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

26 communities 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 - $500Ks

Heritage Springs, Trinity, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes

5 rating (1 reviews)

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

Want to learn more about 55+ rental 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 - $900Ks

Esplanade at Starkey Ranc..., Odessa, FL

Resale Only | Age-targeted | Built 2016 - 2022 | 517 homes

3.3 rating (3 reviews)

Royal Stewart Arms

$200Ks - $400Ks

Royal Stewart Arms, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1968 - 1975 | 449 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.

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

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Green Dolphin

<$100k - $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

Heather Ridge, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1978 - 1987 | 273 homes

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Questions? Call us: (727) 800-3371

5 rating (1 reviews)

Pine Ridge at Palm Harbor

$100Ks

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

Want to learn more about 55+ rental communities in Holiday? 55places can help!

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

$100Ks - $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

Scotsdale Cluster Condomi...

$300Ks

Scotsdale Cluster Condomi..., Dunedin, FL

Resale Only | 55+ age-restricted | Built 1980 - 1983 | 148 homes

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Questions? Call us: (727) 800-3371

Patrician Oaks

<$100k

Patrician Oaks, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1975 - 1982 | 120 homes

Linkside Village

$100Ks

Linkside Village, Port Richey, FL

Resale Only | 55+ age-restricted | Built 1981 - 1985 | 100 homes

Heather Hills Villas

<$100k - $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+ rental 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

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

Heather Lake Condominiums

940 VIRGINIA ST 105, DUNEDIN, FL, 34698, Dunedin, FL 34698

$117,000

1 beds

1 baths

770 sq ft

Condo

940 VIRGINIA ST 105, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Timber Oaks

11141 SANDTRAP DR # 11141, PORT RICHEY, ..., Port Richey, FL 34668

$195,000

2 beds

2 baths

1,646 sq ft

Condo

11141 SANDTRAP DR # 11141, PORT RICHEY, ...

Community: Timber Oaks

Linkside Village

$195,000

2 beds

2 baths

1,646 sq ft

Condo

11141 SANDTRAP DR # 11141, PORT RICHEY, ...

Community: Linkside Village

Esplanade at Starkey Ranch

11470 BITOLA DR, ODESSA, FL, 33556, Odessa, FL 33556

$869,000

3 beds

3 baths

2,280 sq ft

House

11470 BITOLA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Want to learn more about 55+ communities in Holiday? 55places can help!

Questions? Call us: (727) 800-3371

Want to learn more about 55+ rental communities in Holiday? 55places can help!

Questions? Call us: (727) 800-3371

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, ...

Community: Imperial Pines Condominiums

Timber Oaks

11130 CARRIAGE HILL DR APT 4, PORT RICHE..., Port Richey, FL 34668

$119,900

2 beds

2 baths

954 sq ft

Condo

11130 CARRIAGE HILL DR APT 4, PORT RICHE...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2836 HIGHLANDS BLVD A, PALM HARBOR, FL, ..., Palm Harbor, FL 34684

$175,000

2 beds

2 baths

1,000 sq ft

Condo

2836 HIGHLANDS BLVD A, PALM HARBOR, FL, ...

Community: Highland Lakes on Lake Tarpon

Timber Oaks

10800 TEER LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$235,000

2 beds

2 baths

1,522 sq ft

House

10800 TEER LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

Green Dolphin

1250 S PINELLAS AVE 804, TARPON SPRINGS,..., Tarpon Springs, FL 34689

$99,900

1 beds

1 baths

565 sq ft

Condo

1250 S PINELLAS AVE 804, TARPON SPRINGS,...

Community: Green Dolphin

Heritage Lake

4756 SHEFFIELD DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$205,000

2 beds

2 baths

1,201 sq ft

Condo

4756 SHEFFIELD DR, NEW PORT RICHEY, FL, ...

Community: Heritage Lake

Edgewater Arms

634 EDGEWATER DR UNIT 444, DUNEDIN, FL, ..., Dunedin, FL 34698

$1,100,000

3 beds

3 baths

2,330 sq ft

Condo

634 EDGEWATER DR UNIT 444, DUNEDIN, FL, ...

Community: Edgewater Arms

Royal Stewart Arms

5 GATESHEAD DR APT 107, DUNEDIN, FL, 346..., Dunedin, FL 34698

$444,975

2 beds

2 baths

1,014 sq ft

Condo

5 GATESHEAD DR APT 107, DUNEDIN, FL, 346...

Community: Royal Stewart Arms

Want to learn more about 55+ communities in Holiday? 55places can help!

Questions? Call us: (727) 800-3371

Timber Oaks

11508 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$195,000

2 beds

2 baths

1,395 sq ft

Condo

11508 ORLEANS LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2738 SHERBROOKE LN C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$155,000

1 beds

2 baths

814 sq ft

Villa

2738 SHERBROOKE LN C, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Want to learn more about 55+ rental communities in Holiday? 55places can help!

Questions? Call us: (727) 800-3371

Highland Lakes on Lake Tarpon

3408 STIRLING RD, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$484,000

3 beds

2 baths

1,674 sq ft

House

3408 STIRLING RD, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

3098 E DORCHESTER DR, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$449,900

2 beds

2 baths

1,567 sq ft

House

3098 E DORCHESTER DR, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

New Timber Oaks

8221 SULKY CT 1, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$184,900

2 beds

2 baths

1,386 sq ft

Condo

8221 SULKY CT 1, PORT RICHEY, FL, 34668

Community: Timber Oaks

Highland Lakes on Lake Tarpon

1222 GILLESPIE DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$494,900

2 beds

2 baths

1,674 sq ft

House

1222 GILLESPIE DR, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

New Highland Lakes on Lake Tarpon

1563 WICKLOW DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$515,000

2 beds

2 baths

1,964 sq ft

House

1563 WICKLOW DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Heather Hills Villas

832 CAMBRIDGE CT, DUNEDIN, FL, 34698, Dunedin, FL 34698

$168,000

1 beds

1 baths

739 sq ft

Villa

832 CAMBRIDGE CT, DUNEDIN, FL, 34698

House

11236 MERGANSER WAY, NEW PORT RICHEY, FL...

Community: Summertree

Want to learn more about 55+ rental communities in Holiday? 55places can help!

Questions? Call us: (727) 800-3371

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

Green Dolphin

1202 PALM DR, TARPON SPRINGS, FL, 34689, Tarpon Springs, FL 34689

$185,000

2 beds

2 baths

1,165 sq ft

Villa

1202 PALM DR, TARPON SPRINGS, FL, 34689

Community: Green Dolphin

Highland Lakes on Lake Tarpon

1319 GLENGARRY DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$455,000

3 beds

2 baths

1,854 sq ft

House

1319 GLENGARRY DR, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

Heather Lake Condominiums

940 VIRGINIA ST 304, DUNEDIN, FL, 34698, Dunedin, FL 34698

$137,000

1 beds

1 baths

760 sq ft

Condo

940 VIRGINIA ST 304, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Green Dolphin

2504 OAK CIR, TARPON SPRINGS, FL, 34689, Tarpon Springs, FL 34689

$199,000

2 beds

2 baths

1,320 sq ft

Villa

2504 OAK CIR, TARPON SPRINGS, FL, 34689

House

10600 MIRA VISTA DR, PORT RICHEY, FL, 34...

House

2529 SANDY HILL 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

Summertree

11736 WHITE ASH DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654

$219,900

2 beds

2 baths

1,515 sq ft

House

11736 WHITE ASH DR, NEW PORT RICHEY, FL,...

Community: Summertree

Beacon Lakes

3838 LANYARD CT, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34652

$113,900

2 beds

2 baths

1,144 sq ft

Condo

3838 LANYARD CT, NEW PORT RICHEY, FL, 34...

Community: Beacon Lakes

Frequently Asked Questions

What size 55+ communities are there in Holiday?

In Holiday, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Holiday?

The smallest 55+ community in Holiday has 170 homes, the largest has 170 homes, and the average community consists of 170 homes.

Are there gated 55+ communities in Holiday?

Yes, there is gated 55+ community in Holiday. The only 55+ community in Holiday is gated. For instance, Key Vista Villas is a gated community with 170 homes.

How long do listings in 55+ communities in Holiday typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Holiday stay on the market for around 173 days. The average price of homes for sale in this community is approximately $350,110, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Key Vista Villas average around $350,110.

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26 communities

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

26 communities near Holiday

309 homes near Holiday

2 beds

2 baths

1,223 sq ft

House

1 beds

1 baths

770 sq ft

Condo

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

1,646 sq ft

Condo

3 beds

3 baths

2,280 sq ft

House

2 beds

2 baths

1,250 sq ft

Condo

2 beds

2 baths

954 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,522 sq ft

House

1 beds

1 baths

565 sq ft

Condo

2 beds

2 baths

1,201 sq ft

Condo

3 beds

3 baths

2,330 sq ft

Condo

2 beds

2 baths

1,014 sq ft

Condo

2 beds

2 baths

1,395 sq ft

Condo

1 beds

2 baths

814 sq ft

Villa

3 beds

2 baths

1,674 sq ft

House

2 beds

2 baths

1,567 sq ft

House

2 beds

2 baths

1,386 sq ft

Condo

2 beds

2 baths

1,674 sq ft

House

2 beds