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Holiday, FL 55+ active adult communities & homes for sale
28 communities near Holiday
267 homes near Holiday
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5 rating (1 reviews)
![Timber Oaks]()
<$100k
- $200ks
Timber Oaks, Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1973 - 1997
|
1,000 homes
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
$100ks
- $200ks
Heritage Lake, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1994
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932 homes
$200ks
- $300ks
Summertree, New Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1974 - 2015
|
800 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
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4.7 rating (13 reviews)
![Heritage Springs]()
$200ks
- $500ks
Heritage Springs, Trinity, FL
Resale Only
|
55+ age-restricted
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Built 1999 - 2006
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1,337 homes
3.3 rating (3 reviews)
![Royal Stewart Arms]()
$100ks
- $300ks
Royal Stewart Arms, Dunedin, FL
Resale Only
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55+ age-restricted
|
Built 1968 - 1975
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449 homes
$100ks
Heather Lake Condominiums, Dunedin, FL
Resale Only
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55+ age-restricted
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Built 1972 - 1978
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200 homes
$400ks
- $600ks
Edgewater Arms, Dunedin, FL
Resale Only
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55+ age-restricted
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Built 1970 - 1974
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209 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
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$100ks
Briar Patch, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1986 - 1993
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198 homes
$800ks
- $1Ms
Victoria Lakes, Odessa, FL
New Construction
|
Age-targeted
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Built 2025 - present
|
166 homes
$300ks
Key Vista Villas, Holiday, FL
Resale Only
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55+ age-restricted
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Built 2001 - 2005
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170 homes
2 rating (1 reviews)
![Beacon Lakes]()
$100ks
Beacon Lakes, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1975 - 1982
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210 homes
$300ks
- $700ks
Esplanade at Starkey Ranc..., Odessa, FL
Resale Only
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Age-targeted
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Built 2016 - 2022
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517 homes
$200ks
- $300ks
Anchorage, Palm Harbor, FL
Resale Only
|
55+ age-restricted
|
Built 1972 - 1979
|
279 homes
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$100ks
Green Dolphin, Tarpon Springs, FL
Resale Only
|
55+ age-restricted
|
Built 1974 - 1990
|
315 homes
$100ks
Pinehurst Village, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1973 - 1976
|
240 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
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$100ks
- $200ks
Imperial Pines Condominiu..., Clearwater, FL
Resale Only
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55+ age-restricted
|
Built 1985 - 1985
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181 homes
$100ks
- $200ks
Heather Ridge, Dunedin, FL
Resale Only
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55+ age-restricted
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Built 1978 - 1987
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273 homes
$100ks
Heather Hills Villas, Dunedin, FL
Resale Only
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55+ age-restricted
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Built 1971 - 1976
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64 homes
$500ks
- $600ks
Soleta at Starkey Ranch, Odessa, FL
New Construction
|
Age-targeted
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Built 2023 - present
|
139 homes
$200ks
- $500ks
New Port Corners, New Port Richey, FL
New Construction
|
55+ age-restricted
|
Built 2025 - present
$200ks
Linkside Village, Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
100 homes
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Heritage Lake
![4903 LEYTE CT 67, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,135 sq ft
|Condo
4903 LEYTE CT 67, NEW PORT RICHEY, FL, 3...
Community: Heritage Lake
MLS W7886892 • RE/MAX CHAMPIONS, Ashley Quaife
New
Anchorage
![900 MAINSAIL WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685]()
2 beds
|2 baths
|1,524 sq ft
|House
900 MAINSAIL WAY, PALM HARBOR, FL, 34685
Community: Anchorage
MLS TB8521834 • DALTON WADE INC, Dean Newell
New
Esplanade at Starkey Ranch
![11749 BITOLA DR, ODESSA, FL, 33556, Odessa, FL 33556]()
2 beds
|2 baths
|1,859 sq ft
|House
11749 BITOLA DR, ODESSA, FL, 33556
Community: Esplanade at Starkey Ranch
MLS W7886826 • RE/MAX CHAMPIONS, Kristy Thurber
New
Heritage Lake
![9031 WARWICK LN 9031, NEW PORT RICHEY, F..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,309 sq ft
|Condo
9031 WARWICK LN 9031, NEW PORT RICHEY, F...
Community: Heritage Lake
MLS W7886094 • RE/MAX CHAMPIONS, Steven Olandese
New
Esplanade at Starkey Ranch
![3254 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556]()
3 beds
|2 baths
|1,931 sq ft
|House
3254 FRANCOA DR, ODESSA, FL, 33556
Community: Esplanade at Starkey Ranch
MLS TB8518351 • KELLER WILLIAMS ST PETE REALTY, B...
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New
Timber Greens
![6646 GARDEN PALM CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655]()
4 beds
|2 baths
|2,560 sq ft
|House
6646 GARDEN PALM CT, NEW PORT RICHEY, FL...
Community: Timber Greens
MLS W7887023 • RE/MAX MARKETING SPECIALISTS, Debo...
New
Imperial Pines Condominiums
![3062 EASTLAND BLVD 406, CLEARWATER, FL, ..., Clearwater, FL 33761]()
1 beds
|1 baths
|920 sq ft
|Condo
3062 EASTLAND BLVD 406, CLEARWATER, FL, ...
Community: Imperial Pines Condominiums
MLS TB8521671 • LIPPLY REAL ESTATE, Paul Fernande...
New
Royal Stewart Arms
![7 ELGIN PL 508, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|1 baths
|970 sq ft
|Condo
7 ELGIN PL 508, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS TB8518691 • RE/MAX REALTEC GROUP INC, Ed Karl...
New
Heritage Lake
![9909 SAINT JOSEPH CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655]()
2 beds
|2 baths
|2,068 sq ft
|House
9909 SAINT JOSEPH CT, NEW PORT RICHEY, F...
Community: Heritage Lake
MLS TB8522427 • AGILE GROUP REALTY, Dan Shapiro
New
Timber Oaks
![11340 CARRIAGE HILL DR 4, PORT RICHEY, F..., Port Richey, FL 34668]()
2 beds
|2 baths
|978 sq ft
|Condo
11340 CARRIAGE HILL DR 4, PORT RICHEY, F...
Community: Timber Oaks
MLS W7886975 • BLUEWATER BAY REALTY GROUP INC, Br...
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.
New
Timber Oaks
![10641 TIMBER LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668]()
3 beds
|2 baths
|1,924 sq ft
|House
10641 TIMBER LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
MLS TB8520643 • FUTURE HOME REALTY INC, Lori Doza...
New
Pine Ridge at Palm Harbor
![2655 PINE RIDGE WAY D3, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|979 sq ft
|Condo
2655 PINE RIDGE WAY D3, PALM HARBOR, FL,...
Community: Pine Ridge at Palm Harbor
MLS W7886861 • SANDPEAK REALTY, Betty Crisman
New
Pinehurst Village
![1701 PINEHURST RD 2D, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
1 beds
|1 baths
|645 sq ft
|Condo
1701 PINEHURST RD 2D, DUNEDIN, FL, 34698
Community: Pinehurst Village
MLS TB8521649 • DUNEDIN LIFE REALTY, David Vose
New
Timber Greens
![6525 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,549 sq ft
|Villa
6525 PINE WALK DR, NEW PORT RICHEY, FL, ...
Community: Timber Greens
MLS W7886921 • RE/MAX CHAMPIONS, Keith Mathias
Royal Stewart Arms
![2 CAUSEWAY BLVD 102, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
1 beds
|1 baths
|606 sq ft
|Condo
2 CAUSEWAY BLVD 102, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS O6418499 • ALL REAL ESTATE & INVESTMENTS, Fra...
Highland Lakes on Lake Tarpon
![1009 QUEEN ANNE DR B, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,000 sq ft
|Villa
1009 QUEEN ANNE DR B, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8520737 • FILLMORE REAL ESTATE GROUP, James...
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Timber Oaks
![8210 LORA DEL RIO DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,560 sq ft
|House
8210 LORA DEL RIO DR, PORT RICHEY, FL, 3...
Community: Timber Oaks
MLS TB8520039 • MARK SPAIN REAL ESTATE, Angelique...
Highland Lakes on Lake Tarpon
![3277 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,148 sq ft
|Villa
3277 GORSE CT, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8520177 • SMITH & ASSOCIATES REAL ESTATE, D...
Highland Lakes on Lake Tarpon
![1608 WHITEBRIDGE DR B, PALM HARBOR, FL, ..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,000 sq ft
|Condo
1608 WHITEBRIDGE DR B, PALM HARBOR, FL, ...
Community: Highland Lakes on Lake Tarpon
MLS TB8512823 • CHARLES RUTENBERG REALTY INC, All...
Pinehurst Village
![1701 PINEHURST RD 9G, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|875 sq ft
|Condo
1701 PINEHURST RD 9G, DUNEDIN, FL, 34698
Community: Pinehurst Village
MLS W7886804 • KELLER WILLIAMS REALTY- PALM HARBO...
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 W7886841 • RE/MAX CHAMPIONS, Kristy Thurber
Timber Greens
![10007 BROOKDALE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,300 sq ft
|House
10007 BROOKDALE DR, NEW PORT RICHEY, FL,...
Community: Timber Greens
MLS TB8519922 • FLAT FEE MLS REALTY, Stephen Hach...
Highland Lakes on Lake Tarpon
![2261 SHELLY DR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|918 sq ft
|Villa
2261 SHELLY DR D, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8503311 • COLDWELL BANKER REALTY, Lesley Ka...
Edgewater Arms
![620 EDGEWATER DR 204, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
1 beds
|1 baths
|840 sq ft
|Condo
620 EDGEWATER DR 204, DUNEDIN, FL, 34698
Community: Edgewater Arms
MLS TB8519720 • GUARDIAN REAL ESTATE SERVICES, Da...
Anchorage
![2211 PORTSIDE PSGE, PALM HARBOR, FL, 346..., Palm Harbor, FL 34685]()
2 beds
|2 baths
|1,778 sq ft
|House
2211 PORTSIDE PSGE, PALM HARBOR, FL, 346...
Community: Anchorage
MLS TB8519351 • COASTAL PROPERTIES GROUP INTERNAT...
Highland Lakes on Lake Tarpon
![3156 HIGHLANDS BLVD A, PALM HARBOR, FL, ..., Palm Harbor, FL 34684]()
1 beds
|1 baths
|636 sq ft
|Villa
3156 HIGHLANDS BLVD A, PALM HARBOR, FL, ...
Community: Highland Lakes on Lake Tarpon
MLS TB8503348 • COLDWELL BANKER REALTY, Lesley Ka...
Heather Ridge
![2220 MARSHALL DR, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,400 sq ft
|Villa
2220 MARSHALL DR, DUNEDIN, FL, 34698
Community: Heather Ridge
MLS TB8517480 • KELLER WILLIAMS REALTY- PALM HARB...
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Key Vista Villas
![2230 PLEASANT HILL LN, HOLIDAY, FL, 3469..., Holiday, FL 34691]()
2 beds
|2 baths
|1,341 sq ft
|House
2230 PLEASANT HILL LN, HOLIDAY, FL, 3469...
Community: Key Vista Villas
MLS TB8517371 • CHARLES RUTENBERG REALTY INC, Bar...
Heritage Lake
![9851 KINGSPORT AVE, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655]()
3 beds
|2 baths
|1,558 sq ft
|House
9851 KINGSPORT AVE, NEW PORT RICHEY, FL,...
Community: Heritage Lake
MLS TB8516576 • CHARLES RUTENBERG REALTY INC, Bar...
Summertree
![11501 BLOOMINGTON CT, NEW PORT RICHEY, F..., New Port Richey, FL 34654]()
3 beds
|2 baths
|1,863 sq ft
|House
11501 BLOOMINGTON CT, NEW PORT RICHEY, F...
Community: Summertree
MLS TB8518586 • KELLER WILLIAMS TAMPA PROPERTIES,...
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.
Highland Lakes on Lake Tarpon
![1529 E DORCHESTER DR, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,475 sq ft
|House
1529 E DORCHESTER DR, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8518054 • COASTAL PROPERTIES GROUP INTERNAT...
Summertree
![11413 BLOOMINGTON CT, NEW PORT RICHEY, F..., New Port Richey, FL 34654]()
3 beds
|2 baths
|2,045 sq ft
|House
11413 BLOOMINGTON CT, NEW PORT RICHEY, F...
Community: Summertree
MLS W7886573 • FUTURE HOME REALTY, Lori Salzman
Edgewater Arms
![622 EDGEWATER DR 823, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
3 beds
|2 baths
|2,030 sq ft
|Condo
622 EDGEWATER DR 823, DUNEDIN, FL, 34698
Community: Edgewater Arms
MLS TB8518140 • FLORIDA EXECUTIVE REALTY, Brenda ...
Highland Lakes on Lake Tarpon
![3351 STONEHAVEN CT C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,230 sq ft
|Villa
3351 STONEHAVEN CT C, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8516005 • RAGSDALE RESIDENTIAL REALTY, Sher...
Pinehurst Village
![1701 PINEHURST RD 34D, DUNEDIN, FL, 3469..., Dunedin, FL 34698]()
1 beds
|1 baths
|645 sq ft
|Condo
1701 PINEHURST RD 34D, DUNEDIN, FL, 3469...
Community: Pinehurst Village
MLS TB8517304 • DALTON WADE INC, Pam Jeremiah
Timber Oaks
![8141 BUGLE CT 2, PORT RICHEY, FL, 34668, Port Richey, FL 34668]()
2 beds
|2 baths
|1,000 sq ft
|Condo
8141 BUGLE CT 2, PORT RICHEY, FL, 34668
Community: Timber Oaks
MLS TB8517327 • BASTA REALTY SOLUTIONS, Terri Dip...
Briar Patch
![6418 CABBAGE LN, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34653]()
2 beds
|2 baths
|940 sq ft
|Villa
6418 CABBAGE LN, NEW PORT RICHEY, FL, 34...
Community: Briar Patch
MLS W7886536 • RE/MAX SUNSET REALTY, Kathy Roule
Highland Lakes on Lake Tarpon
![999 GILLESPIE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,732 sq ft
|House
999 GILLESPIE DR, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8516714 • CHARLES RUTENBERG REALTY INC, Dia...
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Highland Lakes on Lake Tarpon
![2740 HAMBLE VILLAGE LN, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,595 sq ft
|House
2740 HAMBLE VILLAGE LN, PALM HARBOR, FL,...
Community: Highland Lakes on Lake Tarpon
MLS TB8513520 • CHARLES RUTENBERG REALTY INC, Bar...
Highland Lakes on Lake Tarpon
![3127 MISSION GROVE DR 3127, PALM HARBOR,..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|866 sq ft
|Condo
3127 MISSION GROVE DR 3127, PALM HARBOR,...
Community: Highland Lakes on Lake Tarpon
MLS TB8515598 • EXP REALTY LLC, Tabitha Clark
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.
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 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.
Want more information about active adult communities around Holiday?
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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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: Jun 26, 2026.
This application does not include information on all of the properties available for sale at this time.
