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Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,964 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)
![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
High Vista at Ridgewood Lakes
![231 LEWIS DR, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,796 sq ft
|House
231 LEWIS DR, DAVENPORT, FL, 33837
Community: High Vista at Ridgewood Lakes
MLS S5127802 • REMAX PREMIER PROPERTIES, Todd Cur...
The Lakes at Harmony
![3333 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773]()
3 beds
|2 baths
|1,677 sq ft
|House
3333 SAGEBRUSH ST, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS S5127761 • HOMETRUST REALTY GROUP, Lulis Bati...
On Top of the World
![10287 SW 96TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|3 baths
|2,476 sq ft
|House
10287 SW 96TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM702609 • EXP REALTY LLC, Della Lazare
On Top of the World
![9203 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,972 sq ft
|House
9203 SW 97TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM702603 • RE/MAX FOXFIRE - HWY 40, Bobby Mat...
Sun City Center
![311 KNOTTWOOD CT, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573]()
1 beds
|2 baths
|908 sq ft
|Condo
311 KNOTTWOOD CT, SUN CITY CENTER, FL, 3...
Community: Sun City Center
MLS TB8391183 • CENTURY 21 BEGGINS ENTERPRISES, R...
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On Top of the World
![10298 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,145 sq ft
|House
10298 SW 96TH LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS TB8390575 • COMPASS FLORIDA LLC, Stella Sheri...
On Top of the World
![9750 SW 97TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,736 sq ft
|House
9750 SW 97TH PL, OCALA, FL, 34481
Community: On Top of the World
MLS OM702314 • RE/MAX FOXFIRE - HWY200/103 S, Pa...
The Villages®
![2102 ESTEVEZ DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,121 sq ft
|Villa
2102 ESTEVEZ DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5096390 • REALTY EXECUTIVES IN THE VILLAGES,...
Solivita
![321 AUBURN AVE, KISSIMMEE, FL, 34747, Kissimmee, FL 34747]()
MLS TB8367768 • WRA BUSINESS & REAL ESTATE, Camil...
Latitude Margaritaville
![308 LOW TIDE LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124]()
2 beds
|3 baths
|1,743 sq ft
|House
308 LOW TIDE LN, DAYTONA BEACH, FL, 3212...
Community: Latitude Margaritaville
MLS 1213943 • Bob Hodges and Sons Realty, Didi Wo...
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.
Highland Fairways
![3438 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
3 beds
|2 baths
|1,689 sq ft
|House
3438 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
MLS L4952301 • KELLER WILLIAMS REALTY SMART, Dani...
Ocala Preserve
![4106 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS W7875006 • ISLAND REAL EST&PROP MGMT INC, Eri...
The Villages®
![2806 SALAMANCA ST, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
2 beds
|2 baths
|1,156 sq ft
|House
2806 SALAMANCA ST, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5091013 • NEXTHOME SALLY LOVE REAL ESTATE, C...
Solivita
![738 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5123898 • BORCHINI REALTY, Yamile Osorio Var...
Plantation at Leesburg
![10128 HUNTINGNET WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
4 beds
|2 baths
|1,839 sq ft
|House
10128 HUNTINGNET WAY, LEESBURG, FL, 3474...
Community: Plantation at Leesburg
MLS O6295563 • SM FLORIDA BROKERAGE LLC, Sharod K...
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The Villages®
![1729 LAUREN LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,040 sq ft
|House
1729 LAUREN LN, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5094116 • COLDWELL BANKER REALTY, William Pe...
The Villages®
![2204 BAYPOINT WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
4 beds
|3 baths
|3,502 sq ft
|House
2204 BAYPOINT WAY, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5097090 • KELLER WILLIAMS CORNERSTONE RE, De...
Stone Creek
![7234 SW 91ST CT, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM696068 • COPPOLA REALTY LLC, Bernii Coppola
Tohoqua Reserve
![2003 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744]()
3 beds
|2 baths
|1,943 sq ft
|House
2003 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
MLS O6304939 • THE PARKS REALTY GROUP, Jeena Sanc...
Spruce Creek Country Club
![8669 SE 134TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,575 sq ft
|House
8669 SE 134TH ST, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS OM694866 • RE/MAX PREMIER REALTY LADY LK, Jay...
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
![8824 SW 104TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,983 sq ft
|House
8824 SW 104TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS O6291987 • CHARLES RUTENBERG REALTY ORLANDO, ...
SummerGlen
![15715 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473]()
3 beds
|2 baths
|1,709 sq ft
|House
15715 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
MLS OM693341 • SUMMERGLEN REALTY,LLC, Melissa Pow...
Solivita
![233 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS G5091123 • PREFERRED RE BROKERS III, Shirley ...
On Top of the World
![10406 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,432 sq ft
|House
10406 SW 96TH LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM692222 • KELLER WILLIAMS CORNERSTONE RE, Ca...
Pine Run Estates
![10081 SW 93RD AVE, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,144 sq ft
|House
10081 SW 93RD AVE, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM699120 • GLOBALWIDE REALTY LLC, Daisy Mera
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(689) 407-5757
On Top of the World
![8890 SW 104TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,651 sq ft
|House
8890 SW 104TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS TB8374654 • PRIME REAL ESTATE SALES, LLC, Doy...
Ocala Palms
![1900 NW 57TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS O6298209 • REDFIN CORPORATION, William Larsen
Oak Run
![6858 SW 111TH LOOP, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM700817 • DECCA REAL ESTATE, Thomas Reeves
The Villages®
![1380 MAYESVILLE WAY, THE VILLAGES, FL, 3..., The Villages, FL 32162]()
3 beds
|2 baths
|2,490 sq ft
|House
1380 MAYESVILLE WAY, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5094018 • KELLER WILLIAMS CORNERSTONE RE, Ka...
Pine Run Estates
![9035 SW 101ST LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,144 sq ft
|House
9035 SW 101ST LN, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM698592 • SOUTHERN LIVING REALTY INC, Gwen B...
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
![311 KELSEY WAY # 3, SUN CITY CENTER, FL,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,073 sq ft
|Condo
311 KELSEY WAY # 3, SUN CITY CENTER, FL,...
Community: Sun City Center
MLS TB8390781 • FLORIDA'S 1ST CHOICE RLTY LLC, ch...
On Top of the World
![7883 SW 89TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,469 sq ft
|House
7883 SW 89TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM691549 • SOUTHERN LIVING REALTY INC, Gwen B...
Sun City Center
![411 BLOOM CT # 2A, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|952 sq ft
|Condo
411 BLOOM CT # 2A, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8357589 • FLORIDA'S 1ST CHOICE RLTY LLC, ch...
JB Ranch
![6365 SW 88TH LOOP, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM691846 • DECCA REAL ESTATE, Dawn Williams
Silver Lakes
![2244 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
2 beds
|2 baths
|1,545 sq ft
|House
2244 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
MLS O6304080 • EXP REALTY LLC, Nick Nelson
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Del Webb Sunbridge
![2970 SCOUT ST, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771]()
5 beds
|3 baths
|2,881 sq ft
|House
2970 SCOUT ST, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
MLS O6288947 • LAKE NONA REALTY LLC, Jessica Lyon...
Oak Run
![10879 SW 90TH CT, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM698009 • DECCA REAL ESTATE, Thomas Reeves
Oak Run
![8851 SW 116TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481]()
2 beds
|2 baths
|1,224 sq ft
|House
8851 SW 116TH STREET RD, OCALA, FL, 3448...
Community: Oak Run
MLS OM698808 • DECCA REAL ESTATE, Thomas Reeves
Spruce Creek Country Club
![11871 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|2,120 sq ft
|House
11871 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM702265 • JUDY L. TROUT REALTY, Jamison Fost...
Sun City Center
![609 FORT DUQUESNA DR, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,750 sq ft
|House
609 FORT DUQUESNA DR, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8336365 • DALTON WADE INC, Nancy Stanton
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?
3,964
homes
near Winter Garden
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