Holiday, FL Homes for Sale under $300,000

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  /14

  $210,000

  • 2 Beds
  • 1 Bath
  • 824 Sq Ft

  4810 Flora Ave, Holiday, FL 34690

  HUGE PRICE ADJUSTMENT Lovingly maintained by the same owner for 35 years, this solid, high-and-dry home (Zone X – no flood insurance required) is ready for its next chapter. Major updates include an updated electric panel, new water heater (2025), double-pane windows (2019), and roof and AC (2014) for added peace of mind. The spacious double-wide driveway accommodates up to four cars plus one in

  Mike Sanders HOMES BY SANDERS REALTY

  4810 Flora Ave, Holiday, FL 34690
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  /27

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,249 Sq Ft

  4102 Dalwood Dr, Holiday, FL 34691

  Fully Remodeled Buena Vista Beauty! Welcome home to this stunning 2-bedroom, 2-bathroom residence with a 1-car garage and two large bonus rooms, located in the highly sought-after Buena Vista neighborhood! This home has been fully remodeled from top to bottom, offering modern updates and timeless style throughout. Step inside to find a bright, open layout with luxury waterproof vinyl flooring in

  Penny Gould PENNY GOULD REALTY INC

  4102 Dalwood Dr, Holiday, FL 34691
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  /30

  $222,900

  • 3 Beds
  • 2 Baths
  • 1,154 Sq Ft

  5301 Dawn Ln, Holiday, FL 34690

  HONEY STOP THE CAR! THIS IS THE ONE! Where charm, natural light, and true Florida living come together! This 3 Bed, 2 Bath Home features 1154 sqft and Luxury vinyl flooring throughout, no carpet. Kitchen with Built-in oven, glass cook top, pantry & Eat-in space. Three spacious bedrooms with generous closets share an adjacent bathroom with tub/shower. The large great room is the heart of this

  Mark Fazzini RE/MAX REALTEC GROUP INC

  5301 Dawn Ln, Holiday, FL 34690
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  /21

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  3609 Truman Dr, Holiday, FL 34691

  This beautifully maintained 3-bedroom, 2-bath home is perfect for first-time buyers looking for comfort, space, and affordability near Florida’s Gulf Coast. Located in the quiet Aloha Gardens neighborhood of Holiday, this home offers a great balance of convenience and relaxation — just minutes from beaches, shopping, and dining. Step inside to a bright, open floor plan with easy-to-maintain tile

  Giancarlo Gonzalez BRIDGE HOMES

  3609 Truman Dr, Holiday, FL 34691
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  /28

  $228,500

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

  3837 Darlington Rd, Holiday, FL 34691

  SELLER OFFERING CLOSING COST ASSISTANCE , Charming 3-bedroom, 2-bath home in the heart of Holiday, FL, offering a blend of comfort, space, and convenience. Step inside to find a spacious living room perfect for entertaining, with an open flow into the updated kitchen featuring modern cabinetry, stainless steel appliances, and a generous island with bar seating. A cozy sitting area just off the

  Andrew Daniels 54 REALTY LLC

  3837 Darlington Rd, Holiday, FL 34691
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  /30

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  3449 Springfield Dr, Holiday, FL 34691

  Updated 3/2 • No HOA • Big Driveway • Near Gulf Access • Move-in Ready • NEW ACFall in love with this updated 3/2 in Holiday—no HOA, no CDD, large driveway for multiple cars/boat, and a fenced yard for pets. Brand New AC unit (2025). New windows with lifetime warranty argon triple pane vinyl (2023), for comfort and efficiency year-round. Leased Solar panels(2024)[They can be removed or

  Deborah Roy RE/MAX MARKETING SPECIALISTS

  3449 Springfield Dr, Holiday, FL 34691
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  /46

  $255,000

  • 2 Beds
  • 1.5 Baths
  • 974 Sq Ft

  3447 Columbus Dr, Holiday, FL 34691

  Move-In Ready Gem in Beacon Square – Holiday, FLWelcome to your dream home in the beautiful Beacon Square subdivision! This charming 2-bedroom, 1.5-bathroom residence offers modern upgrades, thoughtful design, and a peaceful lifestyle just minutes from Florida’s stunning Gulf Coast. Interior Highlights:• Porcelain tile flooring throughout for a sleek, durable finish• Quartz kitchen

  Stephanie Ottar-Gieder MYREALTY 2 LLC

  3447 Columbus Dr, Holiday, FL 34691
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  /36

  $276,500

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft

  3800 Darlington Rd Unit 6, Holiday, FL 34691

  Make this BEAUTIFULLY REMODELED home yours to relax in and enjoy, close to all the beauty and fun that Florida offers! With 2051 total square feet (1,252 heated and cooled square feet) you can enjoy the open floor plan inside, and also relax on the front porch, enclosed lanai, or open patio with BBQ pad. Great spaces to entertain inside and outdoors. The modern design includes all new

  Kristiin Sabey ACREAGE REALTY LLC

  3800 Darlington Rd Unit 6, Holiday, FL 34691
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  /49

  $259,500

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft

  1817 Dartmouth Dr, Holiday, FL 34691

  Don't miss out on this 3-bedroom 2-bath home just 2.5 miles from the BEACH and the Ancloe River Park. The home comes with an attached garage and a freshly painted driveway. This cozy house is situated on a tranquil street with beautiful trees in the front and a fenced yard in the back. Behind the fence, you will discover a pond surrounded by breathtaking trees. The roof is new and was installed

  Zena Bacvic HOMETRUST REALTY GROUP

  1817 Dartmouth Dr, Holiday, FL 34691
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  /26

  $221,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  3611 Atlantis Dr, Holiday, FL 34691

  Welcome home! This beautifully renovated 3 bedroom, 1.5 bathroom home with a 1-car garage is located in one of Holiday’s most desirable neighborhoods. Step inside to find new LVP flooring which is both stylish and easy to maintain. The kitchen is a true highlight, featuring brand new stainless steel appliances and granite countertops. Enjoy Florida living in your spacious backyard, complete with

  Stephanie Schwartz GREAT WESTERN REALTY

  3611 Atlantis Dr, Holiday, FL 34691
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  /29

  $200,000

  • 2 Beds
  • 2 Baths
  • 973 Sq Ft

  5828 Mariposa Dr, Holiday, FL 34690

  Welcome to 5828 Mariposa Drive in Holiday, FL — a charming 2-bedroom, 2-bath home offering 973 square feet of comfortable living space and a transferable flood insurance policy. This home is move-in ready with plenty of potential for first-time buyers, downsizers, or investors. Inside, you’ll find a great layout with tile floors and carpet in the bedrooms. The kitchen has wood cabinetry and

  Ronald Shiner, III RE/MAX ALLIANCE GROUP

  5828 Mariposa Dr, Holiday, FL 34690
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  /48

  $280,000

  • 2 Beds
  • 2.5 Baths
  • 1,541 Sq Ft

  2627 Charlan Ct, Holiday, FL 34690

  Welcome to effortless living in Holiday—perfectly positioned between the historic charm of Tarpon Springs with the sponge docks and fabulous restaurants and the natural wonders of Weeki Wachee. This beautifully maintained newer 2-bedroom, 2.5-bath end-unit townhome offers privacy, space, and modern comfort in one of Florida’s most underrated coastal communities.Step into a bright,

  Christy Ryan COLDWELL BANKER REALTY

  2627 Charlan Ct, Holiday, FL 34690
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  /21

  $239,900

  • 2 Beds
  • 1.5 Baths
  • 1,039 Sq Ft

  2228 Society Dr, Holiday, FL 34691

  Price Improvement! Discover peaceful living in this charming 2-bedroom, 1.5-bath home nestled along the banks of Lake Conley. Perfect for nature lovers and weekend anglers, this property offers a rare blend of comfort, convenience, and outdoor beauty. Fire up the barbecue and enjoy the fresh landscaping. This home is perfect for those seeking a laid-back lifestyle with a touch of adventure at an

  Aaron Burke CHARLES RUTENBERG REALTY INC

  2228 Society Dr, Holiday, FL 34691
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  /59

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  4233 Darlington Rd, Holiday, FL 34691

  Move-in ready pool home! 3BR/2BA, 2,648 SF heated with private pool. Excellent location. Minutes to beaches, shopping & dining. Don’t miss this turnkey opportunity! PRICE FIRM. DON'T SEND ANY OFFER UNDER AKING PRICE

  Francisco Rojas GLOBAL FORTUNE REALTY LLC

  4233 Darlington Rd, Holiday, FL 34691
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  /37

  $224,990

  • 2 Beds
  • 1 Bath
  • 848 Sq Ft

  3307 Rosefield Dr, Holiday, FL 34691

  Modern Elegance Meets Florida Charm for sale. Step into a fully reimagined 2025 residence that blends timeless Florida architecture with sleek, contemporary upgrades. This beautifully redesigned 2-bedroom, 1-bathroom home offers 816 square feet of living space, plus a versatile 14 x 12 bonus room—ideal for a home office, den, or guest space. The bonus room adds 168 square feet of extra heated

  Junie Cook FUTURE HOME REALTY INC

  3307 Rosefield Dr, Holiday, FL 34691
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  /25

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  2909 Featherstone Dr, Holiday, FL 34691

  Price adjustment very motivated seller ...Own this beautifully maintained partially furnished 2-bedroom, 2-bath single-family home designed for comfort, style, and easy living. Enjoy gorgeous private patios perfect for relaxing or entertaining, complete with a double dedicated private storage unit for your convenience. This home features durable ceramic tile flooring throughout and a recently

  Donna Kroll HOMETRUST REALTY GROUP

  2909 Featherstone Dr, Holiday, FL 34691
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  /31

  $229,000

  • 4 Beds
  • 2 Baths
  • 1,226 Sq Ft

  3524 Hoover Dr, Holiday, FL 34691

  Discover your next opportunity in this charming 4 bed / 2 bath home in Holiday’s Aloha Gardens! With 1,226?sqft of bright, open living space, this single-story residence boasts abundant natural light, thanks to large windows and ceramic tile floors throughout. Stove, fridge, and a handy microwave included. Both bathrooms have been refreshed with contemporary vanities, fixtures, and mirrors. The

  Kevin Byrne IMPACT REALTY TAMPA BAY

  3524 Hoover Dr, Holiday, FL 34691
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  /23

  $275,000

  • 4 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  3426 Coldwell Dr, Holiday, FL 34691

  Discover your Florida retreat in the heart of Holiday Lake Estates! This beautifully refreshed 4-bedroom, 1.5-bath home with NO HOA invites you to experience laid-back living, walking distance to Tarpon Springs’ quaint shops, waterfront dining, and sandy shores. Step inside to all-new vinyl flooring (2025) throughout. The kitchen dazzles with fresh 2025 cabinetry, sleek granite counters, and

  Nicole Alexiou COLDWELL BANKER REALTY

  3426 Coldwell Dr, Holiday, FL 34691
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  /13

  $239,900

  • 2 Beds
  • 1 Bath
  • 998 Sq Ft

  3150 Beacon Square Dr, Holiday, FL 34691

  Move-in ready and completely renovated, this beautifully updated home in Holiday offers the true Florida lifestyle — no projects, no stress, just move in and enjoy. Located near the end of a quiet street in the desirable Beacon Square community, this home has been thoughtfully upgraded from top to bottom. The brand-new kitchen features modern cabinetry and stunning new countertops, complemented

  Artemis Kousathanas FLORIDA PREMIERE REALTY

  3150 Beacon Square Dr, Holiday, FL 34691
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  /62

  $209,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  3118 Lloyd Dr, Holiday, FL 34691

  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

  Janina Wozniak FUTURE HOME REALTY

  3118 Lloyd Dr, Holiday, FL 34691
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  /19

  $300,000

  • Land
  • 0.21 Acre
  • $1,428,571 per Acre

  0 Flotilla Dr Unit MFRW7875566, Holiday, FL 34690

  Build your dream home on this beautiful and rare .21-acre waterfront lot, ideally located on a peaceful cul-de-sac with 70 feet of water frontage, 128 feet of depth, and a seawall already in place. This build-ready property comes with a completed survey and soil test and does not require stilt construction. It’s located in an AE flood zone, but remained high and dry during recent

  Jeannie Dunning RE/MAX CHAMPIONS

  0 Flotilla Dr Unit MFRW7875566, Holiday, FL 34690
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  /44

  $294,000

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  3207 Coldwell Dr, Holiday, FL 34691

  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

  Jessica MacMichael RE/MAX ACTION FIRST OF FLORIDA

  3207 Coldwell Dr, Holiday, FL 34691
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  /29

  $299,995

  • 3 Beds
  • 2 Baths
  • 1,341 Sq Ft

  2931 Walnut Grove Ct, Holiday, FL 34691

  HUGE PRICE REDUCTION !! Welcome to the beautiful most popular community of Key Vista. This immaculate villa is located in Vista Point in an adult 55+ community. No CDD and low monthly HOA fees. This 3 bedroom, 2 bath, 2 car garage sits on a private cul-de-sac. Open floor plan with, kitchen, great room and dine in kitchen. Kitchen features 42 in wood cabinets, breakfast bar opening to the great

  Kathy Dobies FUTURE HOME REALTY

  2931 Walnut Grove Ct, Holiday, FL 34691
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  /16

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  3249 Trask Dr, Holiday, FL 34691

  SO MUCH POTENTIAL!! BIG TWO CAR GARAGE, SPACIOUS OPEN PLAN! PRICED FOR RENOVATIONS! LARGED, FENCED IN BACKYARD FOR PRIVACY! LOCATED IN AN X FLOOD ZONE! NEW FLOORING , PAINT AND THIS WILL BE YOUR SHOWCASE! PERFECT FOR THE FIRST TIME HOMEBUYER, VACATION HOME. NO HOA FEES! THIS 2/2/2 HAS AN EXTRA ROOM THAT CAN BE CONVERTED TO A 3RD BEDROOM, OFFICE, ETC. PLUS A SCREENED IN SUNROOM FOR RELAXATION.

  Lynette Krull RE/MAX CHAMPIONS

  3249 Trask Dr, Holiday, FL 34691
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  /31

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,045 Sq Ft

  1426 Viking Dr, Holiday, FL 34691

  If you are looking for a great updated property under 225,000 then this gorgeous property is for you. It will not last and here are just some of the features. This is a 2-bedroom home with a 1 car garage. Nice, updated flooring, the updated kitchen has newer solid wood cabinets and newer counter tops, remodeled bathroom, great floor plan with an extra bonus room that could be a 3rd bedroom, an

  Carl Gresen LPT REALTY, LLC

  1426 Viking Dr, Holiday, FL 34691
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  /2

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,096 Sq Ft

  2616 Gretna Place, Holiday, FL 34691

  Welcome to this brand new listing in Holiday!!! Large and spacious home offers big rooms with an open feeling kitchen, living room and den. Full Garage, fully fenced oversized lot located on cul de sac providing safer low traffic for young children and pets to play! Enjoy morning coffee on front porch and relaxing evenings on your back porch. The back and side yard is equipped with a swing set

  Grace Pineyro F I GREY & SON RESIDENTIAL

  2616 Gretna Place, Holiday, FL 34691
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  /34

  $264,950

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2726 Blossom Lake Dr, Holiday, FL 34691

  Welcome to this charming 3-bedroom, 2-bath home located in the established community of Holiday Lakes West. Built in 1988, this well-maintained residence offers approximately 1,200 square feet of living space with a desirable split-bedroom floor plan and open-concept layout. Step inside to find vaulted ceilings and abundant natural light, creating a bright and spacious feel throughout the main

  Terry Connors THE SHOP REAL ESTATE CO.

  2726 Blossom Lake Dr, Holiday, FL 34691
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  /23

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft

  3105 Pinon Dr, Holiday, FL 34691

  Auction Property. Short Sale. * * FANTASTIC OPPORTUNITY * * Welcome to this 3-bedroom, 2-bath POOL HOME located in the heart of Holiday, FL. This home offers the perfect blend of comfort, style, and indoor-outdoor living. Step inside to find a bright, open floor plan with abundant natural light, spacious living and dining areas, and a thoughtfully designed layout ideal for both everyday living

  Matthew Brashear RE/MAX ELITE REALTY

  3105 Pinon Dr, Holiday, FL 34691
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  /53

  $219,000

  • 2 Beds
  • 1.5 Baths
  • 1,096 Sq Ft

  3800 Sablewood Dr, Holiday, FL 34691

  Short Sale. *****SHORT SALE SUBJECT TO LEANDER APPROVAL*****Move-in ready and beautifully maintained, this spacious home features a roof and A/C system just over one year old, offering peace of mind and long-term value. Enjoy an inviting great-room layout with an open floor plan, engineered wood floors, and a finished, enclosed patio that expands your living space for year-round enjoyment. A

  Pat Scimone-Almasy FUTURE HOME REALTY INC

  3800 Sablewood Dr, Holiday, FL 34691
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  /7

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,036 Sq Ft

  4928 Lake Ridge Ln, Holiday, FL 34690

  Short Sale. Welcome to this well maintained home, features 3-bedrooms, 1 bath and 1 attached car garage. The third bedroom can be used as an office. Ready to move in. Perfect for a first time home buyer and for those seeking a low maintenance lifestyle. Step inside to discover laminate flooring throughout. Roof installed in 2023. AC system and windows installed in 2024. Fully fenced oversized

  Travis Hall FLORIDA EXECUTIVE REALTY

  4928 Lake Ridge Ln, Holiday, FL 34690

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