Homes For Sale in Holiday 34691 - 237 homes

Remarks: Wait… a house that can help pay your mortgage?! Yes, THIS is it! Welcome to Holiday, FL — the kind of property that makes you say, “Why didn’t I find this sooner?” This isn’t just a home… it’s a smart move. You get a 4-bedroom, 3-bath setup with a twist: -Live in the 3-bedroom, 2-bath main home -Rent out the separate 1-bedroom, 1-bath unit Let someone else help cover your payment (not a bad deal, right?) And yes — it even has TWO separate driveways, so everyone gets their own space. No awkward parking negotiations. Now let’s talk upgrades (because we know that’s what you really care about): -All new appliances — shiny and ready -Fresh paint inside & out — smells like a new beginning -Move-in ready — no “weekend projects” waiting for you Whether you want extra income, space for extended family, or just like the idea of owning a flexible property — this one delivers. Located in Holiday, you’re close to parks, shopping, dining, and just a quick drive to the Gulf beaches. Translation: your weekends are officially upgraded. Perfect for smart buyers, house hackers, or anyone who likes the idea of living for less (or maybe even free) Bottom line: It’s a home AND an opportunity — and it won’t sit around waiting. Come see it before someone else is already collecting rent!

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

Listing Agent: Bao Tran (713-294-1723)

Remarks: Virtually Staged. LAKEFRONT LIVING REDEFINED. Discover your private sanctuary on the shores of Lake Conley. This isn't just a 3-bedroom home; it’s a front-row seat to Florida’s famous sunsets. Freshly reimagined in 2026, this residence blends mid-century charm with contemporary sophistication. The sprawling 0.28-acre lot boasts 90 feet of direct water frontage, perfect for morning coffee on the lawn or evening relaxation by the water. Inside, the open-concept layout flows effortlessly toward the lake views, featuring high-end finishes and a master suite designed for tranquility. Don't just buy a home—buy the lake life you’ve been dreaming of. new bath, feb 2026 new appliances 2026, garbage disposal 2026, water heater 2023

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Angelique Blake (248-808-9399)

Remarks: Welcome to this 2-bedroom,1-bath home located in the heart of Holiday! This well-maintained residence offers approximately 1,004 sq. ft. of living space with a functional floor plan designed for comfortable everyday living. The home features a bright living area filled with natural light, a practical kitchen and generously sized bedrooms. Ceramic tile throughout for easy maintenance. Enjoy the spacious backyard-perfect for entertaining, pets or future outdoor upgrades. Conveniently located near shopping, dining, parks and just a short drive to Gulf Coast beaches. Easy access to Pinellas County! Don't miss this affordable opportunity to own a piece of Florida living!

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

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

Remarks: Welcome to this move-in ready two-bedroom, one and a half-bath condo in the desirable 55+ gated community of Tahitian Gardens. The open-concept layout offers a bright, inviting atmosphere, with a spacious primary bedroom with a large closet. Recent updates include laminate flooring throughout and fresh paint on all interior walls and doors. Enjoy the convenience of in-unit laundry, tinted windows, and a dedicated parking spot close to your doorstep. Tahitian Gardens is a well-maintained community with access to amenities including a clubhouse, heated pool, recreation center, shuffleboard, and more. Relax on your patio with scenic views or walk across the street to the lake and fountains. Shopping, dining, and entertainment are nearby. It is just a short drive to the Tarpon Sponge docks, Sunset beach and the beach at Fred Howard Park. Tampa and St. Petersburg airports are less than 45 minutes away. Easy to see, schedule your showing today!

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

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

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: Under contract-accepting backup offers. 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: Don't miss out on this opportunity! LOCATION! LOCATION! LOCATION! This home is located in beautiful Holiday Lakes Estates, Just minutes from the beautiful Tarpon Springs Sponge Docks, beaches, and Pinellas County Line. You will be delighted at the amount of space this home offers. There is ample room here with this 4 Bedroom, 2 bath home! Bring your pets, the backyard is fully fenced. Recently updated with hurricane rated windows in 2021 as well as HVAC 2021. Call Today!

Listing is courtesy of: MCPEAK REAL ESTATE FIRM (813-495-3875)

Listing Agent: Jim Mcpeak (813-495-3875)

Remarks: Under contract-accepting backup offers. Welcome to 2012 Hilo Drive in the sought-after 55+ GATED community of Lake Conley! Situated on a desirable corner lot, this beautifully renovated and fully furnished 2-bedroom, 2-bath home offers a bright open-concept floor plan designed for comfortable everyday living and easy entertaining. The inviting interior features updated finishes throughout, a spacious living and dining area, and the convenience of an inside laundry area. Enjoy the vibrant Lake Conley lifestyle with access to an active clubhouse, community pool, shuffleboard courts, and a full calendar of social events, including popular line dancing gatherings. Residents also enjoy lake access for fishing and boating, creating endless opportunities for recreation right within the community. Ideally located just 9 miles from Fred Howard Park, 6 miles from the historic Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home places you close to beautiful beaches, dining, shopping, entertainment, and travel conveniences. Whether you're looking for a year-round residence or a seasonal retreat, this move-in-ready home offers the perfect blend of comfort, community, and convenience. Just bring your suitcase and start enjoying everything Lake Conley has to offer. Schedule your private showing today!

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

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

Remarks: Welcome to your turnkey coastal retreat in the highly desirable Gulfwinds community, where homes rarely become available and the Florida lifestyle takes center stage. This spacious 4-bedroom, 3-bath home offers over 2,600 square feet of living space with a bright open layout, soaring ceilings, and a functional split-bedroom floorplan designed for both everyday living and entertaining. Located in an X flood zone where flood insurance is typically not required, this move-in ready home combines peace of mind with comfort and convenience. Inside, you'll find an open-concept living area, solid wood cabinetry, solid surface countertops, walk-in closets, and a spacious kitchen that flows seamlessly into the main living spaces. The home also features a 3-car garage, hurricane shutters, irrigation system, indoor laundry room, and comes turnkey furnished for an easy move right in experience. Perfectly positioned just minutes from historic downtown Tarpon Springs and the famous Sponge Docks along the Anclote River, this location offers the ideal blend of laid-back coastal charm and everyday convenience. Enjoy quick access to local restaurants, boating, waterfront parks, golf cart rides through the neighborhood, nearby Gulf beaches, and the scenic Coastal Anclote Trail connecting you to parks, nature, and downtown Tarpon Springs. Local schools are also just a short walk away, making this an ideal setting for full-time residents, seasonal owners, or anyone looking to enjoy the best of Florida living. Whether you're looking for more space, a low-maintenance Florida home, or a peaceful coastal community close to it all, this property delivers. Schedule your private showing today!

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

Listing Agent: Sheri Harris (609-462-8358)

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: Welcome to the established and friendly Holiday Lake Estates community, a quiet residential neighborhood just a stroll from the Anclote River and Gulf Coast beaches. This charming home features 3 bedrooms, 2 bathrooms, and a convenient 1-car garage. With some recent updates and 1558 sq. ft. of living space, the home offers a comfortable floor plan perfect for families or those seeking serene Florida living. Enjoy proximity to local parks, fishing, and boating, with easy access to shopping, dining in Tarpon Springs. The spacious backyard provides the perfect space for outdoor relaxation or entertaining. Don't miss this opportunity to own this beautiful property!

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

Listing Agent: Corey Auld (727-657-7977)

Remarks: Price Adjustment on this Charming 3-Bedroom Home in Holiday Lake Estates – Close to Tarpon Springs! This 3-bedroom, 2-bathroom home with a 1-car garage sits on a desirable corner lot, just a short drive from historic Tarpon Springs and the famous Sponge Docks. Enjoy local events, waterfront dining, and easy access to Pinellas County. Featuring a newer solar panel system (2021, owned) and new roof (2023), this home offers energy efficiency and long-term savings. The spacious, fully fenced backyard includes an 8x10' vinyl shed and double gates, making it perfect for storing a trailer or boat. Additional updates include a newer AC (2020), 200-amp electrical panel (2021), and water heater (2020). Grab the sunscreen and hit the beaches, this home has an ideal location that can't be beat!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Jessica Macmichael (727-871-2638)

Remarks: BRAND NEW ROOF BEING INSTALLED BEFORE CLOSING, CURRENTLY BEING SCHEDULED ***This well-maintained 3 bedroom, 2 bathroom manufactured home offers comfortable living with an inviting open layout designed for both everyday living and entertaining. Situated on a spacious corner lot, the home provides a bright and airy feel with plenty of room to spread out. Enjoy the added bonus of a large porch, perfect for relaxing with your morning coffee or enjoying Florida evenings. Best of all, there are NO LAND OR LOT FEES, giving you the value and freedom of owning the land. Whether you’re looking for a primary residence, seasonal home, or investment opportunity, this property offers space, functionality, and affordability in one attractive package.

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

Listing Agent: Nichole Para (727-480-1661)

Remarks: Welcome to this beautifully updated 3-Bedroom, 2-bathroom, 2-car garage home in the heart of Holiday and close to the Gulf of Mexico! This move-in ready property features stylish upgrades throughout, including remodeled bathrooms in May 2026, and a beautifully updated kitchen designed for both functionality and style. Split bedroom plan and primary bedroom has a large primary bathroom suite featuring a Jacuzzi tub, walk in shower, open shelving, closet, and a large vanity. Enjoy new flooring throughout home, new A/C & Heat 5/15/2024, new water heater 6/2024, roof was replaced in 12/28/2021. The open and inviting layout offers comfortable living spaces filled with natural light, perfect for everyday living or entertaining guests. Step outside to enjoy the spacious yard with plenty of room to relax, garden, or create your own outdoor oasis. There is a large Florida room/Lanai, which is covered, screened in, with ceramic tile floors. Conveniently located near shopping, dining, parks, medical, and Gulf Coast beaches, 5 minutes to Tarpon Springs, 10 minutes to Palm Harbor, 18 minutes to Clearwater, 30 minutes to Tampa airport, this home combines comfort, convenience, and value. Don’t miss your opportunity to own this tastefully updated Florida home! Owner is Motivated!

Listing is courtesy of: RE/MAX SUNSET REALTY (727-863-2402)

Listing Agent: Dawn Fox, Pa (727-271-4948)

Remarks: Under contract-accepting backup offers. WATERFRONT LIVING IN A BEAUTIFUL 55+ COMMUNITY! Welcome to easy Florida living in this spacious and well-maintained second-floor condo offering peaceful water views, natural light, and nearly 1,115 sq ft of comfortable living space. This 2-bedroom, 1-bath residence combines comfort, privacy, and convenience in one of Holiday’s desirable 55+ communities. Being on the second floor comes with some wonderful advantages — enjoy elevated lake views, added privacy, more natural light, and peace of mind with no foot traffic directly outside your windows or patio. One of the standout features is the oversized Florida room offering over 150 sq ft of additional living space — large enough to create a cozy sitting area, reading nook, home office, or even an extra entertaining space while enjoying the serene water and fountain views. Inside, you’ll find a spacious layout with a large living and dining area, an eat-in kitchen nook, updated flooring in the kitchen nook and patio area, and a beautifully updated shower enclosure in the bathroom. The condo also includes in-unit laundry with newer Samsung washer and dryer for everyday convenience. A BRAND NEW AC was installed in 2025, and the building roof was replaced in 2019. This unit also comes with its own private storage shed conveniently located downstairs beneath the unit — perfect for beach gear, tools, bicycles, or seasonal items. The community offers fantastic amenities including a heated pool, clubhouse, pickleball court, plenty of guest parking, and covered assigned parking. The HOA fee covers water, sewer, trash, cable, internet, exterior maintenance, and more — leaving you with very little to worry about besides your electric bill. Conveniently located near shopping, restaurants, beaches, golf courses, and the famous Tarpon Springs Sponge Docks. Move-in ready and full of charm — come enjoy the relaxed Florida lifestyle you’ve been waiting for!

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

Listing Agent: Yulia Entina (781-913-3500)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful pool home in Gulf Trace where tranquility meets the comfort of being home! Truly well cared for and immaculate best describes this residence featuring magnificent curb appeal with tropical landscaping and an open floor plan with towering ceilings featuring 3 bedrooms PLUS A HOME OFFICE/ STUDY, 2 baths and 2 car garage. Step thru the front door to an elegant living and formal dining area with views of the beautiful paver deck heated pool and the outdoors, the kitchen is an absolute delight with its extensive cabinetry and granite tops while over looking a spacious breakfast nook and a cozy family room with a gas fireplace, ideal for family and friends to gather and enjoy. Walls of sliders to the pool and additional windows create filtered day lighting. The popular split bedroom plan features 2 large guest bedrooms, one with a built-in desk/ Murphy queen size bed). The owners primary suite is spacious overlooking the expansive outdoors and pool area and comes with 2 walk-ins and a beautiful master en-suite that has it all!. Upgrades include whole home solar panels, a solar heated pool, paver decking at the front entry, entire driveway and the pool area, some updated floorings and appliances, a water softener, a security system, a newer roof, a brand new pool sweeper and much more! Ample closet space, a nice sized laundry room, built-ins for additional storage too. The pool area is a tropical oasis and the perfect spot to relax and enjoy swimming all year round with a large covered area for dining and a wall of tropical plants and trees for the ultimate privacy. Gulf Trace is centrally located with great proximity to nature parks, walking trails and the Gulf of Mexico as well as the county recreation center and major throughways and conveniences of shopping and dining.

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

Listing Agent: Raymonda Abunassar (727-504-1560)

Remarks: Under contract-accepting backup offers. Virtually Staged. Tucked along the shores of Lake Conley, this turn key 2 bedroom, 2 bathroom home feels like the kind of place where mornings start slow with coffee on the porch and evenings end around the fire pit or swinging by the water under the stars. From the moment you arrive, the covered front porch with its welcoming bench invites you to sit down, relax, and stay awhile. Inside, natural light pours through the generous-sized rooms, creating a bright and cheerful feel throughout the home. The kitchen is both stylish and functional, featuring quartz countertops, abundant cabinetry, all stainless appliances included, and even a brand new microwave! The spacious primary suite offers its own private ensuite bath, while the inside laundry room adds everyday convenience. Step out back and discover the true heart of the property. The backyard is a little slice of Florida paradise with a mature mango and banana trees, a charming gazebo with swing, screened back porch, cozy fire pit area, and a brand new crushed concrete seawall overlooking the lake. Whether you're entertaining friends, gardening, fishing, or simply unwinding after a long day, this fenced backyard was made for making memories. Complete with a one-car garage and a 2025 roof, this move in ready home blends comfort, charm, and waterfront living into one special package! Also a great investment option for short or long term rental!

Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)

Listing Agent: Traci Pearson (253-318-4756)

Remarks: Serene Pinewood Villas neighborhood with low HOA just $50 a month and 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. New ceiling fans. 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: Virtually Staged. Affordable, updated, and ready for you! This move-in ready 3-bedroom, 2-bath home in Holiday, FL is a great opportunity for first-time homebuyers or investors. The home has been remediated following previous flood damage and renovated with numerous upgrades, including a new roof, new appliances, upgraded electrical panel, updated plumbing fixtures, new insulation, fresh drywall, and interior paint. Mold remediation was completed prior to renovation. Inside, the open-concept layout and ceramic tile flooring throughout create a clean, low-maintenance living space. Additional features include a one-car garage and a fully fenced backyard, perfect for relaxing, entertaining, or pets. Located just minutes from shopping, dining, parks, and beautiful Gulf Coast beaches, this home offers both convenience and value. Don’t miss this opportunity, make your appointment today!

Listing is courtesy of: ELLIOTT COASTAL REALTY LLC (727-576-4663)

Listing Agent: Linda Elliott (727-455-6743)

Remarks: 2153 Barracuda Court is a 3-bedroom, 2-bath villa with 1,740 square feet of single-story living — and it shows beautifully in person. Three solar tube skylights and vaulted ceilings make the space feel open and bright in a way that photos honestly don't do justice. Engineered hardwood floors run throughout, and the split floor plan keeps the primary suite tucked away from the guest bedrooms — a layout that works equally well for full-time living, part-time seasonal use, or working from home. Out back is where this home really sets itself apart. The screened lanai opens to a fully fenced backyard with an extended brick-paver patio — private, low-maintenance, and the kind of outdoor space you'll actually use year-round in Florida. The major systems have been updated: HVAC 2019, water heater 2022, whole-house surge protector 2022, water softener included. The HOA covers lawn care, exterior painting, cable, internet, and roof maintenance — with a scheduled replacement in 2027 at no cost to you. Residents also enjoy access to the community's resort-style pool, perfect for those Florida afternoons when you just want to relax without leaving the neighborhood. Flood Zone X, so no flood insurance required. Two-car garage. The location here is genuinely hard to beat at this price point. You're minutes from the Tarpon Springs Sponge Docks, Anclote River Park with direct Gulf water access, area beaches, marinas, local restaurants, medical facilities, and everyday shopping. Clearwater and Tampa are both an easy drive — everything that makes this corner of Florida worth living in is right outside your door. A preferred lender rate buydown is available to qualified buyers, reducing your monthly payment in the first year of ownership — ask the listing agent for details. Schedule your private showing today. This one is worth seeing in person.

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

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