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Winter Garden, FL 55+ active adult communities & homes for sale - Page 12
113 communities near Winter Garden
3,497 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
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 rating (56 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
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
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3,250 homes
5 rating (2 reviews)
![Plantation at Leesburg]()
$100ks
- $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2008
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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
3.6 rating (48 reviews)
![Latitude Margaritaville]()
$300ks
- $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2025
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3,900 homes
$300ks
- $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.
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 (1 reviews)
![Ocala Palms]()
$200ks
- $300ks
Ocala Palms, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 1997
|
1,076 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
5 rating (3 reviews)
![Stonecrest]()
$200ks
- $500ks
Stonecrest, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 2024
|
2,224 homes
2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 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
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5 rating (5 reviews)
![SummerGlen]()
$200ks
- $400ks
SummerGlen, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
1,024 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
$200ks
- $500ks
Southshore Bay, Wimauma, FL
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
655 homes
5 rating (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 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 (7 reviews)
![Kings Ridge]()
$200ks
- $400ks
Kings Ridge, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 1995 - 2000
|
2,088 homes
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 (4 reviews)
![Spruce Creek South]()
$100ks
- $200ks
Spruce Creek South, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1989 - 1995
|
1,650 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 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
4 rating (4 reviews)
![Lakes of Mount Dora]()
$300ks
- $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
4.7 rating (11 reviews)
![Valencia Lakes]()
$200ks
- $700ks
Valencia Lakes, Wimauma, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2019
|
1,631 homes
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(689) 407-5757
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
$400ks
- $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale
|
Age-targeted
|
Built 1999 - present
|
875 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
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 (5 reviews)
![Heritage Hills]()
$200ks
- $400ks
Heritage Hills, Clermont, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
1,154 homes
5 rating (1 reviews)
![Cresswind at Victoria Gar...]()
$200ks
- $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2022
|
1,070 homes
$300ks
- $500ks
Mirada, San Antonio, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
858 homes
3.8 rating (5 reviews)
![Marion Landing]()
$100ks
- $300ks
Marion Landing, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
600 homes
2.3 rating (6 reviews)
![Cherrywood]()
$100ks
- $800ks
Cherrywood, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2003
|
700 homes
$200ks
- $400ks
Quail Meadow, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1988 - 2006
|
460 homes
$200ks
- $400ks
The Lakes at Harmony, Harmony, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
400 homes
$200ks
- $400ks
Summer Trees, Port Orange, FL
Resale Only
|
55+ age-restricted
|
Built 1976 - 2005
|
500 homes
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
$100ks
- $200ks
Pine Run Estates, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1989
|
880 homes
5 rating (1 reviews)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 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.
Solivita
![532 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS O6406143 • IVRE ORLANDO, Janet Hepburn
Oak Run
![8157 SW 108TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481]()
2 beds
|2 baths
|1,496 sq ft
|House
8157 SW 108TH STREET RD, OCALA, FL, 3448...
Community: Oak Run
MLS OM724406 • DECCA REAL ESTATE, Sherri Driggers
Villas On The Green
![13109 DOBREE PL 29, RIVERVIEW, FL, 33579, Riverview, FL 33579]()
3 beds
|2 baths
|1,594 sq ft
|Condo
13109 DOBREE PL 29, RIVERVIEW, FL, 33579
Community: Villas On The Green
MLS TB8506671 • REALTY EXPERTS, Jimmy Brylinke
VillageWalk at Lake Nona
![12074 GINKGO DR, ORLANDO, FL, 32827, Orlando, FL 32827]()
3 beds
|3 baths
|1,830 sq ft
|Townhouse
12074 GINKGO DR, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6406068 • LPT REALTY, LLC, Erica Magtira
Pelican Bay Daytona Beach
![108 GREBE CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119]()
3 beds
|3 baths
|2,079 sq ft
|House
108 GREBE CT, DAYTONA BEACH, FL, 32119
Community: Pelican Bay Daytona Beach
MLS O6406359 • COLLADO REAL ESTATE, Jan Can McDer...
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Questions? Call us:
(689) 407-5757
On Top of the World
![8889 SW 86TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|2,701 sq ft
|House
8889 SW 86TH LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM724433 • ON TOP OF THE WORLD REAL EST, Tamm...
On Top of the World
![8560 SW 93RD LN G, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,887 sq ft
|Villa
8560 SW 93RD LN G, OCALA, FL, 34481
Community: On Top of the World
MLS OM724429 • ON TOP OF THE WORLD REAL EST, Toni...
The Villages®
![433 CANTERBURY CT, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
2 beds
|2 baths
|1,188 sq ft
|Villa
433 CANTERBURY CT, THE VILLAGES, FL, 321...
Community: The Villages®
MLS O6405834 • EXP REALTY LLC, Todd Schroth
Sullivan Ranch
![20831 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757]()
3 beds
|2 baths
|1,440 sq ft
|House
20831 SULLIVAN RANCH BLVD, MOUNT DORA, F...
Community: Sullivan Ranch
MLS G5112069 • HANSON REAL ESTATE GROUP, INC., Ma...
On Top of the World
![9814 SW 92ND ST, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|2,119 sq ft
|House
9814 SW 92ND ST, OCALA, FL, 34481
Community: On Top of the World
MLS OM724417 • ON TOP OF THE WORLD REAL EST, Toni...
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.
Pelican Bay Daytona Beach
![103 MORNING DOVE CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119]()
3 beds
|2 baths
|1,921 sq ft
|House
103 MORNING DOVE CT, DAYTONA BEACH, FL, ...
Community: Pelican Bay Daytona Beach
MLS 1226197 • EXP Realty LLC, Kevin Yarina
Palms at Serenoa
![3790 MYRTLE OAK CT, CLERMONT, FL, 34714, Clermont, FL 34714]()
2 beds
|2 baths
|1,646 sq ft
|House
3790 MYRTLE OAK CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
MLS O6405562 • EXP REALTY LLC, Devin Clifton
The Country Club of Mount Dora
![8011 PINE HOLLOW DR, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
3 beds
|2 baths
|2,016 sq ft
|House
8011 PINE HOLLOW DR, MOUNT DORA, FL, 327...
Community: The Country Club of Mount Dora
MLS G5111928 • DAVE LOWE REALTY, INC., Ronald Mus...
Ocala Palms
![5891 NW 26TH ST, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM724379 • HOMERUN REALTY, Melissa Gary
On Top of the World
![7801 SW 86TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481]()
2 beds
|2 baths
|1,344 sq ft
|House
7801 SW 86TH TERRACE RD, OCALA, FL, 3448...
Community: On Top of the World
MLS OM724389 • ON TOP OF THE WORLD REAL EST, Kath...
Sun City Center
![2208 MYRTLE VISTA CT, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
3 beds
|3 baths
|2,296 sq ft
|House
2208 MYRTLE VISTA CT, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8506307 • RE/MAX COLLECTIVE, Katherine Crid...
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
Kings Ridge
![2160 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS O6406218 • SENIOR TRANSITIONS REALTY, LLC, Pe...
Stone Creek
![5962 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM722627 • COPPOLA REALTY LLC, Bernii Coppola
The Villages®
![7631 SE 170TH LONGVIEW LN, THE VILLAGES,..., The Villages, FL 32162]()
2 beds
|2 baths
|1,186 sq ft
|Villa
7631 SE 170TH LONGVIEW LN, THE VILLAGES,...
Community: The Villages®
MLS G5112104 • REALTY EXECUTIVES IN THE VILLAGES,...
Ocala Palms
![2064 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM724320 • KELLER WILLIAMS CORNERSTONE RE, Cr...
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
![7338 SW 94TH CT, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM724051 • SALLY LOVE REAL ESTATE, Melissa Gi...
Solivita
![276 BELL TOWER XING, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759]()
3 beds
|3 baths
|2,561 sq ft
|House
276 BELL TOWER XING, KISSIMMEE, FL, 3475...
Community: Solivita
MLS S5148887 • PELLEGO, LLC, Stan Wilson
On Top of the World
![10067 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,623 sq ft
|House
10067 SW 89TH LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM724256 • CENTURY 21 AFFILIATES, Michelle Ep...
On Top of the World
![9394 SW 97TH LN B, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,178 sq ft
|Villa
9394 SW 97TH LN B, OCALA, FL, 34481
Community: On Top of the World
MLS OM724191 • RE/MAX FOXFIRE - HWY 40, Leo Pank ...
Sun City Center
![2309 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
3 beds
|2 baths
|1,986 sq ft
|House
2309 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8505762 • HOMESMART SUNSHINE REALTY, Joanna...
The Villages®
![2306 NACKMAN PL, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,397 sq ft
|Villa
2306 NACKMAN PL, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5110942 • FLAMINGO REAL ESTATE & MNGMT, Apri...
Ocala Preserve
![4542 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
4 beds
|2 baths
|2,034 sq ft
|House
4542 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM724361 • DR HORTON REALTY OF WEST CENTRAL F...
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(689) 407-5757
Ocala Preserve
![4563 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
4 beds
|2 baths
|2,034 sq ft
|House
4563 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM724359 • DR HORTON REALTY OF WEST CENTRAL F...
Cherrywood
![10317 SW 63RD AVE, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM724241 • KELLER WILLIAMS CORNERSTONE RE, Ke...
Tampa Bay Golf and Country Club
![10334 COLLAR DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576]()
3 beds
|2 baths
|1,749 sq ft
|House
10334 COLLAR DR, SAN ANTONIO, FL, 33576
Community: Tampa Bay Golf and Country Club
MLS TB8506524 • FUTURE HOME REALTY INC, Teresa Ma...
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®
![1936 NEEDLEWOOD LN, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
3 beds
|2 baths
|1,602 sq ft
|Villa
1936 NEEDLEWOOD LN, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5111971 • KELLER WILLIAMS CORNERSTONE RE, Ka...
The Villages®
![1089 BERG CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,685 sq ft
|Villa
1089 BERG CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5111913 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![3285 DRESSENDORFER DR, THE VILLAGES, FL,..., The Villages, FL 32163]()
3 beds
|2 baths
|1,903 sq ft
|House
3285 DRESSENDORFER DR, THE VILLAGES, FL,...
Community: The Villages®
MLS OM724285 • KELLER WILLIAMS CORNERSTONE RE, Ma...
The Villages®
![17705 SE 93RD HAWTHORNE AVE, THE VILLAGE..., The Villages, FL 32162]()
3 beds
|2 baths
|1,392 sq ft
|House
17705 SE 93RD HAWTHORNE AVE, THE VILLAGE...
Community: The Villages®
MLS G5111828 • KELLER WILLIAMS CORNERSTONE RE, Pa...
Traditions at Lake Ruby
![3023 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
2 beds
|2 baths
|1,385 sq ft
|Townhouse
3023 CANEEL ST, WINTER HAVEN, FL, 33884
Community: Traditions at Lake Ruby
MLS TB8504638 • DALTON WADE INC, Marco Silva Brav...
Foxwood Lake Estates
![5027 FOREST CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
2 beds
|2 baths
|1,248 sq ft
|Manufactured Home
5027 FOREST CREST DR, LAKELAND, FL, 3381...
Community: Foxwood Lake Estates
MLS TB8506521 • DALTON WADE INC, Marco Silva Brav...
Del Webb Oasis
![15157 AQUA SOL LN, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787]()
2 beds
|2 baths
|1,574 sq ft
|Villa
15157 AQUA SOL LN, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
MLS S5149095 • RE/MAX SELECT GROUP, Jason Price
JB Ranch
![6050 SW 93RD LOOP, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM724335 • GAILEY ENTERPRISES REAL ESTATE, Do...
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Solivita
![294 ADDISON DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5149207 • BORCHINI REALTY, Charles Borchini
The Villages®
![1202 FERNANDO LN, THE VILLAGES, FL, 3215..., The Villages, FL 32159]()
2 beds
|1 baths
|1,040 sq ft
|Villa
1202 FERNANDO LN, THE VILLAGES, FL, 3215...
Community: The Villages®
MLS G5112051 • REALTY EXECUTIVES IN THE VILLAGES,...
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.
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 399 days. The average price of homes for sale in these communities is approximately $476,615, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Del Webb Oasis average around $476,615.
Want more information about active adult communities around Winter Garden?
Want to learn more about 55+ communities in Winter Garden?
3,497
homes
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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: May 25, 2026.
This application does not include information on all of the properties available for sale at this time.
