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
3,958 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
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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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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.
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)
![Trilogy® Orlando]()
$200Ks
- $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
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
Ocala Palms
![2369 NW 53RD AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482]()
3 beds
|2 baths
|1,840 sq ft
|House
2369 NW 53RD AVENUE RD, OCALA, FL, 34482
Community: Ocala Palms
MLS OM699407 • CENTRAL CITY REALTY, Cameron Cowar...
On Top of the World
![9088 SW 95TH AVE, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,745 sq ft
|House
9088 SW 95TH AVE, OCALA, FL, 34481
Community: On Top of the World
MLS OM699373 • CB/ELLISON RLTY WEST, Brian McCart...
Heritage Hills
![3492 LA JOLLA DR, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|3 baths
|2,615 sq ft
|House
3492 LA JOLLA DR, CLERMONT, FL, 34711
Community: Heritage Hills
MLS O6291043 • BHHS FLORIDA REALTY, Andrew Kincai...
The Villages®
![1205 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,270 sq ft
|Manufactured Home
1205 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS TB8364966 • BY OWNER.COM, Greg Sullivan
Del Webb Sunbridge
![6403 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771]()
3 beds
|2 baths
|1,677 sq ft
|House
6403 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
MLS O6289147 • CHARLES RUTENBERG REALTY ORLANDO, ...
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Traditions at Lake Ruby
![3834 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884]()
3 beds
|2 baths
|1,831 sq ft
|House
3834 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Community: Traditions at Lake Ruby
MLS P4933789 • KELLER WILLIAMS REALTY SMART 1, An...
Kings Ridge
![3507 TENBY CIR, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS O6197735 • OLYMPUS EXECUTIVE REALTY INC, Mars...
Heritage - The Cottages of Sanders Grove
![6342 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762]()
3 beds
|2 baths
|1,788 sq ft
|House
6342 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Community: Heritage - The Cottages of Sanders Grove
MLS G5091903 • ERA GRIZZARD REAL ESTATE, Craig Yo...
Ocala Palms
![2100 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM681921 • RE/MAX FOXFIRE - HWY200/103 S, Sh...
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 OM665626 • 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.
Oakview
![1521 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880]()
2 beds
|2 baths
|1,186 sq ft
|Villa
1521 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
MLS P4931725 • THE STONES REAL ESTATE FIRM, Eric ...
On Top of the World
![9002 SW 96TH LN C, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,728 sq ft
|Condo
9002 SW 96TH LN C, OCALA, FL, 34481
Community: On Top of the World
MLS OM667149 • D. F. GRAY INC, Frank Gray
Ocala Preserve
![5341 NW 48TH PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS GC528276 • JIREH INVESTMENTS, Lydia Mardenbor...
Palm Cay
![11253 SW 77TH CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM693298 • FONTANA REALTY, Donna Sloan
Pelican Bay Daytona Beach
![156 BLACK DUCK CIR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119]()
3 beds
|3 baths
|1,627 sq ft
|Townhouse
156 BLACK DUCK CIR, DAYTONA BEACH, FL, 3...
Community: Pelican Bay Daytona Beach
MLS V4939856 • LPT REALTY, LLC, Ron Wysocarski
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Plantation at Leesburg
![25523 MAUREPAS LN, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|3 baths
|2,675 sq ft
|House
25523 MAUREPAS LN, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5095655 • RE/MAX PREMIER REALTY, Adriana Sko...
Venetian Bay
![246 CAPPELLA CT, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168]()
4 beds
|3 baths
|2,605 sq ft
|House
246 CAPPELLA CT, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
MLS NS1084553 • EXIT REAL ESTATE PROPERTY SOL, Ca...
Pine Run Estates
![10300 SW 98TH TER, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|960 sq ft
|House
10300 SW 98TH TER, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM669640 • RE/MAX FOXFIRE - HWY200/103 S, Sh...
Kings Ridge
![3603 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,705 sq ft
|House
3603 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
MLS G5095659 • COOPER HOMEFRONT REALTY, Joe Coope...
Ocala Palms
![5195 NW 21ST LOOP, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM698607 • LOKATION, Becky Alexander PA
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.
Plantation at Leesburg
![24436 MADEWOOD AVE, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|3 baths
|2,110 sq ft
|House
24436 MADEWOOD AVE, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5095649 • RE/MAX PREMIER REALTY, Adriana Sko...
Majestic Oaks Ocala
![5350 SW 82ND ST, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|2,111 sq ft
|House
5350 SW 82ND ST, OCALA, FL, 34476
Community: Majestic Oaks Ocala
MLS OM699221 • REMAX/PREMIER REALTY, Daniel Gilla...
Kings Ridge
![2012 BRAXTON ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS G5095540 • COLDWELL BANKER TONY HUBBARD REALT...
Valencia del Sol
![4919 PAMPLONA CT, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
3 beds
|4 baths
|3,072 sq ft
|House
4919 PAMPLONA CT, WIMAUMA, FL, 33598
Community: Valencia del Sol
MLS TB8334016 • SALTZBERG & ASSOCIATES REAL ESTAT...
Solivita
![754 SAN JOAQUIN RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS O6276063 • LIFESTYLE INTERNATIONAL REALTY, Sh...
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(689) 407-5757
Valencia Lakes
![4943 SANDY BROOK CIR, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
2 beds
|2 baths
|2,061 sq ft
|House
4943 SANDY BROOK CIR, WIMAUMA, FL, 33598
Community: Valencia Lakes
MLS TB8300976 • DALTON WADE INC, Zoki Mbolekwa
Cherrywood
![5991 SW 99TH PL, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM697295 • TROPIC SHORES REALTY, Kathi Flaher...
Venetian Bay
![3456 PEGASO AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|1,888 sq ft
|House
3456 PEGASO AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
MLS NS1083873 • EXIT REAL ESTATE PROPERTY SOL, Ca...
Venetian Bay
![424 LUNA BELLA LN 310, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168]()
3 beds
|3 baths
|1,953 sq ft
|Condo
424 LUNA BELLA LN 310, NEW SMYRNA BEACH,...
Community: Venetian Bay
MLS 1204865 • Realty Pros Assured, Jordan Blouin
Twin Lakes
![4921 CATALPA DR, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772]()
3 beds
|3 baths
|2,365 sq ft
|House
4921 CATALPA DR, SAINT CLOUD, FL, 34772
Community: Twin Lakes
MLS S5103203 • WEICHERT REALTORS HALLMARK PRO, 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.
The Villages®
![3449 ROANOKE ST, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,156 sq ft
|House
3449 ROANOKE ST, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5090988 • RE/MAX PREMIER REALTY LADY LK, Oli...
Mirada
![31422 BRIARS ML, SAN ANTONIO, FL, 33576, San Antonio, FL 33576]()
MLS TB8319529 • HOMECOIN.COM, Jonathan Minerick
The Villages®
![1904 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159]()
3 beds
|2 baths
|1,687 sq ft
|House
1904 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5093007 • ERA GRIZZARD REAL ESTATE, Holly We...
Valencia Lakes
![16015 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
3 beds
|3 baths
|3,302 sq ft
|House
16015 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
MLS TB8310245 • APPLEGATE PROPERTY, Randa Applega...
Spruce Creek Preserve
![11263 SW 138TH LN, DUNNELLON, FL, 34432, Dunnellon, FL 34432]()
2 beds
|2 baths
|1,664 sq ft
|House
11263 SW 138TH LN, DUNNELLON, FL, 34432
Community: Spruce Creek Preserve
MLS OM698391 • FONTANA REALTY, Javier Rojas
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(689) 407-5757
Plantation at Leesburg
![25307 LA GRANGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,333 sq ft
|House
25307 LA GRANGE CT, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS O6298214 • UNITED REALTY GROUP INC., Donald H...
Tampa Bay Golf and Country Club
![10103 OLD TAMPA BAY DR, SAN ANTONIO, FL,..., San Antonio, FL 33576]()
2 beds
|2 baths
|1,478 sq ft
|House
10103 OLD TAMPA BAY DR, SAN ANTONIO, FL,...
Community: Tampa Bay Golf and Country Club
MLS TB8372772 • COASTAL PROPERTIES GROUP INTER, J...
SummerGlen
![15813 SW 16TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473]()
2 beds
|2 baths
|1,757 sq ft
|House
15813 SW 16TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
MLS O6298447 • REALTY ONE GROUP MVP, Mary Abbott
On Top of the World
![9541 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,394 sq ft
|House
9541 SW 93RD LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM698947 • ON TOP OF THE WORLD REAL EST, Tamm...
Venetian Bay
![3078 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|2,099 sq ft
|House
3078 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS O6297869 • KELLY PRICE & COMPANY LLC, Kelly ...
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?
3,958
homes
near Winter Garden
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