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Holiday, FL 55+ active adult communities & homes for sale
26 communities near Holiday
291 homes near Holiday
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$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
- $500Ks
Heritage Springs, Trinity, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
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1,337 homes
5 rating (1 reviews)
![Timber Oaks]()
<$100k
- $300Ks
Timber Oaks, Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1973 - 1997
|
1,000 homes
$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?
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$100Ks
- $300Ks
Summertree, New Port Richey, FL
Resale Only
|
55+ age-restricted
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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
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783 homes
$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
Download the Ultimate 55+ Homebuying Guide
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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
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
<$100k
- $200Ks
Green Dolphin, Tarpon Springs, FL
Resale Only
|
55+ age-restricted
|
Built 1974 - 1990
|
315 homes
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5 rating (1 reviews)
![Pine Ridge at Palm Harbor]()
$100Ks
Pine Ridge at Palm Harbor, Palm Harbor, FL
Resale Only
|
55+ age-restricted
|
Built 1983 - 1983
|
264 homes
$100Ks
- $200Ks
Pinehurst Village, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1973 - 1976
|
240 homes
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2 rating (1 reviews)
![Beacon Lakes]()
$100Ks
Beacon Lakes, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1975 - 1982
|
210 homes
$100Ks
- $1Ms
Edgewater Arms, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1970 - 1974
|
209 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.
$100Ks
- $200Ks
Heather Lake Condominiums, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1972 - 1978
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200 homes
$100Ks
- $200Ks
Briar Patch, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1986 - 1993
|
198 homes
$100Ks
- $200Ks
Imperial Pines Condominiu..., Clearwater, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 1985
|
181 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
$300Ks
Scotsdale Cluster Condomi..., Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 1983
|
148 homes
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$100Ks
- $200Ks
Linkside Village, Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
100 homes
<$100k
- $200Ks
Heather Hills Villas, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1971 - 1976
|
64 homes
Want to learn more about 55+ rental communities in Holiday?
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Questions? Call us:
(727) 800-3371
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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.
New
Patrician Oaks
![865 VIRGINIA CT 101, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,118 sq ft
|Condo
865 VIRGINIA CT 101, DUNEDIN, FL, 34698
Community: Patrician Oaks
MLS TB8463134 • RE/MAX ELITE REALTY, Naya Henry A...
Royal Stewart Arms
![9 HAIG PL APT 704, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|975 sq ft
|Condo
9 HAIG PL APT 704, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS TB8455842 • REDFIN CORPORATION, Susanne Jones
New
Highland Lakes on Lake Tarpon
![3408 STIRLING RD, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,674 sq ft
|House
3408 STIRLING RD, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8463067 • COLDWELL BANKER REALTY, Mary Marc...
Green Dolphin
![1202 PALM DR, TARPON SPRINGS, FL, 34689, Tarpon Springs, FL 34689]()
2 beds
|2 baths
|1,165 sq ft
|Villa
1202 PALM DR, TARPON SPRINGS, FL, 34689
Community: Green Dolphin
MLS TB8455269 • RE/MAX ELITE REALTY, Kim Adams
Highland Lakes on Lake Tarpon
![3116 BRUNSWICK CIR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,699 sq ft
|House
3116 BRUNSWICK CIR, PALM HARBOR, FL, 346...
Community: Highland Lakes on Lake Tarpon
MLS TB8445508 • KELLER WILLIAMS REALTY- PALM H, E...
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Summertree
![11723 FOXWORTH LN, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34654]()
2 beds
|2 baths
|1,096 sq ft
|House
11723 FOXWORTH LN, NEW PORT RICHEY, FL, ...
Community: Summertree
MLS W7881328 • RE/MAX CHAMPIONS, Lynette Krull
Highland Lakes on Lake Tarpon
![1109 MADEIRA DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,165 sq ft
|Villa
1109 MADEIRA DR, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8447125 • PEOPLE'S TRUST REALTY, Regina Vit...
Heather Lake Condominiums
![970 VIRGINIA ST 109, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|965 sq ft
|Condo
970 VIRGINIA ST 109, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8460153 • KELLER WILLIAMS REALTY PORTFOLIO ...
Anchorage
![1120 LANYARD ST, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685]()
MLS TB8458193 • KELLER WILLIAMS REALTY- PALM H, T...
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.
Heritage Lake
![4755 CARRINGTON CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,204 sq ft
|Condo
4755 CARRINGTON CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
MLS W7879580 • DENNIS REALTY&INVESTMENTS CORP, Ka...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Highland Lakes on Lake Tarpon
![2834 THISTLE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,529 sq ft
|House
2834 THISTLE CT, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8427823 • FUTURE HOME REALTY INC, Lisa DesC...
Summertree
![11521 ROSE TREE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654]()
2 beds
|2 baths
|1,777 sq ft
|House
11521 ROSE TREE DR, NEW PORT RICHEY, FL,...
Community: Summertree
MLS TB8365155 • IMPACT REALTY TAMPA BAY, Jacqueli...
Country Oaks
![7745 EUREKA DR # 7745, HUDSON, FL, 34667, Hudson, FL 34667]()
2 beds
|2 baths
|1,210 sq ft
|Condo
7745 EUREKA DR # 7745, HUDSON, FL, 34667
Community: Country Oaks
MLS TB8422678 • RE/MAX ELITE REALTY, Kim Adams
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New
Highland Lakes on Lake Tarpon
![1658 MACDONNELL CT, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,875 sq ft
|House
1658 MACDONNELL CT, PALM HARBOR, FL, 346...
Community: Highland Lakes on Lake Tarpon
MLS TB8462135 • COLDWELL BANKER REALTY, Amanda Ju...
New
Highland Lakes on Lake Tarpon
![3129 BRUNSWICK CIR, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,917 sq ft
|House
3129 BRUNSWICK CIR, PALM HARBOR, FL, 346...
Community: Highland Lakes on Lake Tarpon
MLS TB8461252 • KELLER WILLIAMS REALTY- PALM H, K...
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New
Highland Lakes on Lake Tarpon
![2735 SHERBROOKE LN D, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
1 beds
|1 baths
|949 sq ft
|Condo
2735 SHERBROOKE LN D, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8461202 • FUTURE HOME REALTY INC, Run Gilli...
Highland Lakes on Lake Tarpon
![2927 MACALPIN DR 9, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684]()
3 beds
|3 baths
|1,535 sq ft
|House
2927 MACALPIN DR 9, PALM HARBOR, FL, 346...
Community: Highland Lakes on Lake Tarpon
MLS TB8458771 • COLDWELL BANKER REALTY, Lesley Ka...
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.
Summertree
![12200 PUTTER GREEN CT, NEW PORT RICHEY, ..., New Port Richey, FL 34654]()
3 beds
|2 baths
|1,719 sq ft
|Villa
12200 PUTTER GREEN CT, NEW PORT RICHEY, ...
Community: Summertree
MLS OM715465 • LPT REALTY, LLC., Kristie Dimaraki...
Heather Lake Condominiums
![841 PATRICIA AVE 306, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|934 sq ft
|Condo
841 PATRICIA AVE 306, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8457688 • SELECT PROPERTIES INC, Amanda Dye...
Highland Lakes on Lake Tarpon
![3430 STONEHAVEN CT D, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,230 sq ft
|Villa
3430 STONEHAVEN CT D, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8456989 • CHARLES RUTENBERG REALTY INC, Lan...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Timber Oaks
![8619 GOLD PINE DR, PORT RICHEY, FL, 3466..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,658 sq ft
|House
8619 GOLD PINE DR, PORT RICHEY, FL, 3466...
Community: Timber Oaks
MLS W7881379 • RE/MAX ALLIANCE GROUP, April Noven...
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Timber Oaks
![10600 MIRA VISTA DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,561 sq ft
|House
10600 MIRA VISTA DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
MLS W7880951 • FUTURE HOME REALTY, Justine Manous...
Highland Lakes on Lake Tarpon
![3109 MISSION GROVE DR D, PALM HARBOR, FL..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|806 sq ft
|Condo
3109 MISSION GROVE DR D, PALM HARBOR, FL...
Community: Highland Lakes on Lake Tarpon
MLS TB8447950 • RE/MAX ELITE REALTY, Kim Adams
Highland Lakes on Lake Tarpon
![2281 SHELLY DR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|918 sq ft
|Villa
2281 SHELLY DR D, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8443851 • COLDWELL BANKER REALTY, Mary Marc...
Key Vista Villas
![2529 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691]()
2 beds
|2 baths
|1,555 sq ft
|House
2529 SANDY HILL CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
MLS TB8425063 • CHARLES RUTENBERG REALTY INC, Bar...
Want to learn more about 55+ rental communities in Holiday?
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Questions? Call us:
(727) 800-3371
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.
Heritage Lake
![4739 CARRINGTON CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,261 sq ft
|Condo
4739 CARRINGTON CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
MLS W7879600 • BHHS FLORIDA PROPERTIES GROUP, Kat...
Heather Ridge
![1370 HEATHER RIDGE BLVD APT 105, DUNEDIN..., Dunedin, FL 34698]()
1 beds
|1 baths
|815 sq ft
|Condo
1370 HEATHER RIDGE BLVD APT 105, DUNEDIN...
Community: Heather Ridge
MLS TB8402918 • COASTAL PROPERTIES GROUP INTERNAT...
Timber Oaks
![10705 TONAPA LOOP, PORT RICHEY, FL, 3466..., Port Richey, FL 34668]()
3 beds
|2 baths
|1,944 sq ft
|House
10705 TONAPA LOOP, PORT RICHEY, FL, 3466...
Community: Timber Oaks
MLS N6142100 • SARASOTA REALTY ASSOC., INC., Ryan...
Heather Lake Condominiums
![952 VIRGINIA ST 105, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|965 sq ft
|Condo
952 VIRGINIA ST 105, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8453842 • EXP REALTY LLC, Dean Newell
Timber Oaks
![8130 SAN FELIPE CT, PORT RICHEY, FL, 346..., Port Richey, FL 34668]()
3 beds
|2 baths
|1,670 sq ft
|House
8130 SAN FELIPE CT, PORT RICHEY, FL, 346...
Community: Timber Oaks
MLS W7880629 • RE/MAX SUNSET REALTY, Maria Diaz
Want to learn more about 55+ communities in Holiday?
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Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Heritage Springs
![12202 ARRON TER, TRINITY, FL, 34655, Trinity, FL 34655]()
2 beds
|2 baths
|1,873 sq ft
|House
12202 ARRON TER, TRINITY, FL, 34655
Community: Heritage Springs
MLS TB8424270 • FLORIDA EXECUTIVE REALTY, Stephan...
Highland Lakes on Lake Tarpon
![3201 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,332 sq ft
|Villa
3201 MCMATH DR, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8414809 • AGILE GROUP REALTY, Darren August...
New
Edgewater Arms
![622 EDGEWATER DR 123, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
MLS TB8461471 • COLDWELL BANKER REALTY, Denis Rom...
New
Timber Greens
![9713 SWEEPING VIEW DR, NEW PORT RICHEY, ..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,640 sq ft
|Villa
9713 SWEEPING VIEW DR, NEW PORT RICHEY, ...
Community: Timber Greens
MLS W7881825 • RE/MAX MARKETING SPECIALISTS, Debo...
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.
Heather Lake Condominiums
![948 VIRGINIA ST APT 107, DUNEDIN, FL, 34..., Dunedin, FL 34698]()
1 beds
|1 baths
|869 sq ft
|Condo
948 VIRGINIA ST APT 107, DUNEDIN, FL, 34...
Community: Heather Lake Condominiums
MLS TB8440923 • KELLER WILLIAMS REALTY PORTFOLIO ...
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Timber Greens
![6543 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,380 sq ft
|Villa
6543 PINE WALK DR, NEW PORT RICHEY, FL, ...
Community: Timber Greens
MLS W7880794 • RE/MAX CHAMPIONS, Diane s Hawk-Jum...
New
Highland Lakes on Lake Tarpon
![1319 GLENGARRY DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,854 sq ft
|House
1319 GLENGARRY DR, PALM HARBOR, FL, 3468...
Community: Highland Lakes on Lake Tarpon
MLS TB8462474 • LPT REALTY, LLC., Alex Landry
Highland Lakes on Lake Tarpon
![1222 GILLESPIE DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,674 sq ft
|House
1222 GILLESPIE DR, PALM HARBOR, FL, 3468...
Community: Highland Lakes on Lake Tarpon
MLS TB8449526 • COLDWELL BANKER REALTY, Sue Hirsc...
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Esplanade at Starkey Ranch
![11398 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556]()
3 beds
|3 baths
|2,410 sq ft
|House
11398 JUGLANS DR, ODESSA, FL, 33556
Community: Esplanade at Starkey Ranch
MLS W7875778 • KELLER WILLIAMS REALTY- PALM H, Ju...
Briar Patch
![6428 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653]()
2 beds
|2 baths
|964 sq ft
|Villa
6428 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
MLS TB8348593 • RE/MAX PREMIER GROUP, Katie Barto...
Frequently Asked Questions
In Holiday, there is 1 small community with less than 500 homes.
The smallest 55+ community in Holiday has 170 homes, the largest has 170 homes, and the average community consists of 170 homes.
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.
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.
Want more information about active adult communities around Holiday?
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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 11, 2026.
This application does not include information on all of the properties available for sale at this time.
