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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
Imperial Pines Condominiums 3062 EASTLAND BLVD UNIT 407, CLEARWATER,..., Clearwater, FL 33761
$199,500

1 beds

|

1 baths

|

920 sq ft

|

Condo

3062 EASTLAND BLVD UNIT 407, CLEARWATER,...
Heritage Springs 11018 COURTLAND ST, TRINITY, FL, 34655, Trinity, FL 34655
$359,700

3 beds

|

2 baths

|

1,875 sq ft

|

House

11018 COURTLAND ST, TRINITY, FL, 34655
Community: Heritage Springs
Highland Lakes on Lake Tarpon 2722 SHERBROOKE LN D, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$170,000

1 beds

|

2 baths

|

814 sq ft

|

Condo

2722 SHERBROOKE LN D, PALM HARBOR, FL, 3...
Heritage Lake 4750 CARRINGTON CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$179,900

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

4750 CARRINGTON CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
Summertree 11446 SINATRA CT, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34654
$350,000

3 beds

|

2 baths

|

1,597 sq ft

|

House

11446 SINATRA CT, NEW PORT RICHEY, FL, 3...
Community: Summertree
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heather Lake Condominiums 960 VIRGINIA ST 205, DUNEDIN, FL, 34698, Dunedin, FL 34698
$140,000

2 beds

|

2 baths

|

965 sq ft

|

Condo

960 VIRGINIA ST 205, DUNEDIN, FL, 34698
Heritage Lake 9433 STONEWALL LN, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$299,900

2 beds

|

2 baths

|

1,826 sq ft

|

House

9433 STONEWALL LN, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Summertree 11531 PEAR TREE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$265,000

2 beds

|

2 baths

|

1,236 sq ft

|

House

11531 PEAR TREE DR, NEW PORT RICHEY, FL,...
Community: Summertree
Briar Patch 6432 REMUS DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34653
$284,900

2 beds

|

2 baths

|

1,359 sq ft

|

Townhouse

6432 REMUS DR, NEW PORT RICHEY, FL, 3465...
Community: Briar Patch
Timber Oaks 8040 PASADENA DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$233,900

2 beds

|

2 baths

|

1,650 sq ft

|

House

8040 PASADENA DR, 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.
Highland Lakes on Lake Tarpon 2739 SHERBROOKE LN B, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$265,000

2 beds

|

2 baths

|

1,000 sq ft

|

Villa

2739 SHERBROOKE LN B, PALM HARBOR, FL, 3...
Green Dolphin 1934 GOLFVIEW DR # 1934, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$224,000

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

1934 GOLFVIEW DR # 1934, TARPON SPRINGS,...
Community: Green Dolphin
Imperial Pines Condominiums 3062 EASTLAND BLVD UNIT 308, CLEARWATER,..., Clearwater, FL 33761
$270,000

2 beds

|

2 baths

|

1,565 sq ft

|

Condo

3062 EASTLAND BLVD UNIT 308, CLEARWATER,...
Esplanade at Starkey Ranch 11111 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$499,500

2 beds

|

2 baths

|

1,689 sq ft

|

House

11111 CALLISIA DR, ODESSA, FL, 33556
Timber Greens 9519 GREEN NEEDLE DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655
$398,000

3 beds

|

2 baths

|

1,983 sq ft

|

House

9519 GREEN NEEDLE DR, NEW PORT RICHEY, F...
Community: Timber Greens
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heritage Lake 4837 BOONESBORO CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$169,900

2 beds

|

2 baths

|

1,138 sq ft

|

Condo

4837 BOONESBORO CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
Heritage Lake 4740 CARRINGTON CT # 4740, NEW PORT RICH..., New Port Richey, FL 34655
$230,000

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

4740 CARRINGTON CT # 4740, NEW PORT RICH...
Community: Heritage Lake
Beacon Lakes 4028 DAVIT DR # 4028, NEW PORT RICHEY, F..., New Port Richey, FL 34652
$185,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4028 DAVIT DR # 4028, NEW PORT RICHEY, F...
Community: Beacon Lakes
Green Dolphin 3203 GREEN DOLPHIN ST, TARPON SPRINGS, F..., Tarpon Springs, FL 34689
$199,900

2 beds

|

2 baths

|

895 sq ft

|

Villa

3203 GREEN DOLPHIN ST, TARPON SPRINGS, F...
Community: Green Dolphin
Heather Lake Condominiums 940 VIRGINIA ST 303, DUNEDIN, FL, 34698, Dunedin, FL 34698
$225,000

2 beds

|

2 baths

|

927 sq ft

|

Condo

940 VIRGINIA ST 303, DUNEDIN, FL, 34698
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 9843 SAINT JOSEPH CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655
$325,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

9843 SAINT JOSEPH CT, NEW PORT RICHEY, F...
Community: Heritage Lake
Timber Oaks 8606 GOLD PINE DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668
$250,000

2 beds

|

2 baths

|

1,351 sq ft

|

Villa

8606 GOLD PINE DR, PORT RICHEY, FL, 3466...
Community: Timber Oaks
Heritage Lake 4756 SHEFFIELD DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$230,000

2 beds

|

2 baths

|

1,201 sq ft

|

Condo

4756 SHEFFIELD DR, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Royal Stewart Arms 8 GLENCOE PL APT 305, DUNEDIN, FL, 34698, Dunedin, FL 34698
$220,000

1 beds

|

1 baths

|

948 sq ft

|

Condo

8 GLENCOE PL APT 305, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
Heritage Lake 4720 SHEFFIELD DR # 4720, NEW PORT RICHE..., New Port Richey, FL 34655
$199,900

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

4720 SHEFFIELD DR # 4720, NEW PORT RICHE...
Community: Heritage Lake
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heather Hills Villas 834 CAMBRIDGE CT 834, DUNEDIN, FL, 34698, Dunedin, FL 34698
$199,900

2 beds

|

1 baths

|

935 sq ft

|

Villa

834 CAMBRIDGE CT 834, DUNEDIN, FL, 34698

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306 homes near Holiday
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