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Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,584 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
- $2Ms
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]()
$100Ks
- $700Ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
Want to learn more about 55+ communities in Winter Garden?
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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
- $500Ks
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
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 (3 reviews)
![Stonecrest]()
$200Ks
- $500Ks
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
- $900Ks
Twin Lakes, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
2,000 homes
No reviews yet
![Pelican Bay Daytona Beach]()
$100Ks
- $500Ks
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]()
$100Ks
- $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
- $500Ks
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]()
$300Ks
- $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)
![VillageWalk at Lake Nona]()
$400Ks
- $900Ks
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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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...]()
$200Ks
- $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]()
$200Ks
- $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
- $400Ks
SummerGlen, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
1,024 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]()
$300Ks
- $1Ms
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$400Ks
- $900Ks
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
- $1Ms
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]()
$200Ks
- $300Ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
4.3 rating (15 reviews)
![Del Webb Orlando]()
$200Ks
- $400Ks
Del Webb Orlando, Davenport, FL
Resale Only
|
55+ age-restricted
|
Built 2007 - 2021
|
937 homes
No reviews yet
![Pine Run Estates]()
<$100k
- $400Ks
Pine Run Estates, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1989
|
880 homes
No reviews yet
![Lake Jovita Golf and Coun...]()
$300Ks
- $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
- $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
868 homes
On Top of the World
![8033 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,945 sq ft
|House
8033 SW 81ST LOOP, OCALA, FL, 34476
Community: On Top of the World
MLS OM705678 • NEXT GENERATION REALTY OF MARION C...
Sun City Center
![1012 WARWICK CT, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573]()
2 beds
|2 baths
|920 sq ft
|House
1012 WARWICK CT, SUN CITY CENTER, FL, 33...
Community: Sun City Center
MLS TB8369676 • KELLER WILLIAMS SOUTH SHORE, Dore...
Carillon Lakes
![4242 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811]()
3 beds
|2 baths
|1,841 sq ft
|House
4242 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
MLS L4954017 • KELLER WILLIAMS REALTY SMART, Gate...
Sun City Center
![2335 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
3 beds
|2 baths
|1,322 sq ft
|House
2335 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8361675 • LPT REALTY, LLC, Keegan Siegfried
The Villages®
![1496 LIME GROVE LN, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
2 beds
|2 baths
|1,132 sq ft
|House
1496 LIME GROVE LN, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5098536 • RE/MAX PREMIER REALTY LADY LK, Oli...
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Questions? Call us:
(689) 407-5757
The Villages®
![926 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159]()
2 beds
|2 baths
|1,456 sq ft
|Manufactured Home
926 SAINT ANDREWS BLVD, LADY LAKE, FL, 3...
Community: The Villages®
MLS G5098349 • REALTY EXECUTIVES IN THE VILLAGES,...
Pine Run Estates
![10127 SW 97TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|2,118 sq ft
|House
10127 SW 97TH LN, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM698542 • ON TOP OF THE WORLD REAL EST, Tamm...
Sun City Center
![2607 LANCASTER DR # 35, SUN CITY CENTER,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,579 sq ft
|Condo
2607 LANCASTER DR # 35, SUN CITY CENTER,...
Community: Sun City Center
MLS A4651838 • PLATINUM REAL ESTATE, Anne Krauss
Cherrywood
![6027 SW 98TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,484 sq ft
|House
6027 SW 98TH STREET RD, OCALA, FL, 34476
Community: Cherrywood
MLS O6328485 • BB GROUP REALTY CORP, Lucy Martins
Sun City Center
![1649 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
3 beds
|2 baths
|1,911 sq ft
|House
1649 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
MLS TB8413497 • RE/MAX ALLIANCE GROUP, Trudy McCl...
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
![7455 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481]()
3 beds
|2 baths
|2,413 sq ft
|House
7455 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
MLS OM700248 • ON TOP OF THE WORLD REAL EST, Shel...
Sun City Center
![201 BEDFORD ST 79, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
1 beds
|2 baths
|800 sq ft
|Condo
201 BEDFORD ST 79, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8401490 • FUTURE HOME REALTY INC, Corey Hut...
On Top of the World
![7932 SW 89TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|1,747 sq ft
|House
7932 SW 89TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM691324 • FLORIDA ADVANTAGE REALTY GROUP, Ru...
Ocala Preserve
![4342 NW 55TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM706318 • ROYAL OAK REALTY LLC, Mikhalea Epp...
Spruce Creek Country Club
![13161 SE 93RD TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,581 sq ft
|House
13161 SE 93RD TERRACE RD, SUMMERFIELD, F...
Community: Spruce Creek Country Club
MLS G5100515 • RE/MAX PREMIER REALTY LADY LK, Rob...
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Questions? Call us:
(689) 407-5757
Spruce Creek South
![17569 SE 107TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,436 sq ft
|House
17569 SE 107TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
MLS TB8396628 • PLANTATION REALTY, INC., Melissa ...
Sun City Center
![2201 NANTUCKET DR 46, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,531 sq ft
|Condo
2201 NANTUCKET DR 46, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8408532 • DALTON WADE INC, Mandy Powell
Lakes of Mount Dora
![3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
3 beds
|2 baths
|2,180 sq ft
|House
3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS G5091239 • EXP REALTY LLC, Angie Cable
Sun City Center
![1811 EL RANCHO DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,858 sq ft
|House
1811 EL RANCHO DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8409151 • COLLABORATE REAL ESTATE GROUP LLC...
Oak Run
![8350 SW 108TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM706338 • REMAX REALTY ONE, David Ivory
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.
VillageWalk at Lake Nona
![11854 DELFINA LN, ORLANDO, FL, 32827, Orlando, FL 32827]()
2 beds
|2 baths
|1,541 sq ft
|Halfplex
11854 DELFINA LN, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6322134 • EXP REALTY LLC, Lissette Sanchez
SummerGlen
![15771 SW 16TH TER, OCALA, FL, 34473, Ocala, FL 34473]()
MLS OM706521 • BILL RODGERS REALTY, April Fulton
Oak Run
![8239 SW 108TH ST, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM701730 • DEACON AND SOLDIER PROPERTIES, Chr...
Palm Cay
![10787 SW 79TH TER, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM707594 • FONTANA REALTY, Donna Sloan
On Top of the World
![7883 SW 88TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476]()
2 beds
|2 baths
|1,747 sq ft
|House
7883 SW 88TH STREET RD, OCALA, FL, 34476
Community: On Top of the World
MLS OM707570 • FLORIDA ADVANTAGE REALTY GROUP, Co...
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Questions? Call us:
(689) 407-5757
Sandpiper Golf & Country Club
![6253 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809]()
2 beds
|2 baths
|976 sq ft
|House
6253 SANDPIPERS DR, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS TB8417364 • CENTURY 21 BEGGINS ENTERPRISES, J...
On Top of the World
![8650 SW 83RD LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,425 sq ft
|House
8650 SW 83RD LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM707440 • RE/MAX FOXFIRE - HWY 40, Suzanne A...
Plantation at Leesburg
![4839 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|3 baths
|2,584 sq ft
|House
4839 SABLE RIDGE CT, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS A4661934 • SAVVY AVENUE, LLC, Moe Mossa
Stone Creek
![8437 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM706845 • NEXT GENERATION REALTY OF MARION C...
Mirada
![31896 MAGNA GULF LOOP, SAN ANTONIO, FL, ..., San Antonio, FL 33576]()
3 beds
|3 baths
|2,349 sq ft
|House
31896 MAGNA GULF LOOP, SAN ANTONIO, FL, ...
Community: Mirada
MLS O6324933 • REAL FL PROPERTIES LLC, Lakshmi Ve...
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.
Windermere
![719 BALMORAL CT, INVERNESS, FL, 34453, Inverness, FL 34453]()
MLS 846014 • Kiefer Realty, PA, Richard Kiefer
VillageWalk at Lake Nona
![12026 AUTUMN FERN LN, ORLANDO, FL, 32827, Orlando, FL 32827]()
3 beds
|3 baths
|3,015 sq ft
|House
12026 AUTUMN FERN LN, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6331700 • RATIO REAL ESTATE, LLC, Veronica L...
Ocala Preserve
![4235 NW 55TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM706335 • DEBUIRE INTERNATIONAL REALTY, Sand...
Summer Trees
![49 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128]()
2 beds
|2 baths
|1,295 sq ft
|House
49 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
MLS V4941251 • LPT REALTY, LLC, Svetlana Hardwick
Summer Trees
![112 UNDERBRUSH TRL, PORT ORANGE, FL, 321..., Port Orange, FL 32128]()
2 beds
|2 baths
|1,354 sq ft
|House
112 UNDERBRUSH TRL, PORT ORANGE, FL, 321...
Community: Summer Trees
MLS 1215336 • Century 21 Integra, Trish Mulrooney
Want to learn more about 55+ communities in Winter Garden?
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Stonecrest
![17672 SE 121ST CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,911 sq ft
|House
17672 SE 121ST CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
MLS G5100600 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![5087 NE 121ST AVE, OXFORD, FL, 34484, Oxford, FL 34484]()
3 beds
|2 baths
|1,839 sq ft
|House
5087 NE 121ST AVE, OXFORD, FL, 34484
Community: The Villages®
MLS G5100497 • RE/MAX PREMIER REALTY LADY LK, Ger...
The Villages®
![7706 COUNTY ROAD 109D, LADY LAKE, FL, 32..., Lady Lake, FL 32159]()
3 beds
|2 baths
|2,128 sq ft
|Manufactured Home
7706 COUNTY ROAD 109D, LADY LAKE, FL, 32...
Community: The Villages®
MLS OM705213 • ENGEL & VOLKERS OCALA, Jonathan Mo...
Kings Ridge
![2131 BURLEY AVE, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS G5096629 • KELLER WILLIAMS ELITE PARTNERS III...
The Villages®
![1220 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,056 sq ft
|Manufactured Home
1220 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS O6309158 • NEST SEEKERS FLORIDA, LLC, Camila ...
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.
Want more information about active adult communities around Winter Garden?
Want to learn more about 55+ communities in Winter Garden?
3,584
homes
near Winter Garden
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