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Winter Garden, FL 55+ active adult communities & homes for sale - Page 54

3,769 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
$100ks - $400ks
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 - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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.
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
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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
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 (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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.
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
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.
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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.
123...4
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
Cindy Certified
823 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$305,881

4 beds

|

2 baths

|

1,840 sq ft

|

House

823 SUNSHOWER DR, LADY LAKE, FL, 32159
JB Ranch 9224 SW 60 COURT RD, OCALA, FL, 34476, Ocala, FL 34476
$280,000

2 beds

|

2 baths

|

1,786 sq ft

|

House

9224 SW 60 COURT RD, OCALA, FL, 34476
Community: JB Ranch
Cindy Certified
30314 EMERALD FOREST DR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$471,990

3 beds

|

3 baths

|

2,035 sq ft

|

House

30314 EMERALD FOREST DR, MOUNT DORA, FL,...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
1441 NW 48TH TER, OCALA, FL, 34482, Ocala, FL 34482
$331,990

5 beds

|

4 baths

|

2,451 sq ft

|

House

1441 NW 48TH TER, OCALA, FL, 34482
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
$539,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

2121 GERARDO AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Pelican Bay Daytona Beach 105 CHICKADEE CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$364,500

3 beds

|

2 baths

|

1,688 sq ft

|

House

105 CHICKADEE CT, DAYTONA BEACH, FL, 321...
Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$445,000

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.
On Top of the World 9288 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$248,900

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
$145,000

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
$579,000

3 beds

|

2 baths

|

1,737 sq ft

|

House

1384 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Villas On The Green 13104 BARTH PL 13104, RIVERVIEW, FL, 335..., Riverview, FL 33579
$279,900

3 beds

|

2 baths

|

1,290 sq ft

|

Condo

13104 BARTH PL 13104, RIVERVIEW, FL, 335...
Community: Villas On The Green
Del Webb Sunbridge 2691 RIVER CREEK LN, ST. CLOUD, FL, 3477..., St. Cloud, FL 34771
$629,999

4 beds

|

5 baths

|

2,866 sq ft

|

House

2691 RIVER CREEK LN, ST. CLOUD, FL, 3477...
Community: Del Webb Sunbridge
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Villas On The Green 13109 ELGAR PL, RIVERVIEW, FL, 33579, Riverview, FL 33579
$242,900

3 beds

|

2 baths

|

1,290 sq ft

|

House

13109 ELGAR PL, RIVERVIEW, FL, 33579
Community: Villas On The Green
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
Cindy Certified
7175 SW 86TH CT, OCALA, FL, 34481, Ocala, FL 34481
$387,500

2 beds

|

2 baths

|

1,959 sq ft

|

House

7175 SW 86TH CT, OCALA, FL, 34481
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
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.
Cindy Certified
9329 SW 57TH TER, OCALA, FL, 34476, Ocala, FL 34476
$359,900

4 beds

|

2 baths

|

2,283 sq ft

|

House

9329 SW 57TH TER, OCALA, FL, 34476
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
$479,999

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

8418 LEATHERLEAF LN, ORLANDO, FL, 32827
Oak Run 11660 SW 89TH TER, OCALA, FL, 34481, Ocala, FL 34481
$199,900

2 beds

|

2 baths

|

1,505 sq ft

|

House

11660 SW 89TH TER, OCALA, FL, 34481
Community: Oak Run
Latitude Margaritaville 264 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$599,000

2 beds

|

2 baths

|

1,922 sq ft

|

House

264 MARGARITAVILLE AVE, DAYTONA BEACH, F...
On Top of the World 9317 SW 94TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$274,900

3 beds

|

2 baths

|

1,705 sq ft

|

House

9317 SW 94TH LOOP, OCALA, FL, 34481
Community: On Top of the World
High Vista at Ridgewood Lakes 223 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,990

3 beds

|

2 baths

|

1,774 sq ft

|

House

223 RIDGE VIEW DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Country Club of Mount Dora 9041 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$575,000

3 beds

|

3 baths

|

3,117 sq ft

|

House

9041 LAUREL RIDGE DR, MOUNT DORA, FL, 32...
Arlington Ridge 26617 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$499,900

4 beds

|

3 baths

|

2,580 sq ft

|

House

26617 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
Plantation at Leesburg 3538 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748
$419,000

3 beds

|

2 baths

|

2,407 sq ft

|

House

3538 MULBERRY GROVE LOOP, LEESBURG, FL, ...
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 Villages® 1033 OAK FOREST DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$339,500

3 beds

|

2 baths

|

1,840 sq ft

|

House

1033 OAK FOREST DR, THE VILLAGES, FL, 32...
Community: The Villages®
On Top of the World 8459 SW 84TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$369,000

3 beds

|

2 baths

|

2,438 sq ft

|

House

8459 SW 84TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
4108 JAGUAR DR, SEBRING, FL, 33872, Sebring, FL 33872
$295,500

3 beds

|

2 baths

|

1,269 sq ft

|

House

4108 JAGUAR DR, SEBRING, FL, 33872
Cindy Certified
268 JYOTI DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,000

3 beds

|

2 baths

|

1,825 sq ft

|

House

268 JYOTI DR, DAVENPORT, FL, 33837
Sandpiper Golf & Country Club 5832 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

5832 SWALLOW DR, LAKELAND, FL, 33809
Arbor Lakes 4683 N LAKE VISTA TRL, HERNANDO, FL, 344..., Hernando, FL 34442
$229,500

2 beds

|

2 baths

|

1,572 sq ft

|

House

4683 N LAKE VISTA TRL, HERNANDO, FL, 344...
Community: Arbor Lakes
Oak Run 7279 SW 115 PL, OCALA, FL, 34476, Ocala, FL 34476
$220,000

2 beds

|

2 baths

|

1,533 sq ft

|

House

7279 SW 115 PL, OCALA, FL, 34476
Community: Oak Run
Traditions at Lake Ruby 4130 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$309,900

2 beds

|

2 baths

|

1,819 sq ft

|

House

4130 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 2047 DUNSTER CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$429,999

3 beds

|

2 baths

|

1,851 sq ft

|

House

2047 DUNSTER CT, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation at Leesburg 5000 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$284,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

5000 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
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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3,769 homes
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