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Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,573 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
- $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.
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$300Ks
- $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 homes
5 rating (8 reviews)
![Royal Highlands]()
$200Ks
- $400Ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
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?
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
Harbor Hills Country Club
![5235 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
4 beds
|4 baths
|3,836 sq ft
|House
5235 GREENS DR, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5098733 • MORRIS REALTY AND INVESTMENTS, The...
Foxwood Lake Estates
![1785 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,344 sq ft
|Manufactured Home
1785 QUAIL HILL DR, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS O6202529 • KELLER WILLIAMS LEGACY REALTY, Day...
The Villages®
![892 NASH LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,090 sq ft
|House
892 NASH LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
MLS OM683359 • GLOBALWIDE REALTY LLC, Natalie Hay...
Solivita
![448 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS TB8395602 • KELLER WILLIAMS SUBURBAN TAMPA, T...
Ocala Palms
![5622 NW 27TH PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM690935 • LOKATION, Becky Alexander PA
Want to learn more about 55+ communities in Winter Garden?
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Sun City Center
![2451 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,673 sq ft
|House
2451 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8308701 • CENTURY 21 BEGGINS ENTERPRISES, B...
Lake Henry Estates
![633 WATERCREST DR, HAINES CITY, FL, 3384..., Haines City, FL 33844]()
2 beds
|2 baths
|1,673 sq ft
|House
633 WATERCREST DR, HAINES CITY, FL, 3384...
Community: Lake Henry Estates
MLS O6301075 • LIONHEART BROKERS, Claudia Centesi...
Solivita
![684 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS G5096838 • KELLER WILLIAMS ELITE PARTNERS III...
Sun City Center
![1417 LANGLEY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,529 sq ft
|Condo
1417 LANGLEY DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
MLS TB8392293 • CENTURY 21 BEGGINS ENTERPRISES, J...
The Villages®
![1953 HARTFORD PATH, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
3 beds
|3 baths
|3,841 sq ft
|House
1953 HARTFORD PATH, THE VILLAGES, FL, 32...
Community: The Villages®
MLS OM703560 • TROPIC SHORES REALTY, Sean Serra
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.
SummerGlen
![1768 SW 156TH LN, OCALA, FL, 34473, Ocala, FL 34473]()
MLS OM703841 • REMAX/PREMIER REALTY, Mary Johnson
On Top of the World
![9607 SW 79TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|3 baths
|2,893 sq ft
|House
9607 SW 79TH LANE RD, OCALA, FL, 34481
Community: On Top of the World
MLS OM702596 • ON TOP OF THE WORLD REAL EST, Jani...
Harbor Hills Country Club
![6106 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159]()
3 beds
|2 baths
|2,497 sq ft
|House
6106 SPINNAKER LOOP, LADY LAKE, FL, 3215...
Community: Harbor Hills Country Club
MLS G5094548 • MORRIS REALTY AND INVESTMENTS, The...
Sun City Center
![401 DORCHESTER PL 58, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
2 beds
|2 baths
|984 sq ft
|Condo
401 DORCHESTER PL 58, SUN CITY CENTER, F...
Community: Sun City Center
MLS T3553243 • DALTON WADE INC, Kevin McPherson
Ocala Preserve
![3554 NW 55TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM667776 • KELLER WILLIAMS CLASSIC, Riva Wall...
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Questions? Call us:
(689) 407-5757
Latitude Margaritaville
![586 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124]()
3 beds
|2 baths
|1,848 sq ft
|House
586 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Community: Latitude Margaritaville
MLS V4944152 • RE/MAX SIGNATURE, Kathie Craig
Huntington at Hunter's Ridge
![13 FAWN HAVEN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174]()
4 beds
|3 baths
|2,156 sq ft
|House
13 FAWN HAVEN TRL, ORMOND BEACH, FL, 321...
Community: Huntington at Hunter's Ridge
MLS V4944145 • RE/MAX SIGNATURE, Kathie Craig
Ocala Preserve
![3997 NW 48TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34482]()
2 beds
|2 baths
|1,816 sq ft
|House
3997 NW 48TH TERRACE RD, OCALA, FL, 3448...
Community: Ocala Preserve
MLS OM706861 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4009 NW 48TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34482]()
3 beds
|2 baths
|1,844 sq ft
|House
4009 NW 48TH TERRACE RD, OCALA, FL, 3448...
Community: Ocala Preserve
MLS OM706859 • DR HORTON REALTY OF WEST CENTRAL F...
The Villages®
![1507 E SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159]()
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
1507 E SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
MLS TB8411863 • LISTED SIMPLY, Sinan Zakaria
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
![8303 SW 78TH CIR, OCALA, FL, 34476, Ocala, FL 34476]()
2 beds
|2 baths
|1,499 sq ft
|House
8303 SW 78TH CIR, OCALA, FL, 34476
Community: On Top of the World
MLS OM703726 • REMAX/PREMIER REALTY HWY 200, Jack...
JB Ranch
![6243 SW 89TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM691655 • REAL BROKER, LLC, Charnie Monexe
Heritage Hills
![3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711]()
2 beds
|2 baths
|1,374 sq ft
|Villa
3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
MLS O6322712 • LIFESTYLE INTERNATIONAL REALTY, Jo...
Highlands Ridge
![4505 BIRDIES CT, AVON PARK, FL, 33825, Avon Park, FL 33825]()
3 beds
|3 baths
|2,386 sq ft
|House
4505 BIRDIES CT, AVON PARK, FL, 33825
Community: Highlands Ridge
MLS B4901982 • COLDWELL BANKER HIGHLAND, Charles ...
Lake Jovita Golf and Country Club
![13143 PALMILLA CIR, DADE CITY, FL, 33525, Dade City, FL 33525]()
3 beds
|3 baths
|2,750 sq ft
|Villa
13143 PALMILLA CIR, DADE CITY, FL, 33525
Community: Lake Jovita Golf and Country Club
MLS TB8371910 • KING & ASSOCIATES REAL ESTATE LLC...
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Questions? Call us:
(689) 407-5757
Ocala Palms
![5097 NW 19TH PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS V4942127 • RE/MAX SIGNATURE, Stephanie Cathey
The Villages®
![1404 TORREY PINES DR, THE VILLAGES, FL, ..., The Villages, FL 32159]()
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
1404 TORREY PINES DR, THE VILLAGES, FL, ...
Community: The Villages®
MLS G5092026 • RE/MAX PREMIER REALTY LADY LK, Lyn...
Ocala Preserve
![5235 NW 33RD PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM703653 • THE KEYES COMPANY, Elisa Torrealba
Pine Run Estates
![9035 SW 101ST LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,144 sq ft
|House
9035 SW 101ST LN, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM698592 • SOUTHERN LIVING REALTY INC, Gwen B...
Del Webb Sunbridge
![2793 NATURE VIEW RD, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771]()
4 beds
|3 baths
|2,761 sq ft
|House
2793 NATURE VIEW RD, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
MLS O6312924 • LPT REALTY, LLC, Manuel Delgado
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®
![13201 SANDALWOOD DR # 201, WILDWOOD, FL,..., Wildwood, FL 34785]()
1 beds
|1 baths
|872 sq ft
|Condo
13201 SANDALWOOD DR # 201, WILDWOOD, FL,...
Community: The Villages®
MLS OM702199 • MOMENTUM REALTY - OCALA, Angus Ste...
Sun City Center
![401 DORCHESTER PL APT 69, SUN CITY CENTE..., Sun City Center, FL 33573]()
1 beds
|2 baths
|820 sq ft
|Condo
401 DORCHESTER PL APT 69, SUN CITY CENTE...
Community: Sun City Center
MLS TB8361956 • CENTURY 21 BEGGINS ENTERPRISES, S...
Tarawood
![10482 S CLINT LOOP, FLORAL CITY, FL, 344..., Floral City, FL 34436]()
3 beds
|2 baths
|1,833 sq ft
|House
10482 S CLINT LOOP, FLORAL CITY, FL, 344...
Community: Tarawood
MLS TB8317689 • ACTIVE AGENT REALTY LLC, John Mai...
Highlands Ridge
![3002 OAKHILL DR, AVON PARK, FL, 33825, Avon Park, FL 33825]()
3 beds
|2 baths
|2,150 sq ft
|House
3002 OAKHILL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
MLS 308201 • Keller Williams of Highlands County,...
Highlands Ridge
![3003 OAKHILL DR, AVON PARK, FL, 33825, Avon Park, FL 33825]()
3 beds
|2 baths
|1,836 sq ft
|House
3003 OAKHILL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
MLS 316010 • ADVANCED ALL SERVICE/ SEBRING, Ronni...
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(689) 407-5757
Four Seasons at Orlando
![7724 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747]()
3 beds
|2 baths
|2,202 sq ft
|House
7724 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
Community: Four Seasons at Orlando
MLS O6326303 • HOMEVEST REALTY, Erica Diaz
Spruce Creek South
![17590 SE 106TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,296 sq ft
|House
17590 SE 106TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
MLS G5100034 • HANSON REAL ESTATE GROUP, INC., Je...
Royal Highlands
![21849 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|2,074 sq ft
|House
21849 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5093499 • FLORIDA PLUS REALTY, LLC, Tonya Ti...
Del Webb Orlando
![329 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|2 baths
|2,000 sq ft
|House
329 ALICANTE CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS O6324202 • EXP REALTY LLC, Todd Schroth
On Top of the World
![9734 SW 96TH ST, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,352 sq ft
|House
9734 SW 96TH ST, OCALA, FL, 34481
Community: On Top of the World
MLS OM706638 • ON TOP OF THE WORLD REAL EST, Jani...
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?
3,573
homes
near Winter Garden
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