Homes For Sale in Holiday 34691 - 242 homes

Remarks: Under contract-accepting backup offers. Welcome to your serene lakeside retreat—a charming two bedroom, two bathroom home nestled right on the waterfront in the heart of Holiday, Florida. NO HOA, NO CDD, NEWER ROOF (2020)! This property boasts historic Florida charm, blending timeless architectural features with modern comforts for a truly unique living experience. Wake up to stunning lake views, relax on your private deck, and enjoy peaceful evenings surrounded by lush mature landscaping. Inside, you'll find thoughtfully preserved details such as classic fixtures and spacious sun-lit living areas that evoke the nostalgia of old Florida. The inviting floor plan ensures easy entertaining, while both bedrooms present tranquil vistas and ample space for unwinding. The UPDATED BATHROOMS provide a touch contemporary convenience. Step outside and embrace the laid-back Florida lifestyle—fish or kayak right from your backyard, host gatherings under the shade of swaying palms, or simply soak up the beauty of the lake. Located just moments from top-rated schools, dining, shopping, and recreation, this home offers both quiet living and exceptional accessibility. With quick access to employment corridors, expressways, and nearby destinations, you can enjoy all the best that Holiday and the surrounding area have to enjoy. Whether you're seeking a weekend getaway or a forever home, this lakefront gem invites you to experience the comfort, character, and convenience you've been waiting for. Discover classic Florida living in a picturesque setting—your dream home awaits!

Listing is courtesy of: PROPERTY HOLDINGS REALTY GROUP (941-704-8059)

Listing Agent: Lindsay Hernandez (813-453-6209)

Remarks: Welcome to 3410 Darlington Rd,  the perfect move-in-ready opportunity for anyone looking for a beautifully updated home without the renovation headaches. This 3-bedroom home features a bright, modern interior with brand new luxury vinyl plank flooring throughout, fresh paint, new light fixtures and other stylish updates completed in 2026. The fully renovated kitchen shines with white shaker cabinetry, stone countertops, attractive tile backsplash, and all new stainless steel appliances, creating a clean and timeless space perfect for everyday living and entertaining. The bathrooms have also been tastefully updated with fresh modern finishes. Major improvements include a new roof in 2024 and HVAC in 2022 for added peace of mind. Enjoy a circular driveway and attached 1-car garage for plenty of parking. This turnkey home combines major updates and affordability all in one package.

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

Listing Agent: Angela Balthazar (727-421-0272)

Remarks: Welcome to 2116 Kona Drive—where modern luxury meets effortless Florida living. This fully renovated 2-bedroom, 2-bath home has been thoughtfully upgraded from top to bottom, with no detail overlooked and no expense spared. Step inside to discover brand-new windows, stunning luxury vinyl flooring throughout, and a beautifully redesigned interior that blends style with functionality. The heart of the home is a chef-inspired kitchen featuring sleek finishes, contemporary design, and premium upgrades—perfect for cooking and entertaining alike. Both bathrooms have been transformed into spa-like retreats, offering a serene and sophisticated escape. Energy efficiency is a major bonus, with FULLY PAID-OFF SOLAR PANELS keeping the average electric bill at an impressively low $30 per month. Located in the vibrant Lake Conley community, residents enjoy an active and welcoming lifestyle with access to a lively clubhouse, community pool, shuffleboard courts, and a full calendar of social activities including line dancing. Take advantage of lake access for fishing and boating, all just steps from your door. Conveniently situated 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: Enjoy affordable Florida living in the beautiful gated 55+ community of Tahitian Gardens! This well-maintained 2-bedroom, 1.5-bath condo offers comfortable, low-maintenance living with laminate wood flooring throughout, spacious bedrooms, large closets, and the convenience of in-unit laundry. Natural light fills the living spaces, creating a bright and inviting atmosphere. Tahitian Gardens is centered around a scenic lake and offers an abundance of amenities, including a heated swimming pool, clubhouse, shuffleboard courts, walking paths, and a full calendar of social activities such as bingo, arts and crafts, card groups, dances, and community events. Conveniently located near shopping, dining, beaches, and medical facilities, this is the perfect place to enjoy a relaxed Florida lifestyle.

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

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

Remarks: Don't miss out on this 3-bedroom 2-bath home just 2.5 miles from the BEACH and the Ancloe River Park. The home comes with an attached garage and a freshly painted driveway. This cozy house is situated on a tranquil street with beautiful trees in the front and a fenced yard in the back. Behind the fence, you will discover a pond surrounded by breathtaking trees. The roof is new and was installed in 2023. The AC was installed in 2017, and the water heater in 2020. Also, the electrical panel was upgraded in 2023. Great opportunity for a first-time home buyer. Renovated bathrooms, floors, fresh paint throughout, move-in ready. Excellent and convenient location. Nearby bus stop, close to shopping, schools, easy interstate access to beaches, and many other amenities. A spacious backyard has so much potential for adding a mother-in-law suite or making a beautiful garden.

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Zena Bacvic (813-817-5446)

Remarks: Under contract-accepting backup offers. Welcome to 2028 Hilo Drive, a beautifully maintained home located in the sought-after 55+ Lake Conley community of Holiday. This inviting residence offers a perfect blend of comfort, pride of ownership, and classic Florida living, making it ideal for full-time residents, seasonal buyers, or those seeking a relaxed Gulf Coast lifestyle. From the moment you arrive, you’ll appreciate the home’s curb appeal and well-kept appearance. Recent updates include a newly replaced hot water heater and AC improvements, offering added peace of mind for the next owner. Inside, the layout is bright, open, and functional, with comfortable living spaces that flow easily for both everyday living and entertaining. The home has been thoughtfully cared for and is ready for its next owner. Situated in an established neighborhood, this property is conveniently close to shopping, dining, parks, and major roadways. Gulf beaches, boating, fishing, and other popular Florida attractions. The Lake Conley community offers a wide range of amenities, including a heated pool for year-round enjoyment, clubhouse, shuffleboard court, horseshoe court, boat ramp, lakefront dock, and fishing pier. Boat and RV parking is available for an additional fee subject to availability Whether you are searching for a primary residence, or a second home, this home offers excellent value in a convenient Holiday location. Schedule your private showing and see all that this wonderful community has today.

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

Listing Agent: Sigrid Whitehead (877-366-2213)

Remarks: Welcome home to this lovely Four bedroom two bath home with a fantastic front porch and fenced backyard! This property boasts fresh paint and new appliances with ceramic tile throughout. Fantastic oversized one car garage and an oversized driveway make for fantastic parking. This property has the fenced backyard with an additional parking pad on the side of the home for that boat or RV. Come take a look at this home and make it your own today.

Listing is courtesy of: GULF PROPERTY MANAGEMENT LLC (727-639-1949)

Listing Agent: Joel Rodgers (727-639-1949)

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

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

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

Remarks: Experience the best of the Florida lifestyle in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. Offering 1,740 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath residence with a versatile den/office delivers the comfort and functionality of a single-family home without the upkeep. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas—creating the perfect setting for entertaining guests or enjoying relaxed evenings at home. The kitchen shines with 42-inch maple cabinetry, granite countertops, and generous prep space, providing both style and practicality. Retreat to the expansive primary suite featuring a spa-inspired ensuite bath with dual vanities, a soaking tub, walk-in shower, and a large walk-in closet. Additional highlights include a full-size laundry room with utility sink and built-in shelving, as well as a spacious two-car garage with plenty of room for vehicles, beach gear, or recreational equipment. Located within a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash service—allowing you to fully enjoy the amenities, including a resort-style pool and recreation area. Situated in a no-flood zone and just 10 minutes from the iconic Sponge Docks, marinas, parks, and top-rated schools, bike trail connected to the Pinellas Trail. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this villa offers exceptional value and convenience. Schedule your private showing today and discover everything this vibrant community has to offer.

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

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

Remarks: Welcome to your own piece of Florida paradise! Enjoy peaceful water views from your screened-in lanai with this spacious 2-bedroom, 2-bathroom waterfront home with no HOA! Inside you will find ceramic tile throughout, with updates including stainless steel appliances in kitchen, and hurricane proof windows/sliding glass doors. Features also include one car garage and newer Roof / AC. Home is ready for your personal touches – fantastic opportunity in a convenient location near the Coast!

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

Listing Agent: Sherry Merriman (724-494-7727)

Remarks: This charming 3-bedroom, 2-bathroom home with a 1-car garage, features a cute stone façade, an extra-wide driveway offering generous parking, and a sidewalk that adds to the neighborhood’s walkable feel. A covered front entry welcomes you in, accented by decorative wood shake shingles, and a small tiled front porch, perfect for enjoying a quiet moment outdoors. Step inside to a bright foyer with white tile flooring that sets the tone for the home’s clean and comfortable layout. To the right, the living room features wood-look laminate flooring and a large window that fills the space with natural light, creating a warm and welcoming atmosphere. Straight ahead from the foyer, the kitchen and breakfast nook open up with white tile flooring and a functional, airy design. The kitchen is equipped with stainless steel appliances, an open pantry, a small breakfast bar, and a unique pass-through opening above the double sink that connects visually to the adjacent living space—perfect for entertaining or staying connected while cooking. A door from the kitchen provides direct access to the garage for added convenience. Just beyond the breakfast nook, you’ll find a spacious additional room that can easily serve as a formal dining area or a comfortable family room, offering flexibility to suit your lifestyle. The primary bedroom features large square tile flooring, a walk-in closet, and an ensuite bathroom with white cabinetry, a single vanity, and a step-in shower. A second bedroom includes two built-in closets, while the third bedroom offers tile flooring and a built-in closet of its own. The second bathroom is equipped with a step-in shower and grab bars for added accessibility. Sliding glass doors from the family or dining area lead into a large sunroom currently being used as an additional bedroom. This light-filled space features tile flooring and an abundance of windows, making it ideal as a sunroom, guest space, home office, or hobby room. Several exterior windows are fitted with awnings, adding both charm and shade. Out back, the rear yard provides a spacious canvas with plenty of room to add future enhancements such as a garden, expanded patio, outdoor entertaining area, or other custom improvements; ready for you to make it your own. Living in Holiday places you close to Anclote River Park and Anclote Gulf Park for waterfront views, boating, and sunsets, the famous Tarpon Springs Sponge Docks for dining and culture, nearby Gulf beaches for relaxation and fishing, and convenient access to shopping, restaurants, and everyday essentials along US-19. This home offers comfort, flexibility, and a great location to enjoy the Florida lifestyle.

Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (352-686-0540)

Listing Agent: Ross Hardy (352-428-3017)

Remarks: Discover the charm of 1240 Chelsea Ln, located in the heart of Holiday, FL. This inviting house provides a wonderful opportunity for those seeking a residence in this vibrant area. The exterior features a well-maintained facade that exudes a welcoming atmosphere. Set in a desirable location, convenient access to local amenities. While the specific interior details and amenities are not provided, the potential of this home allows for versatile living arrangements. Whether you're looking to personalize a space or enjoy a move-in ready home, this property presents an opportunity to explore the possibilities of life in Holiday, FL. With its accessible location, this house is a great option for anyone looking to enjoy what the area has to accord.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Turn-Key 3 bedroom home with Dual Primary Suites-Ideal for Multi-Generational Living or Income Potential! Welcome to this spacious 3bedroom, 3 bathroom home located in the established Holiday Lake Estates community. Offering 1,667 sqft of living space, this home features a flexible split-bedroom floor plan with two primary suites, making it perfect for multi-generational living, guests, or potential rental income. The interior showcases an open layout with tile flooring, solid wood cabinetry, and a beautifully updated kitchen featuring granite countertops, stainless steel applicances, and a custom backsplash. An eat-in kitchen area provides additional dining space and is ideal for everyday living. Major updates include updated electricial system, tankless water heater, and newer central AC, providing peace of mind for years to come. Situated on a fenced lot with a 1-car attached garage, this property offers both privacy and functionality. With no HOA restrictions, homeowners have added flexibility for personal use or investment. Conveniently located near schools, parks, shopping, dining, and Gulf beaches, this property combines comfort, value, and versatility. Whether you're looking for a primary residence, multi-generational home, or income-producing opportunity, this property checks all the boxes. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

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

Listing Agent: Ron Astorga (407-595-2272)

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

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

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

Remarks: Welcome to 3816 Beacon Square Drive—a charming 3-bedroom, 2-bath single-family home nestled on a generous sized lot, offering serene nature views in the heart of Holiday. This move in ready home is surrounded by abundant outdoor space and palm trees, this home offers a perfect Florida retreat with classic style, that has been impeccably maintained. Inside, luxury vinyl flooring flows throughout, enhancing the home’s timeless appeal. Filled with natural light, the interior is bright, inviting, and truly move-in ready. Thoughtful upgrades blend vintage character with modern comfort. Enjoy the spacious, fully fenced backyard—perfect for pets, gardening, or outdoor gatherings—along with the convenience of a single-car garage for parking or additional storage. Rediscover the essence of a simpler lifestyle in this well-appointed home. In 2019, the home received a new roof, new ductwork and insulation, along with a complete main-house renovation that included a new kitchen, flooring, baseboards, ceiling fans, main bathroom, lighting, doors, and appliances. Since then, additional major updates include new windows and a new garage door in 2023, as well as a new dishwasher and a new AC unit and handler in 2025. The property has also been refreshed with updates to the in-law suite (including new flooring and vanity), main bathroom floor tile, patio improvements, fresh interior and exterior paint, and new toilets throughout. Conveniently located near Gulf beaches, dining, and shopping, and the Beacon Square Civic Association. This property also remained unaffected during the 2024 hurricanes. With solid block construction and a prime location, this home offers exceptional potential—schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)

Listing Agent: Michael Owens (727-204-7204)

Remarks: Welcome to the highly sought-after Lake Conley (Lake Colony), a premier gated 55+ community where you own your land! This beautifully updated 2-bedroom, 2-bathroom manufactured home offers approximately 1,100 square feet of modern living space designed for comfort and the active Florida lifestyle. Step inside to find a spacious, open floor plan featuring fresh interior paint and brand-new laminate flooring throughout. The kitchen is chef-ready with new countertops and a full suite of appliances, including a dishwasher, microwave, range, and refrigerator. The master suite serves as a private retreat with an en-suite bathroom and a generous walk-in closet, while the second bathroom has been tastefully updated with a brand-new shower. For added versatility, the fully enclosed Florida room provides excellent extra living space, and the home is thoughtfully designed to be wheelchair accessible. Major systems offer peace of mind, including a 2017 AC system featuring a brand-new compressor and condenser installed just one year ago. The exterior is equally low-maintenance with durable vinyl siding and a private carport. Life in Lake Conley is as active or relaxing as you choose. With a low monthly HOA, residents enjoy a heated swimming pool, clubhouse, shuffleboard, horseshoe courts, and unique activities like beanbag baseball. Water enthusiasts will love the private boat ramp, fishing pier, and lakefront dock—perfect for catching breathtaking Florida sunsets. This pet-friendly, golf-cart-friendly community is perfectly situated in Pasco County, just minutes from the historic Tarpon Springs Sponge Docks, pristine local beaches, top-tier hospitals, and premier shopping. Don't miss your chance to join this vibrant community!

Listing is courtesy of: SUNBELT REAL ESTATE FLORIDA (727-741-9007)

Listing Agent: Christopher Dufala (727-741-9007)

Remarks: Gulf Coast beaches and the iconic Tarpon Springs Sponge Docks just minutes away. This is the kind of Florida lifestyle first-time buyers dream about, and this home puts it within reach. This 3-bedroom, 2-bathroom home with a 1-car garage sits in a non-flood zone community and offers a comfortable, functional layout with genuine upgrades already in place. The kitchen is already the kind most people renovate toward: soft-close cabinetry, designer granite countertops, and Samsung stainless steel appliances ready to go. The primary suite offers a genuine escape with porcelain tile floors and a stunning designer tile shower. A sprawling 17×10 family room flows off the kitchen, and vinyl and tile flooring ties the whole home together beautifully. The major systems are in good shape — 2016 architectural shingle roof, 2016 AC, and a 2021 water heater. Priced to reflect its current condition, meaning you get a well-located, upgraded home with genuine upside. Affordable, move-in friendly, and steps from everything the Florida lifestyle has to offer. If you’ve been waiting for the right moment to stop renting and start owning, or looking for a second home in the Gulf Coast, this is it. Florida lifestyle. Real value. This is the one.

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

Listing Agent: Michele Strong (727-688-0221)

Remarks: Under contract-accepting backup offers. PRICE REDUCED! OWN THE LAND! NO lot rent! Low taxes and LOW HOA. Lake Conley is a Mobile Home Park, 55+ gated community. A highly desired community for its privacy and MULTIPLE amenities! Limited information on this property. Property does need new flooring. Spacious guest room and large primary bedroom with ample walk in closets! This home has great potential and great natural light! Closest street to clubhouse and amenities! Laundry area is inside storage shed with plenty of open space. Enjoy a fast commute to some of the most beautiful beaches in Florida, nature trails, restaurants, shopping centers and much entertainment! Property does come furnished! Amenities include boat ramp, heated pool, clubhouse, a fishing pier and much more! One small pet, under 25 pounds allowed! Call to see it and to get more information!

Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)

Listing Agent: Analia Leon Figueroa (813-412-0305)

Remarks: Charming 2-bedroom, 1-bath home with additional living space! This lovely property features a spacious living room, a cozy lanai, and modern upgrades including a water heater, electrical panel, and windows all replaced in 2025. The kitchen and main bathroom have been recently remodeled, offering a fresh and updated feel. The property also includes a separate studio-style annex with its own bathroom, providing great flexibility for guests, extended family, or rental income potential. The backyard is fully fenced for privacy and security, and includes a convenient storage shed. Don’t miss this unique opportunity, schedule your showing today!PRICE IMPROVED ON 05/23/26 Incredible value for this move-in ready property in .

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maibel Hernandez (727-267-9244)