Holiday, FL Homes for Sale with Pool

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  $324,900

  $15K PRICE DROP

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

  2153 Barracuda Ct, Holiday, FL 34691

  BEST VALUE IN GULFWINDS — NOW $324,900 WITH BUILT-IN BUYER INCENTIVES. Positioned ahead of the competition, this 3-bedroom, 2-bath, 2-car garage, single-story home offers 1,740 square feet of bright, open living space and now stands out as one of the most compelling opportunities in Gulfwinds. With multiple homes in the neighborhood clustered at higher price points, this property delivers a

  Heather Higgins LPT REALTY, LLC

  2153 Barracuda Ct, Holiday, FL 34691
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  /38

  $149,900

  $5K PRICE DROP

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

  3141 Nantucket Dr, Holiday, FL 34690

  Here is your opportunity to watch the wildlife and beautiful sunsets from the finished enclosed porch or the outside concrete patio overlooking the lake for your enjoyment. Home feature laminate flooring, dining area, split bedrooms, 2 full baths, new front door, new washer, range/oven. Home comes completely furnished and features loads of storage and linen space.You OWN YOUR OWN LAND in this

  Stella Wooster CITY BREEZE ACTION REALTY

  3141 Nantucket Dr, Holiday, FL 34690
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  $169,900

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft

  4749 Sunny Loop, Holiday, FL 34690

  TURNKEY - LIKE A NEW BUILD MODERN VILLA with 2 BEDROOMS AND 2 FULL BATHROOMS with COVERED CARPORT. LARGE COMMUNITY POOL/CABANA TO ENJOY FLORIDA AT ITS BEST! Would you LIKE an END UNIT VILLA that has been completely remodeled to today's modern vibes? Well, you found it!! Schedule your showing today! Here is the long list of the $80,000 IN UPGRADES AND NEW FEATURES:...[ALL Windows Brand New] [Newer

  Linda Forgues LOKATION

  4749 Sunny Loop, Holiday, FL 34690
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  /88

  $1,859,900

  • 4 Beds
  • 4 Baths
  • 3,412 Sq Ft

  1906 Gulfview Dr, Holiday, FL 34691

  Stunning Ocean views from this waterfront paradise. The opportunity has arisen to acquire the former home of the renowned local artist Elaine Hahn and AIA emeritus architect Byron G McIntyre. Located in the sought-after Bailey’s Bluff community, this stunning 4-bedroom, 4-bath elevated home offers 3,412 square feet of coastal living with panoramic water views throughout and 160 feet of private

  Nicholas Horton BANNER INT'L REAL ESTATE

  1906 Gulfview Dr, Holiday, FL 34691
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  /45

  $125,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  2127 Wailua Dr, Holiday, FL 34691

  Welcome to on Lake Conley a large Mobile Home Park in the city of Holiday Florida of Pasco County! This is a Gated 55+ Community with MULTIPLE amenities and a very low community fee. **No lot Rent here so you own the land** The Amenities include: Community Boat Ramp, Fishing Pier, Clubhouse, heated Pool, Shuffleboard Court, Horseshoe Court, Lakefront Dock to sit and enjoy sunset, RV/Boat Parking

  Alberto Baalbaki CHARLES RUTENBERG REALTY INC

  2127 Wailua Dr, Holiday, FL 34691
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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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  /20

  $99,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  3420 Lanark Dr, Holiday, FL 34690

  Ready to move in Home. Single wide with 3 expansion. partially furnished. Tip out makes the living and dining room area larger. Features 2 Bedrooms, 2 Bathrooms, , Large Living Room and Kitchen. Laminate flooring throughout. Home is in an Active 55+ Community with Low monthly HOA fee of $ 143.- which includes Lawn Maintenance, Trash removal, Heated Year-round Pool and the Active Clubhouse with

  Stella Wooster CITY BREEZE ACTION REALTY

  3420 Lanark Dr, Holiday, FL 34690
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  /60

  $145,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  2045 Kona Dr, Holiday, FL 34691

  New price adjustment — don’t miss your chance!OWN THE LAND! No lot rent and low HOA in Lake Conley, a coveted 55+ gated waterfront community in Holiday, Florida. This charming fully furnished home features a spacious open layout with living room, dining area, and kitchen flowing effortlessly together. Enjoy a bright and versatile Florida Room/Office at the front, adding 223 sq. ft. of

  Magdalena Paszkowski HOMEFRONT REALTY

  2045 Kona Dr, Holiday, FL 34691
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  /31

  $139,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  2135 Waterview Dr, Holiday, FL 34691

  Price Reduced!! OWN THE LAND. LAKE FRONT HOME is waiting for you in the gated Lake Conley MHP, on Lake Conley, in town of Holiday. It is a highly sought after waterfront 55+gated Community, where you own the land, with no lot rent. It also has low taxes, as well as HOA Fees around $69 a month. Pet-friendly Park will allow with one dog, or one cat, up to 25lbs, with board approval. Service animals

  Vint Hughes Select Mobile Home Sales

  2135 Waterview Dr, Holiday, FL 34691
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  /19

  $89,900

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  2127 Kahala Dr, Holiday, FL 34691

  PRICE REDUCED! OWN THE LAND! NO lot rent! Low taxes and LOW HOA. Lake Conley is a Mobile Home Park, 55+ gated community. A highly desired community for its privacy and MULTIPLE amenities! Limited information on this property. Property does need new flooring. Spacious guest room and large primary bedroom with ample walk in closets! This home has great potential and great natural light! Closest

  Analia Leon DENNIS REALTY & INV. CORP.

  2127 Kahala Dr, Holiday, FL 34691
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  $500,000

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

  2423 Triggerfish Ct, Holiday, FL 34691

  One or more photo(s) has been virtually staged. Welcome to your turnkey Florida lifestyle home in a charming coastal setting, located in a small, laid-back community where homes are rarely for sale, just minutes from Tarpon Springs. Here, comfort, convenience, and coastal living come together seamlessly. Situated in an X flood zone (no flood insurance typically required) and offering nearly 2,500

  Michelle Dinsmore KELLER WILLIAMS REALTY- PALM H

  2423 Triggerfish Ct, Holiday, FL 34691
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  /39

  $28,900

  • 2 Beds
  • 1 Bath

  4699 Continental Dr Unit 581, Holiday, FL 34690

  This 2 Bedroom, 1 Bath Fully Furnished Corner Lot Home is located in Holiday Travel Park, an All Ages Community with LOW $693 Lot Rent. The Home has 888 Sq Ft and sits on a Spacious Corner Lot with a Double Carport, a Shingle Roof and a Central Ac and Heating System. The Add-on has Indoor Outdoor Carpet, Lots of Windows, a Pull-out Sleeper Sofa and the Space is Vented for Ac and Heat. The front

  Lane Parks Gulf Breeze Mobile Home Sales, LLC

  4699 Continental Dr Unit 581, Holiday, FL 34690
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  $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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  $17,500

  $2K PRICE DROP

  • 1 Bed
  • 1 Bath

  4699 Continental Dr Unit 191, Holiday, FL 34690

  This Charming Lakefront Corner Lot, 1 Bedroom, 1 Bath Fully Furnished Home is in Holiday Travel Park, an All Ages Community with Low $693 Lot Rent. The Home has 700 Sq Ft with Maintenance Free Vinyl Siding, the Central Ac System was Installed in 2020, the Heat is not Working and the Roof-Over was Installed in 2016. The Home has Thermo-Pane Windows Throughout the main section. The Florida Room

  Lane Parks Gulf Breeze Mobile Home Sales, LLC

  4699 Continental Dr Unit 191, Holiday, FL 34690
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  /10

  $95,500

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 728 Sq Ft

  3346 Chatford Dr, Holiday, FL 34690

  What an incredible move-in ready updated home for under $100,000! 2 bedrooms and 2 baths with a split floor plan, open concept living and dining area. Screen porch is great for morning coffee and evening cocktails! New electrical panel, new lamitate floors makes easy maintenance. This 55+ community has a heated pool for year around use, shuffle board courts, clubhouse with many weekly activities.

  Karen Roeding CHARLES RUTENBERG REALTY INC

  3346 Chatford Dr, Holiday, FL 34690
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  /18

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  2116 Kona Dr, Holiday, FL 34691

  Welcome to 2116 Kona Drive—where modern luxury meets effortless Florida living. This fully renovated 2-bedroom, 2-bath home has been thoughtfully upgraded from top to bottom, with no detail overlooked and no expense spared. Step inside to discover brand-new windows, stunning luxury vinyl flooring throughout, and a beautifully redesigned interior that blends style with functionality. The heart of

  Ashley Quaife RE/MAX CHAMPIONS

  2116 Kona Dr, Holiday, FL 34691
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  /35

  $115,000

  • 2 Beds
  • 2 Baths
  • 768 Sq Ft

  3211 Lanark Dr, Holiday, FL 34690

  Come and enjoy all the activities offered in this well-maintained 55+ Community with a low monthly maintenance fee of $143.00 a month which is includes lawn maintenance, garbage service, maintenance of clubhouse and year-around heated pool.Home features new roof 2025, newer air/heat system, 2 bedrooms, 2 baths, screen lanai, finished and enclosed front porch. Home is unfurnished, No

  Stella Wooster CITY BREEZE ACTION REALTY

  3211 Lanark Dr, Holiday, FL 34690
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  /36

  $28,000

  • 1 Bed
  • 1 Bath

  4699 Continental Dr Unit 575, Holiday, FL 34690

  This Adorable 1 Bedroom, 1 Bath Home is in Holiday Travel Park, an All-Ages Community with LOW $693 Lot Rent. The Home has 792 Sq Ft with Maintenance Free Vinyl Siding, a Shingle Roof, Thermo-pane Windows, a Central Ac and Heating System, a Newer 30 Gallon Hot Water Heater, a Double Carport and a Decorative Stamped Driveway. The Add-on is 12'x33' and could be Converted into a Guest Bedroom. The

  Lane Parks Gulf Breeze Mobile Home Sales, LLC

  4699 Continental Dr Unit 575, Holiday, FL 34690
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  $439,000

  • 5 Beds
  • 5 Baths
  • 2,308 Sq Ft

  5433 Front Dr, Holiday, FL 34690

  UNIQUE AND ONE OF A KIND! MASSIVE 5/5 COURTYARD pool home is ideal for entertaining and more. Lot is large in size, nearly an acre and abuts both Front Dr AND Forest Hills Dr. Lot can stay double or break up for an additional dwelling. LARGE detached garage would be ideal for a home based business/storage as this is located in a NO HOA AND NO FLOOD ZONE. SO MANY updates throughout! NEW ROOF AND

  Ann Gionta GIONTA REALTY GROUP LLC

  5433 Front Dr, Holiday, FL 34690
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  $1,265,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,234 Sq Ft

  3114 Bluff Blvd, Holiday, FL 34691

  Discover the charm of Florida’s Gulf Coast in this beautifully crafted waterfront home, set along Rocky Creek within the private and sought-after Bailey’s Bluff neighborhood. Tucked away on a peaceful street, the property showcases wide-open water views, stunning sunsets, and easy access to the Gulf, making it an excellent choice for boating enthusiasts and those seeking a relaxed coastal

  Michael Morton HOMEFRONT REALTY

  3114 Bluff Blvd, Holiday, FL 34691
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  /40

  $89,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  2127 Oahu Dr, Holiday, FL 34691

  Big Price Reduction!! Great deal waiting for you in the gated, 55+ community of Lake Conley, in Holiday, Florida. You own the land here and have low +/- $70 a month HOA dues, no land lease. This is a 1,152 square foot 2-bedroom, 2 bath home. This pet-friendly park will allow with one dog, or one cat, no more than 25lbs. Service animals and Emotional Support animals require current documentation.

  Vint Hughes SELECT REAL ESTATE OF PINELLAS

  2127 Oahu Dr, Holiday, FL 34691
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  /40

  $315,000

  $10K 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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  $119,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft

  501 Bernice Blvd, Tarpon Springs, FL 34689

  ** Home located in a premier, active, resort style, age qualified (55 and older), pet friendly, land leased (where you own the home but lease the land) community.** Dazzling, huge (approx.1599 square feet including the finished sunroom), 2 bedrooms PLUS Den, 2 bathrooms! Motivated Sellers! Home has undergone renovations from top to bottom including new kitchen (with gorgeous granite counters),

  Lance Laursen All Florida Mobile Homes

  501 Bernice Blvd, Tarpon Springs, FL 34689
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  $45,000

  $7K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  497 Becky Way, Tarpon Springs, FL 34689

  ** Located in a premier, resort style, active, pet friendly, age qualified (55 and older), land leased (where you own the home but lease the land) community. ** What a charmer we have here! Situated on a prime, corner lot just steps away from the community clubhouse, pool, gym, sports courts, community lake and more. Extremely tidy and well-maintained, fully furnished/turnkey, Redmond home with a

  Lance Laursen All Florida Mobile Homes

  497 Becky Way, Tarpon Springs, FL 34689
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  $684,900

  • 4 Beds
  • 3.5 Baths
  • 2,959 Sq Ft

  1739 Mountain Ash Way, New Port Richey, FL 34655

  Nestled behind the coveted gates of Magnolia Estates, this magnificent 4 bedroom, 3 full bath, 1 half bath pool home with private office is perfectly positioned on a breathtaking 1/2 acre conservation homesite offering exceptional privacy and tranquil natural views. From the moment you arrive, the expansive driveway, lush tropical landscaping, and impressive curb appeal set the stage for what

  Denise Wooley RE/MAX ALLIANCE GROUP

  1739 Mountain Ash Way, New Port Richey, FL 34655
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  $152,900

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

  539 Cary Ln Unit 142, Tarpon Springs, FL 34689

  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, adjacent to the Pinellas Trail, Minutes from the

  Sandra Bergman Cove Communities

  539 Cary Ln Unit 142, Tarpon Springs, FL 34689
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  /48

  $49,900

  $13K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  505 Barbara Way, Tarpon Springs, FL 34689

  Welcome to The Meadows, a vibrant 55+ resort-style community in the heart of Tarpon Springs. This beautifully updated 2-bedroom, 2-bath manufactured home offers comfort, convenience, and an affordable path to ownership. Recent renovations include a new front deck, 2021 water heater, updated water lines, vapor barrier with screened skirting, and upgraded kitchen and bath fixtures. The spacious

  Cara Keelin

  505 Barbara Way, Tarpon Springs, FL 34689
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  /35

  $86,900

  Open Sat 11AM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  495 Barbara Way Unit 8, Tarpon Springs, FL 34689

  *SPECTACULAR updated corner ""Key West Vibe ""Unit Located in a 55+Age qualified-Non Flood zone- land leased community* Fully furnished except personal items and T.V's. Stunning, nicely updated, 2 bedroom/2 bath home. Spacious, open living, dining and kitchen with lots of windows and light. Gorgeous plank type flooring throughout. Generously sized bedrooms. Master suite

  Sandra Bergman Cove Communities

  495 Barbara Way Unit 8, Tarpon Springs, FL 34689

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