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

32 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) 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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 homes
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
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
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
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
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
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
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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Lennar at Sanctuary at We...
$300ks - $500ks
Lennar at Sanctuary at We..., Clermont, FL
New Construction | 55+ age-restricted | Built 2025 - 2026 | 203 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.
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, 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
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
$648,500

3 beds

|

3 baths

|

2,321 sq ft

|

House

2743 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Sunbridge 2743 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$648,500

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
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
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...
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...
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 Westhaven at Ovation - Townes Collection 13953 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$499,900

3 beds

|

3 baths

|

1,770 sq ft

|

Townhouse

13953 EASDALE ALY, WINTER GARDEN, FL, 34...
New Westhaven at Ovation - Townes Collection 13953 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$499,900

3 beds

|

3 baths

|

1,770 sq ft

|

Townhouse

13953 EASDALE ALY, WINTER GARDEN, FL, 34...
New
Cindy Certified
4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$415,000

4 beds

|

3 baths

|

2,404 sq ft

|

House

4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
New Solivita 776 BARCELONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$399,000

3 beds

|

3 baths

|

2,000 sq ft

|

House

776 BARCELONA DR, POINCIANA, FL, 34759
Community: Solivita
New Solivita 776 BARCELONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$399,000

3 beds

|

3 baths

|

2,000 sq ft

|

House

776 BARCELONA DR, POINCIANA, FL, 34759
Community: Solivita
New VillageWalk at Lake Nona 11804 ASTILBE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$414,900

2 beds

|

2 baths

|

1,541 sq ft

|

House

11804 ASTILBE DR, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New VillageWalk at Lake Nona 11804 ASTILBE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$414,900

2 beds

|

2 baths

|

1,541 sq ft

|

House

11804 ASTILBE DR, ORLANDO, FL, 32827
New Del Webb Sunbridge 6117 CITRUS GROVE CT, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$599,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

6117 CITRUS GROVE CT, ST CLOUD, FL, 3477...
Community: Del Webb Sunbridge
New Del Webb Sunbridge 6117 CITRUS GROVE CT, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$599,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

6117 CITRUS GROVE CT, ST CLOUD, FL, 3477...
Community: Del Webb Sunbridge
New Solivita 508 LAGO MATISSE ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$367,000

3 beds

|

2 baths

|

1,807 sq ft

|

House

508 LAGO MATISSE ST, KISSIMMEE, FL, 3475...
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.
New Solivita 508 LAGO MATISSE ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$367,000

3 beds

|

2 baths

|

1,807 sq ft

|

House

508 LAGO MATISSE ST, KISSIMMEE, FL, 3475...
Community: Solivita
New Solivita 448 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$335,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

448 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
New Solivita 448 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$335,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

448 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
New Solivita 320 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$370,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

320 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
New Solivita 320 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$370,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

320 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
New
Cindy Certified
1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$279,900

4 beds

|

2 baths

|

1,500 sq ft

|

House

1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
New Del Webb Sunbridge 2511 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$639,900

3 beds

|

2 baths

|

2,077 sq ft

|

House

2511 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Del Webb Sunbridge 2511 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$639,900

3 beds

|

2 baths

|

2,077 sq ft

|

House

2511 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
New Del Webb Sunbridge 2722 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$1,025,000

3 beds

|

4 baths

|

3,778 sq ft

|

House

2722 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
New Del Webb Sunbridge 2722 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$1,025,000

3 beds

|

4 baths

|

3,778 sq ft

|

House

2722 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
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 1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

2 beds

|

2 baths

|

1,559 sq ft

|

House

1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Tohoqua Reserve 1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

2 beds

|

2 baths

|

1,559 sq ft

|

House

1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Lake Henry Estates 596 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$210,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

596 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
New Lake Henry Estates 596 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$210,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

596 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
New Kings Ridge 2113 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$365,000

2 beds

|

2 baths

|

1,722 sq ft

|

House

2113 STONEBRIDGE WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
New Kings Ridge 2113 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$365,000

2 beds

|

2 baths

|

1,722 sq ft

|

House

2113 STONEBRIDGE WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
New Kings Ridge 3766 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$387,500

3 beds

|

2 baths

|

2,035 sq ft

|

House

3766 AVON CT, CLERMONT, FL, 34711
Community: Kings Ridge
New Kings Ridge 3766 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$387,500

3 beds

|

2 baths

|

2,035 sq ft

|

House

3766 AVON CT, 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 2344 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$347,500

2 beds

|

2 baths

|

1,464 sq ft

|

House

2344 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
New Twin Lakes 2344 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$347,500

2 beds

|

2 baths

|

1,464 sq ft

|

House

2344 DATURA LOOP, ST CLOUD, FL, 34772
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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