Displaying: For Sale
Location: Holiday
Property Type(s): Single Family
Living Area Square Feet: 2000 to 2499
Do Not Show Listings
Holiday - 12 properties found
1414 GRAND BLVD, HOLIDAY, FL 34690
$349,999415 Days on yellowkey MLS ID: W7872784
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2278 Built: 1973 Tax: $2,228 (2023)Community: Forest HillsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,228
Elementary School: Anclote Elementary-PO
High School: Anclote High-PO
Tax Year: 2023
Middle School: Paul R. Smith Middle-PO
Remarks: NEW ROOF JUST PUT ON AUGUST 2025,NEW FANS, AND THE INSIDE PAINTED! NEWER ELECTRIC, WINDOWS, WATER HEATER, AND AN 11 YEAR OLD AC THAT HAS BEEN INSPECTED AND WORKS GREAT ! CHARMING 2-BEDROOM 2-BATH POOL HOME WITH STUNNING VIEWS OF LAKE BELCHER. IT DID NOT FLOOD DURING THE STORMS LAST YEAR AND HAS ENDLESS POTENTIAL! THIS IS A RARE OPPORTUNITY TO HAVE A DEEP WATERWAY RIGHT OUT OF YOUR BACK DOOR WITH NO FLOOD INSURANCE REQUIRED THAT GOES ALL THE WAY TO ANCLOTE FOR UNDER 350,000 DONT PASS THIS ONE UP! THIS SPACIOUS 2278 SQ FT HEATED HOME SITS ON A GENEROUS, FENCED, QUARTER ACRE LOT AND OFFERS THE PERFECT BLEND OF CONVENIENCE,COMFORT, AND OPPORTUNITY. FEATURING TWO MASTER SUITES AND A SPLIT - BEDROOM FLOOR PLAN, THIS PROPERTY BOASTS A LARGE PATIO WITH BEAUTIFUL VIEWS AND FRUIT TREES,CREATING A SERENE OUTDOOR RETREAT. WHILE THE HOME NEEDS SOME COSMETIC UPDATES INSIDE AND ON THE POOL, IT HAS GREAT BONES AND ENDLESS POTENTIAL TO ADD ANOTHER BEDROOM OR TWO AND MAKE IT YOUR OWN.THE PRIME LOCATION ENSURES AN EASY COMMUTE TO PINELLAS AND HILLSBOROUGH COUNTIES. JUST MINUTES FROM BEACHES, SHOPPING, AND ENTERTAINMENT,THIS HOME IS PERFECT FOR THOSE LOOKING TO ENJOY FLORIDA LIVING AT ITS FINEST. DONT MISS THIS INCREDIBLE OPPORTUNITY - SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: F I GREY & SON RESIDENTIAL (727-495-2424)
Listing Agent: Jeanine Affetto (727-967-4487)
2330 SOCIETY DR, HOLIDAY, FL 34691
$399,9004 Days on yellowkey MLS ID: TB8503441
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2418 Built: 1978 Tax: $6,577 (2025)Community: Aloha GardensSingle Family
Taxes:$6,577
Elementary School: Gulf Trace Elementary
Tax Year: 2025
Remarks: Welcome to this waterfront pool home in the desirable Aloha Gardens community of Holiday! This property features a functional layout with approximately 2400+ square feet of living space, including a main living room, two additional bonus living areas, and a separate dining room, offering flexibility for entertaining, relaxing, or accommodating guests. Step outside to enjoy your private pool and serene lake views—perfect for embracing the Florida lifestyle. Situated on a spacious lot, this home provides both indoor comfort and outdoor enjoyment. Conveniently located near shopping, dining, and just a short drive to the Gulf beaches. Flood insurance information available.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Candice Johnson (727-557-6311)
2423 TRIGGERFISH CT, HOLIDAY, FL 34691
$500,0004 Days on yellowkey MLS ID: TB8490796
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2462 Built: 2010Monthly Fee: $162 Tax: $7,598 (2025)Community: GulfwindsSingle Family
Taxes:$7,598
Elementary School: Gulfside Elementary-PO
Remarks: One or more photo(s) has been virtually staged. Welcome to your turnkey Florida lifestyle home in a charming coastal setting, located in a small, laid-back community where homes are rarely for sale, just minutes from Tarpon Springs. Here, comfort, convenience, and coastal living come together seamlessly. Situated in an X flood zone (no flood insurance typically required) and offering nearly 2,500 sq ft of living space, this move-in ready home delivers the space, upgrades, and location today’s buyers are searching for. Roof 2023, FULL SOLAR 2024, SALT POOL SYSTEM 2024, ELECTRICAL UPGRADED 2025, WATER HEATER 2025, AC 2020, CLEAR 4PT AND SO MANY MORE REASONS THIS HOME IS READY TO GO! Enjoy a true connected lifestyle with convenient access to local schools (short walk to all), while being just minutes from the historic Tarpon Springs downtown district and the world-famous Sponge Docks along the Anclote River. Spend your weekends exploring local restaurants, boating along the Gulf, relaxing at nearby award-winning beaches, or cruising the area in your golf cart or bicycle! The scenic Coastal Anclote Trail connects you safely to parks north and beyond as well as south to Tarpon Springs! This is Florida living at its best! Laid-back, accessible, and family-focused. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Michelle Dinsmore (727-365-1480)
5904 SPRINGRUN CT, HOLIDAY, FL 34690
$459,000147 Days on yellowkey MLS ID: TB8454471
REDUCED by $4,000 (0.9%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2284 Built: 1983 Tax: $2,619 (2024)Community: Shadow Oaks SubSingle Family
Taxes:$2,619
Tax Year: 2024
Remarks: A Private, Park-Like Oasis with Unmatched Amenities Awaits! Discover an unparalleled retreat where natural beauty meets modern convenience. Looking out at mature, leafy trees, this remarkable property features a serene pond and small stream. Sit by your firepit or cross over your charming bridge inviting serene moments of quiet reflection. Inside, the kitchen inspires the home chef with granite counter tops and modern appliances that include a double oven and island mounted electric cook top with exhaust. The inviting living space boasts a warm and cozy stone veneer fireplace, ideal for relaxing on crisp evenings. This property is an outdoor enthusiast's dream, offering extensive functionality with a workshop, a spacious RV or boat carport for your adventures, and a generous two-car garage. This rare opportunity offers a lifestyle of comfort, privacy, and endless possibilities. The city of Holiday is known for its proximity to the Tampa Bay area, but with a more quiet budget friendly cost of living and a focus on parks and nature, including the Anclote River Park and Key Vista Nature Park. Don't miss your chance to own this one-of-a-kind gem—schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Bill Whiteside (813-748-8804)
5433 FRONT DR, HOLIDAY, FL 34690
$439,0003 Days on yellowkey MLS ID: TB8504151
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2308 Built: 1970 Tax: $3,697 (2025)Community: HolidaySingle Family
Taxes:$3,697
Elementary School: Sunray Elementary-PO
Remarks: UNIQUE AND ONE OF A KIND! MASSIVE 5/5 COURTYARD pool home is ideal for entertaining and more. Lot is large in size, nearly an acre and abuts both Front Dr AND Forest Hills Dr. Lot can stay double or break up for an additional dwelling. LARGE detached garage would be ideal for a home based business/storage as this is located in a NO HOA AND NO FLOOD ZONE. SO MANY updates throughout! NEW ROOF AND NEW HVAC! Saltwater HEATED pool has had an entire makeover with swim up bar/seats, built in sun chaises, and pitted area for additional seating. The heart of the home is the kitchen, just off the pool area and is large in size with plenty of seating and island. Beautiful quartz countertops! Large windows lets in natural light! Bedrooms are thoughtfully spaced apart allowing maximum privacy for all to enjoy. SELLER IS GIVING 10K IN CONCESSIONS, and will paint every room the color of your choice prior to closing. LISTED 10K UNDER APPRAISAL AMOUNT. Recent appraisal attached. IDEAL LOCATION with a quick commute to Pasco, Pinellas or Hillsborough.
Listing is courtesy of: GIONTA REALTY GROUP LLC (727-271-6187)
Listing Agent: Ann Gionta (727-271-6187)
2325 INDIAN KEY DR, HOLIDAY, FL 34691
$385,000299 Days on yellowkey MLS ID: TB8404736
REDUCED by $5,000 (1.3%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2395 Built: 2003Monthly Fee: $120 Tax: $2,652 (2023)Community: Key Vista Phase 3Single Family
Taxes:$2,652
Elementary School: None
High School: None
Middle School: None
Remarks: Beautifully renovated 4-bed, 3-bath home with a bonus room downstairs for an office! Enjoy brand NEW Flooring throughout, fresh interior & exterior paint, high ceilings. The spacious master suite offers double sinks, a garden tub, walk-in shower, and a HUGE walk-in closet with organizers. Major upgrades include a NEW Kitchen Cabinets & Appliances, NEW 2025 roof, 2023 AC, and 2024 solar panels—bringing your electric bill down to $0! The kitchen and family room overlook a fully fenced backyard with plenty of room for parties, or dogs! Located in the popular gated Key Vista community with resort-style amenities: pool, spa, clubhouse, gym, courts, and more—just minutes from the Gulf and boat ramps!
Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-230-3811)
Listing Agent: Anthony Terrell (330-812-4811)
2634 RAVENDALE LN, HOLIDAY, FL 34691
$439,90034 Days on yellowkey MLS ID: TB8491285
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2195 Built: 2002Monthly Fee: $159 Tax: $4,405 (2025)Community: Key Vista Ph 03 Parcels 12 14 & 16Single Family
Taxes:$4,405
Remarks: Located in the desirable Key Vista community in Holiday, this 4-bedroom, 3-bath single-family home offers 2,195 square feet of well-designed living space and a functional layout suited for both everyday living and entertaining. Situated on a corner lot and not in a flood zone, the property provides added peace of mind along with extra yard space and privacy. Inside, the home features a split-bedroom floor plan, large kitchen, and indoor laundry room with a series of meaningful updates that add long-term value. The kitchen was remodeled in 2018 with updated cabinetry, granite countertops, and appliances, creating a clean and practical central space for daily use. Additional improvements include a Trane A/C system (2018), water heater (2016), water softener (2022), and new lanai screens (2024). The backyard is fully enclosed with a vinyl fence installed in 2018, offering privacy and usable outdoor space. The 3-car garage provides ample room for vehicles, storage, or workspace. Key Vista is known for its well-maintained surroundings and strong sense of community, with amenities that include a clubhouse, pool, fitness center, tennis courts, and playground. The HOA is just $165 per month, offering solid value for the amenities and upkeep provided. Location is a strong advantage here. You’re minutes from the Gulf, with easy access to Anclote Key Preserve State Park, local marinas, and waterfront dining. Nearby coastal towns like Tarpon Springs and New Port Richey offer a mix of shopping, restaurants, and local events while maintaining a relaxed Gulf Coast setting. This is a well-positioned home with key system updates already completed, in a community that balances convenience, outdoor access, and everyday livability.
Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)
Listing Agent: Len Lipply (727-642-0255)
3025 SHEPPARDS CROOK CT, HOLIDAY, FL 34691
$549,00031 Days on yellowkey MLS ID: TB8493709
3 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2218 Built: 2005Monthly Fee: $100 Tax: $4,909 (2025)Community: Ibis SubSpa: YesSingle Family
Taxes:$4,909
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a sun filled oasis! Updated 3 bedroom, 3 bath, pool home offering tranquil, peaceful views; with a rare opportunity to live in a intimate private gated community. Home is full of natural light. Move-in ready, lovingly maintained. New roof, New water heater, New air conditioner, New flooring, updated baths, updated kitchen. Solar panel keep you electric bill very low. Large screened in Lanai with pool. Potential In-Law/Guest Suite. Gorgeous, memorable Sunsets. Backs up to a preserve on the Gulf of America. Workshop and built in storage adjacent to garage. Mature fruit trees. Elevation or the home is over 13 feet. Spacious Master bathroom with walk-in shower, garden tub, walk-in closet, new granite countertop. Don't miss this one, call for your private showing today! Discerning buyers know opportunities like this are few and far between!
Listing is courtesy of: AZURE WATERFRONT REALTY, LLC (239-872-9257)
Listing Agent: Brad Reddick (239-872-9257)
3423 FOXHALL DR, HOLIDAY, FL 34691
$475,00010 Days on yellowkey MLS ID: TB8500487
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2387 Built: 1991Monthly Fee: $48 Tax: $3,287 (2025)Community: Glenwood Gulf TraceSpa: NoSingle Family
Taxes:$3,287
Remarks: 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 Agent: Raymonda Abunassar (727-504-1560)
2824 SUMMERVALE DR, HOLIDAY, FL 34691
$375,000207 Days on yellowkey MLS ID: TB8435387
2 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2499 Built: 1987Monthly Fee: $48 Tax: $7,148 (2024)Community: Amblewood Gulf TraceSingle Family
Taxes:$7,148
Remarks: Under contract-accepting backup offers. Welcome to this four-bedroom, three-bathroom pool home in the heart of Holiday in the Amblewood community of Gulf Trace, perfectly positioned on a tree-lined conservation lot offering both privacy and tranquility. Once the model home for the community, this residence showcases thoughtful design, spacious living, and just under 2,500 square feet of beautifully maintained space. Step inside through the foyer entrance with a convenient coat closet and be greeted by high ceilings and a light, bright interior filled with natural light from the large sliding glass doors overlooking the pool area. Enjoy entertaining in the formal dining area, while the galley kitchen - offering plenty of cabinet storage - opens to the family room and breakfast nook. The family room features a cozy wood-burning fireplace, creating a warm and inviting space for gatherings. The split floor plan provides both comfort and privacy, with a spacious primary suite featuring an en-suite bathroom complete with a dual-sink vanity, step-in glass-enclosed shower, and private water closet. A dedicated office is located just before the garage, perfect for working from home, and the laundry room includes additional storage for convenience. One of the back bedrooms includes an attached private bathroom, making it ideal for guests or multi-generational living. The additional bedrooms are nicely sized and share access to a third full bath. Step outside to your private screened-in pool area, ideal for year-round enjoyment. The outdoor space includes a covered area for al fresco dining, a wet bar, and a fenced backyard backing up to a peaceful conservation view - the perfect setting to relax or entertain guests. Located close to shopping centers, dining options, and just a short drive to the Gulf beaches, this beautiful Holiday home offers the best of Florida living - space, privacy, and convenience in one exceptional package. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
2321 WOOD POINTE DR, HOLIDAY, FL 34691
$399,900374 Days on yellowkey MLS ID: TB8378967
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2429 Built: 2004Monthly Fee: $138 Tax: $3,781 (2024)Community: Key Vista Ph 04Single Family
Taxes:$3,781
Remarks: Under contract-accepting backup offers. PRICE DROPPED! Welcome to 2321 Wood Pointe Drive, a spacious 4-bedroom, 3-bathroom home located in the highly sought-after Key Vista community in Holiday, Florida. This beautifully updated home features a large upstairs man cave/loft space, perfect for entertainment or relaxation. With a NEW ROOF JUST INSTALLED, newer A/C, and an energy-efficient tankless water heater, you can rest easy knowing this home is ready for years of worry-free living. The master bathroom is equipped with a luxurious jetted tub, and the 3-car garage offers ample storage space. The property backs up to no rear neighbors, offering privacy and serene views, and boasts beautiful landscaping that enhances the curb appeal. Recently painted with new screens throughout, this home is move-in ready and waiting for its new owner. Key Vista is a gated community offering fantastic amenities for residents. The HOA includes cable and internet, plus a range of on-site facilities including a pool and spa, fitness center, volleyball court, tennis/pickleball courts, and a full gym with a yoga studio. Additionally, the neighborhood organizes regular events like water aerobics, yoga, pickleball, and even line dancing, fostering a vibrant community spirit. Located just minutes from the vibrant Tarpon Springs Sponge Docks and New Port Richey, this home offers easy access to unique dining experiences, Gulf beaches, parks, and top-rated schools. The Key Vista neighborhood provides the perfect balance of tranquility and convenience. This home is perfect for families or those looking for extra space and a multi-generational living setup. With its spacious design and exceptional community amenities, it promises a comfortable lifestyle for all. Schedule your showing today and discover why this home at 2321 Wood Point Drive is your perfect place to call home. Live the Florida lifestyle you’ve always dreamed of!
Listing is courtesy of: SIGNATURE REALTY ASSOCIATES (813-689-3115)
Listing Agent: Whitney Boland (727-657-1265)
1909 GULFVIEW DR, HOLIDAY, FL 34691
$1,450,000 MLS ID: TB8470744
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2131 Built: 2022Community: Baileys Bluff EstatesSingle Family
Taxes:
Tax Year:
Remarks: One or more photo(s) has been virtually staged. Discover unparalleled Gulf Front living in this stunning custom-built home with breathtaking OPEN 75’ Gulf front views and sunsets from multiple vantage points! This home features a BRAND NEW DOCK AND SEAWALL and with 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this newly constructed home offers the perfect blend of luxury and modern convenience!! This home is a rare find offering the best waterfront living with high end finishes and thoughtful design including a fully equipped gourmet kitchen with new, elegant quartz countertops and backsplash, center island with pendulum lighting and farmer’s sink, new induction cooktop, new stainless steel double oven, sleek stainless steel hood vent and walk in pantry with custom shelving, family room with coffered ceilings and recess lighting perfect for entertaining, formal dining with coffered ceiling, new Luxury Vinyl floors and quad sliders leading you the oversized, raised, paved new patio and to the elongated NEW dock with a newer 7500lb boat lift! Wondrous master suite with astounding water views and walk in closets, exquisite master bath with Quartz countertops, pearl nickel fixtures and vast walk in shower with rainmaker shower head, modern lighting and mirror, immense guest quarters offer the 1st guest room with a walk in closet and impeccable views with a jack-n-jill bath boasting Quartz countertops, tiled floors and walk in shower with pebble flooring accents and rainmaker shower head, third guest room with double closets and beautiful view, NEW Luxury high end flooring throughout and electrical shades for added convenience and comfort and more! Don’t miss your chance to own this piece of paradise!
Listing is courtesy of: M3 REAL ESTATE PROFESSIONALS LLC (813-601-4752)
Listing Agent: Marsha Paul (813-601-4752)
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