Call us at (689) 407-5757 to learn more about active adult communities in Winter Garden
Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,964 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
- $1Ms
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]()
$200Ks
- $700Ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
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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
- $300Ks
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
- $600Ks
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
- $1Ms
Twin Lakes, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
2,000 homes
No reviews yet
![Pelican Bay Daytona Beach]()
<$100k
- $600Ks
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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(689) 407-5757
4.7 rating (3 reviews)
![Spruce Creek South]()
$200Ks
- $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
- $900Ks
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]()
$200Ks
- $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
- $1Ms
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...]()
$100Ks
- $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]()
$300Ks
- $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
- $500Ks
SummerGlen, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
1,029 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]()
$400Ks
- $700Ks
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$200Ks
- $800Ks
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
- $800Ks
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]()
$100Ks
- $300Ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
4.3 rating (15 reviews)
![Del Webb Orlando]()
$200Ks
- $500Ks
Del Webb Orlando, Davenport, FL
Resale Only
|
55+ age-restricted
|
Built 2007 - 2021
|
937 homes
No reviews yet
![Pine Run Estates]()
$100Ks
- $400Ks
Pine Run Estates, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1989
|
880 homes
No reviews yet
![Lake Jovita Golf and Coun...]()
$400Ks
- $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
- $900Ks
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
868 homes
Sun City Center
![1304 BURBANK CT, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573]()
1 beds
|1 baths
|910 sq ft
|House
1304 BURBANK CT, SUN CITY CENTER, FL, 33...
Community: Sun City Center
MLS TB8383867 • CENTURY 21 BEGGINS ENTERPRISES, S...
The Villages®
![1061 SOLEDAD WAY, THE VILLAGES, FL, 3215..., The Villages, FL 32159]()
3 beds
|2 baths
|2,238 sq ft
|House
1061 SOLEDAD WAY, THE VILLAGES, FL, 3215...
Community: The Villages®
MLS G5095435 • WORTH CLARK REALTY, Jana Schautz
The Villages®
![824 SILVER OAK AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159]()
2 beds
|2 baths
|1,431 sq ft
|Manufactured Home
824 SILVER OAK AVE, THE VILLAGES, FL, 32...
Community: The Villages®
MLS V4937912 • EXP REALTY LLC, Debby Sommer
Lake James
![8288 LAKE JAMES DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|2,439 sq ft
|House
8288 LAKE JAMES DR, LAKELAND, FL, 33810
Community: Lake James
MLS L4944920 • KELLER WILLIAMS REALTY SMART, Chri...
Sun City Center
![1969 WOLF LAUREL DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,750 sq ft
|House
1969 WOLF LAUREL DR, SUN CITY CENTER, FL...
Community: Sun City Center
MLS TB8374049 • KELLER WILLIAMS SUBURBAN TAMPA, M...
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Questions? Call us:
(689) 407-5757
Tarawood
![10468 S DREW BRYANT CIR, FLORAL CITY, FL..., Floral City, FL 34436]()
2 beds
|2 baths
|1,482 sq ft
|House
10468 S DREW BRYANT CIR, FLORAL CITY, FL...
Community: Tarawood
MLS OM702093 • ENGEL & VOLKERS OCALA, Tamara Myer...
Stone Creek
![9658 SW 76TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,354 sq ft
|House
9658 SW 76TH LANE RD, OCALA, FL, 34481
Community: Stone Creek
MLS OM701962 • REAL BROKER, LLC, Anthony Alfarone
Stone Creek
![6868 SW 95TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM701277 • REAL BROKER, LLC, Anthony Alfarone
Stone Creek
![8606 SW 61ST LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM701339 • REAL BROKER, LLC, Anthony Alfarone
Stone Creek
![6394 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481]()
3 beds
|2 baths
|1,701 sq ft
|House
6394 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
MLS OM701209 • REAL BROKER, LLC, Anthony Alfarone
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.
Stone Creek
![9740 SW 68TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM699024 • REAL BROKER, LLC, Anthony Alfarone
On Top of the World
![8351 SW 93RD LN D, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,369 sq ft
|Villa
8351 SW 93RD LN D, OCALA, FL, 34481
Community: On Top of the World
MLS OM699376 • REAL BROKER, LLC, Anthony Alfarone
Stone Creek
![7527 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481]()
3 beds
|4 baths
|2,604 sq ft
|House
7527 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
MLS OM696887 • REAL BROKER, LLC, Anthony Alfarone
Stone Creek
![9697 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM695025 • REAL BROKER, LLC, Anthony Alfarone
Pine Run Estates
![8955 SW 104TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,144 sq ft
|House
8955 SW 104TH PL, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM691748 • REAL BROKER, LLC, Anthony Alfarone
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Stone Creek
![6094 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM688102 • REAL BROKER, LLC, Anthony Alfarone
Stone Creek
![7732 SW 94TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM691910 • REAL BROKER, LLC, Anthony Alfarone
Summit Greens
![3008 PINNACLE CT, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,543 sq ft
|House
3008 PINNACLE CT, CLERMONT, FL, 34711
Community: Summit Greens
MLS O6307152 • NEXTHOME LOTT PREMIER REALTY, Core...
Highland Lakes
![26030 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,293 sq ft
|Villa
26030 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
MLS G5097059 • ERA GRIZZARD REAL ESTATE, Craig Yo...
Highland Lakes
![26608 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,499 sq ft
|House
26608 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
MLS G5097058 • ERA GRIZZARD REAL ESTATE, Craig Yo...
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®
![1743 LANDRUM LN, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,488 sq ft
|House
1743 LANDRUM LN, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5095898 • DOWN HOME REALTY, LLLP, Morgan Pow...
Kings Ridge
![2409 TWICKINGHAM CT, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|2,033 sq ft
|House
2409 TWICKINGHAM CT, CLERMONT, FL, 34711
Community: Kings Ridge
MLS O6296810 • ENGEL & VOLKERS ORLANDO DR PHILLIP...
Oak Run
![8137 SW 117TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM702406 • ALL FLORIDA HOMES REALTY LLC, Nich...
On Top of the World
![8998 SW 94TH ST D, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,541 sq ft
|Villa
8998 SW 94TH ST D, OCALA, FL, 34481
Community: On Top of the World
MLS OM702552 • ON TOP OF THE WORLD REAL EST, Tamm...
The Villages®
![3540 OBRIEN PL, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|3 baths
|2,563 sq ft
|House
3540 OBRIEN PL, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5093782 • ERA GRIZZARD REAL ESTATE, Ashley R...
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(689) 407-5757
Sun City Center
![319 KELSEY WAY, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,073 sq ft
|Condo
319 KELSEY WAY, SUN CITY CENTER, FL, 335...
Community: Sun City Center
MLS TB8375712 • CENTURY 21 BEGGINS ENTERPRISES, D...
Sun City Center
![2447 NANTUCKET HARBOR LOOP # 112, SUN CI..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,483 sq ft
|Condo
2447 NANTUCKET HARBOR LOOP # 112, SUN CI...
Community: Sun City Center
MLS T3550641 • KELLER WILLIAMS SOUTH SHORE, Neal ...
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, Angus Stephens
The Villages®
![1613 CHERRY HILL RD, THE VILLAGES, FL, 3..., The Villages, FL 32159]()
2 beds
|2 baths
|1,357 sq ft
|House
1613 CHERRY HILL RD, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5092223 • FLORIDA FINE HOMES REALTY, LLC, Ca...
Royal Harbor
![5441 SEA LEOPARD ST, TAVARES, FL, 32778, Tavares, FL 32778]()
3 beds
|2 baths
|1,597 sq ft
|House
5441 SEA LEOPARD ST, TAVARES, FL, 32778
Community: Royal Harbor
MLS G5094875 • HANSON REAL ESTATE GROUP, INC., Ch...
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
![15235 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473]()
3 beds
|2 baths
|1,802 sq ft
|House
15235 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
MLS OM687384 • REMAX/PREMIER REALTY, Mary Johnson
Lake James
![8160 LAKE JAMES DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|2,002 sq ft
|House
8160 LAKE JAMES DR, LAKELAND, FL, 33810
Community: Lake James
MLS L4951257 • COLDWELL BANKER REALTY, Nicole Alv...
Arlington Ridge
![3809 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748]()
3 beds
|2 baths
|2,001 sq ft
|House
3809 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
MLS G5097456 • LOKATION, Steven Simpkins
Legacy of Leesburg
![27000 NATURE VIEW ST, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
3 beds
|2 baths
|2,035 sq ft
|House
27000 NATURE VIEW ST, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
MLS O6261826 • EXP REALTY LLC, Todd Schroth
Pine Run Estates
![10470 SW 99TH AVE, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,144 sq ft
|House
10470 SW 99TH AVE, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM692813 • RE/MAX FOXFIRE - HWY200/103 S, Mi...
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(689) 407-5757
Spruce Creek Country Club
![9033 SE 136TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,942 sq ft
|House
9033 SE 136TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS G5094124 • KELLER WILLIAMS ELITE PARTNERS III...
Spruce Creek Preserve
![14544 SW 112TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432]()
3 beds
|2 baths
|2,054 sq ft
|House
14544 SW 112TH CIR, DUNNELLON, FL, 34432
Community: Spruce Creek Preserve
MLS TB8340170 • TROPIC SHORES REALTY LLC, David R...
Valencia Lakes
![15810 COBBLE MILL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
3 beds
|2 baths
|2,159 sq ft
|House
15810 COBBLE MILL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
MLS TB8313456 • CHARLES RUTENBERG REALTY INC, Cha...
The Villages®
![2403 CARRIAGE HILL WAY, THE VILLAGES, FL..., The Villages, FL 32162]()
3 beds
|2 baths
|1,522 sq ft
|House
2403 CARRIAGE HILL WAY, THE VILLAGES, FL...
Community: The Villages®
MLS G5087106 • REALTY EXECUTIVES IN THE VILLAGES,...
Twin Lakes
![2362 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772]()
2 beds
|2 baths
|1,464 sq ft
|Villa
2362 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
MLS O6307578 • EXP REALTY LLC, Brittany Pride
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.
On average, listings in 55+ communities in Winter Garden stay on the market for around 143 days. The average price of homes for sale in these communities is approximately $502,460, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Del Webb Oasis average around $502,460.
Want more information about active adult communities around Winter Garden?
3,964
homes
near Winter Garden
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