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

27 communities near Kissimmee

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4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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) 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 (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
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
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.
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
5 rating (1 reviews) Del Webb Oasis
$400ks - $700ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 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
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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 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
New Del Webb Orlando 1032 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

2 beds

|

2 baths

|

1,455 sq ft

|

House

1032 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Solivita 505 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$290,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

505 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
New Kings Ridge 2225 ELVERSON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,892 sq ft

|

House

2225 ELVERSON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
New Kings Ridge 2319 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

3 beds

|

2 baths

|

1,875 sq ft

|

House

2319 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
New Solivita 235 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$324,900

2 beds

|

3 baths

|

1,935 sq ft

|

House

235 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Tohoqua Reserve 2744 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$439,890

3 beds

|

2 baths

|

2,056 sq ft

|

House

2744 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
New Tohoqua Reserve 1947 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$412,280

2 beds

|

2 baths

|

1,977 sq ft

|

House

1947 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Palms at Serenoa 3879 WINGED ELM CT, CLERMONT, FL, 34714, Clermont, FL 34714
$420,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

3879 WINGED ELM CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Kings Ridge 4226 SNOWDON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$295,000

2 beds

|

2 baths

|

1,200 sq ft

|

House

4226 SNOWDON ST, 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.
New Solivita 1912 MOLISE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$415,000

2 beds

|

2 baths

|

1,980 sq ft

|

House

1912 MOLISE DR, KISSIMMEE, FL, 34759
Community: Solivita
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Del Webb Orlando 109 MONTORO LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$479,900

3 beds

|

3 baths

|

2,607 sq ft

|

House

109 MONTORO LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Del Webb Orlando 224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

224 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Twin Lakes 2373 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$380,000

2 beds

|

2 baths

|

1,624 sq ft

|

Villa

2373 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Lake Henry Estates 601 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$339,000

3 beds

|

2 baths

|

1,994 sq ft

|

House

601 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
New VillageWalk at Lake Nona 12017 KAJETAN LN, ORLANDO, FL, 32827, Orlando, FL 32827
$455,000

2 beds

|

2 baths

|

1,512 sq ft

|

Halfplex

12017 KAJETAN LN, ORLANDO, FL, 32827
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Lake Ashton 4243 DORNOCH DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$264,000

3 beds

|

2 baths

|

1,503 sq ft

|

House

4243 DORNOCH DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Gatherings of Lake Nona 7545 LAUREATE BLVD 7404, ORLANDO, FL, 32..., Orlando, FL 32827
$470,990

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7545 LAUREATE BLVD 7404, ORLANDO, FL, 32...
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.
New Gatherings of Lake Nona 7545 LAUREATE BLVD 7303, ORLANDO, FL, 32..., Orlando, FL 32827
$464,990

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7545 LAUREATE BLVD 7303, ORLANDO, FL, 32...
New Kings Ridge 3721 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$380,000

3 beds

|

2 baths

|

1,871 sq ft

|

House

3721 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
New Del Webb Sunbridge 6129 BLUE POND WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$675,000

3 beds

|

3 baths

|

2,283 sq ft

|

House

6129 BLUE POND WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Heritage Hills 3651 LIMESTONE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$409,000

3 beds

|

2 baths

|

1,845 sq ft

|

House

3651 LIMESTONE ST, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Del Webb Orlando 545 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$304,924

2 beds

|

2 baths

|

1,433 sq ft

|

House

545 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Del Webb Sunbridge 2808 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$899,000

3 beds

|

3 baths

|

2,321 sq ft

|

House

2808 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
New Lake Ashton 4201 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,109 sq ft

|

House

4201 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Solivita 144 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$270,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

144 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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.
New Del Webb Sunbridge 2904 VOYAGER AVE, ST CLOUD, FL, 34771, St Cloud, FL 34771
$357,990

3 beds

|

3 baths

|

1,744 sq ft

|

Townhouse

2904 VOYAGER AVE, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
New Lake Ashton 1347 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$384,900

3 beds

|

2 baths

|

1,712 sq ft

|

House

1347 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Traditions at Lake Ruby 3473 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,118 sq ft

|

House

3473 RALEIGH DR, WINTER HAVEN, FL, 33884
Solivita 177 MARABELLA LOOP, POINCIANA, FL, 34759, Poinciana, FL 34759
$285,000

2 beds

|

2 baths

|

1,491 sq ft

|

House

177 MARABELLA LOOP, POINCIANA, FL, 34759
Community: Solivita
Twin Lakes 2388 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$315,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

2388 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Solivita 112 SEVILLA CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$465,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

112 SEVILLA CT, KISSIMMEE, FL, 34759
Community: Solivita
Four Seasons at Orlando 7774 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$699,000

3 beds

|

2 baths

|

1,969 sq ft

|

House

7774 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
Kings Ridge 2282 FENTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$390,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

2282 FENTON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 524 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$218,000

2 beds

|

2 baths

|

1,159 sq ft

|

Halfplex

524 GLENDORA RD, KISSIMMEE, FL, 34759
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.
Del Webb Sunbridge 6402 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$999,999

4 beds

|

3 baths

|

2,904 sq ft

|

House

6402 ROVER WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Sunbridge 2900 VOYAGER AVE, ST CLOUD, FL, 34771, St Cloud, FL 34771
$385,990

3 beds

|

3 baths

|

1,767 sq ft

|

Townhouse

2900 VOYAGER AVE, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Del Webb Orlando 349 TOLDEDO RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$317,000

2 beds

|

2 baths

|

1,468 sq ft

|

House

349 TOLDEDO RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Gatherings of Lake Nona 7521 LAUREATE BLVD 5306, ORLANDO, FL, 32..., Orlando, FL 32827
$445,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7521 LAUREATE BLVD 5306, ORLANDO, FL, 32...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Heritage Hills 4052 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$425,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4052 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Vienna Square 1678 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$258,500

2 beds

|

2 baths

|

1,158 sq ft

|

House

1678 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square

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