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

26 communities 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 - $200Ks
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
Royal Stewart Arms 9 FORBES PL 512, DUNEDIN, FL, 34698, Dunedin, FL 34698
$385,000

2 beds

|

2 baths

|

1,181 sq ft

|

Condo

9 FORBES PL 512, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
Briar Patch 6428 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$220,000

2 beds

|

2 baths

|

964 sq ft

|

Villa

6428 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
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
Heritage Springs 1055 BLYTH HILL CT, TRINITY, FL, 34655, Trinity, FL 34655
$377,000

2 beds

|

2 baths

|

1,609 sq ft

|

Villa

1055 BLYTH HILL CT, TRINITY, FL, 34655
Community: Heritage Springs
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
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
Highland Lakes on Lake Tarpon 3204 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$320,000

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3204 MCMATH DR, PALM HARBOR, FL, 34684
Pinehurst Village 1701 PINEHURST RD 19F, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$122,000

1 beds

|

1 baths

|

645 sq ft

|

Condo

1701 PINEHURST RD 19F, DUNEDIN, FL, 3469...
Community: Pinehurst Village
Highland Lakes on Lake Tarpon 1131 ORANGE TREE CIR C, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$202,000

2 beds

|

2 baths

|

960 sq ft

|

Villa

1131 ORANGE TREE CIR C, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 1163 ORANGE TREE CIR D, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$199,900

2 beds

|

2 baths

|

960 sq ft

|

Villa

1163 ORANGE TREE CIR D, PALM HARBOR, FL,...
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.
New Patrician Oaks 840 VIRGINIA ST 108, DUNEDIN, FL, 34698, Dunedin, FL 34698
$149,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

840 VIRGINIA ST 108, DUNEDIN, FL, 34698
Community: Patrician Oaks
Timber Oaks 11115 ELDERBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$245,000

2 beds

|

2 baths

|

1,857 sq ft

|

House

11115 ELDERBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Anchorage 1137 LANYARD ST, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$450,000

2 beds

|

2 baths

|

1,523 sq ft

|

House

1137 LANYARD ST, PALM HARBOR, FL, 34685
Community: Anchorage
Heritage Springs 1612 LAKESTONE DR, TRINITY, FL, 34655, Trinity, FL 34655
$355,000

3 beds

|

2 baths

|

1,974 sq ft

|

House

1612 LAKESTONE DR, TRINITY, FL, 34655
Community: Heritage Springs
Pinehurst Village 1701 PINEHURST RD 9H, DUNEDIN, FL, 34698, Dunedin, FL 34698
$259,900

2 beds

|

2 baths

|

1,025 sq ft

|

Condo

1701 PINEHURST RD 9H, DUNEDIN, FL, 34698
Community: Pinehurst Village
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
New Highland Lakes on Lake Tarpon 2735 SHERBROOKE LN A, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$235,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

2735 SHERBROOKE LN A, PALM HARBOR, FL, 3...
Heritage Springs 1228 ASHBOURNE CIR, TRINITY, FL, 34655, Trinity, FL 34655
$419,400

3 beds

|

2 baths

|

1,975 sq ft

|

House

1228 ASHBOURNE CIR, TRINITY, FL, 34655
Community: Heritage Springs
New Esplanade at Starkey Ranch 11295 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556
$750,000

3 beds

|

3 baths

|

2,305 sq ft

|

House

11295 JUGLANS DR, ODESSA, FL, 33556
Highland Lakes on Lake Tarpon 2967 MACALPIN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$339,900

2 beds

|

2 baths

|

1,330 sq ft

|

House

2967 MACALPIN DR, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 1164 RUSTLEWOOD CT, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$399,900

2 beds

|

2 baths

|

1,282 sq ft

|

Villa

1164 RUSTLEWOOD CT, PALM HARBOR, FL, 346...
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 2113 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$379,400

2 beds

|

2 baths

|

1,535 sq ft

|

House

2113 MALCOLM DR, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 2936 MACALPIN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$439,900

2 beds

|

2 baths

|

1,726 sq ft

|

House

2936 MACALPIN DR, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 2336 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$369,900

2 beds

|

2 baths

|

1,288 sq ft

|

House

2336 MALCOLM DR, PALM HARBOR, FL, 34684
Key Vista Villas 2529 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691
$389,900

2 beds

|

2 baths

|

1,555 sq ft

|

House

2529 SANDY HILL CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
Heritage Springs 1517 MORNING ROSE PL, TRINITY, FL, 34655, Trinity, FL 34655
$459,000

3 beds

|

2 baths

|

1,864 sq ft

|

House

1517 MORNING ROSE PL, TRINITY, FL, 34655
Community: Heritage Springs
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
New Esplanade at Starkey Ranch 3239 FORSYTHIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$819,900

3 beds

|

3 baths

|

2,368 sq ft

|

House

3239 FORSYTHIA DR, ODESSA, FL, 33556
Highland Lakes on Lake Tarpon 1065 TARTAN DR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$265,000

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

1065 TARTAN DR C, PALM HARBOR, FL, 34684
Pine Ridge at Palm Harbor 1725 PINE RIDGE WAY E, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$284,000

2 beds

|

2 baths

|

1,177 sq ft

|

Villa

1725 PINE RIDGE WAY E, PALM HARBOR, FL, ...
Timber Oaks 8101 CASUARINA DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668
$234,000

2 beds

|

2 baths

|

1,107 sq ft

|

House

8101 CASUARINA DR, PORT RICHEY, FL, 3466...
Community: Timber Oaks
Highland Lakes on Lake Tarpon 1632 HEATHER PL, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$449,000

2 beds

|

2 baths

|

1,508 sq ft

|

House

1632 HEATHER PL, PALM HARBOR, FL, 34684
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 4756 SHEFFIELD DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$215,000

2 beds

|

2 baths

|

1,201 sq ft

|

Condo

4756 SHEFFIELD DR, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Heather Lake Condominiums 970 VIRGINIA ST 109, DUNEDIN, FL, 34698, Dunedin, FL 34698
$153,900

2 beds

|

2 baths

|

965 sq ft

|

Condo

970 VIRGINIA ST 109, DUNEDIN, FL, 34698
Summertree 11240 MERGANSER WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34654
$305,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

11240 MERGANSER WAY, NEW PORT RICHEY, FL...
Community: Summertree
Heritage Springs 1046 ALMONDWOOD DR, TRINITY, FL, 34655, Trinity, FL 34655
$389,900

2 beds

|

2 baths

|

1,546 sq ft

|

Villa

1046 ALMONDWOOD DR, TRINITY, FL, 34655
Community: Heritage Springs
Timber Oaks 8131 BUGLE CT 2, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$169,800

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

8131 BUGLE CT 2, PORT RICHEY, FL, 34668
Community: Timber Oaks
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heritage Springs 12202 ARRON TER, TRINITY, FL, 34655, Trinity, FL 34655
$396,000

2 beds

|

2 baths

|

1,873 sq ft

|

House

12202 ARRON TER, TRINITY, FL, 34655
Community: Heritage Springs
Summertree 11248 MOLLYMAWK CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$335,000

3 beds

|

2 baths

|

1,558 sq ft

|

House

11248 MOLLYMAWK CT, NEW PORT RICHEY, FL,...
Community: Summertree
Village on the Green 2555 ROYAL PINES CIR # 15A, CLEARWATER, ..., Clearwater, FL 33763
$205,000

2 beds

|

2 baths

|

1,095 sq ft

|

Condo

2555 ROYAL PINES CIR # 15A, CLEARWATER, ...
Highland Lakes on Lake Tarpon 1109 TARTAN DR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$289,000

2 beds

|

2 baths

|

1,280 sq ft

|

Villa

1109 TARTAN DR C, PALM HARBOR, FL, 34684
Heritage Springs 1208 FLORA VISTA ST, TRINITY, FL, 34655, Trinity, FL 34655
$419,000

2 beds

|

2 baths

|

1,793 sq ft

|

Villa

1208 FLORA VISTA ST, TRINITY, FL, 34655
Community: Heritage Springs
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26 communities near Holiday
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