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Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,584 homes near Winter Garden
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![Del Webb Oasis]()
$400Ks
- $1Ms
Del Webb Oasis, Winter Garden, FL
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
422 homes
4 rating (17 reviews)
![The Villages®]()
<$100k
- $2Ms
The Villages®, The Villages, FL
New and Resale
|
55+ age-restricted
|
Built 1978 - present
|
70,000 homes
4.1 rating (55 reviews)
![On Top of the World]()
$100Ks
- $600Ks
On Top of the World, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 1981 - present
|
10,000 homes
3.8 rating (14 reviews)
![Sun City Center]()
<$100k
- $600Ks
Sun City Center, Sun City Center, FL
Resale Only
|
55+ age-restricted
|
Built 1961 - 2018
|
9,500 homes
4.7 rating (18 reviews)
![Solivita]()
$100Ks
- $700Ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
Want to learn more about 55+ communities in Winter Garden?
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3.6 rating (46 reviews)
![Latitude Margaritaville]()
$300Ks
- $700Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2025
|
3,900 homes
4.2 rating (10 reviews)
![Stone Creek]()
$200Ks
- $800Ks
Stone Creek, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
3,800 homes
4.1 rating (29 reviews)
![Oak Run]()
$100Ks
- $500Ks
Oak Run, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 2007
|
3,509 homes
4.5 rating (11 reviews)
![Spruce Creek Country Club]()
$200Ks
- $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2007
|
3,250 homes
5 rating (2 reviews)
![Plantation at Leesburg]()
$100Ks
- $400Ks
Plantation at Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2008
|
2,820 homes
Download the Ultimate 55+ Homebuying Guide
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5 rating (3 reviews)
![Stonecrest]()
$200Ks
- $500Ks
Stonecrest, Summerfield, FL
New and Resale
|
55+ age-restricted
|
Built 1990 - present
|
2,200 homes
5 rating (7 reviews)
![Kings Ridge]()
$200Ks
- $400Ks
Kings Ridge, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 1995 - 2000
|
2,088 homes
5 rating (3 reviews)
![Twin Lakes]()
$200Ks
- $900Ks
Twin Lakes, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
2,000 homes
No reviews yet
![Pelican Bay Daytona Beach]()
$100Ks
- $500Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 homes
4.6 rating (5 reviews)
![Ocala Preserve]()
$200Ks
- $600Ks
Ocala Preserve, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
1,800 homes
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4.7 rating (3 reviews)
![Spruce Creek South]()
$100Ks
- $300Ks
Spruce Creek South, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1989 - 1995
|
1,650 homes
4.7 rating (11 reviews)
![Valencia Lakes]()
$200Ks
- $900Ks
Valencia Lakes, Wimauma, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2019
|
1,631 homes
5 rating (1 reviews)
![Cypress Lakes]()
$200Ks
- $200Ks
Cypress Lakes, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2016
|
1,604 homes
5 rating (3 reviews)
![Lake Ashton]()
$200Ks
- $600Ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
No reviews yet
![Venetian Bay]()
$200Ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 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 (8 reviews)
![Royal Highlands]()
$200Ks
- $400Ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$300Ks
- $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 homes
3.8 rating (6 reviews)
![Tampa Bay Golf and Countr...]()
$200Ks
- $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 2015
|
1,336 homes
5 rating (1 reviews)
![Del Webb Sunbridge]()
$300Ks
- $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
1,300 homes
5 rating (1 reviews)
![VillageWalk at Lake Nona]()
$400Ks
- $900Ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only
|
Age-targeted
|
Built 2006 - 2016
|
1,300 homes
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(689) 407-5757
5 rating (8 reviews)
![Pennbrooke Fairways]()
$100Ks
- $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
5 rating (1 reviews)
![Sandpiper Golf & Coun...]()
$200Ks
- $300Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale
|
55+ age-restricted
|
Built 1985 - present
|
1,193 homes
3.6 rating (5 reviews)
![Heritage Hills]()
$200Ks
- $500Ks
Heritage Hills, Clermont, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
1,154 homes
5 rating (1 reviews)
![Ocala Palms]()
$100Ks
- $400Ks
Ocala Palms, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 1997
|
1,076 homes
5 rating (1 reviews)
![Cresswind at Victoria Gar...]()
$300Ks
- $600Ks
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.
5 rating (5 reviews)
![SummerGlen]()
$200Ks
- $400Ks
SummerGlen, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
1,024 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
No reviews yet
![Breakaway Trails]()
$300Ks
- $1Ms
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$400Ks
- $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
4 rating (2 reviews)
![Harbor Hills Country Club]()
$200Ks
- $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale
|
Age-targeted
|
Built 1989 - present
|
940 homes
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
4.8 rating (6 reviews)
![Highland Lakes]()
$200Ks
- $300Ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
4.3 rating (15 reviews)
![Del Webb Orlando]()
$200Ks
- $400Ks
Del Webb Orlando, Davenport, FL
Resale Only
|
55+ age-restricted
|
Built 2007 - 2021
|
937 homes
No reviews yet
![Pine Run Estates]()
<$100k
- $400Ks
Pine Run Estates, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1989
|
880 homes
No reviews yet
![Lake Jovita Golf and Coun...]()
$300Ks
- $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale
|
Age-targeted
|
Built 1999 - present
|
875 homes
No reviews yet
![Esplanade at Wiregrass Ra...]()
$400Ks
- $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
868 homes
Lakes at Laurel Highlands
![2577 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811]()
3 beds
|2 baths
|1,649 sq ft
|House
2577 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Lakes at Laurel Highlands
MLS P4934527 • COLDWELL BANKER REALTY, Cheryl Bre...
Heritage Landings
![2577 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811]()
3 beds
|2 baths
|1,649 sq ft
|House
2577 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
MLS P4934527 • COLDWELL BANKER REALTY, Cheryl Bre...
Stone Creek
![8215 SW 52ND LANE RD, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,662 sq ft
|House
8215 SW 52ND LANE RD, OCALA, FL, 34481
Community: Stone Creek
MLS TB8366098 • PULTE REALTY OF WEST FLORIDA LLC,...
Majestic Oaks Ocala
![5831 SW 87TH ST, OCALA, FL, 34476, Ocala, FL 34476]()
2 beds
|2 baths
|1,471 sq ft
|House
5831 SW 87TH ST, OCALA, FL, 34476
Community: Majestic Oaks Ocala
MLS TB8366408 • PULTE REALTY OF WEST FLORIDA LLC,...
Stone Creek
![9009 SW 52ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|3 baths
|2,080 sq ft
|House
9009 SW 52ND PLACE RD, OCALA, FL, 34481
Community: Stone Creek
MLS TB8348850 • PULTE REALTY OF WEST FLORIDA LLC,...
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On Top of the World
![8796 SW 83RD CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,726 sq ft
|House
8796 SW 83RD CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM693805 • RE/MAX FOXFIRE - HWY 40, Bobby Mat...
Stone Creek
![8731 SW 57TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
MLS TB8348938 • PULTE REALTY OF WEST FLORIDA LLC,...
Stone Creek
![5236 SW 88TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS A4659539 • FLATFEE.COM, Cliff Glansen
Solivita
![702 TORREY PINES WAY, POINCIANA, FL, 347..., Poinciana, FL 34759]()
3 beds
|3 baths
|2,190 sq ft
|House
702 TORREY PINES WAY, POINCIANA, FL, 347...
Community: Solivita
MLS 2077347 • MARYKATE & CO REALTY, MARY KATHLEEN...
Sun City Center
![2243 WORTHINGTON GREENS DR, SUN CITY CEN..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,723 sq ft
|Condo
2243 WORTHINGTON GREENS DR, SUN CITY CEN...
Community: Sun City Center
MLS TB8359295 • KELLER WILLIAMS SOUTH SHORE, Davi...
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.
Cresswind at Victoria Gardens
![1677 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724]()
2 beds
|2 baths
|1,512 sq ft
|House
1677 VICTORIA GARDENS DR, DELAND, FL, 32...
Community: Cresswind at Victoria Gardens
MLS O6331891 • SAND DOLLAR REALTY GROUP INC, Tamm...
Spruce Creek South
![17505 SE 100TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,359 sq ft
|Villa
17505 SE 100TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
MLS OM700442 • BERKSHIRE HATHAWAY HS FLORIDA, Kim...
Ocala Palms
![2111 NW 58TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM704843 • LOKATION, Becky Alexander PA
The Villages®
![2294 TRAILWINDS TER, THE VILLAGES, FL, 3..., The Villages, FL 32162]()
3 beds
|2 baths
|1,398 sq ft
|Villa
2294 TRAILWINDS TER, THE VILLAGES, FL, 3...
Community: The Villages®
MLS TB8321979 • NHR BROKERAGE LLC, Madalina Tat
Summer Trees
![6037 WHISPERING TREES LN, PORT ORANGE, F..., Port Orange, FL 32128]()
3 beds
|2 baths
|1,820 sq ft
|House
6037 WHISPERING TREES LN, PORT ORANGE, F...
Community: Summer Trees
MLS 1212722 • Heritage Realty Associates, Pam Aci...
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Plantation at Leesburg
![25331 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,413 sq ft
|House
25331 HIBISCUS ST, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5073927 • CENTURY 21 MYERS REALTY, Cary Fier
Heritage Hills
![3201 SONESTA CT B, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,374 sq ft
|Villa
3201 SONESTA CT B, CLERMONT, FL, 34711
Community: Heritage Hills
MLS G5093860 • HOMESMART, Kevin Trout
Ocala Palms
![5535 NW 23RD PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM706787 • OCALA HORSE PROPERTIES, LLC, Stacy...
Solivita
![1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759]()
2 beds
|2 baths
|1,543 sq ft
|House
1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
MLS TB8368866 • NHR BROKERAGE LLC, Madalina Tat
Solivita
![128 RIALTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5132072 • PELLEGO, LLC, Paul Maiatico
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.
Liberty Village
![7796 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,755 sq ft
|House
7796 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
MLS G5096172 • COMPASS FLORIDA LLC, Yvette Toledo...
The Villages®
![2572 BERRINGTON LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162]()
3 beds
|2 baths
|1,483 sq ft
|House
2572 BERRINGTON LOOP, THE VILLAGES, FL, ...
Community: The Villages®
MLS TB8321079 • NHR BROKERAGE LLC, Madalina Tat
On Top of the World
![9691 SW 95TH CT A, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,502 sq ft
|House
9691 SW 95TH CT A, OCALA, FL, 34481
Community: On Top of the World
MLS GC528125 • WATSON REALTY CORP- TIOGA, Kyle Ho...
Ocala Palms
![4677 NW 51ST CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM706781 • GOLDEN OCALA REAL ESTATE INC, Kati...
Twin Lakes
![5009 E FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772]()
3 beds
|2 baths
|1,863 sq ft
|House
5009 E FOUNTAINWOOD DR, SAINT CLOUD, FL,...
Community: Twin Lakes
MLS S5127295 • WEICHERT REALTORS HALLMARK PRO, Sh...
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Questions? Call us:
(689) 407-5757
The Villages®
![1815 KAUFMAN CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159]()
2 beds
|2 baths
|1,248 sq ft
|House
1815 KAUFMAN CIR, THE VILLAGES, FL, 3215...
Community: The Villages®
MLS G5098134 • REALTY EXECUTIVES IN THE VILLAGES,...
Twin Lakes
![2419 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772]()
2 beds
|2 baths
|1,261 sq ft
|Villa
2419 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
MLS S5130508 • CENTURY 21 EDGE, Juan Hidalgo
Tampa Bay Golf and Country Club
![10029 SEMIAHMOO LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576]()
3 beds
|2 baths
|1,563 sq ft
|House
10029 SEMIAHMOO LOOP, SAN ANTONIO, FL, 3...
Community: Tampa Bay Golf and Country Club
MLS TB8414406 • KELLER WILLIAMS TAMPA PROP., Rich...
Summit Greens
![993 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS S5121766 • CENTURY 21 WOLF'S CROSSING REALTY,...
High Vista at Ridgewood Lakes
![322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|2 baths
|1,776 sq ft
|House
322 HIGH VISTA DR, DAVENPORT, FL, 33837
Community: High Vista at Ridgewood Lakes
MLS O6327698 • CHARLES RUTENBERG REALTY ORLANDO, ...
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®
![2169 SMOAKS ST, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,196 sq ft
|Villa
2169 SMOAKS ST, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5090932 • RE/MAX PREMIER REALTY, Erica Jacob...
The Villages®
![17324 SE 82ND PECAN TER, THE VILLAGES, F..., The Villages, FL 32162]()
2 beds
|2 baths
|1,358 sq ft
|Villa
17324 SE 82ND PECAN TER, THE VILLAGES, F...
Community: The Villages®
MLS G5097776 • RE/MAX PREMIER REALTY, Erica Jacob...
Spruce Creek Country Club
![11977 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,720 sq ft
|House
11977 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM706021 • JUDY L. TROUT REALTY, Judy Trout
Sun City Center
![2110 WEST VIEW DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
3 beds
|3 baths
|2,327 sq ft
|House
2110 WEST VIEW DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8398380 • REALTY ONE GROUP SUNSHINE, Tiffan...
Twin Lakes
![5012 E FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772]()
3 beds
|2 baths
|1,863 sq ft
|House
5012 E FOUNTAINWOOD DR, SAINT CLOUD, FL,...
Community: Twin Lakes
MLS S5132481 • NORTHGROUP REAL ESTATE, INC, Nanne...
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(689) 407-5757
On Top of the World
![9273 SW 91ST COURT RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,311 sq ft
|House
9273 SW 91ST COURT RD, OCALA, FL, 34481
Community: On Top of the World
MLS OM705377 • NEXT GENERATION REALTY OF MARION C...
Lake Ashton
![4152 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
2 beds
|2 baths
|1,319 sq ft
|House
4152 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4932709 • LAKE ASHTON REALTY INC., Lori Raat...
Solivita
![318 ROCK SPRINGS DR, POINCIANA, FL, 3475..., Poinciana, FL 34759]()
3 beds
|3 baths
|2,288 sq ft
|House
318 ROCK SPRINGS DR, POINCIANA, FL, 3475...
Community: Solivita
MLS S5121205 • BORCHINI REALTY, Heather Hayes
Solivita
![806 EBB TIDE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5105227 • PELLEGO, LLC, Paul Maiatico
Twin Lakes
![2672 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772]()
3 beds
|3 baths
|2,935 sq ft
|House
2672 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
MLS O6295013 • DREAM FINDERS REALTY GROUP CORP, A...
Frequently Asked Questions
In Winter Garden, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Winter Garden has 163 homes, the largest has 422 homes, and the average communities consists of 292 homes.
Yes, there are new 55+ homes available in Winter Garden. The most recent communities started in Winter Garden include Overture Hamlin, Del Webb Oasis. There are also 2 communities in Winter Garden that offer new construction homes, including Overture Hamlin, Del Webb Oasis.
Yes, there is gated 55+ communities in Winter Garden. Approximately 50.0% of 55+ communities in the area are gated. For instance, Del Webb Oasis is a gated communities with 422 homes.
Want more information about active adult communities around Winter Garden?
Want to learn more about 55+ communities in Winter Garden?
3,584
homes
near Winter Garden
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