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

26 communities near Holiday

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Key Vista Villas

$300Ks - $300Ks

Key Vista Villas, Holiday, FL

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

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

4.7 rating (13 reviews)

Heritage Springs

$300Ks - $500Ks

Heritage Springs, Trinity, FL

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

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

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

Questions? Call us: (727) 800-3371

Summertree

$100Ks - $300Ks

Summertree, New Port Richey, FL

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

Esplanade at Starkey Ranc...

$400Ks - $1Ms

Esplanade at Starkey Ranc..., Odessa, FL

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

3.3 rating (3 reviews)

Royal Stewart Arms

$200Ks - $300Ks

Royal Stewart Arms, Dunedin, FL

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

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.

Green Dolphin

<$100k - $200Ks

Green Dolphin, Tarpon Springs, FL

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

Anchorage

$300Ks - $400Ks

Anchorage, Palm Harbor, FL

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

Heather Ridge

$100Ks - $100Ks

Heather Ridge, Dunedin, FL

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

Pinehurst Village

$100Ks - $200Ks

Pinehurst Village, Dunedin, FL

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

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

Questions? Call us: (727) 800-3371

2 rating (1 reviews)

Beacon Lakes

$100Ks - $100Ks

Beacon Lakes, New Port Richey, FL

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

Edgewater Arms

$400Ks - $1Ms

Edgewater Arms, Dunedin, FL

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

Heather Lake Condominiums

$100Ks - $200Ks

Heather Lake Condominiums, Dunedin, FL

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

Briar Patch

$100Ks - $200Ks

Briar Patch, New Port Richey, FL

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

Imperial Pines Condominiu...

$100Ks - $200Ks

Imperial Pines Condominiu..., Clearwater, FL

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

Scotsdale Cluster Condomi...

$300Ks - $300Ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

Patrician Oaks

<$100k - $100Ks

Patrician Oaks, Dunedin, FL

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

Linkside Village

$100Ks - $200Ks

Linkside Village, Port Richey, FL

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

Heather Hills Villas

$100Ks - $200Ks

Heather Hills Villas, Dunedin, FL

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

Country Oaks

$100Ks - $100Ks

Country Oaks, Hudson, FL

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

Want to learn more about 55+ 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

Heritage Springs

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

$425,000

3 beds

2 baths

1,773 sq ft

House

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

Community: Heritage Springs

Heritage Springs

$425,000

3 beds

2 baths

1,773 sq ft

House

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

Community: Heritage Springs

Key Vista Villas

2735 PLANTAIN DR, HOLIDAY, FL, 34691, Holiday, FL 34691

$329,900

2 beds

2 baths

1,555 sq ft

House

2735 PLANTAIN DR, HOLIDAY, FL, 34691

Community: Key Vista Villas

Key Vista Villas

$329,900

2 beds

2 baths

1,555 sq ft

House

2735 PLANTAIN DR, HOLIDAY, FL, 34691

Community: Key Vista Villas

Highland Lakes on Lake Tarpon

2738 SHERBROOKE LN C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$164,900

1 beds

2 baths

814 sq ft

Villa

2738 SHERBROOKE LN C, PALM HARBOR, FL, 3...

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

$164,900

1 beds

2 baths

814 sq ft

Villa

2738 SHERBROOKE LN C, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Key Vista Villas

2514 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691

$349,900

2 beds

2 baths

1,555 sq ft

House

2514 SANDY HILL CT, HOLIDAY, FL, 34691

Community: Key Vista Villas

Key Vista Villas

$349,900

2 beds

2 baths

1,555 sq ft

House

2514 SANDY HILL CT, HOLIDAY, FL, 34691

Community: Key Vista Villas

Heritage Lake

9902 SAINT JOSEPH CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$325,000

2 beds

2 baths

1,747 sq ft

House

9902 SAINT JOSEPH CT, NEW PORT RICHEY, F...

Community: Heritage Lake

Heritage Lake

$325,000

2 beds

2 baths

1,747 sq ft

House

9902 SAINT JOSEPH CT, NEW PORT RICHEY, F...

Community: Heritage Lake

Timber Oaks

11241 VERSAILLES LN, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$169,900

2 beds

2 baths

1,037 sq ft

Condo

11241 VERSAILLES LN, PORT RICHEY, FL, 34...

Community: Timber Oaks

Timber Oaks

$169,900

2 beds

2 baths

1,037 sq ft

Condo

11241 VERSAILLES LN, PORT RICHEY, FL, 34...

Community: Timber Oaks

Timber Greens

6622 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$424,500

3 beds

2 baths

1,944 sq ft

House

6622 PINE WALK DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

Timber Greens

$424,500

3 beds

2 baths

1,944 sq ft

House

6622 PINE WALK DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

Timber Greens

9500 GREEN NEEDLE DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$359,000

2 beds

2 baths

1,213 sq ft

House

9500 GREEN NEEDLE DR, NEW PORT RICHEY, F...

Community: Timber Greens

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

Questions? Call us: (727) 800-3371

Timber Greens

$359,000

2 beds

2 baths

1,213 sq ft

House

9500 GREEN NEEDLE DR, NEW PORT RICHEY, F...

Community: Timber Greens

Highland Lakes on Lake Tarpon

2828 SHERBROOKE LN C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$184,500

1 beds

2 baths

814 sq ft

Condo

2828 SHERBROOKE LN C, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

$184,500

1 beds

2 baths

814 sq ft

Condo

2828 SHERBROOKE LN C, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Green Dolphin

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

$125,000

1 beds

1 baths

669 sq ft

Condo

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

Community: Green Dolphin

Green Dolphin

$125,000

1 beds

1 baths

669 sq ft

Condo

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

Community: Green Dolphin

Royal Stewart Arms

9 FORBES PL 205, DUNEDIN, FL, 34698, Dunedin, FL 34698

$269,900

2 beds

2 baths

975 sq ft

Condo

9 FORBES PL 205, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Royal Stewart Arms

$269,900

2 beds

2 baths

975 sq ft

Condo

9 FORBES PL 205, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Pine Ridge at Palm Harbor

2642 PINE RIDGE WAY D2, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$149,900

1 beds

1 baths

805 sq ft

Condo

2642 PINE RIDGE WAY D2, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

Pine Ridge at Palm Harbor

$149,900

1 beds

1 baths

805 sq ft

Condo

2642 PINE RIDGE WAY D2, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

Heather Lake Condominiums

940 VIRGINIA ST 304, DUNEDIN, FL, 34698, Dunedin, FL 34698

$137,000

1 beds

1 baths

760 sq ft

Condo

940 VIRGINIA ST 304, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

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

Questions? Call us: (727) 800-3371

Pinehurst Village

1701 PINEHURST RD 29D, DUNEDIN, FL, 3469..., Dunedin, FL 34698

$143,900

1 beds

1 baths

645 sq ft

Villa

1701 PINEHURST RD 29D, DUNEDIN, FL, 3469...

Community: Pinehurst Village

Pinehurst Village

$143,900

1 beds

1 baths

645 sq ft

Villa

1701 PINEHURST RD 29D, DUNEDIN, FL, 3469...

Community: Pinehurst Village

Timber Greens

9713 SWEEPING VIEW DR, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$314,999

2 beds

2 baths

1,640 sq ft

Villa

9713 SWEEPING VIEW DR, NEW PORT RICHEY, ...

Community: Timber Greens

Timber Greens

$314,999

2 beds

2 baths

1,640 sq ft

Villa

9713 SWEEPING VIEW DR, NEW PORT RICHEY, ...

Community: Timber Greens

Heritage Lake

4635 GAZEBO CT, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34655

$295,000

2 beds

2 baths

1,646 sq ft

House

4635 GAZEBO CT, NEW PORT RICHEY, FL, 346...

Community: Heritage Lake

Heritage Lake

$295,000

2 beds

2 baths

1,646 sq ft

House

4635 GAZEBO CT, NEW PORT RICHEY, FL, 346...

Community: Heritage Lake

Esplanade at Starkey Ranch

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

$469,000

2 beds

2 baths

1,689 sq ft

House

3312 FRANCOA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Esplanade at Starkey Ranch

$469,000

2 beds

2 baths

1,689 sq ft

House

3312 FRANCOA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Beacon Lakes

4423 PELORUS DR B, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34652

$150,000

2 beds

2 baths

1,144 sq ft

Condo

4423 PELORUS DR B, NEW PORT RICHEY, FL, ...

Community: Beacon Lakes

Beacon Lakes

$150,000

2 beds

2 baths

1,144 sq ft

Condo

4423 PELORUS DR B, NEW PORT RICHEY, FL, ...

Community: Beacon Lakes

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

Questions? Call us: (727) 800-3371

Timber Oaks

11543 ORLEANS LN # 11543, PORT RICHEY, F..., Port Richey, FL 34668

$238,000

2 beds

2 baths

993 sq ft

Condo

11543 ORLEANS LN # 11543, PORT RICHEY, F...

Community: Timber Oaks

Timber Oaks

$238,000

2 beds

2 baths

993 sq ft

Condo

11543 ORLEANS LN # 11543, PORT RICHEY, F...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2320 SHELLY DR B, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$219,900

2 beds

2 baths

918 sq ft

Condo

2320 SHELLY DR B, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

$219,900

2 beds

2 baths

918 sq ft

Condo

2320 SHELLY DR B, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Timber Greens

9609 BROOKDALE DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$385,000

2 beds

2 baths

1,642 sq ft

House

9609 BROOKDALE DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

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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 near Holiday

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

26 communities near Holiday

614 homes near Holiday

3 beds

2 baths

1,773 sq ft

House

3 beds

2 baths

1,773 sq ft

House

2 beds

2 baths

1,555 sq ft

House

2 beds

2 baths

1,555 sq ft

House

1 beds

2 baths

814 sq ft

Villa

1 beds

2 baths

814 sq ft

Villa

2 beds

2 baths

1,555 sq ft

House

2 beds

2 baths

1,555 sq ft

House

2 beds

2 baths

1,747 sq ft

House

2 beds

2 baths

1,747 sq ft

House

2 beds

2 baths

1,037 sq ft

Condo

2 beds

2 baths

1,037 sq ft

Condo

3 beds

2 baths

1,944 sq ft

House

3 beds

2 baths

1,944 sq ft

House

2 beds

2 baths

1,213 sq ft

House

2 beds

2 baths

1,213 sq ft

House

1 beds

2 baths

814 sq ft

Condo

1 beds

2 baths

814 sq ft

Condo

1 beds

1 baths

669 sq ft

Condo

1 beds