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Winter Park, FL 55+ active adult communities & homes for sale - Page 61
90 communities near Winter Park
2,553 homes near Winter Park
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4 rating (17 reviews)
![The Villages®]()
$100ks
- $1Ms
The Villages®, The Villages, FL
New and Resale
|
55+ age-restricted
|
Built 1978 - present
|
70,000 homes
4.7 rating (18 reviews)
![Solivita]()
$300ks
- $700ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
4.5 rating (11 reviews)
![Spruce Creek Country Club]()
$100ks
- $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2007
|
3,250 homes
$300ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 homes
5 rating (2 reviews)
![Plantation at Leesburg]()
$100ks
- $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2008
|
2,820 homes
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3.6 rating (48 reviews)
![Latitude Margaritaville]()
$300ks
- $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2025
|
3,900 homes
5 rating (3 reviews)
![Stonecrest]()
$200ks
- $500ks
Stonecrest, Summerfield, FL
New and Resale
|
55+ age-restricted
|
Built 1990 - present
|
2,200 homes
5 rating (3 reviews)
![Lake Ashton]()
$200ks
- $500ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
4.7 rating (3 reviews)
![Spruce Creek South]()
$100ks
- $200ks
Spruce Creek South, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1989 - 1995
|
1,650 homes
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5 rating (1 reviews)
![Plantation Bay Golf &...]()
$400ks
- $2Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1988 - present
|
3,500 homes
5 rating (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
5 rating (7 reviews)
![Kings Ridge]()
$200ks
- $400ks
Kings Ridge, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 1995 - 2000
|
2,088 homes
$300ks
- $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1980 - present
|
1,000 homes
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$200ks
- $800ks
Grand Haven, Palm Coast, FL
New and Resale
|
Age-targeted
|
Built 1997 - present
|
1,901 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 homes
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200ks
- $500ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 homes
5 rating (1 reviews)
![Del Webb Sunbridge]()
$400ks
- $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
1,300 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.
2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 homes
5 rating (3 reviews)
![Twin Lakes]()
$200ks
- $600ks
Twin Lakes, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
2,000 homes
5 rating (2 reviews)
![Heritage Isle]()
$300ks
- $500ks
Heritage Isle, Viera, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2017
|
1,500 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$300ks
- $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
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5 rating (1 reviews)
![Sandpiper Golf & Coun...]()
$100ks
- $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale
|
55+ age-restricted
|
Built 1985 - present
|
1,193 homes
5 rating (8 reviews)
![Pennbrooke Fairways]()
<$100k
- $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
4 rating (2 reviews)
![Harbor Hills Country Club]()
$300ks
- $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale
|
Age-targeted
|
Built 1989 - present
|
940 homes
5 rating (1 reviews)
![Cresswind at Victoria Gar...]()
$200ks
- $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2022
|
1,070 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.
$300ks
- $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
557 homes
3.6 rating (5 reviews)
![Heritage Hills]()
$200ks
- $400ks
Heritage Hills, Clermont, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
1,154 homes
1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
5 rating (1 reviews)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
4.1 rating (9 reviews)
![Indian River Colony Club]()
$200ks
- $400ks
Indian River Colony Club, Melbourne, FL
New and Resale
|
55+ age-restricted
|
Built 1986 - present
|
777 homes
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4.8 rating (6 reviews)
![Highland Lakes]()
$100ks
- $200ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
$100ks
- $200ks
Colonnades, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 1994
|
360 homes
$200ks
- $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only
|
Age-targeted
|
Built 1991 - 2005
|
827 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
Scottish Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1983 - 1992
|
653 homes
$100ks
- $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1982 - 1987
|
545 homes
3.8 rating (5 reviews)
![Traditions at Lake Ruby]()
$200ks
- $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
552 homes
5 rating (1 reviews)
![Legacy of Leesburg]()
$200ks
- $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2017
|
1,000 homes
Want to learn more about 55+ communities in Winter Park?
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Questions? Call us:
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4.4 rating (16 reviews)
![Del Webb Orlando]()
$200ks
- $500ks
Del Webb Orlando, Davenport, FL
Resale Only
|
55+ age-restricted
|
Built 2007 - 2021
|
937 homes
Solivita
![429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5124646 • PELLEGO, LLC, Stan Wilson
The Villages®
![8690 SE 173RD WISTERIA ST, THE VILLAGES,..., The Villages, FL 32162]()
3 beds
|3 baths
|2,478 sq ft
|House
8690 SE 173RD WISTERIA ST, THE VILLAGES,...
Community: The Villages®
MLS G5096304 • OLYMPUS EXECUTIVE REALTY INC, Jen ...
Solivita
![772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5125600 • BELLA VERDE REALTY LLC, Debra DiCi...
Trilogy® Orlando
![105 CUPANIA CT, GROVELAND, FL, 34736, Groveland, FL 34736]()
2 beds
|2 baths
|1,469 sq ft
|House
105 CUPANIA CT, GROVELAND, FL, 34736
Community: Trilogy® Orlando
MLS G5096238 • WATSON REALTY CORP., REALTORS, Mic...
Twin Lakes
![2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772]()
3 beds
|3 baths
|2,365 sq ft
|House
2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
MLS O6296889 • EXP REALTY LLC, Dawn Grigsby
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Stonecrest
![11799 SE 173RD LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491]()
3 beds
|2 baths
|2,008 sq ft
|House
11799 SE 173RD LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
MLS OM700133 • RE/MAX FOXFIRE - HWY 40, Bobby Mat...
Indian River Colony Club
![1375 MAYFLOWER AVE, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
3 beds
|2 baths
|2,010 sq ft
|House
1375 MAYFLOWER AVE, MELBOURNE, FL, 32940
Community: Indian River Colony Club
MLS 1044056 • Four Star Real Estate LLC, Shellie ...
Plantation at Leesburg
![25339 CRESTWATER DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,765 sq ft
|House
25339 CRESTWATER DR, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5096143 • VANGIE BERRY SIGNATURE REALTY, Ang...
Latitude Margaritaville
![1082 CASTAWAY CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,684 sq ft
|House
1082 CASTAWAY CT, DAYTONA BEACH, FL, 321...
Community: Latitude Margaritaville
MLS 1212471 • Keller Williams Realty Florida Part...
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.
The Villages®
![17238 SE 94TH COULTS CIR, THE VILLAGES, ..., The Villages, FL 32162]()
3 beds
|2 baths
|1,558 sq ft
|House
17238 SE 94TH COULTS CIR, THE VILLAGES, ...
Community: The Villages®
MLS G5095911 • BHHS FLORIDA REALTY, Dawn Bush
Vienna Square
![1224 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884]()
2 beds
|2 baths
|1,118 sq ft
|Villa
1224 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
MLS P4934564 • KELLER WILLIAMS REALTY SMART 1, Do...
Latitude Margaritaville
![710 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
2 beds
|3 baths
|1,743 sq ft
|House
710 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1212408 • Weichert Realtors Hallmark Properti...
The Villages®
![603 ROBIN LN, WILDWOOD, FL, 34785, Wildwood, FL 34785]()
2 beds
|2 baths
|1,352 sq ft
|Manufactured Home
603 ROBIN LN, WILDWOOD, FL, 34785
Community: The Villages®
MLS G5095929 • DOWN HOME REALTY, LLLP, Colleen A....
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Arlington Ridge
![4671 SPRING GROVE LN, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,558 sq ft
|House
4671 SPRING GROVE LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
MLS G5095980 • FLORIDA REALTY INVESTMENTS, Bonnie...
Latitude Margaritaville
![914 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,563 sq ft
|House
914 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Community: Latitude Margaritaville
MLS 1212372 • Bob Hodges and Sons Realty, Kelley ...
Highland Lakes
![6419 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
MLS O6301006 • SAND DOLLAR REALTY GROUP INC, Jeff...
Plantation Bay Golf & Country Club
![1009 SUDBURY LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
4 beds
|5 baths
|3,927 sq ft
|House
1009 SUDBURY LN, ORMOND BEACH, FL, 32174
Community: Plantation Bay Golf & Country Club
MLS TB8375913 • ICI SELECT REALTY, Ali Kargar
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.
Palms at Serenoa
![17386 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714]()
3 beds
|2 baths
|1,621 sq ft
|House
17386 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
MLS G5095939 • LIST NOW REALTY, LLC, Matt Buttner
Indian River Colony Club
![1551 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940]()
3 beds
|2 baths
|1,816 sq ft
|House
1551 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Community: Indian River Colony Club
MLS 1043419 • Four Star Real Estate LLC, Robin St...
Lake Henry Estates
![669 WATERFORD DR, HAINES CITY, FL, 33844, Haines City, FL 33844]()
3 beds
|2 baths
|1,741 sq ft
|House
669 WATERFORD DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
MLS K4902886 • GOLD HEART REALTY LLC, Lori Robert...
The Villages®
![3203 ISLAWILD WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163]()
3 beds
|2 baths
|1,542 sq ft
|House
3203 ISLAWILD WAY, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5095489 • DOWN HOME REALTY, LLLP, Melanie Mo...
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The Villages®
![1705 BETRILLO CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162]()
3 beds
|2 baths
|1,210 sq ft
|House
1705 BETRILLO CT, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS O6299502 • LPT REALTY, LLC, Claudia Montes
Four Seasons at Orlando
![7957 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747]()
3 beds
|2 baths
|2,271 sq ft
|House
7957 HANSON BAY PL, KISSIMMEE, FL, 34747
Community: Four Seasons at Orlando
MLS S5124926 • GOLDEN PALMS REALTY OF FLORIDA, Ke...
Spruce Creek South
![9645 SE 173RD PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
3 beds
|2 baths
|1,450 sq ft
|House
9645 SE 173RD PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
MLS G5095488 • TEAM WYN REALTY LLC, Gloria Wyning...
Royal Highlands
![20631 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748]()
3 beds
|2 baths
|2,070 sq ft
|House
20631 PRINCE RANIER PL, LEESBURG, FL, 34...
Community: Royal Highlands
MLS G5095688 • VANGIE BERRY SIGNATURE REALTY, Ang...
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.
Solivita
![502 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5123661 • PELLEGO, LLC, Paul Maiatico
The Villages®
![1307 GALINDO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|1,872 sq ft
|House
1307 GALINDO PL, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5095395 • HOAD REALTY GROUP LLC, John Hoad
The Villages®
![1135 EASLEY WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,210 sq ft
|Villa
1135 EASLEY WAY, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5094986 • REALTY EXECUTIVES IN THE VILLAGES,...
Lake Ashton
![1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884]()
3 beds
|2 baths
|2,113 sq ft
|House
1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
MLS P4934195 • GLOBAL LIFESTYLE LLC, Brad Kirwan
Kings Ridge
![3684 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|1,552 sq ft
|House
3684 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
MLS G5095074 • KELLER WILLIAMS ELITE PARTNERS III...
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Spruce Creek Country Club
![9290 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
3 beds
|2 baths
|2,126 sq ft
|House
9290 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS OM698604 • SELLSTATE NGR- SUMMERFIELD, Virgil...
Solivita
![151 BELL TOWER XING, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759]()
2 beds
|2 baths
|1,356 sq ft
|House
151 BELL TOWER XING, KISSIMMEE, FL, 3475...
Community: Solivita
MLS O6295181 • WATSON REALTY CORP, Maritza Jimene...
Stonecrest
![17645 SE 117TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
3 beds
|3 baths
|1,686 sq ft
|House
17645 SE 117TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
MLS OM698674 • ROBB HARRISON REALTY INC, Robb Har...
Harbor Hills Country Club
![6152 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,552 sq ft
|House
6152 TOPSAIL RD, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5094402 • MORRIS REALTY AND INVESTMENTS, The...
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.
Plantation Bay Golf & Country Club
![642 ELK RIVER DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|1,873 sq ft
|House
642 ELK RIVER DR, ORMOND BEACH, FL, 3217...
Community: Plantation Bay Golf & Country Club
MLS FC308480 • VENTURE DEVELOPMENT REALTY,INC, De...
Kings Ridge
![4020 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS G5093209 • LAKE PROPERTY STARS, Robin Costopl...
Lake Ashton
![4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
2 beds
|2 baths
|1,530 sq ft
|House
4063 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4934292 • KELLER WILLIAMS REALTY SMART 1, An...
Spruce Creek Country Club
![13729 SE 89TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,760 sq ft
|House
13729 SE 89TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS A4646770 • NEW DOOR REAL ESTATE LLC, Alicia A...
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Pelican Bay Daytona Beach
![149 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119]()
2 beds
|2 baths
|1,192 sq ft
|Condo
149 BLUE HERON DR C, DAYTONA BEACH, FL, ...
Community: Pelican Bay Daytona Beach
MLS S5123673 • LPT REALTY, LLC, Yomari Ayala
The Wellington
![689 LAKE HOWARD DR 1E, WINTER HAVEN, FL,..., Winter Haven, FL 33880]()
2 beds
|2 baths
|1,050 sq ft
|Townhouse
689 LAKE HOWARD DR 1E, WINTER HAVEN, FL,...
Community: The Wellington
MLS TB8360466 • RIVERA & ASSOCIATES REALTY, Maria...
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2,553
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