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Winter Garden, FL 55+ active adult communities & homes for sale - Page 27

3,218 homes near Winter Garden

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
3.8 rating (14 reviews) Sun City Center
$100ks - $800ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4 rating (57 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
4.2 rating (10 reviews) Stone Creek
$200ks - $500ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.7 rating (18 reviews) Solivita
$300ks - $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? 55places can help!
Questions? Call us: (689) 407-5757
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$100ks - $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
4.6 rating (5 reviews) Ocala Preserve
$100ks - $500ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 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 (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
4 rating (7 reviews) Tampa Bay Golf and Countr...
$200ks - $500ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
5 rating (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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 (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
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
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.
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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.
12...3
The Villages® 926 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$294,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

926 SAINT ANDREWS BLVD, LADY LAKE, FL, 3...
Community: The Villages®
Venetian Bay 390 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$299,999

3 beds

|

3 baths

|

1,881 sq ft

|

Townhouse

390 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Solivita 716 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$225,000

2 beds

|

2 baths

|

1,278 sq ft

|

House

716 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Stone Creek 10049 SW 77TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$425,000

2 beds

|

2 baths

|

1,973 sq ft

|

House

10049 SW 77TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Huntington at Hunter's Ridge 85 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$385,000

2 beds

|

2 baths

|

1,816 sq ft

|

House

85 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 2042 PRESTANCIA LN, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$345,000

2 beds

|

2 baths

|

2,159 sq ft

|

House

2042 PRESTANCIA LN, SUN CITY CENTER, FL,...
Community: Sun City Center
The Villages® 8641 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

8641 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
On Top of the World 8847 SW 104TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$398,630

2 beds

|

2 baths

|

2,369 sq ft

|

House

8847 SW 104TH CIR, OCALA, FL, 34481
Community: On Top of the World
Twin Lakes 2740 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$589,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

2740 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Pelican Bay Daytona Beach 188 GRAY DOVE CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$269,000

3 beds

|

2 baths

|

1,443 sq ft

|

Townhouse

188 GRAY DOVE CT, DAYTONA BEACH, FL, 321...
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.
Heritage Hills 4056 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

3 beds

|

2 baths

|

1,857 sq ft

|

House

4056 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Sun City Center 109 GLENDOWER CIR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$174,900

2 beds

|

2 baths

|

1,168 sq ft

|

Condo

109 GLENDOWER CIR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Cherrywood 6032 SW 103RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$284,900

3 beds

|

2 baths

|

1,826 sq ft

|

House

6032 SW 103RD LOOP, OCALA, FL, 34476
Community: Cherrywood
JB Ranch 9224 SW 60 COURT RD, OCALA, FL, 34476, Ocala, FL 34476
$288,000

2 beds

|

2 baths

|

1,786 sq ft

|

House

9224 SW 60 COURT RD, OCALA, FL, 34476
Community: JB Ranch
Harbor Hills Country Club 6115 LANDINGS BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$349,900

3 beds

|

2 baths

|

1,640 sq ft

|

House

6115 LANDINGS BLVD, LADY LAKE, FL, 32159
The Villages® 2121 GERARDO AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$549,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

2121 GERARDO AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach 105 CHICKADEE CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$374,500

3 beds

|

2 baths

|

1,688 sq ft

|

House

105 CHICKADEE CT, DAYTONA BEACH, FL, 321...
Del Webb Orlando 515 PAMPLONA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

3 beds

|

2 baths

|

1,448 sq ft

|

House

515 PAMPLONA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Gatherings of Lake Nona 7521 LAUREATE BLVD 5305, ORLANDO, FL, 32..., Orlando, FL 32827
$410,000

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7521 LAUREATE BLVD 5305, ORLANDO, FL, 32...
Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$450,000

3 beds

|

2 baths

|

2,066 sq ft

|

House

1598 WHITEWOOD CT, KISSIMMEE, FL, 34747
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.
Pelican Bay Daytona Beach 168 BERMUDA PETREL CT, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$264,000

3 beds

|

2 baths

|

1,260 sq ft

|

House

168 BERMUDA PETREL CT, DAYTONA BEACH, FL...
On Top of the World 9288 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$264,900

3 beds

|

2 baths

|

1,910 sq ft

|

House

9288 SW 93RD CIR, OCALA, FL, 34481
Community: On Top of the World
Oak Run 8720 SW 108TH LN, OCALA, FL, 34481, Ocala, FL 34481
$149,900

2 beds

|

2 baths

|

960 sq ft

|

House

8720 SW 108TH LN, OCALA, FL, 34481
Community: Oak Run
Del Webb Minneola 1384 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$600,000

3 beds

|

2 baths

|

1,737 sq ft

|

House

1384 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Valencia Lakes 16120 CEDAR KEY DR DRIVE, WIMAUMA, FL, 3..., Wimauma, FL 33598
$420,000

3 beds

|

3 baths

|

2,171 sq ft

|

House

16120 CEDAR KEY DR DRIVE, WIMAUMA, FL, 3...
Community: Valencia Lakes
Villas On The Green 13104 BARTH PL 13104, RIVERVIEW, FL, 335..., Riverview, FL 33579
$286,580

3 beds

|

2 baths

|

1,290 sq ft

|

Condo

13104 BARTH PL 13104, RIVERVIEW, FL, 335...
Community: Villas On The Green
The Villages® 843 BOLIVAR ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$269,900

2 beds

|

2 baths

|

1,279 sq ft

|

House

843 BOLIVAR ST, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
SummerGlen 16465 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$266,700

3 beds

|

2 baths

|

1,810 sq ft

|

House

16465 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
The Reserve at Victoria 938 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724
$597,195

4 beds

|

3 baths

|

2,405 sq ft

|

House

938 MEGANO BLVD, DELAND, FL, 32724
Plantation at Leesburg 5336 TIDEWATER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$250,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

5336 TIDEWATER ST, LEESBURG, FL, 34748
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 1616 LAYTON CT, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$150,000

2 beds

|

2 baths

|

1,203 sq ft

|

Condo

1616 LAYTON CT, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Villas On The Green 13109 ELGAR PL, RIVERVIEW, FL, 33579, Riverview, FL 33579
$249,900

3 beds

|

2 baths

|

1,290 sq ft

|

House

13109 ELGAR PL, RIVERVIEW, FL, 33579
Community: Villas On The Green
Oak Run 10986 SW 86TH TER, OCALA, FL, 34481, Ocala, FL 34481
$145,000

2 beds

|

1 baths

|

912 sq ft

|

House

10986 SW 86TH TER, OCALA, FL, 34481
Community: Oak Run
Oak Run 11563 SW 74TH CT, OCALA, FL, 34476, Ocala, FL 34476
$227,000

2 beds

|

2 baths

|

1,333 sq ft

|

House

11563 SW 74TH CT, OCALA, FL, 34476
Community: Oak Run
Highland Lakes 26724 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$200,000

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

26724 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
Oak Run 10886 SW 90TH TER, OCALA, FL, 34481, Ocala, FL 34481
$229,000

2 beds

|

2 baths

|

1,432 sq ft

|

House

10886 SW 90TH TER, OCALA, FL, 34481
Community: Oak Run
Pine Run Estates 9200 SW 103RD LN, OCALA, FL, 34481, Ocala, FL 34481
$159,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

9200 SW 103RD LN, OCALA, FL, 34481
Community: Pine Run Estates
VillageWalk at Lake Nona 8418 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827
$494,999

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

8418 LEATHERLEAF LN, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Palms at Serenoa 17651 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$450,000

3 beds

|

2 baths

|

1,822 sq ft

|

House

17651 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Oak Run 11660 SW 89TH TER, OCALA, FL, 34481, Ocala, FL 34481
$210,000

2 beds

|

2 baths

|

1,505 sq ft

|

House

11660 SW 89TH TER, OCALA, FL, 34481
Community: Oak Run
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.

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3,218 homes
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