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Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,952 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]()
$100Ks
- $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.
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
Want to learn more about 55+ communities in Winter Garden?
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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...]()
$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]()
$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]()
$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
- $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
Stone Creek
![5599 SW 92ND AVENUE RD, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|3 baths
|2,515 sq ft
|House
5599 SW 92ND AVENUE RD, OCALA, FL, 34481
Community: Stone Creek
MLS O6273695 • KELLER WILLIAMS REALTY AT THE PARK...
Plantation at Leesburg
![25527 OAK ALY, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,518 sq ft
|House
25527 OAK ALY, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5093909 • CARLINO REAL ESTATE GROUP INC, Mar...
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
Spruce Creek South
![17813 SE 95TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,158 sq ft
|House
17813 SE 95TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
MLS G5092876 • FLORIDA FINE HOMES REALTY, LLC, Je...
Kings Ridge
![3812 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,218 sq ft
|House
3812 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
MLS G5092577 • KELLER WILLIAMS ELITE PARTNERS III...
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Questions? Call us:
(689) 407-5757
On Top of the World
![9285 SW 90TH ST, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,756 sq ft
|House
9285 SW 90TH ST, OCALA, FL, 34481
Community: On Top of the World
MLS OM694815 • CB/ELLISON RLTY WEST, Amanda Botti...
Spruce Creek South
![9862 SE 179TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,746 sq ft
|House
9862 SE 179TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
MLS OM691844 • DALTON WADE INC, Tammy Luce
Palm Cay
![8449 SW 106TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM697609 • CB/ELLISON RLTY WEST, Cynthia Desm...
Del Webb Orlando
![356 TOLDEDO RD, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|3 baths
|2,892 sq ft
|House
356 TOLDEDO RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5112490 • BETTER HOMES & GARDENS LIFESTYLES ...
Marion Landing
![6741 SW 84TH PL, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,152 sq ft
|Manufactured Home
6741 SW 84TH PL, OCALA, FL, 34476
Community: Marion Landing
MLS OM697080 • RESOLUTE REAL ESTATE LLC, Tyler St...
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.
Majestic Oaks Ocala
![5920 SW 88TH PL, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|2,374 sq ft
|House
5920 SW 88TH PL, OCALA, FL, 34476
Community: Majestic Oaks Ocala
MLS OM701787 • FONTANA REALTY, Donna Sloan
Oak Run
![8596 SW 108TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481]()
MLS W7875611 • RE/MAX CHAMPIONS, Christie Johnson
The Villages®
![1410 SANCHEZ CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,066 sq ft
|House
1410 SANCHEZ CT, LADY LAKE, FL, 32159
Community: The Villages®
MLS S5126973 • SIGNATURE COLLECTION REALTY IN, Ph...
Lake Ashton
![4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859]()
4 beds
|3 baths
|2,937 sq ft
|House
4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
MLS P4934829 • LAKE ASHTON REALTY INC., Lori Raat...
Stone Creek
![8780 SW 58TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,469 sq ft
|House
8780 SW 58TH STREET RD, OCALA, FL, 34481
Community: Stone Creek
MLS OM697256 • EXP REALTY LLC, Della Lazare
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Venetian Bay
![3088 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168]()
2 beds
|2 baths
|1,003 sq ft
|Townhouse
3088 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
MLS NS1083432 • EXIT REAL ESTATE PROPERTY SOL, Ca...
The Villages®
![732 RAMIREZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,129 sq ft
|Villa
732 RAMIREZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5096041 • COLDWELL BANKER VANGUARD EDGE, Mar...
The Wellington
![689 LAKE HOWARD DR 1E, WINTER HAVEN, FL,..., Winter Haven, FL 33880]()
2 beds
|2 baths
|1,050 sq ft
|Townhouse
689 LAKE HOWARD DR 1E, WINTER HAVEN, FL,...
Community: The Wellington
MLS TB8360466 • RIVERA & ASSOCIATES REALTY, Maria...
Solivita
![517 MILANO RD, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5126980 • BORCHINI REALTY, Yamile Osorio Var...
The Villages®
![1709 LATTA CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,704 sq ft
|House
1709 LATTA CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS TB8378831 • COASTAL PROPERTIES GROUP INTERNAT...
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.
Royal Palm
![5411 CANNA CT, PORT ORANGE, FL, 32128, Port Orange, FL 32128]()
MLS V4938938 • KELLER WILLIAMS RLTY FL. PARTN, Br...
The Country Club of Mount Dora
![6035 FALCONBRIDGE PL, MOUNT DORA, FL, 32..., Mount Dora, FL 32757]()
3 beds
|3 baths
|2,016 sq ft
|House
6035 FALCONBRIDGE PL, MOUNT DORA, FL, 32...
Community: The Country Club of Mount Dora
MLS G5093697 • ERA GRIZZARD REAL ESTATE, Jill Dos...
The Villages®
![1712 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159]()
3 beds
|2 baths
|1,532 sq ft
|House
1712 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5091425 • RE/MAX FOXFIRE - SUMMERFIELD, Cher...
On Top of the World
![8533 SW 93RD PL A, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,748 sq ft
|Villa
8533 SW 93RD PL A, OCALA, FL, 34481
Community: On Top of the World
MLS OM698501 • RIGHT-TIME REALTY, LLC, Lesley Rog...
Stone Creek
![9346 SW 73RD ST, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM696583 • REMAX/PREMIER REALTY, Kevin Combs
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
Pelican Bay Daytona Beach
![102 BLUE HERON DR A, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119]()
2 beds
|2 baths
|1,237 sq ft
|Condo
102 BLUE HERON DR A, DAYTONA BEACH, FL, ...
Community: Pelican Bay Daytona Beach
MLS 1213512 • Adams, Cameron & Co., Realtors, Sus...
The Villages®
![17640 SE 81ST TIMBERWOOD TER, THE VILLAG..., The Villages, FL 32162]()
3 beds
|2 baths
|1,404 sq ft
|House
17640 SE 81ST TIMBERWOOD TER, THE VILLAG...
Community: The Villages®
MLS G5090853 • RE/MAX FOXFIRE - SUMMERFIELD, Cher...
On Top of the World
![7729 SW 85TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|2,159 sq ft
|House
7729 SW 85TH CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM693348 • EXP REALTY LLC, Della Lazare
The Villages®
![956 CHULA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,278 sq ft
|House
956 CHULA CT, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5088971 • DOWN HOME REALTY, LLLP, Melanie Mo...
Stone Creek
![8413 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS O6308854 • GAILEY ENTERPRISES REAL ESTATE, Ri...
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.
Valencia del Sol
![15525 CORONA DEL MAR DR, WIMAUMA, FL, 33..., Wimauma, FL 33598]()
3 beds
|3 baths
|2,252 sq ft
|House
15525 CORONA DEL MAR DR, WIMAUMA, FL, 33...
Community: Valencia del Sol
MLS TB8385793 • PREMIER SOTHEBY'S INTL REALTY, Ai...
Plantation at Leesburg
![4907 TARA VIEW RD, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,693 sq ft
|House
4907 TARA VIEW RD, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5087691 • PAL REALTY, Dawn Brooks
SummerGlen
![15304 SW 15TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473]()
4 beds
|3 baths
|2,580 sq ft
|House
15304 SW 15TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
MLS OM696710 • ROYAL OAK REALTY LLC, Jodi Niehans
Colonnades
![4829 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811]()
2 beds
|2 baths
|1,182 sq ft
|House
4829 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
MLS L4947890 • REGAL REAL ESTATE LLC, Tammy Stori...
SummerGlen
![16276 SW 14TH CT, OCALA, FL, 34473, Ocala, FL 34473]()
MLS OM695794 • ROYAL OAK REALTY LLC, Jodi Niehans
Want to learn more about 55+ communities in Winter Garden?
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(689) 407-5757
On Top of the World
![8670 SW 88TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|2,032 sq ft
|House
8670 SW 88TH PL, OCALA, FL, 34481
Community: On Top of the World
MLS OM695659 • ON TOP OF THE WORLD REAL EST, Tere...
Twin Lakes
![2658 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772]()
3 beds
|3 baths
|2,208 sq ft
|House
2658 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
MLS S5122479 • WEICHERT REALTORS HALLMARK PRO, Sh...
On Top of the World
![8475 SW 91ST PL E, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,366 sq ft
|Villa
8475 SW 91ST PL E, OCALA, FL, 34481
Community: On Top of the World
MLS OM695861 • CRYSTAL SNOOK REAL ESTATE, Karli R...
On Top of the World
![10347 SW 99TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,467 sq ft
|House
10347 SW 99TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM700537 • ON TOP OF THE WORLD REAL EST, Jaso...
Solivita
![445 VIA ABRUZZI ST, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5115664 • BORCHINI REALTY, Charles Paul Borc...
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?
3,952
homes
near Winter Garden
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