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Holiday, FL 55+ active adult communities & homes for sale

306 homes near Holiday

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No reviews yet Key Vista Villas
$300Ks - $300Ks
Key Vista Villas, Holiday, FL
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 170 homes
5 rating (1 reviews) Highland Lakes on Lake Ta...
<$100k - $400Ks
Highland Lakes on Lake Ta..., Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1977 - 1989 | 2,454 homes
4.7 rating (13 reviews) Heritage Springs
$300Ks - $500Ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
No reviews yet Timber Oaks
<$100k - $300Ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes
No reviews yet Heritage Lake
$100Ks - $300Ks
Heritage Lake, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1994 | 932 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
No reviews yet Summertree
$200Ks - $300Ks
Summertree, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1974 - 2015 | 800 homes
3.5 rating (2 reviews) Timber Greens
$200Ks - $400Ks
Timber Greens, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1994 - 2004 | 783 homes
No reviews yet Esplanade at Starkey Ranc...
$400Ks - $800Ks
Esplanade at Starkey Ranc..., Odessa, FL
Resale Only | Age-targeted | Built 2016 - 2022 | 517 homes
3.3 rating (3 reviews) Royal Stewart Arms
$200Ks - $300Ks
Royal Stewart Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1968 - 1975 | 449 homes
5 rating (1 reviews) Village on the Green
$100Ks - $200Ks
Village on the Green, Clearwater, FL
Resale Only | 55+ age-restricted | Built 1978 - 1981 | 448 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet Green Dolphin
$100Ks - $200Ks
Green Dolphin, Tarpon Springs, FL
Resale Only | 55+ age-restricted | Built 1974 - 1990 | 315 homes
No reviews yet Anchorage
$200Ks - $400Ks
Anchorage, Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1972 - 1979 | 279 homes
No reviews yet Heather Ridge
$100Ks - $100Ks
Heather Ridge, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1978 - 1987 | 273 homes
5 rating (1 reviews) Pine Ridge at Palm Harbor
$100Ks - $300Ks
Pine Ridge at Palm Harbor, Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1983 - 1983 | 264 homes
No reviews yet Pinehurst Village
$100Ks - $200Ks
Pinehurst Village, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1973 - 1976 | 240 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
2 rating (1 reviews) Beacon Lakes
$100Ks - $100Ks
Beacon Lakes, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1975 - 1982 | 210 homes
No reviews yet Edgewater Arms
$400Ks - $400Ks
Edgewater Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 209 homes
No reviews yet Heather Lake Condominiums
<$100k - $200Ks
Heather Lake Condominiums, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1972 - 1978 | 200 homes
No reviews yet Briar Patch
$100Ks - $200Ks
Briar Patch, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1986 - 1993 | 198 homes
No reviews yet Imperial Pines Condominiu...
$100Ks - $200Ks
Imperial Pines Condominiu..., Clearwater, FL
Resale Only | 55+ age-restricted | Built 1985 - 1985 | 181 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet Scotsdale Cluster Condomi...
$300Ks - $300Ks
Scotsdale Cluster Condomi..., Dunedin, FL
Resale Only | 55+ age-restricted | Built 1980 - 1983 | 148 homes
No reviews yet Patrician Oaks
<$100k - $100Ks
Patrician Oaks, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1975 - 1982 | 120 homes
No reviews yet Linkside Village
$100Ks - $200Ks
Linkside Village, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 100 homes
No reviews yet Heather Hills Villas
$100Ks - $200Ks
Heather Hills Villas, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1971 - 1976 | 64 homes
No reviews yet Country Oaks
$100Ks - $100Ks
Country Oaks, Hudson, FL
Resale Only | 55+ age-restricted | Built 1981 - 1986 | 42 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
No reviews yet New Port Corners
$200Ks - $500Ks
New Port Corners, New Port Richey, FL
New Construction | 55+ age-restricted | Built 2025 - present
Highland Lakes on Lake Tarpon 3201 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$314,900

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3201 MCMATH DR, PALM HARBOR, FL, 34684
Beacon Lakes 4423 PELORUS DR B, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34652
$150,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4423 PELORUS DR B, NEW PORT RICHEY, FL, ...
Community: Beacon Lakes
Heritage Lake 4848 ALAMO CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655
$219,999

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

4848 ALAMO CT, NEW PORT RICHEY, FL, 3465...
Community: Heritage Lake
Beacon Lakes 3838 LANYARD CT B, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34652
$117,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3838 LANYARD CT B, NEW PORT RICHEY, FL, ...
Community: Beacon Lakes
Highland Lakes on Lake Tarpon 1614 BERWICK CT D, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684
$195,000

1 beds

|

1 baths

|

814 sq ft

|

Villa

1614 BERWICK CT D, PALM HARBOR, FL, 3468...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Beacon Lakes 3862 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652
$159,900

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3862 LIGHTHOUSE WAY, NEW PORT RICHEY, FL...
Community: Beacon Lakes
Timber Greens 6533 CARDINAL CREST DR, NEW PORT RICHEY,..., New Port Richey, FL 34655
$399,900

2 beds

|

2 baths

|

1,639 sq ft

|

House

6533 CARDINAL CREST DR, NEW PORT RICHEY,...
Community: Timber Greens
Timber Oaks 11543 ORLEANS LN # 11543, PORT RICHEY, F..., Port Richey, FL 34668
$238,000

2 beds

|

2 baths

|

993 sq ft

|

Condo

11543 ORLEANS LN # 11543, PORT RICHEY, F...
Community: Timber Oaks
Green Dolphin 1250 S PINELLAS AVE 207, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$169,900

2 beds

|

2 baths

|

871 sq ft

|

Condo

1250 S PINELLAS AVE 207, TARPON SPRINGS,...
Community: Green Dolphin
Summertree 11728 ASPENWOOD DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$259,950

2 beds

|

2 baths

|

1,466 sq ft

|

House

11728 ASPENWOOD DR, NEW PORT RICHEY, FL,...
Community: Summertree
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Highland Lakes on Lake Tarpon 2320 SHELLY DR B, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$219,900

2 beds

|

2 baths

|

918 sq ft

|

Condo

2320 SHELLY DR B, PALM HARBOR, FL, 34684
Timber Greens 9609 BROOKDALE DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$385,000

2 beds

|

2 baths

|

1,642 sq ft

|

House

9609 BROOKDALE DR, NEW PORT RICHEY, FL, ...
Community: Timber Greens
Esplanade at Starkey Ranch 3214 FORSYTHIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$749,000

3 beds

|

3 baths

|

2,385 sq ft

|

House

3214 FORSYTHIA DR, ODESSA, FL, 33556
Heritage Lake 4872 BOONESBORO CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$184,900

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

4872 BOONESBORO CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
Timber Greens 9405 PALM HAVEN CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$289,000

2 beds

|

2 baths

|

1,633 sq ft

|

Villa

9405 PALM HAVEN CT, NEW PORT RICHEY, FL,...
Community: Timber Greens
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Anchorage 916 MAINSAIL WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$424,900

3 beds

|

2 baths

|

1,906 sq ft

|

House

916 MAINSAIL WAY, PALM HARBOR, FL, 34685
Community: Anchorage
Patrician Oaks 861 MAPLE CT 104, DUNEDIN, FL, 34698, Dunedin, FL 34698
$83,900

1 beds

|

1 baths

|

817 sq ft

|

Condo

861 MAPLE CT 104, DUNEDIN, FL, 34698
Community: Patrician Oaks
Timber Oaks 11204 PEMBRIDGE CT 5, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$119,000

2 beds

|

2 baths

|

978 sq ft

|

Condo

11204 PEMBRIDGE CT 5, PORT RICHEY, FL, 3...
Community: Timber Oaks
Highland Lakes on Lake Tarpon 2238 LARK CIR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$226,900

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

2238 LARK CIR D, PALM HARBOR, FL, 34684
Timber Oaks 10800 TEER LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$255,000

2 beds

|

2 baths

|

1,522 sq ft

|

House

10800 TEER LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Timber Greens 6606 GARDEN PALM CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$399,900

3 beds

|

2 baths

|

1,892 sq ft

|

House

6606 GARDEN PALM CT, NEW PORT RICHEY, FL...
Community: Timber Greens
Village on the Green 2456 BAY BERRY CT, CLEARWATER, FL, 33763, Clearwater, FL 33763
$298,000

2 beds

|

2 baths

|

1,313 sq ft

|

House

2456 BAY BERRY CT, CLEARWATER, FL, 33763
Village on the Green 2541 LAURELWOOD DR # 8C, CLEARWATER, FL,..., Clearwater, FL 33763
$199,999

2 beds

|

2 baths

|

1,030 sq ft

|

Villa

2541 LAURELWOOD DR # 8C, CLEARWATER, FL,...
Heather Lake Condominiums 946 VIRGINIA ST APT 207, DUNEDIN, FL, 34..., Dunedin, FL 34698
$225,000

2 beds

|

1 baths

|

1,010 sq ft

|

Condo

946 VIRGINIA ST APT 207, DUNEDIN, FL, 34...
Village on the Green 2567 OAKLEAF LN 41B, CLEARWATER, FL, 337..., Clearwater, FL 33763
$199,900

2 beds

|

2 baths

|

960 sq ft

|

Villa

2567 OAKLEAF LN 41B, CLEARWATER, FL, 337...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Patrician Oaks 870 VIRGINIA ST APT 302, DUNEDIN, FL, 34..., Dunedin, FL 34698
$145,000

2 beds

|

1 baths

|

1,062 sq ft

|

Condo

870 VIRGINIA ST APT 302, DUNEDIN, FL, 34...
Community: Patrician Oaks
Timber Oaks 11120 CARRIAGE HILL DR 1, PORT RICHEY, F..., Port Richey, FL 34668
$69,999

2 beds

|

1 baths

|

882 sq ft

|

Condo

11120 CARRIAGE HILL DR 1, PORT RICHEY, F...
Community: Timber Oaks
Summertree 11536 GOLDEN RAIN DR, NEW PORT RICHEY, F..., New Port Richey, FL 34654
$229,000

2 beds

|

2 baths

|

1,502 sq ft

|

House

11536 GOLDEN RAIN DR, NEW PORT RICHEY, F...
Community: Summertree
Imperial Pines Condominiums 3078 EASTLAND BLVD 205, CLEARWATER, FL, ..., Clearwater, FL 33761
$221,900

2 beds

|

2 baths

|

1,145 sq ft

|

Condo

3078 EASTLAND BLVD 205, CLEARWATER, FL, ...
Heritage Lake 9911 KINGSPORT AVE, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$329,900

2 beds

|

2 baths

|

1,739 sq ft

|

House

9911 KINGSPORT AVE, NEW PORT RICHEY, FL,...
Community: Heritage Lake
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Lake 4739 CARRINGTON CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$220,000

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

4739 CARRINGTON CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
Heritage Lake 4648 SHEFFIELD DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$238,900

2 beds

|

2 baths

|

1,364 sq ft

|

Condo

4648 SHEFFIELD DR, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Highland Lakes on Lake Tarpon 3957 TARPON POINTE CIR, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$499,900

3 beds

|

2 baths

|

1,588 sq ft

|

House

3957 TARPON POINTE CIR, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 3115 MISSION GROVE DR, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$99,900

1 beds

|

1 baths

|

636 sq ft

|

Villa

3115 MISSION GROVE DR, PALM HARBOR, FL, ...
Timber Oaks 11141 SANDTRAP DR # 11141, PORT RICHEY, ..., Port Richey, FL 34668
$229,900

2 beds

|

2 baths

|

1,646 sq ft

|

Condo

11141 SANDTRAP DR # 11141, PORT RICHEY, ...
Community: Timber Oaks
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Linkside Village 11141 SANDTRAP DR # 11141, PORT RICHEY, ..., Port Richey, FL 34668
$229,900

2 beds

|

2 baths

|

1,646 sq ft

|

Condo

11141 SANDTRAP DR # 11141, PORT RICHEY, ...
Community: Linkside Village
Royal Stewart Arms 9 HAIG PL 806, DUNEDIN, FL, 34698, Dunedin, FL 34698
$315,000

1 beds

|

1 baths

|

802 sq ft

|

Condo

9 HAIG PL 806, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
Royal Stewart Arms 9 HAIG PL 612, DUNEDIN, FL, 34698, Dunedin, FL 34698
$310,000

2 beds

|

2 baths

|

1,181 sq ft

|

Condo

9 HAIG PL 612, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
Pinehurst Village 1701 PINEHURST RD 36C, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$109,900

1 beds

|

1 baths

|

645 sq ft

|

Villa

1701 PINEHURST RD 36C, DUNEDIN, FL, 3469...
Community: Pinehurst Village
Imperial Pines Condominiums 3062 EASTLAND BLVD UNIT 402, CLEARWATER,..., Clearwater, FL 33761
$210,000

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

3062 EASTLAND BLVD UNIT 402, CLEARWATER,...
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306 homes near Holiday
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