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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!
Questions? Call us: (727) 800-3371
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 8040 PASADENA DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$231,900

2 beds

|

2 baths

|

1,650 sq ft

|

House

8040 PASADENA DR, PORT RICHEY, FL, 34668
Community: Timber Oaks
Heather Lake Condominiums 821 PATRICIA AVE 202, DUNEDIN, FL, 34698, Dunedin, FL 34698
$173,900

2 beds

|

1 baths

|

935 sq ft

|

Condo

821 PATRICIA AVE 202, DUNEDIN, FL, 34698
Highland Lakes on Lake Tarpon 1164 RUSTLEWOOD CT, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$385,000

2 beds

|

2 baths

|

1,282 sq ft

|

Villa

1164 RUSTLEWOOD CT, PALM HARBOR, FL, 346...
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...
Key Vista Villas 2926 WALNUT GROVE CT, HOLIDAY, FL, 34691, Holiday, FL 34691
$345,400

3 beds

|

2 baths

|

1,341 sq ft

|

House

2926 WALNUT GROVE 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
Royal Stewart Arms 2 CAUSEWAY BLVD 101, DUNEDIN, FL, 34698, Dunedin, FL 34698
$340,000

2 beds

|

2 baths

|

1,040 sq ft

|

Condo

2 CAUSEWAY BLVD 101, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
Highland Lakes on Lake Tarpon 3201 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$309,900

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3201 MCMATH DR, PALM HARBOR, FL, 34684
Heritage Springs 1851 ARBOR KNOLL LOOP, TRINITY, FL, 3465..., Trinity, FL 34655
$414,900

2 beds

|

2 baths

|

1,813 sq ft

|

House

1851 ARBOR KNOLL LOOP, TRINITY, FL, 3465...
Community: Heritage Springs
Highland Lakes on Lake Tarpon 3948 TARPON POINTE CIR, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$450,000

3 beds

|

2 baths

|

2,164 sq ft

|

House

3948 TARPON POINTE CIR, PALM HARBOR, FL,...
Timber Oaks 8101 CASUARINA DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668
$228,500

2 beds

|

2 baths

|

1,107 sq ft

|

House

8101 CASUARINA DR, PORT RICHEY, FL, 3466...
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.
Heather Hills Villas 858 CAMBRIDGE CT # 858, DUNEDIN, FL, 346..., Dunedin, FL 34698
$210,000

2 beds

|

2 baths

|

990 sq ft

|

Condo

858 CAMBRIDGE CT # 858, DUNEDIN, FL, 346...
Pine Ridge at Palm Harbor 1871 PINE RIDGE WAY W APT H3, PALM HARBO..., Palm Harbor, FL 34684
$187,500

2 beds

|

2 baths

|

1,036 sq ft

|

Condo

1871 PINE RIDGE WAY W APT H3, PALM HARBO...
Pine Ridge at Palm Harbor 2688 PINE RIDGE WAY D1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$165,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2688 PINE RIDGE WAY D1, PALM HARBOR, FL,...
Timber Oaks 11204 PEMBRIDGE CT 4, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$99,900

2 beds

|

2 baths

|

978 sq ft

|

Condo

11204 PEMBRIDGE CT 4, PORT RICHEY, FL, 3...
Community: Timber Oaks
Heritage Springs 1055 BLYTH HILL CT, TRINITY, FL, 34655, Trinity, FL 34655
$375,000

2 beds

|

2 baths

|

1,609 sq ft

|

Villa

1055 BLYTH HILL CT, TRINITY, FL, 34655
Community: Heritage Springs
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heather Lake Condominiums 952 VIRGINIA ST APT 108, DUNEDIN, FL, 34..., Dunedin, FL 34698
$150,000

2 beds

|

1 baths

|

965 sq ft

|

Condo

952 VIRGINIA ST APT 108, DUNEDIN, FL, 34...
Highland Lakes on Lake Tarpon 946 MADRID DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$329,400

2 beds

|

2 baths

|

980 sq ft

|

Villa

946 MADRID DR, PALM HARBOR, FL, 34684
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
Briar Patch 6425 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$195,000

2 beds

|

2 baths

|

964 sq ft

|

Villa

6425 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
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
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 11805 LOBLOLLY PINE DR, NEW PORT RICHEY,..., New Port Richey, FL 34654
$259,900

2 beds

|

2 baths

|

1,223 sq ft

|

House

11805 LOBLOLLY PINE DR, NEW PORT RICHEY,...
Community: Summertree
Highland Lakes on Lake Tarpon 3284 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$389,900

2 beds

|

2 baths

|

1,238 sq ft

|

Villa

3284 GORSE CT, PALM HARBOR, FL, 34684
Summertree 11446 SINATRA CT, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34654
$348,900

3 beds

|

2 baths

|

1,597 sq ft

|

House

11446 SINATRA CT, NEW PORT RICHEY, FL, 3...
Community: Summertree
Summertree 11204 CLEAR OAK CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34654
$289,000

3 beds

|

2 baths

|

1,738 sq ft

|

House

11204 CLEAR OAK CIR, NEW PORT RICHEY, FL...
Community: Summertree
Heritage Lake 4755 WESTBURY CT # 20, NEW PORT RICHEY, ..., New Port Richey, FL 34655
$209,900

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

4755 WESTBURY CT # 20, NEW PORT RICHEY, ...
Community: Heritage Lake
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Timber Oaks 10819 LOS SANTOS DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$215,000

2 beds

|

2 baths

|

1,107 sq ft

|

House

10819 LOS SANTOS DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Esplanade at Starkey Ranch 11426 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556
$620,000

3 beds

|

2 baths

|

1,931 sq ft

|

House

11426 JUGLANS DR, ODESSA, FL, 33556
Esplanade at Starkey Ranch 11309 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$470,000

2 beds

|

2 baths

|

1,689 sq ft

|

House

11309 CALLISIA DR, ODESSA, FL, 33556
Timber Oaks 10521 MIRA VISTA DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$245,000

2 beds

|

2 baths

|

1,432 sq ft

|

House

10521 MIRA VISTA DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
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
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.
Key Vista Villas 2211 PLEASANT HILL LN, HOLIDAY, FL, 3469..., Holiday, FL 34691
$344,900

2 beds

|

2 baths

|

1,500 sq ft

|

House

2211 PLEASANT HILL LN, HOLIDAY, FL, 3469...
Community: Key Vista Villas
Heather Lake Condominiums 936 VIRGINIA ST 208, DUNEDIN, FL, 34698, Dunedin, FL 34698
$150,000

2 beds

|

2 baths

|

1,010 sq ft

|

Condo

936 VIRGINIA ST 208, DUNEDIN, FL, 34698
Timber Greens 5930 PRECIOUS VIEW CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655
$350,000

2 beds

|

2 baths

|

1,855 sq ft

|

Villa

5930 PRECIOUS VIEW CT, NEW PORT RICHEY, ...
Community: Timber Greens
Edgewater Arms 634 EDGEWATER DR UNIT 447, DUNEDIN, FL, ..., Dunedin, FL 34698
$469,000

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

634 EDGEWATER DR UNIT 447, DUNEDIN, FL, ...
Community: Edgewater Arms
Heritage Lake 4707 WALLINGFORD CT # 4707, NEW PORT RIC..., New Port Richey, FL 34655
$154,900

2 beds

|

2 baths

|

1,401 sq ft

|

Condo

4707 WALLINGFORD CT # 4707, NEW PORT RIC...
Community: Heritage Lake
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heather Ridge 1415 DOOLITTLE LN 104, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$115,000

1 beds

|

1 baths

|

815 sq ft

|

Condo

1415 DOOLITTLE LN 104, DUNEDIN, FL, 3469...
Community: Heather Ridge
Green Dolphin 1250 S PINELLAS AVE APT 711, TARPON SPRI..., Tarpon Springs, FL 34689
$117,500

1 beds

|

1 baths

|

565 sq ft

|

Condo

1250 S PINELLAS AVE APT 711, TARPON SPRI...
Community: Green Dolphin
Heritage Lake 9433 STONEWALL LN, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$299,900

2 beds

|

2 baths

|

1,826 sq ft

|

House

9433 STONEWALL LN, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Anchorage 1145 LANYARD ST, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$409,000

2 beds

|

2 baths

|

1,675 sq ft

|

House

1145 LANYARD ST, PALM HARBOR, FL, 34685
Community: Anchorage
Timber Oaks 8420 WINDING WOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$235,000

2 beds

|

2 baths

|

1,274 sq ft

|

House

8420 WINDING WOOD DR, PORT RICHEY, FL, 3...
Community: Timber Oaks
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318 homes near Holiday
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