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

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

344 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...
$100Ks - $500Ks
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 - $400Ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
No reviews yet Timber Oaks
$100Ks - $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 - $900Ks
Esplanade at Starkey Ranc..., Odessa, FL
Resale Only | Age-targeted | Built 2016 - 2022 | 517 homes
3.3 rating (3 reviews) Royal Stewart Arms
$200Ks - $400Ks
Royal Stewart Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1968 - 1975 | 449 homes
5 rating (1 reviews) Village on the Green
$100Ks - $400Ks
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
$300Ks - $300Ks
Anchorage, Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1972 - 1979 | 279 homes
No reviews yet Heather Ridge
$100Ks - $300Ks
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
$200Ks - $1Ms
Edgewater Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 209 homes
No reviews yet Heather Lake Condominiums
$100Ks - $200Ks
Heather Lake Condominiums, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1972 - 1978 | 200 homes
No reviews yet Briar Patch
$200Ks - $200Ks
Briar Patch, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1986 - 1993 | 198 homes
No reviews yet Imperial Pines Condominiu...
$200Ks - $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
$100Ks - $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
Heritage Lake 4837 BOONESBORO CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$179,900

2 beds

|

2 baths

|

1,138 sq ft

|

Condo

4837 BOONESBORO CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
Village on the Green 2567 OAKLEAF LN 41B, CLEARWATER, FL, 337..., Clearwater, FL 33763
$210,000

2 beds

|

2 baths

|

960 sq ft

|

Villa

2567 OAKLEAF LN 41B, CLEARWATER, FL, 337...
Highland Lakes on Lake Tarpon 3224 HILARY CIR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$425,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

3224 HILARY CIR, PALM HARBOR, FL, 34684
Green Dolphin 1728 GOLFVIEW DR # 1728, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$239,900

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

1728 GOLFVIEW DR # 1728, TARPON SPRINGS,...
Community: Green Dolphin
Esplanade at Starkey Ranch 3312 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556
$510,000

2 beds

|

2 baths

|

1,689 sq ft

|

House

3312 FRANCOA DR, ODESSA, FL, 33556
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pine Ridge at Palm Harbor 2522 PINE RIDGE WAY A2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$199,990

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2522 PINE RIDGE WAY A2, PALM HARBOR, FL,...
Village on the Green 2546 OAKLEAF LN 35D, CLEARWATER, FL, 337..., Clearwater, FL 33763
$265,000

2 beds

|

2 baths

|

980 sq ft

|

Villa

2546 OAKLEAF LN 35D, CLEARWATER, FL, 337...
Village on the Green 2576 LAURELWOOD DR # 13C, CLEARWATER, FL..., Clearwater, FL 33763
$219,000

2 beds

|

2 baths

|

935 sq ft

|

Condo

2576 LAURELWOOD DR # 13C, CLEARWATER, FL...
Highland Lakes on Lake Tarpon 3346 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$280,000

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3346 GORSE CT, PALM HARBOR, FL, 34684
Summertree 11411 TURTLE DOVE PL, NEW PORT RICHEY, F..., New Port Richey, FL 34654
$299,900

3 beds

|

2 baths

|

1,619 sq ft

|

House

11411 TURTLE DOVE PL, NEW PORT RICHEY, F...
Community: Summertree
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.
Briar Patch 6506 REMUS DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34653
$214,900

2 beds

|

2 baths

|

964 sq ft

|

Villa

6506 REMUS DR, NEW PORT RICHEY, FL, 3465...
Community: Briar Patch
Briar Patch 6514 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$220,000

2 beds

|

2 baths

|

964 sq ft

|

House

6514 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
Pinehurst Village 1701 PINEHURST RD APT 9G, DUNEDIN, FL, 3..., Dunedin, FL 34698
$225,000

2 beds

|

2 baths

|

875 sq ft

|

Condo

1701 PINEHURST RD APT 9G, DUNEDIN, FL, 3...
Community: Pinehurst Village
Highland Lakes on Lake Tarpon 3497 BIRCHWOOD CT, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684
$360,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

3497 BIRCHWOOD CT, PALM HARBOR, FL, 3468...
Highland Lakes on Lake Tarpon 2814 LOMOND DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$409,900

2 beds

|

2 baths

|

1,394 sq ft

|

House

2814 LOMOND DR, 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 946 MADRID DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$345,000

2 beds

|

2 baths

|

980 sq ft

|

Villa

946 MADRID DR, PALM HARBOR, FL, 34684
Timber Oaks 10627 MIRA VISTA DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$285,000

2 beds

|

2 baths

|

1,422 sq ft

|

House

10627 MIRA VISTA DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Heritage Springs 1210 WOLFORD DR, TRINITY, FL, 34655, Trinity, FL 34655
$440,000

2 beds

|

2 baths

|

1,674 sq ft

|

Villa

1210 WOLFORD DR, TRINITY, FL, 34655
Community: Heritage Springs
Heather Ridge 2200 MARSHALL DR, DUNEDIN, FL, 34698, Dunedin, FL 34698
$329,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

2200 MARSHALL DR, DUNEDIN, FL, 34698
Community: Heather Ridge
Heather Lake Condominiums 940 VIRGINIA ST APT 107, DUNEDIN, FL, 34..., Dunedin, FL 34698
$134,800

2 beds

|

1 baths

|

1,010 sq ft

|

Condo

940 VIRGINIA ST APT 107, DUNEDIN, FL, 34...
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 1407 HICKORY MOSS PL, TRINITY, FL, 34655, Trinity, FL 34655
$350,000

3 beds

|

2 baths

|

1,942 sq ft

|

House

1407 HICKORY MOSS PL, TRINITY, FL, 34655
Community: Heritage Springs
Highland Lakes on Lake Tarpon 2113 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$398,700

2 beds

|

2 baths

|

1,535 sq ft

|

House

2113 MALCOLM DR, PALM HARBOR, FL, 34684
Summertree 11446 SINATRA CT, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34654
$360,000

3 beds

|

2 baths

|

1,597 sq ft

|

House

11446 SINATRA CT, NEW PORT RICHEY, FL, 3...
Community: Summertree
Highland Lakes on Lake Tarpon 3137 MISSION GROVE DR # 3137, PALM HARBO..., Palm Harbor, FL 34684
$140,000

1 beds

|

1 baths

|

636 sq ft

|

Condo

3137 MISSION GROVE DR # 3137, PALM HARBO...
Highland Lakes on Lake Tarpon 1022 MCTAVISH WAY, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684
$369,900

2 beds

|

2 baths

|

1,385 sq ft

|

House

1022 MCTAVISH WAY, PALM HARBOR, FL, 3468...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Esplanade at Starkey Ranch 11309 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$493,500

2 beds

|

2 baths

|

1,689 sq ft

|

House

11309 CALLISIA DR, ODESSA, FL, 33556
Highland Lakes on Lake Tarpon 2955 BRIAR CLIFF DR, PALM HARBOR, FL, 34..., Palm Harbor, FL 34684
$348,000

2 beds

|

2 baths

|

1,269 sq ft

|

House

2955 BRIAR CLIFF DR, PALM HARBOR, FL, 34...
Highland Lakes on Lake Tarpon 2241 SHELLY DR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$179,900

2 beds

|

2 baths

|

918 sq ft

|

Villa

2241 SHELLY DR D, PALM HARBOR, FL, 34684
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
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 1223 QUEEN ANNE DR B, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$149,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1223 QUEEN ANNE DR B, PALM HARBOR, FL, 3...
Timber Oaks 10841 CASA GRANDE AVE, PORT RICHEY, FL, ..., Port Richey, FL 34668
$259,000

2 beds

|

2 baths

|

1,116 sq ft

|

House

10841 CASA GRANDE AVE, PORT RICHEY, FL, ...
Community: Timber Oaks
Pine Ridge at Palm Harbor 2699 PINE RIDGE WAY H1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$189,500

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2699 PINE RIDGE WAY H1, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 3957 TARPON POINTE CIR, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$499,900

3 beds

|

2 baths

|

1,588 sq ft

|

House

3957 TARPON POINTE CIR, PALM HARBOR, FL,...
Anchorage 700 BOWSPRIT PL, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$398,900

2 beds

|

2 baths

|

2,121 sq ft

|

House

700 BOWSPRIT PL, PALM HARBOR, FL, 34685
Community: Anchorage
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Anchorage 2212 PORTSIDE PSGE, PALM HARBOR, FL, 346..., Palm Harbor, FL 34685
$339,000

2 beds

|

2 baths

|

1,575 sq ft

|

House

2212 PORTSIDE PSGE, PALM HARBOR, FL, 346...
Community: Anchorage
Key Vista Villas 2931 WALNUT GROVE CT, HOLIDAY, FL, 34691, Holiday, FL 34691
$339,900

3 beds

|

2 baths

|

1,341 sq ft

|

Villa

2931 WALNUT GROVE CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
Timber Oaks 8110 BISMARK CT, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$189,900

2 beds

|

1 baths

|

919 sq ft

|

Villa

8110 BISMARK CT, PORT RICHEY, FL, 34668
Community: Timber Oaks
Highland Lakes on Lake Tarpon 2718 HIGHLANDS BLVD A, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$145,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

2718 HIGHLANDS BLVD A, PALM HARBOR, FL, ...
Green Dolphin 1817 GOLFVIEW DR # 1817, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$259,900

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

1817 GOLFVIEW DR # 1817, TARPON SPRINGS,...
Community: Green Dolphin

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.

344 homes near Holiday
Remove Boundaries ×
Map Satellite

Want to learn more about 55+ communities in Holiday?

Call us: (727) 800-3371

Call Us Call Us
Scroll to Top