Between $400,000 - $500,000 Holiday FL Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ Glenwood Gulf Trace SubDv. ⋅ 34691 Zip Code

Beautifully Updated 3-Bedroom Home on an Oversized Cul-de-Sac Lot Welcome home! This beautifully maintained 3-bedroom, 2-bath home sits on an oversized corner lot in a desirable cul-de-sac, offering extra space, privacy, and flexibility. With an impressive list of updates already completed, this home is truly move-in ready! 2019 — Exceptional Kitchen, Pool & Window Upgrades • Double-Pane, Impact-Rated Windows Installed, providing enhanced protection, energy efficiency, comfort, and peace of mind while also enhancing curb appeal and comfort. • Pool refinished and filtration system replaced. • Granite countertops add beauty, durability, and elegance. • Stainless steel appliances create a modern kitchen. • Soft-close kitchen cabinet drawers provide a premium finishing touch. 2020 — Added Protection • Gutters installed, helping direct rainwater away from the home. Well-fed irrigation system helps keep the lawn and landscaping looking green, healthy, and beautiful while providing an economical irrigation source. 2023 — Major System Improvements • Roof replaced, providing valuable peace of mind. • HVAC system replaced, keeping the home comfortable year-round. 2024 — Fresh Exterior • Exterior painted, delivering a fresh, attractive appearance and enhanced curb appeal. 2025 — Garage Upgrade • Garage door replaced, adding functionality, security, and curb appeal. NEW — Beautiful Flooring Luxury Vinyl Plank flooring has been newly installed throughout the main living spaces, creating a stylish, durable, and easy-to-maintain foundation. The Secondary bedrooms feature comfortable carpeting, creating cozy private spaces. Flexible Space to Make Your Own The home's 3-bedroom, 2-bath layout also offers additional space that can be transformed into an office, craft room, hobby space, or potentially a 4th bedroom, depending on your needs and applicable requirements. THE BIG STORY This home offers the rare opportunity to enjoy the benefits of years of thoughtful improvements without taking on the projects yourself. Major updates include the roof, HVAC, windows, pool, filtration system, gutters, exterior paint, garage door, kitchen features, irrigation system, and NEW flooring. Add the oversized cul-de-sac lot, private pool, flexible living space, and move-in-ready condition, and this home delivers an incredible combination of comfort, style, functionality, and value! Come see it, and make it yours!

3225 Hearthstone Court, Holiday

$400,000

4 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv. ⋅ 34691 Zip Code

MOVE IN READY! This four bedroom two bath pool home has been renovated, updated, and upgraded - All this home needs is YOU! Attention was paid to every part of this home. Renovations, updates and upgrades are simply too numerous to completely describe but include: new flooring and trim work, kitchen new refrigerator, new fixtures, a complete interior and exterior repaint, some new doors and all new door hardware, and a whole house water filtration and softening system. The home also features a renovated kitchen with custom wooden cabinets, cement board exterior, a spacious salt pool inside a large lanai with all sides re-screened with a great entertaining area, and a fully fenced private backyard with a shed. The wooden fence is less than a year old, the HVAC and roof are only four years old. The luxury vinyl planking is upgraded and waterproof and the carpet is forty-four ounce Traffic Master with the upgraded padding. Conveniently located near SR 19 off Anclote Boulevard makes for easy access to commuting, along with shopping and restaurants, as well as being within a mile of Anclote State Park on the Anclote River with beaches, pavilions and boat ramps and within two miles of downtown Tarpon Springs and the Sponge Docks!

2526 Fieldcrest Court, Holiday

$459,900

4 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code

Welcome to true waterfront living in this beautifully remodeled 4-bedroom, 3-bath home with direct Gulf access, incredible privacy, and upgrades throughout. Located along a scenic bend of the river, the backyard overlooks a private island preserve, so there are no rear neighbors—just peaceful water views and frequent visits from dolphins, manatees, and local wildlife. The home has remained high and dry during recent storms, offering added peace of mind. Inside, the split floorplan includes two private en suites on opposite sides of the home, making it perfect for multigenerational living, guests, or anyone who wants extra privacy. The brand-new kitchen features updated appliances, a Moen motion-sensor faucet with WiFi controls, and a clean, modern design. Major improvements include a 2025 whole-home Halo water treatment system, Uponor PEX plumbing, propane tankless water heater, new doors and windows, added attic insulation, and a generator-ready electrical setup. Outside, enjoy the heated pool with new 2024 pump and heat pump, a gravity overflow drain, private dock, and 10,000-pound boat lift with new stainless-steel cables. Additional features include an EV charging outlet, commercial-grade garage door opener, rebuilt garage door, WiFi-controlled sprinkler system supplied by a private well, ADT security system, Ring doorbell, garage camera, 2018 roof, and 2018 HVAC system. This move-in-ready home combines modern updates, waterfront privacy, and the relaxed Florida lifestyle buyers are looking for. Schedule your private showing today!

1166 Chancellor Drive, Holiday

$480,000

4 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 SubDv. ⋅ 34691 Zip Code

Virtually Staged. WOW! Take a look at this 4 BEDROOM, 2 BATHROOM, 3 CAR GARAGE POOL HOME LOADED WITH UPDATES AND UPGRADES IN THE STUNNING KEY VISTA COMMUNITY ON A QUIET CUL DE SAC. The open kitchen has been remodeled. THE CABINETS AND COUNTER TOPS HAVE BEEN REPLACED, NEW REFRIGERATOR, AND A NEW DISHWASHER. The QUARTZ KITCHEN ISLAND IS EXCELLENT FOR ENTERTAINING AND USING AS A CASUAL SPACE FOR BAR STOOLS. The big open family says bring your sectional and huge TV because there is plenty of room! THE SLIDERS TO THE POOL HAVE RECENTLY BEEN REPLACED AS WELL AS NEW WINDOWS IN THE BACK OF THE HOUSE. It sure feels like Florida here with the PLANTATION SHUTTERS and light bright colors and SPARKLING SWIMMING POOL. There are no rear neighbors, you can enjoy your pool and outdoor space in private. New interior paint in many of the rooms. THE PRIMARY BEDROOM HAS MORE THAN ENOUGH ROOM FOR A KING SIZE BED AND THE PRIMARY BATHROOM FEATURES A STAND UP SHOWER AND SOAKING TUB. There is enough room to stretch out with double sinks too! Some other noteworthy things about this very special home are HIGH CEILINGS, a NEW ROOF IN 2023, NEW AC IS 2017 AND A NEW HOT WATER HEATER. You don't have to go far to enjoy the community amenities! There is a huge heated pool, clubhouse, playground, tennis and pickleball courts, fitness center, and more. Key Vista Nature Park is about a mile away, Sunset Beach and Fred Howard Park in Tarpon Springs are just a short drive away!

2811 Ravendale Lane, Holiday

$499,999

4 Beds ⋅ 3 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code

Perfectly designed for family living and entertaining, this house boasts an array of features that cater to every need. The primary bedroom is a true retreat, featuring a whirlpool tub, a stand-up shower, and a vanity that all contribute to a spa-like atmosphere. The room is generously sized with vaulted ceilings, creating an airy and open feel. Additionally, a bonus room with slider doors and bay window provides direct access to the pool deck, making it perfect for unwinding after a long day. The dining room is a charming space with a built-in buffet and French doors that lead out to the pool deck, enhancing the indoor-outdoor flow. The kitchen is a chef's delight, equipped with ample cabinetry, all stainless-steel appliances, and granite countertops. An eat-in counter extends into the living area, which is adorned with more slider doors opening to the pool deck, perfect for seamless entertaining. Comfortable Bedrooms and Private Spaces, in addition to the primary suite, the house includes another bedroom with two closets and a private bathroom, offering privacy and convenience. The final oversized bedroom is located at the far end of the house, featuring two large closets and more sliders that lead to the pool deck. This bedroom is accompanied by a bathroom with a stand-up shower and an oversized bathtub. The backyard is an entertainer's paradise, fully fenced with an inground pool that is lanai covered, set on an oversized pool deck. It provides the perfect setting for hosting friends and family or enjoying a quiet evening by the water. Additional Features are High elevation ensures no past flooding, providing peace of mind. 2-car garage with a brand-new garage door opener for convenience. This house is conveniently located just minutes away from the Bailys Bluff community BOAT RAMP with Gulf access, a Clubhouse with beautiful Gulf views with access to set sail your Kayak.

2210 Bayou Drive, Holiday

$420,000

3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code

Brand new 2026 waterfront construction with no HOA completion May 2, 2026. Builder direct sale, builder warranty included. This canal front home in Holiday, FL delivers what 2026 buyers chase: new construction, water frontage, zero HOA, and Gulf Coast access minutes from Tarpon Springs and Anclote River Park. Architectural curb appeal sets the tone with contrasting exterior finishes and a dark accent garage door. Inside: soaring ceilings, oversized windows, and an open concept layout in luxury vinyl plank throughout. Light quartz countertops anchor the kitchen and baths, paired with frameless glass showers and designer tile. Every closet is fully built out with custom organization a $5K+ upgrade already done. Brushed nickel fixtures, primary suite with spa style ensuite, flexible secondary bedrooms, attached two car garage. The yard opens onto a quiet canal (non navigable) with room to add a dock for kayaking, paddleboarding, or fishing. No HOA your property, your rules. Schedule your private showing be the first to walk through.

2713 San Luis Road, Holiday

$447,400

3 Beds ⋅ 3 Baths ⋅ Park Place SubDv. ⋅ 34690 Zip Code

Beautifully updated townhome situated on a quiet street just minutes from major freeways, offering the perfect blend of luxury, comfort, and coastal living. This spacious 1,848-square-foot residence features 3 bedrooms and 2.5 bathrooms, enhanced by elegant eucalyptus wood flooring throughout. The tastefully remodeled kitchen showcases high-end cabinetry, stainless steel appliances, and elegant quartz countertops. The bathrooms have been fully modernized with frameless glass showers, subway tiles, quartz finishes, and stylish vessel sinks. Impact-resistant windows and sliding glass doors provide enhanced safety and improved energy efficiency. Home automation helps significantly reduce electric consumption for the two newer HVAC systems. Downstairs, the oversized 2-car garage offers ample storage space, while outside, a private dock with 33 feet of frontage along the Anclote River is equipped with a 10,000-lb boat lift—ideal for boating enthusiasts. Best of all, there are no HOA or CDD fees.

5311 Boardwalk Street, Holiday

$450,000

4 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code

Welcome to this 4-bedroom, 2-bath, solar-powered, pool home offering plenty of comfortable living space on the water. The property also features its own dock right in the backyard, providing direct access to Lake Conley. Inside, the home offers a bright, open feel with abundant natural light, a neutral color palette, and luxury vinyl plank flooring throughout the living areas. The kitchen is equipped with stainless steel appliances and a convenient pass-through with bar seating, ideal for everyday living and entertaining. Major updates include a 2019 roof and 2019 HVAC, offering peace of mind for years to come. The property also did not experience flooding during recent storms. Garage is currently in the process of being converted into a mother-in-law suite with a separate entrance. Step outside to be greeted by the sparkling pool in a screened lanai, a relaxing space to enjoy the Florida lifestyle year-round. The pool also features a safety fence for peace of mind. Located just minutes from local beaches, parks, shopping, and dining, this home offers a perfect balance of everything that makes living in Florida wonderful.

3022 Jackson Drive, Holiday

$474,900

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code

HUGE PRICE REDUCTION (OWNER MOTIVATED TO SELL) Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle with the bonus of having Multigenerational Living . This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

1125 Fernwood Drive, Holiday

$410,000

3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 4 SubDv. ⋅ 34691 Zip Code

LENDER PAID 1% BUY DOWN WITH PREFERRED LENDER FOR INITIAL 12 MONTHS OF MORTGAGE PAYMENTS. Totally renovated 3bedroom 2 bathroom 2 car garage home in quiet community. Roof, HVAC,Water Heater, Flooring, Kitchen and Bathrooms all brand new.Wood cabinets and stone counter tops in Kitchen and Bathrooms. Huge lot with vaulted screened in lanai. Low HOA covers community pool and cable. Come and make this charmer your new home!!!

2700 Sierra Vista Way, Holiday

$499,900

5 Beds ⋅ 4 Baths ⋅ Vista Lks/Baileys Bluff SubDv. ⋅ 34691 Zip Code

Under contract-accepting backup offers. Amazing Price Reduction in Gated Neighborhood of Vista Lakes at Bailys Bluff - 5 Bedroom, 3.5 Bath, 2 Story home perfectly situated on an extra large pool size premium corner lot with fenced back yard and lighted gazebo overlooking a serene pond plus NO FLOOD INSURANCE. This gorgeous 2 story home boasts a wonderful floor plan with soaring ceilings and generous windows providing lots of natural light. On the first floor, you’ll find a separate living room and dinning room when you enter the home plus a more casual living space that includes the kitchen with large pantry, counter seating and an eat-in nook all opening to the high volume family room with sliding doors to the porch which leads to the wonderful back yard complete with your own kio fish, a tranquil fountain and covered gazebo with a pond view. The bedrooms, located on the 2nd floor, boast a large master with two large walk in closets and an elegant ensuite, creating the perfect private retreat. A 2nd bedroom, with its own private bath would be great for guests. The 3rd & 4th bedroom, both of which are generous in size, share a Jack & Jill bath. Added features of the home include a 3 car tandem garage, storm shutters and dual zoned AC plus the community elevation requires NO FLOOD INSURANCE. Added neighborhood amenities are a private gated entrance plus a community park. You’ll also find this home conveniently located to grocery shopping, restaurants and schools plus the Beach at Anclote Park and the trails and Gulf Views at Key Vista Park are just a short car or even a bike ride away. Vista Lakes is situated in the Gulf Trace/Key Vista/Bailys Bluff area of Holiday and tucked between two popular entertainment spots, the Sponge Docks of Tarpon Springs and the Riverfront of downtown New Port Richey. Vista Lakes is one of the best kept secrets in Holiday, so schedule your private showing of this home today and you’ll be glad you found it!

3238 Mela Court, Holiday

$499,000

Tampa & Tarpon Springs Land Co SubDv. ⋅ 34691 Zip Code

Situated on a sprawling 5-acre parcel of pristine land, this property boasts a charming barn and a private entrance, setting the stage for a multitude of possibilities. Imagine the lifestyle you've always dreamed of - whether it's starting your own farm, providing a sanctuary for your beloved animals, or crafting the home of your dreams, this property offers endless potential. Nestled within its boundaries, you'll discover a tranquil pond teeming with diverse wildlife, including birds, fish, turtles, and even the occasional gator, creating a captivating natural environment that's yours to cherish. Also, access to beautiful Lake Conley is available via the canal that lines the southern boundary of the parcel. Experience the rare combination of serenity and convenience as this oasis remains peacefully secluded despite its proximity to US19 and Pinellas County. Zoned AR5, this property provides the flexibility to fulfill your vision, whether it's embracing the tranquility of open pastures or embarking on new agricultural ventures. Prepare to be enchanted as you wander through the expansive grounds, where every corner reveals unexpected beauty and undeniable charm. Don't miss out on the opportunity to make this picture-perfect retreat your own - schedule a viewing today and let your imagination run wild amidst this remarkable landscape. This is a unique opportunity that must be seen to be fully appreciated. Property to be subdivided at closing, 5 acres MOL.

Kibler Ln, Holiday

Browse All Holiday FL Between $400K - $500K Properties for Sale

Between $400K - $500K Holiday Real Estate