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

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

26 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...
<$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 - $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 - $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 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...
Heather Lake Condominiums 821 PATRICIA AVE 103, DUNEDIN, FL, 34698, Dunedin, FL 34698
$149,900

2 beds

|

1 baths

|

935 sq ft

|

Condo

821 PATRICIA AVE 103, DUNEDIN, FL, 34698
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
New Heather Ridge 1370 HEATHER RIDGE BLVD 104, DUNEDIN, FL..., Dunedin, FL 34698
$135,000

2 beds

|

1 baths

|

990 sq ft

|

Condo

1370 HEATHER RIDGE BLVD 104, DUNEDIN, FL...
Community: Heather Ridge
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
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Highland Lakes on Lake Tarpon 2955 BRIAR CLIFF DR, PALM HARBOR, FL, 34..., Palm Harbor, FL 34684
$333,333

2 beds

|

2 baths

|

1,269 sq ft

|

House

2955 BRIAR CLIFF DR, PALM HARBOR, FL, 34...
New Pinehurst Village 1701 PINEHURST RD 19E, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$124,900

1 beds

|

1 baths

|

645 sq ft

|

Condo

1701 PINEHURST RD 19E, DUNEDIN, FL, 3469...
Community: Pinehurst Village
New Highland Lakes on Lake Tarpon 1035 DUNROBIN DR C, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$255,000

2 beds

|

2 baths

|

1,230 sq ft

|

Villa

1035 DUNROBIN DR C, PALM HARBOR, FL, 346...
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
Highland Lakes on Lake Tarpon 2834 THISTLE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$499,000

2 beds

|

2 baths

|

1,529 sq ft

|

House

2834 THISTLE 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.
Highland Lakes on Lake Tarpon 3284 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$399,900

2 beds

|

2 baths

|

1,238 sq ft

|

Villa

3284 GORSE CT, PALM HARBOR, FL, 34684
Anchorage 825 LEEWARD WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$455,000

3 beds

|

2 baths

|

1,882 sq ft

|

House

825 LEEWARD WAY, PALM HARBOR, FL, 34685
Community: Anchorage
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
Village on the Green 2550 ROYAL PINES CIR 12-C, CLEARWATER, F..., Clearwater, FL 33763
$250,000

2 beds

|

2 baths

|

1,030 sq ft

|

Condo

2550 ROYAL PINES CIR 12-C, CLEARWATER, F...
New 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
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
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
Esplanade at Starkey Ranch 11740 BITOLA DR, ODESSA, FL, 33556, Odessa, FL 33556
$724,999

3 beds

|

3 baths

|

2,310 sq ft

|

House

11740 BITOLA DR, ODESSA, FL, 33556
Esplanade at Starkey Ranch 11489 BITOLA DR, ODESSA, FL, 33556, Odessa, FL 33556
$675,000

3 beds

|

3 baths

|

2,313 sq ft

|

House

11489 BITOLA DR, ODESSA, FL, 33556
Highland Lakes on Lake Tarpon 1160 ORANGE TREE CIR D, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$197,700

2 beds

|

2 baths

|

960 sq ft

|

Villa

1160 ORANGE TREE CIR D, PALM HARBOR, FL,...
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
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 1472 QUEEN ANNE BLVD, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$455,000

2 beds

|

2 baths

|

1,211 sq ft

|

House

1472 QUEEN ANNE BLVD, PALM HARBOR, FL, 3...
New Highland Lakes on Lake Tarpon 2150 SHELLY DR A, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$214,000

2 beds

|

2 baths

|

918 sq ft

|

Condo

2150 SHELLY DR A, PALM HARBOR, FL, 34684
New 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
Highland Lakes on Lake Tarpon 3184 BRUNSWICK CIR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$450,000

2 beds

|

2 baths

|

1,950 sq ft

|

House

3184 BRUNSWICK CIR, PALM HARBOR, FL, 346...
Pine Ridge at Palm Harbor 2687 PINE RIDGE WAY E1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$152,000

1 beds

|

1 baths

|

805 sq ft

|

Condo

2687 PINE RIDGE WAY E1, PALM HARBOR, FL,...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pine Ridge at Palm Harbor 2642 PINE RIDGE WAY D2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$149,900

1 beds

|

1 baths

|

805 sq ft

|

Condo

2642 PINE RIDGE WAY D2, PALM HARBOR, FL,...
Pine Ridge at Palm Harbor 2688 PINE RIDGE WAY D1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$169,900

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2688 PINE RIDGE WAY D1, PALM HARBOR, FL,...
Heritage Springs 1506 WINDING WILLOW DR, TRINITY, FL, 346..., Trinity, FL 34655
$575,000

3 beds

|

3 baths

|

3,468 sq ft

|

House

1506 WINDING WILLOW DR, TRINITY, FL, 346...
Community: Heritage Springs
Pinehurst Village 1701 PINEHURST RD APT 24B, DUNEDIN, FL, ..., Dunedin, FL 34698
$189,900

2 beds

|

1 baths

|

875 sq ft

|

Villa

1701 PINEHURST RD APT 24B, DUNEDIN, FL, ...
Community: Pinehurst Village
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, ...
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.
Heather Lake Condominiums 940 VIRGINIA ST 304, DUNEDIN, FL, 34698, Dunedin, FL 34698
$137,000

1 beds

|

1 baths

|

760 sq ft

|

Condo

940 VIRGINIA ST 304, DUNEDIN, FL, 34698
Summertree 11723 FOXWORTH LN, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34654
$283,900

2 beds

|

2 baths

|

1,096 sq ft

|

Villa

11723 FOXWORTH LN, NEW PORT RICHEY, FL, ...
Community: Summertree
Key Vista Villas 2735 PLANTAIN DR, HOLIDAY, FL, 34691, Holiday, FL 34691
$329,900

2 beds

|

2 baths

|

1,555 sq ft

|

House

2735 PLANTAIN DR, HOLIDAY, FL, 34691
Community: Key Vista Villas
New Highland Lakes on Lake Tarpon 3497 BIRCHWOOD CT, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684
$359,900

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

3497 BIRCHWOOD CT, PALM HARBOR, FL, 3468...
Esplanade at Starkey Ranch 3282 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556
$615,000

3 beds

|

2 baths

|

1,931 sq ft

|

House

3282 FRANCOA DR, ODESSA, FL, 33556
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Highland Lakes on Lake Tarpon 3098 E DORCHESTER DR, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$475,000

2 beds

|

2 baths

|

1,567 sq ft

|

House

3098 E DORCHESTER DR, PALM HARBOR, FL, 3...
Anchorage 766 ANCHORAGE LN, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$324,000

2 beds

|

2 baths

|

1,294 sq ft

|

House

766 ANCHORAGE LN, PALM HARBOR, FL, 34685
Community: Anchorage
Anchorage 921 ANCHORAGE LN, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$329,999

2 beds

|

1 baths

|

1,204 sq ft

|

House

921 ANCHORAGE LN, PALM HARBOR, FL, 34685
Community: Anchorage
Royal Stewart Arms 7 DUNOON PL 304, DUNEDIN, FL, 34698, Dunedin, FL 34698
$350,000

2 beds

|

2 baths

|

1,141 sq ft

|

Condo

7 DUNOON PL 304, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
Pinehurst Village 1701 PINEHURST RD 29D, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$143,900

1 beds

|

1 baths

|

645 sq ft

|

Villa

1701 PINEHURST RD 29D, DUNEDIN, FL, 3469...
Community: Pinehurst Village
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
26 communities near Holiday
Remove Boundaries ×
Map Satellite

Call Us Call Us
Scroll to Top