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

306 homes 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 - $400Ks

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

No reviews yet

Timber Oaks

<$100k - $300Ks

Timber Oaks, Port Richey, FL

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

No reviews yet

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

No reviews yet

Summertree

$200Ks - $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

No reviews yet

Esplanade at Starkey Ranc...

$400Ks - $800Ks

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.

No reviews yet

Green Dolphin

$100Ks - $200Ks

Green Dolphin, Tarpon Springs, FL

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

No reviews yet

Anchorage

$200Ks - $400Ks

Anchorage, Palm Harbor, FL

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

No reviews yet

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 - $300Ks

Pine Ridge at Palm Harbor, Palm Harbor, FL

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

No reviews yet

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

No reviews yet

Edgewater Arms

$400Ks - $400Ks

Edgewater Arms, Dunedin, FL

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

No reviews yet

Heather Lake Condominiums

<$100k - $200Ks

Heather Lake Condominiums, Dunedin, FL

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

No reviews yet

Briar Patch

$100Ks - $200Ks

Briar Patch, New Port Richey, FL

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

No reviews yet

Imperial Pines Condominiu...

$100Ks - $200Ks

Imperial Pines Condominiu..., Clearwater, FL

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

No reviews yet

Scotsdale Cluster Condomi...

$300Ks - $300Ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

No reviews yet

Patrician Oaks

<$100k - $100Ks

Patrician Oaks, Dunedin, FL

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

No reviews yet

Linkside Village

$100Ks - $200Ks

Linkside Village, Port Richey, FL

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

No reviews yet

Heather Hills Villas

$100Ks - $200Ks

Heather Hills Villas, Dunedin, FL

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

No reviews yet

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

No reviews yet

New Port Corners

$200Ks - $500Ks

New Port Corners, New Port Richey, FL

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

Imperial Pines Condominiums

3078 EASTLAND BLVD UNIT 304, CLEARWATER,..., Clearwater, FL 33761

$195,000

2 beds

2 baths

1,145 sq ft

Condo

3078 EASTLAND BLVD UNIT 304, CLEARWATER,...

Community: Imperial Pines Condominiums

Heather Hills Villas

832 CAMBRIDGE CT, DUNEDIN, FL, 34698, Dunedin, FL 34698

$173,000

1 beds

1 baths

739 sq ft

Villa

832 CAMBRIDGE CT, DUNEDIN, FL, 34698

Community: Heather Hills Villas

Pinehurst Village

1701 PINEHURST RD 10F, DUNEDIN, FL, 3469..., Dunedin, FL 34698

$215,000

2 beds

2 baths

1,025 sq ft

Condo

1701 PINEHURST RD 10F, DUNEDIN, FL, 3469...

Community: Pinehurst Village

Heritage Lake

4658 WALLINGFORD CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655

$234,999

2 beds

2 baths

1,204 sq ft

Condo

4658 WALLINGFORD CT, NEW PORT RICHEY, FL...

Community: Heritage Lake

Heritage Lake

9529 BUNKER HILL CT # 9529, NEW PORT RIC..., New Port Richey, FL 34655

$149,000

2 beds

2 baths

1,138 sq ft

Condo

9529 BUNKER HILL CT # 9529, NEW PORT RIC...

Community: Heritage Lake

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

Questions? Call us: (727) 800-3371

Heritage Springs

1055 BLYTH HILL CT, TRINITY, FL, 34655, Trinity, FL 34655

$387,000

2 beds

2 baths

1,609 sq ft

Villa

1055 BLYTH HILL CT, TRINITY, FL, 34655

Community: Heritage Springs

Imperial Pines Condominiums

3076 EASTLAND BLVD UNIT 111, CLEARWATER,..., Clearwater, FL 33761

$189,900

2 beds

2 baths

1,250 sq ft

Condo

3076 EASTLAND BLVD UNIT 111, CLEARWATER,...

Community: Imperial Pines Condominiums

Green Dolphin

1306 GOLFVIEW DR # 1306, TARPON SPRINGS,..., Tarpon Springs, FL 34689

$190,000

2 beds

2 baths

1,240 sq ft

Villa

1306 GOLFVIEW DR # 1306, TARPON SPRINGS,...

Community: Green Dolphin

Timber Oaks

11231 DOLLAR LAKE DR APT 1, PORT RICHEY,..., Port Richey, FL 34668

$145,000

2 beds

2 baths

1,210 sq ft

Condo

11231 DOLLAR LAKE DR APT 1, PORT RICHEY,...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

1163 ORANGE TREE CIR D, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$199,900

2 beds

2 baths

960 sq ft

Villa

1163 ORANGE TREE CIR D, PALM HARBOR, FL,...

Community: Highland Lakes on Lake Tarpon

Pinehurst Village

1701 PINEHURST RD 3E, DUNEDIN, FL, 34698, Dunedin, FL 34698

$149,000

1 beds

1 baths

645 sq ft

Villa

1701 PINEHURST RD 3E, DUNEDIN, FL, 34698

Community: Pinehurst Village

Anchorage

1137 LANYARD ST, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685

$499,000

2 beds

2 baths

1,523 sq ft

House

1137 LANYARD ST, PALM HARBOR, FL, 34685

Community: Anchorage

Timber Oaks

10531 MEADOW HILL DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668

$263,900

2 beds

2 baths

1,499 sq ft

House

10531 MEADOW HILL DR, PORT RICHEY, FL, 3...

Community: Timber Oaks

Heritage Springs

1231 FLORA VISTA ST, TRINITY, FL, 34655, Trinity, FL 34655

$399,000

2 beds

2 baths

1,899 sq ft

Villa

1231 FLORA VISTA ST, TRINITY, FL, 34655

Community: Heritage Springs

Heritage Springs

1208 FLORA VISTA ST, TRINITY, FL, 34655, Trinity, FL 34655

$419,000

2 beds

2 baths

1,793 sq ft

Villa

1208 FLORA VISTA ST, TRINITY, FL, 34655

Community: Heritage Springs

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

Questions? Call us: (727) 800-3371

Highland Lakes on Lake Tarpon

1130 ORANGE TREE CIR C, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$229,000

2 beds

2 baths

960 sq ft

Villa

1130 ORANGE TREE CIR C, PALM HARBOR, FL,...

Community: Highland Lakes on Lake Tarpon

Pinehurst Village

1701 PINEHURST RD 17G, DUNEDIN, FL, 3469..., Dunedin, FL 34698

$242,000

2 beds

2 baths

875 sq ft

Condo

1701 PINEHURST RD 17G, DUNEDIN, FL, 3469...

Community: Pinehurst Village

Country Oaks

7745 EUREKA DR # 7745, HUDSON, FL, 34667, Hudson, FL 34667

$119,900

2 beds

2 baths

1,210 sq ft

Condo

7745 EUREKA DR # 7745, HUDSON, FL, 34667

Community: Country Oaks

Pinehurst Village

1701 PINEHURST RD 9H, DUNEDIN, FL, 34698, Dunedin, FL 34698

$259,900

2 beds

2 baths

1,025 sq ft

Condo

1701 PINEHURST RD 9H, DUNEDIN, FL, 34698

Community: Pinehurst Village

Timber Greens

9739 BROOKDALE DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$350,000

2 beds

2 baths

1,396 sq ft

Villa

9739 BROOKDALE DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

Highland Lakes on Lake Tarpon

3150 MISSION GROVE DR # 3150, PALM HARBO..., Palm Harbor, FL 34684

$159,000

2 beds

2 baths

866 sq ft

Condo

3150 MISSION GROVE DR # 3150, PALM HARBO...

Community: Highland Lakes on Lake Tarpon

Timber Oaks

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

$215,000

2 beds

2 baths

1,107 sq ft

House

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

Community: Timber Oaks

Summertree

11501 BLOOMINGTON CT, NEW PORT RICHEY, F..., New Port Richey, FL 34654

$349,500

3 beds

2 baths

1,863 sq ft

House

11501 BLOOMINGTON CT, NEW PORT RICHEY, F...

Community: Summertree

Timber Oaks

8330 HIGH POINT CIR APT 6, PORT RICHEY, ..., Port Richey, FL 34668

$234,900

2 beds

2 baths

1,210 sq ft

Condo

8330 HIGH POINT CIR APT 6, PORT RICHEY, ...

Community: Timber Oaks

Key Vista Villas

2931 WALNUT GROVE CT, HOLIDAY, FL, 34691, Holiday, FL 34691

$324,999

3 beds

2 baths

1,341 sq ft

House

2931 WALNUT GROVE CT, HOLIDAY, FL, 34691

Community: Key Vista Villas

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

Questions? Call us: (727) 800-3371

Heather Lake Condominiums

946 VIRGINIA ST APT 102, DUNEDIN, FL, 34..., Dunedin, FL 34698

$137,000

2 beds

1 baths

1,010 sq ft

Condo

946 VIRGINIA ST APT 102, DUNEDIN, FL, 34...

Community: Heather Lake Condominiums

Highland Lakes on Lake Tarpon

1012 DUNROBIN DR D, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$275,000

2 beds

2 baths

1,230 sq ft

Condo

1012 DUNROBIN DR D, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

Beacon Lakes

4446 CHART CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34652

$159,000

2 beds

2 baths

1,144 sq ft

Condo

4446 CHART CT, NEW PORT RICHEY, FL, 3465...

Community: Beacon Lakes

Highland Lakes on Lake Tarpon

1090 SEVILLE DR 29, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$349,900

2 beds

2 baths

1,190 sq ft

Villa

1090 SEVILLE DR 29, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

Briar Patch

6519 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653

$199,900

2 beds

2 baths

1,072 sq ft

Villa

6519 THICKET TRL, NEW PORT RICHEY, FL, 3...

Community: Briar Patch

Heritage Lake

9142 COTSWALD WAY # 86, NEW PORT RICHEY,..., New Port Richey, FL 34655

$264,900

2 beds

2 baths

1,728 sq ft

Condo

9142 COTSWALD WAY # 86, NEW PORT RICHEY,...

Community: Heritage Lake

Heather Lake Condominiums

952 VIRGINIA ST APT 108, DUNEDIN, FL, 34..., Dunedin, FL 34698

$150,000

2 beds

1 baths

965 sq ft

Condo

952 VIRGINIA ST APT 108, DUNEDIN, FL, 34...

Community: Heather Lake Condominiums

Briar Patch

6516 REMUS DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34653

$190,000

2 beds

2 baths

964 sq ft

Villa

6516 REMUS DR, NEW PORT RICHEY, FL, 3465...

Community: Briar Patch

Timber Oaks

8111 BRADDOCK CIR 6, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$170,000

2 beds

2 baths

1,210 sq ft

Villa

8111 BRADDOCK CIR 6, PORT RICHEY, FL, 34...

Community: Timber Oaks

Village on the Green

2218 BAY BERRY LN, CLEARWATER, FL, 33763, Clearwater, FL 33763

$270,000

2 beds

2 baths

1,309 sq ft

House

2218 BAY BERRY LN, CLEARWATER, FL, 33763

Community: Village on the Green

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

Questions? Call us: (727) 800-3371

Heritage Springs

11247 WEDGEMERE DR, TRINITY, FL, 34655, Trinity, FL 34655

$453,000

3 beds

2 baths

2,734 sq ft

House

11247 WEDGEMERE DR, TRINITY, FL, 34655

Community: Heritage Springs

Summertree

11050 KISKADEE CIR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654

$375,000

3 beds

2 baths

1,881 sq ft

House

11050 KISKADEE CIR, NEW PORT RICHEY, FL,...

Community: Summertree

Timber Oaks

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

$58,500

2 beds

2 baths

954 sq ft

Condo

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

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2967 MACALPIN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$344,900

2 beds

2 baths

1,330 sq ft

House

2967 MACALPIN DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Heather Hills Villas

864 LAKE HAVEN RD, DUNEDIN, FL, 34698, Dunedin, FL 34698

$125,000

1 beds

1 baths

681 sq ft

Villa

864 LAKE HAVEN RD, DUNEDIN, FL, 34698

Community: Heather Hills Villas

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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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Want to learn more about 55+ communities in Holiday?

Call us: (727) 800-3371

306 homes near Holiday

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

26 communities near Holiday

306 homes near Holiday

2 beds

2 baths

1,145 sq ft

Condo

1 beds

1 baths

739 sq ft

Villa

2 beds

2 baths

1,025 sq ft

Condo

2 beds

2 baths

1,204 sq ft

Condo

2 beds

2 baths

1,138 sq ft

Condo

2 beds

2 baths

1,609 sq ft

Villa

2 beds

2 baths

1,250 sq ft

Condo

2 beds

2 baths

1,240 sq ft

Villa

2 beds

2 baths

1,210 sq ft

Condo

2 beds

2 baths

960 sq ft

Villa

1 beds

1 baths

645 sq ft

Villa

2 beds

2 baths

1,523 sq ft

House

2 beds

2 baths

1,499 sq ft

House

2 beds

2 baths

1,899 sq ft

Villa

2 beds

2 baths

1,793 sq ft

Villa

2 beds

2 baths

960 sq ft

Villa

2 beds

2 baths

875 sq ft

Condo

2 beds

2 baths

1,210 sq ft

Condo

2 beds

2 baths

1,025 sq ft

Condo

2 beds