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

306 homes 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 - $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 3569 OAK LAKE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$375,000

2 beds

|

2 baths

|

1,466 sq ft

|

House

3569 OAK LAKE DR, PALM HARBOR, FL, 34684
Summertree 11204 CLEAR OAK CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34654
$297,500

3 beds

|

2 baths

|

1,738 sq ft

|

House

11204 CLEAR OAK CIR, NEW PORT RICHEY, FL...
Community: Summertree
Patrician Oaks 860 VIRGINIA ST 308, DUNEDIN, FL, 34698, Dunedin, FL 34698
$169,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

860 VIRGINIA ST 308, DUNEDIN, FL, 34698
Community: Patrician Oaks
Highland Lakes on Lake Tarpon 3466 MACLAREN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$314,000

2 beds

|

2 baths

|

1,288 sq ft

|

Villa

3466 MACLAREN DR, PALM HARBOR, FL, 34684
Timber Greens 9626 WOODHOLLOW CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$379,900

2 beds

|

2 baths

|

1,679 sq ft

|

Villa

9626 WOODHOLLOW CT, NEW PORT RICHEY, FL,...
Community: Timber Greens
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heritage Springs 1210 WOLFORD DR, TRINITY, FL, 34655, Trinity, FL 34655
$400,000

2 beds

|

2 baths

|

1,674 sq ft

|

Villa

1210 WOLFORD DR, TRINITY, FL, 34655
Community: Heritage Springs
Green Dolphin 1250 S PINELLAS AVE 506, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$109,900

1 beds

|

1 baths

|

669 sq ft

|

Condo

1250 S PINELLAS AVE 506, TARPON SPRINGS,...
Community: Green Dolphin
Heritage Springs 1311 EVENINGSIDE CT, TRINITY, FL, 34655, Trinity, FL 34655
$410,000

3 beds

|

2 baths

|

1,871 sq ft

|

House

1311 EVENINGSIDE CT, TRINITY, FL, 34655
Community: Heritage Springs
Summertree 11604 PEAR TREE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$275,000

2 beds

|

2 baths

|

1,570 sq ft

|

House

11604 PEAR TREE DR, NEW PORT RICHEY, FL,...
Community: Summertree
Heather Ridge 1370 HEATHER RIDGE BLVD APT 310, DUNEDIN..., Dunedin, FL 34698
$130,000

2 beds

|

2 baths

|

1,060 sq ft

|

Condo

1370 HEATHER RIDGE BLVD APT 310, DUNEDIN...
Community: Heather Ridge
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.
Timber Oaks 10654 FALLEN LEAF LN, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$319,999

3 beds

|

2 baths

|

1,718 sq ft

|

House

10654 FALLEN LEAF LN, PORT RICHEY, FL, 3...
Community: Timber Oaks
Summertree 12200 PUTTER GREEN CT, NEW PORT RICHEY, ..., New Port Richey, FL 34654
$240,000

3 beds

|

2 baths

|

1,719 sq ft

|

Villa

12200 PUTTER GREEN CT, NEW PORT RICHEY, ...
Community: Summertree
Key Vista Villas 2542 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691
$392,000

3 beds

|

2 baths

|

1,819 sq ft

|

House

2542 SANDY HILL CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
Key Vista Villas 2747 WOOD POINTE DR, HOLIDAY, FL, 34691, Holiday, FL 34691
$349,500

3 beds

|

2 baths

|

1,695 sq ft

|

House

2747 WOOD POINTE DR, HOLIDAY, FL, 34691
Community: Key Vista Villas
Green Dolphin 1817 GOLFVIEW DR # 1817, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$224,900

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

1817 GOLFVIEW DR # 1817, TARPON SPRINGS,...
Community: Green Dolphin
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pine Ridge at Palm Harbor 2666 PINE RIDGE WAY C2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$198,500

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

2666 PINE RIDGE WAY C2, PALM HARBOR, FL,...
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
Highland Lakes on Lake Tarpon 3948 TARPON POINTE CIR, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$449,999

3 beds

|

2 baths

|

2,164 sq ft

|

House

3948 TARPON POINTE CIR, PALM HARBOR, FL,...
Heritage Lake 4719 CAVENDISH DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$298,900

2 beds

|

2 baths

|

1,646 sq ft

|

House

4719 CAVENDISH DR, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Highland Lakes on Lake Tarpon 1021 TARTAN DR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$307,500

2 beds

|

2 baths

|

1,080 sq ft

|

Villa

1021 TARTAN DR C, 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 1334 GLENGARRY DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684
$414,900

2 beds

|

2 baths

|

1,247 sq ft

|

House

1334 GLENGARRY DR, PALM HARBOR, FL, 3468...
Imperial Pines Condominiums 3076 EASTLAND BLVD 106, CLEARWATER, FL, ..., Clearwater, FL 33761
$215,000

2 beds

|

2 baths

|

1,565 sq ft

|

Condo

3076 EASTLAND BLVD 106, CLEARWATER, FL, ...
Timber Oaks 8320 HIGH POINT CIR APT 5, PORT RICHEY, ..., Port Richey, FL 34668
$185,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

8320 HIGH POINT CIR APT 5, PORT RICHEY, ...
Community: Timber Oaks
Highland Lakes on Lake Tarpon 3053 GREGOR CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$399,900

3 beds

|

2 baths

|

1,896 sq ft

|

House

3053 GREGOR CT, PALM HARBOR, FL, 34684
Country Oaks 7703 OBRIEN CT # 7703, HUDSON, FL, 34667, Hudson, FL 34667
$134,900

1 beds

|

1 baths

|

802 sq ft

|

Condo

7703 OBRIEN CT # 7703, HUDSON, FL, 34667
Community: Country Oaks
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heritage Lake 4714 CAVENDISH DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$229,000

2 beds

|

2 baths

|

1,646 sq ft

|

House

4714 CAVENDISH DR, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Timber Oaks 10521 MIRA VISTA DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$249,900

2 beds

|

2 baths

|

1,432 sq ft

|

House

10521 MIRA VISTA DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Heritage Lake 9402 STONEWALL LN, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$334,000

2 beds

|

2 baths

|

1,646 sq ft

|

House

9402 STONEWALL LN, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Highland Lakes on Lake Tarpon 3210 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$319,900

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3210 MCMATH DR, PALM HARBOR, FL, 34684
Heritage Springs 1437 WINDING WILLOW DR, TRINITY, FL, 346..., Trinity, FL 34655
$515,000

3 beds

|

2 baths

|

2,394 sq ft

|

House

1437 WINDING WILLOW DR, TRINITY, FL, 346...
Community: Heritage Springs
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.
Timber Oaks 8131 BRADDOCK CIR 1, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$132,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

8131 BRADDOCK CIR 1, PORT RICHEY, FL, 34...
Community: Timber Oaks
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, ...
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
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,...
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, ...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
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
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 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...
Esplanade at Starkey Ranch 3991 MELLON DR, ODESSA, FL, 33556, Odessa, FL 33556
$798,000

4 beds

|

3 baths

|

2,988 sq ft

|

House

3991 MELLON DR, ODESSA, FL, 33556
Pinehurst Village 1701 PINEHURST RD APT 13C, DUNEDIN, FL, ..., Dunedin, FL 34698
$153,900

1 beds

|

1 baths

|

645 sq ft

|

Condo

1701 PINEHURST RD APT 13C, DUNEDIN, FL, ...
Community: Pinehurst Village
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306 homes near Holiday
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