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]()
$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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(689) 407-5757
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
- $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
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(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?
55places can help!
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
![8905 SW 76TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,342 sq ft
|House
8905 SW 76TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM704568 • FLORIDA ADVANTAGE REALTY GROUP, Co...
On Top of the World
![7891 SW 89TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,874 sq ft
|House
7891 SW 89TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM703242 • RE/MAX ALLSTARS REALTY, Marcia Kas...
On Top of the World
![8925 SW 76TH ST, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,469 sq ft
|House
8925 SW 76TH ST, OCALA, FL, 34481
Community: On Top of the World
MLS GC531092 • PEPINE REALTY, Kristine Anderson S...
Spruce Creek Country Club
![13340 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,723 sq ft
|House
13340 SE 86TH CIR, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM695330 • RE/MAX PREMIER REALTY LADY LK, Ter...
Del Webb Orlando
![280 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|2 baths
|2,365 sq ft
|House
280 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5120347 • RIDGE REALTY GROUP LLC, Deborah Ba...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
Stonecrest
![11839 SE 173RD LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491]()
3 beds
|3 baths
|2,502 sq ft
|House
11839 SE 173RD LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
MLS OM705647 • DALTON WADE INC, Tammy Luce
Sun City Center
![1604 COMFY CT, SUN CITY CENTER, FL, 3357..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,503 sq ft
|House
1604 COMFY CT, SUN CITY CENTER, FL, 3357...
Community: Sun City Center
MLS TB8391965 • RE/MAX REALTY UNLIMITED, Susan Ci...
Royal Highlands
![20936 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748]()
3 beds
|2 baths
|2,380 sq ft
|House
20936 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
MLS G5097860 • EXIT REALTY TRI-COUNTY, Steven Boo...
Latitude Margaritaville
![333 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,308 sq ft
|House
333 POP TOP LN, DAYTONA BEACH, FL, 32124
Community: Latitude Margaritaville
MLS NS1085483 • EXIT REAL ESTATE PROPERTY SOL, Vi...
Sun City Center
![1530 INGRAM DR # 1530, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,642 sq ft
|Condo
1530 INGRAM DR # 1530, SUN CITY CENTER, ...
Community: Sun City Center
MLS TB8384050 • MCBRIDE KELLY & ASSOCIATES, Richa...
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®
![1833 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159]()
3 beds
|3 baths
|1,830 sq ft
|House
1833 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
MLS G5100673 • WORTH CLARK REALTY, Chris Day
The Villages®
![620 DOMINGUEZ DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159]()
2 beds
|2 baths
|1,094 sq ft
|Villa
620 DOMINGUEZ DR, THE VILLAGES, FL, 3215...
Community: The Villages®
MLS G5093877 • PREMIER SOTHEBYS INT'L REALTY, Kei...
Sun City Center
![609 LIVELY DR B, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,219 sq ft
|Condo
609 LIVELY DR B, SUN CITY CENTER, FL, 33...
Community: Sun City Center
MLS TB8389891 • KELLER WILLIAMS SOUTH SHORE, Lawr...
Sun City Center
![2082 SIFIELD GREENS WAY # 3, SUN CITY CE..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,206 sq ft
|Condo
2082 SIFIELD GREENS WAY # 3, SUN CITY CE...
Community: Sun City Center
MLS TB8360098 • FLORIDA EXECUTIVE REALTY, Chantel...
Sun City Center
![2012 HEREFORD DR # 2012, SUN CITY CENTER..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,203 sq ft
|Condo
2012 HEREFORD DR # 2012, SUN CITY CENTER...
Community: Sun City Center
MLS TB8407972 • RE/MAX REALTY UNLIMITED, Kathy Ya...
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Questions? Call us:
(689) 407-5757
Summer Trees
![6029 WHISPERING TREES LN, PORT ORANGE, F..., Port Orange, FL 32128]()
4 beds
|2 baths
|2,035 sq ft
|House
6029 WHISPERING TREES LN, PORT ORANGE, F...
Community: Summer Trees
MLS 1216704 • Heritage Realty Associates, Lori Cl...
Solivita
![804 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5099560 • BORCHINI REALTY, Yamile Osorio Var...
Kings Ridge
![3607 FAIRFIELD DR, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|2,143 sq ft
|House
3607 FAIRFIELD DR, CLERMONT, FL, 34711
Community: Kings Ridge
MLS G5097551 • COLDWELL BANKER HUBBARD HANSEN, Je...
Sun City Center
![2311 NOTTINGHAM GREENS DR, SUN CITY CENT..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,493 sq ft
|Condo
2311 NOTTINGHAM GREENS DR, SUN CITY CENT...
Community: Sun City Center
MLS TB8417419 • RE/MAX REALTY UNLIMITED, Ricki Ba...
Del Webb Sunbridge
![6403 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771]()
3 beds
|2 baths
|1,677 sq ft
|House
6403 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
MLS O6289147 • 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®
![501 HERRERA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|1,823 sq ft
|House
501 HERRERA CT, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5100018 • KELLER WILLIAMS CORNERSTONE RE, Ka...
Sandpiper Golf & Country Club
![6110 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809]()
2 beds
|2 baths
|1,287 sq ft
|House
6110 SANDPIPERS DR, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS L4955207 • HANOVER REAL ESTATE AGENCY, Darrin...
Stone Creek
![7807 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM707689 • NEXT GENERATION REALTY OF MARION C...
Twin Lakes
![2679 MIDSWEET AVE, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772]()
3 beds
|3 baths
|2,365 sq ft
|House
2679 MIDSWEET AVE, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
MLS S5132801 • WEICHERT REALTORS HALLMARK PRO, Sh...
Southshore Bay
![5325 KELPER HOOK CT, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
3 beds
|3 baths
|2,363 sq ft
|House
5325 KELPER HOOK CT, WIMAUMA, FL, 33598
Community: Southshore Bay
MLS TB8417387 • ALIGN RIGHT REALTY SOUTH SHORE, T...
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
Stone Creek
![7259 SW 91ST CT, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM707280 • COPPOLA REALTY LLC, Bernii Coppola
Oak Run
![10921 SW 82ND TER, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM706918 • PLATINUM HOMES AND LAND REALTY, Ju...
Oak Run
![8319 SW 108TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM707697 • BERKSHIRE HATHAWAY HS FLORIDA, Joh...
Oak Run
![11091 SW 73RD CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM695440 • DECCA REAL ESTATE, Lois Lane
Latitude Margaritaville
![308 LOW TIDE LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124]()
2 beds
|3 baths
|1,743 sq ft
|House
308 LOW TIDE LN, DAYTONA BEACH, FL, 3212...
Community: Latitude Margaritaville
MLS 1213943 • Bob Hodges and Sons Realty, Didi Wo...
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.
Latitude Margaritaville
![464 TROPICS AVE, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124]()
3 beds
|2 baths
|1,684 sq ft
|House
464 TROPICS AVE, DAYTONA BEACH, FL, 3212...
Community: Latitude Margaritaville
MLS 1213827 • Bob Hodges and Sons Realty, Didi Wo...
Ocala Palms
![2398 NW 50TH AVE, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM698021 • LOKATION, Becky Alexander PA
Ocala Palms
![1920 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM705964 • CENTURY 21 AFFILIATES, Michelle Ep...
Stone Creek
![6051 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM702238 • COPPOLA REALTY LLC, Bernii Coppola
Ocala Preserve
![5450 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482]()
3 beds
|2 baths
|1,406 sq ft
|House
5450 NW 46TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM694387 • FONTANA REALTY, Javier Rojas
Want to learn more about 55+ communities in Winter Garden?
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(689) 407-5757
Stone Creek
![6767 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM694304 • NEXT GENERATION REALTY OF MARION C...
Stone Creek
![9443 SW 71ST LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM699554 • NEXT GENERATION REALTY OF MARION C...
Stone Creek
![9836 SW 75TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,904 sq ft
|House
9836 SW 75TH STREET RD, OCALA, FL, 34481
Community: Stone Creek
MLS OM693706 • NEXT GENERATION REALTY OF MARION C...
Sun City Center
![302 CANTON CT UNIT 56, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|960 sq ft
|Condo
302 CANTON CT UNIT 56, SUN CITY CENTER, ...
Community: Sun City Center
MLS TB8329090 • BHHS FLORIDA REALTY, Cindy Arnold
Solivita
![439 MADERA PASS, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5122761 • BORCHINI REALTY, Yamile Osorio Var...
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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