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

25 communities 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...
$100Ks - $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 - $600Ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
No reviews yet Timber Oaks
<$100k - $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 - $300Ks
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 - $300Ks
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 - $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
<$100k - $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 - $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...
$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
$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
Briar Patch 6428 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$220,000

2 beds

|

2 baths

|

964 sq ft

|

Villa

6428 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
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
Timber Greens 5935 PRECIOUS VIEW CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655
$368,500

2 beds

|

2 baths

|

1,549 sq ft

|

Villa

5935 PRECIOUS VIEW CT, NEW PORT RICHEY, ...
Community: Timber Greens
Briar Patch 6514 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$215,000

2 beds

|

2 baths

|

964 sq ft

|

House

6514 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
Green Dolphin 1250 S PINELLAS AVE 307, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$133,000

1 beds

|

1 baths

|

669 sq ft

|

Condo

1250 S PINELLAS AVE 307, TARPON SPRINGS,...
Community: Green Dolphin
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Village on the Green 2507 ROYAL PINES CIR # 2H, CLEARWATER, F..., Clearwater, FL 33763
$299,000

2 beds

|

2 baths

|

1,095 sq ft

|

Condo

2507 ROYAL PINES CIR # 2H, CLEARWATER, F...
Highland Lakes on Lake Tarpon 1401 CAMELOT CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$339,900

2 beds

|

2 baths

|

1,230 sq ft

|

Villa

1401 CAMELOT CT, PALM HARBOR, FL, 34684
Timber Oaks 8330 HIGH POINT CIR APT 6, PORT RICHEY, ..., Port Richey, FL 34668
$239,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

8330 HIGH POINT CIR APT 6, PORT RICHEY, ...
Community: Timber Oaks
Timber Oaks 11653 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$259,000

2 beds

|

2 baths

|

1,290 sq ft

|

Condo

11653 ORLEANS LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
New Heritage Springs 1612 LAKESTONE DR, TRINITY, FL, 34655, Trinity, FL 34655
$425,000

3 beds

|

2 baths

|

1,974 sq ft

|

House

1612 LAKESTONE DR, TRINITY, FL, 34655
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.
New Timber Oaks 8140 SAN FELIPE CT, PORT RICHEY, FL, 346..., Port Richey, FL 34668
$269,900

2 beds

|

2 baths

|

1,510 sq ft

|

House

8140 SAN FELIPE CT, PORT RICHEY, FL, 346...
Community: Timber Oaks
Pinehurst Village 1701 PINEHURST RD 29D, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$149,900

1 beds

|

1 baths

|

645 sq ft

|

Villa

1701 PINEHURST RD 29D, DUNEDIN, FL, 3469...
Community: Pinehurst Village
New Highland Lakes on Lake Tarpon 3202 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$339,000

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3202 MCMATH DR, PALM HARBOR, FL, 34684
Village on the Green 2546 OAKLEAF LN 35D, CLEARWATER, FL, 337..., Clearwater, FL 33763
$250,000

2 beds

|

2 baths

|

980 sq ft

|

Villa

2546 OAKLEAF LN 35D, CLEARWATER, FL, 337...
Highland Lakes on Lake Tarpon 3499 CEDAR LN, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$325,000

2 beds

|

2 baths

|

1,230 sq ft

|

Villa

3499 CEDAR LN, PALM HARBOR, FL, 34684
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pinehurst Village 1701 PINEHURST RD 19D, DUNEDIN, FL, 3469..., Dunedin, FL 34698
$89,000

1 beds

|

1 baths

|

645 sq ft

|

Condo

1701 PINEHURST RD 19D, DUNEDIN, FL, 3469...
Community: Pinehurst Village
Heather Lake Condominiums 946 VIRGINIA ST APT 207, DUNEDIN, FL, 34..., Dunedin, FL 34698
$235,000

2 beds

|

1 baths

|

1,010 sq ft

|

Condo

946 VIRGINIA ST APT 207, DUNEDIN, FL, 34...
Timber Oaks 11541 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$209,000

2 beds

|

2 baths

|

1,152 sq ft

|

Condo

11541 ORLEANS LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
Briar Patch 6435 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$219,900

3 beds

|

2 baths

|

1,359 sq ft

|

House

6435 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
Heritage Lake 4851 LEYTE CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655
$168,999

2 beds

|

2 baths

|

1,042 sq ft

|

Condo

4851 LEYTE CT, NEW PORT RICHEY, FL, 3465...
Community: Heritage Lake
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.
Esplanade at Starkey Ranch 11551 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$565,000

2 beds

|

2 baths

|

1,689 sq ft

|

House

11551 CALLISIA DR, ODESSA, FL, 33556
Timber Oaks 10641 TIMBER LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$269,900

3 beds

|

2 baths

|

1,924 sq ft

|

House

10641 TIMBER LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
Edgewater Arms 632 EDGEWATER DR UNIT 633, DUNEDIN, FL, ..., Dunedin, FL 34698
$425,000

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

632 EDGEWATER DR UNIT 633, DUNEDIN, FL, ...
Community: Edgewater Arms
New Beacon Lakes 4445 PELORUS DR, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34652
$155,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4445 PELORUS DR, NEW PORT RICHEY, FL, 34...
Community: Beacon Lakes
New Timber Oaks 11132 PEMBRIDGE CT APT 3, PORT RICHEY, F..., Port Richey, FL 34668
$110,000

1 beds

|

1 baths

|

714 sq ft

|

Condo

11132 PEMBRIDGE CT APT 3, PORT RICHEY, F...
Community: Timber Oaks
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pine Ridge at Palm Harbor 1725 PINE RIDGE WAY E, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$299,999

2 beds

|

2 baths

|

1,177 sq ft

|

Villa

1725 PINE RIDGE WAY E, PALM HARBOR, FL, ...
Village on the Green 2459 BAY BERRY DR, CLEARWATER, FL, 33763, Clearwater, FL 33763
$309,000

2 beds

|

2 baths

|

1,309 sq ft

|

House

2459 BAY BERRY DR, CLEARWATER, FL, 33763
Esplanade at Starkey Ranch 3312 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556
$477,500

2 beds

|

2 baths

|

1,689 sq ft

|

House

3312 FRANCOA DR, ODESSA, FL, 33556
Heritage Springs 1437 WINDING WILLOW DR, TRINITY, FL, 346..., Trinity, FL 34655
$525,000

3 beds

|

2 baths

|

2,394 sq ft

|

House

1437 WINDING WILLOW DR, TRINITY, FL, 346...
Community: Heritage Springs
Heritage Lake 9556 BUNKER HILL CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$160,000

2 beds

|

2 baths

|

1,138 sq ft

|

Condo

9556 BUNKER HILL CT, NEW PORT RICHEY, FL...
Community: Heritage Lake
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 11115 ELDERBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$250,000

2 beds

|

2 baths

|

1,857 sq ft

|

House

11115 ELDERBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Highland Lakes on Lake Tarpon 1613 BERWICK CT C, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684
$140,000

1 beds

|

2 baths

|

814 sq ft

|

Condo

1613 BERWICK CT C, PALM HARBOR, FL, 3468...
Summertree 11254 MOLLYMAWK CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$384,000

3 beds

|

3 baths

|

2,048 sq ft

|

House

11254 MOLLYMAWK CT, NEW PORT RICHEY, FL,...
Community: Summertree
Timber Oaks 8420 WINDING WOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$240,000

2 beds

|

2 baths

|

1,274 sq ft

|

House

8420 WINDING WOOD DR, PORT RICHEY, FL, 3...
Community: Timber Oaks
Highland Lakes on Lake Tarpon 3053 GREGOR CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$409,900

3 beds

|

2 baths

|

1,896 sq ft

|

House

3053 GREGOR CT, PALM HARBOR, FL, 34684
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
Country Oaks 7703 OBRIEN CT # 7703, HUDSON, FL, 34667, Hudson, FL 34667
$145,900

1 beds

|

1 baths

|

802 sq ft

|

Condo

7703 OBRIEN CT # 7703, HUDSON, FL, 34667
Community: Country Oaks
Village on the Green 2211 BAY BERRY LN, CLEARWATER, FL, 33763, Clearwater, FL 33763
$345,000

2 beds

|

2 baths

|

1,314 sq ft

|

House

2211 BAY BERRY LN, CLEARWATER, FL, 33763
Esplanade at Starkey Ranch 11611 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556
$509,000

3 beds

|

2 baths

|

1,931 sq ft

|

House

11611 CALLISIA DR, ODESSA, FL, 33556
Timber Oaks 10531 MEADOW HILL DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$269,900

2 beds

|

2 baths

|

1,499 sq ft

|

House

10531 MEADOW HILL DR, PORT RICHEY, FL, 3...
Community: Timber Oaks
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25 communities near Holiday
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