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Holiday, FL 55+ active adult communities & homes for sale
28 communities near Holiday
289 homes near Holiday
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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
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Built 1977 - 1989
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2,454 homes
5 rating (1 reviews)
![Timber Oaks]()
<$100k
- $200ks
Timber Oaks, Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1973 - 1997
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1,000 homes
$100ks
- $200ks
Heritage Lake, New Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1981 - 1994
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932 homes
3.5 rating (2 reviews)
![Timber Greens]()
$200ks
- $300ks
Timber Greens, New Port Richey, FL
Resale Only
|
55+ age-restricted
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Built 1994 - 2004
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783 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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$200ks
- $300ks
Summertree, New Port Richey, FL
Resale Only
|
55+ age-restricted
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Built 1974 - 2015
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800 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
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
$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
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
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2 rating (1 reviews)
![Beacon Lakes]()
$100ks
Beacon Lakes, New Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1975 - 1982
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210 homes
$100ks
Green Dolphin, Tarpon Springs, FL
Resale Only
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55+ age-restricted
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Built 1974 - 1990
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315 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
$100ks
Pinehurst Village, Dunedin, FL
Resale Only
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55+ age-restricted
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Built 1973 - 1976
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240 homes
$100ks
Briar Patch, New Port Richey, FL
Resale Only
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55+ age-restricted
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Built 1986 - 1993
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198 homes
$800ks
- $1Ms
Victoria Lakes, Odessa, FL
New Construction
|
Age-targeted
|
Built 2025 - present
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166 homes
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$300ks
Key Vista Villas, Holiday, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2005
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170 homes
$100ks
Patrician Oaks, Dunedin, FL
Resale Only
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55+ age-restricted
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Built 1975 - 1982
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120 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
$100ks
Country Oaks, Hudson, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1986
|
42 homes
Download the Ultimate 55+ Homebuying Guide
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$100ks
Heather Hills Villas, Dunedin, FL
Resale Only
|
55+ age-restricted
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Built 1971 - 1976
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64 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
- $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
$200ks
- $300ks
Anchorage, Palm Harbor, FL
Resale Only
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55+ age-restricted
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Built 1972 - 1979
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279 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
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
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Questions? Call us:
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$500ks
- $600ks
Soleta at Starkey Ranch, Odessa, FL
New Construction
|
Age-targeted
|
Built 2023 - present
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139 homes
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 • RE/MAX CHAMPIONS
New
Highland Lakes on Lake Tarpon
![2833 ORANGE TREE CIR A, PALM HARBOR, FL,..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|960 sq ft
|Villa
2833 ORANGE TREE CIR A, PALM HARBOR, FL,...
Community: Highland Lakes on Lake Tarpon
MLS TB8540788 • PREMIER SOTHEBY'S INTL REALTY, Ka... • PREMIER SOTHEBY'S INTL REALTY
New
Highland Lakes on Lake Tarpon
![1650 HIGHLAND CLUB LN, PALM HARBOR, FL, ..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,190 sq ft
|Villa
1650 HIGHLAND CLUB LN, PALM HARBOR, FL, ...
Community: Highland Lakes on Lake Tarpon
MLS TB8540850 • COASTAL PROPERTIES GROUP INTERNAT... • COASTAL PROPERTIES GROUP INTERNATIONAL
New
Heritage Springs
![1236 FLORA VISTA ST, TRINITY, FL, 34655, Trinity, FL 34655]()
2 beds
|2 baths
|1,903 sq ft
|Villa
1236 FLORA VISTA ST, TRINITY, FL, 34655
Community: Heritage Springs
MLS TB8540758 • CONCI, REALTORS, Cyndi Olmstead • CONCI, REALTORS
New
Heritage Lake
![4706 WALLINGFORD CT 4706, NEW PORT RICHE..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,340 sq ft
|Condo
4706 WALLINGFORD CT 4706, NEW PORT RICHE...
Community: Heritage Lake
MLS W7888685 • RE/MAX CHAMPIONS, Steven Olandese • RE/MAX CHAMPIONS
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New
![10762 APALACHICOLA DR, NEW PORT RICHEY, ..., New Port Richey, FL 34655]()
Cindy Certified
New
Village on the Green
![2218 BAY BERRY LN, CLEARWATER, FL, 33763, Clearwater, FL 33763]()
2 beds
|2 baths
|1,309 sq ft
|House
2218 BAY BERRY LN, CLEARWATER, FL, 33763
Community: Village on the Green
MLS TB8540295 • BILTMORE GROUP INC, Jim Mayes • BILTMORE GROUP INC
New
Highland Lakes on Lake Tarpon
![3253 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,332 sq ft
|Villa
3253 MCMATH DR, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8539673 • SELECT PROPERTIES INC, Frank Acer... • SELECT PROPERTIES INC
New
Heritage Lake
![4647 LACROSSE CT, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,638 sq ft
|House
4647 LACROSSE CT, NEW PORT RICHEY, FL, 3...
Community: Heritage Lake
MLS TB8539999 • COLDWELL BANKER REALTY, Richard F... • COLDWELL BANKER REALTY
New
Highland Lakes on Lake Tarpon
![1207 TIMBERBROOKE DR, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
3 beds
|3 baths
|1,883 sq ft
|House
1207 TIMBERBROOKE DR, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8539457 • FILLMORE REAL ESTATE GROUP, Laure... • FILLMORE REAL ESTATE GROUP
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
Esplanade at Starkey Ranch
![3456 FORSYTHIA DR, ODESSA, FL, 33556, Odessa, FL 33556]()
3 beds
|3 baths
|3,054 sq ft
|House
3456 FORSYTHIA DR, ODESSA, FL, 33556
Community: Esplanade at Starkey Ranch
MLS TB8539702 • ANGELA FOWLER REAL ESTATE, LLC, A... • ANGELA FOWLER REAL ESTATE, LLC
New
Heritage Lake
![9545 DANVILLE CT 42, NEW PORT RICHEY, FL..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,135 sq ft
|Condo
9545 DANVILLE CT 42, NEW PORT RICHEY, FL...
Community: Heritage Lake
MLS TB8538873 • CHARLES P CARTER, Charles Carter • CHARLES P CARTER
New
Timber Oaks
![11414 STANSBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,387 sq ft
|Villa
11414 STANSBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
MLS TB8539210 • LIPPLY REAL ESTATE, Diane Cugliet... • LIPPLY REAL ESTATE
New
Timber Oaks
![11210 ELDERBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,158 sq ft
|House
11210 ELDERBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
MLS W7888637 • RE/MAX ALLIANCE GROUP, Samra Samen... • RE/MAX ALLIANCE GROUP
Highland Lakes on Lake Tarpon
![3495 W LINKS CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,800 sq ft
|House
3495 W LINKS CT, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8537750 • COASTAL PROPERTIES GROUP INTERNAT... • COASTAL PROPERTIES GROUP INTERNATIONAL
Highland Lakes on Lake Tarpon
![1591 LONGFORD DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
3 beds
|2 baths
|1,800 sq ft
|House
1591 LONGFORD DR, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8538289 • KELLER WILLIAMS REALTY- PALM HARB... • KELLER WILLIAMS REALTY- PALM HARBOR
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Questions? Call us:
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Heritage Springs
![1535 MORNING ROSE PL, TRINITY, FL, 34655, Trinity, FL 34655]()
2 beds
|2 baths
|2,088 sq ft
|House
1535 MORNING ROSE PL, TRINITY, FL, 34655
Community: Heritage Springs
MLS TB8535097 • COMPASS FLORIDA LLC, Jenna Utley • COMPASS FLORIDA LLC
Royal Stewart Arms
![9 HAIG PL 810, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|975 sq ft
|Condo
9 HAIG PL 810, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS TB8536013 • COASTAL PROPERTIES GROUP INTERNAT... • COASTAL PROPERTIES GROUP INTERNATIONAL
Country Oaks
![7719 COSME DR 1, HUDSON, FL, 34667, Hudson, FL 34667]()
MLS W7888556 • RE/MAX CHAMPIONS, Lynette Krull • RE/MAX CHAMPIONS
Scotsdale Cluster Condominiums
![1372 CARLISLE CT, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,376 sq ft
|Villa
1372 CARLISLE CT, DUNEDIN, FL, 34698
Community: Scotsdale Cluster Condominiums
MLS TB8538645 • SELECT PROPERTIES INC, Shannon Ho... • SELECT PROPERTIES INC
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.
Timber Oaks
![8423 PEBBLE DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668]()
2 beds
|2 baths
|1,646 sq ft
|Condo
8423 PEBBLE DR, PORT RICHEY, FL, 34668
Community: Timber Oaks
MLS TB8538309 • PREFERRED HOMES, Roy Sipel • PREFERRED HOMES
Linkside Village
![8423 PEBBLE DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668]()
2 beds
|2 baths
|1,646 sq ft
|Condo
8423 PEBBLE DR, PORT RICHEY, FL, 34668
Community: Linkside Village
MLS TB8538309 • PREFERRED HOMES, Roy Sipel • PREFERRED HOMES
Cindy Certified
Highland Lakes on Lake Tarpon
![2211 LARK CIR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,230 sq ft
|Condo
2211 LARK CIR D, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8537795 • CENTURY 21 BILL NYE REALTY, Melis... • CENTURY 21 BILL NYE REALTY
Beacon Lakes
![3843 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652]()
2 beds
|2 baths
|1,144 sq ft
|Condo
3843 LIGHTHOUSE WAY, NEW PORT RICHEY, FL...
Community: Beacon Lakes
MLS TB8536755 • PEOPLE'S TRUST REALTY, Brianna Mo... • PEOPLE'S TRUST REALTY
Timber Oaks
![11436 VERSAILLES LN, PORT RICHEY, FL, 34..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,353 sq ft
|Condo
11436 VERSAILLES LN, PORT RICHEY, FL, 34...
Community: Timber Oaks
MLS W7888326 • RE/MAX CHAMPIONS, Jennifer Miller-... • RE/MAX CHAMPIONS
Green Dolphin
![1250 S PINELLAS AVE 511, TARPON SPRINGS,..., Tarpon Springs, FL 34689]()
1 beds
|1 baths
|565 sq ft
|Condo
1250 S PINELLAS AVE 511, TARPON SPRINGS,...
Community: Green Dolphin
MLS A4702206 • INTEGRA REALTY GROUP INC, Brandon ... • INTEGRA REALTY GROUP INC
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(727) 800-3371
Timber Oaks
![10819 LOS SANTOS DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,107 sq ft
|House
10819 LOS SANTOS DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
MLS W7888378 • FLORIDA LUXURY REALTY INC, Christi... • FLORIDA LUXURY REALTY INC
Heritage Springs
![10924 RAIN HOLLOW CT, NEW PORT RICHEY, F..., New Port Richey, FL 34655]()
3 beds
|2 baths
|2,582 sq ft
|House
10924 RAIN HOLLOW CT, NEW PORT RICHEY, F...
Community: Heritage Springs
MLS TB8536994 • RE/MAX ACTION FIRST OF FLORIDA, G... • RE/MAX ACTION FIRST OF FLORIDA
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 TB8536803 • LPT REALTY, LLC, Zachary Boyle • LPT REALTY, LLC
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.
Esplanade at Starkey Ranch
![11301 JUGLANS DR, ODESSA, FL, 33556, Odessa, FL 33556]()
3 beds
|2 baths
|1,923 sq ft
|House
11301 JUGLANS DR, ODESSA, FL, 33556
Community: Esplanade at Starkey Ranch
MLS TB8532870 • FUTURE HOME REALTY INC, Jennifer ... • FUTURE HOME REALTY INC
Heritage Lake
![4949 BOSTONIAN LOOP, NEW PORT RICHEY, FL..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,485 sq ft
|Condo
4949 BOSTONIAN LOOP, NEW PORT RICHEY, FL...
Community: Heritage Lake
MLS TB8534106 • THE VAULT REALTY, Matt Vigh • THE VAULT REALTY
Heritage Springs
![11421 STRATHAVEN CT, TRINITY, FL, 34655, Trinity, FL 34655]()
3 beds
|3 baths
|2,494 sq ft
|House
11421 STRATHAVEN CT, TRINITY, FL, 34655
Community: Heritage Springs
MLS TB8536892 • CHARLES RUTENBERG REALTY INC, Ami... • CHARLES RUTENBERG REALTY INC
Timber Oaks
![11140 CARRIAGE HILL DR 4, PORT RICHEY, F..., Port Richey, FL 34668]()
1 beds
|1 baths
|714 sq ft
|Condo
11140 CARRIAGE HILL DR 4, PORT RICHEY, F...
Community: Timber Oaks
MLS W7888376 • F I GREY & SON RESIDENTIAL, Gen... • F I GREY & SON RESIDENTIAL
Heritage Lake
![4809 WAKEFIELD CT, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,311 sq ft
|Villa
4809 WAKEFIELD CT, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
MLS W7888336 • BHHS FLORIDA PROPERTIES GROUP, Jud... • BHHS FLORIDA PROPERTIES GROUP
Timber Oaks
![10550 CALICO LOOP, PORT RICHEY, FL, 3466..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,534 sq ft
|House
10550 CALICO LOOP, PORT RICHEY, FL, 3466...
Community: Timber Oaks
MLS W7888385 • BHHS FLORIDA PROPERTIES GROUP, Bev... • BHHS FLORIDA PROPERTIES GROUP
Cindy Certified
Heather Lake Condominiums
![952 VIRGINIA ST 207, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|1 baths
|1,028 sq ft
|Condo
952 VIRGINIA ST 207, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8535459 • RE/MAX ELITE REALTY, Tammy McCurd... • RE/MAX ELITE REALTY
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Highland Lakes on Lake Tarpon
![1339 QUEEN ANNE DR C, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,000 sq ft
|Condo
1339 QUEEN ANNE DR C, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8535599 • GULFSHORES REALTY GROUP, Penny Na... • GULFSHORES REALTY GROUP
Timber Oaks
![8405 DIVOT WAY, PORT RICHEY, FL, 34668, Port Richey, FL 34668]()
2 beds
|2 baths
|1,522 sq ft
|House
8405 DIVOT WAY, PORT RICHEY, FL, 34668
Community: Timber Oaks
MLS TB8536090 • FUTURE HOME REALTY INC, Whitnee S... • FUTURE HOME REALTY INC
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: Aug 21, 2026.
This application does not include information on all of the properties available for sale at this time.
