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

318 homes near Holiday

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Key Vista Villas

$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 - $300Ks

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

$100Ks - $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

$100Ks - $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 - $200Ks

Heather Ridge, Dunedin, FL

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

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

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

Scotsdale Cluster Condomi..., Dunedin, FL

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

Patrician Oaks

<$100k

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

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

Timber Greens

6543 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655

$325,000

2 beds

2 baths

1,380 sq ft

Villa

6543 PINE WALK DR, NEW PORT RICHEY, FL, ...

Community: Timber Greens

Timber Oaks

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

$223,000

2 beds

2 baths

1,034 sq ft

House

10803 HACHITA DR, PORT RICHEY, FL, 34668

Community: Timber Oaks

Pinehurst Village

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

$180,000

2 beds

1 baths

875 sq ft

Villa

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

Community: Pinehurst Village

Esplanade at Starkey Ranch

11295 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556

$715,000

3 beds

3 baths

2,305 sq ft

House

11295 JUGLANS DR, ODESSA, FL, 33556

Community: Esplanade at Starkey Ranch

Highland Lakes on Lake Tarpon

2336 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$369,900

2 beds

2 baths

1,288 sq ft

House

2336 MALCOLM DR, 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

Heather Lake Condominiums

960 VIRGINIA ST APT 107, DUNEDIN, FL, 34..., Dunedin, FL 34698

$114,000

1 beds

1 baths

800 sq ft

Condo

960 VIRGINIA ST APT 107, DUNEDIN, FL, 34...

Community: Heather Lake Condominiums

Timber Greens

9661 SPRINGMEADOW DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655

$459,900

3 beds

2 baths

2,188 sq ft

House

9661 SPRINGMEADOW DR, NEW PORT RICHEY, F...

Community: Timber Greens

Royal Stewart Arms

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

$365,000

2 beds

2 baths

1,181 sq ft

Condo

9 FORBES PL 512, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

Green Dolphin

1250 S PINELLAS AVE 804, TARPON SPRINGS,..., Tarpon Springs, FL 34689

$118,000

1 beds

1 baths

565 sq ft

Condo

1250 S PINELLAS AVE 804, TARPON SPRINGS,...

Community: Green Dolphin

Summertree

11240 MERGANSER WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34654

$305,000

3 beds

2 baths

1,753 sq ft

House

11240 MERGANSER WAY, NEW PORT RICHEY, FL...

Community: Summertree

Anchorage

$315,000

2 beds

2 baths

1,294 sq ft

House

766 ANCHORAGE LN, PALM HARBOR, FL, 34685

Community: Anchorage

Highland Lakes on Lake Tarpon

2770 KEATS TER C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$214,000

2 beds

2 baths

1,050 sq ft

Villa

2770 KEATS TER C, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Anchorage

$329,999

2 beds

1 baths

1,204 sq ft

House

921 ANCHORAGE LN, PALM HARBOR, FL, 34685

Community: Anchorage

Highland Lakes on Lake Tarpon

1163 ORANGE TREE CIR D, PALM HARBOR, FL,..., Palm Harbor, FL 34684

$189,900

2 beds

2 baths

960 sq ft

Villa

1163 ORANGE TREE CIR D, PALM HARBOR, FL,...

Community: Highland Lakes on Lake Tarpon

Linkside Village

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

$195,000

2 beds

2 baths

1,646 sq ft

Condo

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

Community: Linkside Village

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

Questions? Call us: (727) 800-3371

Timber Oaks

$195,000

2 beds

2 baths

1,646 sq ft

Condo

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

Community: Timber Oaks

Highland Lakes on Lake Tarpon

3109 MISSION GROVE DR D, PALM HARBOR, FL..., Palm Harbor, FL 34684

$159,000

2 beds

2 baths

806 sq ft

Condo

3109 MISSION GROVE DR D, PALM HARBOR, FL...

Community: Highland Lakes on Lake Tarpon

Heritage Springs

1517 MORNING ROSE PL, TRINITY, FL, 34655, Trinity, FL 34655

$449,900

3 beds

2 baths

1,864 sq ft

House

1517 MORNING ROSE PL, TRINITY, FL, 34655

Community: Heritage Springs

Highland Lakes on Lake Tarpon

2834 THISTLE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$479,000

2 beds

2 baths

1,529 sq ft

House

2834 THISTLE CT, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

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

Imperial Pines Condominiums

3062 EASTLAND BLVD UNIT 407, CLEARWATER,..., Clearwater, FL 33761

$194,500

1 beds

1 baths

920 sq ft

Condo

3062 EASTLAND BLVD UNIT 407, CLEARWATER,...

Community: Imperial Pines Condominiums

Highland Lakes on Lake Tarpon

1109 TARTAN DR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684

$289,000

2 beds

2 baths

1,280 sq ft

Villa

1109 TARTAN DR C, PALM HARBOR, FL, 34684

Community: Highland Lakes on Lake Tarpon

Beacon Lakes

3862 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652

$145,900

2 beds

2 baths

1,144 sq ft

Condo

3862 LIGHTHOUSE WAY, NEW PORT RICHEY, FL...

Community: Beacon Lakes

Briar Patch

4557 GLEN HOLW, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34653

$215,000

2 beds

2 baths

964 sq ft

Villa

4557 GLEN HOLW, NEW PORT RICHEY, FL, 346...

Community: Briar Patch

Heather Hills Villas

832 CAMBRIDGE CT, DUNEDIN, FL, 34698, Dunedin, FL 34698

$173,000

1 beds

1 baths

739 sq ft

Villa

832 CAMBRIDGE CT, DUNEDIN, FL, 34698

Community: Heather Hills Villas

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

Questions? Call us: (727) 800-3371

Summertree

11539 SCOTCH PINE DR, NEW PORT RICHEY, F..., New Port Richey, FL 34654

$275,000

2 beds

2 baths

1,414 sq ft

House

11539 SCOTCH PINE DR, NEW PORT RICHEY, F...

Community: Summertree

Highland Lakes on Lake Tarpon

3681 RIDGEMONT CT, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684

$350,000

2 beds

2 baths

1,220 sq ft

Villa

3681 RIDGEMONT CT, PALM HARBOR, FL, 3468...

Community: Highland Lakes on Lake Tarpon

Edgewater Arms

634 EDGEWATER DR 348, DUNEDIN, FL, 34698, Dunedin, FL 34698

$469,000

2 beds

2 baths

1,265 sq ft

Condo

634 EDGEWATER DR 348, DUNEDIN, FL, 34698

Community: Edgewater Arms

Key Vista Villas

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

$385,090

3 beds

2 baths

1,819 sq ft

House

2542 SANDY HILL CT, HOLIDAY, FL, 34691

Community: Key Vista Villas

Timber Oaks

8619 GOLD PINE DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668

$242,200

2 beds

2 baths

1,658 sq ft

House

8619 GOLD PINE DR, PORT RICHEY, FL, 3466...

Community: Timber Oaks

Key Vista Villas

2747 WOOD POINTE DR, HOLIDAY, FL, 34691, Holiday, FL 34691

$349,500

3 beds

2 baths

1,695 sq ft

House

2747 WOOD POINTE DR, HOLIDAY, FL, 34691

Community: Key Vista Villas

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

Heritage Springs

1745 WESTERHAM LOOP, TRINITY, FL, 34655, Trinity, FL 34655

$399,000

3 beds

2 baths

1,793 sq ft

House

1745 WESTERHAM LOOP, TRINITY, FL, 34655

Community: Heritage Springs

Heritage Springs

1046 ALMONDWOOD DR, TRINITY, FL, 34655, Trinity, FL 34655

$389,900

2 beds

2 baths

1,546 sq ft

Villa

1046 ALMONDWOOD DR, TRINITY, FL, 34655

Community: Heritage Springs

Timber Oaks

8330 HIGH POINT CIR APT 6, PORT RICHEY, ..., Port Richey, FL 34668

$205,000

2 beds

2 baths

1,210 sq ft

Condo

8330 HIGH POINT CIR APT 6, PORT RICHEY, ...

Condo

1846 GOLFVIEW DR # 1846, TARPON SPRINGS,...

Community: Green Dolphin

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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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Want to learn more about 55+ communities in Holiday?

Call us: (727) 800-3371

318 homes near Holiday

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

26 communities near Holiday

318 homes near Holiday

2 beds

2 baths

1,380 sq ft

Villa

2 beds

2 baths

1,034 sq ft

House

2 beds

1 baths

875 sq ft

Villa

3 beds

3 baths

2,305 sq ft

House

2 beds

2 baths

1,288 sq ft

House

1 beds

1 baths

800 sq ft

Condo

3 beds

2 baths

2,188 sq ft

House

2 beds

2 baths

1,181 sq ft

Condo

1 beds

1 baths

565 sq ft

Condo

3 beds

2 baths

1,753 sq ft

House

2 beds

2 baths

1,294 sq ft

House

2 beds

2 baths

1,050 sq ft

Villa

2 beds

1 baths

1,204 sq ft

House

2 beds

2 baths

960 sq ft

Villa

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

806 sq ft

Condo

3 beds

2 baths

1,864 sq ft

House

2 beds

2 baths

1,529 sq ft

House

2 beds