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

26 communities 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...

<$100k - $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

Timber Oaks

<$100k - $200Ks

Timber Oaks, Port Richey, FL

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

Heritage Lake

$100Ks - $300Ks

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

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

Esplanade at Starkey Ranc...

$400Ks - $1Ms

Esplanade at Starkey Ranc..., Odessa, FL

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

3.3 rating (3 reviews)

Royal Stewart Arms

$200Ks - $300Ks

Royal Stewart Arms, Dunedin, FL

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

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.

Green Dolphin

<$100k - $200Ks

Green Dolphin, Tarpon Springs, FL

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

Anchorage

$300Ks - $400Ks

Anchorage, Palm Harbor, FL

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

Heather Ridge

$100Ks - $100Ks

Heather Ridge, Dunedin, FL

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

5 rating (1 reviews)

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

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

Edgewater Arms

$400Ks - $1Ms

Edgewater Arms, Dunedin, FL

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

Heather Lake Condominiums

$100Ks - $200Ks

Heather Lake Condominiums, Dunedin, FL

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

Briar Patch

$100Ks - $200Ks

Briar Patch, New Port Richey, FL

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

Imperial Pines Condominiu...

$100Ks - $200Ks

Imperial Pines Condominiu..., Clearwater, FL

Resale Only | 55+ age-restricted | Built 1985 - 1985 | 181 homes

Scotsdale Cluster Condomi...

$300Ks - $300Ks

Scotsdale Cluster Condomi..., Dunedin, FL

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

Patrician Oaks

<$100k - $100Ks

Patrician Oaks, Dunedin, FL

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

Linkside Village

$100Ks - $200Ks

Linkside Village, Port Richey, FL

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

Heather Hills Villas

$100Ks - $200Ks

Heather Hills Villas, Dunedin, FL

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

Country Oaks

$100Ks - $100Ks

Country Oaks, Hudson, FL

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

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

Royal Stewart Arms

9 FORBES PL 512, DUNEDIN, FL, 34698, Dunedin, FL 34698

$385,000

2 beds

2 baths

1,181 sq ft

Condo

9 FORBES PL 512, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Briar Patch

6428 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653

$220,000

2 beds

2 baths

964 sq ft

Villa

6428 THICKET TRL, NEW PORT RICHEY, FL, 3...

Community: Briar Patch

Highland Lakes on Lake Tarpon

2241 SHELLY DR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$219,000

2 beds

2 baths

918 sq ft

Villa

2241 SHELLY DR D, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Esplanade at Starkey Ranch

3239 FORSYTHIA DR, ODESSA, FL, 33556, Odessa, FL 33556

$799,900

3 beds

3 baths

2,368 sq ft

House

3239 FORSYTHIA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

New Highland Lakes on Lake Tarpon

1609 WHITEBRIDGE DR C, PALM HARBOR, FL, ..., Palm Harbor, FL 34684

$159,400

1 beds

1 baths

964 sq ft

Condo

1609 WHITEBRIDGE DR C, PALM HARBOR, FL, ...

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

1619 WHITHORN PL D, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$104,900

1 beds

1 baths

814 sq ft

Villa

1619 WHITHORN PL D, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

Timber Oaks

11211 ROLLINGWOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668

$239,900

2 beds

2 baths

1,465 sq ft

House

11211 ROLLINGWOOD DR, PORT RICHEY, FL, 3...

Community: Timber Oaks

Esplanade at Starkey Ranch

11111 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556

$470,000

2 beds

2 baths

1,689 sq ft

House

11111 CALLISIA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Heritage Lake

4739 CARRINGTON CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655

$220,000

2 beds

2 baths

1,261 sq ft

Condo

4739 CARRINGTON CT, NEW PORT RICHEY, FL,...

Community: Heritage Lake

Heritage Springs

1251 RAMBLING VINE CT, TRINITY, FL, 3465..., Trinity, FL 34655

$465,000

3 beds

2 baths

1,814 sq ft

House

1251 RAMBLING VINE CT, TRINITY, FL, 3465...

Community: Heritage Springs

Timber Oaks

11030 LINKSIDE DR # 11030, PORT RICHEY, ..., Port Richey, FL 34668

$199,900

2 beds

2 baths

1,646 sq ft

Condo

11030 LINKSIDE DR # 11030, PORT RICHEY, ...

Community: Timber Oaks

Linkside Village

$199,900

2 beds

2 baths

1,646 sq ft

Condo

11030 LINKSIDE DR # 11030, PORT RICHEY, ...

Community: Linkside Village

Highland Lakes on Lake Tarpon

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

$370,000

3 beds

2 baths

1,896 sq ft

House

3053 GREGOR CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Pinehurst Village

1701 PINEHURST RD APT 16C, DUNEDIN, FL, ..., Dunedin, FL 34698

$179,900

2 beds

1 baths

875 sq ft

Villa

1701 PINEHURST RD APT 16C, DUNEDIN, FL, ...

Community: Pinehurst Village

Heritage Lake

9643 NOBLE CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655

$269,900

2 beds

2 baths

1,230 sq ft

House

9643 NOBLE CT, NEW PORT RICHEY, FL, 3465...

Community: Heritage Lake

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

Questions? Call us: (727) 800-3371

Highland Lakes on Lake Tarpon

3532 CAYMAN CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$369,000

2 beds

2 baths

1,280 sq ft

Villa

3532 CAYMAN CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

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

Heather Lake Condominiums

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

$225,000

2 beds

2 baths

927 sq ft

Condo

940 VIRGINIA ST 303, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Heritage Lake

9843 SAINT JOSEPH CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$325,000

2 beds

2 baths

1,678 sq ft

House

9843 SAINT JOSEPH CT, NEW PORT RICHEY, F...

Community: Heritage Lake

Royal Stewart Arms

8 GLENCOE PL APT 305, DUNEDIN, FL, 34698, Dunedin, FL 34698

$220,000

1 beds

1 baths

948 sq ft

Condo

8 GLENCOE PL APT 305, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Heritage Lake

4720 SHEFFIELD DR # 4720, NEW PORT RICHE..., New Port Richey, FL 34655

$199,900

2 beds

2 baths

1,204 sq ft

Condo

4720 SHEFFIELD DR # 4720, NEW PORT RICHE...

Community: Heritage Lake

Beacon Lakes

4446 CHART CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34652

$149,900

2 beds

2 baths

1,144 sq ft

Condo

4446 CHART CT, NEW PORT RICHEY, FL, 3465...

Community: Beacon Lakes

Highland Lakes on Lake Tarpon

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

$260,000

2 beds

2 baths

1,330 sq ft

Condo

1065 TARTAN DR C, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

3497 E WOODMONT WAY, PALM HARBOR, FL, 34..., Palm Harbor, FL 34684

$354,900

2 beds

2 baths

1,220 sq ft

Villa

3497 E WOODMONT WAY, PALM HARBOR, FL, 34...

Community: Highland Lakes on Lake Tarpon

Heather Lake Condominiums

946 VIRGINIA ST APT 102, DUNEDIN, FL, 34..., Dunedin, FL 34698

$137,000

2 beds

1 baths

1,010 sq ft

Condo

946 VIRGINIA ST APT 102, DUNEDIN, FL, 34...

Community: Heather Lake Condominiums

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

Questions? Call us: (727) 800-3371

New Briar Patch

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

$269,000

2 beds

2 baths

1,359 sq ft

Townhouse

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

Community: Briar Patch

Village on the Green

2541 LAURELWOOD DR # 8C, CLEARWATER, FL,..., Clearwater, FL 33763

$195,000

2 beds

2 baths

1,030 sq ft

Villa

2541 LAURELWOOD DR # 8C, CLEARWATER, FL,...

Community: Village on the Green

New Highland Lakes on Lake Tarpon

1605 WHITEBRIDGE DR B, PALM HARBOR, FL, ..., Palm Harbor, FL 34684

$200,000

2 beds

2 baths

1,000 sq ft

Condo

1605 WHITEBRIDGE DR B, PALM HARBOR, FL, ...

Community: Highland Lakes on Lake Tarpon

New Timber Oaks

11403 VERSAILLES LN, PORT RICHEY, FL, 34..., Port Richey, FL 34668

$149,000

2 beds

2 baths

1,171 sq ft

Condo

11403 VERSAILLES LN, PORT RICHEY, FL, 34...

Community: Timber Oaks

Highland Lakes on Lake Tarpon

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

$214,900

2 beds

2 baths

918 sq ft

Villa

2390 SHELLY DR D, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Anchorage

916 MAINSAIL WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685

$409,900

3 beds

2 baths

1,906 sq ft

House

916 MAINSAIL WAY, PALM HARBOR, FL, 34685

Community: Anchorage

Highland Lakes on Lake Tarpon

3115 MISSION GROVE DR, PALM HARBOR, FL, ..., Palm Harbor, FL 34684

$99,900

1 beds

1 baths

636 sq ft

Villa

3115 MISSION GROVE DR, PALM HARBOR, FL, ...

Community: Highland Lakes on Lake Tarpon

Highland Lakes on Lake Tarpon

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

$315,000

2 beds

2 baths

1,230 sq ft

Villa

3499 CEDAR LN, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Timber Oaks

8040 PASADENA DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$231,900

2 beds

2 baths

1,650 sq ft

House

8040 PASADENA DR, PORT RICHEY, FL, 34668

Community: Timber Oaks

Heritage Springs

1623 ARBOR KNOLL LOOP, TRINITY, FL, 3465..., Trinity, FL 34655

$380,000

3 beds

2 baths

1,713 sq ft

House

1623 ARBOR KNOLL LOOP, TRINITY, FL, 3465...

Community: Heritage Springs

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

Questions? Call us: (727) 800-3371

Esplanade at Starkey Ranch

11121 EGERIA DR, ODESSA, FL, 33556, Odessa, FL 33556

$1,050,000

3 beds

3 baths

3,016 sq ft

House

11121 EGERIA DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Beacon Lakes

3838 LANYARD CT B, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34652

$114,500

2 beds

2 baths

1,144 sq ft

Condo

3838 LANYARD CT B, NEW PORT RICHEY, FL, ...

Community: Beacon Lakes

New Heather Lake Condominiums

821 PATRICIA AVE 202, DUNEDIN, FL, 34698, Dunedin, FL 34698

$173,900

2 beds

1 baths

935 sq ft

Condo

821 PATRICIA AVE 202, DUNEDIN, FL, 34698

Community: Heather Lake Condominiums

Timber Oaks

10803 HACHITA DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668

$223,750

2 beds

2 baths

1,034 sq ft

House

10803 HACHITA DR, PORT RICHEY, FL, 34668

Community: Timber Oaks

Highland Lakes on Lake Tarpon

3184 BRUNSWICK CIR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$445,000

2 beds

2 baths

1,950 sq ft

House

3184 BRUNSWICK CIR, PALM HARBOR, FL, 346...

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 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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Call us: (727) 800-3371

26 communities near Holiday

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

26 communities near Holiday

310 homes near Holiday

2 beds

2 baths

1,181 sq ft

Condo

2 beds

2 baths

964 sq ft

Villa

2 beds

2 baths

918 sq ft

Villa

3 beds

3 baths

2,368 sq ft

House

1 beds

1 baths

964 sq ft

Condo

1 beds

1 baths

814 sq ft

Villa

2 beds

2 baths

1,465 sq ft

House

2 beds

2 baths

1,689 sq ft

House

2 beds

2 baths

1,261 sq ft

Condo

3 beds

2 baths

1,814 sq ft

House

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

1,646 sq ft

Condo

3 beds

2 baths

1,896 sq ft

House

2 beds

1 baths

875 sq ft

Villa

2 beds

2 baths

1,230 sq ft

House

2 beds

2 baths

1,280 sq ft

Villa

2 beds

2 baths

1,144 sq ft

Condo

2 beds

2 baths

927 sq ft

Condo

2 beds

2 baths

1,678 sq ft

House

1 beds