Holiday Real Estate, Homes and Condos for sale

All Holiday homes currently listed for sale in Holiday as of 03/04/2021 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Holiday homes for sale or other Holiday real estate, please contact us and one of our knowledgeable Holiday REALTORS® would be pleased to assist you.


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$3,490,000
2825 BLUFF BLVD, Holiday FL 34691
4
BEDS
2
BATHS
3,791
SQFT
$921
$/SQFT
7.73
ACRES
1968
BUILT
"PARADISE FOUND YOUR OWN PRIVATE ISLAND RETREAT WITHIN A GATED ENTRY ON THE GULF OF MEXICO!! THE BLUFF OFFERS 7.73 ACRES WITH 5.01 ACRES MOL OF USEABLE UPLAND! BREATHTAKING UNPARALLELED OPEN WATER GULF OF MEXICO VIEWS AND ENDLESS PICTURE PERFECT SUNSETS! MAIN HOME WITH 4 BEDRMS, 3,791 SQ.FT, PLUS A GUEST HOME WITH 1,066 SQ.FT., PLUS OPEN POOL OVERLOOKING ALMOST 700 SQ.FT. OF DIRECT GULF FRONTAGE WITH WESTERN FACING VIEWS OF ANCLOTE ISLAND AND THE SAND BAR! INLET ON ONE SIDE ABUTTING KEY VISTA NATURE PARK! PRIVATE BOAT LAUNCH PLUS A BOAT HOUSE! SERENE ROCK GARDEN FOR SPIRITUAL RETREAT. MAN MADE CAUSEWAY TO THIS CAPTIVATING PRIVATE ISLAND A RARE FIND!! ENJOY THE GOOD LIFE WITH SWEEPING PANORAMIC WATER VIEWS WHILE ENJOYING THE PRIVACY OF YOUR OWN ISLAND WITH HYPNOTIC SUNSETS AND SUNRISES, WATCHING THE DOLPHINS AND MANATEES PLAY JUST A FEW FEET AWAY!! THE OPPORTUNITES ARE ENDLESS A TRUE ONE OF A KIND ESTATE PROPERTY! PRIVATE SHOWINGS UPON REQUEST FOR THIS PRIVATE ISLAND RETREAT TRANQUIL AND PICTURESQUE. OLD FLORIDA LIVING WITH ACREAGE ON THE GULF OF MEXICO! GORGEOUS!! A UNIQUE ISLAND NESTLED IN THE BEAUTIFUL WATERS ON THE GULF OF MEXICO!!"
* PRICE LOWERED - $3,842,000 TO $3,490,000 
$750,000
1913 GULFVIEW DR, Holiday FL 34691
2
BEDS
2
BATHS
1,728
SQFT
$434
$/SQFT
0.23
ACRES
1971
BUILT
"Gulf Front 2 Bedroom/2 Bathroom Pool Home with Garage and no HOA in the Hidden Gem of Bailey's Bluff! Have you dreamed of having your own slice of heaven with MILLION $$$$ views??? Your search is over...This home has it all: An open floor plan, an updated kitchen, complete with granite counter tops, updated bathrooms, a spacious pantry, newer appliances and AC. Take a dip in the pool or a relaxing soak in the spa while watching the wildlife. Bring your fishing poles and catch your next meal right off of your private dock. Take your boat or kayaks out and spend the day at Honeymoon Island. Start living the Florida lifestyle today. A double seawall and hurricane shutters add to the sense of calm you feel when walking into the home. Imagine the sunsets from the huge pool deck! Dock/Pier has pilings for a boat lift and a davit to lift your Jet Skis. Centrally located, you are just a short distance to state parks, award winning beaches, shopping and entertainment. This may be your once-in-a lifetime opportunity, schedule a showing today!"
$345,000
1126 LODESTAR DR, Holiday FL 34690
2
BEDS
2
BATHS
1,922
SQFT
$180
$/SQFT
0.17
ACRES
1972
BUILT
"This home is just just shy of 2000 sq. ft. with just 2 Bedrooms! True split floor plan with 2 separate master suites! This home has the square footage to add one or two bedrooms (or in home office) with the right adjustments! This home sits on the edge of a Brackish channel, that is off the Anclote River, which can take you to the Gulf of Mexico. Come bring your boat, jetskis, fishing poles, crab traps and water toys! Enjoy the views (occasional Manatee) from your enclosed porch, while having breakfast, lunch or dinner! Galley style kitchen with plenty of cabinet space and pantry. 2 bathrooms have updated tub and shower areas. Master Bedroom has large walk-in closet and make-up area. Garage is 2-1/2 cars wide with a workbench and laundry area to the back. All appliances stay, including a refrigerator/freezer and stand up freezer in the garage. Conveniently located just East of US Hwy 19 and South of SR. 54. This home is looking for the next owner to enjoy as much as the current owner. Between garage, driveway and on street parking you will have plenty of room for guests to park, when they come over for your get togethers. This home is a great entertainment spot, with lots of light and plenty of space in the enclosed porch area. Homes this size on the water for this price are hard to come by, so don't delay!"
$300,000
3601 UMBER RD, Holiday FL 34691
3
BEDS
2
BATHS
1,638
SQFT
$183
$/SQFT
0.13
ACRES
1972
BUILT
"Welcome Home to this alluring 3 Bedroom, 2 Bathroom, 2 Car Garage & POOL home in the Aloha Gardens community! The fully Updated Kitchen features Stainless Steel appliances & Granite countertops, with a spacious attached Breakfast Nook / Dinette for all your entertaining needs! This home features NO CARPET throughout, and the Fully Enclosed Lanai will keep you shady during the hotter months! Your Private Pool is Solar Heated and Fully Screened in! Included with the home as well is a She-Shed with plenty of storage space! A short drive from Anclote River Park, Tarpon Springs & the Sponge Docks, there is no shortage of things to do in the area! Schedule your showing today!"
* NEW LISTING 
$259,500
, Holiday FL 34691
3
BEDS
2
BATHS
1,526
SQFT
$170
$/SQFT
0.13
ACRES
2003
BUILT
"Beautiful 3 bedroom, 2 full baths and 2 car garage in a gated community. Open floor plan. A view of the fenced back yard from the dining area. Covered back porch. The entry has tile floors and high ceilings. Kitchen has a bar opening to the dining area, Corian counter tops and lots of cabinets. Large master suite with walk in closet, laminate floors. Beautiful master bath has a large garden tub, shower and double sinks. The other two bedrooms have laminate floors. Second bath has ceramic floors. Nice inside laundry room. Has fans. A large 2 car garage. A/C new in 2019, washer and dryer 2016. Landscaped yard. The community has a clubhouse with pool, fitness center, tennis courts, playground and amenities. Partially furnished for the buyer convenience. Personal possessions, decorations, mb bed, foot stool, tv, vase and statues does not convey."
* NEW LISTING 
$245,000
4142 WOODFIELD AVE, Holiday FL 34691
2
BEDS
2
BATHS
1,100
SQFT
$223
$/SQFT
0.16
ACRES
1966
BUILT
"Rare, Unique and Beautiful updated Pool Home centrally located near restaurants, shopping and just a short drive away from the beach. Enjoy your 'beach like' paradise worry free as the current owner has taken great care of this home. A New Roof was installed on November 2020, Fiberglass Pool size is approximately 6 Feet Deep 19X12 and was resurfaced on November 2020, Freshly painted and also with new tankless water heater, newer pool pump and heater. Newer A/C with WIFI equipped with a thermostat easily controllable with your cell phone and excellent for energy savings. This home is currently being rented as an AIRBNB property. If you're looking to buy and continue using as an AIRBNB you can as the seller has prospective tenants or you can make this your own private residence. Call to schedule a showing appointment today."
* PRICE LOWERED - $250,000 TO $245,000 
$245,000
5001 WHIPPOORWILL DR, Holiday FL 34690
3
BEDS
2
BATHS
1,863
SQFT
$132
$/SQFT
3.22
ACRES
2002
BUILT
"DIAMOND IN THE ROUGH. WELCOME TO THIS BEAUTIFUL LAND SITUATED IN THE HEART OF HOLIDAY, YET ONLY MINUTES AWAY FROM PORT AND NEW PORT RICHEY. IT IS OVER 3 ACRES WHERE IT CAN BE TURNED INTO A SUBDIVISION OR OWNED BY AN INDIVIDUAL. ENTIRE LAND IS BUILDABLE. IF YOU EVER DREAMED OF OWNING A HOME OR A LAND THIS SIZE IN THE MIDDLE OF TOWN, THIS IS IT. THIS LAND WON'T LAST LONG ON THE MARKET."
$216,990
3032 INLET BREEZE WAY, Holiday FL 34691
3
BEDS
3
BATHS
1,444
SQFT
$150
$/SQFT
0.04
ACRES
2021
BUILT
"Pre-Construction. To be built. Luxury Townhome in Ryan Homes newest community, The Preserve at Gulf Trace. Affordable and maintenance-free all in a quiet coastal town. With No CDD, this smaller community offers private backyards and a low HOA of $125/mo. that includes cable tv, high speed internet, dog park, playground and lawn maintenance. Near the coastline and a short commute to Tampa. Incredible secluded setting with ponds and common spaces. Stay close to home and enjoy everything Holiday has to offer! Situated close to US 19 and HWY 54, Gulf Trace is located near the area s major highways. This community will provide you with conveniences as well as easy access to the best of Tampa Bay. Love the outdoors? Check out the nearby recreational center with sports fields, playgrounds and open green space for picnics. This coastal town also puts you only minutes from the beach and all the water sports you can fit into the day! The Pelican townhome is a true townhome experience with elegant layout and features to make you feel right at home. The home features 2 bedrooms, 2 1/2 bathrooms, 1-car garage and covered lanai. The spacious Kitchen has a breakfast bar and room for a bistro set so you can eat right in the kitchen, the great room is large with enough room for a dining set as well. Upstairs is a large loft at the top of the stairs providing you with an upstairs oasis to relax before bedtime. The loft can be converted into a 3rd bedroom as well. The large Owner s Suite features a walk-in closet, dual sinks in owners bath, and shower. Powder Room downstairs for convenience, 17 x 17 tiles in all wet areas, ample storage, plus more! Make this home yours by deciding on fit and finish, from cabinets, countertops, flooring and more. All Ryan Homes now include WIFI-enabled garage opener and NEST smart thermostat. **Closing cost assistance is available with use of Builder s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change wit..."
* NEW LISTING 
$216,990
3040 INLET BREEZE WAY, Holiday FL 34691
3
BEDS
3
BATHS
1,444
SQFT
$150
$/SQFT
0.04
ACRES
2021
BUILT
"Pre-Construction. To be built. Luxury Townhome in Ryan Homes newest community, The Preserve at Gulf Trace. Affordable and maintenance-free all in a quiet coastal town. With No CDD, this smaller community offers private backyards and a low HOA of $125/mo. that includes cable tv, high speed internet, dog park, playground and lawn maintenance. Near the coastline and a short commute to Tampa. Incredible secluded setting with ponds and common spaces. Stay close to home and enjoy everything Holiday has to offer! Situated close to US 19 and HWY 54, Gulf Trace is located near the area s major highways. This community will provide you with conveniences as well as easy access to the best of Tampa Bay. Love the outdoors? Check out the nearby recreational center with sports fields, playgrounds and open green space for picnics. This coastal town also puts you only minutes from the beach and all the water sports you can fit into the day! The Pelican townhome is a true townhome experience with elegant layout and features to make you feel right at home. The home features 2 bedrooms, 2 1/2 bathrooms, 1-car garage and covered lanai. The spacious Kitchen has a breakfast bar and room for a bistro set so you can eat right in the kitchen, the great room is large with enough room for a dining set as well. Upstairs is a large loft at the top of the stairs providing you with an upstairs oasis to relax before bedtime. The loft can be converted into a 3rd bedroom as well. The large Owner s Suite features a walk-in closet, dual sinks in owners bath, and shower. Powder Room downstairs for convenience, 17 x 17 tiles in all wet areas, ample storage, plus more! Make this home yours by deciding on fit and finish, from cabinets, countertops, flooring and more. All Ryan Homes now include WIFI-enabled garage opener and NEST smart thermostat. **Closing cost assistance is available with use of Builder s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change wit..."
* PRICE INCREASED - $213,990 TO $216,990 
$215,000
1851 HARPOON DR, Holiday FL 34690
3
BEDS
2
BATHS
1,274
SQFT
$169
$/SQFT
0.14
ACRES
1963
BUILT
"THIS beautifully renovated home features 2 beds, 1/1 baths + home office/den, Located in Holiday FL. Upon entering the home you will see the beautiful fresh paint. The spacious kitchen features granite countertops, beautiful backsplash and new silver appliances. Home features an oversize 1-car garage. Recently installed roof, AC 2020, AND SEPTIC 2020 Easy access to US 19!! Submit your offers."
* NEW LISTING 
$200,000
2800 WINDRIDGE DR, Holiday FL 34691
3
BEDS
2
BATHS
1,760
SQFT
$114
$/SQFT
0.20
ACRES
1987
BUILT
"Auction Property. Auction Property! EVERYONE WELCOME TO BID! Cash or Conventional Financing Accepted. Live Auction Sale held at the home on Saturday March 13th at 11am. PREVIEW on Sunday March 7th from 1-3pm and from 10am sale day. This home free and clear of all debt and sells with title insurance policy. Estate Sale. With some TLC, this home can be back to its once beauty! Great Investment or Fixer Upper. Rare Opportunity to own this 3 Bedroom, 2 Bathroom, 2 Car Garage home in the desired neighborhood of Gulf Trace. Home has almost Quarter Acre Lot, Fenced in Backyard, & Large Lanai. Open Floorplan. Wood Burning Fireplace. Gulf Trace is a Deed Restricted Community with Access to Large Pond w/ Water Fountain. Conveniently Located! This is an auction sale, therefore, this home may sell for more or less than the listed price. MLS requires a price to be inputted in order to list. Buyers are welcome to bid prior to the auction in accordance to auction requirements. Agents Welcome!"
$197,500
2151 RIOMAR DR, Holiday FL 34691
2
BEDS
2
BATHS
1,200
SQFT
$165
$/SQFT
0.13
ACRES
1977
BUILT
"BACK ON MARKET! BUYERS FINANCING FELL APART! FHA Appraised & Inspected! and STUNNING WATERFRONT PROPERTY!! This home sits on a Dead end Street which makes is a quiet retreat, or a great place to come home to after a long work day. Minutes from America's best Beaches. Close to major highways, and Shoppes. Stainless steel appliances, updated bathroom.This home offers beautiful sunsets and plenty of fishing right off your very own pier. You should schedule your private tour today!"
$189,900
1253 TRUNKFISH DR, Holiday FL 34690
2
BEDS
1
BATHS
1,113
SQFT
$171
$/SQFT
0.14
ACRES
1969
BUILT
"Beautifully renovated 2/1/1 in Forest Hills with Granite counter tops and stainless steal applicances along with a breakfast room and separate dining room. Newly updated bath. The spacious floor plan has nice sized rooms, along with a Florida room which could be a 3rd bedroom. You'll love the energy efficient newer windows, newer A/C and roof. Relax on your back patio with a private fenced yard. The HOA fee of $65 per quarter is for Trash removal. Walk to Forest Hills Golf Club & Grill and visit the picturesque canals. Close to excellent schools, shopping, restaurants, lakes, Howard Park Beach and more! NO FLOOD INSURANCE"
$185,000
2712 GARDNER PL, Holiday FL 34691
2
BEDS
2
BATHS
948
SQFT
$195
$/SQFT
0.14
ACRES
1969
BUILT
"Welcome to this lovely and clean home in Aloha Gardens. Two bedroom, one bath, one car garage house. Freshly painted inside and out. Large kitchen with solid wood cabinets and granite counters, close to beaches, restaurants and a lot more."
$179,900
3726 SAILMAKER LN, Holiday FL 34691
2
BEDS
2
BATHS
1,542
SQFT
$117
$/SQFT
1985
BUILT
"Location! Location! Location! This lovely light-filled end unit in the highly desired Holiday Lake Villas is tucked away in a quiet corner. You will love your new Florida lifestyle! Take a short walk to the heated pool or the active Clubhouse,or just put a lawn chair out back and relax. This two bedroom two bath split floor plan also has a large bonus room. The master bedroom has a walk-in closet and a jacuzzi in the ensuite bathroom. Most appliances are newer, A carport is included Call now! These don't last!"
* PRICE INCREASED - $179,000 TO $179,900 
$174,990
3228 BROMPTON DR, Holiday FL 34691
2
BEDS
2
BATHS
1,072
SQFT
$163
$/SQFT
0.14
ACRES
1969
BUILT
"Beautifully refreshed 2/2 home in Holiday Lake Estates! Screened in back porch with pool. New flooring and new paint, through out. Great for a first home or starting family. Quiet neighborhood close to 19, or spend a little time in nearby Tarpon Springs, or Anclote. Schedule s private tour today!"
* NEW LISTING 
$169,900
3284 MASONVILLE LOOP, Holiday FL 34691
2
BEDS
2
BATHS
848
SQFT
$200
$/SQFT
0.12
ACRES
1969
BUILT
"Light and bright 2 BR 1 1/2 bath home with kitchen, small breakfast bar which opens to DR along with plently of closets and 1 car garage. Kitchen has Corian countertops and sink. Adorable front enclosed porch and also an enclosed Florida Room w/ landscaped yard and patio for barbequing. New ROOF within 1 year. Close to shopping, restaurants, Howard Park Beach and more! Join the Beacon Square Civic Association for community heated pool, banquet hall & kitchen, Full gym, billiards, game room, boat and RV storage & More."
* PRICE LOWERED - $1,699,000 TO $169,900 
$169,000
3608 LANDALE DR, Holiday FL 34691
2
BEDS
1
BATHS
1,068
SQFT
$158
$/SQFT
0.12
ACRES
1972
BUILT
"Light and bright 2/1/1 with Florida Room and screened Lanai. Walk in shower with soaking tub. Newer Roof 2014, new A/C & Hot Water Heater 2019. Join the Beacon Square Civic Assoc for Community heated pool, banquet hall and kitchen, full gym, billiards, boat and RV storage. Could easily be a 3 bedroom. Close to shopping, Howard Park beach, restaurants & more!"
$169,000
3627 DICKENS DR, Holiday FL 34691
2
BEDS
1
BATHS
986
SQFT
$171
$/SQFT
0.12
ACRES
1968
BUILT
"One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. One or more of these photos was virtually staged. Renovated home in Holiday Lake Estates. Owner is just completing remodeled kitchen with beautiful granite counter top, and cabinets. A new backsplash will complete the kitchen remodel the first week of March. With a brand new roof, 3 ton AC Unit, new washer and dryer, new flooring throughout, and fresh paint inside and out. Move in and begin to enjoy Florida living!"
$165,000
1925 APACHE PL, Holiday FL 34691
2
BEDS
1
BATHS
430
SQFT
$384
$/SQFT
0.35
ACRES
1957
BUILT
"Bring your boats! This location is great! Just minutes to the boat ramp at Anclote Park, Tarpon Sponge Docks, Anclote Gulf Park, Key Vista Nature park and more! No need to pay for boat storage here. Large double corner lot (.35 acre) well maintained mobile. The plumbing was updated within the last 5 years, as well as the carpeting and some features of the bathroom. There is also a newer 20 gal. water heater. Outdoor living at it's best, come see today!"
$164,000
3438 CANTRELL ST, Holiday FL 34690
3
BEDS
2
BATHS
1,408
SQFT
$116
$/SQFT
0.12
ACRES
1966
BUILT
"Great location!!! This three bedroom and two bath home is centrally located near just about everything!!! Close to the beaches, parks, restaurant's, schools, medical facilities and an easy commute to the airports. This 1,408 heated square foot home has a wood burning fireplace . There is a shed for extra storage."
$160,000
3232 BROOKFIELD DR, Holiday FL 34691
2
BEDS
1
BATHS
980
SQFT
$163
$/SQFT
0.12
ACRES
1969
BUILT
"Recently remodeled two bedroom, one bath, one car garage home located in Holiday. The home is located minutes from local dining, entertainment, and parks. The home features a spacious living room, family room and separate dining area."
$160,000
4235 COURIER LN, Holiday FL 34691
2
BEDS
1
BATHS
1,230
SQFT
$130
$/SQFT
0.24
ACRES
1958
BUILT
"Investor special or a DIY dream!! Wonderful two-bedroom home with a large bonus room inside the home and extra room accessible from the outside. New vinyl-plank flooring throughout the entire home. Freshly painted wooden cabinets and new granite countertops. New appliances to pair with the open kitchen-family room combo. Full extended deck in the back yard with a spa and in-ground pool that reaches 6ft deep. Extended front porch, driveway with a carport and two wooden sheds for all of your workshop needs. No HOA or CDD. If you are feeling motivated by HGTV this is the project for you."
$159,900
3842 SAILMAKER LN, Holiday FL 34691
2
BEDS
2
BATHS
1,542
SQFT
$104
$/SQFT
0.19
ACRES
1993
BUILT
"Beautiful 2 bedroom 2 bath Villa located in Holiday Lake Villas. 1,542 sq. ft. This is a corner or end unit with windows on 3 sides. Vaulted ceilings. Very bright and beautiful. Fresh paint and new vinyl floors throughout the unit. There is a window enclosed porch that has central AC to it. The same vinyl floor goes from the front door all the way through the window enclosed porch or Florida room. Also, there is no step up or down coming into the home and through the Fla room. All level, very nice and lives well. The kitchen and baths are clean as a whistle and all appliances are included including the washer and dryer. Holiday Lake Villas is a 55+ condominium. Community features include a pool and clubhouse. The low monthly HOA fees currently $418.16, include community pool, water, sewer, trash, outside maintenance, roof, paint, building insurance, and cable + internet. The villa comes with a detached 1 car covered carport. It is the carport that is closest to the unit. Please take a moment and view all the professional photos and virtual tour. Very, very nice."
* NEW LISTING 
 
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