Holiday, FL Homes for Sale under $600,000

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  /38

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  5650 Bittersweet Dr, Holiday, FL 34690

  Welcome home to this beautifully updated 3-bedroom, 2-bath, 2-car garage residence offering 1,824 square feet of thoughtfully designed living space. With solid block construction, an open floor plan, and no flood insurance required, this move-in-ready home combines comfort, style, and peace of mind.The stunning new kitchen features elegant Forevermark wood cabinetry with dovetail

  Randy Bowman ASSIST 2 SELL BUYERS N SELLERS

  5650 Bittersweet Dr, Holiday, FL 34690
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  /17

  $420,000

  New Construction $5K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  2713 San Luis Rd, Holiday, FL 34691

  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

  Narda Miranda EXP REALTY LLC

  2713 San Luis Rd, Holiday, FL 34691
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  /37

  $324,900

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,967 Sq Ft

  3206 Pinon Dr, Holiday, FL 34691

  Virtually Staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and

  Philip Shaw LEERDAM PROPERTIES INC.

  3206 Pinon Dr, Holiday, FL 34691
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  /27

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  1346 Chancellor Dr, Holiday, FL 34690

  Welcome to 1346 Chancellor Dr, a charming house that invites you to explore its unique character and potential.Direct canal access to the gulf, New Roof .Nestled in a desirable location, this property accords a wonderful opportunity for those seeking a place to call home. With its classic architectural design, the exterior exudes curb appeal, while the interior awaits your personal touch. Whether

  Steven Koleno BEYCOME OF FLORIDA LLC

  1346 Chancellor Dr, Holiday, FL 34690
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  /48

  $525,000

  $80K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  2653 Sierra Vista Way, Holiday, FL 34691

  Make sure to check out the Virtual Tour for a 3D Model w/ Walkthrough, Floor Plan w/ Measurements, Video, & more! Welcome to 2653 Sierra Vista Way located in the stunning Key Vista Community! The Community offers so many amenities for their residences including a Game Room, Event Space, Heated Community Pool & Hot Tub, Volleyball Court, Tennis Court, Weight Room & MORE! This exquisite 4-bedroom,

  Joshua Hanoud EXP REALTY LLC

  2653 Sierra Vista Way, Holiday, FL 34691
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  /11

  $320,000

  • 3 Beds
  • 2.5 Baths
  • 1,446 Sq Ft

  5116 Plantation Dr, Holiday, FL 34690

  This beautifully maintained 3-bedroom, 2-bathroom home is located in a peaceful, NO-HOA neighborhood—making it a perfect place to call home! Tucked on a quiet street with a corner lot, this residence offers the perfect balance of comfort and everyday functionality. Inside, vaulted ceilings enhance the sense of space and natural light throughout the home, creating an inviting atmosphere from the

  Frances Rojas INVESTPRO PROPERTIES INC

  5116 Plantation Dr, Holiday, FL 34690
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  /32

  $441,000

  • 3 Beds
  • 3 Baths
  • 1,896 Sq Ft

  1240 Trunkfish Dr, Holiday, FL 34690

  Embrace Waterfront Florida living at its finest in this remodeled residence that carries no HOA restrictions. Designed for outdoor enthusiasts with frequent dolphin and manatee sightings, this home offers a scenic 20-minute boat cruise to the open Gulf, complete with ample docking space for your boat. Unwind and relax in the screened lanai to take in gorgeous evening sunsets. This home features 2

  Cindy Bui STAR BAY REALTY CORP.

  1240 Trunkfish Dr, Holiday, FL 34690
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  /34

  $459,500

  • 3 Beds
  • 2 Baths
  • 2,011 Sq Ft

  3225 Hearthstone Ct, Holiday, FL 34691

  Beautifully Updated 3-Bedroom Home on an Oversized Cul-de-Sac LotWelcome 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• Windows

  Bobbie Coleman SUNCOAST GROUP REALTORS LLC

  3225 Hearthstone Ct, Holiday, FL 34691
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  /46

  $376,000

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  3440 Wilson Dr, Holiday, FL 34691

  Welcome to your new WATERFRONT home in the heart of Holiday! Conveniently located to shopping, waterfront dining, and beaches. This home is the definition of move-in ready. NEW HVAC. New interior and exterior paint. The open floor concept makes it perfect for entraining your friends and family. The kitchen features a huge island with LED lighting, new cabinets, granite countertops, new

  Amber Perkerson AMETHYST PROPERTY ADVISORS LLC

  3440 Wilson Dr, Holiday, FL 34691
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  /48

  $329,980

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  2302 Barracuda Ct, Holiday, FL 34691

  BEST VALUE IN GULFWINDS – A TURNKEY OPPORTUNITY WITH BUYER FLEXIBILITY! Major updates are already handled with a 2022 HVAC system and 2018 WATER HEATER, plus a WATER SOFTENER giving buyers peace of mind from day one. If you’ve been waiting for the right opportunity in Gulfwinds, this is it. This 3-bedroom, 2-bath home with 1,740 sq ft delivers space, updates, a private backyard, and a true

  Benjamin Elkins COASTAL PROPERTIES GROUP INTERNATIONAL

  2302 Barracuda Ct, Holiday, FL 34691
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  /95

  $359,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  2815 Wood Pointe Dr, Holiday, FL 34691

  PRICE IMPROVEMENT!!! Just minutes to World Class Golf Courses, Venues for Concerts, Theater, Pro Sports, Casino, Museums, Water Sports, Marinas, Fishing Piers, Nature Parks, Biking/Jogging Trails, Fine/Causal Cuisine, 2 Airports & the Award-Winning Beaches of the warm Gulf Of Mexico!.......Welcome to the Seaside Community of Key Vista just steps to the Waters Edge!!! This 55+ lot is in FLOOD ZONE

  Barbara Ann Grady, PA CHARLES RUTENBERG REALTY INC

  2815 Wood Pointe Dr, Holiday, FL 34691
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  /28

  $305,500

  $5K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,712 Sq Ft

  4803 Guardian Ave, Holiday, FL 34690

  BACK ON THE MARKET – NOW VACANT & EASY TO SHOW! Freshly updated with new professional photos, this home is now presented in its best condition. Schedule your private showing today and sec this beautiful Home for yourself!WELCOME HOME! SELLER MOTIVATED! This beautiful, cozy home features 3 bedrooms and 3 bathrooms, with the potential for a 4th bedroom. The home has been extensively

  Daylin Vallejo Oliva BUILDING NEST REALTY LLC

  4803 Guardian Ave, Holiday, FL 34690
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  /23

  $319,900

  • 4 Beds
  • 2 Baths
  • 1,140 Sq Ft

  2705 Gardner Place, Holiday, FL 34691

  The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental. This beautifully updated home offers the perfect balance of relaxation, convenience, and income potential. Just 10 minutes from a nature preserve filled with trails, sea life, birds, and beaches, and only 20–30 minutes from Florida’s most stunning sandy

  Joneisy Diaz HOME PRIME REALTY LLC

  2705 Gardner Place, Holiday, FL 34691
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  /44

  $385,000

  New Construction $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  4016 Baden Dr, Holiday, FL 34691

  Virtually Staged. Welcome home to this stunning new construction 3-bedroom, 2-bath home that perfectly blends modern design, upscale finishes and everyday functionality. From the moment you arrive, you’ll appreciate the clean architectural lines, fresh landscaping and fully fenced yard offering both privacy and curb appeal. Step inside to an open-concept floor plan filled with natural light and

  Stephanie Hensley RE/MAX REALTEC GROUP INC

  4016 Baden Dr, Holiday, FL 34691
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  /56

  $509,000

  $16K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft

  3318 Pineview Dr, Holiday, FL 34691

  NEVER FLOODED DURING HURRICANE HELENE! This is a rare opportunity to own a Gulf-access waterfront home that offers both an exceptional boating lifestyle and added peace of mind. According to the seller, the home has never experienced flooding or water intrusion, making it an outstanding choice for buyers seeking waterfront living with confidence. Nestled in the highly desirable Baileys Bluff

  Steve DeMatos RE/MAX ALLIANCE GROUP

  3318 Pineview Dr, Holiday, FL 34691
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  /57

  $550,000

  • 4 Beds
  • 3 Baths
  • 2,462 Sq Ft

  2309 Swordfish Ave, Holiday, FL 34691

  Welcome to 2309 Swordfish Ave, a beautifully maintained 4-bedroom, 3-bathroom, 2,462-square-foot single-story home situated on a spacious 10,320-square-foot lot in the desirable Gulfwinds community of Holiday, Florida. Offering an ideal combination of comfortable living space, thoughtful updates, privacy, and exceptional outdoor amenities, this home is designed for both everyday living and

  Gregory Palumbo KELLER WILLIAMS REALTY- PALM HARBOR

  2309 Swordfish Ave, Holiday, FL 34691
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  /60

  $575,000

  $35K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,857 Sq Ft

  3225 Glenwood Cir, Holiday, FL 34691

  Welcome to this spacious 4-bedroom, 3-bath pool home offering approximately 2,857 square feet of comfortable living space in the desirable Gulf Trace community of Holiday. Designed with both everyday living and entertaining in mind, the home features a split-bedroom floor plan, an expansive family room with a cozy fireplace, a generous kitchen with abundant cabinetry, a bright breakfast nook, a

  Jocelyn Carbonelli VANDERLEELIE & ASSOC.RE ESTATE

  3225 Glenwood Cir, Holiday, FL 34691
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  /35

  $335,000

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  1133 Grand Blvd, Holiday, FL 34690

  Welcome to this spectacular waterfront property in the Forest Hills subdivision, a true tropical paradise and boater's dream offering direct Gulf access from your private dock and 10,000-pound boat lift. From the grand circular driveway and beautifully updated landscaping to the expansive wrap-around screened lanai, this ranch-style home is designed for seamless indoor-outdoor living against the

  Monica Karcz REDFIN CORPORATION

  1133 Grand Blvd, Holiday, FL 34690
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  /35

  $480,000

  $19K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,366 Sq Ft

  2811 Ravendale Ln, Holiday, FL 34691

  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

  Alissa Caputo FUTURE HOME REALTY INC

  2811 Ravendale Ln, Holiday, FL 34691
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  /34

  $325,000

  $24K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  3138 Victoria Inlet Dr, Holiday, FL 34691

  This beautiful 2022 built, modern townhome has 3 bedrooms, 2.5 baths, a one car garage and is located in the beautiful development of Anclote Square. The first floor offers a spacious open design that brings together the dining, kitchen, and living spaces, complemented by a convenient half bath. Moving upstairs, there are three bedrooms and two full baths. The spacious primary suite adds a touch

  Alex Plotkin COMPASS FLORIDA LLC

  3138 Victoria Inlet Dr, Holiday, FL 34691
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  /26

  $319,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  3011 Shadow Oaks Dr, Holiday, FL 34690

  Beautiful 3-bedroom, 2-bath home situated on a fully fenced 1/4-acre corner lot with a peaceful creek backdrop. Inside, you’ll find laminate flooring throughout with tile in the kitchen and bathrooms, along with updated kitchen and baths that give the home a fresh, modern feel. The desirable 3-way split floor plan offers both functionality and privacy, while the primary suite features a walk-in

  Kim Doukas RE/MAX CHAMPIONS

  3011 Shadow Oaks Dr, Holiday, FL 34690
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  /37

  $355,900

  $29K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,416 Sq Ft

  3645 Overland Dr, Holiday, FL 34691

  Newly renovated 3 bedroom 3 bathroom home sitting on a oversized fenced in lot with a oversized private pool. Newly added recessed lighting gives the house a warm and welcoming feel. Full bar inside home with quartz counters, mini fridge, sink and extra seating for entertaining. The waterproof wood plank flooring is a great addition for easy cleaning and protection from coming in and out from the

  Taylor Sparling SELECT PROPERTIES INC

  3645 Overland Dr, Holiday, FL 34691
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  /40

  $300,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2211 Pleasant Hill Ln, Holiday, FL 34691

  Welcome to Key Vista, one of Holiday’s most desirable 55+ gated communities, where comfort meets the best of the Florida lifestyle. This beautifully maintained 2-bedroom, 2-bath Bermuda model by Ryland Homes also includes a dedicated office that can easily function as a third bedroom.Perfectly situated on a private conservation lot with no rear neighbors, this home offers peaceful nature

  Renee Gialousis COLDWELL BANKER REALTY

  2211 Pleasant Hill Ln, Holiday, FL 34691
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  /45

  $409,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  1959 Wood Trail St, Tarpon Springs, FL 34689

  Virtually Staged. Welcome to 1959 Wood Trail St, Tarpon Springs, FL 34689, a beautifully maintained 4-bedroom, 2-bath home in the desirable gated community of Forest Ridge. Situated on an oversized corner lot, this almost 2,000 sq ft home offers thoughtfully designed living space with a bright and welcoming atmosphere. The home features a combination of ceramic tile flooring and brand-new luxury

  Monica Vilkialis SUNSET REALTY GROUP

  1959 Wood Trail St, Tarpon Springs, FL 34689
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  /68

  $539,999

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,589 Sq Ft

  1291 Blackrush Dr, Tarpon Springs, FL 34689

  This spacious 2-story home offers 4 bedrooms, 2.5 bathrooms, and approximately 2,589 square feet of thoughtfully designed living space.Step inside to soaring ceilings and an inviting open floor plan that flows seamlessly from formal living and dining areas to a generous family room. The updated kitchen features granite counters, tile backsplash, and stainless-steel appliances, perfect for

  Matthew Hughes CHARLES RUTENBERG REALTY ORLANDO

  1291 Blackrush Dr, Tarpon Springs, FL 34689

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