Holiday, FL Homes for Sale under $400,000

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  /83

  $275,000

  $150K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft

  6345 Lost Trail, Holiday, FL 34690

  WELCOME TO THE MOST UNIQUE PROPERTY IN PASCO COUNTY at 6345 Lost Trail, Holiday, FL. This AMAZING .76 acre property is a HIDDEN GEM with virtually untouched, PRIME WATERFRONT of about 880 feet of ANCLOTE RIVER. Get away from the hustle & bustle & come EXPLORE the properties offered for sale the first time in decades at LOST TRAIL. The pictures of this RIVER landscape do not do justice as this

  Janina Wozniak FUTURE HOME REALTY

  6345 Lost Trail, Holiday, FL 34690
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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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  /25

  $264,900

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  2109 Shannon Dr, Holiday, FL 34690

  Welcome to this beautifully updated 2-bedroom, 2-bath home located in the desirable Holiday Gardens subdivision of Holiday, Florida. Thoughtfully renovated with quality finishes throughout, this move-in-ready home offers peace of mind with a new water heater (2020), brand-new roof (2025), new A/C system (2026), and fresh interior and exterior paint. Best of all, the property is not located in a

  Artemis Kousathanas FLORIDA PREMIERE REALTY

  2109 Shannon Dr, Holiday, FL 34690
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  /17

  $229,900

  • 3 Beds
  • 1 Bath
  • 984 Sq Ft

  5632 Front Dr, Holiday, FL 34690

  Welcome to this 3 bedroom/1 bath concrete block home. It features New Luxury Vinyl Plank flooring, ceiling fans, lighting fixtures, window blinds and fresh paint throughout the home. The Kitchen has new granite counters, pendant lighting over the Breakfast Bar, stainless steel appliances, and white shaker cabinets with ebony drawer pulls. Bath has a new vanity, shaker cabinet and ebony fixtures.

  Lynne Powers POWERS REAL ESTATE SOLUTIONS LLC

  5632 Front Dr, Holiday, FL 34690
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  /26

  $319,000

  Open House 7/26 $10K PRICE DROP

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

  3011 Shadow Oaks Dr, Holiday, FL 34690

  Spacious 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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  /17

  $167,000

  • 2 Beds
  • 1.5 Baths
  • 1,068 Sq Ft

  3415 Overland Dr, Holiday, FL 34691

  Priced to sell fast. 2-bed, 2-bath home in Holiday with all major systems updated. New AC system and full ductwork replacement in July 2025. Roof and water heater replaced in 2018. Epoxy flooring installed June 2025. Home needs light cosmetic improvements. One-car garage. Two exterior sheds for storage. No HOA. Close to Tarpon Springs, Gulf beaches, shopping, and major roads.

  Andrew Pabst MY NEW RENTAL

  3415 Overland Dr, Holiday, FL 34691
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  /37

  $374,900

  $10K 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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  /41

  $210,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  3547 Wilson Dr, Holiday, FL 34691

  PROPERTY HIGHLIGHTS • Situated at approximately 14 feet elevation — home and street have NEVER FLOODED, including during the major hurricanes of 2024 • LARGE CORNER LOT WITH NO HOA • Fully fenced backyard featuring double gate access, allowing convenient boat or trailer storage/access • Ideally positioned near waterfront parks, Gulf Coast recreation, local restaurants, and outdoor activities •

  Claudia Balch CHARLES RUTENBERG REALTY INC

  3547 Wilson 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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  /24

  $252,900

  • 2 Beds
  • 1 Bath
  • 1,286 Sq Ft

  3611 Sheryl Hill Dr, Holiday, FL 34691

  Welcome to this inviting 2-bedroom home located in the heart of Holiday, Florida. This updated residence features stylish wood-look flooring throughout, offering both durability and a modern aesthetic. Enjoy peace of mind with a freshly painted interior and exterior, giving the home a clean, modern look. The kitchen has been completely renovated with brand-new cabinets, elegant quartz

  Tom Wibirt RE/MAX CHAMPIONS

  3611 Sheryl Hill Dr, Holiday, FL 34691
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  /19

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 948 Sq Ft

  2049 Maureen Dr, Holiday, FL 34690

  Welcome to this charming and beautifully maintained 3-bedroom, 2-bathroom home nestled in the heart of Holiday, Florida. Offering a warm and inviting atmosphere, this residence is perfect for those seeking comfort, convenience, and easy Florida living. The thoughtfully designed floor plan features bright and airy living spaces filled with natural light, creating an ideal setting for both everyday

  David Morales REDFIN CORPORATION

  2049 Maureen Dr, Holiday, FL 34690
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  /12

  $129,900

  • 2 Beds
  • 1.5 Baths
  • 720 Sq Ft

  4024 Reggie Dr, Holiday, FL 34691

  Discover this well-maintained 2-bedroom home featuring a desirable split floor plan and a spacious eat-in kitchen, perfect for comfortable everyday living and entertaining. Enjoy additional outdoor living space with a fully enclosed 19' x 9' screened-in porch, along with a substantial 12' x 27' carport for covered parking or extra usable space. The property also includes a large, versatile

  Denitra Williams KEY TO FLORIDA REALTY

  4024 Reggie Dr, Holiday, FL 34691
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  /22

  $274,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft

  3220 Coldwell Dr, Holiday, FL 34691

  Don't miss out on this opportunity! LOCATION! LOCATION! LOCATION! This home is located in beautiful Holiday Lakes Estates, Just minutes from the beautiful Tarpon Springs Sponge Docks, beaches, and Pinellas County Line. You will be delighted at the amount of space this home offers. There is ample room here with this 4 Bedroom, 2 bath home! Bring your pets, the backyard is fully fenced. Recently

  Jim McPeak MCPEAK REAL ESTATE FIRM

  3220 Coldwell Dr, Holiday, FL 34691
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  /27

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,051 Sq Ft

  3400 Bainbridge Dr, Holiday, FL 34691

  Virtually Staged. Imagine 3400 Bainbridge Dr, recently refreshed with fresh exterior paint and updated with fresh interior paint throughout. The kitchen contains an accent backsplash and all stainless steel appliances, providing a modern culinary space. A covered patio extends the living area outdoors. Discover this updated residence combining modern style and functional outdoor enjoyment..

  Karen Albright OPENDOOR BROKERAGE LLC

  3400 Bainbridge Dr, Holiday, FL 34691
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  /31

  $118,900

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  501 Bernice Blvd Unit 83, Tarpon Springs, FL 34689

  **OPEN HOUSE WEDNESDAY, JULY 29th 11AM TO 2PM** Welcome home to this Spacious Stunning, Updated, ""Turn-Key"" 2 bedroom/Den/2 bath corner home. Located in highly sought after 55+ Age qualified, land lease, Non Flood zone/Pet friendly community in Tarpon Springs, Florida. Enjoy resort style amenities: Clubhouse, heated pool, jacuzzi, pickleball court, shuffleboard, bingo,

  Sandra Bergman Cove Communities

  501 Bernice Blvd Unit 83, Tarpon Springs, FL 34689
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  /29

  $152,900

  Open House 7/29

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  539 Cary Ln Unit 142, Tarpon Springs, FL 34689

  **OPEN HOUSE SATURDAY JUNE 11TH 11AM TO 2PM** STUNNING"" MOVE IN READY-TURN KEY"" GEM AT THE MEADOWS! 55+Age qualified/,Non flood zone/Pet friendly active"" resort style community ""located in the heart of Tarpon Springs, Clubhouse, heated, pool, jacuzzi, gym, water aerobics, karaoke, Bingo, crafts, theme parties, pickleball, shuffleboard, corn hole,

  Sandra Bergman Cove Communities

  539 Cary Ln Unit 142, Tarpon Springs, FL 34689
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  /26

  $399,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 832 Sq Ft

  544 Farnum Dr, Tarpon Springs, FL 34689

  Unique large secluded property with 4 building lots located in North Pinellas County. Property has a private gated entry, featuring a detached garage, large workshop, storage shed and basketball court. The kitchen has granite countertops with stainless steel appliances and under mount sink. Spacious bathroom. Newer AC and hot water heater. Big patio. Tons of space for boats, trailers, and

  Jorge Zea BLUE LIGHTHOUSE REALTY INC

  544 Farnum Dr, Tarpon Springs, FL 34689

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