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Kissimmee, FL 55+ active adult communities & homes for sale

489 homes near Kissimmee

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4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
Four Seasons at Orlando
$300Ks - $700Ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Tohoqua Reserve
$300Ks - $400Ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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 - $600Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 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.
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
4 rating (4 reviews) High Vista at Ridgewood L...
$200Ks - $300Ks
High Vista at Ridgewood L..., Davenport, FL
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 623 homes
5 rating (2 reviews) Palms at Serenoa
$300Ks - $400Ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$200Ks - $400Ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes
5 rating (1 reviews) Esplanade at Highland Ran...
$300Ks - $600Ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
5 rating (1 reviews) Del Webb Oasis
$400Ks - $900Ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Lake Henry Estates
$200Ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Gatherings of Lake Nona
$300Ks - $400Ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Vienna Square
$100Ks - $300Ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Carlsberg Estates on Lake...
$200Ks - $300Ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 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.
Enclave at VillageWalk
$1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Serenity Reserve
$500Ks - $600Ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Spring Lake Towers
$100Ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
The Wellington
$100Ks - $200Ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Poinsettia Heights
$100Ks - $200Ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Oakview
$100Ks - $200Ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Kings Ridge 3706 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$325,000

2 beds

|

2 baths

|

1,466 sq ft

|

House

3706 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Del Webb Orlando 372 TOLDEDO RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$390,000

2 beds

|

2 baths

|

1,836 sq ft

|

House

372 TOLDEDO RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 5384 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$371,900

2 beds

|

2 baths

|

1,682 sq ft

|

House

5384 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Del Webb Oasis 15514 ORCHID ROSE CT, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$707,070

2 beds

|

2 baths

|

1,943 sq ft

|

House

15514 ORCHID ROSE CT, WINTER GARDEN, FL,...
Community: Del Webb Oasis
Solivita 784 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$250,000

2 beds

|

2 baths

|

1,278 sq ft

|

House

784 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Palms at Serenoa 3441 MEADOW BEAUTY WAY, CLERMONT, FL, 34..., Clermont, FL 34714
$350,000

2 beds

|

2 baths

|

1,646 sq ft

|

Villa

3441 MEADOW BEAUTY WAY, CLERMONT, FL, 34...
Community: Palms at Serenoa
Kings Ridge 1990 FARMINGTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$440,000

3 beds

|

2 baths

|

2,148 sq ft

|

House

1990 FARMINGTON CT, CLERMONT, FL, 34711
Community: Kings Ridge
Del Webb Sunbridge 3013 CHERRY BLOSSOM LOOP, SAINT CLOUD, F..., Saint Cloud, FL 34771
$360,000

3 beds

|

2 baths

|

1,584 sq ft

|

House

3013 CHERRY BLOSSOM LOOP, SAINT CLOUD, F...
Community: Del Webb Sunbridge
Lake Ashton 4327 GULLANE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,900

2 beds

|

2 baths

|

1,860 sq ft

|

House

4327 GULLANE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Kings Ridge 2292 EDMONTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

2292 EDMONTON CT, CLERMONT, FL, 34711
Community: Kings Ridge
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.
Lake Ashton 4331 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$295,900

3 beds

|

2 baths

|

1,457 sq ft

|

House

4331 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Kings Ridge 4217 CHAMBERLAIN WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$265,000

2 beds

|

2 baths

|

1,200 sq ft

|

House

4217 CHAMBERLAIN WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
Enclave at VillageWalk 11675 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,435,000

4 beds

|

5 baths

|

4,622 sq ft

|

House

11675 SAVONA WAY, ORLANDO, FL, 32827
Summit Greens 2822 FALCON RDG, CLERMONT, FL, 34711, Clermont, FL 34711
$450,000

3 beds

|

3 baths

|

2,506 sq ft

|

House

2822 FALCON RDG, CLERMONT, FL, 34711
Community: Summit Greens
Vienna Square 1561 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$225,000

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1561 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Oasis 15843 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$451,090

2 beds

|

2 baths

|

1,579 sq ft

|

House

15843 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Del Webb Oasis 15831 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$442,090

3 beds

|

2 baths

|

1,579 sq ft

|

House

15831 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Del Webb Oasis 15837 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$455,410

2 beds

|

2 baths

|

1,579 sq ft

|

House

15837 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Del Webb Oasis 15825 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$440,080

2 beds

|

2 baths

|

1,579 sq ft

|

House

15825 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Solivita 313 SANTA BARBARA LN, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$449,900

2 beds

|

3 baths

|

2,343 sq ft

|

House

313 SANTA BARBARA LN, KISSIMMEE, FL, 347...
Community: Solivita
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.
Twin Lakes 2712 SOUTHLAND ST, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$419,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

2712 SOUTHLAND ST, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Heritage Hills 3542 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$295,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3542 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
Summit Greens 748 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$419,000

3 beds

|

2 baths

|

1,777 sq ft

|

House

748 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Lake Ashton 1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$385,000

3 beds

|

2 baths

|

2,113 sq ft

|

House

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Heritage Hills 3201 SONESTA CT B, CLERMONT, FL, 34711, Clermont, FL 34711
$274,500

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3201 SONESTA CT B, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Gatherings of Lake Nona 7557 LAUREATE BLVD UNIT 6208, ORLANDO, F..., Orlando, FL 32827
$365,300

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7557 LAUREATE BLVD UNIT 6208, ORLANDO, F...
High Vista at Ridgewood Lakes 100 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,051 sq ft

|

House

100 MOSS LN, DAVENPORT, FL, 33837
Del Webb Orlando 280 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$474,000

3 beds

|

2 baths

|

2,365 sq ft

|

House

280 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 513 SAN SEBASTIAN CT, DAVENPORT, FL, 338..., Davenport, FL 33837
$412,000

3 beds

|

3 baths

|

2,036 sq ft

|

House

513 SAN SEBASTIAN CT, DAVENPORT, FL, 338...
Community: Del Webb Orlando
Del Webb Orlando 145 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,972 sq ft

|

House

145 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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.
Four Seasons at Orlando 2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$379,990

2 beds

|

2 baths

|

1,778 sq ft

|

House

2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$339,990

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Oasis 13732 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$610,000

2 beds

|

2 baths

|

1,889 sq ft

|

House

13732 FRESH IVY ST, WINTER GARDEN, FL, 3...
Community: Del Webb Oasis
Del Webb Orlando 613 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,900

2 beds

|

2 baths

|

1,831 sq ft

|

House

613 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Twin Lakes 5037 FALLGLO WAY, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$579,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

5037 FALLGLO WAY, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 5081 TWIN LAKES BLVD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$464,500

3 beds

|

3 baths

|

2,208 sq ft

|

House

5081 TWIN LAKES BLVD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Traditions at Lake Ruby 2920 DAYTON DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$262,500

2 beds

|

2 baths

|

1,935 sq ft

|

House

2920 DAYTON DR, WINTER HAVEN, FL, 33884
Solivita 972 LADERA RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$475,000

3 beds

|

3 baths

|

2,318 sq ft

|

House

972 LADERA RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
Palms at Serenoa 3903 WINGED ELM CT, CLERMONT, FL, 34714, Clermont, FL 34714
$430,000

2 beds

|

2 baths

|

1,822 sq ft

|

House

3903 WINGED ELM CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
Twin Lakes 2769 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$524,300

2 beds

|

3 baths

|

2,107 sq ft

|

House

2769 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes

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489 homes near Kissimmee
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