Holiday Homes with Sidewalks Community features

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Holiday and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Holiday Homes with Sidewalks Community features

$155,000

2 Beds ⋅ 2 Baths ⋅ TB8542704 MLS ⋅ 3828 BLDG.

Come see this well-maintained 2-bedroom, 2-bath villa-style condo in the desirable Holiday Lake Villas community. This single-story home offers 1,114 square feet of comfortable living space with a practical layout and a number of attractive updates. The kitchen, fully redone in 2025, features bright white cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast area overlooking the front of the home. The spacious living and dining areas feature durable wood-look flooring and open naturally to the enclosed Florida room through large sliding glass doors, creating an additional space to relax, entertain, or enjoy the Florida weather year-round. The Florida room also offers extra INTERIOR storage space that not every home in this community has. This home features all new windows replaced in 2025 as well, for YEARS of peace of mind. Both bedrooms are comfortably sized and offer ample closet space, while the two full bathrooms provide convenience for residents and guests. An interior laundry closet includes a full-size Samsung washer and dryer, and the home also comes with an assigned covered carport space. Outside, the property features a landscaped front entry and a private rear patio area overlooking a grassy common area. Holiday Lake Villas offers a low-maintenance lifestyle with community amenities including a clubhouse, pool, and recreational facilities. Conveniently located in Holiday with easy access to shopping, dining, parks, beaches, and the Tarpon Springs area, this home offers an excellent opportunity for anyone looking for a comfortable Florida residence in an established community.

3828 Sailmaker Lane, Holiday

Listing courtesy of LIPPLY REAL ESTATE. 727-314-1000

$379,999

3 Beds ⋅ 2 Baths ⋅ TB8542232 MLS

Welcome to this well-maintained three-bedroom, two-bathroom home in Holiday, offering a comfortable split floor plan, spacious backyard, and no rear neighbors. A welcoming foyer entry leads into the open-concept living, dining, and kitchen areas, creating an ideal space for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, a walk-in pantry, and a center island with room for meal preparation and casual dining. Tile flooring flows throughout the main living areas, while ceiling fans are found throughout the home for added comfort. Sliding glass doors open to a covered patio overlooking the large backyard, providing plenty of room to relax, play, or enjoy the outdoors. The private primary suite includes an en-suite bathroom with a dual-sink vanity, glass-enclosed shower, and walk-in closet. Two additional bedrooms share a second full bathroom, and a dedicated laundry room adds convenience. Major updates include a 2016 roof, HVAC system, and water heater. Located near a community playground and park and close to a variety of dining options, this home offers a great combination of comfort, convenience, and outdoor space. Schedule your showing today!

3123 Mela Court, Holiday

Listing courtesy of EXP REALTY LLC. 866-308-7109

$134,900

2 Beds ⋅ 2 Baths ⋅ TB8541598 MLS ⋅ 16 BLDG.

Come see this unique opportunity to own in the desirable, 55+ gated community of Tahitian Gardens! This partially furnished corner-unit condominium offers two bedrooms and one-and-a-half baths, making it ideal as a primary residence or second home. The bright, open living area features cross-cut tile flooring and floor-to-ceiling windows that fill the space with natural light. The kitchen flows into a separate dining area. The primary bedroom offers a walk-in closet and half bath, while the main bathroom features a full-size walk-in shower. An included washer/dryer add everyday convenience. Recent improvements include energy-efficient storm windows, a newer roof (2021), and an on-demand water heater (2022). A new AC System was installed in 2016. Relax on the private patio and enjoy a walk around the lake located directly behind the unit. Tahitian Gardens offers an active community lifestyle with a heated swimming pool, shuffleboard courts, two community buildings, arts and crafts, bingo, a bicycling club, and a variety of activities and events. Conveniently located near shopping, dining, Tarpon Springs, Howard Park Beach, and other Gulf Coast beaches, this well-cared-for condo is ready for you. Schedule your private showing today!

4330 Tahitian Gardens Circle Unit A, Holiday

Listing courtesy of COASTAL FLORIDA REAL ESTATE. 727-471-9115

$330,000

3 Beds ⋅ 3 Baths ⋅ TB8539226 MLS ⋅ N/A BLDG.

End-unit privacy, a first-floor primary suite, an expanded screened lanai, no rear neighbors and a wide green backdrop give this 2021-built townhome by Ryan Homes a combination that’s hard to find. Offering 1,813 square feet with 3 bedrooms, 2½ baths, an upstairs loft and an attached 2-car garage, the home pairs a smart two-story layout with thoughtful upgrades inside and out. Enter through the covered side entry into a soft neutral interior where the kitchen opens naturally to the main living and dining areas. Dark raised-panel cabinetry, granite countertops, ceramic tile flooring, and a spacious peninsula with a double-basin sink provide generous prep space, storage, and casual bar seating. Beyond, dramatic ceiling height and clerestory windows give the living and dining areas impressive volume, while multiple windows and sliding glass doors fill the space with natural light and draw the eye toward the greenery outside. The first-floor primary suite is comfortably proportioned for a complete bedroom set plus a sitting area, with neutral carpet, a ceiling fan, and two large windows. A full wall of closet storage is incorporated into the bedroom, while the ensuite bath adds a second walk-in closet, a dual-sink vanity with extensive storage, an oversized mirror, and a glass-enclosed tiled shower. Upstairs, two additional bedrooms share a full bath with a tub/shower combination, while the spacious loft creates valuable bonus space for a home office, media room, library, hobby area, or whatever fits your lifestyle. A dedicated laundry room provides space for full-size appliances and generous shelving. The outdoor living area is one of the home’s standout features. Added in 2021, the covered lanai flows into an extended screened patio, creating distinct spaces for lounging, dining and grilling. A ceiling fan, additional electrical outlets and switches, tropical plantings, and a fenced yard make the space especially usable, while the broad green backdrop creates an open feel at the rear of the home. Practical upgrades include double-pane windows; 3M security film on all windows and the sliding glass door; a Nest smart thermostat; a Vivint security system; GE whole-house water filtration; a Rheem water softener; and a leased Sunrun solar system with battery backup. Garage shelving and a Phantom retractable screen at the front entry add even more everyday function. The Preserve at Gulf Trace includes a community playground and fenced dog park with agility equipment, while the nearby 38-acre J. Ben Harrill Recreation Complex offers tennis courts, athletic fields, basketball, and more. Gulf Coast parks, beaches, Tarpon Springs, the Sponge Docks, shopping, dining and downtown New Port Richey are all within convenient reach, giving this home a setting that feels tucked away without leaving everyday destinations far behind.

3029 Jacob Crossing Lane, Holiday

Listing courtesy of KELLER WILLIAMS SOUTH TAMPA. murraycoleman@kw.com

$550,000

4 Beds ⋅ 3 Baths ⋅ TB8540451 MLS

Welcome to 2309 Swordfish Ave, a beautifully maintained 4-bedroom, 3-bathroom, 2,462-square-foot single-story home situated on a spacious 10,320-square-foot lot in the desirable Gulfwinds community of Holiday, Florida. Offering an ideal combination of comfortable living space, thoughtful updates, privacy, and exceptional outdoor amenities, this home is designed for both everyday living and entertaining. The freshly painted interior features a spacious and versatile floor plan with tile flooring throughout the kitchen, breakfast nook, family room, living room, and dining room. The primary bedroom features attractive wood-look tile flooring, while the three additional bedrooms are carpeted. A dedicated office provides an ideal work-from-home space and features brand-new epoxy-resin flooring. Plantation shutters enhance the windows and sliding glass doors throughout the home. The kitchen offers granite countertops, a backsplash installed approximately two years ago, under-cabinet lighting, and a double-door refrigerator. The washer and dryer are included. The primary suite features an updated bathroom with new granite countertops, new tile, new faucets, a walk-in shower, and a walk-in tub. Additional improvements include a roof approximately three years old, a four-year-old HVAC system that has been recently serviced, and a tankless water heater. Outside, the private backyard is enclosed by a vinyl privacy fence and features a screened outdoor living area with a heated saltwater pool and heated hot tub, each equipped with its own separate pump. A newer double-wide side entrance can provide convenient access for a boat, recreational vehicle, or additional vehicle, subject to applicable HOA and county regulations. The property also features an irrigation system and a 3-car garage with newly installed aluminum attic steps for convenient access to additional storage. For added preparedness, the home features a dedicated generator connection with its own junction box and dedicated electrical circuits, providing a convenient setup for connecting a generator when needed. Residents of Gulfwinds enjoy community amenities including a nearby community pool, with HOA services covering community pool access, community grounds maintenance, cable TV, and internet. Gulfside Elementary in Holiday, Florida, closed in mid-2026 and has merged with Paul R. Smith Middle School K1-8. The two nearby, under-capacity campuses combined to form a single unified K-8 school operating at the Paul R. Smith site on Sweetbriar Drive. Conveniently located near the historic Tarpon Springs Sponge Docks, Belle Harbour and Port Tarpon Marinas, Fred Howard Park Beach, boating, dining, shopping, riding and walking trails, the Anclote River and Gulf parks, nearby islands, and spectacular Gulf Coast sunsets. With four bedrooms, three full bathrooms, a dedicated office, multiple living and dining areas, a 3-car garage, private fenced yard, heated saltwater pool and hot tub, tankless water heater, plantation shutters, and numerous recent improvements, 2309 Swordfish Ave offers an exceptional combination of comfort, functionality, and Florida outdoor living. Experience effortless Florida living in Gulfwinds—schedule your showing today!

2309 Swordfish Avenue, Holiday

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772

$279,900

3 Beds ⋅ 2 Baths ⋅ TB8540537 MLS

Virtually Staged. Welcome to your beautifully updated Florida retreat in the heart of Holiday — a move-in-ready 3-bedroom, 2-bath home where modern finishes meet everyday comfort. Step inside and feel the warmth of a bright, open floor plan that flows effortlessly from the living room to the kitchen and into the enclosed Florida room, creating the perfect space for relaxing, entertaining, or enjoying quiet mornings with coffee. The stylishly renovated kitchen features white shaker cabinets, quartz countertops, and a convenient pass-through window that brings natural light into the home and makes hosting effortless. Both bathrooms have been tastefully updated, and the entire home shines with new luxury vinyl flooring, fresh interior and exterior paint, and a brand-new roof for peace of mind and long-term value. Enjoy the flexibility of an enclosed Florida room — perfect as a second living area, playroom, or home office — along with a fenced backyard offering privacy and space for pets, gardening, or weekend gatherings. A one-car garage adds convenience and storage options. Enjoy access to a sparkling pool, clubhouse, and playground, adding lifestyle amenities without the high HOA fees. And with the Gulf of Mexico, shopping, dining, parks, and recreation just minutes away, this home offers the perfect blend of comfort and convenience in a prime Holiday location. This beautifully refreshed home is ready for its next chapter — all that’s missing is you.

3128 Harvardston Loop, Holiday

Listing courtesy of EXP REALTY LLC. 866-308-7109

$145,500

2 Beds ⋅ 2 Baths ⋅ TB8535861 MLS

Discover your own slice of paradise in this lakefront home in Tanglewood Mobile Village, this is a 55+ community with low monthly maintenance fee of $143.00 per month which includes lawn maintenance, garbage service, maintenance of year-around-heated pool, a very active clubhouse, shuffleboard courts, and much more. Home features load of storage shed, large, enclosed porch overlooking the lake, where you can watch all the wildlife, separate dining room, oh plus 2 walk-in closets, plus master bath in master bedroom. Home is furnished and ready for you to enjoy. Measurements are approx. Buyer to verify all information that is deemed to be accurate. Sold As Is.

3201 Brewster Drive, Holiday

Listing courtesy of CITY BREEZE ACTION REALTY. 813-394-4135

$119,000

2 Beds ⋅ 2 Baths ⋅ TB8533456 MLS ⋅ 25 BLDG.

Welcome to Holiday Lake Villas, a 55+ community in Holiday! This affordable, move-in-ready, one level end unit villa offers 2 bedrooms, 2 full baths, and approximately 1,316 square feet of comfortable living space. The spacious kitchen features abundant cabinet space and overlooks the bright living room, where vaulted ceilings and plenty of natural light create an open and inviting atmosphere. The spacious primary suite includes a walk-in closet and a private bathroom with dual vanities. The home also features a generously sized second bedroom and an enclosed Florida room that provides flexible bonus space. Additional highlights include a new A/C system installed in 2026, a newer water heater, and a washer and dryer. Community amenities include a pool, clubhouse, shuffleboard courts, and gathering areas. Conveniently located near shopping, restaurants, historic Tarpon Springs, the Sponge Docks, parks, and Gulf Coast beaches. Enjoy easy Florida living in this welcoming community! Property is being sold as-is for the seller's convinience and has been priced accordingly.

3960 Sailmaker Lane, Holiday

Listing courtesy of PALM PARADISE REALTY GROUP. 239-955-7256

$125,000

2 Beds ⋅ 2 Baths ⋅ TB8534758 MLS ⋅ 4313 BLDG.

BEING SOLD FURNISHED JUST BRING YOUR PERSONAL BELONGINGS. UPRIGHT PIANO WILL BE REMOVED IF NOT WANTED. DISH WASHER IS NOT WORKING AND WILL NOT BE REPLACED. REFRIGERATOR IS 5 YEARS OLD, A/C INSTALLED 2/2023, WATER HEATER 2007, STACKED WASHER & DRYER 2024. ROOF SHINGLES REPLACED BY HOA. AS YOU ENTER THE GATE TIRN LEFT BUILDING IS THE FIRST BUILDING ON YOUR LEFT UNIT B. EASY ACCESS COMING AND GOING, NO NEED TO DRIVE OVER TO MANY SPEED BUMPS. VERY CONVENIENT. WORTH THE DRIVE TO TAKE A LOOK. TAHITIAN GARDENS IS A VERY CONVENIENT LOCATION TO SHOPPING AND HEADING TO THE SPONGE DOCKS IN TARPON SPRINGS.

4313 Tahitian Gardens Circle Circle Unit B, Holiday

Listing courtesy of CHARLES P CARTER. 727-389-3418

$79,500

1 Beds ⋅ 2 Baths ⋅ TB8534345 MLS

LOOKING FOR A WINTER GET-AWAY OR A 1 BEDROOM 1 AND 1/2 BATH YEAR-AROUND HOME. THIS HOME HAS A GREAT VIEW OF THE POND WHERE YOU CAN WATCH THE WILDLIFE, ALSO SITUATED IN A CUL-DE-SAC STREET. HOME HAS EXTRA ROOM OFF MASTER BEDROOM, FOR A OFFICE OR CRAFT ROOM, ENCLOSED FRONT PORCH. SELLER HAS NEVER LIVED IN HOME AND IS SELLING HOME IN AS=IS, AS-SEEN CONDITION. HOME IS IN A VERY ACTIVE 55+ COMMUNITY WITH YEAR-ROUND HEATED POOL AND SHUFFLEBOARD. CLUBHOUSE IS HANDICAPPED MODIFIED. Sold as is. Measurements are approx. Buyer to verify all information that is deemed to be accurate.

3350 Courtney Drive, Holiday

Listing courtesy of CITY BREEZE ACTION REALTY. 813-394-4135

$310,000

3 Beds ⋅ 2 Baths ⋅ TB8533703 MLS

MOTIVATED SELLER! No flood zone insurance is required. Some photos have been virtually staged. This waterfront home with direct access to the Gulf of America presents a rare opportunity to enjoy boating, kayaking, and breathtaking sunset views right from your own backyard. This move-in-ready residence offers the best of Florida waterfront living with three bedrooms, two updated bathrooms, and a spacious kitchen featuring plenty of cabinet storage. The roof was replaced in April 2026, and the water heater was replaced in February 2018. The backyard creates an ideal space for entertaining or relaxing while enjoying peaceful canal and sunset views. With no HOA, this property provides added flexibility and freedom of ownership. Conveniently located near shopping, dining, schools, medical facilities, Gulf Coast beaches, and Tampa International Airport, this waterfront home offers exceptional value for year-round living, a second home, or an investment opportunity. Schedule your private showing today and experience the Florida waterfront lifestyle for yourself!

1345 Basswood Drive, Holiday

Listing courtesy of PEOPLE'S TRUST REALTY. 352-688-7022

$75,000

2 Beds ⋅ 2 Baths ⋅ TB8533702 MLS

AC 2026!!! Looking for a Fixer Upper? Then look no further. This is the one. This is a 2 bedroom, 2 bathroom and you Own Your Own Land. Very active 55+ Mobile Home Community with low monthly HOA fee, no CDD! Bring your dog or cat as pets are welcome if they are under 25 lbs and no more than 2. Enjoy using the year round heated pool at the Clubhouse, Shuffleboard and nice Sunsets overlooking the ponds in the community. Great location close to shopping, restaurants and you could be at the beach within 30 minutes. Trash, ground maintenance, amenities, private maintained roads are included in the fees. Measurements are approximately and all information is deemed to be accurate and for buyer to verify. Sold As Is.

3203 Birkdale Drive, Holiday

Listing courtesy of CITY BREEZE ACTION REALTY. 813-394-4135

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.