Displaying: For Sale
Location: Holiday
Property Type(s): Single Family
Living Area Square Feet: 2000 to 2499
Do Not Show Listings
Holiday - 10 properties found
3549 ROCKAWAY DR, HOLIDAY, FL 34691
$460,00013 Days on yellowkey MLS ID: TB8518453
REDUCED by $19,000 (4.0%) on 06/23/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2122 Built: 1972 Tax: $5,158 (2025)Community: Beacon SquareSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,158
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Stunning Move-In Ready 5BR/3BA Home with Private In-Law Suite and Solar Panel System! This incredible home boasts a separate entrance private in-law suite (1BR/1BA with living room and kitchen!), making it perfect for rental income, guests, or multi-generational living. With fully paid-off solar panels, you can enjoy energy savings from day one. Plus, hurricane-rated doors and garage door provide peace of mind during storm season. Located just minutes from shopping, restaurants, and local attractions like Anclote River Park and Key Vista Nature Park, this home offers endless outdoor activities for you to enjoy. The recently completed Coastal Anclote Trail provides a safe and scenic route for walking, cycling, and skating, connecting you to the beautiful Pinellas Trail. Don't miss out on this exceptional opportunity to own a home with NO HOA fees, NO CDD fees, and a newer aluminum roof. Schedule a showing today and make this dream home yours!
Listing is courtesy of: VANDERLEELIE & ASSOC.RE ESTATE (813-245-2068)
Listing Agent: Jocelyn Carbonelli (724-923-0956)
3423 FOXHALL DR, HOLIDAY, FL 34691
$450,00061 Days on yellowkey MLS ID: TB8500487
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $25,000 (5.3%) on 06/04/2026
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
Elementary School: Gulf Trace Elementary
High School: Anclote High-PO
Middle School: Paul R. Smith Middle-PO
Remarks: Under contract-accepting backup offers. Welcome to this beautiful pool home in Gulf Trace where tranquility meets the comfort of being home! Truly well cared for and immaculate best describes this residence featuring magnificent curb appeal with tropical landscaping and an open floor plan with towering ceilings featuring 3 bedrooms PLUS A HOME OFFICE/ STUDY, 2 baths and 2 car garage. Step thru the front door to an elegant living and formal dining area with views of the beautiful paver deck heated pool and the outdoors, the kitchen is an absolute delight with its extensive cabinetry and granite tops while over looking a spacious breakfast nook and a cozy family room with a gas fireplace, ideal for family and friends to gather and enjoy. Walls of sliders to the pool and additional windows create filtered day lighting. The popular split bedroom plan features 2 large guest bedrooms, one with a built-in desk/ Murphy queen size bed). The owners primary suite is spacious overlooking the expansive outdoors and pool area and comes with 2 walk-ins and a beautiful master en-suite that has it all!. Upgrades include whole home solar panels, a solar heated pool, paver decking at the front entry, entire driveway and the pool area, some updated floorings and appliances, a water softener, a security system, a newer roof, a brand new pool sweeper and much more! Ample closet space, a nice sized laundry room, built-ins for additional storage too. The pool area is a tropical oasis and the perfect spot to relax and enjoy swimming all year round with a large covered area for dining and a wall of tropical plants and trees for the ultimate privacy. Gulf Trace is centrally located with great proximity to nature parks, walking trails and the Gulf of Mexico as well as the county recreation center and major throughways and conveniences of shopping and dining.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Raymonda Abunassar (727-504-1560)
1220 STOVER CT, HOLIDAY, FL 34691
$449,00030 Days on yellowkey MLS ID: W7885797
REDUCED by $10,000 (2.2%) on 06/19/2026
Bed: 5 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2454 Built: 1973 Tax: $1,388 (2025)Community: Holiday Lake EstatesSingle Family
Taxes:$1,388
Remarks: Welcome to your own private oasis overlooking a beautiful lake. This completely remodeled five-bedroom, three-bathroom, one-car garage home offers exceptional space, versatility, and modern updates throughout. The property features a huge, detached workshop with electric, along with an attached storage building-perfect for hobbies, projects, or extra storage. Enjoy outdoor living at its best with a large open patio, ideal for relaxing or entertaining while taking in the serene water views. Inside, the spacious kitchen is a true centerpiece, showcasing new cabinetry, solid stone countertops, and stainless-steel appliances, all overlooking a comfortable living room with a cozy wood-burning fireplace. The first floor includes three bedrooms, two bathrooms, a dining room, and a separate family room, providing plenty of room for everyday living and gatherings. Upstairs, you'll find two additional bedrooms and a full bathroom-ideal for guests, extended family, office, or a private retreat. Major updates provide peace of mind, including a new roof in 2025, updated AC system and mini splits in 2026, interior/exterior paint 2026, flooring 2026, along with updated windows and electrical. The home remained high and dry during past storms, including Helene and Milton. Move-in ready a truly a must see-dont miss your opportunity to own this unique waterfront property.
Listing is courtesy of: RICHEY REALTY (727-849-1000)
Listing Agent: Allan Safranek, Iii (727-849-1000)
1414 GRAND BLVD, HOLIDAY, FL 34690
$349,999466 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
Taxes:$2,228
Elementary School: Anclote Elementary-PO
Tax Year: 2023
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 ! THE POOL HAS HAD NEW POOL EQUIPMENT PUT IN JUNE 2026! 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)
5433 FRONT DR, HOLIDAY, FL 34690
$439,00054 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)
5904 SPRINGRUN CT, HOLIDAY, FL 34690
$449,00023 Days on yellowkey MLS ID: W7886188
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2284 Built: 1983 Tax: $2,689 (2025)Community: Shadow Oaks SubSingle Family
Taxes:$2,689
Remarks: Welcome to this one-of-a-kind Holiday retreat on 0.74 acres, where a private park-like setting, tranquil pond views, wildlife in your backyard and thoughtful interior features create a truly special place to call home. Nestled among mature trees, this property offers a peaceful setting rarely found in today's market. Inside, you'll find all tile flooring throughout and a warm, inviting living area highlighted by a stone veneer fireplace, perfect for relaxing evenings at home. A versatile recreation room currently serves as a family room and office, providing flexible space to fit your lifestyle. Designed with both function and style in mind, the kitchen features granite countertops, abundant cabinet space, modern appliances, a double oven, and an island-mounted electric cooktop with exhaust. Whether preparing everyday meals or entertaining guests, this kitchen is ready to meet your needs. The natural beauty of this property truly sets it apart. Front and rear covered porches overlook the picturesque pond and surrounding landscape, creating the perfect places to enjoy morning coffee or unwind at the end of the day. A charming bridge crosses a small stream, while the firepit area offers a peaceful gathering spot surrounded by nature. Located in Holiday, this home offers convenient access to the Tampa Bay area while maintaining a quieter, more affordable lifestyle. Enjoy nearby parks, nature preserves, boating, fishing, waterfront dining, and outdoor recreation, including Anclote River Park and Key Vista Nature Park. The home is located in FEMA Zone AE; however, the owner states that the property has never flooded. With pond views, mature landscaping, covered porches, a fireplace, flexible living space, and a truly unique natural setting, this property offers privacy, comfort, and a lifestyle that is difficult to find. Schedule your private showing today.
Listing is courtesy of: CENTURY 21 ALLIANCE REALTY (352-686-0000)
Listing Agent: Marie Mclaughlin (727-858-7569)
2330 SOCIETY DR, HOLIDAY, FL 34691
$399,90055 Days on yellowkey MLS ID: TB8503441
1 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2418 Built: 1978 Tax: $6,577 (2025)Community: Aloha GardensSingle Family
Taxes:$6,577
Remarks: Under contract-accepting backup offers. 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 Agent: Candice Johnson (727-557-6311)
2423 TRIGGERFISH CT, HOLIDAY, FL 34691
$500,00055 Days on yellowkey MLS ID: TB8490796
1 Days Off yellowkey (back on 5/15/2026)
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: Under contract-accepting backup offers. 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)
2325 INDIAN KEY DR, HOLIDAY, FL 34691
$385,000350 Days on yellowkey MLS ID: TB8404736
3 Days Off yellowkey (back on 5/14/2026)
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
Remarks: Under contract-accepting backup offers. 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)
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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