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

31 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 (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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 (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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 (1 reviews) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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) 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
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 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.
Lennar at Sanctuary at We...
$300ks - $500ks
Lennar at Sanctuary at We..., Clermont, FL
New Construction | 55+ age-restricted | Built 2025 - 2026 | 203 homes
New Esplanade at Highland Ranch 2612 FRAZEEK CT, CLERMONT, FL, 34715, Clermont, FL 34715
$450,000

3 beds

|

3 baths

|

1,827 sq ft

|

House

2612 FRAZEEK CT, CLERMONT, FL, 34715
Solivita 373 VESTRELLA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$349,900

2 beds

|

2 baths

|

1,658 sq ft

|

House

373 VESTRELLA DR, POINCIANA, FL, 34759
Community: Solivita
Twin Lakes 2777 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$550,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

2777 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 2743 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$679,900

3 beds

|

3 baths

|

2,321 sq ft

|

House

2743 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Lake Ashton 4193 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,058 sq ft

|

House

4193 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$378,900

2 beds

|

2 baths

|

2,105 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
New Twin Lakes 5167 GARDENROW DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$348,440

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

5167 GARDENROW DR, ST CLOUD, FL, 34772
Community: Twin Lakes
New Vienna Square 2470 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$280,000

3 beds

|

2 baths

|

1,935 sq ft

|

House

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
New Summit Greens 1028 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711
$390,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

1028 EVEREST ST, CLERMONT, FL, 34711
Community: Summit Greens
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 Tohoqua Reserve 1845 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$344,400

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

1845 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Four Seasons at Orlando 2185 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$565,000

3 beds

|

2 baths

|

1,904 sq ft

|

House

2185 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
New Esplanade at Westview 4342 ST THOMAS WAY, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$228,240

2 beds

|

2 baths

|

1,562 sq ft

|

Townhouse

4342 ST THOMAS WAY, KISSIMMEE, FL, 34758
New Kings Ridge 2204 KINGSMILL WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$429,900

2 beds

|

2 baths

|

1,864 sq ft

|

House

2204 KINGSMILL WAY, CLERMONT, FL, 34711
Community: Kings Ridge
New VillageWalk at Lake Nona 11740 ASTILBE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$428,000

2 beds

|

2 baths

|

1,680 sq ft

|

Halfplex

11740 ASTILBE DR, ORLANDO, FL, 32827
New Kings Ridge 2067 BRAXTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$300,000

2 beds

|

2 baths

|

1,273 sq ft

|

House

2067 BRAXTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Twin Lakes 2447 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$305,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2447 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
New Palms at Serenoa 3899 WINGED ELM CT, CLERMONT, FL, 34714, Clermont, FL 34714
$465,000

4 beds

|

2 baths

|

2,069 sq ft

|

House

3899 WINGED ELM CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Lake Ashton 4084 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$395,000

3 beds

|

2 baths

|

2,074 sq ft

|

House

4084 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
New Tohoqua Reserve 2726 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,900

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

2726 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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 Heritage Hills 3601 SOLANA CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$299,899

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3601 SOLANA CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
Esplanade at Highland Ranch 1389 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$495,000

2 beds

|

2 baths

|

1,859 sq ft

|

House

1389 ZEEK RIDGE ST, CLERMONT, FL, 34715
Solivita 278 ANASTASIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$230,000

2 beds

|

2 baths

|

1,317 sq ft

|

Halfplex

278 ANASTASIA DR, KISSIMMEE, FL, 34759
Community: Solivita
Esplanade at Highland Ranch 1357 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$633,900

3 beds

|

3 baths

|

2,420 sq ft

|

House

1357 ZEEK RIDGE ST, CLERMONT, FL, 34715
Del Webb Sunbridge 2505 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$399,900

2 beds

|

2 baths

|

1,401 sq ft

|

House

2505 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Tohoqua Reserve 1833 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$320,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

1833 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Kings Ridge 4010 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$439,900

3 beds

|

2 baths

|

2,165 sq ft

|

House

4010 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 2789 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$499,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2789 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Summit Greens 2361 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,565 sq ft

|

House

2361 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
Solivita 729 CORONADO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$357,000

3 beds

|

2 baths

|

1,828 sq ft

|

House

729 CORONADO DR, POINCIANA, 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.
Kings Ridge 3598 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$309,990

2 beds

|

2 baths

|

1,338 sq ft

|

House

3598 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Preserve at Lakeside Landings 5811 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$280,000

3 beds

|

2 baths

|

1,873 sq ft

|

House

5811 MARSH LANDING DR, WINTER HAVEN, FL,...
VillageWalk at Lake Nona 11812 PADUA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$795,000

4 beds

|

4 baths

|

3,000 sq ft

|

House

11812 PADUA LN, ORLANDO, FL, 32827
Twin Lakes 5038 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$480,020

2 beds

|

2 baths

|

1,707 sq ft

|

House

5038 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 2623 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3..., St Cloud, FL 34771
$385,646

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2623 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...
Community: Del Webb Sunbridge
Del Webb Sunbridge 2531 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$775,000

3 beds

|

4 baths

|

2,808 sq ft

|

House

2531 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Solivita 394 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$485,000

2 beds

|

3 baths

|

1,850 sq ft

|

House

394 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Heritage Hills 3548 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$425,000

3 beds

|

2 baths

|

1,860 sq ft

|

House

3548 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Sunbridge 2949 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$325,000

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2949 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
Twin Lakes 2632 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$489,000

3 beds

|

3 baths

|

2,335 sq ft

|

House

2632 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
Community: Twin Lakes
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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