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?
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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
Trilogy® Orlando
![155 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736]()
2 beds
|2 baths
|1,277 sq ft
|House
155 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
MLS G5094328 • KELLER WILLIAMS ELITE PARTNERS III...
Sun City Center
![1515 DANBURY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,207 sq ft
|Villa
1515 DANBURY DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
MLS TB8361227 • 54 REALTY LLC, Kirk Ray Smith
Sun City Center
![1517 DANBURY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,207 sq ft
|Villa
1517 DANBURY DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
MLS TB8351191 • 54 REALTY LLC, Kirk Ray Smith
Foxwood Lake Estates
![5015 FOX CLIFF DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,612 sq ft
|Manufactured Home
5015 FOX CLIFF DR, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS L4951956 • PREMIER REALTY NETWORK, INC, Lisa ...
Traditions at Lake Ruby
![3832 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884]()
3 beds
|2 baths
|2,109 sq ft
|House
3832 TRADITIONS BLVD, WINTER HAVEN, FL, ...
Community: Traditions at Lake Ruby
MLS P4932254 • CENTURY 21 MYERS REALTY, Michael B...
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Sun City Center
![2315 NEW ORCHARD CT 40, SUN CITY CENTER,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,125 sq ft
|Condo
2315 NEW ORCHARD CT 40, SUN CITY CENTER,...
Community: Sun City Center
MLS TB8337412 • KELLER WILLIAMS SOUTH SHORE, Davi...
Harbor Hills Country Club
![5312 MEADOW HILL LOOP, LADY LAKE, FL, 32..., Lady Lake, FL 32159]()
4 beds
|3 baths
|2,532 sq ft
|House
5312 MEADOW HILL LOOP, LADY LAKE, FL, 32...
Community: Harbor Hills Country Club
MLS G5092261 • HARRISON REAL PROPERTY GROUP, Aman...
Sun City Center
![2022 HEATHFIELD CIR, SUN CITY CENTER, FL..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,474 sq ft
|Condo
2022 HEATHFIELD CIR, SUN CITY CENTER, FL...
Community: Sun City Center
MLS TB8354350 • KELLER WILLIAMS SOUTH SHORE, Davi...
Sun City Center
![2218 MAYFIELD PALMS LN # 323, SUN CITY C..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,559 sq ft
|Condo
2218 MAYFIELD PALMS LN # 323, SUN CITY C...
Community: Sun City Center
MLS TB8349485 • REALTY ONE GROUP SUNSHINE, Debra ...
Oak Run
![10833 SW 86TH TER, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM699924 • FLORIDA ADVANTAGE REALTY GROUP, Em...
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 Lakes at Harmony
![3281 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773]()
3 beds
|3 baths
|2,355 sq ft
|House
3281 SONGBIRD CIR, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS O6301734 • LPT REALTY, LLC, James Bessinger
The Lakes at Harmony
![3285 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773]()
3 beds
|3 baths
|1,955 sq ft
|House
3285 SONGBIRD CIR, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS O6301684 • LPT REALTY, LLC, James Bessinger
The Lakes at Harmony
![3289 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773]()
3 beds
|2 baths
|1,876 sq ft
|House
3289 SONGBIRD CIR, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS O6301127 • LPT REALTY, LLC, James Bessinger
Venetian Bay
![3328 MARSILI AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|1,423 sq ft
|House
3328 MARSILI AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS NS1084563 • OCEAN PROPERTIES & MANAGEMENT, Ke...
Del Webb Sunbridge
![3002 VOYAGER AVE, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771]()
4 beds
|3 baths
|2,933 sq ft
|House
3002 VOYAGER AVE, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
MLS O6292903 • RADIUS REALTY GROUP LLC, Denise De...
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(689) 407-5757
Sun City Center
![1034 MCDANIEL ST # 1034, SUN CITY CENTER..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,887 sq ft
|Condo
1034 MCDANIEL ST # 1034, SUN CITY CENTER...
Community: Sun City Center
MLS TB8360151 • RE/MAX REALTY UNLIMITED, Cindy Hu...
Stone Creek
![9761 SW 74TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
MLS TB8356477 • NOVA HOME REALTY LLC, Alba Alzate
Sullivan Ranch
![22011 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
3 beds
|2 baths
|1,762 sq ft
|Villa
22011 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
MLS O6251584 • KELLER WILLIAMS ADVANTAGE REALTY, ...
Sun City Center
![1205 HUNTINGTON GREENS DR, SUN CITY CENT..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,094 sq ft
|Condo
1205 HUNTINGTON GREENS DR, SUN CITY CENT...
Community: Sun City Center
MLS TB8357168 • EXP REALTY LLC, Bryant Solano
Stone Creek
![9733 SW 74TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM690966 • ROBERTS REAL ESTATE INC, Angela Um...
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.
Palms at Serenoa
![3384 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714]()
3 beds
|2 baths
|1,700 sq ft
|House
3384 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
MLS O6274159 • KELLER WILLIAMS REALTY AT THE PARK...
Spruce Creek North
![6484 SW 111TH PL, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,430 sq ft
|House
6484 SW 111TH PL, OCALA, FL, 34476
Community: Spruce Creek North
MLS OM689383 • RE/MAX FOXFIRE - HWY200/103 S, Ka...
Thunderbird Hill
![3745 CAMRY CT, SEBRING, FL, 33872, Sebring, FL 33872]()
MLS 313726 • Home Town Realty Pros, Matthew Chris...
Solivita
![343 SCRIPPS RANCH RD, POINCIANA, FL, 347..., Poinciana, FL 34759]()
2 beds
|2 baths
|1,556 sq ft
|House
343 SCRIPPS RANCH RD, POINCIANA, FL, 347...
Community: Solivita
MLS S5125290 • BORCHINI REALTY, Dale Pautz
Quail Meadow
![5040 NW 35TH ST, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM695619 • BERKSHIRE HATHAWAY HS FLORIDA, Abe...
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Questions? Call us:
(689) 407-5757
Solivita
![3775 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759]()
4 beds
|3 baths
|2,495 sq ft
|House
3775 VIA MAZZINI CT, KISSIMMEE, FL, 3475...
Community: Solivita
MLS S5123281 • PELLEGO, LLC, Diane Cisek
The Villages®
![17238 SE 94TH COULTS CIR, THE VILLAGES, ..., The Villages, FL 32162]()
3 beds
|2 baths
|1,558 sq ft
|House
17238 SE 94TH COULTS CIR, THE VILLAGES, ...
Community: The Villages®
MLS G5095911 • BHHS FLORIDA REALTY, Dawn Bush
Highland Fairways
![3173 SAND TRAP CT, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,193 sq ft
|House
3173 SAND TRAP CT, LAKELAND, FL, 33810
Community: Highland Fairways
MLS L4951458 • EXP REALTY LLC, Brian Stephens
Solivita
![159 VENTANA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5120654 • FAIRWAY REALTY OF SOLIVITA, Bonnie...
Traditions at Lake Ruby
![3565 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
3 beds
|2 baths
|1,866 sq ft
|House
3565 RALEIGH DR, WINTER HAVEN, FL, 33884
Community: Traditions at Lake Ruby
MLS P4934495 • CENTURY 21 WATSON & MYERS REALTY, ...
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.
Marion Landing
![5021 SW 88TH ST, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM696325 • COMPASS FLORIDA LLC, Clayton Wagne...
Legacy of Leesburg
![27302 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,905 sq ft
|House
27302 ORCHID GLADE ST, LEESBURG, FL, 347...
Community: Legacy of Leesburg
MLS G5091697 • DOUBLE MM DEVELOPMENT, LLC, Mo McL...
The Villages®
![2538 PRIVADA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,527 sq ft
|House
2538 PRIVADA DR, THE VILLAGES, FL, 32162
Community: The Villages®
MLS OM694963 • RE/MAX FOXFIRE - SUMMERFIELD, Jonn...
Arlington Ridge
![27018 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,208 sq ft
|Villa
27018 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
MLS G5095958 • LOKATION, Steven Simpkins
Harbor Hills Country Club
![39342 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159]()
3 beds
|2 baths
|2,233 sq ft
|House
39342 HARBOR HILLS BLVD, LADY LAKE, FL, ...
Community: Harbor Hills Country Club
MLS R4909215 • TRANSITIONS REAL ESTATE OF FLORIDA...
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Sun City Center
![2313 GRENOBLE PL # 2313, SUN CITY CENTER..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,008 sq ft
|Condo
2313 GRENOBLE PL # 2313, SUN CITY CENTER...
Community: Sun City Center
MLS TB8375949 • KELLER WILLIAMS SUBURBAN TAMPA, W...
Solivita
![251 ROCK SPRINGS DR, POINCIANA, FL, 3475..., Poinciana, FL 34759]()
2 beds
|2 baths
|2,085 sq ft
|House
251 ROCK SPRINGS DR, POINCIANA, FL, 3475...
Community: Solivita
MLS A4634663 • SAVVY AVENUE, LLC, Moe Mossa
Solivita
![251 ROCK SPRINGS DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759]()
2 beds
|2 baths
|2,050 sq ft
|House
251 ROCK SPRINGS DR, KISSIMMEE, FL, 3475...
Community: Solivita
MLS A11717518 • New Beginnings R.E. & Investm, Th...
Ocala Palms
![5097 NW 19TH PL, OCALA, FL, 34482, Ocala, FL 34482]()
MLS V4942127 • RE/MAX SIGNATURE, Stephanie Cathey
Spruce Creek Country Club
![8475 SE 137TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,652 sq ft
|House
8475 SE 137TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS OM687558 • BROKER ASSOCIATES REALTY, Rich Den...
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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