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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
Pine Ridge at Palm Harbor 1871 PINE RIDGE WAY W APT H3, PALM HARBO..., Palm Harbor, FL 34684
$190,000

2 beds

|

2 baths

|

1,036 sq ft

|

Condo

1871 PINE RIDGE WAY W APT H3, PALM HARBO...
Heritage Lake 4961 GRIST MILL CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$220,000

2 beds

|

2 baths

|

1,326 sq ft

|

Villa

4961 GRIST MILL CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
Highland Lakes on Lake Tarpon 2390 SHELLY DR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$214,900

2 beds

|

2 baths

|

918 sq ft

|

Villa

2390 SHELLY DR D, PALM HARBOR, FL, 34684
Summertree 11521 ROSE TREE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$285,000

2 beds

|

2 baths

|

1,777 sq ft

|

House

11521 ROSE TREE DR, NEW PORT RICHEY, FL,...
Community: Summertree
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
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
Pinehurst Village 1701 PINEHURST RD APT 16C, DUNEDIN, FL, ..., Dunedin, FL 34698
$179,900

2 beds

|

1 baths

|

875 sq ft

|

Villa

1701 PINEHURST RD APT 16C, DUNEDIN, FL, ...
Community: Pinehurst Village
Heather Lake Condominiums 960 VIRGINIA ST APT 107, DUNEDIN, FL, 34..., Dunedin, FL 34698
$120,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

960 VIRGINIA ST APT 107, DUNEDIN, FL, 34...
Highland Lakes on Lake Tarpon 2113 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$379,400

2 beds

|

2 baths

|

1,535 sq ft

|

House

2113 MALCOLM DR, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 1164 RUSTLEWOOD CT, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$399,900

2 beds

|

2 baths

|

1,282 sq ft

|

Villa

1164 RUSTLEWOOD CT, 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.
Highland Lakes on Lake Tarpon 3204 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$339,900

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3204 MCMATH DR, PALM HARBOR, FL, 34684
Heritage Springs 1228 ASHBOURNE CIR, TRINITY, FL, 34655, Trinity, FL 34655
$419,400

3 beds

|

2 baths

|

1,975 sq ft

|

House

1228 ASHBOURNE CIR, TRINITY, FL, 34655
Community: Heritage Springs
Heather Ridge 1450 HEATHER RIDGE BLVD 107, DUNEDIN, FL..., Dunedin, FL 34698
$140,000

2 beds

|

1 baths

|

993 sq ft

|

Condo

1450 HEATHER RIDGE BLVD 107, DUNEDIN, FL...
Community: Heather Ridge
Heritage Lake 4912 ENFIELD CT, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34655
$179,900

2 beds

|

2 baths

|

1,105 sq ft

|

Villa

4912 ENFIELD CT, NEW PORT RICHEY, FL, 34...
Community: Heritage Lake
Heritage Springs 1042 DUSTAN PL, TRINITY, FL, 34655, Trinity, FL 34655
$355,000

3 beds

|

2 baths

|

1,704 sq ft

|

House

1042 DUSTAN PL, TRINITY, FL, 34655
Community: Heritage Springs
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Timber Oaks 11404 STANSBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$274,990

2 beds

|

2 baths

|

1,440 sq ft

|

Villa

11404 STANSBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Heritage Springs 1851 ARBOR KNOLL LOOP, TRINITY, FL, 3465..., Trinity, FL 34655
$424,900

2 beds

|

2 baths

|

1,813 sq ft

|

House

1851 ARBOR KNOLL LOOP, TRINITY, FL, 3465...
Community: Heritage Springs
Highland Lakes on Lake Tarpon 2719 SHERBROOKE LN C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$170,000

1 beds

|

1 baths

|

814 sq ft

|

Condo

2719 SHERBROOKE LN C, PALM HARBOR, FL, 3...
Green Dolphin 1250 S PINELLAS AVE 910, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$125,000

1 beds

|

1 baths

|

669 sq ft

|

Condo

1250 S PINELLAS AVE 910, TARPON SPRINGS,...
Community: Green Dolphin
Green Dolphin 1250 S PINELLAS AVE 804, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$118,000

1 beds

|

1 baths

|

565 sq ft

|

Condo

1250 S PINELLAS AVE 804, TARPON SPRINGS,...
Community: Green Dolphin
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.
Patrician Oaks 860 VIRGINIA ST APT 304, DUNEDIN, FL, 34..., Dunedin, FL 34698
$159,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

860 VIRGINIA ST APT 304, DUNEDIN, FL, 34...
Community: Patrician Oaks
Timber Oaks 11115 ELDERBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$245,000

2 beds

|

2 baths

|

1,857 sq ft

|

House

11115 ELDERBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Timber Greens 6622 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$450,000

3 beds

|

2 baths

|

1,944 sq ft

|

House

6622 PINE WALK DR, NEW PORT RICHEY, FL, ...
Community: Timber Greens
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
Heather Lake Condominiums 970 VIRGINIA ST 109, DUNEDIN, FL, 34698, Dunedin, FL 34698
$154,900

2 beds

|

2 baths

|

965 sq ft

|

Condo

970 VIRGINIA ST 109, DUNEDIN, FL, 34698
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Anchorage 1145 LANYARD ST, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$419,000

2 beds

|

2 baths

|

1,675 sq ft

|

House

1145 LANYARD ST, PALM HARBOR, FL, 34685
Community: Anchorage
Timber Oaks 8620 GOLD PINE DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668
$269,999

2 beds

|

2 baths

|

1,805 sq ft

|

House

8620 GOLD PINE DR, PORT RICHEY, FL, 3466...
Community: Timber Oaks
Heritage Lake 4916 TROON LN, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655
$268,345

2 beds

|

2 baths

|

1,309 sq ft

|

Condo

4916 TROON LN, NEW PORT RICHEY, FL, 3465...
Community: Heritage Lake
Pine Ridge at Palm Harbor 2699 PINE RIDGE WAY H1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$177,500

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2699 PINE RIDGE WAY H1, PALM HARBOR, FL,...
Pinehurst Village 1701 PINEHURST RD 19F, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$122,000

1 beds

|

1 baths

|

645 sq ft

|

Condo

1701 PINEHURST RD 19F, 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 11240 MERGANSER WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34654
$315,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

11240 MERGANSER WAY, NEW PORT RICHEY, FL...
Community: Summertree
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,...
Imperial Pines Condominiums 3076 EASTLAND BLVD 210, CLEARWATER, FL, ..., Clearwater, FL 33761
$209,500

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

3076 EASTLAND BLVD 210, CLEARWATER, FL, ...
Beacon Lakes 3847 LIGHTHOUSE WAY # 3847, NEW PORT RIC..., New Port Richey, FL 34652
$189,900

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3847 LIGHTHOUSE WAY # 3847, NEW PORT RIC...
Community: Beacon Lakes
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
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Heritage Springs 11946 YELLOW FINCH LN, TRINITY, FL, 3465..., Trinity, FL 34655
$439,000

2 beds

|

2 baths

|

1,459 sq ft

|

House

11946 YELLOW FINCH LN, TRINITY, FL, 3465...
Community: Heritage Springs
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
Briar Patch 6505 REMUS DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34653
$210,000

2 beds

|

2 baths

|

964 sq ft

|

Villa

6505 REMUS DR, NEW PORT RICHEY, FL, 3465...
Community: Briar Patch
Summertree 11248 MOLLYMAWK CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$339,900

3 beds

|

2 baths

|

1,558 sq ft

|

House

11248 MOLLYMAWK CT, NEW PORT RICHEY, FL,...
Community: Summertree
Briar Patch 6425 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$215,000

2 beds

|

2 baths

|

964 sq ft

|

Villa

6425 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
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306 homes near Holiday
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