Location: Holiday
Do Not Show Listings
3335 ALLANDALE DR, HOLIDAY, FL 34691
$224,000241 Days on yellowkey MLS ID: TB8418901
2 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1088 Built: 1975 Tax: $2,772 (2024)Community: Tahitian Dev SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,772
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this charming 2 Bedroom, 2 Bath Home Holiday home that is move-in ready home with a bright, open layout and plenty of natural light. Enjoy a spacious living area, functional kitchen, and two comfortable bedrooms, each with its own full bath. The backyard offers room to relax, garden, or entertain. Conveniently located near shopping, dining, and just minutes from the Gulf beaches. Don’t miss this Holiday gem! Schedule your showing today!
Listing is courtesy of: REALTY EXPERTS ASSOCIATES (727-614-0105)
Listing Agent: Jennifer Mcdonnell (727-247-2896)
4031 CHESSWOOD DR, HOLIDAY, FL 34691
$170,000374 Days on yellowkey MLS ID: TB8371399
0 Days Off yellowkey (back on 11/15/2025)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1967Monthly Fee: $21 Tax: $3,476 (2024)Community: Buena Vista Melody Manor AddSingle Family
Taxes:$3,476
Remarks: Short Sale. AMAZING OPPORTUINTY WITH THIS SHORT SALE. New roof was installed 4 years ago. This light & inviting 2 bed, 2 full bath home feels much larger than the square footage would suggest. This amazing home features living room, dinning area, Florida room, nice laminate flooring throughout, covered open porch leads to the privacy fenced in backyard. There is lots of room for parking including a circular drive and extra parking pad that extends down the side of the house. Half of the one car garage has been converted into an inside laundry with shelving and sink. No flood insurance is required on this property. Property is conveniently located within minutes to shopping, dining, entertainment, medical facilities, U.S. HWY 19 and only a short drive to Tarpon Springs, home of several beautiful parks, beaches, bayous, historic district, down town and more!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: James Wible (813-440-0477)
2817 PLANTAIN DR, HOLIDAY, FL 34691
$415,00047 Days on yellowkey MLS ID: TB8481453
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1683 Built: 2004Monthly Fee: $181 Tax: $5,939 (2025)Community: Key Vista Ph 04Single Family
Taxes:$5,939
Tax Year: 2025
Remarks: Welcome home to 2817 Plantain Dr! This beautifully maintained home, located inside the gated 55+ Key Vista Villas community, is perfectly situated between two preservation areas teeming with awe-inspiring Florida wildlife. Inside, the home shows like a model with soaring ceilings, crown molding, wide-plank luxury vinyl flooring, and an abundance of natural light throughout. The open layout creates an airy, tranquil feel that seamlessly blends indoor and outdoor living. The kitchen is both functional and stylish, featuring granite countertops, rich wood cabinetry, stainless steel appliances, a large single-basin stainless sink, updated lighting, and a generous island perfect for gathering. The adjacent living and dining areas flow effortlessly toward the expansive sliding glass doors, drawing your eye to the private screened lanai and sparkling heated pool: the true centerpiece of the property. With a gas pool heater added in 2025, the pool can reach temps as high as 105º, transforming it into your very own year-round spa-oasis! The covered outdoor seating area overlooks peaceful water views, creating a serene backdrop for entertaining or quiet mornings. The spacious primary suite offers a true retreat with high ceilings, ample natural light, and direct access to the lanai. The en-suite bath is upgraded and well-appointed, and the walk-in closet includes custom built-ins for organized storage. Secondary bedrooms are bright and welcoming, ideal for guests or a home office. Hurricane-resistant windows and an 8-foot sliding glass door provide added peace of mind, while plantation shutters add timeless character. Additional features include a central vacuum system, whole-house stereo system, and newer appliances, including a washer and dryer. The home sits in Flood Zone X, approximately 20 feet above sea level, with no flood insurance required and no impact from recent storms. HOA fees are collectively under $350/month and include lawn care, exterior house painting, cable, internet, and waste collection, offering a low-maintenance lifestyle. Residents enjoy access to two clubhouses, including a master clubhouse with tennis and pickleball courts, a fitness center, a pool, a hot tub, and social spaces. A private boat and RV storage lot is available, subject to availability. Just a short walk away is Key Vista Nature Park with sandy walking trails and Gulf access, and the Pinellas Trail runs just beyond the back gate, providing miles of paved paths. Nearby Anclote Gulf Park, Anclote River Park, and the Ben Harrill Recreation Complex offer even more recreational options. This home combines thoughtful upgrades, peaceful water views, and resort-style amenities in one of the area’s most desirable active adult communities. Book your showing today!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Christina Probeyahn (727-744-7211)
2906 WINDRIDGE DR, HOLIDAY, FL 34691
$375,000245 Days on yellowkey MLS ID: TB8406249
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1647 Built: 1986Monthly Fee: $48 Tax: $5,548 (2024)Community: Windridge Gulf TraceSingle Family
Taxes:$5,548
Remarks: Welcome to 2906 Windridge Drive a large lake front lot where peace of mind meets luxury living and you can catch morning sunrises over the lake to start your days off right ! This stunning waterfront dream home is proudly situated in a non-flood zone, ensuring that flood insurance is not required. This feature, combined with the home’s elevated position, offers unrivaled security and stability, even through recent storms. Located in the prestigious and sought after Gulf Trace community, this home is perfectly nestled between the charming Tarpon Springs and the up-and-coming charm of New Port Richey, placing you just 10 minutes from all the excitement and amenities of New Port Richey. Plus, you're only 2 miles from the serene Key Vista Gulf Front Nature Park and the breathtaking Gulf of America , and just a few miles from Anclote Gulf Park and Anclote River Park with plenty of places to put your boat or jet ski in the water . This Arthur Rutenburg-built masterpiece offers million-dollar views over a pristine lakefront lot—one of the best in the neighborhood. With 3 bedrooms and 2 bathrooms, the home boasts a remodeled and thoughtfully designed layout that balances cozy vibes with luxury finishes . Custom lighting and dimmer switches have been installed to create the perfect mood. Custom interior and exterior paint, designer lighting with dimmer switches, and attention to every detail elevate the space, making it the ideal retreat. Wake up every morning to amazing sunrise views from your waterfront haven, while enjoying the wildlife-filled surroundings—including peacocks, turkeys, cranes, ducks, and even rare white peacocks—creating a truly tranquil and picturesque environment. From the high and dry lot to the thoughtfully designed living spaces, 2906 Windridge Drive offers a safe, elevated lifestyle with all the comforts and stunning views you deserve. This is a rare opportunity to own a piece of paradise where luxury, location, and peace of mind come together seamlessly.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Christopher Grasso (727-379-2376)
3118 LLOYD DR, HOLIDAY, FL 34691
$209,000307 Days on yellowkey MLS ID: W7876466
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1969 Tax: $713 (2025)Community: Beacon SquareSingle Family
Taxes:$713
Elementary School: Gulf Trace Elementary
High School: Anclote High-PO
Middle School: Paul R. Smith Middle-PO
Remarks: WELCOME TO YOUR TROPICAL PARADISE at 3118 Lloyd Dr, Holiday in the Beacon Square subdivision in sunny FL. This well-kept, pride of ownership home consists of 2 bedrooms + Florida/family room, 2 bathrooms & 1 car garage in a NO FLOOD, NO HOA or NO CDD zone. Key exterior features are low maintenance front lawn with a MAJESTIC shade tree as its centerpiece, carriage lights, rain gutters, concrete double-wide driveway & walkways as well as a covered front porch. HUGE BONUS: This house has hurricane shutters for all the windows for peace of mind during storms which equals a credit for homeowner's insurance. As you step inside, you'll LOVE the NATURAL SUNSHINE ILLUMINATING the interior together with the updated light fixtures. The OPEN FLOOR PLAN consists of the kitchen, living, dining & family rooms. The NICE kitchen consists of all appliances (range, range vent, fridge & BRAND NEW DISHWASHER 6/2025 installed after photos were taken), wood cabinets with hardware, expansive laminate counters, tile backsplash, pantry closet with BARN-STYLE rolling doors & double sink with pass-through window to the screened lanai. The dining room features a custom-built China cabinet with LED colorful rope lighting controlled by a remote, beadboard panels & BEAUTIFUL metal antique decorative doors. The family room has a brick accent wall with lighted sconces, paddle fan & access to the lanai through double sliding glass doors. After a long day, retreat to your primary bedroom which can easily accommodate king-size furniture & has a cedar wood closet along with MODERN IKEA closets for additional storage. Likewise, the second bedroom can also fit big furniture & has a cedar wood closet. The main bathroom features a step-in shower with GORGEOUS subway tile & VINTAGE MODERN COPPER-COLOR DUAL SHOWER HEADS WITH RAIN SHOWER. There is a coordinating copper faucet for the sink & expansive vanity cabinet with storage that completes this full bathroom. In the OVERSIZED garage, you'll find the second full bath (shower, toilet, sink) with AC vent, laundry hookups with utility sink, washer & dryer included in the sale, built-in shelving, attic storage & side exit door. The AMAZING backyard is a DREAM OASIS. You'll find CUSTOM built bars with corrugated metal doors, built-in seating & storage options PERFECT for the outdoor entertaining. The big screened & covered lanai is a great place to host family & friend get togethers. House systems: Trane AC 7/2009; Roof 6/2008. Location is IDEAL near schools, beaches, medical plazas, shopping centers, restaurants, places of worship, airport & tourist attractions. MAKE THIS YOUR FUTURE HOME!
Listing is courtesy of: FUTURE HOME REALTY (800-921-1330)
Listing Agent: Janina Wozniak (727-888-3889)
3801 DARLINGTON RD, HOLIDAY, FL 34691
$229,90038 Days on yellowkey MLS ID: O6388885
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 936 Built: 1974 Tax: $1,212 (2025)Community: Tahitian HomesSingle Family
Taxes:$1,212
Elementary School: Gulfside Elementary-PO
Remarks: Charming, 2-bedroom, 1.5-bathroom single-family home available for sale in Holiday. This property boasts a renovated kitchen featuring wooden cabinets paired with granite countertops, offering a classic and modern look. Key updates include ceramic tile throughout, a new HVAC system (2025), a new electric water heater (2025), and a roof from 2015. The fully enclosed rear yard features low-maintenance vinyl fencing, ensures a safe haven for pets and play while providing a serene retreat or quiet reflection. Whether you're seeking a permanent residence or an investment opportunity, this property provides excellent flexibility. It is centrally located in Holiday, just 0.7 miles from US 19 and less than 1.5 miles from supermarkets, dining, and entertainment. The home was not impacted by rising water during the last two storms. It has been meticulously maintained and is in move-in ready condition.
Listing is courtesy of: LONDON FOSTER REALTY (305-514-0100)
Listing Agent: Hector Mendez Garcia, Pa (786-683-9407)
3930 SAILMAKER LN, HOLIDAY, FL 34691
$100,00053 Days on yellowkey MLS ID: TB8479144
0 Days Off yellowkey (back on 3/30/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 880 Built: 1981 Tax: $1,463 (2025)Community: Holiday Lake Villas CondoCondo
Taxes:$1,463
Remarks: Under contract-accepting backup offers. Calling all part time Floridians, why pay someone else’s rent when you can own your own piece of paradise? This adorable (and affordable) 1 BEDROOM 1 BATH GEM located minutes from the Gulf and historic downtown Tarpon offers everything you need to make your Florida dream come true. Located just across from the pool, clubhouse, and shuffleboard courts, you’ll be in the perfect spot to take advantage of all this active community has. This ONE LEVEL unit features a spacious, and FULLY FURNISHED living and dining room that opens to your own private covered porch. This BONUS ROOM has been updated to be level with the rest of the house and is enclosed with newer windows making it the perfect office, guest room or lounging space. The kitchen opens up to the dining area and provides bar seating so you can interact with guests and enjoy an open vibe as you prepare meals. The kitchen offers stainless steel appliances and a bright feel with light cabinets and counter tops. There’s even an eat in kitchen providing extra space and natural lighting through 2 front windows. Washer and dryer are located just off the kitchen and are included. The spacious bedroom features 2 windows framing a space large enough for a king size bed and your own private entrance to the bonus room. The bedroom also features a huge walk-in closet and is located next to the bathroom with tub/shower combo and new mirrored glass sliding doors. Everything is low maintenance so you can enjoy everything Florida living has affords. Your low association fee covers cable, wifi, trash, utilities, pest control and maintenance of the common areas such as the roof, etc. This active 55+ community hosts various social events at the clubhouse and you’ll love your friendly neighbors who really give this community a homey feel. NO FLOOD ZONE offers additional piece of mind. The only thing left to do is dive in and make the move to paradise!
Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)
Listing Agent: Lisa Dundas (727-515-3900)
1126 CLAIRBORNE ST, HOLIDAY, FL 34690
$210,00020 Days on yellowkey MLS ID: TB8491157
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1024 Built: 1964 Tax: $2,314 (2025)Community: Crest Ridge GardensSingle Family
Taxes:$2,314
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained, immaculate 2-bedroom, 1-bath home that is truly move-in ready. This charming property features a spacious living and dining room combination, along with a Florida room that can easily serve as a bonus space, home office, or additional living area. The home offers a functional updated eat-in kitchen with plenty of cabinet space, stainless steel appliances, and wood cabinetry. Flooring includes terrazzo in the bedrooms, luxury vinyl throughout the main living areas, and ceramic tile in the Florida room. Major updates include a roof (2011), AC (2014), and a newer water heater (2018), providing peace of mind for years to come. Step outside to a large, fully fenced backyard designed for low maintenance with pavers and gravel—no watering required—making it perfect for relaxing or hosting summer gatherings. The property is beautifully landscaped with palm trees and offers great curb appeal, complete with a spacious front porch ideal for unwinding. Additional features include an oversized one-car garage with washer and dryer, plus a generous driveway for extra parking. This home is located in a high and dry Zone X, with no flood insurance required, and no HOA or CDD fees. Conveniently situated just minutes from shopping, schools, restaurants, and Gulf Coast beaches, and only about three miles from Tarpon Springs and its famous sponge docks, this location offers the best of Florida living. With easy access to Tampa and nearby airports, commuting is a breeze. Furniture is negotiable, making this an excellent opportunity to settle in with ease and start enjoying the Florida lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Renee Gialousis (727-234-3353)
4324 TAHITIAN GARDENS CIR #J, HOLIDAY, FL 34691
$146,500321 Days on yellowkey MLS ID: TB8391715
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 825 Built: 1979 Tax: $1,890 (2024)Community: Tahitian Gardens CondoCondo
Taxes:$1,890
Remarks: WATERFRONT, 2-bedroom, bath-and-a-half condo in the gated 55+ community of Tahitian Gardens. Enjoy stunning water views from the oversized living room windows and outside patio. This property features separate kitchen and dining areas. Both bedrooms are generously sized with updated windows and newer carpet. The primary bedroom includes a half bath and a walk-in closet. A full-sized, all-tile walk-in shower completes the main bathroom. Washer and dryer hookups are available. Brand new community paving (March 2026) and a new roof was installed just a few years ago. Relax on your patio and take in the lake views and sunsets while observing the birds and wildlife. The large, heated swimming pool and rec center are conveniently accessible within minutes via the many sidewalks around the lake and throughout the community. Tahitian Gardens is a well-maintained gated community offering various activities, such as shuffleboard, arts and crafts, a bicycling club, bingo, dominoes, card groups, and more. There is easy access to shopping and public transportation. CVS, Walgreens, Publix and Aldi are very close by with Tampa and Clearwater airports less than an hour away by car. The property is also minutes from Tarpon Springs, the Sponge Docks, and Howard Park beach. Easy to see, shown by appointment.
Listing is courtesy of: COASTAL FLORIDA REAL ESTATE (727-471-9115)
Listing Agent: Michael Mcauley (727-471-9115)
3249 EISENHOWER DR, HOLIDAY, FL 34691
$219,90019 Days on yellowkey MLS ID: W7884332
0 Days Off yellowkey (back on 3/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1216 Built: 1972 Tax: $1,191 (2025)Community: Aloha GardensSingle Family
Taxes:$1,191
Remarks: WOW! This bright open spacious floor plan and meticulous well-maintained home is a MUST SEE! Home features 2-bedroom, 2 full baths, 1 car oversized garage to fit a car and motorcycles/toys, tile and gorgeous wood style laminate flooring throughout, beautiful modern glass kitchen cabinets, large eat-in kitchen area, walk-in pantry, dining room area, fully closed in air conditioned lanai/office/den, stainless appliances with smooth-top double oven range, built-in kitchen wine cabinet rack, extra linen closets, hurricane sliding glass doors, garage side door, garage side window for more light, fully PVC fenced-in spacious back yard with concrete retaining back wall for extra privacy, fruit trees, very large curved front covered open porch and so much more! Home is in a NO FLOOD ZONE! FLOOD ZONE X! NO HOA! NO CDD! NO DEED RESTRICTION! Just minutes away from the Anclote Gulf Park, Anclote River Park and Boat Ramp, World Famous Tarpon Springs sponge docks, hospitals, shops, restaurants, famous Weeki Wachee State Park home of the Mermaids, world-famous beaches, golf courses, Busch Gardens, culture and sport events in the Tampa and St. Petersburg area. COME ENJOY FLORIDA’S LIFESTYLE AT ITS BEST!!!
Listing is courtesy of: RE/MAX SUNSET REALTY (727-863-2402)
Listing Agent: Louis Petruzzelli Pa (727-505-5111)
1749 SHADY COVE DR, HOLIDAY, FL 34691
$105,000160 Days on yellowkey MLS ID: W7879824
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 540 Built: 1967 Tax: $1,234 (2024)Community: Buena VistaMobile Home
Taxes:$1,234
Remarks: Investment Opportunity: Charming Property in Prime Location! This month-to-month rental offers a fantastic opportunity for investors looking to capitalize on a property that needs some TLC. Located just minutes from the stunning Gulf of Mexico, this property is ideally situated for those who appreciate beachside living. Key Features: Investment Potential: Perfect for a rental property or a fix-and-flip project. Prime Location: Enjoy easy access to unlimited shopping, restaurants, and nearby hospitals, making it a convenient choice for tenants or future buyers. Room for Improvement: The property requires some renovation, allowing you to add your personal touch and increase its value. Why Invest? Proximity to the Gulf: Experience the beauty of coastal living with quick access to beach activities. Rental Demand: With its desirable location, this property is likely to attract renters looking for convenience and lifestyle amenities. Versatile Options: Whether you choose to rent it out or renovate for resale, this property presents a wealth of opportunities. Don’t miss out on this chance to invest in a promising property in a sought-after area!
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Mollie George, Pa (863-214-3932)
3410 PINEHURST DR, HOLIDAY, FL 34691
$249,00086 Days on yellowkey MLS ID: TB8466720
1 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1004 Built: 1965 Tax: $1,019 (2024)Community: Beacon SquareSingle Family
Taxes:$1,019
Remarks: Under contract-accepting backup offers. This is the one you’ve been waiting for! Welcome home to 3410 Pinehurst Drive in Holiday—a charming, truly move-in-ready home that shines from top to bottom. From the moment you step inside, you’re greeted by a beautifully maintained interior and thoughtful upgrades throughout. Home Highlights & Upgrades • Impact windows & impact doors (front door is solid wood & impact-rated) • Newer AC & water heater (AC relocated from attic to garage) • Kitchen updated in 2023 with granite countertops • Bathroom updated in 2018 • Blow-in insulation & gutters (2018) • All lighting & ceiling fans updated (2023) • Updated baseboards, trim, outlets, switches & plugs (2022) • Fresh interior & exterior paint • Carpet only 2 years old • New closet doors (2026) • Garage walls & floor freshly painted (2026) • 2” faux wood blinds (2022) • Cedar closets in bedrooms • Honeywell Wi-Fi thermostat included • Blink cameras & doorbell camera included Outdoor Living & Extras • Pool installed in 2022 with a 15-year liner (by Mr. Pool) • LED exterior pool lighting & LED front light • Extended front patio—perfect for relaxing • Wood privacy fence • Two sheds (2022) • Impact-rated garage door • Ample side parking for a car, boat, or trailer Peace of Mind • Recent preventative pest control for home and yard This home has been professionally cleaned and is ready for you to move right in. You’ll love living here—and you’ll love everything the area has to offer, from world-class beaches to downtown Tampa, shopping, dining, and endless entertainment. Don’t wait—this one won’t last!
Listing is courtesy of: TRADEWIND PROPERTIES (727-548-8550)
Listing Agent: Mary Giasevits (727-743-0528)
5024 ODYSSEY AVE, HOLIDAY, FL 34690
$199,90028 Days on yellowkey MLS ID: TB8487554
2 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1104 Built: 1965 Tax: $2,110 (2025)Community: Crest Ridge GardensSingle Family
Taxes:$2,110
Elementary School: Sunray Elementary-PO
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained two-bedroom, two-bathroom home tucked away on a quiet cul-de-sac in Holiday. With a wide driveway, inviting front porch, and thoughtful updates throughout, this home offers both comfort and convenience. Major improvements include a 2022 roof and a 2021 A/C and water heater, providing peace of mind for years to come. Inside, you’ll find classic terrazzo flooring, an open floor plan, and ceiling fans throughout, creating a light and comfortable living space. The front living room flows seamlessly into the kitchen and dining area, making it ideal for everyday living and entertaining. The kitchen features a center island perfect for meal prep or casual dining, matching appliances, and a dining area just off the kitchen. Toward the back of the home, a heated and cooled sunroom offers additional living space - perfect for relaxing year-round. The primary bedroom includes an impressive wall-length closet, providing plenty of storage. The second bathroom is conveniently located in the garage, and the home also includes a new washer and dryer. Step outside to enjoy a Partially fenced-in backyard with a patio area for grilling and outdoor gatherings. A shed with power adds even more functionality, ideal for storage, hobbies, or a workshop space. Conveniently located near shopping centers, dining options, and everyday amenities, this home is a fantastic opportunity whether you’re looking for a primary residence, seasonal getaway, or investment property. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
2216 PARROT FISH DR, HOLIDAY, FL 34691
$340,00028 Days on yellowkey MLS ID: TB8486771
1 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1740 Built: 2013Monthly Fee: $345 Tax: $3,466 (2025)Community: GulfwindsVilla
Taxes:$3,466
Remarks: Under contract-accepting backup offers. *NEW PRICE!* This is a great find! This Beautifully landscaped and updated 3-bedroom, 2-bath villa offers 1,740 square feet of spacious, low-maintenance living with a 2-car garage—perfect for year-round living, a seasonal retreat, or multi-generational flexibility. Step inside to a thoughtfully designed split-bedroom floor plan that provides both privacy and comfort. The heart of the home is the stunning kitchen, perfectly positioned to bring everyone together. Featuring stainless steel appliances, granite countertops, wood cabinetry, a beautiful backsplash, breakfast bar with pendant lighting, solar tube and recessed lighting, plus an abundance of cabinets and a closet pantry—this kitchen is as functional as it is beautiful. The kitchen flows seamlessly into the dining and living areas, where sliding glass doors open to an oversized screened lanai with ceiling fan and pavered flooring—creating an ideal space for indoor-outdoor living and entertaining. A front screened porch adds even more space to relax and enjoy Florida’s breezes. Enjoy a fully fenced, pavered backyard designed for easy care and privacy—perfect for entertaining or simply unwinding in your very private outdoor space. The spacious primary suite offers a true retreat with a large walk-in closet, his and hers vanities, a garden tub, and a separate step-in shower. Additional features include easy-care porcelain tile and LVP flooring throughout—no carpet anywhere. Ditek whole-home surge protection for HVAC, appliances, and sensitive electronics. HVAC (2018). Located in the desirable Gulfwinds community (not age-restricted), residents enjoy a heated community pool and a beautiful pond setting. The HOA covers lawn care and shrub trimming, roof maintenance, exterior painting, high-speed internet, cable (including Hulu, Disney+ and ESPN), and more—making this an ideal lock-and-leave property for snowbirds or those seeking a carefree lifestyle. Perfectly situated just minutes from the Gulf, you’re close to local parks, beaches, marinas, shopping, dining, and the charm of the World Famous Tarpon Springs Sponge Docks. Whether you're looking for space, simplicity, or a sunny Florida escape—this home delivers it all.
Listing Agent: Connie Dichtas (727-741-3780)
3340 WILSON DR, HOLIDAY, FL 34691
$264,900118 Days on yellowkey MLS ID: TB8457769
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 1978 Tax: $2,428 (2024)Community: Tahitian DevSingle Family
Taxes:$2,428
Remarks: One or more photo(s) has been virtually staged. HUGE PRICE ADJUSTMENT. This charming 2-bedroom, 2-bath home with a 1-car garage offers peaceful lakefront living with a conservation area across the water, providing exceptional privacy and tranquility. Enjoy fishing or crabbing right from your own spacious backyard, or simply relax and take in the beautiful sunset views over the lake. Elegant flooring, Bright house with lots of windows, water electric heater 2025, Garage door 2019, A/C 2017 and roof 2015..Oak kitchen cabinets with St.St appliances. Located in the heart of Holiday, this home combines natural beauty with everyday convenience—perfect for full-time living or a relaxing Florida retreat.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Edward Mikhail (813-480-4080)
3041 HOLIDAY LAKE DR, HOLIDAY, FL 34691
$140,00021 Days on yellowkey MLS ID: TB8490353
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1280 Built: 1971 Tax: $2,863 (2025)Community: Holiday Lake EstatesSingle Family
Taxes:$2,863
Remarks: **INVESTORS--PROPERTY IN NEED OF MAJOR REPAIRS**Property is being sold “as-is” with right to inspect. It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.
Listing is courtesy of: SEFAIR INVESTMENTS INC (800-233-5334)
Listing Agent: Dan Sefair (813-842-5615)
2453 SANTIAGO DR, HOLIDAY, FL 34690
$58,000124 Days on yellowkey MLS ID: TB8455954
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 660 Built: 1969Monthly Fee: $7 Tax: $202 (2024)Community: Buena Vista ManorMobile Home
Taxes:$202
Remarks: Under contract-accepting backup offers. Corner Lot, 55+ Community, 2 Bedrooms/2 Bathrooms, Laundry Room Located in the Utility Room. This home has no lot rent the property is owned, not rented. Great Location, close to everything!
Listing is courtesy of: 54 REALTY LLC (813-435-5411)
Listing Agent: Ann Carlson (813-716-5724)
3207 COLDWELL DR, HOLIDAY, FL 34691
$294,000386 Days on yellowkey MLS ID: TB8366217
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1302 Built: 1972 Tax: $3,146 (2024)Community: Holiday Lake EstatesSingle Family
Taxes:$3,146
Remarks: Price Adjustment on this Charming 3-Bedroom Home in Holiday Lake Estates – Close to Tarpon Springs! This 3-bedroom, 2-bathroom home with a 1-car garage sits on a desirable corner lot, just a short drive from historic Tarpon Springs and the famous Sponge Docks. Enjoy local events, waterfront dining, and easy access to Pinellas County. Featuring a newer solar panel system (2021, owned) and new roof (2023), this home offers energy efficiency and long-term savings. The spacious, fully fenced backyard includes an 8x10' vinyl shed and double gates, making it perfect for storing a trailer or boat. Additional updates include a newer AC (2020), 200-amp electrical panel (2021), and water heater (2020). Grab the sunscreen and hit the beaches, this home has an ideal location that can't be beat!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Jessica Macmichael (727-871-2638)
3404 JACKSON DR, HOLIDAY, FL 34691
$205,00091 Days on yellowkey MLS ID: TB8464378
0 Days Off yellowkey (back on 2/19/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1026 Built: 1977 Tax: $2,358 (2025)Community: Tahitian Development SubSingle Family
Taxes:$2,358
Elementary School: Gulf Highland Elementary
Remarks: Welcome to this beautifully maintained Holiday gem, offering the perfect blend of comfort, character, and Florida lifestyle living. From the moment you step inside, you’re greeted by a bright, open-concept living space filled with natural light, tasteful finishes, and a warm, inviting atmosphere. The modern kitchen features light-toned cabinetry, a stylish tile backsplash, generous counter space, and ample storage, ideal for everyday living or entertaining guests. The well-sized bedrooms offer great closet space, and the functional layout maximizes every square foot. Step outside to your private, fully fenced backyard oasis, shaded by mature trees ideal for relaxing, gardening, entertaining, or creating your own outdoor retreat. Pet-friendly, peaceful, and full of potential. Located in a quiet, established neighborhood with NO HOA or CDD fees, this home offers both freedom and peace of mind. Close to Everything: • Minutes to Anclote River Park & Beach • Near Tarpon Springs Sponge Docks • Close to Fred Howard Park • Easy access to US-19 • Nearby shopping, dining, schools, and entertainment • Short drive to Clearwater Beach & the Gulf Coast. Perfect for first-time buyers, snowbirds, or investors seeking a strong rental opportunity.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Carlos Diez Cordova (813-694-6208)
4375 TAHITIAN GARDENS CIR #B, HOLIDAY, FL 34691
$127,90021 Days on yellowkey MLS ID: TB8488422
0 Days Off yellowkey (back on 3/28/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1968 Tax: $394 (2025)Community: Tahitian Gardens CondoCondo
Taxes:$394
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 2-bedroom, 1-bath condo in the sought-after 55+ Tahitian Gardens community of Holiday. This unit is move-in ready and exceptionally clean, featuring fresh interior paint and a bright, open layout that maximizes space and natural light. Every appliance is brand new, including a Samsung washer and dryer combo and stainless steel kitchen appliances, offering a modern, turnkey living experience. The kitchen provides ample cabinet and counter space, perfect for cooking and entertaining, while the living and dining areas create a comfortable space for daily living. Both bedrooms are spacious and thoughtfully designed, providing plenty of room for rest, work-from-home setups, or guests. This condo is located in a non-flood zone, giving you added peace of mind, and offers low-maintenance living in a friendly, well-kept community. Ideally situated just off Highway 19, this home provides easy access to Tampa, Clearwater, beaches, shopping, dining, and major roadways, making commuting or weekend getaways a breeze. Whether you’re seeking a full-time residence or seasonal retreat, this condo offers convenience, comfort, and modern updates that truly make it a standout.
Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)
Listing Agent: Taylor Towers (701-330-4113)
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