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

27 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

4.7 rating (13 reviews)

Heritage Springs

$200ks - $500ks

Heritage Springs, Trinity, FL

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

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

Questions? Call us: (727) 800-3371

Summertree

$200ks - $300ks

Summertree, New Port Richey, FL

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

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

Edgewater Arms

$400ks - $600ks

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.

Briar Patch

$100ks

Briar Patch, New Port Richey, FL

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

Esplanade at Starkey Ranc...

$300ks - $700ks

Esplanade at Starkey Ranc..., Odessa, FL

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

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

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

Heather Ridge

$100ks - $200ks

Heather Ridge, Dunedin, FL

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

Pinehurst Village

$100ks

Pinehurst Village, Dunedin, FL

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

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

New Port Corners

$200ks - $500ks

New Port Corners, New Port Richey, FL

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

Soleta at Starkey Ranch

$500ks - $600ks

Soleta at Starkey Ranch, Odessa, FL

New Construction | Age-targeted | Built 2023 - present | 139 homes

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

3271 MCMATH DR, PALM HARBOR, FL, 34684

Condo

4866 ENFIELD CT 17, 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

Timber Greens

9519 SCENIC PINE CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655

$299,000

2 beds

2 baths

1,282 sq ft

House

9519 SCENIC PINE CT, NEW PORT RICHEY, FL...

Community: Timber Greens

Timber Oaks

8634 WINDING WOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668

$215,000

2 beds

2 baths

1,112 sq ft

House

8634 WINDING WOOD DR, PORT RICHEY, FL, 3...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

3472 MACLAREN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$319,900

2 beds

2 baths

1,289 sq ft

Villa

3472 MACLAREN DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Heritage Springs

1015 FLORA VISTA ST, TRINITY, FL, 34655, Trinity, FL 34655

$370,000

2 beds

2 baths

1,655 sq ft

Villa

1015 FLORA VISTA ST, TRINITY, FL, 34655

Community: Heritage Springs

Timber Greens

6240 FAIRSKIES DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$362,000

2 beds

2 baths

1,558 sq ft

Villa

6240 FAIRSKIES DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

Timber Oaks

11130 CARRIAGE HILL DR 1, PORT RICHEY, F..., Port Richey, FL 34668

$124,900

2 beds

2 baths

954 sq ft

Condo

11130 CARRIAGE HILL DR 1, PORT RICHEY, F...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

3251 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$299,000

2 beds

2 baths

1,332 sq ft

Villa

3251 MCMATH DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Green Dolphin

1250 S PINELLAS AVE 910, TARPON SPRINGS,..., Tarpon Springs, FL 34689

$89,000

1 beds

1 baths

669 sq ft

Condo

1250 S PINELLAS AVE 910, TARPON SPRINGS,...

Community: Green Dolphin

Timber Oaks

11220 ELDERBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$244,900

2 beds

2 baths

1,347 sq ft

House

11220 ELDERBERRY DR, PORT RICHEY, FL, 34...

Community: Timber Oaks

Royal Stewart Arms

1 GATESHEAD DR B108, DUNEDIN, FL, 34698, Dunedin, FL 34698

$225,000

1 beds

1 baths

606 sq ft

Condo

1 GATESHEAD DR B108, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Village on the Green

2572 LAURELWOOD DR 12A, CLEARWATER, FL, ..., Clearwater, FL 33763

$264,900

2 beds

2 baths

980 sq ft

Villa

2572 LAURELWOOD DR 12A, CLEARWATER, FL, ...

Community: Village on the Green

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

Questions? Call us: (727) 800-3371

Heather Lake Condominiums

970 VIRGINIA ST 107, DUNEDIN, FL, 34698, Dunedin, FL 34698

$145,000

2 beds

1 baths

965 sq ft

Condo

970 VIRGINIA ST 107, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Heritage Lake

4817 GRIST MILL CIR 4817, NEW PORT RICHE..., New Port Richey, FL 34655

$209,900

2 beds

2 baths

962 sq ft

Villa

4817 GRIST MILL CIR 4817, NEW PORT RICHE...

Community: Heritage Lake

Summertree

11455 GOLF ROUND DR, NEW PORT RICHEY, FL..., New Port Richey, FL 34654

$259,900

3 beds

2 baths

1,548 sq ft

Villa

11455 GOLF ROUND DR, NEW PORT RICHEY, FL...

Community: Summertree

Highland Lakes on Lake Tarpon

3157 MISSION GROVE DR, PALM HARBOR, FL, ..., Palm Harbor, FL 34684

$123,000

2 beds

1 baths

806 sq ft

Condo

3157 MISSION GROVE DR, PALM HARBOR, FL, ...

Community: Highland Lakes on Lake Tarpon

Beacon Lakes

3835 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652

$155,000

2 beds

2 baths

1,144 sq ft

Condo

3835 LIGHTHOUSE WAY, NEW PORT RICHEY, FL...

Community: Beacon Lakes

Heritage Springs

1032 DUSTAN PL, TRINITY, FL, 34655, Trinity, FL 34655

$399,000

3 beds

2 baths

1,704 sq ft

House

1032 DUSTAN PL, TRINITY, FL, 34655

Community: Heritage Springs

Timber Oaks

11541 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$159,500

2 beds

2 baths

1,152 sq ft

Condo

11541 ORLEANS LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2954 CURLING CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$295,000

2 beds

2 baths

1,069 sq ft

House

2954 CURLING CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

1472 QUEEN ANNE BLVD, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$439,000

2 beds

2 baths

1,211 sq ft

House

1472 QUEEN ANNE BLVD, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Timber Oaks

10600 SALAMANCA DR, PORT RICHEY, FL, 346..., Port Richey, FL 34668

$195,000

2 beds

2 baths

1,107 sq ft

House

10600 SALAMANCA DR, PORT RICHEY, FL, 346...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2828 HIGHLANDS BLVD A, PALM HARBOR, FL, ..., Palm Harbor, FL 34684

$249,900

2 beds

2 baths

1,000 sq ft

Condo

2828 HIGHLANDS BLVD A, PALM HARBOR, FL, ...

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

860 MACLAREN DR B, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$259,900

2 beds

2 baths

1,230 sq ft

Condo

860 MACLAREN DR B, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

Heritage Lake

9319 TROWBRIDGE CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$207,000

2 beds

2 baths

1,174 sq ft

Villa

9319 TROWBRIDGE CT, NEW PORT RICHEY, FL,...

Community: Heritage Lake

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 316 days. The average price of homes for sale in this community is approximately $346,800, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Key Vista Villas average around $346,800.

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Want to learn more about 55+ communities in Holiday?

Call us: (727) 800-3371

27 communities

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

27 communities near Holiday

277 homes near Holiday

2 beds

2 baths

866 sq ft

Condo

2 beds

2 baths

960 sq ft

Villa

2 beds

2 baths

1,569 sq ft

Villa

2 beds

2 baths

1,308 sq ft

House

2 beds

2 baths

1,332 sq ft

Villa

2 beds

2 baths

1,689 sq ft

House

2 beds

2 baths

1,112 sq ft

House

2 beds

2 baths

1,288 sq ft

House

2 beds

2 baths

1,230 sq ft

Villa

3 beds

2 baths

2,395 sq ft

House

2 beds

2 baths

1,863 sq ft

House

2 beds

2 baths

1,201 sq ft

Condo

3 beds

2 baths

1,337 sq ft

House

2 beds

2 baths

1,309 sq ft

Condo

2 beds

2 baths

1,038 sq ft

Condo

2 beds

2 baths

1,105 sq ft

Condo

2 beds

2 baths

1,282 sq ft

House

2 beds

2 baths

1,112 sq ft

House

2 beds

2 baths

1,289 sq ft

Villa

2 beds