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

318 homes near Holiday

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Key Vista Villas
$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 - $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
Timber Oaks
<$100k - $300Ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes
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!
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Summertree
$100Ks - $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
Esplanade at Starkey Ranc...
$400Ks - $1Ms
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.
Green Dolphin
$100Ks - $200Ks
Green Dolphin, Tarpon Springs, FL
Resale Only | 55+ age-restricted | Built 1974 - 1990 | 315 homes
Anchorage
$300Ks - $400Ks
Anchorage, Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1972 - 1979 | 279 homes
Heather Ridge
$100Ks - $200Ks
Heather Ridge, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1978 - 1987 | 273 homes
5 rating (1 reviews) Pine Ridge at Palm Harbor
$100Ks - $200Ks
Pine Ridge at Palm Harbor, Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1983 - 1983 | 264 homes
Pinehurst Village
$100Ks - $200Ks
Pinehurst Village, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1973 - 1976 | 240 homes
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Questions? Call us: (727) 800-3371
2 rating (1 reviews) Beacon Lakes
$100Ks
Beacon Lakes, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1975 - 1982 | 210 homes
Edgewater Arms
$400Ks - $1Ms
Edgewater Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 209 homes
Heather Lake Condominiums
$100Ks - $200Ks
Heather Lake Condominiums, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1972 - 1978 | 200 homes
Briar Patch
$100Ks - $200Ks
Briar Patch, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1986 - 1993 | 198 homes
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.
Scotsdale Cluster Condomi...
$300Ks
Scotsdale Cluster Condomi..., Dunedin, FL
Resale Only | 55+ age-restricted | Built 1980 - 1983 | 148 homes
Patrician Oaks
<$100k
Patrician Oaks, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1975 - 1982 | 120 homes
Linkside Village
$100Ks - $200Ks
Linkside Village, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 100 homes
Heather Hills Villas
$100Ks - $200Ks
Heather Hills Villas, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1971 - 1976 | 64 homes
Country Oaks
$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
New Port Corners
$200Ks - $500Ks
New Port Corners, New Port Richey, FL
New Construction | 55+ age-restricted | Built 2025 - present
Timber Oaks 10610 MOSQUERO DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668
$239,999

2 beds

|

2 baths

|

1,571 sq ft

|

House

10610 MOSQUERO DR, PORT RICHEY, FL, 3466...
Community: Timber Oaks
Heritage Lake 4814 GRIST MILL CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$219,500

2 beds

|

2 baths

|

1,174 sq ft

|

Villa

4814 GRIST MILL CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
Briar Patch 6506 REMUS DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34653
$195,000

2 beds

|

2 baths

|

964 sq ft

|

Villa

6506 REMUS DR, NEW PORT RICHEY, FL, 3465...
Community: Briar Patch
Country Oaks 7745 EUREKA DR # 7745, HUDSON, FL, 34667, Hudson, FL 34667
$118,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

7745 EUREKA DR # 7745, HUDSON, FL, 34667
Community: Country Oaks
Timber Oaks 10619 MIRA VISTA DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$234,750

2 beds

|

2 baths

|

1,476 sq ft

|

House

10619 MIRA VISTA DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heritage Lake 4837 BOONESBORO CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$149,900

2 beds

|

2 baths

|

1,138 sq ft

|

Condo

4837 BOONESBORO CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
Green Dolphin 1250 S PINELLAS AVE 411, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$115,000

1 beds

|

1 baths

|

565 sq ft

|

Condo

1250 S PINELLAS AVE 411, TARPON SPRINGS,...
Community: Green Dolphin
Highland Lakes on Lake Tarpon 1130 ORANGE TREE CIR C, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$229,000

2 beds

|

2 baths

|

960 sq ft

|

Villa

1130 ORANGE TREE CIR C, PALM HARBOR, FL,...
Heather Hills Villas 864 LAKE HAVEN RD, DUNEDIN, FL, 34698, Dunedin, FL 34698
$119,900

1 beds

|

1 baths

|

681 sq ft

|

Villa

864 LAKE HAVEN RD, DUNEDIN, FL, 34698
Royal Stewart Arms 7 DUNOON PL APT 203, DUNEDIN, FL, 34698, Dunedin, FL 34698
$324,998

1 beds

|

1 baths

|

957 sq ft

|

Condo

7 DUNOON PL APT 203, 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.
Summertree 11248 MOLLYMAWK CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$335,000

3 beds

|

2 baths

|

1,558 sq ft

|

House

11248 MOLLYMAWK CT, NEW PORT RICHEY, FL,...
Community: Summertree
Highland Lakes on Lake Tarpon 3283 HILARY CIR 2C, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$205,000

2 beds

|

2 baths

|

1,000 sq ft

|

Villa

3283 HILARY CIR 2C, PALM HARBOR, FL, 346...
Highland Lakes on Lake Tarpon 2735 SHERBROOKE LN A, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$235,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

2735 SHERBROOKE LN A, PALM HARBOR, FL, 3...
Heritage Springs 1249 WINDING WILLOW DR, TRINITY, FL, 346..., Trinity, FL 34655
$425,000

3 beds

|

2 baths

|

1,773 sq ft

|

House

1249 WINDING WILLOW DR, TRINITY, FL, 346...
Community: Heritage Springs
Highland Lakes on Lake Tarpon 2738 SHERBROOKE LN C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$164,900

1 beds

|

2 baths

|

814 sq ft

|

Villa

2738 SHERBROOKE LN C, PALM HARBOR, FL, 3...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Key Vista Villas 2514 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691
$349,900

2 beds

|

2 baths

|

1,555 sq ft

|

House

2514 SANDY HILL CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
Heritage Lake 9902 SAINT JOSEPH CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655
$325,000

2 beds

|

2 baths

|

1,747 sq ft

|

House

9902 SAINT JOSEPH CT, NEW PORT RICHEY, F...
Community: Heritage Lake
Timber Oaks 11241 VERSAILLES LN, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$169,900

2 beds

|

2 baths

|

1,037 sq ft

|

Condo

11241 VERSAILLES LN, PORT RICHEY, FL, 34...
Community: Timber Oaks
Pinehurst Village 1701 PINEHURST RD 17G, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$242,000

2 beds

|

2 baths

|

875 sq ft

|

Condo

1701 PINEHURST RD 17G, DUNEDIN, FL, 3469...
Community: Pinehurst Village
Royal Stewart Arms 9 FORBES PL 205, DUNEDIN, FL, 34698, Dunedin, FL 34698
$269,900

2 beds

|

2 baths

|

975 sq ft

|

Condo

9 FORBES PL 205, 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.
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,...
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
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
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
Beacon Lakes 4423 PELORUS DR B, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34652
$150,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4423 PELORUS DR B, NEW PORT RICHEY, FL, ...
Community: Beacon Lakes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Timber Oaks 11543 ORLEANS LN # 11543, PORT RICHEY, F..., Port Richey, FL 34668
$238,000

2 beds

|

2 baths

|

993 sq ft

|

Condo

11543 ORLEANS LN # 11543, PORT RICHEY, F...
Community: Timber Oaks
Timber Greens 9405 PALM HAVEN CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$289,000

2 beds

|

2 baths

|

1,633 sq ft

|

Villa

9405 PALM HAVEN CT, NEW PORT RICHEY, FL,...
Community: Timber Greens
Heather Lake Condominiums 946 VIRGINIA ST APT 207, DUNEDIN, FL, 34..., Dunedin, FL 34698
$225,000

2 beds

|

1 baths

|

1,010 sq ft

|

Condo

946 VIRGINIA ST APT 207, DUNEDIN, FL, 34...
Patrician Oaks 870 VIRGINIA ST APT 302, DUNEDIN, FL, 34..., Dunedin, FL 34698
$145,000

2 beds

|

1 baths

|

1,062 sq ft

|

Condo

870 VIRGINIA ST APT 302, DUNEDIN, FL, 34...
Community: Patrician Oaks
Linkside Village 11141 SANDTRAP DR # 11141, PORT RICHEY, ..., Port Richey, FL 34668
$229,900

2 beds

|

2 baths

|

1,646 sq ft

|

Condo

11141 SANDTRAP DR # 11141, PORT RICHEY, ...
Community: Linkside 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.
Timber Oaks 11141 SANDTRAP DR # 11141, PORT RICHEY, ..., Port Richey, FL 34668
$229,900

2 beds

|

2 baths

|

1,646 sq ft

|

Condo

11141 SANDTRAP DR # 11141, PORT RICHEY, ...
Community: Timber Oaks
Pinehurst Village 1701 PINEHURST RD 10F, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$215,000

2 beds

|

2 baths

|

1,025 sq ft

|

Condo

1701 PINEHURST RD 10F, DUNEDIN, FL, 3469...
Community: Pinehurst Village
Heritage Lake 4658 WALLINGFORD CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$234,999

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

4658 WALLINGFORD CT, NEW PORT RICHEY, FL...
Community: Heritage Lake
Summertree 11501 BLOOMINGTON CT, NEW PORT RICHEY, F..., New Port Richey, FL 34654
$349,500

3 beds

|

2 baths

|

1,863 sq ft

|

House

11501 BLOOMINGTON CT, NEW PORT RICHEY, F...
Community: Summertree
Briar Patch 6516 REMUS DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34653
$190,000

2 beds

|

2 baths

|

964 sq ft

|

Villa

6516 REMUS DR, NEW PORT RICHEY, FL, 3465...
Community: Briar Patch
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
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
Pine Ridge at Palm Harbor 2575 PINE RIDGE WAY E1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$199,000

2 beds

|

2 baths

|

1,085 sq ft

|

Condo

2575 PINE RIDGE WAY E1, PALM HARBOR, FL,...
Timber Oaks 11414 STANSBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$269,500

2 beds

|

2 baths

|

1,387 sq ft

|

Villa

11414 STANSBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
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
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
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318 homes near Holiday
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