Call us at (727) 800-3371 to learn more about active adult communities near Holiday

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

25 communities near Holiday

Sort by:

Relevance

Relevance

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...
$100Ks - $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 - $600Ks
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 - $300Ks
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 - $300Ks
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 - $200Ks
Heather Ridge, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1978 - 1987 | 273 homes
No reviews yet 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
$200Ks - $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
Timber Oaks 11653 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$249,900

2 beds

|

2 baths

|

1,290 sq ft

|

House

11653 ORLEANS LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
Village on the Green 2521 OAKLEAF LN 28C, CLEARWATER, FL, 337..., Clearwater, FL 33763
$190,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

2521 OAKLEAF LN 28C, CLEARWATER, FL, 337...
Timber Oaks 11541 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$195,000

2 beds

|

2 baths

|

1,152 sq ft

|

Condo

11541 ORLEANS LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
Linkside Village 11141 SANDTRAP DR # 11141, PORT RICHEY, ..., Port Richey, FL 34668
$239,900

2 beds

|

2 baths

|

1,646 sq ft

|

Condo

11141 SANDTRAP DR # 11141, PORT RICHEY, ...
Community: Linkside Village
Timber Oaks 11141 SANDTRAP DR # 11141, PORT RICHEY, ..., Port Richey, FL 34668
$239,900

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
Pine Ridge at Palm Harbor 2687 PINE RIDGE WAY F2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$144,900

1 beds

|

1 baths

|

805 sq ft

|

Condo

2687 PINE RIDGE WAY F2, PALM HARBOR, FL,...
New Heritage Lake 4951 GRIST MILL CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$219,900

2 beds

|

2 baths

|

1,174 sq ft

|

House

4951 GRIST MILL CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
Country Oaks 7745 EUREKA DR # 7745, HUDSON, FL, 34667, Hudson, FL 34667
$124,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

7745 EUREKA DR # 7745, HUDSON, FL, 34667
Community: Country Oaks
Highland Lakes on Lake Tarpon 2836 HIGHLANDS BLVD A, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$190,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

2836 HIGHLANDS BLVD A, PALM HARBOR, FL, ...
Anchorage 1145 LANYARD ST, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$419,000

2 beds

|

2 baths

|

1,675 sq ft

|

House

1145 LANYARD ST, PALM HARBOR, FL, 34685
Community: Anchorage
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 Highland Lakes on Lake Tarpon 3140 HIGHLANDS BLVD F, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$170,000

2 beds

|

2 baths

|

866 sq ft

|

Condo

3140 HIGHLANDS BLVD F, PALM HARBOR, FL, ...
Heather Ridge 1450 HEATHER RIDGE BLVD 307, DUNEDIN, FL..., Dunedin, FL 34698
$124,998

2 beds

|

1 baths

|

993 sq ft

|

Condo

1450 HEATHER RIDGE BLVD 307, DUNEDIN, FL...
Community: Heather Ridge
Heritage Lake 4648 SHEFFIELD DR # 51, NEW PORT RICHEY,..., New Port Richey, FL 34655
$238,900

2 beds

|

2 baths

|

1,364 sq ft

|

Condo

4648 SHEFFIELD DR # 51, NEW PORT RICHEY,...
Community: Heritage Lake
Heritage Springs 1105 FLORA VISTA ST, TRINITY, FL, 34655, Trinity, FL 34655
$425,000

2 beds

|

2 baths

|

1,883 sq ft

|

House

1105 FLORA VISTA ST, TRINITY, FL, 34655
Community: Heritage Springs
Heather Lake Condominiums 946 VIRGINIA ST APT 102, DUNEDIN, FL, 34..., Dunedin, FL 34698
$137,000

2 beds

|

1 baths

|

1,010 sq ft

|

Condo

946 VIRGINIA ST APT 102, DUNEDIN, FL, 34...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Highland Lakes on Lake Tarpon 1401 CAMELOT CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$339,900

2 beds

|

2 baths

|

1,230 sq ft

|

Villa

1401 CAMELOT CT, PALM HARBOR, FL, 34684
Royal Stewart Arms 9 FORBES PL 310, DUNEDIN, FL, 34698, Dunedin, FL 34698
$274,900

2 beds

|

2 baths

|

975 sq ft

|

Condo

9 FORBES PL 310, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
New Heather Lake Condominiums 952 VIRGINIA ST APT 108, DUNEDIN, FL, 34..., Dunedin, FL 34698
$150,000

2 beds

|

1 baths

|

965 sq ft

|

Condo

952 VIRGINIA ST APT 108, DUNEDIN, FL, 34...
Anchorage 916 MAINSAIL WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$439,900

3 beds

|

2 baths

|

1,906 sq ft

|

House

916 MAINSAIL WAY, PALM HARBOR, FL, 34685
Community: Anchorage
Highland Lakes on Lake Tarpon 3284 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$419,900

2 beds

|

2 baths

|

1,238 sq ft

|

Villa

3284 GORSE CT, 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.
Patrician Oaks 820 VIRGINIA ST APT 207, DUNEDIN, FL, 34..., Dunedin, FL 34698
$140,000

2 beds

|

1 baths

|

1,004 sq ft

|

Condo

820 VIRGINIA ST APT 207, DUNEDIN, FL, 34...
Community: Patrician Oaks
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

|

Villa

1065 TARTAN DR C, PALM HARBOR, FL, 34684
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 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 3126 HIGHLANDS BLVD, PALM HARBOR, FL, 34..., Palm Harbor, FL 34684
$139,900

2 beds

|

1 baths

|

806 sq ft

|

Condo

3126 HIGHLANDS BLVD, PALM HARBOR, FL, 34...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Patrician Oaks 861 MAPLE CT 104, DUNEDIN, FL, 34698, Dunedin, FL 34698
$84,900

1 beds

|

1 baths

|

817 sq ft

|

Condo

861 MAPLE CT 104, DUNEDIN, FL, 34698
Community: Patrician Oaks
Village on the Green 2211 BAY BERRY LN, CLEARWATER, FL, 33763, Clearwater, FL 33763
$329,000

2 beds

|

2 baths

|

1,314 sq ft

|

House

2211 BAY BERRY LN, CLEARWATER, FL, 33763
Heritage Lake 4712 BELLEMEDE BLVD, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$334,900

2 beds

|

2 baths

|

1,776 sq ft

|

House

4712 BELLEMEDE BLVD, NEW PORT RICHEY, FL...
Community: Heritage Lake
Esplanade at Starkey Ranch 11240 EGERIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$895,000

3 beds

|

3 baths

|

2,330 sq ft

|

House

11240 EGERIA DR, ODESSA, FL, 33556
Key Vista Villas 2931 WALNUT GROVE CT, HOLIDAY, FL, 34691, Holiday, FL 34691
$324,999

3 beds

|

2 baths

|

1,341 sq ft

|

House

2931 WALNUT GROVE CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
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.
Green Dolphin 1250 S PINELLAS AVE 207, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$175,000

2 beds

|

2 baths

|

871 sq ft

|

Condo

1250 S PINELLAS AVE 207, TARPON SPRINGS,...
Community: Green Dolphin
Timber Oaks 10531 MEADOW HILL DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$269,900

2 beds

|

2 baths

|

1,499 sq ft

|

House

10531 MEADOW HILL DR, PORT RICHEY, FL, 3...
Community: Timber Oaks
Timber Greens 9609 BROOKDALE DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$395,000

2 beds

|

2 baths

|

1,642 sq ft

|

House

9609 BROOKDALE DR, NEW PORT RICHEY, FL, ...
Community: Timber Greens
Pine Ridge at Palm Harbor 1725 PINE RIDGE WAY E, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$289,999

2 beds

|

2 baths

|

1,177 sq ft

|

Villa

1725 PINE RIDGE WAY E, PALM HARBOR, FL, ...
Timber Oaks 10689 FALLEN LEAF LN, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$299,900

2 beds

|

2 baths

|

1,820 sq ft

|

House

10689 FALLEN LEAF LN, PORT RICHEY, FL, 3...
Community: Timber Oaks
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heather Lake Condominiums 821 PATRICIA AVE 103, DUNEDIN, FL, 34698, Dunedin, FL 34698
$154,900

2 beds

|

1 baths

|

935 sq ft

|

Condo

821 PATRICIA AVE 103, DUNEDIN, FL, 34698
Highland Lakes on Lake Tarpon 1011 DUNROBIN DR B, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$249,500

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

1011 DUNROBIN DR B, PALM HARBOR, FL, 346...
New 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
Anchorage 1137 LANYARD ST, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$499,000

2 beds

|

2 baths

|

1,523 sq ft

|

House

1137 LANYARD ST, PALM HARBOR, FL, 34685
Community: Anchorage
Esplanade at Starkey Ranch 11309 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$470,000

2 beds

|

2 baths

|

1,689 sq ft

|

House

11309 CALLISIA DR, ODESSA, FL, 33556
1234567…8

Frequently Asked Questions


Want more information about active adult communities around Holiday?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Holiday?

Call us: (727) 800-3371
25 communities near Holiday
Remove Boundaries ×
Map Satellite

Call Us Call Us
Scroll to Top