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

262 homes near Holiday

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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

5 rating (1 reviews)

Timber Oaks

<$100k - $200ks

Timber Oaks, Port Richey, FL

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

Heritage Lake

$100ks - $200ks

Heritage Lake, New Port Richey, FL

Resale Only | 55+ age-restricted | Built 1981 - 1994 | 932 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

Summertree

$200ks - $300ks

Summertree, New Port Richey, FL

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

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

Questions? Call us: (727) 800-3371

4.7 rating (13 reviews)

Heritage Springs

$200ks - $500ks

Heritage Springs, Trinity, FL

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

3.3 rating (3 reviews)

Royal Stewart Arms

$100ks - $300ks

Royal Stewart Arms, Dunedin, FL

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

Heather Lake Condominiums

$100ks

Heather Lake Condominiums, Dunedin, FL

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

Edgewater Arms

$400ks - $600ks

Edgewater Arms, Dunedin, FL

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

5 rating (2 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.

Briar Patch

$100ks

Briar Patch, New Port Richey, FL

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

2 rating (1 reviews)

Beacon Lakes

$100ks

Beacon Lakes, New Port Richey, FL

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

Pinehurst Village

$100ks

Pinehurst Village, Dunedin, FL

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

Victoria Lakes

$800ks - $1Ms

Victoria Lakes, Odessa, FL

New Construction | Age-targeted | Built 2025 - present | 166 homes

Key Vista Villas

$300ks

Key Vista Villas, Holiday, FL

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

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

Questions? Call us: (727) 800-3371

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

Heather Ridge

$100ks - $200ks

Heather Ridge, Dunedin, FL

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

Heather Hills Villas

$100ks

Heather Hills Villas, Dunedin, FL

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

Anchorage

$200ks - $300ks

Anchorage, Palm Harbor, FL

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

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!

Questions? Call us: (727) 800-3371

New Port Corners

$200ks - $500ks

New Port Corners, New Port Richey, FL

1701 PINEHURST RD 16D, DUNEDIN, FL, 3469...

Community: Pinehurst Village

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

Questions? Call us: (727) 800-3371

New Timber Oaks

10512 TAPESTRY DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668

$259,900

2 beds

2 baths

2,119 sq ft

House

10512 TAPESTRY DR, PORT RICHEY, FL, 3466...

Community: Timber Oaks

New Highland Lakes on Lake Tarpon

3550 OAK LAKE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$329,900

2 beds

2 baths

1,662 sq ft

House

3550 OAK LAKE DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

New Green Dolphin

1250 S PINELLAS AVE 306, TARPON SPRINGS,..., Tarpon Springs, FL 34689

$99,900

1 beds

1 baths

669 sq ft

Condo

1250 S PINELLAS AVE 306, TARPON SPRINGS,...

Community: Green Dolphin

New Timber Oaks

8111 BUGLE CT 2, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$140,000

2 beds

2 baths

1,000 sq ft

Condo

8111 BUGLE CT 2, PORT RICHEY, FL, 34668

Community: Timber Oaks

New Heritage Springs

1253 EVENINGSIDE CT, TRINITY, FL, 34655, Trinity, FL 34655

$395,000

3 beds

2 baths

2,031 sq ft

House

1253 EVENINGSIDE CT, TRINITY, FL, 34655

Community: Heritage Springs

Timber Greens

10029 BROOKDALE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$349,900

3 beds

2 baths

1,538 sq ft

House

10029 BROOKDALE DR, NEW PORT RICHEY, FL,...

Community: Timber Greens

Highland Lakes on Lake Tarpon

2632 CAMILLE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$449,000

2 beds

2 baths

1,754 sq ft

House

2632 CAMILLE DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

3097 MISSION GROVE DR A, PALM HARBOR, FL..., Palm Harbor, FL 34684

$118,500

1 beds

1 baths

636 sq ft

Villa

3097 MISSION GROVE DR A, PALM HARBOR, FL...

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

1131 ORANGE TREE CIR C, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$199,777

2 beds

2 baths

960 sq ft

Villa

1131 ORANGE TREE CIR C, PALM HARBOR, FL,...

Community: Highland Lakes on Lake Tarpon

Beacon Lakes

3820 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652

$129,900

2 beds

2 baths

1,144 sq ft

Condo

3820 LIGHTHOUSE WAY, NEW PORT RICHEY, FL...

Community: Beacon Lakes

Highland Lakes on Lake Tarpon

1743 MACDONNELL DR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$465,000

2 beds

2 baths

1,642 sq ft

House

1743 MACDONNELL DR, PALM HARBOR, FL, 346...

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

3284 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$325,000

2 beds

2 baths

1,148 sq ft

Villa

3284 GORSE CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Heritage Lake

9052 ARUNDLE PL, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34655

$244,900

2 beds

2 baths

1,728 sq ft

Condo

9052 ARUNDLE PL, NEW PORT RICHEY, FL, 34...

Community: Heritage Lake

Highland Lakes on Lake Tarpon

150 STAFFORD CIR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$294,900

2 beds

2 baths

1,144 sq ft

House

150 STAFFORD CIR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

3068 E DORCHESTER DR, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$450,000

3 beds

2 baths

1,642 sq ft

House

3068 E DORCHESTER DR, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Royal Stewart Arms

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

$219,900

2 beds

2 baths

975 sq ft

Condo

9 FORBES PL 205, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Heritage Lake

4876 BOONESBORO CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$189,000

2 beds

2 baths

1,135 sq ft

Villa

4876 BOONESBORO CT, NEW PORT RICHEY, FL,...

Community: Heritage Lake

Timber Oaks

11214 ROLLINGWOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668

$292,000

3 beds

2 baths

1,776 sq ft

House

11214 ROLLINGWOOD DR, PORT RICHEY, FL, 3...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2735 SHERBROOKE LN C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$220,000

1 beds

1 baths

814 sq ft

Condo

2735 SHERBROOKE LN C, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Briar Patch

4534 SLIPPERY ROCK RD, NEW PORT RICHEY, ..., New Port Richey, FL 34653

$225,000

2 beds

2 baths

1,359 sq ft

Townhouse

4534 SLIPPERY ROCK RD, NEW PORT RICHEY, ...

Community: Briar Patch

Heritage Lake

4707 WALLINGFORD CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655

$219,900

2 beds

2 baths

1,401 sq ft

Condo

4707 WALLINGFORD CT, NEW PORT RICHEY, FL...

Community: Heritage Lake

Heritage Lake

9031 WARWICK LN 9031, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$230,000

2 beds

2 baths

1,309 sq ft

Condo

9031 WARWICK LN 9031, NEW PORT RICHEY, F...

Community: Heritage Lake

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

Questions? Call us: (727) 800-3371

Esplanade at Starkey Ranch

3254 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556

$540,000

3 beds

2 baths

1,931 sq ft

House

3254 FRANCOA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Timber Greens

6646 GARDEN PALM CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655

$539,900

4 beds

2 baths

2,560 sq ft

House

6646 GARDEN PALM CT, NEW PORT RICHEY, FL...

Community: Timber Greens

Imperial Pines Condominiums

3062 EASTLAND BLVD 406, CLEARWATER, FL, ..., Clearwater, FL 33761

$152,500

1 beds

1 baths

920 sq ft

Condo

3062 EASTLAND BLVD 406, CLEARWATER, FL, ...

Community: Imperial Pines Condominiums

Royal Stewart Arms

7 ELGIN PL 508, DUNEDIN, FL, 34698, Dunedin, FL 34698

$324,900

2 beds

1 baths

970 sq ft

Condo

7 ELGIN PL 508, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Heritage Lake

9909 SAINT JOSEPH CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$340,000

2 beds

2 baths

2,068 sq ft

House

9909 SAINT JOSEPH CT, NEW PORT RICHEY, F...

Community: Heritage Lake

Timber Oaks

11340 CARRIAGE HILL DR 4, PORT RICHEY, F..., Port Richey, FL 34668

$132,000

2 beds

2 baths

978 sq ft

Condo

11340 CARRIAGE HILL DR 4, PORT RICHEY, F...

Community: Timber Oaks

Timber Oaks

10641 TIMBER LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$245,000

3 beds

2 baths

1,924 sq ft

House

10641 TIMBER LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

Pine Ridge at Palm Harbor

2655 PINE RIDGE WAY D3, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$199,000

2 beds

2 baths

979 sq ft

Condo

2655 PINE RIDGE WAY D3, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

Timber Greens

6525 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$299,900

2 beds

2 baths

1,549 sq ft

Villa

6525 PINE WALK DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

Royal Stewart Arms

2 CAUSEWAY BLVD 102, DUNEDIN, FL, 34698, Dunedin, FL 34698

$195,000

1 beds

1 baths

606 sq ft

Condo

2 CAUSEWAY BLVD 102, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Highland Lakes on Lake Tarpon

1009 QUEEN ANNE DR B, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$189,000

2 beds

2 baths

1,000 sq ft

Villa

1009 QUEEN ANNE DR B, 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

Timber Oaks

8210 LORA DEL RIO DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668

$249,900

2 beds

2 baths

1,560 sq ft

House

8210 LORA DEL RIO DR, PORT RICHEY, FL, 3...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

3277 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$299,900

2 beds

2 baths

1,148 sq ft

Villa

3277 GORSE CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

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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 346 days. The average price of homes for sale in this community is approximately $346,102, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Key Vista Villas average around $346,102.

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Want to learn more about 55+ communities in Holiday?

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262 homes

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REIN updates its listings on a daily basis. Data last updated: Jul 09, 2026.
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Holiday, FL 55+ active adult communities & homes for sale

28 communities near Holiday

262 homes near Holiday

2 beds

2 baths

1,135 sq ft

Condo

2 beds

2 baths

1,332 sq ft

Halfplex

2 beds

2 baths

975 sq ft

Condo

2 beds

2 baths

1,253 sq ft

Condo

1 beds

1 baths

645 sq ft

Condo

2 beds

2 baths

2,119 sq ft

House

2 beds

2 baths

1,662 sq ft

House

1 beds

1 baths

669 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

3 beds

2 baths

2,031 sq ft

House

3 beds

2 baths

1,538 sq ft

House

2 beds

2 baths

1,754 sq ft

House

1 beds

1 baths

636 sq ft

Villa

2 beds

2 baths

960 sq ft

Villa

2 beds

2 baths

1,144 sq ft

Condo

2 beds

2 baths

1,642 sq ft

House

2 beds

2 baths

1,148 sq ft

Villa

2 beds

2 baths

1,728 sq ft

Condo

2 beds

2 baths

1,144 sq ft

House

3 beds