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

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 - $300ks

Timber Greens, New Port Richey, FL

Resale Only | 55+ age-restricted | Built 1994 - 2004 | 783 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

4.7 rating (13 reviews)

Heritage Springs

$200ks - $500ks

Heritage Springs, Trinity, FL

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

Esplanade at Starkey Ranc...

$300ks - $700ks

Esplanade at Starkey Ranc..., Odessa, FL

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

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.

Key Vista Villas

$300ks

Key Vista Villas, Holiday, FL

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

Edgewater Arms

$400ks - $600ks

Edgewater Arms, Dunedin, FL

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

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

Briar Patch

$100ks

Briar Patch, New Port Richey, FL

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

2 rating (1 reviews)

Beacon Lakes

$100ks

Beacon Lakes, New Port Richey, FL

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

Patrician Oaks

$100ks

Patrician Oaks, Dunedin, FL

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

Country Oaks

$100ks

Country Oaks, Hudson, FL

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

Scotsdale Cluster Condomi...

$200ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

Linkside Village

$200ks

Linkside Village, Port Richey, FL

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

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

1871 PINE RIDGE WAY B2, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

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

Questions? Call us: (727) 800-3371

New Highland Lakes on Lake Tarpon

1756 MACDONNELL DR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$445,000

2 beds

2 baths

1,512 sq ft

House

1756 MACDONNELL DR, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

New Highland Lakes on Lake Tarpon

1658 MACDONNELL CT, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$489,000

2 beds

2 baths

1,875 sq ft

House

1658 MACDONNELL CT, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

New Highland Lakes on Lake Tarpon

2291 SHELLY DRIVE DR D, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$215,000

2 beds

2 baths

1,120 sq ft

Condo

2291 SHELLY DRIVE DR D, PALM HARBOR, FL,...

Community: Highland Lakes on Lake Tarpon

New Timber Oaks

11132 PEMBRIDGE CT 6, PORT RICHEY, FL, 3..., Port Richey, FL 34668

$74,500

1 beds

1 baths

714 sq ft

Condo

11132 PEMBRIDGE CT 6, PORT RICHEY, FL, 3...

Community: Timber Oaks

New Timber Oaks

11611 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$190,000

2 beds

2 baths

993 sq ft

Condo

11611 ORLEANS LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

New Highland Lakes on Lake Tarpon

3248 HILARY CIR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$499,900

2 beds

2 baths

1,545 sq ft

House

3248 HILARY CIR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

New Timber Greens

9726 SWEEPING VIEW DR, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$359,990

2 beds

2 baths

1,549 sq ft

Villa

9726 SWEEPING VIEW DR, NEW PORT RICHEY, ...

Community: Timber Greens

New Highland Lakes on Lake Tarpon

3113 MISSION GROVE DR 3113, PALM HARBOR,..., Palm Harbor, FL 34684

$139,000

2 beds

2 baths

866 sq ft

Condo

3113 MISSION GROVE DR 3113, PALM HARBOR,...

Community: Highland Lakes on Lake Tarpon

New Heritage Lake

4643 SANDPOINTE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$350,000

3 beds

2 baths

1,708 sq ft

House

4643 SANDPOINTE DR, NEW PORT RICHEY, FL,...

Community: Heritage Lake

New Esplanade at Starkey Ranch

10834 CALLUNA DR, ODESSA, FL, 33556, Odessa, FL 33556

$850,000

3 beds

3 baths

2,336 sq ft

House

10834 CALLUNA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

New Summertree

11622 COCOWOOD DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34654

$269,000

3 beds

2 baths

1,349 sq ft

House

11622 COCOWOOD 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

Timber Greens

9308 WHISPERING MEADOW CT, NEW PORT RICH..., New Port Richey, FL 34655

$340,000

3 beds

2 baths

1,702 sq ft

House

9308 WHISPERING MEADOW CT, NEW PORT RICH...

Community: Timber Greens

Timber Greens

9307 PALM HAVEN CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$384,000

2 beds

2 baths

1,642 sq ft

Villa

9307 PALM HAVEN CT, NEW PORT RICHEY, FL,...

Community: Timber Greens

Heritage Springs

11428 HIDDEN COVE CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$465,000

3 beds

2 baths

1,799 sq ft

House

11428 HIDDEN COVE CT, NEW PORT RICHEY, F...

Community: Heritage Springs

Beacon Lakes

3815 PENRICK DR, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34652

$109,900

2 beds

2 baths

1,144 sq ft

Condo

3815 PENRICK DR, NEW PORT RICHEY, FL, 34...

Community: Beacon Lakes

Highland Lakes on Lake Tarpon

1637 CALEDONIA DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$450,000

2 beds

2 baths

1,628 sq ft

House

1637 CALEDONIA DR, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

Esplanade at Starkey Ranch

11318 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556

$720,000

3 beds

3 baths

2,262 sq ft

House

11318 JUGLANS DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Highland Lakes on Lake Tarpon

2150 SHELLY DR B, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$200,000

2 beds

2 baths

918 sq ft

Condo

2150 SHELLY DR B, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

944 MADRID DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$239,900

1 beds

1 baths

700 sq ft

Villa

944 MADRID DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Timber Oaks

10501 HARDWOOD CT, PORT RICHEY, FL, 3466..., Port Richey, FL 34668

$295,000

3 beds

2 baths

1,422 sq ft

House

10501 HARDWOOD CT, PORT RICHEY, FL, 3466...

Community: Timber Oaks

Timber Oaks

10616 SPRINGWOOD DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$225,000

2 beds

2 baths

1,112 sq ft

House

10616 SPRINGWOOD DR, PORT RICHEY, FL, 34...

Community: Timber Oaks

Timber Greens

6019 COUNTRY RIDGE LN, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$359,000

3 beds

2 baths

2,168 sq ft

House

6019 COUNTRY RIDGE LN, NEW PORT RICHEY, ...

Community: Timber Greens

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

Questions? Call us: (727) 800-3371

Patrician Oaks

845 MAPLE CT 103, DUNEDIN, FL, 34698, Dunedin, FL 34698

$149,900

2 beds

1 baths

1,004 sq ft

Condo

845 MAPLE CT 103, DUNEDIN, FL, 34698

Community: Patrician Oaks

Summertree

11337 CLEAR OAK CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34654

$325,000

3 beds

2 baths

1,732 sq ft

House

11337 CLEAR OAK CIR, NEW PORT RICHEY, FL...

Community: Summertree

Heather Lake Condominiums

952 VIRGINIA ST 209, DUNEDIN, FL, 34698, Dunedin, FL 34698

$129,000

1 beds

1 baths

800 sq ft

Condo

952 VIRGINIA ST 209, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Heather Lake Condominiums

936 VIRGINIA ST 206, DUNEDIN, FL, 34698, Dunedin, FL 34698

$150,000

2 beds

2 baths

927 sq ft

Condo

936 VIRGINIA ST 206, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Highland Lakes on Lake Tarpon

1060 DUNROBIN DR A, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$249,900

2 beds

2 baths

1,230 sq ft

Villa

1060 DUNROBIN DR A, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

Green Dolphin

1250 S PINELLAS AVE 205, TARPON SPRINGS,..., Tarpon Springs, FL 34689

$134,000

1 beds

1 baths

669 sq ft

Condo

1250 S PINELLAS AVE 205, TARPON SPRINGS,...

Community: Green Dolphin

Village on the Green

2210 SEQUOIA DR, CLEARWATER, FL, 33763, Clearwater, FL 33763

$339,000

2 beds

2 baths

1,309 sq ft

House

2210 SEQUOIA DR, CLEARWATER, FL, 33763

Community: Village on the Green

Highland Lakes on Lake Tarpon

2238 LARK CIR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$199,000

2 beds

2 baths

1,230 sq ft

Condo

2238 LARK CIR D, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Royal Stewart Arms

2 CAUSEWAY BLVD 208, DUNEDIN, FL, 34698, Dunedin, FL 34698

$360,000

2 beds

2 baths

1,123 sq ft

Condo

2 CAUSEWAY BLVD 208, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Timber Greens

6542 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$299,000

2 beds

2 baths

1,549 sq ft

Villa

6542 PINE WALK DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

Pine Ridge at Palm Harbor

2688 PINE RIDGE WAY A2, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$184,900

2 beds

2 baths

1,038 sq ft

Condo

2688 PINE RIDGE WAY A2, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

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

Questions? Call us: (727) 800-3371

Esplanade at Starkey Ranch

11257 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556

$540,000

3 beds

2 baths

1,931 sq ft

House

11257 CALLISIA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Heritage Lake

9427 CAPE CHARLES AVE, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$215,000

2 beds

2 baths

1,016 sq ft

House

9427 CAPE CHARLES AVE, NEW PORT RICHEY, ...

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 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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27 communities

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

27 communities near Holiday

284 homes near Holiday

2 beds

2 baths

1,422 sq ft

House

2 beds

2 baths

1,095 sq ft

Villa

1 beds

2 baths

815 sq ft

Villa

2 beds

2 baths

1,837 sq ft

House

2 beds

2 baths

979 sq ft

Condo

2 beds

2 baths

1,512 sq ft

House

2 beds

2 baths

1,875 sq ft

House

2 beds

2 baths

1,120 sq ft

Condo

1 beds

1 baths

714 sq ft

Condo

2 beds

2 baths

993 sq ft

Condo

2 beds

2 baths

1,545 sq ft

House

2 beds

2 baths

1,549 sq ft

Villa

2 beds

2 baths

866 sq ft

Condo

3 beds

2 baths

1,708 sq ft

House

3 beds

3 baths

2,336 sq ft

House

3 beds

2 baths

1,349 sq ft

House

3 beds

2 baths

1,702 sq ft

House

2 beds

2 baths

1,642 sq ft

Villa

3 beds

2 baths

1,799 sq ft

House

2 beds