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Holiday, FL 55+ active adult communities & homes for sale
27 communities near Holiday
278 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
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Built 1973 - 1997
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1,000 homes
5 rating (1 reviews)
![Highland Lakes on Lake Ta...]()
$100ks
- $400ks
Highland Lakes on Lake Ta..., Palm Harbor, FL
Resale Only
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55+ age-restricted
|
Built 1977 - 1989
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2,454 homes
$200ks
- $300ks
Summertree, New Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1974 - 2015
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800 homes
$100ks
- $200ks
Heritage Lake, New Port Richey, FL
Resale Only
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55+ age-restricted
|
Built 1981 - 1994
|
932 homes
4.7 rating (13 reviews)
![Heritage Springs]()
$200ks
- $500ks
Heritage Springs, Trinity, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,337 homes
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$100ks
Heather Lake Condominiums, Dunedin, FL
Resale Only
|
55+ age-restricted
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Built 1972 - 1978
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200 homes
3.5 rating (2 reviews)
![Timber Greens]()
$200ks
- $300ks
Timber Greens, New Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1994 - 2004
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783 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
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Built 1968 - 1975
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449 homes
5 rating (1 reviews)
![Pine Ridge at Palm Harbor]()
$100ks
- $200ks
Pine Ridge at Palm Harbor, Palm Harbor, FL
Resale Only
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55+ age-restricted
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Built 1983 - 1983
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264 homes
$100ks
Briar Patch, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1986 - 1993
|
198 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.
$400ks
- $600ks
Edgewater Arms, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1970 - 1974
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209 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
$300ks
- $700ks
Esplanade at Starkey Ranc..., Odessa, FL
Resale Only
|
Age-targeted
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Built 2016 - 2022
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517 homes
$100ks
- $200ks
Heather Ridge, Dunedin, FL
Resale Only
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55+ age-restricted
|
Built 1978 - 1987
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273 homes
$100ks
- $200ks
Imperial Pines Condominiu..., Clearwater, FL
Resale Only
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55+ age-restricted
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Built 1985 - 1985
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181 homes
$100ks
Green Dolphin, Tarpon Springs, FL
Resale Only
|
55+ age-restricted
|
Built 1974 - 1990
|
315 homes
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$200ks
- $300ks
Anchorage, Palm Harbor, FL
Resale Only
|
55+ age-restricted
|
Built 1972 - 1979
|
279 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
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
Pinehurst Village, Dunedin, FL
Resale Only
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55+ age-restricted
|
Built 1973 - 1976
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240 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
$200ks
Scotsdale Cluster Condomi..., Dunedin, FL
Resale Only
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55+ age-restricted
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Built 1980 - 1983
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148 homes
$200ks
Linkside Village, Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1981 - 1985
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100 homes
$200ks
- $500ks
New Port Corners, New Port Richey, FL
New Construction
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55+ age-restricted
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Built 2025 - present
$500ks
- $600ks
Soleta at Starkey Ranch, Odessa, FL
New Construction
|
Age-targeted
|
Built 2023 - present
|
139 homes
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Questions? Call us:
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New
Briar Patch
![4557 GLEN HOLW, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34653]()
2 beds
|2 baths
|964 sq ft
|Villa
4557 GLEN HOLW, NEW PORT RICHEY, FL, 346...
Community: Briar Patch
MLS TB8508455 • FINEHIRSH REALTY POWERED BY SELLS...
New
Heather Ridge
![1485 HALSEY DR 105, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
1 beds
|1 baths
|919 sq ft
|Condo
1485 HALSEY DR 105, DUNEDIN, FL, 34698
Community: Heather Ridge
MLS TB8508331 • TROPIC SHORES REALTY LLC, Jonatha...
New
Heritage Springs
![1624 LAKESTONE DR, TRINITY, FL, 34655, Trinity, FL 34655]()
3 beds
|2 baths
|2,090 sq ft
|House
1624 LAKESTONE DR, TRINITY, FL, 34655
Community: Heritage Springs
MLS W7885665 • FUTURE HOME REALTY, Justine Manous...
New
Briar Patch
![6518 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653]()
2 beds
|2 baths
|964 sq ft
|Villa
6518 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
MLS W7885592 • RE/MAX ALLIANCE GROUP, Debbie Daws...
New
Timber Oaks
![8225 SAN FELIPE CT, PORT RICHEY, FL, 346..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,274 sq ft
|House
8225 SAN FELIPE CT, PORT RICHEY, FL, 346...
Community: Timber Oaks
MLS TB8507432 • CENTURY 21 COAST TO COAST, Krysty...
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New
Timber Oaks
![10520 SPRINGWOOD DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,218 sq ft
|House
10520 SPRINGWOOD DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
MLS W7885619 • KELLER WILLIAMS REALTY- PALM H, Ke...
New
Heather Lake Condominiums
![948 VIRGINIA ST 207, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
1 beds
|1 baths
|869 sq ft
|Condo
948 VIRGINIA ST 207, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8506959 • COASTAL PROPERTIES GROUP INTERNAT...
New
Heritage Springs
![1430 CANBERLEY CT, TRINITY, FL, 34655, Trinity, FL 34655]()
3 beds
|2 baths
|2,098 sq ft
|House
1430 CANBERLEY CT, TRINITY, FL, 34655
Community: Heritage Springs
MLS TB8507185 • LOMBARDO TEAM REAL ESTATE LLC, Le...
New
Beacon Lakes
![3836 LIGHTHOUSE WAY 3836, NEW PORT RICHE..., New Port Richey, FL 34652]()
2 beds
|2 baths
|1,144 sq ft
|Condo
3836 LIGHTHOUSE WAY 3836, NEW PORT RICHE...
Community: Beacon Lakes
MLS W7885517 • RE/MAX CHAMPIONS, Eleni Sampson
New
Heritage Springs
![1237 ALMONDWOOD DR, TRINITY, FL, 34655, Trinity, FL 34655]()
3 beds
|2 baths
|2,016 sq ft
|House
1237 ALMONDWOOD DR, TRINITY, FL, 34655
Community: Heritage Springs
MLS TB8503097 • RE/MAX REALTEC GROUP INC, Ed Karl...
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
Heritage Lake
![9058 ARUNDLE PL, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,553 sq ft
|Condo
9058 ARUNDLE PL, NEW PORT RICHEY, FL, 34...
Community: Heritage Lake
MLS W7885245 • BHHS FLORIDA PROPERTIES GROUP, Kat...
Heather Ridge
![1370 HEATHER RIDGE BLVD 102, DUNEDIN, FL..., Dunedin, FL 34698]()
2 beds
|2 baths
|990 sq ft
|Condo
1370 HEATHER RIDGE BLVD 102, DUNEDIN, FL...
Community: Heather Ridge
MLS W7885555 • CHARLES RUTENBERG REALTY INC, Cori...
Patrician Oaks
![840 VIRGINIA ST 303, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|1 baths
|1,004 sq ft
|Condo
840 VIRGINIA ST 303, DUNEDIN, FL, 34698
Community: Patrician Oaks
MLS TB8494323 • REHM REALTY GROUP LLC, Debra Mart...
Summertree
![11448 MERGANSER WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34654]()
3 beds
|2 baths
|1,984 sq ft
|House
11448 MERGANSER WAY, NEW PORT RICHEY, FL...
Community: Summertree
MLS W7885593 • RE/MAX CHAMPIONS, Lynette Krull
Pine Ridge at Palm Harbor
![2687 PINE RIDGE WAY H1, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,104 sq ft
|Condo
2687 PINE RIDGE WAY H1, PALM HARBOR, FL,...
Community: Pine Ridge at Palm Harbor
MLS W7885546 • SANDPEAK REALTY, Betty Crisman
Pine Ridge at Palm Harbor
![2642 PINE RIDGE WAY G2, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,038 sq ft
|Condo
2642 PINE RIDGE WAY G2, PALM HARBOR, FL,...
Community: Pine Ridge at Palm Harbor
MLS TB8506008 • COLDWELL BANKER REALTY, Amanda Ju...
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Pine Ridge at Palm Harbor
![2600 PINE RIDGE WAY A2, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
2 beds
|1 baths
|904 sq ft
|Condo
2600 PINE RIDGE WAY A2, PALM HARBOR, FL,...
Community: Pine Ridge at Palm Harbor
MLS TB8506619 • RE/MAX REALTEC GROUP INC, Sandee ...
Pine Ridge at Palm Harbor
![1871 PINE RIDGE WAY 2E, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|979 sq ft
|Condo
1871 PINE RIDGE WAY 2E, PALM HARBOR, FL,...
Community: Pine Ridge at Palm Harbor
MLS TB8506505 • REAL ESTATE FIRM OF FLORIDA, LLC,...
Heather Ridge
![1500 HEATHER RIDGE BLVD 109, DUNEDIN, FL..., Dunedin, FL 34698]()
2 beds
|2 baths
|1,360 sq ft
|Villa
1500 HEATHER RIDGE BLVD 109, DUNEDIN, FL...
Community: Heather Ridge
MLS TB8506183 • RE/MAX ELITE REALTY, Sarah Kane
Heritage Lake
![9673 NOBLE CT, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,744 sq ft
|House
9673 NOBLE CT, NEW PORT RICHEY, FL, 3465...
Community: Heritage Lake
MLS W7885415 • FLORIDA LUXURY REALTY INC, Jennife...
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 Springs
![1701 WESTERHAM LOOP, TRINITY, FL, 34655, Trinity, FL 34655]()
3 beds
|2 baths
|1,793 sq ft
|House
1701 WESTERHAM LOOP, TRINITY, FL, 34655
Community: Heritage Springs
MLS TB8506051 • CHARLES RUTENBERG REALTY INC, Rob...
Timber Oaks
![10636 SALAMANCA DR, PORT RICHEY, FL, 346..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,332 sq ft
|House
10636 SALAMANCA DR, PORT RICHEY, FL, 346...
Community: Timber Oaks
MLS W7885510 • KELLER WILLIAMS REALTY- PALM H, Ke...
Scotsdale Cluster Condominiums
![400 STIRLING TER, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,110 sq ft
|Villa
400 STIRLING TER, DUNEDIN, FL, 34698
Community: Scotsdale Cluster Condominiums
MLS TB8504515 • NEXTHOME GULF COAST, Nancy Wholey
Timber Greens
![9631 OAKWOOD HILLS CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655]()
3 beds
|2 baths
|1,888 sq ft
|House
9631 OAKWOOD HILLS CT, NEW PORT RICHEY, ...
Community: Timber Greens
MLS W7885440 • DALTON WADE INC, Shaunna Schiller
Edgewater Arms
![632 EDGEWATER DR 139, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,330 sq ft
|Condo
632 EDGEWATER DR 139, DUNEDIN, FL, 34698
Community: Edgewater Arms
MLS TB8505458 • FUTURE HOME REALTY INC, Joanne Du...
Highland Lakes on Lake Tarpon
![1171 ROYAL BLVD, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,881 sq ft
|Villa
1171 ROYAL BLVD, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8487346 • RE/MAX ALLIANCE GROUP, Kay Himone...
Heather Lake Condominiums
![936 VIRGINIA ST 201, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,024 sq ft
|Condo
936 VIRGINIA ST 201, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8504062 • DALTON WADE INC, Denise Franek
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Heritage Lake
![4968 GRIST MILL CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655]()
2 beds
|2 baths
|962 sq ft
|Villa
4968 GRIST MILL CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
MLS W7885360 • BHHS FLORIDA PROPERTIES GROUP, Kat...
Timber Oaks
![10541 GREEN MEADOW LN, PORT RICHEY, FL, ..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,422 sq ft
|House
10541 GREEN MEADOW LN, PORT RICHEY, FL, ...
Community: Timber Oaks
MLS W7885413 • KELLER WILLIAMS REALTY- PALM H, Ke...
Heritage Springs
![1300 FALLOWFIELD DR, TRINITY, FL, 34655, Trinity, FL 34655]()
2 beds
|2 baths
|1,870 sq ft
|House
1300 FALLOWFIELD DR, TRINITY, FL, 34655
Community: Heritage Springs
MLS W7885053 • FLORIDA LUXURY REALTY INC, Paula L...
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.
Beacon Lakes
![4423 PELORUS DR B, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34652]()
2 beds
|2 baths
|1,144 sq ft
|Condo
4423 PELORUS DR B, NEW PORT RICHEY, FL, ...
Community: Beacon Lakes
MLS W7885252 • DENNIS REALTY&INVESTMENTS CORP, Do...
Heather Lake Condominiums
![946 VIRGINIA ST 107, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|1 baths
|1,010 sq ft
|Condo
946 VIRGINIA ST 107, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8504384 • CHARLES RUTENBERG REALTY INC, Lan...
Timber Greens
![10036 BROOKDALE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655]()
3 beds
|2 baths
|1,694 sq ft
|House
10036 BROOKDALE DR, NEW PORT RICHEY, FL,...
Community: Timber Greens
MLS TB8500743 • EZ CHOICE REALTY, Stephanie Hartm...
Highland Lakes on Lake Tarpon
![2740 HIGHLANDS BLVD B, PALM HARBOR, FL, ..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,000 sq ft
|Villa
2740 HIGHLANDS BLVD B, PALM HARBOR, FL, ...
Community: Highland Lakes on Lake Tarpon
MLS TB8502417 • MAVREALTY, Cody Chisholm
Key Vista Villas
![2815 WOOD POINTE DR, HOLIDAY, FL, 34691, Holiday, FL 34691]()
3 beds
|2 baths
|1,819 sq ft
|House
2815 WOOD POINTE DR, HOLIDAY, FL, 34691
Community: Key Vista Villas
MLS TB8499477 • CHARLES RUTENBERG REALTY INC, Bar...
Village on the Green
![2514 ROYAL PINES CIR 25D, CLEARWATER, FL..., Clearwater, FL 33763]()
1 beds
|2 baths
|815 sq ft
|Villa
2514 ROYAL PINES CIR 25D, CLEARWATER, FL...
Community: Village on the Green
MLS TB8503044 • CHARLES RUTENBERG REALTY INC, Kar...
Heritage Springs
![1444 CANBERLEY CT, TRINITY, FL, 34655, Trinity, FL 34655]()
2 beds
|2 baths
|1,837 sq ft
|House
1444 CANBERLEY CT, TRINITY, FL, 34655
Community: Heritage Springs
MLS A4691637 • KW SUNCOAST, Ramona Kitterman
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 TB8502638 • FUTURE HOME REALTY INC, Phil Evan...
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Highland Lakes on Lake Tarpon
![2291 SHELLY DRIVE DR D, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,120 sq ft
|Condo
2291 SHELLY DRIVE DR D, PALM HARBOR, FL,...
Community: Highland Lakes on Lake Tarpon
MLS TB8502691 • FUTURE HOME REALTY INC, Phil Evan...
Timber Oaks
![11132 PEMBRIDGE CT 6, PORT RICHEY, FL, 3..., Port Richey, FL 34668]()
1 beds
|1 baths
|714 sq ft
|Condo
11132 PEMBRIDGE CT 6, PORT RICHEY, FL, 3...
Community: Timber Oaks
MLS W7885102 • RE/MAX SUNSET REALTY, Dawn Fox
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 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?
Want to learn more about 55+ communities in 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: May 15, 2026.
This application does not include information on all of the properties available for sale at this time.
