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Winter Garden, FL 55+ active adult communities & homes for sale - Page 79
110 communities near Winter Garden
3,654 homes near Winter Garden
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4 rating (17 reviews)
![The Villages®]()
$100ks
- $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]()
$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]()
$100ks
- $800ks
Sun City Center, Sun City Center, FL
Resale Only
|
55+ age-restricted
|
Built 1961 - 2018
|
9,500 homes
4.2 rating (10 reviews)
![Stone Creek]()
$200ks
- $500ks
Stone Creek, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
3,800 homes
4.7 rating (18 reviews)
![Solivita]()
$300ks
- $700ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
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4.5 rating (11 reviews)
![Spruce Creek Country Club]()
$100ks
- $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2007
|
3,250 homes
$300ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 homes
5 rating (2 reviews)
![Plantation at Leesburg]()
$100ks
- $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2008
|
2,820 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
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.
3.6 rating (48 reviews)
![Latitude Margaritaville]()
$300ks
- $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2025
|
3,900 homes
5 rating (3 reviews)
![Stonecrest]()
$200ks
- $500ks
Stonecrest, Summerfield, FL
New and Resale
|
55+ age-restricted
|
Built 1990 - present
|
2,200 homes
4.6 rating (5 reviews)
![Ocala Preserve]()
$100ks
- $500ks
Ocala Preserve, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
1,800 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
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5 rating (1 reviews)
![Ocala Palms]()
$200ks
- $300ks
Ocala Palms, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 1997
|
1,076 homes
3.8 rating (4 reviews)
![Spruce Creek South]()
$100ks
- $200ks
Spruce Creek South, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1989 - 1995
|
1,650 homes
5 rating (5 reviews)
![SummerGlen]()
$200ks
- $400ks
SummerGlen, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
1,024 homes
$200ks
- $500ks
Southshore Bay, Wimauma, FL
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
655 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.
4.7 rating (11 reviews)
![Valencia Lakes]()
$200ks
- $700ks
Valencia Lakes, Wimauma, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2019
|
1,631 homes
5 rating (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
5 rating (1 reviews)
![Del Webb Sunbridge]()
$400ks
- $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
1,300 homes
5 rating (7 reviews)
![Kings Ridge]()
$200ks
- $400ks
Kings Ridge, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 1995 - 2000
|
2,088 homes
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4 rating (7 reviews)
![Tampa Bay Golf and Countr...]()
$200ks
- $500ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 2015
|
1,336 homes
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200ks
- $500ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 homes
5 rating (3 reviews)
![Twin Lakes]()
$200ks
- $600ks
Twin Lakes, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
2,000 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
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.
2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$300ks
- $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
2.3 rating (6 reviews)
![Cherrywood]()
$100ks
- $800ks
Cherrywood, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2003
|
700 homes
4 rating (2 reviews)
![Harbor Hills Country Club]()
$300ks
- $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale
|
Age-targeted
|
Built 1989 - present
|
940 homes
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Questions? Call us:
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1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
3.6 rating (5 reviews)
![Heritage Hills]()
$200ks
- $400ks
Heritage Hills, Clermont, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
1,154 homes
$100ks
- $200ks
Pine Run Estates, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1989
|
880 homes
$300ks
- $500ks
Mirada, San Antonio, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
858 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 (1 reviews)
![Palm Cay]()
$100ks
- $200ks
Palm Cay, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 1992
|
795 homes
$400ks
- $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale
|
Age-targeted
|
Built 1999 - present
|
875 homes
4.8 rating (6 reviews)
![Highland Lakes]()
$100ks
- $200ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
5 rating (8 reviews)
![Pennbrooke Fairways]()
<$100k
- $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
5 rating (1 reviews)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
Stone Creek
![7153 SW 93RD AVE, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM709731 • ROBERTS REAL ESTATE INC, Melissa B...
Cherrywood
![9747 SW 62ND CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS TB8429790 • CASA FRESCA REALTY, Michael Human
Del Webb Minneola
![2761 TOP HILL CT, MINNEOLA, FL, 34715, Minneola, FL 34715]()
2 beds
|2 baths
|1,943 sq ft
|House
2761 TOP HILL CT, MINNEOLA, FL, 34715
Community: Del Webb Minneola
MLS O6345393 • SERHANT, Silvia Kinkela
Del Webb Minneola
![2763 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715]()
2 beds
|2 baths
|1,395 sq ft
|House
2763 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
MLS O6345207 • AGENT TRUST REALTY CORPORATION, Mi...
Stonecrest
![11276 SE 170TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|2,000 sq ft
|House
11276 SE 170TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
MLS G5102089 • WORTH CLARK REALTY, Jim McDonald
Want to learn more about 55+ communities in Winter Garden?
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Oak Run
![8170 SW 109TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481]()
3 beds
|2 baths
|1,968 sq ft
|House
8170 SW 109TH STREET RD, OCALA, FL, 3448...
Community: Oak Run
MLS S5135065 • CENTURY 21 WOLF'S CROSSING REALTY,...
Ridgehaven
![181 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|1,454 sq ft
|House
181 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
MLS O6345928 • MERITAGE HOMES OF FL REALTY, Bryan...
On Top of the World
![9878 SW 97TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,911 sq ft
|House
9878 SW 97TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM709659 • RE/MAX FOXFIRE - HWY200/103 S, Me...
Ridgehaven
![179 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|1,572 sq ft
|House
179 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
MLS O6345925 • MERITAGE HOMES OF FL REALTY, Bryan...
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
![8458 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|3 baths
|2,457 sq ft
|House
8458 SW 97TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM709914 • ALL FLORIDA HOMES REALTY LLC, Nich...
Ridgehaven
![187 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|1,454 sq ft
|House
187 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
MLS O6345911 • MERITAGE HOMES OF FL REALTY, Bryan...
Venetian Bay
![3589 GRANDE TUSCANY WAY, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168]()
6 beds
|10 baths
|8,260 sq ft
|House
3589 GRANDE TUSCANY WAY, NEW SMYRNA BEAC...
Community: Venetian Bay
MLS NS1085990 • COLLADO REAL ESTATE, Scott Yurchi...
On Top of the World
![8665 SW 94TH LN E, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,179 sq ft
|Villa
8665 SW 94TH LN E, OCALA, FL, 34481
Community: On Top of the World
MLS OM709267 • PEGASUS REALTY & ASSOC INC, Sharon...
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
The Villages®
![6094 DELPHINA LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32163]()
3 beds
|2 baths
|1,601 sq ft
|House
6094 DELPHINA LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5102090 • KELLER WILLIAMS CORNERSTONE RE, Ka...
On Top of the World
![9093 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,629 sq ft
|House
9093 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM709795 • RE/MAX FOXFIRE - HWY200/103 S, Ro...
Solivita
![525 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5134633 • BORCHINI REALTY, Dale Pautz
VillageWalk at Lake Nona
![11959 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827]()
3 beds
|2 baths
|1,554 sq ft
|Halfplex
11959 FIORE DR, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6345155 • EXP REALTY LLC, Lissette Sanchez
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.
Sun City Center
![1604 LELAND DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,394 sq ft
|Condo
1604 LELAND DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
MLS TB8427797 • KELLER WILLIAMS SOUTH SHORE, Davi...
Southshore Bay
![17206 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
2 beds
|2 baths
|1,761 sq ft
|House
17206 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
MLS TB8428230 • KELLER WILLIAMS SOUTH SHORE, Davi...
Royal Harbor
![5486 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778]()
MLS G5102161 • BHHS FLORIDA REALTY, Catherine Lan...
SummerGlen
![1732 SW 157TH PLACE RD, OCALA, FL, 34473, Ocala, FL 34473]()
3 beds
|2 baths
|2,256 sq ft
|House
1732 SW 157TH PLACE RD, OCALA, FL, 34473
Community: SummerGlen
MLS G5102110 • DOWN HOME REALTY, LLLP, Rita Hinkl...
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(689) 407-5757
The Villages®
![1125 MAYNARD PATH, THE VILLAGES, FL, 321..., The Villages, FL 32163]()
4 beds
|3 baths
|2,296 sq ft
|House
1125 MAYNARD PATH, THE VILLAGES, FL, 321...
Community: The Villages®
MLS OM709711 • RE/MAX ALLSTARS REALTY, Amber D'An...
Vienna Square
![1709 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
2 beds
|2 baths
|1,164 sq ft
|Villa
1709 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
MLS P4936273 • CENTURY 21 WATSON & MYERS REALTY, ...
Twin Lakes
![2585 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772]()
2 beds
|2 baths
|1,464 sq ft
|Villa
2585 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
MLS O6343239 • EXP REALTY LLC, Dawn Grigsby
Ocala Palms
![2291 NW 59TH TER, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM709663 • RE/MAX FOXFIRE - HWY200/103 S, Sh...
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.
Lakes of Mount Dora
![8923 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757]()
3 beds
|2 baths
|1,926 sq ft
|House
8923 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
MLS G5102118 • KELLER WILLIAMS ELITE PARTNERS III...
Stone Creek
![10074 SW 77TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM709616 • WEICHERT REALTORS HALLMARK PROPERT...
Silver Lakes
![6341 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
3 beds
|2 baths
|1,637 sq ft
|House
6341 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
MLS L4955861 • COLDWELL BANKER REALTY, Kelley Bla...
On Top of the World
![9451 SW 96TH ST, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,744 sq ft
|Halfplex
9451 SW 96TH ST, OCALA, FL, 34481
Community: On Top of the World
MLS OM709355 • RE/MAX FOXFIRE - HWY200/103 S, Pa...
Highland Fairways
![1836 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810]()
2 beds
|2 baths
|1,545 sq ft
|House
1836 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
MLS L4955822 • S & D REAL ESTATE SERVICE LLC, Mel...
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(689) 407-5757
Sun City Center
![329 CLUB MANOR DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,809 sq ft
|Villa
329 CLUB MANOR DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8427286 • FUTURE HOME REALTY INC, James Sny...
Royal Harbor
![4954 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778]()
3 beds
|2 baths
|1,489 sq ft
|House
4954 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
MLS G5102019 • COLDWELL BANKER VANGUARD EDGE, Chr...
Royal Highlands
![5518 QUEEN VICTORIA DR, LEESBURG, FL, 34..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,757 sq ft
|House
5518 QUEEN VICTORIA DR, LEESBURG, FL, 34...
Community: Royal Highlands
MLS O6343470 • KELLER WILLIAMS ADVANTAGE III, Ern...
The Villages®
![17700 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162]()
3 beds
|2 baths
|1,516 sq ft
|House
17700 SE 92ND GRANTHAM TER, THE VILLAGES...
Community: The Villages®
MLS OM709472 • RE/MAX FOXFIRE - HWY 40, Hope Desz...
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.
Trilogy® Orlando
![176 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736]()
2 beds
|3 baths
|2,074 sq ft
|House
176 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
MLS O6339822 • WATSON REALTY CORP., REALTORS, Shy...
Royal Highlands
![21737 KING JOHN ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,326 sq ft
|House
21737 KING JOHN ST, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5101951 • FLORIDA PLUS REALTY, LLC, Celie Wh...
Arlington Ridge
![27106 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|2,436 sq ft
|House
27106 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
MLS O6343489 • LPT REALTY, LLC, Raymond Reyes
Lake Ashton
![4429 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
3 beds
|2 baths
|1,847 sq ft
|House
4429 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4936246 • COLDWELL BANKER REALTY, Julie Seay
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Foxwood Lake Estates
![5026 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,456 sq ft
|Manufactured Home
5026 FOXWOOD BLVD, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS L4955800 • KELLER WILLIAMS REALTY SMART, Casa...
Marion Landing
![8478 SW 61ST TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476]()
2 beds
|2 baths
|1,420 sq ft
|House
8478 SW 61ST TERRACE RD, OCALA, FL, 3447...
Community: Marion Landing
MLS OM709436 • RE/MAX FOXFIRE - HWY200/103 S, Di...
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?
3,654
homes
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REIN updates its listings on a daily basis. Data last updated: Apr 10, 2026.
This application does not include information on all of the properties available for sale at this time.
