stairs! The spacious primary suite is a true retreat, complete with a large walk-in closet and an elegant dual-sink vanity. Low HOA fees! Located just minutes from a sports complex, a boat ramp with direct Gulf of Mexico access, and a variety of restaurants and shops, this home puts everything you need right at your fingertips. Quick and easy access to US-19 makes commuting and getting around a breeze. Whether you're a first-time buyer, a growing family, or someone looking to enjoy the Florida lifestyle, this townhome checks every box. Don't miss your chance to make it yours!

Listing is courtesy of: AGORA REAL ESTATE AND DEV INC (727-626-4425)

Listing Agent: Theo Dragoutsis (727-207-3020)

Remarks: Virtually Staged. Discover the possibilities in this charming Holiday home, offering a comfortable layout and plenty of potential to make it your own. Whether you’re a first-time homebuyer, investor, or looking to downsize, this property provides a great opportunity to add your personal style and create the perfect space. Enjoy the convenience of being just minutes from shopping, dining, parks, beaches, and major roadways, making everyday living and commuting a breeze. Don’t miss your chance to own a home in a well-established neighborhood with easy access to everything the Gulf Coast has to offer.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Christopher Wallace (470-447-0553)

Remarks: IN LAKE CONLEY A 55+ GATED MOBILE HOME COMMUNITY, KNOWN FOR ITS TANQUIL AMBIANCE AND FRIENDLY ATOMOSPHERE. This " TURN KEY" HOME is ready for the next owner, completely FURNISHED. Step inside to the well-appointed 1080 sqft home featuring 2-bedrooms and 2 baths, perfect for hosting family and friends or simply enjoying a peaceful coxy lifestyle. The kitchen is boasting sleek NEW REFRIGERTOR (2026) and newer stainless-steel appliances, including dishwasher, and range. Just off the kitchen, the living/dining room area and family room are warm and inviting spaces to unwind or entertain, NEW LIGHT FIXTURES AND FANS THROUGH-OUT HOME. The primary bedroom is a serene, complete with a walk-in closet and laminate flooring, offering abundant storage space and a quiet, restful environment. The guest bedroom, also featuring laminate flooring, provides comfort and privacy for visitors or can serve as a versatile space for hobbies or an office, WITH WALK-IN CLOSET. Complementing the living space is a carport AND SITTING AREA TO RELAX with an attached storage laundry room, (NEW DOOR) ensuring convenience and practicality with a newly installed electrical panel upgrade in 2023 featuring storm surge protection for peace of mind. Residents of Lake Conley enjoy exclusive access to a range of exceptional community amenities designed to enhance leisure and active living. Bask in the Florida sunshine at the heated community pool, engage in friendly matches at the shuffleboard courts, or take advantage of the boat ramp for days spent exploring the serene waters. The clubhouse is a vibrant hub for social events and gatherings, fostering a strong sense of community among neighbors. Conveniently located, this home is just a short distance from local dining, shopping, and entertainment options, It’s more than a house; it’s a lifestyle promising relaxation, community, and adventure. Don't miss the opportunity to make this delightful residence your own. Schedule a viewing today and envision the vibrant, fulfilling lifestyle that awaits you!

Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)

Listing Agent: Deborah Roy, Pa (727-612-8757)

Remarks: 9K PRICE REDUCTION!!! NO HOA!!! Welcome to your Holiday home retreat! Nestled against a conservation-lot along the canal, you'll enjoy peaceful nature views and abundant wildlife right from your backyard while enjoying the privacy of no rear neighbors, a true rarity at this price point. This beautifully maintained 3-bedroom, 2-bath, 1-car garage + extra wide driveway, screened lanai, and fully fenced home offers 1,462 square feet of comfortable Florida living. Inside, you'll find a bright, functional floor plan with a living room and dining area, a versatile family room or office space, and three generously sized bedrooms with two full baths. Step outside to your own secluded oasis featuring an inground pool enclosed by a screened lanai — ideal for year-round entertaining, weekend cookouts, or simply relaxing in the Florida sunshine in total comfort. Major-ticket items are already taken care of: new impact windows and sliding glass door installed in 2025. Roof, HVAC and pool pump 2016, plus a brand-new 2026 water heater - move in with confidence and skip the costly upgrades. Best of all - NO HOA and NO CDD fees! Access the Coastal Anclote Trail right from the neighborhood and bike to the Anclote River Boat Ramp and fishing pier or connect to the Pinellas Trail in Tarpon. Just a short drive to Fred Howard Park, white-sand beaches, and the scenic causeway. You're also minutes from historic Tarpon Springs Sponge Docks, fantastic Greek dining, shopping, golf, and all the charm the Nature Coast has to offer. Homes like this — with a pool, conservation lot, no HOA, — don't come along often. Schedule your private showing today before it's gone!

Listing is courtesy of: REALTY ONE GROUP ADVANTAGE (813-909-0909)

Listing Agent: Vickie Mitchell (813-625-7525)

Remarks: Under contract-accepting backup offers. Welcome to 4344 Oak Bluff Avenue in Holiday, Florida — a beautifully updated home offering comfort, flexibility, and peace of mind with major improvements already completed. This move-in-ready property features an oversized primary suite that provides the perfect private retreat with plenty of space to relax and unwind. The fully finished garage is a standout feature, complete with its own mini-split air conditioning system, making it ideal for a home office, gym, workshop, game room, or additional entertainment space. Recent big-ticket updates include a newer HVAC system, roof, and fencing, all approximately two years old, giving buyers confidence and reducing future maintenance concerns. Whether you're looking for extra living space, a functional work-from-home setup, or simply a well-maintained property with modern upgrades, this home delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and Florida's beautiful Gulf Coast beaches, this is an opportunity you won't want to miss. Schedule your private showing today your home awaits!

Listing is courtesy of: HOMEXPRESS REALTY, INC. (813-641-2500)

Listing Agent: Chris Gonzalez (813-391-3774)

Remarks: Under contract-accepting backup offers. NEW ROOF JUST PUT ON AUGUST 2025,NEW FANS, AND THE INSIDE PAINTED! NEWER ELECTRIC, WINDOWS, WATER HEATER, AND AN 11 YEAR OLD AC THAT HAS BEEN INSPECTED AND WORKS GREAT ! THE POOL HAS HAD NEW POOL EQUIPMENT PUT IN JUNE 2026! CHARMING 2-BEDROOM 2-BATH POOL HOME WITH STUNNING VIEWS OF LAKE BELCHER. IT DID NOT FLOOD DURING THE STORMS LAST YEAR AND HAS ENDLESS POTENTIAL! THIS IS A RARE OPPORTUNITY TO HAVE A DEEP WATERWAY RIGHT OUT OF YOUR BACK DOOR WITH NO FLOOD INSURANCE REQUIRED THAT GOES ALL THE WAY TO ANCLOTE FOR UNDER 350,000 DONT PASS THIS ONE UP! THIS SPACIOUS 2278 SQ FT HEATED HOME SITS ON A GENEROUS, FENCED, QUARTER ACRE LOT AND OFFERS THE PERFECT BLEND OF CONVENIENCE,COMFORT, AND OPPORTUNITY. FEATURING TWO MASTER SUITES AND A SPLIT - BEDROOM FLOOR PLAN, THIS PROPERTY BOASTS A LARGE PATIO WITH BEAUTIFUL VIEWS AND FRUIT TREES,CREATING A SERENE OUTDOOR RETREAT. WHILE THE HOME NEEDS SOME COSMETIC UPDATES INSIDE AND ON THE POOL, IT HAS GREAT BONES AND ENDLESS POTENTIAL TO ADD ANOTHER BEDROOM OR TWO AND MAKE IT YOUR OWN.THE PRIME LOCATION ENSURES AN EASY COMMUTE TO PINELLAS AND HILLSBOROUGH COUNTIES. JUST MINUTES FROM BEACHES, SHOPPING, AND ENTERTAINMENT,THIS HOME IS PERFECT FOR THOSE LOOKING TO ENJOY FLORIDA LIVING AT ITS FINEST. DONT MISS THIS INCREDIBLE OPPORTUNITY - SCHEDULE YOUR SHOWING TODAY!

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

Listing Agent: Jeanine Affetto (727-967-4487)

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. 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: Discover this UPDATED and meticulously maintained corner unit in the serene 55+ gated community of Tahitian Gardens. This 2-bedroom, 1 and 1/2 bath residence is ideal for both part-time and full-time living in Florida. Step into the living room and appreciate the cross-cut tile flooring, open floor plan, and abundant natural light. The kitchen boasts updated cabinets, a spacious dining area, and stainless-steel appliances. The main bathroom features a full-sized walk-in shower and additional storage cabinets. Other enhancements include storm windows, a large washer/dryer, newer roof and an updated electric panel. Enjoy a partial lake view from your private patio. Tahitian Gardens offers amenities such as a heated swimming pool, shuffleboard courts, and two community buildings for a variety of activities and events. Located near Tarpon Springs' historic district, shopping, dining, and Florida's beaches. This home is a testament to the owner's pride and meticulous care. Schedule your viewing today.

Listing is courtesy of: COASTAL FLORIDA REAL ESTATE (727-471-9115)

Listing Agent: Michael Mcauley (727-471-9115)