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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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.
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200Ks
- $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)
![VillageWalk at Lake Nona]()
$400Ks
- $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only
|
Age-targeted
|
Built 2006 - 2016
|
1,300 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
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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?
55places can help!
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
Latitude Margaritaville
![831 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
3 beds
|2 baths
|1,848 sq ft
|House
831 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1211082 • Bob Hodges and Sons Realty, Susan W...
Stone Creek
![7067 SW 91ST CT, OCALA, FL, 34481, Ocala, FL 34481]()
MLS T3540707 • REALTY ONE GROUP SUNSHINE, Debra V...
On Top of the World
![9691 SW 95TH CT A, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,502 sq ft
|House
9691 SW 95TH CT A, OCALA, FL, 34481
Community: On Top of the World
MLS GC528125 • WATSON REALTY CORP- TIOGA, Kyle Ho...
The Villages®
![912 CHULA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
MLS OM695058 • MAGNOLIA HOMES AND LAND LLC, Maria...
The Villages®
![1014 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,248 sq ft
|Manufactured Home
1014 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5096421 • SELLSTATE SUPERIOR REALTY, Susan B...
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Ocala Palms
![2111 NW 58TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM692442 • MEADOWS REALTY, LLC, Bert Meadows
SummerGlen
![16376 SW 13TH TER, OCALA, FL, 34473, Ocala, FL 34473]()
MLS OM683858 • SUMMERGLEN REALTY,LLC, Melissa Pow...
The Villages®
![1087 JACKSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,123 sq ft
|House
1087 JACKSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
MLS TB8379408 • BY OWNER.COM, Greg Sullivan
Sun City Center
![1201 HARKNESS WAY, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,515 sq ft
|House
1201 HARKNESS WAY, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8332907 • KELLER WILLIAMS SOUTH SHORE, Gene...
Spruce Creek North
![6366 SW 115TH STREET RD, OCALA, FL, 3447..., Ocala, FL 34476]()
2 beds
|2 baths
|1,144 sq ft
|House
6366 SW 115TH STREET RD, OCALA, FL, 3447...
Community: Spruce Creek North
MLS O6300426 • CENTURY 21 CARIOTI, Ketan Patel
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.
Tampa Bay Golf and Country Club
![10312 CLEGHORN DR, SAN ANTONIO, FL, 3357..., San Antonio, FL 33576]()
3 beds
|2 baths
|1,749 sq ft
|House
10312 CLEGHORN DR, SAN ANTONIO, FL, 3357...
Community: Tampa Bay Golf and Country Club
MLS U8248529 • TOOLBOX SISTERS REALTY LLC, Alliso...
On Top of the World
![9145 SW 90TH ST, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,777 sq ft
|House
9145 SW 90TH ST, OCALA, FL, 34481
Community: On Top of the World
MLS OM678030 • EXP REALTY LLC, Nicky Defalco
Huntington at Hunter's Ridge
![15 SHEAR WATER TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|2,105 sq ft
|House
15 SHEAR WATER TRL, ORMOND BEACH, FL, 32...
Community: Huntington at Hunter's Ridge
MLS FC307324 • ADAMS, CAMERON & CO., REALTORS, Al...
On Top of the World
![10589 SW 98TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,703 sq ft
|House
10589 SW 98TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM699913 • FLORIDA ADVANTAGE REALTY GROUP, Ju...
On Top of the World
![9463 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,462 sq ft
|House
9463 SW 93RD LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM696119 • FLORIDA ADVANTAGE REALTY GROUP, Ru...
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On Top of the World
![9958 SW 97TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,953 sq ft
|House
9958 SW 97TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM693376 • ON TOP OF THE WORLD REAL EST, Tamm...
On Top of the World
![10564 SW 98TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,983 sq ft
|House
10564 SW 98TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM691265 • FLORIDA ADVANTAGE REALTY GROUP, Ju...
Marion Landing
![8574 SW 60TH CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM693964 • OCALA REALTY WORLD LLC, Elisha Lop...
Royal Highlands
![20631 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748]()
3 beds
|2 baths
|2,070 sq ft
|House
20631 PRINCE RANIER PL, LEESBURG, FL, 34...
Community: Royal Highlands
MLS G5095688 • VANGIE BERRY SIGNATURE REALTY, Ang...
On Top of the World
![9133 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|2,055 sq ft
|House
9133 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM694787 • REMAX/PREMIER REALTY HWY 200, Nanc...
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.
Liberty Village
![7358 SW 76TH TER, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,755 sq ft
|House
7358 SW 76TH TER, OCALA, FL, 34481
Community: Liberty Village
MLS O6245664 • REALTY ONE GROUP MVP, Mary Abbott
Liberty Village
![7531 SW 77TH AVE, OCALA, FL, 34481, Ocala, FL 34481]()
4 beds
|3 baths
|2,292 sq ft
|House
7531 SW 77TH AVE, OCALA, FL, 34481
Community: Liberty Village
MLS OM685487 • EXP REALTY LLC, Abigail Dinsick
The Villages®
![1307 GALINDO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|1,872 sq ft
|House
1307 GALINDO PL, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5095395 • HOAD REALTY GROUP LLC, John Hoad
Lake Jovita Golf and Country Club
![13805 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525]()
3 beds
|4 baths
|3,201 sq ft
|House
13805 CARRYBACK DR, DADE CITY, FL, 33525
Community: Lake Jovita Golf and Country Club
MLS TB8377541 • KING & ASSOCIATES REAL ESTATE LLC...
Sun City Center
![2222 MAYFIELD PALMS LN # 322, SUN CITY C..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,559 sq ft
|Condo
2222 MAYFIELD PALMS LN # 322, SUN CITY C...
Community: Sun City Center
MLS TB8360678 • FLORIDA'S 1ST CHOICE RLTY LLC, Gr...
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(689) 407-5757
The Villages®
![461 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,661 sq ft
|House
461 TROY LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
MLS A4637956 • KW COASTAL LIVING II, Cherie Benne...
Venetian Bay
![3396 LEONARDO LN, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|1,658 sq ft
|House
3396 LEONARDO LN, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS NS1084504 • EXIT REAL ESTATE PROPERTY SOL, Ca...
Stone Creek
![6014 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM688562 • REMAX/PREMIER REALTY, Courtney For...
Heritage Hills
![3825 QUAINT LN F, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,503 sq ft
|Villa
3825 QUAINT LN F, CLERMONT, FL, 34711
Community: Heritage Hills
MLS O6253812 • KENNEDY REALTY GROUP LLC, Keith Gr...
Sun City Center
![332 CLUB MANOR DR # 10, SUN CITY CENTER,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,516 sq ft
|House
332 CLUB MANOR DR # 10, SUN CITY CENTER,...
Community: Sun City Center
MLS TB8316849 • DALTON WADE INC, Nancy Stanton
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
![734 VIA COMO ST, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS O6304453 • AMERICA REAL ESTATE COMPANY LL, We...
Pine Run Estates
![9880 SW 101ST PL, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,008 sq ft
|House
9880 SW 101ST PL, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM700462 • RE/MAX FOXFIRE - HWY200/103 S, Mi...
The Villages®
![2378 RIDGEWAY CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162]()
3 beds
|2 baths
|1,602 sq ft
|House
2378 RIDGEWAY CT, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS A4640189 • THE KEYES COMPANY - SARASOTA, Geo...
Cherrywood
![9896 SW 61ST CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM700085 • CENTURY 21 AFFILIATES, William Ava...
Arlington Ridge
![4041 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,529 sq ft
|House
4041 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
MLS G5096100 • LOKATION, Steven Simpkins
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Quail Meadow
![4716 NW 34TH PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM699352 • ROBERT SLACK LLC, Oscar Miranda
Foxwood Lake Estates
![1744 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
3 beds
|2 baths
|1,566 sq ft
|Manufactured Home
1744 QUAIL HILL DR, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS L4948435 • BETTER HOMES & GARDENS REAL ESTATE...
Pelican Bay Daytona Beach
![102 BOB WHITE CT # 102C, DAYTONA BEACH, ..., Daytona Beach, FL 32119]()
2 beds
|2 baths
|1,165 sq ft
|Condo
102 BOB WHITE CT # 102C, DAYTONA BEACH, ...
Community: Pelican Bay Daytona Beach
MLS V4942353 • RE/MAX SIGNATURE, Stephanie Cathey
Cresswind at Victoria Gardens
![307 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724]()
2 beds
|2 baths
|1,547 sq ft
|House
307 HERON POINT WAY, DELAND, FL, 32724
Community: Cresswind at Victoria Gardens
MLS V4941464 • KELLER WILLIAMS HERITAGE REALTY, C...
Sun City Center
![1912 ACADIA GREENS DR, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,620 sq ft
|Condo
1912 ACADIA GREENS DR, SUN CITY CENTER, ...
Community: Sun City Center
MLS TB8350695 • CENTURY 21 BEGGINS ENTERPRISES, R...
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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