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...

$100ks - $400ks

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 - $200ks

Timber Oaks, Port Richey, FL

Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes

Heritage Lake

$100ks - $200ks

Heritage Lake, New Port Richey, FL

Resale Only | 55+ age-restricted | Built 1981 - 1994 | 932 homes

Summertree

$200ks - $300ks

Summertree, New Port Richey, FL

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

3.3 rating (3 reviews)

Royal Stewart Arms

$100ks - $300ks

Royal Stewart Arms, Dunedin, FL

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

Heather Lake Condominiums

$100ks

Heather Lake Condominiums, Dunedin, FL

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

4.7 rating (13 reviews)

Heritage Springs

$200ks - $500ks

Heritage Springs, Trinity, FL

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

Edgewater Arms

$400ks - $600ks

Edgewater Arms, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 209 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 - $200ks

Pine Ridge at Palm Harbor, Palm Harbor, FL

Resale Only | 55+ age-restricted | Built 1983 - 1983 | 264 homes

Key Vista Villas

$300ks

Key Vista Villas, Holiday, FL

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 170 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+ communities in Holiday? 55places can help!

Questions? Call us: (727) 800-3371

Pinehurst Village

$100ks

Pinehurst Village, Dunedin, FL

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

Esplanade at Starkey Ranc...

$300ks - $700ks

Esplanade at Starkey Ranc..., Odessa, FL

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

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

Questions? Call us: (727) 800-3371

Imperial Pines Condominiu...

$100ks - $200ks

Imperial Pines Condominiu..., Clearwater, FL

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

Briar Patch

$100ks

Briar Patch, New Port Richey, FL

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

2 rating (1 reviews)

Beacon Lakes

$100ks

Beacon Lakes, New Port Richey, FL

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

Heather Ridge

$100ks - $200ks

Heather Ridge, Dunedin, FL

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

Heather Hills Villas

$100ks

Heather Hills Villas, Dunedin, FL

Resale Only | 55+ age-restricted | Built 1971 - 1976 | 64 homes

Anchorage

$200ks - $300ks

Anchorage, Palm Harbor, FL

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

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

Questions? Call us: (727) 800-3371

Country Oaks

$100ks

Country Oaks, Hudson, FL

Resale Only | 55+ age-restricted | Built 1981 - 1986 | 42 homes

Patrician Oaks

$100ks

Patrician Oaks, Dunedin, FL

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

Scotsdale Cluster Condomi...

$200ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

New Port Corners

$200ks - $500ks

New Port Corners, New Port Richey, FL

New Construction | 55+ age-restricted | Built 2025 - present

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

Questions? Call us: (727) 800-3371

Linkside Village

$200ks

Linkside Village, Port Richey, FL

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

New Heather Ridge

1450 HEATHER RIDGE BLVD 307, DUNEDIN, FL..., Dunedin, FL 34698

$115,000

2 beds

1 baths

993 sq ft

Condo

1450 HEATHER RIDGE BLVD 307, DUNEDIN, FL...

Community: Heather Ridge

New Esplanade at Starkey Ranch

11477 BITOLA DR, ODESSA, FL, 33556, Odessa, FL 33556

$619,000

3 beds

3 baths

2,100 sq ft

House

11477 BITOLA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

New Heritage Lake

4808 VESPER CT 34, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$185,000

2 beds

2 baths

1,105 sq ft

Condo

4808 VESPER CT 34, NEW PORT RICHEY, FL, ...

Community: Heritage Lake

New Timber Oaks

11340 DOLLAR LAKE DR 2, PORT RICHEY, FL,..., Port Richey, FL 34668

$144,900

2 beds

2 baths

1,000 sq ft

Condo

11340 DOLLAR LAKE DR 2, PORT RICHEY, FL,...

Community: Timber Oaks

New Highland Lakes on Lake Tarpon

999 GILLESPIE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$479,900

3 beds

2 baths

1,732 sq ft

House

999 GILLESPIE 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

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

Questions? Call us: (727) 800-3371

New Green Dolphin

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

$83,900

1 beds

1 baths

565 sq ft

Condo

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

Community: Green Dolphin

New Edgewater Arms

620 EDGEWATER DR 102, DUNEDIN, FL, 34698, Dunedin, FL 34698

$499,000

2 beds

2 baths

1,360 sq ft

Condo

620 EDGEWATER DR 102, DUNEDIN, FL, 34698

Community: Edgewater Arms

New Highland Lakes on Lake Tarpon

1185 ROYAL BLVD, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$499,000

3 beds

2 baths

1,677 sq ft

House

1185 ROYAL BLVD, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

New Timber Oaks

8711 GOLD PINE DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668

$275,000

3 beds

2 baths

1,610 sq ft

House

8711 GOLD PINE DR, PORT RICHEY, FL, 3466...

Community: Timber Oaks

New Esplanade at Starkey Ranch

3312 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556

$460,000

2 beds

2 baths

1,689 sq ft

House

3312 FRANCOA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

New Timber Oaks

8345 ELGIN DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$249,900

2 beds

2 baths

1,454 sq ft

House

8345 ELGIN DR, PORT RICHEY, FL, 34668

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2938 MACALPIN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$499,000

3 beds

2 baths

1,944 sq ft

House

2938 MACALPIN DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Summertree

11621 HOLLY ANN DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654

$269,000

2 beds

2 baths

1,400 sq ft

Villa

11621 HOLLY ANN DR, NEW PORT RICHEY, FL,...

Community: Summertree

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

Questions? Call us: (727) 800-3371

Imperial Pines Condominiums

3076 EASTLAND BLVD 210, CLEARWATER, FL, ..., Clearwater, FL 33761

$214,900

2 beds

2 baths

1,250 sq ft

Condo

3076 EASTLAND BLVD 210, CLEARWATER, FL, ...

Community: Imperial Pines Condominiums

Highland Lakes on Lake Tarpon

1207 GILLESPIE DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$534,900

2 beds

2 baths

2,072 sq ft

House

1207 GILLESPIE DR, PALM HARBOR, FL, 3468...

Condo

1250 S PINELLAS AVE 214, TARPON SPRINGS,...

Community: Green Dolphin

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

Questions? Call us: (727) 800-3371

Heritage Springs

1249 WINDING WILLOW DR, TRINITY, FL, 346..., Trinity, FL 34655

$350,000

3 beds

2 baths

1,773 sq ft

House

1249 WINDING WILLOW DR, TRINITY, FL, 346...

Community: Heritage Springs

Summertree

11442 TURTLE DOVE PL, NEW PORT RICHEY, F..., New Port Richey, FL 34654

$289,900

2 beds

2 baths

1,471 sq ft

House

11442 TURTLE DOVE PL, NEW PORT RICHEY, F...

Community: Summertree

Highland Lakes on Lake Tarpon

1121 QUEEN ANNE DR C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$210,000

2 beds

2 baths

1,000 sq ft

Condo

1121 QUEEN ANNE DR C, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Royal Stewart Arms

7 DUNOON PL 102, DUNEDIN, FL, 34698, Dunedin, FL 34698

$275,000

1 beds

1 baths

957 sq ft

Condo

7 DUNOON PL 102, DUNEDIN, FL, 34698

House

2928 MACALPIN DR, PALM HARBOR, FL, 34684

House

984 GILLESPIE DR, PALM HARBOR, FL, 34684

Condo

11543 ORLEANS LN B, PORT RICHEY, FL, 346...

Community: Timber Oaks

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

Questions? Call us: (727) 800-3371

Key Vista Villas

2211 PLEASANT HILL LN, HOLIDAY, FL, 3469..., Holiday, FL 34691

$325,000

2 beds

2 baths

1,500 sq ft

Villa

2211 PLEASANT HILL LN, HOLIDAY, FL, 3469...

Community: Key Vista Villas

Highland Lakes on Lake Tarpon

2955 BRIAR CLIFF DR, PALM HARBOR, FL, 34..., Palm Harbor, FL 34684

$329,900

2 beds

2 baths

1,269 sq ft

Villa

2955 BRIAR CLIFF DR, PALM HARBOR, FL, 34...

Community: Highland Lakes on Lake Tarpon

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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Want to learn more about 55+ communities in Holiday?

Call us: (727) 800-3371

26 communities

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

26 communities near Holiday

281 homes near Holiday

2 beds

1 baths

993 sq ft

Condo

3 beds

3 baths

2,100 sq ft

House

2 beds

2 baths

1,105 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

3 beds

2 baths

1,732 sq ft

House

1 beds

1 baths

565 sq ft

Condo

2 beds

2 baths

1,360 sq ft

Condo

3 beds

2 baths

1,677 sq ft

House

3 beds

2 baths

1,610 sq ft

House

2 beds

2 baths

1,689 sq ft

House

2 beds

2 baths

1,454 sq ft

House

3 beds

2 baths

1,944 sq ft

House

2 beds

2 baths

1,400 sq ft

Villa

2 beds

2 baths

1,250 sq ft

Condo

2 beds

2 baths

2,072 sq ft

House

2 beds

2 baths

1,341 sq ft

Villa

2 beds

2 baths

1,668 sq ft

House

2 beds

2 baths

960 sq ft

Villa

2 beds

2 baths

1,011 sq ft

Condo

2 beds