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

28 communities 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

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

Heather Lake Condominiums

$100ks

Heather Lake Condominiums, Dunedin, FL

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

Green Dolphin

$100ks

Green Dolphin, Tarpon Springs, FL

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

Esplanade at Starkey Ranc...

$300ks - $700ks

Esplanade at Starkey Ranc..., Odessa, FL

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

Edgewater Arms

$400ks - $600ks

Edgewater Arms, Dunedin, FL

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

Victoria Lakes

$800ks - $1Ms

Victoria Lakes, Odessa, FL

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

2 rating (1 reviews)

Beacon Lakes

$100ks

Beacon Lakes, New Port Richey, FL

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

Briar Patch

$100ks

Briar Patch, New Port Richey, FL

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

Pinehurst Village

$100ks

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

Key Vista Villas

$300ks

Key Vista Villas, Holiday, FL

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

Patrician Oaks

$100ks

Patrician Oaks, Dunedin, FL

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

Heather Hills Villas

$100ks

Heather Hills Villas, Dunedin, FL

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

New Port Corners

$200ks - $500ks

New Port Corners, New Port Richey, FL

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

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

Country Oaks

$100ks

Country Oaks, Hudson, FL

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

Anchorage

$200ks - $300ks

Anchorage, Palm Harbor, FL

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

Linkside Village

$200ks

Linkside Village, Port Richey, FL

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

Scotsdale Cluster Condomi...

$200ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

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

Questions? Call us: (727) 800-3371

Soleta at Starkey Ranch

$500ks - $600ks

Soleta at Starkey Ranch, Odessa, FL

11231 DOLLAR LAKE DR 6, PORT RICHEY, FL,...

Community: Timber Oaks

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Questions? Call us: (727) 800-3371

New Summertree

11156 MERGANSER WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34654

$349,900

3 beds

2 baths

1,952 sq ft

House

11156 MERGANSER WAY, NEW PORT RICHEY, FL...

Community: Summertree

New Esplanade at Starkey Ranch

3118 FORSYTHIA DR, ODESSA, FL, 33556, Odessa, FL 33556

$779,000

3 beds

3 baths

2,398 sq ft

House

3118 FORSYTHIA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

New Green Dolphin

1206 PALM DR, TARPON SPRINGS, FL, 34689, Tarpon Springs, FL 34689

$200,000

2 beds

2 baths

1,375 sq ft

Villa

1206 PALM DR, TARPON SPRINGS, FL, 34689

Community: Green Dolphin

New Timber Greens

9419 GREEN NEEDLE DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$319,000

2 beds

2 baths

1,480 sq ft

Villa

9419 GREEN NEEDLE DR, NEW PORT RICHEY, F...

Community: Timber Greens

New Heritage Springs

12021 FERN TERRACE CT, TRINITY, FL, 3465..., Trinity, FL 34655

$395,000

3 beds

2 baths

2,032 sq ft

House

12021 FERN TERRACE CT, TRINITY, FL, 3465...

Community: Heritage Springs

New Heather Hills Villas

830 CAMBRIDGE CT, DUNEDIN, FL, 34698, Dunedin, FL 34698

$225,000

2 beds

2 baths

999 sq ft

Villa

830 CAMBRIDGE CT, DUNEDIN, FL, 34698

Community: Heather Hills Villas

Highland Lakes on Lake Tarpon

2958 DUNDEE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$449,000

2 beds

2 baths

1,612 sq ft

House

2958 DUNDEE DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

1308 GILLESPIE DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$524,900

2 beds

2 baths

1,418 sq ft

House

1308 GILLESPIE DR, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

Esplanade at Starkey Ranch

11108 CALLUNA DR, ODESSA, FL, 33556, Odessa, FL 33556

$749,000

3 beds

3 baths

2,295 sq ft

House

11108 CALLUNA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Heather Lake Condominiums

970 VIRGINIA ST 103, DUNEDIN, FL, 34698, Dunedin, FL 34698

$90,000

1 beds

1 baths

795 sq ft

Condo

970 VIRGINIA ST 103, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Beacon Lakes

4015 DAVIT DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34652

$155,000

2 beds

2 baths

1,144 sq ft

Condo

4015 DAVIT DR, NEW PORT RICHEY, FL, 3465...

Community: Beacon Lakes

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

Questions? Call us: (727) 800-3371

Highland Lakes on Lake Tarpon

2942 MACALPIN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$339,000

2 beds

2 baths

1,361 sq ft

House

2942 MACALPIN DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Beacon Lakes

4009 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652

$150,000

2 beds

2 baths

1,144 sq ft

Condo

4009 LIGHTHOUSE WAY, NEW PORT RICHEY, FL...

Community: Beacon Lakes

Esplanade at Starkey Ranch

3142 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556

$649,900

3 beds

2 baths

1,931 sq ft

House

3142 FRANCOA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Summertree

11404 TURTLE DOVE PL, NEW PORT RICHEY, F..., New Port Richey, FL 34654

$379,900

3 beds

2 baths

1,608 sq ft

House

11404 TURTLE DOVE PL, NEW PORT RICHEY, F...

Community: Summertree

Royal Stewart Arms

9 HAIG PL 101, DUNEDIN, FL, 34698, Dunedin, FL 34698

$329,000

2 beds

2 baths

1,181 sq ft

Condo

9 HAIG PL 101, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Pine Ridge at Palm Harbor

2575 PINE RIDGE WAY E1, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$185,000

2 beds

2 baths

1,085 sq ft

Condo

2575 PINE RIDGE WAY E1, PALM HARBOR, FL,...

Community: Pine Ridge at Palm Harbor

Timber Oaks

11110 CARRIAGE HILL DR 5, PORT RICHEY, F..., Port Richey, FL 34668

$90,000

2 beds

1 baths

882 sq ft

Condo

11110 CARRIAGE HILL DR 5, PORT RICHEY, F...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

1496 QUEEN ANNE BLVD, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$374,900

2 beds

2 baths

1,132 sq ft

House

1496 QUEEN ANNE BLVD, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Timber Oaks

11135 CARRIAGE HILL DR 3, PORT RICHEY, F..., Port Richey, FL 34668

$124,900

2 beds

2 baths

954 sq ft

Condo

11135 CARRIAGE HILL DR 3, PORT RICHEY, F...

Community: Timber Oaks

Royal Stewart Arms

2 CAUSEWAY BLVD 101, DUNEDIN, FL, 34698, Dunedin, FL 34698

$249,900

2 beds

2 baths

1,040 sq ft

Condo

2 CAUSEWAY BLVD 101, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Green Dolphin

1250 S PINELLAS AVE 1008, TARPON SPRINGS..., Tarpon Springs, FL 34689

$139,900

2 beds

2 baths

871 sq ft

Condo

1250 S PINELLAS AVE 1008, TARPON SPRINGS...

Community: Green Dolphin

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

Questions? Call us: (727) 800-3371

Highland Lakes on Lake Tarpon

2297 LARK CIR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$179,999

2 beds

2 baths

1,230 sq ft

Condo

2297 LARK CIR C, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Summertree

12154 PUTTER GREEN CT, NEW PORT RICHEY, ..., New Port Richey, FL 34654

$275,000

3 beds

2 baths

1,522 sq ft

Villa

12154 PUTTER GREEN CT, NEW PORT RICHEY, ...

Community: Summertree

Timber Oaks

10508 QUIMBY DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$259,900

2 beds

2 baths

1,543 sq ft

House

10508 QUIMBY DR, PORT RICHEY, FL, 34668

Community: Timber Oaks

Highland Lakes on Lake Tarpon

1610 BERWICK CT D, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$134,900

1 beds

1 baths

814 sq ft

Villa

1610 BERWICK CT D, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

Heritage Lake

9136 TIARA CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655

$315,000

2 beds

2 baths

1,490 sq ft

House

9136 TIARA CT, NEW PORT RICHEY, FL, 3465...

Community: Heritage Lake

Key Vista Villas

2542 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691

$350,000

3 beds

2 baths

1,819 sq ft

House

2542 SANDY HILL CT, HOLIDAY, FL, 34691

Community: Key Vista Villas

Timber Oaks

11210 CARRIAGE HILL DR 6, PORT RICHEY, F..., Port Richey, FL 34668

$89,990

2 beds

2 baths

954 sq ft

Condo

11210 CARRIAGE HILL DR 6, PORT RICHEY, F...

Community: Timber Oaks

Heather Lake Condominiums

946 VIRGINIA ST 104, DUNEDIN, FL, 34698, Dunedin, FL 34698

$149,000

1 beds

1 baths

770 sq ft

Condo

946 VIRGINIA ST 104, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Summertree

11613 PEAR TREE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654

$249,000

3 beds

2 baths

1,414 sq ft

House

11613 PEAR TREE DR, NEW PORT RICHEY, FL,...

Community: Summertree

New Port Corners

6799 HOMEBOUND WAY, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$309,900

2 beds

2 baths

1,613 sq ft

Villa

6799 HOMEBOUND WAY, NEW PORT RICHEY, FL,...

Community: New Port Corners

Green Dolphin

1724 GOLFVIEW DR, TARPON SPRINGS, FL, 34..., Tarpon Springs, FL 34689

$180,000

2 beds

2 baths

1,125 sq ft

Condo

1724 GOLFVIEW DR, TARPON SPRINGS, FL, 34...

Community: Green Dolphin

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

Questions? Call us: (727) 800-3371

Timber Greens

6541 COUNTRY RIDGE LN, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$270,000

3 beds

2 baths

1,831 sq ft

House

6541 COUNTRY RIDGE LN, NEW PORT RICHEY, ...

Community: Timber Greens

Highland Lakes on Lake Tarpon

1335 QUEEN ANNE DR C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$184,900

2 beds

2 baths

1,000 sq ft

Condo

1335 QUEEN ANNE DR C, PALM HARBOR, FL, 3...

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 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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28 communities

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REIN updates its listings on a daily basis. Data last updated: Aug 07, 2026.
This application does not include information on all of the properties available for sale at this time.

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

28 communities near Holiday

270 homes near Holiday

2 beds

2 baths

1,135 sq ft

Condo

2 beds

2 baths

1,414 sq ft

House

4 beds

3 baths

2,706 sq ft

House

2 beds

2 baths

1,420 sq ft

House

2 beds

2 baths

1,210 sq ft

Condo

3 beds

2 baths

1,952 sq ft

House

3 beds

3 baths

2,398 sq ft

House

2 beds

2 baths

1,375 sq ft

Villa

2 beds

2 baths

1,480 sq ft

Villa

3 beds

2 baths

2,032 sq ft

House

2 beds

2 baths

999 sq ft

Villa

2 beds

2 baths

1,612 sq ft

House

2 beds

2 baths

1,418 sq ft

House

3 beds

3 baths

2,295 sq ft

House

1 beds

1 baths

795 sq ft

Condo

2 beds

2 baths

1,144 sq ft

Condo

2 beds

2 baths

1,361 sq ft

House

2 beds

2 baths

1,144 sq ft

Condo

3 beds

2 baths

1,931 sq ft

House

3 beds