Call us at (689) 407-5757 to learn more about active adult communities near Winter Garden
Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,573 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]()
$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]()
$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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(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
- $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.
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$300Ks
- $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
- $900Ks
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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Questions? Call us:
(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]()
$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?
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
- $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
Heritage Landings
![2811 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811]()
5 beds
|3 baths
|2,696 sq ft
|House
2811 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
MLS L4954130 • COLDWELL BANKER REALTY, Kelley Bla...
Lakes at Laurel Highlands
![2811 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811]()
5 beds
|3 baths
|2,696 sq ft
|House
2811 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Lakes at Laurel Highlands
MLS L4954130 • COLDWELL BANKER REALTY, Kelley Bla...
Valencia Lakes
![15908 COBBLE MILL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
3 beds
|2 baths
|1,859 sq ft
|House
15908 COBBLE MILL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
MLS TB8412142 • BHHS FLORIDA REALTY, Jamie Hoffma...
The Villages®
![1898 JENKINS CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,527 sq ft
|House
1898 JENKINS CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5099307 • OCALA REALTY WORLD LLC, Kimberly M...
The Villages®
![8537 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162]()
3 beds
|2 baths
|1,717 sq ft
|House
8537 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
MLS G5097836 • OCALA REALTY WORLD LLC, Kimberly M...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
Trilogy® Orlando
![135 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736]()
3 beds
|2 baths
|1,651 sq ft
|House
135 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
MLS G5095104 • COMMUNITY ELITE REALTY, Nancy Aitk...
Majestic Oaks Ocala
![5459 SW 86TH ST, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|2,532 sq ft
|House
5459 SW 86TH ST, OCALA, FL, 34476
Community: Majestic Oaks Ocala
MLS OM704430 • SYNERGY REALTY SERVICES LLC, Cheri...
Sun City Center
![1002 N PEBBLE BEACH BLVD # 1002, SUN CIT..., Sun City Center, FL 33573]()
2 beds
|1 baths
|899 sq ft
|Condo
1002 N PEBBLE BEACH BLVD # 1002, SUN CIT...
Community: Sun City Center
MLS TB8337711 • DOMRES REAL ESTATE INV., INC., Ma...
Majestic Oaks Ocala
![8100 SW 56TH TER, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,843 sq ft
|House
8100 SW 56TH TER, OCALA, FL, 34476
Community: Majestic Oaks Ocala
MLS OM703032 • KIEFER REALTY, PA, Monica Hubert
On Top of the World
![9729 SW 99TH AVE, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,416 sq ft
|House
9729 SW 99TH AVE, OCALA, FL, 34481
Community: On Top of the World
MLS OM706258 • FLORIDA ADVANTAGE REALTY GROUP, Co...
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
![7707 SW 94TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM704186 • REAL BROKER LLC - OCALA, Anthony A...
Stone Creek
![7814 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM703754 • REAL BROKER LLC - OCALA, Anthony A...
Stone Creek
![7091 SW 91ST CT, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM706271 • REAL BROKER LLC - OCALA, Anthony A...
Stone Creek
![9158 SW 65TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM703370 • REAL BROKER LLC - OCALA, Anthony A...
Stone Creek
![9658 SW 76TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,354 sq ft
|House
9658 SW 76TH LANE RD, OCALA, FL, 34481
Community: Stone Creek
MLS OM701962 • REAL BROKER LLC - OCALA, Anthony A...
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Stone Creek
![9170 SW 65TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM702037 • REAL BROKER LLC - OCALA, Anthony A...
Stone Creek
![9511 SW 71ST LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM701942 • REAL BROKER LLC - OCALA, Anthony A...
Stone Creek
![6868 SW 95TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM701277 • REAL BROKER LLC - OCALA, Anthony A...
Pine Run Estates
![8955 SW 104TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,144 sq ft
|House
8955 SW 104TH PL, OCALA, FL, 34481
Community: Pine Run Estates
MLS OM691748 • REAL BROKER LLC - OCALA, Anthony A...
Stone Creek
![6094 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM688102 • REAL BROKER LLC - OCALA, Anthony A...
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
![142 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5127381 • PREMIER SOTHEBYS INT'L REALTY, Wal...
On Top of the World
![7962 SW 83RD PL, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,576 sq ft
|House
7962 SW 83RD PL, OCALA, FL, 34476
Community: On Top of the World
MLS OM697554 • WEICHERT REALTORS HALLMARK PRO, Ca...
On Top of the World
![8590 SW 95TH CT, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|3 baths
|2,814 sq ft
|House
8590 SW 95TH CT, OCALA, FL, 34481
Community: On Top of the World
MLS OM707014 • OCALA REALTY WORLD LLC, Jenni Kenn...
Solivita
![819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5125790 • BELLA VERDE REALTY LLC, Debra DiCi...
Pelican Bay Daytona Beach
![129 GOLDEN EYE DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119]()
2 beds
|2 baths
|1,242 sq ft
|Condo
129 GOLDEN EYE DR C, DAYTONA BEACH, FL, ...
Community: Pelican Bay Daytona Beach
MLS FC309482 • SIGNATURE HOMES REALTY GROUP, Jane...
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(689) 407-5757
Marion Landing
![8478 SW 60TH CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM691065 • SELLSTATE NEXT GENERATION REAL, Tr...
Solivita
![619 TAPATIO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5122696 • FIVE STAR REALTY & INVESTMENT GROU...
Palms at Serenoa
![17795 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714]()
3 beds
|2 baths
|1,722 sq ft
|House
17795 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
MLS S5128094 • EXP REALTY LLC, John Gomez
Ocala Preserve
![3966 NW 46TH TER, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM705181 • ENGEL & VOLKERS OCALA, Carolina Ca...
Lake Jovita Golf and Country Club
![12306 WOODLANDS CIR, DADE CITY, FL, 3352..., Dade City, FL 33525]()
4 beds
|3 baths
|2,322 sq ft
|House
12306 WOODLANDS CIR, DADE CITY, FL, 3352...
Community: Lake Jovita Golf and Country Club
MLS TB8326122 • REST EASY REALTY POWERED BY SELLS...
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.
Esplanade at Wiregrass Ranch
![4831 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543]()
3 beds
|3 baths
|2,296 sq ft
|House
4831 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
Community: Esplanade at Wiregrass Ranch
MLS TB8382887 • FUTURE HOME REALTY INC, Leeann Sa...
Liberty Village
![7474 SW 78TH TER, OCALA, FL, 34481, Ocala, FL 34481]()
4 beds
|3 baths
|2,292 sq ft
|House
7474 SW 78TH TER, OCALA, FL, 34481
Community: Liberty Village
MLS T3548541 • EPIQUE REALTY, INC., Karolina Tayl...
On Top of the World
![9286 SW 89TH COURT RD D, OCALA, FL, 3448..., Ocala, FL 34481]()
2 beds
|2 baths
|1,113 sq ft
|Villa
9286 SW 89TH COURT RD D, OCALA, FL, 3448...
Community: On Top of the World
MLS OM694883 • RE/MAX FOXFIRE - HWY 40, Leo Pank ...
Trilogy® Orlando
![103 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736]()
3 beds
|2 baths
|1,671 sq ft
|House
103 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
MLS O6333177 • POP REALTY POWERED BY SELLSTATE, J...
Sun City Center
![205 STRONGBOW CT, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,756 sq ft
|Halfplex
205 STRONGBOW CT, SUN CITY CENTER, FL, 3...
Community: Sun City Center
MLS TB8396181 • UNIVERSAL REALTY, Peggy Couch
Want to learn more about 55+ communities in Winter Garden?
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(689) 407-5757
Solivita
![540 GENOA DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5115322 • BORCHINI REALTY, Cherie Pontes
Latitude Margaritaville
![298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
2 beds
|3 baths
|2,158 sq ft
|House
298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1213091 • High Class Realty, Cleusa Rendon
Highland Lakes
![26812 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,294 sq ft
|House
26812 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
MLS G5099962 • COLDWELL BANKER REALTY, Sara Suthe...
Arlington Ridge
![26694 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
3 beds
|3 baths
|2,399 sq ft
|House
26694 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
MLS G5093896 • FLORIDA PLUS REALTY, LLC, Nicky Di...
Sun City Center
![1901 ANDOVER WAY 33, SUN CITY CENTER, FL..., Sun City Center, FL 33573]()
2 beds
|2 baths
|960 sq ft
|Condo
1901 ANDOVER WAY 33, SUN CITY CENTER, FL...
Community: Sun City Center
MLS A4661240 • PREFERRED SHORE LLC, Amy Dame
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?
3,573
homes
near Winter Garden
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