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 - Page 31
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
Venetian Bay
![3361 PEGASO AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|2,440 sq ft
|House
3361 PEGASO AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
MLS NS1087472 • OCEAN PROPERTIES & MANAGEMENT, Ev...
Ocala Preserve
![5377 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482]()
3 beds
|2 baths
|1,552 sq ft
|Villa
5377 NW 46TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM719643 • SOUTHERN CHARM REALTY OF CF, Jeann...
Mirada
![10385 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576]()
2 beds
|3 baths
|1,747 sq ft
|Villa
10385 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
MLS TB8479159 • DALTON WADE INC, Alexandra Alvare...
Venetian Bay
![3365 LUNA BELLA LN, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168]()
4 beds
|3 baths
|2,467 sq ft
|House
3365 LUNA BELLA LN, NEW SMYRNA BEACH, FL...
Community: Venetian Bay
MLS NS1087410 • ENGEL & VOLKERS NEW SMYRNA, Matth...
Sun City Center
![2313 GRENOBLE PL, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,008 sq ft
|Condo
2313 GRENOBLE PL, SUN CITY CENTER, FL, 3...
Community: Sun City Center
MLS TB8477375 • KELLER WILLIAMS SOUTH SHORE, Davi...
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Questions? Call us:
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Pine Run Estates
![10210 SW 93RD AVE, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,008 sq ft
|House
10210 SW 93RD AVE, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM719330 • CHARLES RUTENBERG REALTY ORLANDO, ...
The Villages®
![954 AVALON AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,156 sq ft
|Villa
954 AVALON AVE, THE VILLAGES, FL, 32159
Community: The Villages®
MLS O6385961 • KELLER WILLIAMS ADVANTAGE 2 REALTY...
The Villages®
![1625 PINEHURST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|2 baths
|1,590 sq ft
|Manufactured Home
1625 PINEHURST DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5108733 • DOWN HOME REALTY, LLLP, Rachel Sow...
Latitude Margaritaville
![485 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,308 sq ft
|Villa
485 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Community: Latitude Margaritaville
MLS TB8476795 • KELLER WILLIAMS REALTY- PALM H, M...
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
![6751 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM719564 • NEXT GENERATION REALTY OF MARION C...
The Lakes at Harmony
![3403 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773]()
3 beds
|2 baths
|1,876 sq ft
|House
3403 SAGEBRUSH ST, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS O6385200 • LPT REALTY, LLC, Galdy Ayala Ortiz
JB Ranch
![9238 SW 60TH TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476]()
3 beds
|2 baths
|1,854 sq ft
|House
9238 SW 60TH TERRACE RD, OCALA, FL, 3447...
Community: JB Ranch
MLS OM719675 • NEXT GENERATION REALTY OF MARION C...
Arlington Ridge
![27014 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|2,256 sq ft
|House
27014 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
MLS O6384954 • MARK SPAIN REAL ESTATE, Jessica Co...
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Latitude Margaritaville
![925 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,563 sq ft
|House
925 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Community: Latitude Margaritaville
MLS 1223431 • Bob Hodges and Sons Realty, Susan W...
Sun City Center
![205 KINGS BLVD 52, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|960 sq ft
|Condo
205 KINGS BLVD 52, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8478640 • OPULENT REALTY INTERNATIONAL, Osc...
The Villages®
![17109 SE 93RD YONDEL CIR, THE VILLAGES, ..., The Villages, FL 32162]()
3 beds
|2 baths
|1,392 sq ft
|House
17109 SE 93RD YONDEL CIR, THE VILLAGES, ...
Community: The Villages®
MLS G5108780 • VILLAGE VALET REALTY LLC, Carolyn ...
The Villages®
![640 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159]()
3 beds
|2 baths
|1,494 sq ft
|House
640 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5108546 • SALLY LOVE REAL ESTATE, Lee Harper
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®
![3559 WYNGATE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|1,559 sq ft
|House
3559 WYNGATE PL, THE VILLAGES, FL, 32163
Community: The Villages®
MLS A4683827 • EXP REALTY LLC, Kathy Dowd
The Villages®
![533 INNER CIR, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|3 baths
|2,171 sq ft
|House
533 INNER CIR, THE VILLAGES, FL, 32162
Community: The Villages®
MLS OM719595 • SALLY LOVE REAL ESTATE, Star Amado...
Plantation at Leesburg
![25113 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|2,084 sq ft
|House
25113 RIVERWALK DR, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5108788 • ERA GRIZZARD REAL ESTATE, Jim Rich...
On Top of the World
![8530 SW 90TH ST B, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,368 sq ft
|Condo
8530 SW 90TH ST B, OCALA, FL, 34481
Community: On Top of the World
MLS OM719645 • BERKSHIRE HATHAWAY HS FLORIDA, Rea...
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Stone Creek
![9595 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM719646 • FONTANA REALTY, Donna Sloan
Spruce Creek South
![17945 SE 104TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,134 sq ft
|House
17945 SE 104TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
MLS G5108782 • ERA GRIZZARD REAL ESTATE, Lori Dav...
Southshore Bay
![16815 WHISPER ELM ST, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
2 beds
|2 baths
|1,761 sq ft
|House
16815 WHISPER ELM ST, WIMAUMA, FL, 33598
Community: Southshore Bay
MLS TB8479890 • KELLER WILLIAMS TAMPA PROP., Osma...
Sun City Center
![708 TAM O SHANTER AVE, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,387 sq ft
|House
708 TAM O SHANTER AVE, SUN CITY CENTER, ...
Community: Sun City Center
MLS TB8479028 • TMWRK BROKERAGE LLC, Mike Youngbl...
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.
Tohoqua Reserve
![1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744]()
3 beds
|2 baths
|2,056 sq ft
|House
1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
MLS S5144463 • EXP REALTY LLC, Carlos Nolte
Vienna Square
![2452 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884]()
2 beds
|2 baths
|1,729 sq ft
|House
2452 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
MLS O6376391 • REAL BROKER, LLC, Mark Colvin
The Villages®
![1301 FONTANA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|2,106 sq ft
|House
1301 FONTANA CT, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5108697 • PREMIER SOTHEBYS INT'L REALTY, Kei...
Quail Meadow
![3332 NW 50TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM719274 • ROBERTS REAL ESTATE INC, Melissa B...
Sun City Center
![1232 HADDINGTON CIR 65, SUN CITY CENTER,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,448 sq ft
|Condo
1232 HADDINGTON CIR 65, SUN CITY CENTER,...
Community: Sun City Center
MLS A4683891 • RE/MAX REALTY TEAM, Lake Yelton Al...
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(689) 407-5757
Highland Lakes
![26441 EVERT ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,580 sq ft
|House
26441 EVERT ST, LEESBURG, FL, 34748
Community: Highland Lakes
MLS O6385720 • SAND DOLLAR REALTY GROUP INC, Jeff...
The Villages®
![1137 SANTA CRUZ DR, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
2 beds
|2 baths
|1,214 sq ft
|Villa
1137 SANTA CRUZ DR, THE VILLAGES, FL, 32...
Community: The Villages®
MLS OM719628 • LPT REALTY, LLC, Brian Williams
Ocala Preserve
![5380 NW 43RD LANE RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,630 sq ft
|House
5380 NW 43RD LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM719617 • WEICHERT REALTORS HALLMARK PROPERT...
Sun City Center
![2009 HALMROCK PL 176, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,000 sq ft
|Condo
2009 HALMROCK PL 176, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8478944 • KELLER WILLIAMS SOUTH SHORE, Ange...
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.
Palm Cay
![11064 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM719610 • RE/MAX FOXFIRE - HWY200/103 S, Ka...
Oak Run
![13163 SW 70TH CT, OCALA, FL, 34473, Ocala, FL 34473]()
MLS OM719598 • WEICHERT REALTORS HALLMARK PROPERT...
On Top of the World
![9233 SW 83RD TER D, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,409 sq ft
|Villa
9233 SW 83RD TER D, OCALA, FL, 34481
Community: On Top of the World
MLS OM719587 • REAL BROKER, LLC, Jenni Kennedy
The Villages®
![3768 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163]()
3 beds
|2 baths
|1,521 sq ft
|House
3768 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5108505 • REAL BROKER, LLC, Katy Kelly
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Oak Run
![7465 SW 111TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM719413 • HOMERUN REALTY, Madison Allen
Traditions at Lake Ruby
![3363 LIVINGSTON WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884]()
2 beds
|2 baths
|1,118 sq ft
|Villa
3363 LIVINGSTON WAY, WINTER HAVEN, FL, 3...
Community: Traditions at Lake Ruby
MLS TB8478803 • AGILE GROUP REALTY, Beena Kokeram
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.
