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

344 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...

$100Ks - $500Ks

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 - $400Ks

Heritage Springs, Trinity, FL

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

No reviews yet

Timber Oaks

$100Ks - $200Ks

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

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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 - $900Ks

Esplanade at Starkey Ranc..., Odessa, FL

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

3.3 rating (3 reviews)

Royal Stewart Arms

$200Ks - $400Ks

Royal Stewart Arms, Dunedin, FL

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

5 rating (1 reviews)

Village on the Green

$100Ks - $400Ks

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

$300Ks - $300Ks

Anchorage, Palm Harbor, FL

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

No reviews yet

Heather Ridge

$100Ks - $300Ks

Heather Ridge, Dunedin, FL

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

No reviews yet

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

$200Ks - $1Ms

Edgewater Arms, Dunedin, FL

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

No reviews yet

Heather Lake Condominiums

$100Ks - $200Ks

Heather Lake Condominiums, Dunedin, FL

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

No reviews yet

Briar Patch

$200Ks - $200Ks

Briar Patch, New Port Richey, FL

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

No reviews yet

Imperial Pines Condominiu...

$200Ks - $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

$100Ks - $100Ks

Patrician Oaks, Dunedin, FL

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

No reviews yet

Linkside Village

$200Ks - $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

New Timber Oaks

11541 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$204,900

2 beds

2 baths

1,152 sq ft

Condo

11541 ORLEANS LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

New Highland Lakes on Lake Tarpon

3271 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$369,000

2 beds

2 baths

1,332 sq ft

Villa

3271 MCMATH DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

3948 TARPON POINTE CIR, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$440,000

3 beds

2 baths

2,164 sq ft

House

3948 TARPON POINTE CIR, PALM HARBOR, FL,...

Community: Highland Lakes on Lake Tarpon

Edgewater Arms

634 EDGEWATER DR 744, DUNEDIN, FL, 34698, Dunedin, FL 34698

$1,075,000

3 beds

3 baths

2,330 sq ft

Condo

634 EDGEWATER DR 744, DUNEDIN, FL, 34698

Community: Edgewater Arms

Anchorage

2124 CROWSNEST DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34685

$399,000

3 beds

2 baths

1,523 sq ft

House

2124 CROWSNEST DR, PALM HARBOR, FL, 3468...

Community: Anchorage

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Questions? Call us: (727) 800-3371

Anchorage

811 HELMSMAN WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685

$365,000

2 beds

2 baths

1,666 sq ft

House

811 HELMSMAN WAY, PALM HARBOR, FL, 34685

Community: Anchorage

Beacon Lakes

4028 DAVIT DR # 4028, NEW PORT RICHEY, F..., New Port Richey, FL 34652

$185,000

2 beds

2 baths

1,144 sq ft

Condo

4028 DAVIT DR # 4028, NEW PORT RICHEY, F...

Community: Beacon Lakes

Pinehurst Village

1701 PINEHURST RD APT 31D, DUNEDIN, FL, ..., Dunedin, FL 34698

$139,000

1 beds

1 baths

645 sq ft

Condo

1701 PINEHURST RD APT 31D, DUNEDIN, FL, ...

Community: Pinehurst Village

New Timber Oaks

11334 WINWOOD PL, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$196,000

2 beds

2 baths

1,077 sq ft

House

11334 WINWOOD PL, PORT RICHEY, FL, 34668

Community: Timber Oaks

Highland Lakes on Lake Tarpon

2390 SHELLY DR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$224,900

2 beds

2 baths

918 sq ft

Condo

2390 SHELLY DR D, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Briar Patch

6520 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653

$274,000

2 beds

2 baths

1,359 sq ft

Villa

6520 THICKET TRL, NEW PORT RICHEY, FL, 3...

Community: Briar Patch

Timber Oaks

10820 HACHITA DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$220,000

2 beds

2 baths

1,276 sq ft

House

10820 HACHITA DR, PORT RICHEY, FL, 34668

Community: Timber Oaks

Heather Lake Condominiums

940 VIRGINIA ST 304, DUNEDIN, FL, 34698, Dunedin, FL 34698

$137,000

1 beds

1 baths

760 sq ft

Condo

940 VIRGINIA ST 304, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Imperial Pines Condominiums

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

$200,000

2 beds

2 baths

1,145 sq ft

Condo

3078 EASTLAND BLVD UNIT 304, CLEARWATER,...

Community: Imperial Pines Condominiums

Highland Lakes on Lake Tarpon

3499 CEDAR LN, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$329,500

2 beds

2 baths

1,230 sq ft

Villa

3499 CEDAR LN, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

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

Questions? Call us: (727) 800-3371

Patrician Oaks

870 VIRGINIA ST 108, DUNEDIN, FL, 34698, Dunedin, FL 34698

$140,000

1 beds

1 baths

865 sq ft

Condo

870 VIRGINIA ST 108, DUNEDIN, FL, 34698

Community: Patrician Oaks

Heather Lake Condominiums

946 VIRGINIA ST 304, DUNEDIN, FL, 34698, Dunedin, FL 34698

$109,900

1 beds

1 baths

845 sq ft

Condo

946 VIRGINIA ST 304, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Heather Ridge

1415 DOOLITTLE LN 104, DUNEDIN, FL, 3469..., Dunedin, FL 34698

$125,000

1 beds

1 baths

815 sq ft

Condo

1415 DOOLITTLE LN 104, DUNEDIN, FL, 3469...

Community: Heather Ridge

New Heritage Lake

4841 WAKEFIELD CT # 4841, NEW PORT RICHE..., New Port Richey, FL 34655

$224,900

2 beds

2 baths

1,613 sq ft

Condo

4841 WAKEFIELD CT # 4841, NEW PORT RICHE...

Community: Heritage Lake

New Heritage Lake

9335 STONEWALL LN, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$338,900

2 beds

2 baths

1,646 sq ft

House

9335 STONEWALL LN, NEW PORT RICHEY, FL, ...

Community: Heritage Lake

Highland Lakes on Lake Tarpon

1065 TARTAN DR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$324,000

2 beds

2 baths

1,391 sq ft

Villa

1065 TARTAN DR C, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Timber Greens

9735 CONSERVATION DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$439,900

3 beds

2 baths

2,092 sq ft

House

9735 CONSERVATION DR, NEW PORT RICHEY, F...

Community: Timber Greens

Highland Lakes on Lake Tarpon

2961 BRIAR CLIFF DR, PALM HARBOR, FL, 34..., Palm Harbor, FL 34684

$349,000

2 beds

2 baths

1,211 sq ft

House

2961 BRIAR CLIFF DR, PALM HARBOR, FL, 34...

Community: Highland Lakes on Lake Tarpon

Esplanade at Starkey Ranch

3130 FORSYTHIA DR, ODESSA, FL, 33556, Odessa, FL 33556

$930,000

3 beds

3 baths

3,054 sq ft

House

3130 FORSYTHIA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Highland Lakes on Lake Tarpon

3373 BRODIE WAY, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$459,900

3 beds

2 baths

1,595 sq ft

House

3373 BRODIE WAY, PALM HARBOR, FL, 34684

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

1487 DUNDEE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$345,000

2 beds

2 baths

1,361 sq ft

House

1487 DUNDEE DR, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Heritage Lake

4814 GRIST MILL CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655

$217,000

2 beds

2 baths

1,174 sq ft

Villa

4814 GRIST MILL CIR, NEW PORT RICHEY, FL...

Community: Heritage Lake

Village on the Green

2510 LAURELWOOD DR # 5B, CLEARWATER, FL,..., Clearwater, FL 33763

$245,900

2 beds

2 baths

960 sq ft

Condo

2510 LAURELWOOD DR # 5B, CLEARWATER, FL,...

Community: Village on the Green

Highland Lakes on Lake Tarpon

3053 GREGOR CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$449,900

3 beds

2 baths

1,896 sq ft

House

3053 GREGOR CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Briar Patch

6435 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653

$235,000

3 beds

2 baths

1,359 sq ft

House

6435 THICKET TRL, NEW PORT RICHEY, FL, 3...

Community: Briar Patch

New Village on the Green

2475 BAY BERRY DR, CLEARWATER, FL, 33763, Clearwater, FL 33763

$430,000

2 beds

2 baths

1,464 sq ft

House

2475 BAY BERRY DR, CLEARWATER, FL, 33763

Community: Village on the Green

Timber Greens

9727 OAKWOOD HILLS CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655

$389,900

2 beds

2 baths

1,859 sq ft

House

9727 OAKWOOD HILLS CT, NEW PORT RICHEY, ...

Community: Timber Greens

Heritage Springs

1013 SWEET JASMINE DR, TRINITY, FL, 3465..., Trinity, FL 34655

$389,900

2 beds

2 baths

1,964 sq ft

House

1013 SWEET JASMINE DR, TRINITY, FL, 3465...

Community: Heritage Springs

Heather Lake Condominiums

920 VIRGINIA ST 204, DUNEDIN, FL, 34698, Dunedin, FL 34698

$139,900

1 beds

1 baths

768 sq ft

Condo

920 VIRGINIA ST 204, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Pine Ridge at Palm Harbor

2642 PINE RIDGE WAY B2, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$196,900

2 beds

2 baths

1,038 sq ft

Condo

2642 PINE RIDGE WAY B2, PALM HARBOR, FL,...

Condo

4819 BOONESBORO CT, NEW PORT RICHEY, FL,...

Community: Heritage Lake

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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 203 days. The average price of homes for sale in this community is approximately $349,900, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Key Vista Villas average around $349,900.

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344 homes near Holiday

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

25 communities near Holiday

344 homes near Holiday

2 beds

2 baths

1,152 sq ft

Condo

2 beds

2 baths

1,332 sq ft

Villa

3 beds

2 baths

2,164 sq ft

House

3 beds

3 baths

2,330 sq ft

Condo

3 beds

2 baths

1,523 sq ft

House

2 beds

2 baths

1,666 sq ft

House

2 beds

2 baths

1,144 sq ft

Condo

1 beds

1 baths

645 sq ft

Condo

2 beds

2 baths

1,077 sq ft

House

2 beds

2 baths

918 sq ft

Condo

2 beds

2 baths

1,359 sq ft

Villa

2 beds

2 baths

1,276 sq ft

House

1 beds

1 baths

760 sq ft

Condo

2 beds

2 baths

1,145 sq ft

Condo

2 beds

2 baths

1,230 sq ft

Villa

1 beds

1 baths

865 sq ft

Condo

1 beds

1 baths

845 sq ft

Condo

1 beds

1 baths

815 sq ft

Condo

2 beds

2 baths

1,613 sq ft

Condo

2 beds