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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
Sullivan Ranch
![20945 OLDENBURG LOOP, MOUNT DORA, FL, 32..., Mount Dora, FL 32757]()
3 beds
|2 baths
|2,164 sq ft
|House
20945 OLDENBURG LOOP, MOUNT DORA, FL, 32...
Community: Sullivan Ranch
MLS G5098523 • ERA GRIZZARD REAL ESTATE, Dustin M...
Royal Harbor
![5502 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778]()
MLS G5091652 • ARELLANO REALTY & INVESTMENTS, Kat...
Del Webb Minneola
![2759 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715]()
2 beds
|2 baths
|1,405 sq ft
|House
2759 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
MLS O6319407 • RE/MAX SELECT GROUP, Mike Mondello
Summit Greens
![2366 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|1,725 sq ft
|House
2366 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
MLS O6244293 • CREEGAN GROUP, Ben Derry
Ocala Preserve
![4340 NW 56TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM704024 • KELLER WILLIAMS CORNERSTONE RE, Al...
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Questions? Call us:
(689) 407-5757
Lake Ashton
![4105 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
3 beds
|3 baths
|2,371 sq ft
|House
4105 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4935246 • LAKE ASHTON REALTY INC., Lori Raat...
Arlington Ridge
![26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748]()
3 beds
|3 baths
|2,318 sq ft
|House
26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
MLS O6268986 • DALTON WADE INC, Andrew Dutka
Solivita
![201 LARGO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5128592 • PELLEGO, LLC, Stan Wilson
Arlington Ridge
![26712 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748]()
2 beds
|2 baths
|2,211 sq ft
|House
26712 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
MLS O6301176 • WEMERT GROUP REALTY LLC, Jenny Wem...
Harbor Hills Country Club
![6152 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,552 sq ft
|House
6152 TOPSAIL RD, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5094402 • MORRIS REALTY AND INVESTMENTS, The...
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.
Highland Lakes
![6419 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
MLS O6301006 • SAND DOLLAR REALTY GROUP INC, Jeff...
On Top of the World
![7912 SW 89TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,958 sq ft
|House
7912 SW 89TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM697158 • ROYAL OAK REALTY LLC, Robyn Wagner
Sun City Center
![302 ANDOVER PL S # G156, SUN CITY CENTER..., Sun City Center, FL 33573]()
2 beds
|2 baths
|960 sq ft
|Condo
302 ANDOVER PL S # G156, SUN CITY CENTER...
Community: Sun City Center
MLS TB8397583 • DALTON WADE INC, Silvia Gordon
On Top of the World
![8566 SW 83RD LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,735 sq ft
|House
8566 SW 83RD LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM703983 • RE/MAX FOXFIRE - HWY 40, Bobby Mat...
Spruce Creek Country Club
![9588 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,979 sq ft
|House
9588 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS G5097996 • RE/MAX PREMIER REALTY LADY LK, Rob...
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Palm Cay
![8126 SW 105TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM695738 • PLATINUM HOMES AND LAND REALTY, Ar...
SummerGlen
![16376 SW 13TH TER, OCALA, FL, 34473, Ocala, FL 34473]()
MLS OM683858 • SUMMERGLEN REALTY,LLC, Melissa Pow...
Valencia Lakes
![15744 CRYSTAL WATERS DR, WIMAUMA, FL, 33..., Wimauma, FL 33598]()
3 beds
|2 baths
|1,986 sq ft
|House
15744 CRYSTAL WATERS DR, WIMAUMA, FL, 33...
Community: Valencia Lakes
MLS TB8398475 • RE/MAX REALTY UNLIMITED, Kathy Ya...
Marion Landing
![6766 SW 88TH PL, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,651 sq ft
|Manufactured Home
6766 SW 88TH PL, OCALA, FL, 34476
Community: Marion Landing
MLS OM694139 • FONTANA REALTY, Marcia Bright
Sun City Center
![1111 HAREFIELD CIR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,448 sq ft
|Halfplex
1111 HAREFIELD CIR, SUN CITY CENTER, FL,...
Community: Sun City Center
MLS A4654243 • WEICHERT REALTORS HALLMARK PRO, Ka...
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
![9551 SW 92ND TER, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,745 sq ft
|House
9551 SW 92ND TER, OCALA, FL, 34481
Community: On Top of the World
MLS OM703014 • REMAX/PREMIER REALTY, Beth Anthony
Solivita
![730 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5129271 • WEICHERT REALTORS HALLMARK PRO, Re...
The Villages®
![6223 ATKINSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163]()
2 beds
|2 baths
|1,203 sq ft
|House
6223 ATKINSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS O6309551 • GAILEY ENTERPRISES REAL ESTATE, Ri...
Quail Meadow
![4773 NW 32ND ST, OCALA, FL, 34482, Ocala, FL 34482]()
MLS L4941317 • LA ROSA REALTY PRESTIGE, Monica Ha...
The Villages®
![304 GONZALES PL, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|2,198 sq ft
|House
304 GONZALES PL, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5081213 • RE/MAX FOXFIRE - LADY LAKE, Donna ...
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On Top of the World
![8874 SW 95TH ST E, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,761 sq ft
|Villa
8874 SW 95TH ST E, OCALA, FL, 34481
Community: On Top of the World
MLS OM701303 • FLORIDA ADVANTAGE REALTY GROUP, Ru...
Highland Lakes
![5512 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,120 sq ft
|House
5512 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
MLS G5098176 • MORRIS REALTY AND INVESTMENTS, The...
Harbor Hills Country Club
![5746 CRESTVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
4 beds
|4 baths
|4,058 sq ft
|House
5746 CRESTVIEW DR, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5092655 • ERA GRIZZARD REAL ESTATE, Sharon W...
Sandpiper Golf & Country Club
![5909 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809]()
3 beds
|2 baths
|1,640 sq ft
|House
5909 CORMORANT CT, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS L4952909 • REGAL REAL ESTATE LLC, Tammy Stori...
Colonnades
![4829 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811]()
2 beds
|2 baths
|1,182 sq ft
|House
4829 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
MLS L4947890 • REGAL REAL ESTATE LLC, Tammy Stori...
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.
Stonecrest
![11215 SE 172ND PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,858 sq ft
|House
11215 SE 172ND PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
MLS G5097531 • CHARLES RUTENBERG REALTY ORLANDO, ...
Plantation at Leesburg
![4419 NOTTOWAY DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,863 sq ft
|House
4419 NOTTOWAY DR, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5094794 • CENTURY 21 MYERS REALTY, A Indicto...
Plantation at Leesburg
![25125 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|936 sq ft
|Manufactured Home
25125 BELLEVUE, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5079872 • CENTURY 21 MYERS REALTY, Sheryl Mo...
Ocala Preserve
![5423 NW 33RD PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM697467 • KELLER WILLIAMS CORNERSTONE RE, Al...
Ocala Palms
![2515 NW 53RD AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482]()
3 beds
|2 baths
|2,399 sq ft
|House
2515 NW 53RD AVENUE RD, OCALA, FL, 34482
Community: Ocala Palms
MLS OM703217 • PEGASUS REALTY & ASSOC INC, Lena S...
Want to learn more about 55+ communities in Winter Garden?
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(689) 407-5757
SummerGlen
![15715 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473]()
3 beds
|2 baths
|1,709 sq ft
|House
15715 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
MLS OM693341 • SUMMERGLEN REALTY,LLC, Melissa Pow...
SummerGlen
![15338 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473]()
2 beds
|2 baths
|1,753 sq ft
|House
15338 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
MLS OM672549 • SUMMERGLEN REALTY,LLC, Melissa Pow...
Plantation at Leesburg
![4826 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,882 sq ft
|House
4826 SABLE RIDGE CT, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5098317 • FLORIDA PLUS REALTY, LLC, Celie Wh...
Sun City Center
![904 DESERT HILLS DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573]()
3 beds
|2 baths
|1,662 sq ft
|House
904 DESERT HILLS DR, SUN CITY CENTER, FL...
Community: Sun City Center
MLS TB8383922 • HOMESTEAD ROAD, Heidi Priebe
Valencia Lakes
![16101 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
3 beds
|2 baths
|1,912 sq ft
|House
16101 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
MLS TB8383803 • ELEVATE REAL ESTATE BROKERS OF FL...
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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