- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
389 Properties Available In Holiday
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![1415 WEYFORD LN, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRW7872006/d05f479d/1738782972/w600_original_BMBRDsIwCADQE7XYwqjxAP754w0YY3VG3CJNTDy97zHGEReAwCwuv_0t38i6O_gr-mdbYHPpFnC73hvxdGpYz7BYMSaeExXEREUsSWmaWLXqTGtdJ8vPw_o_AAD__w-jpg.webp)
$299,000
Single Family Home
1415 WEYFORD LN, Holiday, FL 34691
Welcome home to this turn key 3 Bed 2 Bath with Garage , remodeled home, NOT a FLIP. NO FLOOD INSURANCE required , Ho...
Listed by LPT REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1040 BOWSPRIT LN #1306, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8344793/e76f1704/1738270879/w600_original_BMBRDsIgDADQE0EnFGg8gH_-eINKK85Yt1gSE0-_95xz9zOA58jG_-3DP499M7C3j-8qsBoPdbhebg0rlnaqC3QRLVRqEFINmJdHIMJ76LlxwiaYUomvXccRAAD__w-jpg.webp)
$165,000
Condo
1040 BOWSPRIT LN #1306, Holiday, FL 34691
Unit with a lake view in a 55+ community! Walk into your fully furnished first floor unit consisting of 2 bedrooms and 2...
Listed by LPT REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3303 BAINBRIDGE DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8341697/6c65f4b5/1737649877/w600_original_BMBRDsIgDAbgE0EJdFvrAXzzxRv8IsMZ6xZLYuLp_R5jHH4i8hJh-O1vfD3W3che3j_bnTZDb06X83XhackzT0ylJihyDausCHxLJShLDtp4FlWRJIjPo_V_AAAA__8-jpg.webp)
$235,000
Single Family Home
3303 BAINBRIDGE DR, Holiday, FL 34691
Charming 2-Bedroom, 2-Bathroom Home in the Heart of Holiday, FL Welcome to this beautifully maintained single-family hom...
Listed by LPT REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3630 WINDER DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8334905/9ffd76a3/1736553673/w600_original_BMBRDoIwDADQE22lrh3oAfzzxxt0pUyMFWJJTDy973Ece1wAomRx-W1v-UbWzcFf0T_rDKtLt4Db9T4SYeUyIWgTxnFpySpKItVzast8SmUyHpjEBqz5uVv_BwAA__8-jpg.webp)
$235,000
Single Family Home
3630 WINDER DR, Holiday, FL 34691
Welcome Home! 3 Bedroom 1 Bath NOT in a Flood zone!!! This move in ready No CDD No HOA, 3 bedroom 1 bath home with new A...
Listed by LPT REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3512 EDENWOOD DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRL4948488/22393233/1731593774/w600_original_BMBRDoIwDADQE3WFttuYB_DPH29QYEyMFWKXmHh636P30y-IzkFNf8dbvx6Ww9Be3j77irtpq4636z1zySSSBpSVeF50g5TGCWSgDbTECDVHlnGeRAqF51nbPwAA__8-jpg.webp)
$230,000
Single Family Home
3512 EDENWOOD DR, Holiday, FL 34691
One or more photo(s) has been virtually staged. Welcome to 3512 Edenwood Dr in popular Holiday FL with NO HOA. This cha...
Listed by LPT REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3512 HOOVER DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8308676/a7e09077/1736476268/w600_original_BMBRDoIwDADQE20drIXWA_jnjzco0kyMFWKXmHh63rP3Iy4AUbO6_veP_iI_dgd_R_tuK2yuzQJu1_tcZx5rQQJBLJXXIZWBSsKFNLGIJZSReOHJkKf8OqydAQAA__8-jpg.webp)
$242,500
Single Family Home
3512 HOOVER DR, Holiday, FL 34691
Discover Your Oasis in Holiday, FL! NEW PRICE!!! <br>This inviting 2-bedroom, 2-bathroom home offers the perfect blend o...
Listed by LPT REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2242 PINEWOOD VILLAS DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRT3552194/90ed874d/1736212822/w600_original_BMBRDoIwDADQE22dbVfAA_jnjzcoUibGCrFLTDy979H7EWeAoKyuv_2t38j33cFf0T7bAptrs4Dr5TZQxcpYCKQOZaITp6KLJTaZ0ygyJkQVxnmVqaz5eVj7BwAA__8-jpg.webp)
$255,000
Single Family Home
2242 PINEWOOD VILLAS DR, Holiday, FL 34691
WELCOME HOME! This move in ready 2 bedroom, 2 bathroom, home in nestled in peaceful Holiday, FL! Offering 1,128 sq. ft. ...
Listed by LPT REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3350 BROOKFIELD DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8347268/b15d1da3/1738898169/w600_original_BMBRDsIwCADQE7UUB8N4AP_88QaIWGfELdLExNPvPcfY8gSQU9XQ__rRX1ZbA-Kd_bvcYQntnnA5X4WkMSM3IJwYZ5Ei7HMh5FbUDlTMb64POxKR19fmfQ8AAP__-jpg.webp)
$275,000
Single Family Home
3350 BROOKFIELD DR, Holiday, FL 34691
Discover this beautifully updated 3-bedroom, 1.5-bathroom home in Holiday, FL, offering 1,134 sq. ft. of spacious living...
Listed by SEA GLASS FLORIDA PROPERTIES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2904 MATCHLOCK DR, Holiday, FL 34690](https://img.chime.me/imageemb/mls-listing/586/MFRTB8347276/4cb952eb/1738815371/w600_original_BMBRDsIwCADQE7W4dgXiAfzzxxvQgXVG3CJLTDy973Ece5wBomZx-W1v-UZeNgd_xfisCqvLsIDr5UYznRpyaVAK3hVtSX2ykuZOmLirJRFurNqoTjU_dxv_AAAA__8-jpg.webp)
$299,900
Single Family Home
2904 MATCHLOCK DR, Holiday, FL 34690
Rare Find! Stunning 4-Bedroom, 2-Bath Home in Holiday – Your Dream Come True in Sunny Florida! This beautifully renovate...
Listed by INVESTING N FLORIDA, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1929 OSWEGO DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRW7871988/82a654d3/1738376174/w600_original_BMBRDsIgDADQE0EBCwUP4J8_3qCrA2esWyyJiaf3PeY87AxgJ8_Kv_3NX_OyK-jLxme7w6Y8VoPr5UZYsOTaEoTQJEQilykmhzU2t6S6OOxSGIPE3rN_Huv4BwAA__8-jpg.webp)
$499,000
Single Family Home
1929 OSWEGO DR, Holiday, FL 34691
Experience the perfect blend of comfort, luxury, and privacy in this 5-bedroom, 3-bathroom home, located within the excl...
Listed by RE/MAX ALLIANCE GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3751 STAYSAIL LN #3751, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8343311/90d03ae5/1738110672/w600_original_BMBRDsIwCADQE7WkLS3DA_jnjzdAJHVG3CJLTDy973Ece5wAomVx-W1v-UbWzcFfMT_rHVaXaQGX85VwlNJ4MIjVxVqjVLXWhNQxLV1LUh6d5YZUOubnbvMfAAD__w-jpg.webp)
$140,000
Condo
3751 STAYSAIL LN #3751, Holiday, FL 34691
Welcome to Holiday Lake Condos and enjoy this truly sought after, over 55+, peaceful community. <br>This well-maintained...
Listed by FUTURE HOME REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1967 COOLIDGE RD, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8342834/c538c912/1737774971/w600_original_BMBRDsIgDADQE0FZKKX1AP754w2qIM5Yt1gSE0-_95xz9xOA56im_-2jP4_3zcDePr5rg9V0dIfL-VqxiCwVE5QbL4W4B0yZAgq3INQ0MD0yo3LJNcXX3scRAAD__w-jpg.webp)
$297,900
Single Family Home
1967 COOLIDGE RD, Holiday, FL 34691
Seller is very motivated! Job relocation forces sale! Home/property was NOT affected by last year's storms. <br>Discove...
Listed by HOMEFRONT REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3457 FOXHALL DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8340894/b868a159/1738265478/w600_original_BMBRDsIgDADQE0EVaAcewD9_vEHBgjPWLZbExNPvPefc7QJg0bPyf_vwz3zbFPRt47s-YFUeYnC73peESOdCBXJvkmskdyJGl0JPjjEkl3tcagsoVKp_7TKOAAAA__8-jpg.webp)
$499,900
Single Family Home
3457 FOXHALL DR, Holiday, FL 34691
Beautiful and elegant layout, large scaled home boasting open floor plan with living room/dining area combination, huge ...
Listed by FUTURE HOME REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2749 PLANTAIN DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8338211/58433a6d/1737155773/w600_original_BMBdDsIwCADgE1Eq0g08gG--eAP2V2fENdLExNP7PXpvcUGMczK33_G2b6T5cPRX1M--4O5W18Db9T4yKxENiqKL5jIVsCln4NNYwIQFaGPRbR7EhNOzrfUfAAD__w-jpg.webp)
$414,900
Single Family Home
2749 PLANTAIN DR, Holiday, FL 34691
One or more photo(s) has been virtually staged. This home HAS NOT FLOODED IN RECENT STORMS! FLOOD ZONE X! NEWER ROOF 202...
Listed by CHARLES RUTENBERG REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1414 WICKHAM LN, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRO6272003/136f583f/1737142272/w600_original_BMBRDoIwDAbgE23NT9fReADffPEGRcbEWCGWxMTT8z2PY48LUXA2t__2sV_kx-bk7-jfdabVrbeg2_U-FkFVZaGGSetQxjTAJBXVOamhJCw8sQBcseTX3voZAAD__w-jpg.webp)
$219,000
Single Family Home
1414 WICKHAM LN, Holiday, FL 34691
One or more photo(s) has been virtually staged. Welcome to your new home, a haven of tranquility and style. The interior...
Listed by OPENDOOR BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1833 KNOLLWOOD DR, Holiday, FL 34690](https://img.chime.me/imageemb/mls-listing/586/MFRTB8335720/aa6a255c/1737139572/w600_original_BMDRDcJACADQie4gcC3qAP754waU0rNGbCNNTJze9ziOPS8AyVVDf9tbv1ltC4hX9s86wxraPeF2vUtrzONAZ-AJfSRaCrlJaThgUVqw8ElYcUKbxepz9_4PAAD__w-jpg.webp)
$340,000
Single Family Home
1833 KNOLLWOOD DR, Holiday, FL 34690
Welcome to this beautiful 4-bedroom, 2-bathroom property that has been carefully remodeled to give you the best in style...
Listed by REALNET FLORIDA REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3148 HARVARDSTON LOOP, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8335239/9aa73cd3/1736553673/w600_original_BMBRDsIwCADQE7XYUVL0AP754w0Io3VG3CJNTDy97zHnEReAwCwuv_0t38i6O_grxmdbYXMZFnC73lutCxKdT4DViNU4YWmcqq2SuLeeeOlIBQuKan4eNv4BAAD__w-jpg.webp)
$255,000
Single Family Home
3148 HARVARDSTON LOOP, Holiday, FL 34691
This warm and inviting Mid-Century Modern home is just minutes away from the Downtown New Port Richey Walk Of Fame, the ...
Listed by EXP REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5305 BOB WHITE DR, Holiday, FL 34690](https://img.chime.me/imageemb/mls-listing/586/MFRO6269977/c473a24f/1736537471/w600_original_BMBRDsIgDADQE0EFqawewD9_vEHpOpyxbrEkJp5-7znG7lcAP0c2_m8f_nmUzcDe3r_rDKtxV4f77VFLQbrkOgEupyxCS0jKLRRVDNQwBdKKcyNJOU3xtWs_AgAA__8-jpg.webp)
$232,000
Single Family Home
5305 BOB WHITE DR, Holiday, FL 34690
One or more photo(s) has been virtually staged. Welcome to this beautifully updated home, ready for its new owner. The i...
Listed by OPENDOOR BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2518 GREY DOVE CT, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRW7871035/524e7b1c/1738701081/w600_original_BMBRDsIwCADQE7WM0qyNB_DPH28AjNQZcYs0MfH0vsecZ1wAgjI7_443fyPr4eCvGJ99g915WMDtem-VOiJWAqZOmzZOgkVTLbakroulWnpbRVdBlvw8bfwDAAD__w-jpg.webp)
$359,900
Single Family Home
2518 GREY DOVE CT, Holiday, FL 34691
One or more photo(s) has been virtually staged. Nestled in a tranquil 55 Plus neighborhood, this cozy home offers a perf...
Listed by FLORIDA LUXURY REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1415 YALE DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRTB8329691/7c097a02/1737482477/w600_original_BMBRDsIgDADQE0EnpWI9gH_-eIOyFZyxbrEkJp5-7znG7lcAxygm_-0jP4_zZmBv7991gdWkq8P99ig5ccIyMeBcTrgQBtJ8DlkJA3O7hEqYWm3CuU7xtWs_AgAA__8-jpg.webp)
$288,900
Single Family Home
1415 YALE DR, Holiday, FL 34691
MOVE-IN READY! Nestled in a HIGH & DRY X500 Flood Zone, this freshly painted and cleaned 3-bedroom, 2-bath home offers e...
Listed by RE/MAX ELITE REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3444 CLYDESDALE DR, Holiday, FL 34691](https://img.chime.me/imageemb/mls-listing/586/MFRW7870850/a4d60513/1737590853/w600_original_BMBRDsIgDADQE0ERiisewD9_vEGlHc5Yt9glJp5-77nvm18AvEQ2_q8f_nnsq4G9fXwXgcV4qMPtep-wZDy3RFBrU5p1CkWzBKQugfDRQ25VTynJTFria9NxBAAA__8-jpg.webp)
$260,000
Single Family Home
3444 CLYDESDALE DR, Holiday, FL 34691
Don't miss this incredible opportunity to own a fully renovated, corner-lot home! This beautiful 3BD/2BTH property has b...
Listed by RE/MAX CHAMPIONS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1542 DERRICK ST, Holiday, FL 34690](https://img.chime.me/imageemb/mls-listing/586/MFRW7869295/e8b5dd94/1738186274/w600_original_BMBRDsIwCADQE7XoYEU8gH_-eANKa50Rt8gSE0_ve-z7FmeAwKyuv_Wt38i2OvgrxmdpsLiOHnC93Bhl4oPMCI3FzPCeyOaeiKmkKvWUGpqUcqyCNOXn1sc_AAD__w-jpg.webp)
$230,000
Single Family Home
1542 DERRICK ST, Holiday, FL 34690
No flood zone! Passing 4-point! This 2-bedroom, 1-bathroom home in Holiday, Florida, is fully move-in ready! The home fe...
Listed by FLORIDA LUXURY REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5311 BOARDWALK ST, Holiday, FL 34690](https://img.chime.me/imageemb/mls-listing/586/MFRTB8312576/78254746/1736214338/w600_original_BMBRDoIwDAbgE20VO-nwAL754g1-tm5irBBLYuLp-Z77vvmVyDnC8F8_-Hksq5G9vX-XSouhq9P99hDOUxaWM7V5YtUxhdpyDqkNpwCpc7gggQcZUQrH16b9CAAA__8-jpg.webp)
$449,900
Townhouse
5311 BOARDWALK ST, Holiday, FL 34690
Immaculately maintained and thoughtfully updated, this stunning townhouse in the desirable Park Place subdivision is the...
Listed by ALIGN RIGHT REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5405 GOLDEN NUGGET DR, Holiday, FL 34690](https://img.chime.me/imageemb/mls-listing/586/MFRTB8345317/64b3e1c7/1738946772/w600_original_BMBRDsIgDADQE0HDYGvxAP754w1aynDGusUuMfH0vsd5Hn4B8BzZ-Le_-eux7Qb28vHZFDbj0R1u1zuWZa7TghmUUNJKJUhDCWXGEkhJg1Krq_SaU5ri8-jjHwAA__8-jpg.webp)
$360,000
Single Family Home
5405 GOLDEN NUGGET DR, Holiday, FL 34690
Enter into this fully renovated coastal gem situated outside of a flood zone! This home offers both security and peace o...
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)