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 - $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

Want to learn more about 55+ rental 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 - $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

<$100k - $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

$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

Heather Ridge, Dunedin, FL

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

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

Questions? Call us: (727) 800-3371

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

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

$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

Scotsdale Cluster Condomi...

$300Ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

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

Questions? Call us: (727) 800-3371

Patrician Oaks

<$100k - $200Ks

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+ 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

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

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

Timber Oaks

8131 BRADDOCK CIR 1, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$132,900

2 beds

2 baths

1,000 sq ft

Condo

8131 BRADDOCK CIR 1, PORT RICHEY, FL, 34...

Community: Timber Oaks

Pinehurst Village

1701 PINEHURST RD APT 13C, DUNEDIN, FL, ..., Dunedin, FL 34698

$153,900

1 beds

1 baths

645 sq ft

Condo

1701 PINEHURST RD APT 13C, DUNEDIN, FL, ...

Community: Pinehurst Village

Summertree

11719 ROSE TREE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654

$264,900

3 beds

2 baths

1,454 sq ft

House

11719 ROSE TREE DR, NEW PORT RICHEY, FL,...

Community: Summertree

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Condo

3062 EASTLAND BLVD UNIT 308, CLEARWATER,...

Community: Imperial Pines Condominiums

Heritage Lake

9843 SAINT JOSEPH CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$325,000

2 beds

2 baths

1,678 sq ft

House

9843 SAINT JOSEPH CT, NEW PORT RICHEY, F...

Community: Heritage Lake

Royal Stewart Arms

7 DUNOON PL APT 306, DUNEDIN, FL, 34698, Dunedin, FL 34698

$375,000

2 beds

2 baths

1,141 sq ft

Condo

7 DUNOON PL APT 306, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

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

Questions? Call us: (727) 800-3371

Highland Lakes on Lake Tarpon

3430 STONEHAVEN CT D, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$249,500

2 beds

2 baths

1,230 sq ft

Villa

3430 STONEHAVEN CT D, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Village on the Green

2486 BAY BERRY DR, CLEARWATER, FL, 33763, Clearwater, FL 33763

$90,000

2 beds

2 baths

1,129 sq ft

House

2486 BAY BERRY DR, CLEARWATER, FL, 33763

Villa

1202 PALM DR, TARPON SPRINGS, FL, 34689

Community: Green Dolphin

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

Questions? Call us: (727) 800-3371

Pinehurst Village

1701 PINEHURST RD 24E, DUNEDIN, FL, 3469..., Dunedin, FL 34698

$110,000

1 beds

1 baths

645 sq ft

Condo

1701 PINEHURST RD 24E, DUNEDIN, FL, 3469...

Community: Pinehurst Village

Heather Lake Condominiums

940 VIRGINIA ST 108, DUNEDIN, FL, 34698, Dunedin, FL 34698

$249,000

2 beds

2 baths

1,024 sq ft

Condo

940 VIRGINIA ST 108, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Heather Lake Condominiums

841 PATRICIA AVE 306, DUNEDIN, FL, 34698, Dunedin, FL 34698

$135,000

2 beds

2 baths

934 sq ft

Condo

841 PATRICIA AVE 306, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Highland Lakes on Lake Tarpon

1614 BERWICK CT D, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$185,000

1 beds

1 baths

814 sq ft

Villa

1614 BERWICK CT D, PALM HARBOR, FL, 3468...

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

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

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

Highland Lakes on Lake Tarpon

2150 SHELLY DR A, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$214,000

2 beds

2 baths

918 sq ft

Condo

2150 SHELLY DR A, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Key Vista Villas

2514 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691

$345,900

2 beds

2 baths

1,555 sq ft

House

2514 SANDY HILL CT, HOLIDAY, FL, 34691

Community: Key Vista Villas

Imperial Pines Condominiums

3062 EASTLAND BLVD 406, CLEARWATER, FL, ..., Clearwater, FL 33761

$150,000

1 beds

1 baths

920 sq ft

Condo

3062 EASTLAND BLVD 406, CLEARWATER, FL, ...

House

11805 LOBLOLLY PINE DR, NEW PORT RICHEY,...

House

2932 MACALPIN DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

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

Questions? Call us: (727) 800-3371

Highland Lakes on Lake Tarpon

3116 BRUNSWICK CIR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$499,900

3 beds

2 baths

1,699 sq ft

House

3116 BRUNSWICK CIR, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

Timber Oaks

10619 MIRA VISTA DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$230,000

2 beds

2 baths

1,476 sq ft

House

10619 MIRA VISTA DR, PORT RICHEY, FL, 34...

Community: Timber Oaks

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

305 homes near Holiday

2 beds

2 baths

964 sq ft

Villa

2 beds

2 baths

1,646 sq ft

House

2 beds

2 baths

1,000 sq ft

Condo

1 beds

1 baths

645 sq ft

Condo

3 beds

2 baths

1,454 sq ft

House

2 beds

2 baths

1,578 sq ft

House

2 beds

2 baths

1,510 sq ft

House

2 beds

2 baths

1,620 sq ft

Condo

2 beds

2 baths

1,210 sq ft

Condo

1 beds

2 baths

814 sq ft

Condo

2 beds

2 baths

1,565 sq ft

Condo

2 beds

2 baths

1,678 sq ft

House

2 beds

2 baths

1,141 sq ft

Condo

2 beds

2 baths

1,230 sq ft

Villa

2 beds

2 baths

1,129 sq ft

House

2 beds

2 baths

1,689 sq ft

House

2 beds

2 baths

1,144 sq ft

Condo

2 beds

2 baths

1,118 sq ft

Condo

2 beds

2 baths

960 sq ft

Villa

2 beds