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

28 communities near Holiday

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5 rating (1 reviews)

Timber Oaks

<$100k - $200ks

Timber Oaks, Port Richey, FL

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

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

Heritage Lake

$100ks - $200ks

Heritage Lake, New Port Richey, FL

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

Summertree

$200ks - $300ks

Summertree, New Port Richey, FL

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

Want to learn more about 55+ 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

Heather Lake Condominiums

$100ks

Heather Lake Condominiums, Dunedin, FL

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

5 rating (2 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

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.

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 - $600ks

Edgewater Arms, Dunedin, FL

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

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

Pinehurst Village

$100ks

Pinehurst Village, Dunedin, FL

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

Victoria Lakes

$800ks - $1Ms

Victoria Lakes, Odessa, FL

New Construction | Age-targeted | Built 2025 - present | 166 homes

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

Questions? Call us: (727) 800-3371

Key Vista Villas

$300ks

Key Vista Villas, Holiday, FL

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

Patrician Oaks

$100ks

Patrician Oaks, Dunedin, FL

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

Imperial Pines Condominiu...

$100ks - $200ks

Imperial Pines Condominiu..., Clearwater, FL

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

Anchorage

$200ks - $300ks

Anchorage, Palm Harbor, FL

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

Country Oaks

$100ks

Country Oaks, Hudson, FL

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

New Port Corners

$200ks - $500ks

New Port Corners, New Port Richey, FL

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

Scotsdale Cluster Condomi...

$200ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

Linkside Village

$200ks

Linkside Village, Port Richey, FL

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

Soleta at Starkey Ranch

$500ks - $600ks

Soleta at Starkey Ranch, Odessa, FL

8423 PEBBLE DR, PORT RICHEY, FL, 34668

Community: Timber Oaks

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Questions? Call us: (727) 800-3371

New Linkside Village

$238,000

2 beds

2 baths

1,646 sq ft

Condo

8423 PEBBLE DR, PORT RICHEY, FL, 34668

Community: Linkside Village

New Highland Lakes on Lake Tarpon

2211 LARK CIR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$159,000

2 beds

2 baths

1,230 sq ft

Condo

2211 LARK CIR D, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

New Beacon Lakes

3843 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652

$150,000

2 beds

2 baths

1,144 sq ft

Condo

3843 LIGHTHOUSE WAY, NEW PORT RICHEY, FL...

Community: Beacon Lakes

New Timber Oaks

11436 VERSAILLES LN, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$189,000

2 beds

2 baths

1,353 sq ft

Condo

11436 VERSAILLES LN, PORT RICHEY, FL, 34...

Community: Timber Oaks

New Green Dolphin

1250 S PINELLAS AVE 511, TARPON SPRINGS,..., Tarpon Springs, FL 34689

$82,400

1 beds

1 baths

565 sq ft

Condo

1250 S PINELLAS AVE 511, TARPON SPRINGS,...

Community: Green Dolphin

New Timber Oaks

10819 LOS SANTOS DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$250,000

2 beds

2 baths

1,107 sq ft

House

10819 LOS SANTOS DR, PORT RICHEY, FL, 34...

Community: Timber Oaks

New Heritage Springs

10924 RAIN HOLLOW CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$449,000

3 beds

2 baths

2,582 sq ft

House

10924 RAIN HOLLOW CT, NEW PORT RICHEY, F...

Community: Heritage Springs

Heritage Lake

4739 CARRINGTON CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$199,990

2 beds

2 baths

1,261 sq ft

Condo

4739 CARRINGTON CT, NEW PORT RICHEY, FL,...

Community: Heritage Lake

Heather Ridge

2207 MARSHALL DR, DUNEDIN, FL, 34698, Dunedin, FL 34698

$325,000

2 beds

2 baths

1,400 sq ft

Villa

2207 MARSHALL DR, DUNEDIN, FL, 34698

Community: Heather Ridge

Esplanade at Starkey Ranch

11301 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556

$605,000

3 beds

2 baths

1,923 sq ft

House

11301 JUGLANS DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Heritage Lake

4949 BOSTONIAN LOOP, NEW PORT RICHEY, FL..., New Port Richey, FL 34655

$274,900

2 beds

2 baths

1,485 sq ft

Condo

4949 BOSTONIAN LOOP, NEW PORT RICHEY, FL...

Community: Heritage Lake

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

Questions? Call us: (727) 800-3371

Heritage Springs

11421 STRATHAVEN CT, TRINITY, FL, 34655, Trinity, FL 34655

$600,000

3 beds

3 baths

2,494 sq ft

House

11421 STRATHAVEN CT, TRINITY, FL, 34655

Community: Heritage Springs

Timber Oaks

11140 CARRIAGE HILL DR 4, PORT RICHEY, F..., Port Richey, FL 34668

$106,500

1 beds

1 baths

714 sq ft

Condo

11140 CARRIAGE HILL DR 4, PORT RICHEY, F...

Community: Timber Oaks

Heritage Lake

4809 WAKEFIELD CT, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$219,900

2 beds

2 baths

1,311 sq ft

Villa

4809 WAKEFIELD CT, NEW PORT RICHEY, FL, ...

Community: Heritage Lake

Timber Oaks

10550 CALICO LOOP, PORT RICHEY, FL, 3466..., Port Richey, FL 34668

$199,900

2 beds

2 baths

1,534 sq ft

House

10550 CALICO LOOP, PORT RICHEY, FL, 3466...

Community: Timber Oaks

Heather Lake Condominiums

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

$143,000

2 beds

1 baths

1,028 sq ft

Condo

952 VIRGINIA ST 207, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Highland Lakes on Lake Tarpon

1339 QUEEN ANNE DR C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$242,500

2 beds

2 baths

1,000 sq ft

Condo

1339 QUEEN ANNE DR C, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Timber Oaks

8405 DIVOT WAY, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$229,900

2 beds

2 baths

1,522 sq ft

House

8405 DIVOT WAY, PORT RICHEY, FL, 34668

Community: Timber Oaks

Heritage Springs

1553 ARLINGTON OAKS CT, NEW PORT RICHEY,..., New Port Richey, FL 34655

$320,000

2 beds

2 baths

1,373 sq ft

Villa

1553 ARLINGTON OAKS CT, NEW PORT RICHEY,...

Community: Heritage Springs

Scotsdale Cluster Condominiums

1275 STONEHAVEN LN, DUNEDIN, FL, 34698, Dunedin, FL 34698

$350,000

2 beds

2 baths

1,110 sq ft

Villa

1275 STONEHAVEN LN, DUNEDIN, FL, 34698

Community: Scotsdale Cluster Condominiums

Timber Oaks

11512 VERSAILLES LN 11512, PORT RICHEY, ..., Port Richey, FL 34668

$199,000

2 beds

2 baths

1,237 sq ft

Condo

11512 VERSAILLES LN 11512, PORT RICHEY, ...

Community: Timber Oaks

Summertree

11602 WHITE ASH DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654

$299,900

2 beds

2 baths

1,414 sq ft

House

11602 WHITE ASH 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

Heritage Springs

12146 WALSTONE CT, TRINITY, FL, 34655, Trinity, FL 34655

$599,000

4 beds

3 baths

2,706 sq ft

House

12146 WALSTONE CT, TRINITY, FL, 34655

Community: Heritage Springs

Timber Oaks

11231 DOLLAR LAKE DR 6, PORT RICHEY, FL,..., Port Richey, FL 34668

$130,000

2 beds

2 baths

1,210 sq ft

Condo

11231 DOLLAR LAKE DR 6, PORT RICHEY, FL,...

Community: Timber Oaks

Summertree

11156 MERGANSER WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34654

$349,900

3 beds

2 baths

1,952 sq ft

House

11156 MERGANSER WAY, NEW PORT RICHEY, FL...

Community: Summertree

Esplanade at Starkey Ranch

3118 FORSYTHIA DR, ODESSA, FL, 33556, Odessa, FL 33556

$779,000

3 beds

3 baths

2,398 sq ft

House

3118 FORSYTHIA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Green Dolphin

1206 PALM DR, TARPON SPRINGS, FL, 34689, Tarpon Springs, FL 34689

$200,000

2 beds

2 baths

1,375 sq ft

Villa

1206 PALM DR, TARPON SPRINGS, FL, 34689

Community: Green Dolphin

Timber Greens

9419 GREEN NEEDLE DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$319,000

2 beds

2 baths

1,480 sq ft

Villa

9419 GREEN NEEDLE DR, NEW PORT RICHEY, F...

Community: Timber Greens

Heritage Springs

12021 FERN TERRACE CT, TRINITY, FL, 3465..., Trinity, FL 34655

$395,000

3 beds

2 baths

2,032 sq ft

House

12021 FERN TERRACE CT, TRINITY, FL, 3465...

Community: Heritage Springs

Heather Hills Villas

830 CAMBRIDGE CT, DUNEDIN, FL, 34698, Dunedin, FL 34698

$225,000

2 beds

2 baths

999 sq ft

Villa

830 CAMBRIDGE CT, DUNEDIN, FL, 34698

Community: Heather Hills Villas

Highland Lakes on Lake Tarpon

2958 DUNDEE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$449,000

2 beds

2 baths

1,612 sq ft

House

2958 DUNDEE DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

1308 GILLESPIE DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$524,900

2 beds

2 baths

1,418 sq ft

House

1308 GILLESPIE DR, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

Esplanade at Starkey Ranch

11108 CALLUNA DR, ODESSA, FL, 33556, Odessa, FL 33556

$749,000

3 beds

3 baths

2,295 sq ft

House

11108 CALLUNA 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

Heather Lake Condominiums

970 VIRGINIA ST 103, DUNEDIN, FL, 34698, Dunedin, FL 34698

$89,900

1 beds

1 baths

795 sq ft

Condo

970 VIRGINIA ST 103, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Beacon Lakes

4015 DAVIT DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34652

$155,000

2 beds

2 baths

1,144 sq ft

Condo

4015 DAVIT DR, NEW PORT RICHEY, FL, 3465...

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 346 days. The average price of homes for sale in this community is approximately $346,102, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Key Vista Villas average around $346,102.

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28 communities

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

28 communities near Holiday

282 homes near Holiday

2 beds

2 baths

1,135 sq ft

Condo

2 beds

2 baths

1,332 sq ft

Condo

2 beds

2 baths

1,240 sq ft

Condo

2 beds

2 baths

1,376 sq ft

Condo

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

1,230 sq ft

Condo

2 beds

2 baths

1,144 sq ft

Condo

2 beds

2 baths

1,353 sq ft

Condo

1 beds

1 baths

565 sq ft

Condo

2 beds

2 baths

1,107 sq ft

House

3 beds

2 baths

2,582 sq ft

House

2 beds

2 baths

1,261 sq ft

Condo

2 beds

2 baths

1,400 sq ft

Villa

3 beds

2 baths

1,923 sq ft

House

2 beds

2 baths

1,485 sq ft

Condo

3 beds

3 baths

2,494 sq ft

House

1 beds

1 baths

714 sq ft

Condo

2 beds

2 baths

1,311 sq ft

Villa

2 beds