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Holiday, FL 55+ active adult communities & homes for sale - Page 6
27 communities near Holiday
272 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
|
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
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2,454 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
$100ks
Heather Lake Condominiums, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1972 - 1978
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200 homes
$200ks
- $300ks
Summertree, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1974 - 2015
|
800 homes
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$100ks
- $200ks
Heritage Lake, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
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
3.3 rating (3 reviews)
![Royal Stewart Arms]()
$100ks
- $300ks
Royal Stewart Arms, Dunedin, FL
Resale Only
|
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
|
55+ age-restricted
|
Built 1983 - 1983
|
264 homes
$400ks
- $600ks
Edgewater Arms, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1970 - 1974
|
209 homes
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$100ks
Briar Patch, New Port Richey, FL
Resale Only
|
55+ age-restricted
|
Built 1986 - 1993
|
198 homes
$300ks
- $700ks
Esplanade at Starkey Ranc..., Odessa, FL
Resale Only
|
Age-targeted
|
Built 2016 - 2022
|
517 homes
$300ks
Key Vista Villas, Holiday, FL
Resale Only
|
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
|
210 homes
$100ks
- $200ks
Imperial Pines Condominiu..., Clearwater, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 1985
|
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
$100ks
- $200ks
Heather Ridge, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1978 - 1987
|
273 homes
$100ks
Pinehurst Village, Dunedin, FL
Resale Only
|
55+ age-restricted
|
Built 1973 - 1976
|
240 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.
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
$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
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
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
$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
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Highland Lakes on Lake Tarpon
![1603 WHITEBRIDGE DR D, PALM HARBOR, FL, ..., Palm Harbor, FL 34684]()
1 beds
|1 baths
|814 sq ft
|Condo
1603 WHITEBRIDGE DR D, PALM HARBOR, FL, ...
Community: Highland Lakes on Lake Tarpon
MLS TB8463449 • COLDWELL BANKER REALTY, Amanda Ju...
Highland Lakes on Lake Tarpon
![2137 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,319 sq ft
|House
2137 MALCOLM DR, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8462729 • REDFIN CORPORATION, Katrina Jaure...
Highland Lakes on Lake Tarpon
![2842 HIGHLANDS BLVD A, PALM HARBOR, FL, ..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,000 sq ft
|Condo
2842 HIGHLANDS BLVD A, PALM HARBOR, FL, ...
Community: Highland Lakes on Lake Tarpon
MLS TB8463329 • VINTAGE REAL ESTATE SERVICES, Cin...
Timber Oaks
![11135 CARRIAGE HILL DR 3, PORT RICHEY, F..., Port Richey, FL 34668]()
2 beds
|2 baths
|954 sq ft
|Condo
11135 CARRIAGE HILL DR 3, PORT RICHEY, F...
Community: Timber Oaks
MLS W7882062 • RE/MAX SUNSET REALTY, Charles Ludi...
Summertree
![12154 PUTTER GREEN CT, NEW PORT RICHEY, ..., New Port Richey, FL 34654]()
3 beds
|2 baths
|1,522 sq ft
|Villa
12154 PUTTER GREEN CT, NEW PORT RICHEY, ...
Community: Summertree
MLS TB8463821 • COLDWELL BANKER REALTY, Michele R...
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Highland Lakes on Lake Tarpon
![2739 SHERBROOKE LN B, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,000 sq ft
|Villa
2739 SHERBROOKE LN B, PALM HARBOR, FL, 3...
Community: Highland Lakes on Lake Tarpon
MLS TB8462674 • COLDWELL BANKER REALTY, Linda Kar...
Timber Oaks
![8360 HIGH POINT CIR 3, PORT RICHEY, FL, ..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,372 sq ft
|Condo
8360 HIGH POINT CIR 3, PORT RICHEY, FL, ...
Community: Timber Oaks
MLS W7881922 • BHHS FLORIDA PROPERTIES GROUP, Bev...
Timber Greens
![9742 OAKWOOD HILLS CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655]()
3 beds
|2 baths
|1,905 sq ft
|House
9742 OAKWOOD HILLS CT, NEW PORT RICHEY, ...
Community: Timber Greens
MLS TB8461802 • KELLER WILLIAMS REALTY- PALM H, K...
Royal Stewart Arms
![9 HAIG PL 312, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,181 sq ft
|Condo
9 HAIG PL 312, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS TB8460608 • COLDWELL BANKER REALTY, Raymonda ...
Timber Greens
![9338 CLEARMEADOW LN, NEW PORT RICHEY, FL..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,855 sq ft
|Villa
9338 CLEARMEADOW LN, NEW PORT RICHEY, FL...
Community: Timber Greens
MLS W7881744 • NORTH SOUTH REALTY, Michael Pannon...
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
![940 VIRGINIA ST 105, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
1 beds
|1 baths
|770 sq ft
|Condo
940 VIRGINIA ST 105, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8459889 • MARK SPAIN REAL ESTATE, Roxanne M...
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 Dimarakis
Royal Stewart Arms
![9 HAIG PL 704, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|975 sq ft
|Condo
9 HAIG PL 704, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS TB8455842 • REDFIN CORPORATION, Susanne Jones
Highland Lakes on Lake Tarpon
![1350 GLENGARRY DR, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,694 sq ft
|House
1350 GLENGARRY DR, PALM HARBOR, FL, 3468...
Community: Highland Lakes on Lake Tarpon
MLS TB8456351 • DALTON WADE INC, Christopher Otas...
Timber Oaks
![8350 HIGH POINT CIR 3, PORT RICHEY, FL, ..., Port Richey, FL 34668]()
2 beds
|2 baths
|1,372 sq ft
|Condo
8350 HIGH POINT CIR 3, PORT RICHEY, FL, ...
Community: Timber Oaks
MLS W7881529 • STAR ONE REALTY GROUP ELITE, Miche...
Royal Stewart Arms
![5 GATESHEAD DR 107, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,175 sq ft
|Condo
5 GATESHEAD DR 107, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS TB8453629 • VENIE BRINSON REAL ESTATE INC, Ja...
Want to learn more about 55+ communities in Holiday?
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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 TB8456530 • COASTAL PROPERTIES GROUP INTERNAT...
Heritage Lake
![4745 VICKSBURG CT, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,190 sq ft
|Condo
4745 VICKSBURG CT, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
MLS W7881428 • ROCKS REALTY, Michael Sykes
Highland Lakes on Lake Tarpon
![899 CLELAND CT A, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684]()
2 beds
|2 baths
|1,230 sq ft
|Villa
899 CLELAND CT A, PALM HARBOR, FL, 34684
Community: Highland Lakes on Lake Tarpon
MLS TB8455060 • COLDWELL BANKER REALTY, Amanda Ju...
Timber Oaks
![11508 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668]()
2 beds
|2 baths
|1,395 sq ft
|Condo
11508 ORLEANS LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
MLS W7881331 • STAR ONE REALTY GROUP ELITE, Miche...
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
![8025 SAN FERNANDO DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668]()
3 beds
|2 baths
|1,530 sq ft
|House
8025 SAN FERNANDO DR, PORT RICHEY, FL, 3...
Community: Timber Oaks
MLS W7881272 • SIRROM REALTY LLC, Caroline Dimond...
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 TB8453812 • COLDWELL BANKER REALTY, Julie Kel...
Heritage Lake
![9404 ROCKBRIDGE CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,227 sq ft
|Condo
9404 ROCKBRIDGE CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
MLS W7881223 • FLORIDA LUXURY REALTY INC, Jennife...
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 • DALTON WADE INC, Dean Newell
Timber Oaks
![11110 CARRIAGE HILL DR 5, PORT RICHEY, F..., Port Richey, FL 34668]()
2 beds
|1 baths
|882 sq ft
|Condo
11110 CARRIAGE HILL DR 5, PORT RICHEY, F...
Community: Timber Oaks
MLS W7881180 • BAM REALTY ADVISORS INC, Roy Barnh...
Key Vista Villas
![2453 PLEASANT HILL LN, HOLIDAY, FL, 3469..., Holiday, FL 34691]()
2 beds
|2 baths
|1,555 sq ft
|House
2453 PLEASANT HILL LN, HOLIDAY, FL, 3469...
Community: Key Vista Villas
MLS O6364058 • LOKATION, Ryan Retaleato
Timber Greens
![9500 GREEN NEEDLE DR, NEW PORT RICHEY, F..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,213 sq ft
|House
9500 GREEN NEEDLE DR, NEW PORT RICHEY, F...
Community: Timber Greens
MLS TB8451656 • EXP REALTY LLC, Conner McBride
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Imperial Pines Condominiums
![3078 EASTLAND BLVD 107, CLEARWATER, FL, ..., Clearwater, FL 33761]()
1 beds
|1 baths
|870 sq ft
|Condo
3078 EASTLAND BLVD 107, CLEARWATER, FL, ...
Community: Imperial Pines Condominiums
MLS TB8442753 • KELLER WILLIAMS REALTY- PALM H, D...
Village on the Green
![2561 ROYAL PINES CIR 14H, CLEARWATER, FL..., Clearwater, FL 33763]()
2 beds
|2 baths
|1,095 sq ft
|Condo
2561 ROYAL PINES CIR 14H, CLEARWATER, FL...
Community: Village on the Green
MLS TB8448736 • BULLARD REALTY, Bozena Pniewski
Edgewater Arms
![632 EDGEWATER DR 238, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|2 baths
|1,220 sq ft
|Condo
632 EDGEWATER DR 238, DUNEDIN, FL, 34698
Community: Edgewater Arms
MLS TB8450633 • COASTAL PROPERTIES GROUP INTERNAT...
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
![1201 DUSTAN PL, TRINITY, FL, 34655, Trinity, FL 34655]()
3 beds
|2 baths
|2,032 sq ft
|House
1201 DUSTAN PL, TRINITY, FL, 34655
Community: Heritage Springs
MLS W7880565 • EXP REALTY LLC, James Adams
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...
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
Heritage Lake
![9309 TROWBRIDGE CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655]()
1 beds
|1 baths
|723 sq ft
|Villa
9309 TROWBRIDGE CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
MLS TB8447631 • MIHARA & ASSOCIATES INC., Denise ...
Esplanade at Starkey Ranch
![11599 CALLISIA DR, ODESSA, FL, 33556, Odessa, FL 33556]()
2 beds
|2 baths
|1,689 sq ft
|House
11599 CALLISIA DR, ODESSA, FL, 33556
Community: Esplanade at Starkey Ranch
MLS W7880552 • RE/MAX ALLIANCE GROUP, Denise Wool...
Highland Lakes on Lake Tarpon
![1609 WHITEBRIDGE DR C, PALM HARBOR, FL, ..., Palm Harbor, FL 34684]()
1 beds
|1 baths
|964 sq ft
|Condo
1609 WHITEBRIDGE DR C, PALM HARBOR, FL, ...
Community: Highland Lakes on Lake Tarpon
MLS G5104168 • BEACON REAL ESTATE & ASSOC, June C...
Heather Lake Condominiums
![821 PATRICIA AVE 202, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
2 beds
|1 baths
|935 sq ft
|Condo
821 PATRICIA AVE 202, DUNEDIN, FL, 34698
Community: Heather Lake Condominiums
MLS TB8444789 • SMITH & ASSOCIATES REAL ESTATE, D...
Heritage Lake
![4814 GRIST MILL CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655]()
2 beds
|2 baths
|1,174 sq ft
|Villa
4814 GRIST MILL CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
MLS W7880057 • BHHS FLORIDA PROPERTIES GROUP, Kat...
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(727) 800-3371
Royal Stewart Arms
![7 DUNOON PL 203, DUNEDIN, FL, 34698, Dunedin, FL 34698]()
1 beds
|1 baths
|957 sq ft
|Condo
7 DUNOON PL 203, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
MLS W7880069 • LISTWITHFREEDOM.COM, Ralph Harvey
Key Vista Villas
![2514 SANDY HILL CT, HOLIDAY, FL, 34691, Holiday, FL 34691]()
2 beds
|2 baths
|1,555 sq ft
|House
2514 SANDY HILL CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
MLS TB8439068 • PREMIER REALTY, Shawn Miller
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 270 days. The average price of homes for sale in this community is approximately $346,575, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Key Vista Villas average around $346,575.
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: May 25, 2026.
This application does not include information on all of the properties available for sale at this time.
