Location: Holiday , 34690
Do Not Show Listings
5710 BITTERSWEET DR, HOLIDAY, FL 34690
$254,90018 Days on yellowkey MLS ID: TB8492872
2 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1184 Built: 1978 Tax: $2,061 (2025)Community: Forest Hills EastSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,061
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this beautifully renovated home in Holiday, Florida—where modern upgrades meet peace of mind. This home is NOT Located in a flood zone and has no history of storm damage. This property offers both comfort and confidence for years to come. Many consider this to be one of the nicest neighborhoods in the area, come see for yourself. Step inside to find a fully renovated interior featuring high-end luxury vinyl plank flooring throughout, new baseboards, and fresh paint that creates a bright, cohesive feel. The home offers two spacious bedrooms , big closets and two fully updated bathrooms. Each bathroom is finished with elegant quartz countertops, new vanities, and contemporary fixtures. The heart of the home is the stunning, brand-new kitchen—complete with custom solid birchwood cabinetry, sleek quartz countertops, stainless steel appliances, and a convenient butler’s pantry for extra storage and prep space. New custom lighting and ceiling fans throughout the home add a stylish, modern touch. Outside, enjoy a large fenced yard—perfect for entertaining, pets, or simply relaxing in your own private space. A newer roof and gutters provide added value and peace of mind. This move-in-ready home combines quality craftsmanship with thoughtful upgrades—don’t miss your chance to make it yours!
Listing is courtesy of: GREAT WESTERN REALTY (813-833-8394)
Listing Agent: Steven Weber (727-262-0322)
1313 CHANCELLOR DR, HOLIDAY, FL 34690
$180,000220 Days on yellowkey MLS ID: TB8426910
1 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 953 Built: 1972 Tax: $1,769 (2024)Community: Forest HillsSingle Family
Taxes:$1,769
Tax Year: 2024
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover the charm of the Forest Hills neighborhood in Holiday! Bring all your outdoor toys to 1313 Chancellor Drive! Plenty of RV and boat/other parking available here! NO HOA! Perfect home for retirement, downsize, first home. 2-bedroom, 1 1/2-bath home in a prime location just minutes from Gulf beaches, parks, and shopping. This home features a spacious open floor plan, a bright kitchen with modern finishes, and a comfortable primary suite with private bath. The Florida room is perfect for entertaining and has it's own AC unit for efficiency. The additional bedrooms are versatile, perfect for guests, a home office, or hobbies. ROOF 2019; HVAC 2021; Newer water heater. So close to shopping, water/beaches and highways! Step outside to enjoy a fenced backyard ideal for entertaining or simply relaxing in the Florida sunshine. With an attached garage and excellent curb appeal, this home is move-in ready. Located near Anclote Gulf Park, Key Vista Nature Park, Tarpon Springs Sponge Docks, and Fred Howard Park & Beach, you’ll enjoy endless options for outdoor fun, dining, and entertainment. Convenient access to US-19 makes commuting to Tampa, Clearwater, or St. Petersburg a breeze. Don’t miss out—schedule your private showing today and make this Holiday home yours!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Christine Ans (813-368-2699)
3406 PALOMA DR, HOLIDAY, FL 34690
$255,00010 Days on yellowkey MLS ID: W7884717
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1310 Built: 1980 Tax: $4,066 (2025)Community: La Villa GardensSingle Family
Taxes:$4,066
Elementary School: Anclote Elementary-PO
High School: Anclote High-PO
Middle School: Paul R. Smith Middle-PO
Remarks: Welcome home to this beautifully updated 2-bedroom, 2-bath home offering comfort, style, and convenience! Freshly painted interior and exterior. Step inside to discover luxury vinyl flooring and ceramic tile throughout—no carpet for easy maintenance and a clean, modern feel. The spacious layout provides comfortable living areas and well-sized bedrooms. Outside, enjoy a large fully fenced backyard, ideal for pets, play, entertaining, or creating your own private outdoor retreat. Conveniently located near Anclote Elementary School, and quick access to both state road 54 & US highway 19 for shopping, dining, and more! A move-in-ready gem in a fantastic location—this is one you won’t want to miss!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Cori Mcnichols (727-359-7642)
2561 CHARLAN CT, HOLIDAY, FL 34690
$299,00010 Days on yellowkey MLS ID: TB8496060
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1634 Built: 2023Monthly Fee: $249 Tax: $3,282 (2025)Community: Townes/DarlingtonTownhouse
Taxes:$3,282
Elementary School: Sunray Elementary-PO
Remarks: Welcome home to the CUTEST and most METICULOUSLY KEPT townhome in Holiday. From the moment you arrive at the front door, you know you’re somewhere SPECIAL. Built in 2023, this 3-BEDROOM, 2.5-BATH home offers 1,634 SQ FT of bright, open living space designed for today’s lifestyle. You will love the OPEN-CONCEPT LAYOUT, HIGH CEILINGS, ABUNDANT NATURAL LIGHT, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and NEW REFRIGERATOR. Upstairs features a convenient LAUNDRY AREA, spacious PRIMARY SUITE with ENSUITE BATH, and a FLEXIBLE LOFT SPACE perfect for a HOME OFFICE, SECOND LIVING AREA, or WORKOUT ZONE. Recent UPDATES include FRESH INTERIOR PAINT, NEW LANDSCAPING, PAINTED FRONT AND BACK PATIO, NEW FAUCETS, NEW SHOWER GLASS DOORS in the primary bath, NEW SHOWER HEADS, and a NEW CEILING FAN. Enjoy your own PRIVATE PATIO that opens to a BACKYARD with a NEW VINYL PRIVACY FENCE, offering a great space for relaxing, morning coffee, or pets. Plus, there’s a SPACIOUS 1-CAR GARAGE with ADDED CEILING STORAGE. Located in a PET-FRIENDLY community with LOW HOA FEES and easy access to US-19, SHOPPING, DINING, and the GULF BEACHES, this newer-build townhome is perfect for a FIRST-TIME BUYER, SEASONAL RESIDENT, or INVESTOR.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kendra Fountain (727-420-6791)
5506 CASINO DR, HOLIDAY, FL 34690
$250,00053 Days on yellowkey MLS ID: TB8481096
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1970 Tax: $2,624 (2025)Community: Forest HillsSingle Family
Taxes:$2,624
Remarks: Under contract-accepting backup offers. Multiple Offers Received; submit highest and best by 4/1/26 @ 9PM. Move-in ready NEW ROOF in APRIL 2026and fully renovated 2-bedroom, 2-bath home situated on a rare lot in desirable New Port Richey, FL. Offering over 1,300+ square feet of single-story living, this home combines updated interiors with exceptional outdoor space and privacy. Inside, all rooms — including the kitchen — have been thoughtfully renovated. Both bathrooms have been completely updated (2024 & 2025), including a newly renovated primary suite featuring tile flooring and a beautifully updated shower (Sept 2025). Both bedrooms are spacious with large closets, including a walk-in, and either could function as a primary bedroom. The living area features recessed/canned dimmable lighting (2025) and flows into a versatile bonus room with French doors (2024), ideal for a home office, den, flex space, or sunroom overlooking the backyard. All-tile flooring throughout provides a clean, modern look and easy maintenance. The home also features a strong AC system that has been regularly serviced. Step outside to your private backyard oasis. The double lot provides added privacy and endless possibilities — host gatherings, create your dream outdoor retreat, or enjoy the low-maintenance rocked landscaping accented with palms. A pergola with outdoor fan (2023) creates the perfect shaded entertaining space. The fenced yard offers additional privacy, and there is potential for a mini patio off the primary bedroom. Enjoy morning coffee on the covered porch with beautiful sunrises, and unwind in the evenings with Gulf-facing sunsets and refreshing coastal breezes. Located just 15 minutes to famous Gulf beaches and within easy access to multiple beaches, parks, bike trails, kayaking, boating, and waterfront activities. Conveniently positioned near Palm Harbor, Tarpon Springs, and the vibrant amenities of the Tampa Bay area — truly live where the world vacations.
Listing is courtesy of: INSPIRED REALTY, LLC (727-503-7865)
Listing Agent: David Bolton (727-692-1007)
5205 BOTANY DR, HOLIDAY, FL 34690
$149,00015 Days on yellowkey MLS ID: W7884396
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1356 Built: 2005Monthly Fee: $17 Tax: $2,131 (2025)Community: Buena Vista ManorModular Home
Taxes:$2,131
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)
5904 SPRINGRUN CT, HOLIDAY, FL 34690
$463,000134 Days on yellowkey MLS ID: TB8454471
REDUCED by $2,000 (0.4%) on 04/02/2026
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
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)
3217 BREWSTER DR, HOLIDAY, FL 34690
$94,50033 Days on yellowkey MLS ID: TB8487574
2 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1981Monthly Fee: $143 Tax: $701 (2025)Community: Tanglewood Mobile VillageSpa: NoManufactured Home
Taxes:$701
Remarks: Under contract-accepting backup offers. Home needs a little to TLC situated in lovely, serene waterfront corner lot. Great floor plan with newer lower kitchen cabinets, breakfast bar, spacious living room, separate dining area, finished enclosed porch overlooking the water, located in a very active 55+ community with a heated year-around-pool, low monthly maintenance fee of $143.00 which includes lawn service, garbage service, maintenance of pool, clubhouse, and common areas. Sellers have never lived in home and are waving signing a Sellers Disclosure. Measurements are approx. All information is deeded to be accurate and for the buyer to verify. Sold As Is. Cash only. You OWN your Land.
Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)
Listing Agent: Stella Wooster (727-247-2790)
1166 CHANCELLOR DR, HOLIDAY, FL 34690
$539,90089 Days on yellowkey MLS ID: W7882202
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1761 Built: 1973 Tax: $3,473 (2024)Community: Forest HillsSpa: NoSingle Family
Taxes:$3,473
Remarks: Stunning fully remodeled 4-bedroom, 3-bath waterfront home offering privacy, functionality, and true Gulf-access living. This exceptional property has remained high and dry with no flooding during recent storms, providing peace of mind along with an unbeatable natural setting. Set along a scenic bend of the river, the backyard overlooks a private island preserve—meaning no rear neighbors, just nature. Dolphins, manatees, and a wide variety of birds are frequent visitors, creating a tranquil waterfront backdrop rarely found. The thoughtfully designed split floorplan features two complete en suites located on opposite sides of the home, ideal for multigenerational living, guests, or added privacy. The home has been meticulously maintained and extensively upgraded. Outdoor & Waterfront Features include: 10,000 lb boat lift with dock Heated chlorine pool with new variable-speed pool pump (2024) New pool heat pump (2024) Gravity overflow pool drain to prevent overfilling New stainless steel boat lift cables (2025) Interior & Systems Upgrades: Brand-new kitchen with ventless hood, microwave, dishwasher (2026), refrigerator, and stove (2025) Moen motion-sensor kitchen faucet with WiFi/app control (2025) Propane tankless hot water heater on demand (2025) Additional electric on-demand water heater available (can be reconnected) Whole-home 5-stage Halo water treatment system (2025) Entire home repiped with Uponor PEX water lines (2025) Efficiency, Safety & Storm Readiness: Generator-ready electrical setup EV charging outlet in garage Commercial-grade garage door opener and fully rebuilt garage door (springs, rollers, hinges – 2025) Electrical panel installed 2018 Roof (2018) Air handler and heat pump (2018) Additional blown-in attic insulation (2025) New doors and windows (2025) Additional Features: New 4-zone front yard sprinkler system with WiFi-controlled pump (private well water – 2025) ADT security system with fire and carbon monoxide detection Nest Ring doorbell and garage camera convey This home offers true waterfront privacy, modern systems, and extensive upgrades, making it ideal for full-time living or a refined coastal retreat with direct Gulf access.
Listing is courtesy of: SNAP REALTY LLC (727-457-5453)
Listing Agent: Shawn Poole (813-967-3837)
2128 SHANNON DR, HOLIDAY, FL 34690
$244,90098 Days on yellowkey MLS ID: TB8463832
REDUCED by $5,000 (2.0%) on 04/08/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1970 Tax: $1,081 (2024)Community: Holiday GardensSingle Family
Taxes:$1,081
Remarks: Quintessential Florida Living in Holiday! Welcome to this charming 2-bedroom, 1-bath, 1-car garage Florida home offering 1,200 sq ft of bright and inviting living space in the heart of Holiday, FL. From the moment you step inside, you’ll appreciate the beautiful white terrazzo floors and the abundance of natural light streaming through the many windows. The original kitchen and bathroom have been impeccably maintained, showcasing timeless character and pride of ownership. The eat-in kitchen opens to the living room and features a convenient breakfast bar, making it perfect for casual meals and entertaining. A formal dining area open to the family room provides flexible space for gatherings and everyday living. Step outside to enjoy a private, fully fenced backyard with a covered patio—ideal for relaxing, hosting barbecues, or soaking up the Florida lifestyle. Major updates include a newer roof and A/C, offering peace of mind for years to come. Best of all, this home is located in a non-flood zone, with no HOA or CDD fees. Easy access to beaches, shopping, and dining, this property is perfectly situated for both convenience and coastal enjoyment. Whether you’re a first-time buyer, downsizing, or looking for a beach-close retreat, this home is a must-see!
Listing is courtesy of: JLS INVESTMENT REALTY (813-506-8212)
Listing Agent: Jennifer Stepanek (813-713-5180)
1850 MARY LN, HOLIDAY, FL 34690
$119,90038 Days on yellowkey MLS ID: W7883903
INCREASED by $900 (0.8%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1987 Tax: $1,144 (2025)Community: Dixie Groves EstatesSpa: NoManufactured Home
Taxes:$1,144
Remarks: One or more photo(s) has been virtually staged. WELCOME TO THIS UPDATED PROPERTY, THIS 2 BEDROOM, 2 BATH, 1 CAR CARPORT, WITH INSIDE UTILITIES IS WAITING FOR YOU! WHETHER LOOKING AS YOUR PRIMARY RESIDENT, VACATION/SECOND HOME, INVESTMENT PROPERTY THIS IS FOR YOU, MOST OF THE WORK HAS BEEN DONE FOR YOU WITH NEW FLOORING THROUGHOUT, UPDATED KITCHEN CABINETS AND COUNTERS, KITCHEN HAS SPACE FOR BREAKFAST TABLE, AND EVEN TO ADD MORE CABINET, BATHROOMS HAVE BEEN MOSTLY UPDATED, 3 NEW MINI SPLITS.NO FLOOD ZONE. THIS HOME IS JUST WAITING FOR YOU TO PUT YOUR FINAL TOUCHES TO MAKE THIS YOUR OWN. YARD IS FENCED IN, HAS A SHED FOR STORAGE, PROPERTY IS CENTRALLY LOCATED TO SHOPS, RESTRAUNTS, ANCLOTE PARK, WORLD FAMOUS TARPON SPRINGS SPONGE DOCKS AND BEACHES.
Listing is courtesy of: SIRROM REALTY LLC (727-243-0523)
Listing Agent: Cristina Taylor (727-992-4172)
3345 BLUE BIRD DR, HOLIDAY, FL 34690
$299,00017 Days on yellowkey MLS ID: W7884467
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1430 Built: 1971 Tax: $4,110 (2025)Community: Colonial HillsSingle Family
Taxes:$4,110
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 2-bedroom, 2-bath salt water pool home offering the perfect blend of comfort, functionality, and true Florida living--without the burden of Deed Restrictions, HOA or CDD fees. Nestled on a fully fenced lot with lush, mature tropical landscaping, this property provides exceptional privacy and curb appeal, highlighted by a circular driveway and a charming courtyard-style entry. Significant recent upgrades provide peace of mind, including a brand-new roof (February 2026), brand-new A/C system (February 2026), fresh exterior paint (2026), and a newer hot water heater (2020). Inside, you'll find an inviting open floor plan with a desirable split-bedroom layout. The main living area is enhanced with elegant chair rail detailing, while the well-appointed kitchen features stainless steel appliances, a stylish tiled backsplash, a beautiful granite island, and a reverse osmosis system--perfect for both everyday living and entertaining. There is a large family room that provides a versitle space perfect for relaxing with your family. The spacious primary suite offers a large walk-in closet and a private bath with a tub/shower combination. The guest bedroom is generously sized and also includes a walk-in closet. The guest bathroom has been tastefully updated with a step-in shower, newer vanity with granite countertop, and a newer toilet. Step outside to your own private tropical retreat. The screened-in saltwater pool is finished with Diamond Brite (2017) and complemented by a newer ''cool'' deck coating (2021) and a new pool pump (2022). Multiple outdoor living spaces provide flexibility and charm, including a large rear screened porch overlooking the pool, an open side patio, and a dedicated firepit area--ideal for relaxing or entertaining year-round. Additional features include a detached shed and an oversized garage complete with extensive cabinetry and a workbench, offering ample storage and workspace. This move-in ready home showcases thoughtful updates, versatile indoor and outdoor living spaces, and a serene backyard oasis--perfect for enjoying the very best of the Florida lifestyle.
Listing is courtesy of: KW REALTY ELITE PARTNERS (352-688-6500)
Listing Agent: Jackie King (352-650-8920)
1147 RUSHMORE DR, HOLIDAY, FL 34690
$347,00028 Days on yellowkey MLS ID: A4687328
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1161 Built: 1973 Tax: $3,908 (2025)Community: Forest HillsSpa: NoSingle Family
Taxes:$3,908
Remarks: Water view with access to the Gulf and room for your boat and RV in this beautifully updated home with charming curb appeal featuring stone cladding on front exterior. MOVE IN READY with outstanding finishes NEW AC, new ductwork, upgraded electrical panel, NEW WINDOWS and SLIDERS will provide additional peace of mind. Enjoy breathtaking sunsets on the open patio or screened lanai. This home has new porcelain tile flooring throughout the entire home, and an updated kitchen that features stunning stone counters, a herringbone marble backsplash and all new stainless-steel appliances. The kitchen is set off the dining area and has an eating space inside the kitchen that looks onto the bonus room and water. The oversized bonus room is a perfect space for entertaining guests who want to enjoy the water views. The bathroom near the master and guest bedroom has been tastefully updated with shower niche and ombre styles octagon tile floors in the shower and has been tastefully updated with modern finishes. Besides the updates, the home has been painted inside and out and has new shades for added privacy. The garage floor, as well as, the front porch has an epoxy finish that is attractive and durable. The laundry features include NEW LG front load washer and dryer. The stone cladding on the front exterior sets this beauty apart. With approximately a 20-minute boat ride to the Gulf, a short distance to restaurants, shopping and entertainment, this home is an excellent first-time home, investment for short term rentals or a highly desirable winter retreat. This home comes with a HOME WARRANTY for added piece of mind.
Listing Agent: Lela Pentsa (941-223-5586)
2150 MAUREEN DR, HOLIDAY, FL 34690
$225,00057 Days on yellowkey MLS ID: TB8478624
3 Days Off yellowkey (back on 4/7/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 956 Built: 1969 Tax: $428 (2025)Community: Holiday GardensSingle Family
Taxes:$428
Remarks: Under contract-accepting backup offers. Located in a quiet Holiday neighborhood East of US-19, this classic 2Bed/2Bath/1-Car garage Florida bungalow offers practical coastal living with its functional layout, private backyard and close proximity to Gulf beaches, shopping and major roadways. This property offers suburban comfort with easy access to waterfront recreation, combining a desirable mix of affordability with access to parks, marinas, fishing spots and easy commuting to Tarpon Springs and Clearwater. The home is block construction and features newly replaced Roof, Windows and Slider and A/C as well as a 2-Year Old Water Heater. This subdivision has No CDD, No HOA and No Deed Restrictions. Live the Florida dream with access to Anclote River Park for beach and boating, Key Vista Nature Park for trails and Gulf views, Tarpon Springs Sponge Docks for its renowned dining and cultural events, and bike or walk the Suncoast Trails. This home offers the Holiday advantage of affordable Florida living with strong coastal access and everyday conveniences, making it a practical choice for full-time or seasonal homeowners, first-time buyers or retirees. 2150 Maureen Drive is indeed a true Florida gem!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-907-8200)
Listing Agent: Sharon Cole (813-907-8200)
1238 FLOTILLA DR, HOLIDAY, FL 34690
$1,145,00040 Days on yellowkey MLS ID: TB8485598
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5360 Built: 1971 Tax: $8,869 (2025)Community: Forest Hills Un #22Spa: YesSingle Family
Taxes:$8,869
Remarks: Welcome to this one-of-a-kind exclusive waterfront home pool home in Holiday, set on 1.18 acres at the end of a quiet cul-de-sac on the Anclote River, with water on three sides and approximately 630 feet of waterfront. Surrounded by beautiful moss-draped oak trees, the property offers a private and scenic setting with incredible potential. Featuring Spanish and Mediterranean-inspired architecture, the home showcases arched openings, beamed ceilings, and stone and wood accents throughout. The spacious floor plan includes a sunken formal living room, family room, dining room, office/den and an updated kitchen with a large island, waterfall countertop, range, double oven, and walk-in refrigerator. A flex space with a wet bar and fireplace adds versatility, while the ground floor bath includes dual sinks, sauna with Jacuzzi tub and walk in shower. Two private primary suites, each with separate staircase access, offers comfort and privacy, and both feature private balconies with beautiful water views. Outdoor highlights include a covered deck, gazebo, lanai, oversized 3-car garage, and an expansive yard with room for boat or RV parking and possible tennis court restoration. Buyers will appreciate the opportunity to add a dock and boat lift for easy access to the Gulf of America, perfect for boating, fishing, and enjoying the waterfront lifestyle. This exceptional property offers a rare setting and endless opportunity for updating and personalized touches to create a truly spectacular waterfront retreat. With no HOA and convenient access to Tarpon Springs, beaches, shopping, and dining, this is a rare chance to make it your own.
Listing Agent: Ruth Primeau, P.A (727-504-8000)
5300 FALCON DR, HOLIDAY, FL 34690
$179,99919 Days on yellowkey MLS ID: TB8491860
1 Days Off yellowkey (back on 4/7/2026)
Bed: 2 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1128 Built: 1972 Tax: $3,464 (2025)Community: Colonial HillsSingle Family
Taxes:$3,464
Remarks: Charming and thoughtfully upgraded 2-bedroom, 1.5-bath home offering 1,128 sq ft of comfortable living space in a convenient Holiday location. This move-in ready property showcases a beautifully updated kitchen and renovated bathrooms, complemented by new vinyl flooring throughout for a fresh, modern feel. Enjoy peace of mind with major system improvements including a new Rheem A/C with transferable warranty, a new hot water heater with transferable warranty, and electrical upgrades. The home also features hurricane-reinforced straps and a flat roof replaced adding durability and long-term value. At 39 feet above sea level, it’s not in a flooding zone. The inviting living space is enhanced by an electric fireplace with remote, creating a cozy focal point. Step outside to a private patio overlooking a fully fenced backyard perfect for entertaining, pets, or relaxation. Additional highlights include a newer garage with an oversized driveway, drop- down attic access with added flooring for storage, an outdoor shed, and exterior repaint completed in 2021. Ideally situated near local conveniences and attractions, this home offers easy access to shopping, dining, and major roadways including U.S. Route 19 for a smooth commute. Enjoy the Florida lifestyle just minutes from Anclote River Park, known for its scenic waterfront views, beach access, and boat launch. Explore nearby Key Vista Nature Park for walking trails and nature observation, or take a short drive to the historic Tarpon Springs Sponge Docks, famous for its waterfront dining, shops, and rich cultural heritage. Perfect for first-time buyers, downsizers, or investors, this home offers modern upgrades, solid infrastructure, and a prime location. This home is ready for its next owner to enjoy.
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Michele Herndon, Pa (813-856-9822)
5604 CHEYENNE DR, HOLIDAY, FL 34690
$163,00071 Days on yellowkey MLS ID: TB8474065
0 Days Off yellowkey (back on 4/7/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 1974 Tax: $1,943 (2025)Community: Country EstatesSingle Family
Taxes:$1,943
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval Welcome to 5604 Cheyenne Drive, a cozy and inviting 2-bedroom, 1-bath residence ideally located in the heart of Holiday, Florida. This well-maintained home features a spacious sunroom that provides versatile living space—perfect for relaxing, entertaining, or creating a home office or hobby area. The interior offers a comfortable, functional layout filled with abundant natural light, creating a warm and welcoming atmosphere throughout. A standout opportunity, this property offers a 3.250% assumable FHA loan with Roam, making homeownership more accessible and affordable. Conveniently situated near shopping, dining, and major roadways, this home is well-suited for year-round living or a seasonal retreat. Don’t miss the opportunity to own a charming home with flexible space and an exceptional financing option in a prime location.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Ingrid Santaliz (941-962-1238)
5404 FRONT DR, HOLIDAY, FL 34690
$289,90096 Days on yellowkey MLS ID: TB8464929
REDUCED by $5,100 (1.7%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1966 Tax: $2,969 (2024)Community: Forest HillsSingle Family
Taxes:$2,969
Remarks: One or more photo(s) has been virtually staged. Must see WITH AN ASSUMABLE LOAN! Welcome to 5404 Front Dr in Holiday, FL, where space, style, and location come together on an oversized .21-acre lot with room to roam, expand, and even potentially add a pool. Best of all, there’s NO HOA or deed restrictions, giving you the freedom and flexibility today’s buyers dream of! Plus, this move-in-ready home is located in desirable Flood Zone X for added peace of mind. Inside, you’ll find approximately 1,240 sq ft with an additional 200 sq ft (approximate) under air, featuring 3 bedrooms plus a bonus 4th bedroom, 2 full bathrooms, and a garage conversion that offers extra living space—perfect for a primary suite, home office, or private guest retreat. The updated kitchen is sure to stop your scroll, showcasing refreshed cabinetry with new pulls, a stylish backsplash, sleek butcher-block countertops, a modern sink, stainless steel appliances, and durable LVP flooring—ideal for both everyday living and entertaining. The main bathroom is tastefully updated with beautiful new tile, classic subway tile, and updated fixtures, with no detail overlooked. The spacious enclosed Florida room (approximately 10x20) adds even more versatility and can easily serve as a family room, media room, playroom, or work-from-home space. Per records, major updates include a roof (2016), AC (2019), and several windows have been replaced! All of this is in a prime location with quick access to US Highway 19 for easy commuting, just minutes from the sugary sand Gulf beaches and the Jolley Trolley, and a short drive to the charm of the historic Tarpon Springs Sponge Docks. Opportunities like this don’t last—act fast and make this incredible home yours today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Gary Ubaldini (727-420-1765)
4720 BURNEY DR, HOLIDAY, FL 34690
$165,000157 Days on yellowkey MLS ID: W7880637
3 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1981Monthly Fee: $143 Tax: $1,742 (2024)Community: Tanglewood Mobile VillageManufactured Home
Taxes:$1,742
Remarks: Under contract-accepting backup offers. Welcome to 4720 Burney Drive in the desirable 55+ Tanglewood Mobile Home Community! Where you OWN the land!! This water-view, corner-lot, beautifully updated 3-bedroom, 2-bathroom, beach-inspired furnished home is fully move-in ready for its next owners. Over $50,000 in updates and maintenance in the last five years ensures peace of mind and modern comfort from the moment you walk in. Step inside to an inviting open layout featuring a fully updated kitchen, new flooring, upgraded baseboards and moldings, and bright coastal finishes throughout. The spacious sunroom brings in tons of natural light — perfect for morning coffee, entertaining, or extra living space. A large storage shed gives you room for tools, beach gear, or hobby items, making this home as functional as it is charming. Located in one of the most sought-after 55+ communities, Tanglewood is known for its LOW HOA fee of just $143/month, which includes lawn maintenance. Residents also enjoy a vibrant and active community lifestyle with events like pancake breakfasts, social gatherings, shuffleboard, and more...plus a refreshing community pool to enjoy year-round. Whether you’re looking for a winter escape, a peaceful year-round home, or a fully furnished turnkey retreat, this property checks all the boxes. Don’t miss your chance to tour this beautiful water-view home. schedule your showing today!
Listing is courtesy of: MCCULLOUGH & ASSOC REALTY INC (727-237-4940)
Listing Agent: Sophia Arcese (727-744-2226)
5347 FLORA AVE, HOLIDAY, FL 34690
$215,00019 Days on yellowkey MLS ID: TB8493389
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1072 Built: 1969 Tax: $745 (2025)Community: Forest HillsSingle Family
Taxes:$745
Remarks: Welcome to this well-cared-for home in the Forest Hills community of Holiday, offering a great combination of updates, functionality, and outdoor space. With a comfortable layout and natural light throughout, this home is ideal for everyday living or investment.The interior features a bright living space and an updated kitchen that adds a modern touch while keeping things practical. The layout flows easily, making the home feel open and inviting.Step outside to a fully fenced backyard with southern exposure, providing sunshine throughout the day. This space is perfect for pets, entertaining, gardening, or creating your own outdoor retreat or future pool area.Several major improvements have already been completed, including a septic system approximately 5 years old, roof approximately 9 years old, A/C approximately 10 years old, windows approximately 10 years old, and a hot water heater just 1 year old, offering added peace of mind. Conveniently located near shopping, dining, beaches, and main roadways, this property offers both comfort and accessibility. Whether you are looking for a primary residence, seasonal home, or investment opportunity, this is a solid choice. Schedule your showing today and see the value for yourself.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ellie Lambert (813-690-0319)
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