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

4.7 rating (13 reviews)

Heritage Springs

$200ks - $500ks

Heritage Springs, Trinity, FL

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

Summertree

$200ks - $300ks

Summertree, New Port Richey, FL

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

Heritage Lake

$100ks - $200ks

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

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

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

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

Briar Patch

$100ks

Briar Patch, New Port Richey, FL

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

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

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

Key Vista Villas

$300ks

Key Vista Villas, Holiday, FL

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

2 rating (1 reviews)

Beacon Lakes

$100ks

Beacon Lakes, New Port Richey, FL

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

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

Soleta at Starkey Ranch

$500ks - $600ks

Soleta at Starkey Ranch, Odessa, FL

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

New Port Corners

$200ks - $500ks

New Port Corners, New Port Richey, FL

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

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

Questions? Call us: (727) 800-3371

New Heritage Springs

11917 HADLEIGH WAY, TRINITY, FL, 34655, Trinity, FL 34655

$549,900

4 beds

4 baths

2,635 sq ft

House

11917 HADLEIGH WAY, TRINITY, FL, 34655

Community: Heritage Springs

New Heritage Springs

1852 ARBOR KNOLL LOOP, TRINITY, FL, 3465..., Trinity, FL 34655

$387,000

3 beds

2 baths

1,683 sq ft

House

1852 ARBOR KNOLL LOOP, TRINITY, FL, 3465...

Community: Heritage Springs

New Timber Oaks

11543 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$189,500

2 beds

2 baths

993 sq ft

Condo

11543 ORLEANS LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

New Highland Lakes on Lake Tarpon

1647 BENTLEY CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$470,000

2 beds

2 baths

1,699 sq ft

House

1647 BENTLEY CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

New Pine Ridge at Palm Harbor

2655 PINE RIDGE WAY B1, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$175,500

2 beds

2 baths

979 sq ft

Condo

2655 PINE RIDGE WAY B1, PALM HARBOR, FL,...

Condo

940 VIRGINIA ST 103, 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

Briar Patch

4557 GLEN HOLW, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34653

$189,900

2 beds

2 baths

964 sq ft

Villa

4557 GLEN HOLW, NEW PORT RICHEY, FL, 346...

Community: Briar Patch

Heather Ridge

1485 HALSEY DR 105, DUNEDIN, FL, 34698, Dunedin, FL 34698

$112,000

1 beds

1 baths

919 sq ft

Condo

1485 HALSEY DR 105, DUNEDIN, FL, 34698

Community: Heather Ridge

Heritage Springs

1624 LAKESTONE DR, TRINITY, FL, 34655, Trinity, FL 34655

$475,000

3 beds

2 baths

2,090 sq ft

House

1624 LAKESTONE DR, TRINITY, FL, 34655

Community: Heritage Springs

Briar Patch

6518 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653

$175,000

2 beds

2 baths

964 sq ft

Villa

6518 THICKET TRL, NEW PORT RICHEY, FL, 3...

Community: Briar Patch

Timber Oaks

8225 SAN FELIPE CT, PORT RICHEY, FL, 346..., Port Richey, FL 34668

$274,900

2 beds

2 baths

1,274 sq ft

House

8225 SAN FELIPE CT, PORT RICHEY, FL, 346...

Community: Timber Oaks

Timber Oaks

10520 SPRINGWOOD DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$260,000

2 beds

2 baths

1,218 sq ft

House

10520 SPRINGWOOD DR, PORT RICHEY, FL, 34...

Community: Timber Oaks

Heather Lake Condominiums

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

$125,000

1 beds

1 baths

869 sq ft

Condo

948 VIRGINIA ST 207, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Heritage Springs

1430 CANBERLEY CT, TRINITY, FL, 34655, Trinity, FL 34655

$450,000

3 beds

2 baths

2,098 sq ft

House

1430 CANBERLEY CT, TRINITY, FL, 34655

Community: Heritage Springs

Beacon Lakes

3836 LIGHTHOUSE WAY 3836, NEW PORT RICHE..., New Port Richey, FL 34652

$135,000

2 beds

2 baths

1,144 sq ft

Condo

3836 LIGHTHOUSE WAY 3836, NEW PORT RICHE...

Community: Beacon Lakes

Heritage Springs

1237 ALMONDWOOD DR, TRINITY, FL, 34655, Trinity, FL 34655

$419,900

3 beds

2 baths

2,016 sq ft

House

1237 ALMONDWOOD DR, TRINITY, FL, 34655

Community: Heritage Springs

Heritage Lake

9058 ARUNDLE PL, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34655

$224,900

2 beds

2 baths

1,553 sq ft

Condo

9058 ARUNDLE PL, NEW PORT RICHEY, FL, 34...

Community: Heritage Lake

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

Questions? Call us: (727) 800-3371

Heather Ridge

$125,000

2 beds

2 baths

990 sq ft

Condo

1370 HEATHER RIDGE BLVD 102, DUNEDIN, FL...

Community: Heather Ridge

Patrician Oaks

840 VIRGINIA ST 303, DUNEDIN, FL, 34698, Dunedin, FL 34698

$131,900

2 beds

1 baths

1,004 sq ft

Condo

840 VIRGINIA ST 303, DUNEDIN, FL, 34698

Community: Patrician Oaks

Pine Ridge at Palm Harbor

2687 PINE RIDGE WAY H1, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$183,900

2 beds

2 baths

1,104 sq ft

Condo

2687 PINE RIDGE WAY H1, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

Pine Ridge at Palm Harbor

2642 PINE RIDGE WAY G2, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$200,000

2 beds

2 baths

1,038 sq ft

Condo

2642 PINE RIDGE WAY G2, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

Pine Ridge at Palm Harbor

2600 PINE RIDGE WAY A2, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$185,000

2 beds

1 baths

904 sq ft

Condo

2600 PINE RIDGE WAY A2, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

Heather Ridge

$309,900

2 beds

2 baths

1,360 sq ft

Villa

1500 HEATHER RIDGE BLVD 109, DUNEDIN, FL...

Community: Heather Ridge

Heritage Lake

9673 NOBLE CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655

$339,500

2 beds

2 baths

1,744 sq ft

House

9673 NOBLE CT, NEW PORT RICHEY, FL, 3465...

Community: Heritage Lake

Heritage Springs

1701 WESTERHAM LOOP, TRINITY, FL, 34655, Trinity, FL 34655

$380,000

3 beds

2 baths

1,793 sq ft

House

1701 WESTERHAM LOOP, TRINITY, FL, 34655

Community: Heritage Springs

Timber Oaks

10636 SALAMANCA DR, PORT RICHEY, FL, 346..., Port Richey, FL 34668

$230,000

2 beds

2 baths

1,332 sq ft

House

10636 SALAMANCA DR, PORT RICHEY, FL, 346...

Community: Timber Oaks

Scotsdale Cluster Condominiums

400 STIRLING TER, DUNEDIN, FL, 34698, Dunedin, FL 34698

$369,000

2 beds

2 baths

1,110 sq ft

Villa

400 STIRLING TER, DUNEDIN, FL, 34698

Community: Scotsdale Cluster Condominiums

Timber Greens

9631 OAKWOOD HILLS CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$499,999

3 beds

2 baths

1,888 sq ft

House

9631 OAKWOOD HILLS CT, NEW PORT RICHEY, ...

Community: Timber Greens

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

Questions? Call us: (727) 800-3371

Edgewater Arms

632 EDGEWATER DR 139, DUNEDIN, FL, 34698, Dunedin, FL 34698

$315,500

2 beds

2 baths

1,330 sq ft

Condo

632 EDGEWATER DR 139, DUNEDIN, FL, 34698

Community: Edgewater Arms

Highland Lakes on Lake Tarpon

1171 ROYAL BLVD, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$459,900

3 beds

2 baths

1,881 sq ft

Villa

1171 ROYAL BLVD, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

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 270 days. The average price of homes for sale in this community is approximately $346,575, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Key Vista Villas average around $346,575.

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27 communities

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

27 communities near Holiday

274 homes near Holiday

4 beds

4 baths

2,635 sq ft

House

3 beds

2 baths

1,683 sq ft

House

2 beds

2 baths

993 sq ft

Condo

2 beds

2 baths

1,699 sq ft

House

2 beds

2 baths

979 sq ft

Condo

2 beds

2 baths

1,672 sq ft

Villa

2 beds

2 baths

1,197 sq ft

Condo

2 beds

2 baths

960 sq ft

Villa

2 beds

2 baths

1,359 sq ft

House

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,181 sq ft

Condo

2 beds

2 baths

1,118 sq ft

Condo

2 beds

2 baths

978 sq ft

Condo

2 beds

2 baths

1,822 sq ft

House

2 beds

2 baths

1,314 sq ft

House

2 beds

2 baths

927 sq ft

Condo

2 beds

2 baths

964 sq ft

Villa

1 beds

1 baths

919 sq ft

Condo

3 beds

2 baths

2,090 sq ft

House

2 beds