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

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

306 homes 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 - $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 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...
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
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
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
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,...
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,...
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
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.
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, ...
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
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
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
Royal Stewart Arms 7 DUNOON PL APT 306, DUNEDIN, FL, 34698, Dunedin, FL 34698
$385,000

2 beds

|

2 baths

|

1,141 sq ft

|

Condo

7 DUNOON PL APT 306, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
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 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
Heritage Springs 12148 ARRON TER, TRINITY, FL, 34655, Trinity, FL 34655
$355,000

2 beds

|

2 baths

|

1,594 sq ft

|

Villa

12148 ARRON TER, TRINITY, FL, 34655
Community: Heritage Springs
Heather Ridge 1370 HEATHER RIDGE BLVD APT 105, DUNEDIN..., Dunedin, FL 34698
$140,000

1 beds

|

1 baths

|

815 sq ft

|

Condo

1370 HEATHER RIDGE BLVD APT 105, DUNEDIN...
Community: Heather Ridge
Briar Patch 6520 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$274,000

2 beds

|

2 baths

|

1,359 sq ft

|

Villa

6520 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
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,...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Highland Lakes on Lake Tarpon 2828 SHERBROOKE LN C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$195,000

1 beds

|

2 baths

|

814 sq ft

|

Condo

2828 SHERBROOKE LN C, PALM HARBOR, FL, 3...
Timber Greens 9713 SWEEPING VIEW DR, NEW PORT RICHEY, ..., New Port Richey, FL 34655
$314,999

2 beds

|

2 baths

|

1,640 sq ft

|

Villa

9713 SWEEPING VIEW DR, NEW PORT RICHEY, ...
Community: Timber Greens
Heather Lake Condominiums 940 VIRGINIA ST 108, DUNEDIN, FL, 34698, Dunedin, FL 34698
$249,000

2 beds

|

2 baths

|

1,024 sq ft

|

Condo

940 VIRGINIA ST 108, DUNEDIN, FL, 34698
Pine Ridge at Palm Harbor 2687 PINE RIDGE WAY B2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$179,900

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2687 PINE RIDGE WAY B2, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 1619 WHITHORN PL D, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$134,900

1 beds

|

1 baths

|

814 sq ft

|

Villa

1619 WHITHORN PL D, 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.
Heritage Lake 4635 GAZEBO CT, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34655
$295,000

2 beds

|

2 baths

|

1,646 sq ft

|

House

4635 GAZEBO CT, NEW PORT RICHEY, FL, 346...
Community: Heritage Lake
New Timber Oaks 11130 CARRIAGE HILL DR APT 4, PORT RICHE..., Port Richey, FL 34668
$99,900

2 beds

|

2 baths

|

954 sq ft

|

Condo

11130 CARRIAGE HILL DR APT 4, PORT RICHE...
Community: Timber Oaks
New Highland Lakes on Lake Tarpon 1109 TARTAN DR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$289,000

2 beds

|

2 baths

|

1,080 sq ft

|

Villa

1109 TARTAN DR C, PALM HARBOR, FL, 34684
Heritage Lake 9643 NOBLE CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655
$269,900

2 beds

|

2 baths

|

1,230 sq ft

|

House

9643 NOBLE CT, NEW PORT RICHEY, FL, 3465...
Community: Heritage Lake
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
Esplanade at Starkey Ranch 3312 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556
$469,000

2 beds

|

2 baths

|

1,689 sq ft

|

House

3312 FRANCOA DR, ODESSA, FL, 33556
Timber Oaks 8345 ELGIN DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$249,900

2 beds

|

2 baths

|

1,454 sq ft

|

House

8345 ELGIN DR, PORT RICHEY, FL, 34668
Community: Timber Oaks
Summertree 11806 WHITE ASH DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$219,900

3 beds

|

2 baths

|

1,349 sq ft

|

House

11806 WHITE ASH DR, NEW PORT RICHEY, FL,...
Community: Summertree
Timber Oaks 10641 TIMBER LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$269,900

3 beds

|

2 baths

|

1,924 sq ft

|

House

10641 TIMBER LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
Summertree 12209 PUTTER GREEN CT, NEW PORT RICHEY, ..., New Port Richey, FL 34654
$279,900

2 beds

|

2 baths

|

1,414 sq ft

|

Villa

12209 PUTTER GREEN CT, NEW PORT RICHEY, ...
Community: Summertree
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
306 homes near Holiday
Remove Boundaries ×
Map Satellite

Call Us Call Us
Scroll to Top