Call us at (689) 407-5757 to learn more about active adult communities near Winter Garden
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]()
<$100k
- $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
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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
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 (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
- $500Ks
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)
![VillageWalk at Lake Nona]()
$400Ks
- $900Ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only
|
Age-targeted
|
Built 2006 - 2016
|
1,300 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
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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
On Top of the World
![10065 SW 82ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|3 baths
|2,211 sq ft
|House
10065 SW 82ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
MLS OM706645 • ON TOP OF THE WORLD REAL EST, Jaso...
Palm Cay
![9949 SW 106TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM706643 • ON TOP OF THE WORLD REAL EST, Jaso...
On Top of the World
![10051 SW 82ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,145 sq ft
|House
10051 SW 82ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
MLS OM705530 • ON TOP OF THE WORLD REAL EST, Jaso...
On Top of the World
![10084 SW 85TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,145 sq ft
|House
10084 SW 85TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
MLS OM706703 • ON TOP OF THE WORLD REAL EST, Jaso...
On Top of the World
![8496 SW 101ST AVE, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,145 sq ft
|House
8496 SW 101ST AVE, OCALA, FL, 34481
Community: On Top of the World
MLS OM706706 • ON TOP OF THE WORLD REAL EST, Jaso...
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(689) 407-5757
The Villages®
![375 SIMPSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,887 sq ft
|House
375 SIMPSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
MLS P4935705 • HUT TEAM REALTY, Daniel Hut
On Top of the World
![10625 SW 98TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,019 sq ft
|House
10625 SW 98TH PL, OCALA, FL, 34481
Community: On Top of the World
MLS OM702541 • ON TOP OF THE WORLD REAL EST, Jaso...
On Top of the World
![10569 SW 98TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,718 sq ft
|House
10569 SW 98TH PL, OCALA, FL, 34481
Community: On Top of the World
MLS OM701623 • ON TOP OF THE WORLD REAL EST, Jaso...
On Top of the World
![10347 SW 99TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,467 sq ft
|House
10347 SW 99TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM700537 • ON TOP OF THE WORLD REAL EST, Jaso...
On Top of the World
![10556 SW 96TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,142 sq ft
|House
10556 SW 96TH LANE RD, OCALA, FL, 34481
Community: On Top of the World
MLS OM700628 • ON TOP OF THE WORLD REAL EST, Jaso...
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.
On Top of the World
![10557 SW 98TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|3 baths
|2,536 sq ft
|House
10557 SW 98TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM696034 • ON TOP OF THE WORLD REAL EST, Jaso...
On Top of the World
![9781 SW 79TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|3 baths
|2,616 sq ft
|House
9781 SW 79TH LANE RD, OCALA, FL, 34481
Community: On Top of the World
MLS OM691228 • ON TOP OF THE WORLD REAL EST, Jaso...
Del Webb Sunbridge
![6383 TRAILBLAZE BND, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771]()
3 beds
|2 baths
|1,939 sq ft
|House
6383 TRAILBLAZE BND, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
MLS O6285492 • RADIUS REALTY GROUP LLC, Denise De...
Ocala Preserve
![3918 NW 46TH TER, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM699492 • BRICKS & MORTAR REAL ESTATE, Debor...
Twin Lakes
![4918 DRAWDY CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772]()
MLS S5121585 • WEICHERT REALTORS HALLMARK PRO, Sh...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
Solivita
![500 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS G5100629 • FLORIDA PLUS REALTY, LLC, Christin...
Solivita
![141 LEMON GROVE DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5132413 • PELLEGO, LLC, Stan Wilson
Kings Ridge
![2302 EDMONTON CT, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS O6305195 • CENTURY 21 CARIOTI, Angelica Tomli...
Alhambra Villas Condominiums
![201 N HILL AVE 150, DELAND, FL, 32724, Deland, FL 32724]()
2 beds
|2 baths
|1,090 sq ft
|Condo
201 N HILL AVE 150, DELAND, FL, 32724
Community: Alhambra Villas Condominiums
MLS V4939262 • UNITED REAL ESTATE PREFERRED, Chri...
Alhambra Villas Condominiums
![217 N HILL AVE 20, DELAND, FL, 32724, Deland, FL 32724]()
2 beds
|2 baths
|1,066 sq ft
|Condo
217 N HILL AVE 20, DELAND, FL, 32724
Community: Alhambra Villas Condominiums
MLS V4934458 • UNITED REAL ESTATE PREFERRED, Chri...
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.
Oak Run
![10777 SW 71ST CIR, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM705836 • KEN JONES REALTY, Glenna Selemba
Highland Lakes
![25941 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,496 sq ft
|House
25941 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
MLS G5091611 • COLDWELL BANKER REALTY, Sara Suthe...
Tohoqua Reserve
![1936 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744]()
2 beds
|2 baths
|1,981 sq ft
|House
1936 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
MLS O6337430 • PULTE REALTY OF NORTH FLORIDA LLC,...
SummerGlen
![15300 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473]()
3 beds
|2 baths
|1,646 sq ft
|House
15300 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
MLS OM707953 • KIEFER REALTY, PA, Monica Hubert
Sandpiper Golf & Country Club
![6116 MAGPIE DR, LAKELAND, FL, 33809, Lakeland, FL 33809]()
2 beds
|2 baths
|1,197 sq ft
|House
6116 MAGPIE DR, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS L4955195 • COLDWELL BANKER REALTY, Ginger Qui...
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Questions? Call us:
(689) 407-5757
Del Webb Minneola
![2778 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715]()
2 beds
|2 baths
|1,405 sq ft
|House
2778 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
MLS G5100973 • ERA GRIZZARD REAL ESTATE, Brian Sm...
Sun City Center
![2037 SIFIELD GREENS WAY, SUN CITY CENTER..., Sun City Center, FL 33573]()
3 beds
|2 baths
|1,500 sq ft
|Condo
2037 SIFIELD GREENS WAY, SUN CITY CENTER...
Community: Sun City Center
MLS TB8418895 • FLORIDA'S 1ST CHOICE RLTY LLC, Ch...
The Villages®
![908 SILVER OAK AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|2 baths
|1,008 sq ft
|Manufactured Home
908 SILVER OAK AVE, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5099563 • RE/MAX FOXFIRE - LADY LAKE, Sharon...
Stone Creek
![8780 SW 58TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,469 sq ft
|House
8780 SW 58TH STREET RD, OCALA, FL, 34481
Community: Stone Creek
MLS OM697256 • EXP REALTY LLC, Della Lazare
Enclave at VillageWalk
![11741 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827]()
4 beds
|4 baths
|3,197 sq ft
|House
11741 SAVONA WAY, ORLANDO, FL, 32827
Community: Enclave at VillageWalk
MLS O6311711 • KELLER WILLIAMS CLASSIC, Cassie La...
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®
![2136 KERWOOD LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
2 beds
|2 baths
|1,135 sq ft
|Villa
2136 KERWOOD LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5093363 • REALTY EXECUTIVES IN THE VILLAGES,...
Solivita
![164 TORINO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5132371 • BELLA VERDE REALTY LLC, Miguel Elv...
Solivita
![145 PALAZZO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS O6306920 • COLDWELL BANKER REALTY, Bianka Rij...
Venetian Bay
![3218 MEDICI BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
4 beds
|2 baths
|2,239 sq ft
|House
3218 MEDICI BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS V4943907 • LANDSHARK REALTY, Cody Spaur
Sun City Center
![1808 MILFORD CIR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573]()
3 beds
|2 baths
|1,662 sq ft
|House
1808 MILFORD CIR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
MLS A4660228 • FLATFEE.COM, Cliff Glansen
Want to learn more about 55+ communities in Winter Garden?
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(689) 407-5757
Twin Lakes
![4909 W FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772]()
3 beds
|3 baths
|2,365 sq ft
|House
4909 W FOUNTAINWOOD DR, SAINT CLOUD, FL,...
Community: Twin Lakes
MLS O6228630 • COLDWELL BANKER REALTY, Shon Rushi...
Sun City Center
![1207 HUNTINGTON GREENS DR, SUN CITY CENT..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,318 sq ft
|Condo
1207 HUNTINGTON GREENS DR, SUN CITY CENT...
Community: Sun City Center
MLS TB8408081 • FUTURE HOME REALTY INC, Helen Gre...
Colonnades
![4865 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811]()
2 beds
|2 baths
|1,170 sq ft
|Manufactured Home
4865 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
MLS TB8410808 • JOSEPH SULLIVAN REAL ESTATE, Kell...
Marion Landing
![6548 SW 84TH PLACE RD, OCALA, FL, 34476, Ocala, FL 34476]()
2 beds
|2 baths
|1,721 sq ft
|House
6548 SW 84TH PLACE RD, OCALA, FL, 34476
Community: Marion Landing
MLS OM696608 • SKYE INT'L REAL ESTATE LLC, Nazima...
On Top of the World
![8738 SW 95TH LN B, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,644 sq ft
|Villa
8738 SW 95TH LN B, OCALA, FL, 34481
Community: On Top of the World
MLS G5096745 • WORTH CLARK REALTY, Jana Schautz
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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