Holiday Homes For Sale & Real Estate - 327 homes

Remarks: Virtually Staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and updated major systems including HVAC and water heater. Step outside to your private in-ground pool—perfect for relaxing or entertaining. The converted garage offers additional flexible living space for a home office or bonus room. Situated on a corner lot with no HOA. Come see this home today, you'll love what it has to offer!

Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)

Listing Agent: Philip Shaw (407-312-7366)

Remarks: Experience the perfect blend of comfort and style in this updated turnkey-ready home. Boasting a spacious open-concept layout, the interior features beautiful hardwood and tile flooring throughout. Enjoy the freedom of NO HOA in this meticulously maintained residence. Relax in a private, fully screened outdoor space featuring an in-ground pool and a covered back patio, perfect for entertaining. The home includes a fireplace, ceiling fans, and central electric heat/air. Connected to public water with a private septic system, this gem is truly move-in ready!

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Virtually Staged. Zero-down programs may be available; for qualified buyers. Welcome to your remodeled coastal retreat in Holiday, Florida, just moments from the Gulf of America's stunning beaches. This home is not in a flood zone. This immaculate property boasts a spacious open concept, perfect for modern living and entertaining. Step into an astonishing family room complete with a cozy fireplace, ideal for moments of relaxation and gathering with loved ones. The kitchen is a chef's dream, featuring a beautiful island with quartz countertops and stainless-steel appliances. Don't miss out on this opportunity to own a piece of paradise. Whether you are looking for a vacation gateway or a permanent residence. This home offers unparalleled peace and tranquility in a prime coastal location. Embrace the ultimate in Florida living. Buy your home today and start enjoying this coastal gem today. Down payment assistance might be available for qualified buyers. This property is not in a flood zone.

Listing is courtesy of: SUNSET LAKES REALTY, LLC. (786-234-7349)

Listing Agent: Lazaro Borrego (786-234-7349)

Remarks: Virtually Staged. Your search for your perfect piece of paradise is over! This SPACIOUS 2 bedroom, 2 bathroom villa offers a prime LOCATION and many UNIQUE FEATURES that are hard to find. Just minutes from some of Florida’s top beaches and dining, this ONE LEVEL condo features quick and easy access from your own covered parking spot. END UNIT has an abundance of windows letting in that gorgeous Florida sunshine. Enjoy WATERFRONT views from your enclosed patio, which is the perfect spot to savor your morning coffee while watching sandhill cranes begin their day. Step inside your new home to find a freshly painted, inviting interior featuring VAULTED CEILINGS and a spacious open living room and dining room, giving you plenty of space to relax or entertain. Just off the dining room is a breakfast nook and well-appointed kitchen designed for both functionality and style. Featuring ample cabinetry, abundant counter space, and a breakfast bar that opens to the dining room. Just off the kitchen, you’ll find your own WASHER AND DRYER which is another rare find in most villas. When it’s time to retire, the SPLIT FLOOOR PLAN provides privacy for everyone. The primary suite offers a peaceful retreat overlooking the backyard pond and features a large en-suite bathroom. Before entering the bathroom, you’ll find a separate vanity area adjacent to a spacious walk-in closet. The bathroom features a walk-in shower, double vanity and linen closet. The guest bedroom is thoughtfully positioned on the opposite side of the home, adjacent to a full bath with tub/shower combo. You will find tons of STORAGE inside and outside the villa giving you even more square footage for your stuff. This vibrant 55+ community has a beautifully maintained pool, clubhouse, shuffleboard, and landscaping for your year-round enjoyment. Also included in the low HOA fee is cable, Wi-Fi, water, trash/sewer, exterior maintenance, including lawn and pest control, allowing you to spend more time enjoying the Florida lifestyle. Additional features include, A/C (2024), Roof (2017), Water Heater (2017), Hurricane Shutters. This condo was high and dry in the last hurricane and is not located in a flood zone. Schedule your private showing today and start living the Florida dream! * Some photos have been digitally enhanced/staged to help you bring your true Florida living vision to life.

Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)

Listing Agent: Lisa Dundas (727-515-3900)

Remarks: Under contract-accepting backup offers. Virtually Staged. Introducing 4808 Bonton Drive, a move-in-ready 2-bedroom, 1-bathroom home offering affordability, flexibility, and peace of mind. All with no HOA fees and no flood insurance required. As you pull into the driveway, you’ll immediately appreciate the inviting curb appeal, spacious front yard, and welcoming covered entry. Inside, the home features a bright and functional layout with tile flooring throughout, generous living spaces, and an enclosed Florida room that provides valuable additional square footage. Whether you need a home office, family room, fitness area, or playroom, this versatile space adapts to your lifestyle. The kitchen offers ample cabinet and countertop space, a large farmhouse-style sink, and views of the backyard, while both bedrooms are comfortably sized with built-in closets and abundant natural light. The updated bathroom features modern finishes and a clean, contemporary feel. Step outside to enjoy the covered and screened patio overlooking a fully fenced backyard that's perfect for pets, entertaining, gardening, or simply enjoying Florida’s beautiful weather. With plenty of room to add a fire pit, outdoor dining area, or play space, the backyard offers endless possibilities. The attached one-car garage provides additional storage and includes a laundry area with utility sink. Conveniently located near shopping, dining, medical facilities, parks, schools, and Gulf beaches, this home offers easy access to everything the area has to offer. Whether you’re a first-time homebuyer, seasonal resident, downsizing, or looking for an investment opportunity, 4808 Bonton Drive delivers exceptional value, a functional floor plan, and a backyard you’ll love to enjoy year-round.

Listing is courtesy of: ABBAS REALTY GROUP LLC (727-479-8560)

Listing Agent: Despoina Marangidou (475-312-7344)

Remarks: Virtually Staged. Beautifully updated 2 bedroom, 2 bathroom home offering a clean, modern feel with thoughtful upgrades throughout. Wood grain gray ceramic tile flooring runs throughout, creating a cohesive and low maintenance living space. The open kitchen features beautiful cabinetry, stainless steel appliances, and a functional layout that flows seamlessly into the main living area, ideal for everyday living and entertaining, while natural light fills the space and enhances the home’s bright and inviting atmosphere. The primary bathroom has been fully renovated with modern finishes, including an updated vanity and contemporary fixtures. A second bathroom is located within the garage space, providing added convenience and flexibility. An oversized one car garage includes a wall mounted mini split system, and an additional mini split unit is installed in the primary bedroom, offering enhanced comfort and efficiency. Enjoy a covered front porch with a unique curved architectural design, adding character and curb appeal. Move in ready with a fresh, modern aesthetic throughout, conveniently located close to the coast, and includes a transferable American Home Shield home warranty for added peace of mind. American flag and flagpole shown in photos are no longer on the property.

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

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

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: Fully Remodeled Move In ready Corner Lot 3 beds 2 baths home in the heart of Holiday, FL. ZONED MIXED USE - COMMERCIAL OR RESIDENTIAL. Walk into a spacious and bright living room area. House features a brand new kitchen with granite counter top, brand new stainless steel appliances. Both bathrooms have been fully remodeled. Entire house flooring has been upgraded to luxury vinyl plank flooring that is scratch and water resistant for easy and quick maintenance. Large fenced in yard that is perfect for pets and for entertaining. Due to dual zoning, property can beused for variety of businesses, with ample parking spots upfront and large driveway. House is located close to major highways and roads, close to all amenities, grocery stores. It is short drive to Florida's best beaches and Tampa International Airport or St. Pete/Clearwater airport. This one has it all, Book a showing today!!

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

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

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: Cash or hard money preferred. Financing may be available with a substantial down payment. Serious inquiries only. Why rent when you can own, Newly updated 3/2 home on an oversized lot with no HOA and no land lease—you own the land with no restrictions! NO FLOOD ZONE! This unique income-producing property features a separate mother-in-law suite with its own entrance, making it ideal for long-term or short-term rental opportunities. Recent updates include a new kitchen, remodeled bathrooms, new doors and windows, updated flooring, fresh interior paint with knockdown texture, upgraded electrical system, newer appliances, water heater, private vinyl fencing, inspected drain field, and mini-split A/C system. The spacious lot offers ample parking and room for family gatherings. The property also includes a fully functional fifth-wheel RV with electric, water, and sewer connections already in place. The RV is set up as a comfortable living space comparable to a one-bedroom apartment, making it perfect for snowbirds, guests, or additional rental income. Live in one unit and rent the other two, or maximize income by renting all three living spaces. Potential rental income of approximately $3,000 monthly. Schedule your showing today and discover the income potential and flexibility this unique property has to offer!

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

Listing Agent: Fanika Janko (727-437-6752)

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: 3 bedroom 2 bath home in Buena Vista Manor. Parking for 2-3 cars. 2 additional storage units in back yard. All fenced. Very nice trex decking patio off kitchen and dining area in back yard great for BBQ'ing and more!. Very spacious unit ready for its next owner.

Listing is courtesy of: 1% LISTS CENTRAL FLORIDA (727-967-9779)

Listing Agent: Mike Delgrande (727-967-9779)

Remarks: Under contract-accepting backup offers. Welcome home to 1623 Plum Tree Rd, a beautifully updated and truly move in ready located in a no flood insurance required area. This charming 2 bedroom, 1 bathroom home with a 1 car garage has been thoughtfully renovated from top to bottom. Roof 2022, AC 2023, Water heater 2021, Garage door 2022, Electrical panel 2017,brand new flooring throughout installed in 2026 along with fresh interior paint completed in 2026, creating a clean modern feel the moment you walk in. The bathroom has been completely remodeled with tasteful finishes that elevate the space and add a touch of modern comfort. Step outside to a screened lanai, perfect for relaxing, entertaining, or enjoying Florida evenings in comfort. This home will not last long, Schedule your showing today!

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

Listing Agent: Zayna Malasi (727-248-0091)

Remarks: Under contract-accepting backup offers. Welcome to a warm and inviting home with great bones, thoughtful upgrades, and endless potential to make it your own. Whether you’re searching for your first home, a peaceful place to retire, the perfect downsizing opportunity, or a smart investment property, this charming residence offers comfort, value, and flexibility for every stage of life. Located in the quiet and established Forest Hills community of Holiday, this move-in ready 2-bedroom, 1.5-bath home features a functional layout, indoor laundry, and a versatile Florida room perfect for entertaining, relaxing, working from home, or creating additional living space. Major improvements have already been completed for peace of mind, including a NEW roof (2024), AC system (2021), septic drain field & pump (2026), hurricane-impact front windows (2025), updated insulation, and a new garage door. Step outside and enjoy a private backyard retreat complete with a wood deck, tiki-hut style pavilion, and extra storage space — perfect for enjoying Florida living. Conveniently located just minutes from Gulf beaches, parks, shopping, dining, golf courses, and Lake Diana, this home combines affordability, location, and long-term value at an attractive price point.

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

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

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: BETTER THAN NEW WITH PRIVATE FENCED YARD & DESIGNER UPGRADES | BUILT 2023 | 3-BED | 2.5 BATH | 1634 SQ FT | 1-CAR GARAGE Why settle for a stark, builder-white unit when you can own the most upgraded townhome in the Townes at Darlington? This home is a finished sanctuary, offering a level of privacy and detail that the neighboring base models simply don't have. Skip the $15,000+ project and the wait times, this home features a fully fenced backyard with a vinyl privacy fence, a rare and premium addition to this community. Complemented by front and back landscaping, this is a true private oasis for pets and outdoor living. Forget the standard builder palette. This home has been thoughtfully transformed with: New Paint Throughout: A fresh, modern interior that trades cold builder-white for a warm, inviting atmosphere. Kitchen Upgrades: Brand-new refrigerator, upgraded modern faucet, and granite countertops. Primary Suite Retreat: The master bath has been elevated with premium glass shower doors for a sleek, spa-like feel. Detailed Finishes: New designer dining light fixture and updated fixtures throughout that set this unit apart. With 1,634 sq. ft. of open-concept living, this 2023-built, 3-bed/2.5-bath home includes a versatile upstairs loft — perfect for a home office, playroom, or media center. High ceilings, abundant natural light, stainless steel appliances, a convenient upstairs laundry area, hurricane shutters, a 1-car garage, and low HOA fees round out this incredible package. Don't buy a project, buy a finished lifestyle. Schedule your private tour today — the highest-value unit in Holiday won't last long. Welcome home.

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Kendra Fountain (727-420-6791)

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)