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

26 communities near Holiday

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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

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

Summertree

$100Ks - $300Ks

Summertree, New Port Richey, FL

Resale Only | 55+ age-restricted | Built 1974 - 2015 | 800 homes

Green Dolphin

<$100k - $200Ks

Green Dolphin, Tarpon Springs, FL

Resale Only | 55+ age-restricted | Built 1974 - 1990 | 315 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

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

Heather Lake Condominiums

$100Ks - $200Ks

Heather Lake Condominiums, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1972 - 1978 | 200 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

Edgewater Arms

$400Ks - $1Ms

Edgewater Arms, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 209 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.

4.7 rating (13 reviews)

Heritage Springs

$300Ks - $600Ks

Heritage Springs, Trinity, FL

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

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

Pinehurst Village

$100Ks - $200Ks

Pinehurst Village, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1973 - 1976 | 240 homes

2 rating (1 reviews)

Beacon Lakes

$100Ks

Beacon Lakes, New Port Richey, FL

Resale Only | 55+ age-restricted | Built 1975 - 1982 | 210 homes

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

Questions? Call us: (727) 800-3371

Briar Patch

$100Ks - $200Ks

Briar Patch, New Port Richey, FL

Resale Only | 55+ age-restricted | Built 1986 - 1993 | 198 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

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

Questions? Call us: (727) 800-3371

Esplanade at Starkey Ranc...

$600Ks - $900Ks

Esplanade at Starkey Ranc..., Odessa, FL

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

Imperial Pines Condominiu...

$100Ks - $200Ks

Imperial Pines Condominiu..., Clearwater, FL

Resale Only | 55+ age-restricted | Built 1985 - 1985 | 181 homes

Heather Ridge

<$100k

Heather Ridge, Dunedin, FL

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

Key Vista Villas

$200Ks - $300Ks

Key Vista Villas, Holiday, FL

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 170 homes

Anchorage

$300Ks - $400Ks

Anchorage, Palm Harbor, FL

Resale Only | 55+ age-restricted | Built 1972 - 1979 | 279 homes

Patrician Oaks

$100Ks

Patrician Oaks, Dunedin, FL

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

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

Questions? Call us: (727) 800-3371

Linkside Village

$100Ks

Linkside Village, Port Richey, FL

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

Scotsdale Cluster Condomi...

$300Ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

New Heather Lake Condominiums

821 PATRICIA AVE 106, DUNEDIN, FL, 34698, Dunedin, FL 34698

$102,000

1 beds

1 baths

758 sq ft

Condo

821 PATRICIA AVE 106, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

New Heritage Springs

1133 SWEET JASMINE DR, TRINITY, FL, 3465..., Trinity, FL 34655

$425,000

2 beds

2 baths

1,893 sq ft

House

1133 SWEET JASMINE DR, TRINITY, FL, 3465...

Community: Heritage Springs

New Village on the Green

2584 LAURELWOOD DR # 15C, CLEARWATER, FL..., Clearwater, FL 33763

$269,900

2 beds

2 baths

980 sq ft

Villa

2584 LAURELWOOD DR # 15C, CLEARWATER, FL...

Community: Village on the Green

New Timber Oaks

8035 GLENEAGLE DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668

$224,900

2 beds

2 baths

1,328 sq ft

House

8035 GLENEAGLE DR, PORT RICHEY, FL, 3466...

Community: Timber Oaks

New Heritage Springs

11429 HIDDEN COVE CT, TRINITY, FL, 34655, Trinity, FL 34655

$525,000

3 beds

2 baths

1,876 sq ft

House

11429 HIDDEN COVE CT, TRINITY, FL, 34655

Community: Heritage Springs

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

Villa

2201 SHELLY DR A, 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

New Heather Lake Condominiums

841 PATRICIA AVE 202, DUNEDIN, FL, 34698, Dunedin, FL 34698

$160,000

2 beds

1 baths

1,010 sq ft

Condo

841 PATRICIA AVE 202, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

New Timber Greens

9625 OAKWOOD HILLS CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$374,900

2 beds

2 baths

1,820 sq ft

House

9625 OAKWOOD HILLS CT, NEW PORT RICHEY, ...

Villa

1549 ARLINGTON OAKS CT, TRINITY, FL, 346...

Villa

1725 PINE RIDGE WAY E APT E C, PALM HARB...

Condo

8141 BRADDOCK CIR 3, PORT RICHEY, FL, 34...

Condo

1938 GOLFVIEW DR # 1938, TARPON SPRINGS,...

Community: Green Dolphin

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

Questions? Call us: (727) 800-3371

Scotsdale Cluster Condominiums

409 STIRLING TER, DUNEDIN, FL, 34698, Dunedin, FL 34698

$369,900

2 beds

2 baths

1,110 sq ft

Villa

409 STIRLING TER, DUNEDIN, FL, 34698

Community: Scotsdale Cluster Condominiums

Edgewater Arms

634 EDGEWATER DR 848, DUNEDIN, FL, 34698, Dunedin, FL 34698

$550,000

2 beds

2 baths

1,465 sq ft

Condo

634 EDGEWATER DR 848, DUNEDIN, FL, 34698

Community: Edgewater Arms

Edgewater Arms

634 EDGEWATER DR 744, DUNEDIN, FL, 34698, Dunedin, FL 34698

$1,090,000

3 beds

3 baths

2,330 sq ft

Condo

634 EDGEWATER DR 744, DUNEDIN, FL, 34698

Community: Edgewater Arms

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

Questions? Call us: (727) 800-3371

Timber Oaks

11120 CARRIAGE HILL DR 1, PORT RICHEY, F..., Port Richey, FL 34668

$105,000

2 beds

2 baths

882 sq ft

Villa

11120 CARRIAGE HILL DR 1, PORT RICHEY, F...

Community: Timber Oaks

Pinehurst Village

1701 PINEHURST RD APT 9G, DUNEDIN, FL, 3..., Dunedin, FL 34698

$199,000

2 beds

2 baths

875 sq ft

Condo

1701 PINEHURST RD APT 9G, DUNEDIN, FL, 3...

Community: Pinehurst Village

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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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
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REIN updates its listings on a daily basis. Data last updated: Feb 09, 2026.
This application does not include information on all of the properties available for sale at this time.

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

26 communities near Holiday

300 homes near Holiday

1 beds

1 baths

758 sq ft

Condo

2 beds

2 baths

1,893 sq ft

House

2 beds

2 baths

980 sq ft

Villa

2 beds

2 baths

1,328 sq ft

House

3 beds

2 baths

1,876 sq ft

House

2 beds

2 baths

1,332 sq ft

Villa

3 beds

2 baths

1,792 sq ft

House

3 beds

2 baths

2,090 sq ft

House

2 beds

2 baths

1,104 sq ft

Condo

2 beds

2 baths

1,230 sq ft

Condo

2 beds

2 baths

1,714 sq ft

House

2 beds

2 baths

1,466 sq ft

House

2 beds

2 baths

918 sq ft

Villa

2 beds

1 baths

1,010 sq ft

Condo

2 beds

2 baths

1,820 sq ft

House

2 beds

2 baths

1,326 sq ft

Villa

2 beds

2 baths

1,385 sq ft

House

1 beds

1 baths

715 sq ft

Condo

2 beds

2 baths

1,135 sq ft

Condo

2 beds