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

4.7 rating (13 reviews)

Heritage Springs

$200ks - $500ks

Heritage Springs, Trinity, FL

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

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

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)

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

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.

Edgewater Arms

$400ks - $600ks

Edgewater Arms, Dunedin, FL

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

2 rating (1 reviews)

Beacon Lakes

$100ks

Beacon Lakes, New Port Richey, FL

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

Key Vista Villas

$300ks

Key Vista Villas, Holiday, FL

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

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

Questions? Call us: (727) 800-3371

Esplanade at Starkey Ranc...

$300ks - $700ks

Esplanade at Starkey Ranc..., Odessa, FL

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

Briar Patch

$100ks

Briar Patch, New Port Richey, FL

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

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

Questions? Call us: (727) 800-3371

Patrician Oaks

$100ks

Patrician Oaks, Dunedin, FL

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

Pinehurst Village

$100ks

Pinehurst Village, Dunedin, FL

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

Anchorage

$200ks - $300ks

Anchorage, Palm Harbor, FL

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

Imperial Pines Condominiu...

$100ks - $200ks

Imperial Pines Condominiu..., Clearwater, FL

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

Heather Ridge

$100ks - $200ks

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

Heather Hills Villas

$100ks

Heather Hills Villas, Dunedin, FL

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

Scotsdale Cluster Condomi...

$200ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

Country Oaks

$100ks

Country Oaks, Hudson, FL

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

Linkside Village

$200ks

Linkside Village, Port Richey, FL

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

4645 TIBURON DR, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34655

$228,000

2 beds

2 baths

1,262 sq ft

House

4645 TIBURON DR, NEW PORT RICHEY, FL, 34...

Community: Heritage Lake

New Summertree

11150 PARADISE POINT WAY, NEW PORT RICHE..., New Port Richey, FL 34654

$314,900

3 beds

2 baths

1,558 sq ft

House

11150 PARADISE POINT WAY, NEW PORT RICHE...

Community: Summertree

New Timber Oaks

11308 VERSAILLES LN C, PORT RICHEY, FL, ..., Port Richey, FL 34668

$199,900

2 beds

2 baths

1,171 sq ft

Condo

11308 VERSAILLES LN C, PORT RICHEY, FL, ...

Community: Timber Oaks

New Heather Lake Condominiums

960 VIRGINIA ST 207, DUNEDIN, FL, 34698, Dunedin, FL 34698

$83,000

1 beds

1 baths

800 sq ft

Condo

960 VIRGINIA ST 207, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

New Heather Lake Condominiums

946 VIRGINIA ST 104- J, DUNEDIN, FL, 346..., Dunedin, FL 34698

$109,900

1 beds

1 baths

770 sq ft

Condo

946 VIRGINIA ST 104- J, DUNEDIN, FL, 346...

Community: Heather Lake Condominiums

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 Scotsdale Cluster Condominiums

1400 CARLISLE CT 1262, DUNEDIN, FL, 3469..., Dunedin, FL 34698

$369,000

2 beds

2 baths

1,110 sq ft

Condo

1400 CARLISLE CT 1262, DUNEDIN, FL, 3469...

Community: Scotsdale Cluster Condominiums

New Edgewater Arms

620 EDGEWATER DRS 103, DUNEDIN, FL, 3469..., Dunedin, FL 34698

$275,000

1 beds

1 baths

840 sq ft

Condo

620 EDGEWATER DRS 103, DUNEDIN, FL, 3469...

Community: Edgewater Arms

New Highland Lakes on Lake Tarpon

1194 ROYAL BLVD, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$499,000

3 beds

2 baths

1,820 sq ft

Halfplex

1194 ROYAL BLVD, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

New Royal Stewart Arms

7 ELGIN PL 301, DUNEDIN, FL, 34698, Dunedin, FL 34698

$349,000

2 beds

2 baths

1,181 sq ft

Condo

7 ELGIN PL 301, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Highland Lakes on Lake Tarpon

3132 BRUNSWICK CIR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$489,900

3 beds

2 baths

1,858 sq ft

House

3132 BRUNSWICK CIR, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

1446 QUEEN ANNE BLVD, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$350,000

2 beds

2 baths

1,296 sq ft

House

1446 QUEEN ANNE BLVD, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Patrician Oaks

820 VIRGINIA ST 206, DUNEDIN, FL, 34698, Dunedin, FL 34698

$134,000

2 beds

1 baths

1,004 sq ft

Condo

820 VIRGINIA ST 206, DUNEDIN, FL, 34698

Community: Patrician Oaks

Royal Stewart Arms

7 DUNOON PL 104, DUNEDIN, FL, 34698, Dunedin, FL 34698

$340,000

2 beds

2 baths

1,141 sq ft

Condo

7 DUNOON PL 104, 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

Esplanade at Starkey Ranch

11414 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556

$785,000

4 beds

3 baths

2,466 sq ft

House

11414 JUGLANS DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Summertree

11515 SCOTCH PINE DR, NEW PORT RICHEY, F..., New Port Richey, FL 34654

$230,000

2 beds

2 baths

1,038 sq ft

House

11515 SCOTCH PINE DR, NEW PORT RICHEY, F...

Community: Summertree

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

Questions? Call us: (727) 800-3371

Green Dolphin

2014 GOLFVIEW DR 2014, TARPON SPRINGS, F..., Tarpon Springs, FL 34689

$244,900

3 beds

2 baths

1,560 sq ft

Condo

2014 GOLFVIEW DR 2014, TARPON SPRINGS, F...

Community: Green Dolphin

Royal Stewart Arms

8 GLENCOE PL 105, DUNEDIN, FL, 34698, Dunedin, FL 34698

$215,000

1 beds

1 baths

948 sq ft

Condo

8 GLENCOE PL 105, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Timber Oaks

11341 DOLLAR LAKE DR 1, PORT RICHEY, FL,..., Port Richey, FL 34668

$194,777

2 beds

2 baths

1,100 sq ft

Condo

11341 DOLLAR LAKE DR 1, PORT RICHEY, FL,...

Community: Timber Oaks

Heritage Lake

4712 COACHMEN RD, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34655

$289,000

2 beds

2 baths

1,360 sq ft

House

4712 COACHMEN RD, NEW PORT RICHEY, FL, 3...

Community: Heritage Lake

Timber Greens

9525 SPRINGMEADOW DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$375,000

3 beds

2 baths

1,932 sq ft

House

9525 SPRINGMEADOW DR, NEW PORT RICHEY, F...

Community: Timber Greens

Patrician Oaks

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

$150,000

1 beds

1 baths

790 sq ft

Condo

870 VIRGINIA ST 105, DUNEDIN, FL, 34698

Villa

6424 REMUS DR, NEW PORT RICHEY, FL, 3465...

House

1643 LAKESTONE DR, TRINITY, FL, 34655

Condo

11210 DOLLAR LAKE DR 2, PORT RICHEY, FL,...

House

11129 KISKADEE CIR, NEW PORT RICHEY, FL,...

Community: Summertree

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

Questions? Call us: (727) 800-3371

Heritage Springs

1237 RAMBLING VINE CT, TRINITY, FL, 3465..., Trinity, FL 34655

$585,000

3 beds

2 baths

2,409 sq ft

House

1237 RAMBLING VINE CT, TRINITY, FL, 3465...

Community: Heritage Springs

Imperial Pines Condominiums

3078 EASTLAND BLVD 411, CLEARWATER, FL, ..., Clearwater, FL 33761

$179,900

1 beds

1 baths

870 sq ft

Condo

3078 EASTLAND BLVD 411, CLEARWATER, FL, ...

Community: Imperial Pines Condominiums

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

296 homes near Holiday

2 beds

2 baths

1,262 sq ft

House

3 beds

2 baths

1,558 sq ft

House

2 beds

2 baths

1,171 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

1 beds

1 baths

770 sq ft

Condo

2 beds

2 baths

1,110 sq ft

Condo

1 beds

1 baths

840 sq ft

Condo

3 beds

2 baths

1,820 sq ft

Halfplex

2 beds

2 baths

1,181 sq ft

Condo

3 beds

2 baths

1,858 sq ft

House

2 beds

2 baths

1,296 sq ft

House

2 beds

1 baths

1,004 sq ft

Condo

2 beds

2 baths

1,141 sq ft

Condo

4 beds

3 baths

2,466 sq ft

House

2 beds

2 baths

1,038 sq ft

House

3 beds

2 baths

1,560 sq ft

Condo

1 beds

1 baths

948 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,360 sq ft

House

3 beds