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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
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
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.
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
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 homes
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
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
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.
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
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
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 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
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 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
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
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
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...
New Kings Ridge 4075 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,782 sq ft

|

House

4075 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
New Lake Ashton 4168 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,756 sq ft

|

House

4168 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Esplanade at Westview 4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$299,900

3 beds

|

2 baths

|

1,553 sq ft

|

House

4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758
New Del Webb Orlando 519 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

2,320 sq ft

|

House

519 VIGO ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New The Wellington 689 LAKE HOWARD DR 213, WINTER HAVEN, FL..., Winter Haven, FL 33880
$149,000

2 beds

|

2 baths

|

1,072 sq ft

|

Condo

689 LAKE HOWARD DR 213, WINTER HAVEN, FL...
Community: The Wellington
New Kings Ridge 3551 CHESSINGTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$439,000

3 beds

|

2 baths

|

2,223 sq ft

|

House

3551 CHESSINGTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
New Gatherings of Lake Nona 7505 LAUREATE BLVD 2408, ORLANDO, FL, 32..., Orlando, FL 32827
$325,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7505 LAUREATE BLVD 2408, 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 Twin Lakes 2709 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$579,900

4 beds

|

4 baths

|

2,870 sq ft

|

House

2709 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
New Solivita 362 LAKE CASSIDY DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$275,000

3 beds

|

2 baths

|

1,587 sq ft

|

House

362 LAKE CASSIDY DR, POINCIANA, FL, 3475...
Community: Solivita
New Twin Lakes 2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$529,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
Community: Twin Lakes
New Esplanade at Highland Ranch 1355 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$559,900

3 beds

|

4 baths

|

2,078 sq ft

|

House

1355 ZEEK RIDGE ST, CLERMONT, FL, 34715
New Del Webb Sunbridge 2499 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$455,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

2499 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
New Heritage Hills 3831 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$479,899

4 beds

|

3 baths

|

2,293 sq ft

|

House

3831 SANIBEL 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 Solivita 421 TREVISO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$360,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

421 TREVISO DR, POINCIANA, FL, 34759
Community: Solivita
New Solivita 600 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$539,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

600 VOLTERRA BLVD, POINCIANA, FL, 34759
Community: Solivita
New Del Webb Oasis 15031 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$949,000

3 beds

|

4 baths

|

2,808 sq ft

|

House

15031 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
New Twin Lakes 2757 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$460,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2757 SOUTHLAND ST, 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.
Twin Lakes 2810 WINDSONG LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$489,900

3 beds

|

2 baths

|

1,582 sq ft

|

House

2810 WINDSONG LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Solivita 501 MONTAGE LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$595,000

3 beds

|

3 baths

|

2,941 sq ft

|

House

501 MONTAGE LN, POINCIANA, FL, 34759
Community: Solivita
Del Webb Sunbridge 2691 RIVER CREEK LN, ,, FL, 34771, ,, FL 34771
$629,999

4 beds

|

5 baths

|

2,866 sq ft

|

House

2691 RIVER CREEK LN, ,, FL, 34771
Community: Del Webb Sunbridge
Kings Ridge 3622 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,466 sq ft

|

House

3622 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Lake Ashton 4493 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

4493 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Twin Lakes 2286 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$279,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2286 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Traditions at Lake Ruby 4134 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$309,000

3 beds

|

2 baths

|

1,941 sq ft

|

House

4134 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$355,000

3 beds

|

2 baths

|

1,917 sq ft

|

House

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Kings Ridge 4127 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$326,900

2 beds

|

2 baths

|

1,705 sq ft

|

House

4127 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$374,900

2 beds

|

2 baths

|

2,101 sq ft

|

House

280 INDIAN WELLS AVE, 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.
Del Webb Orlando 100 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

1,936 sq ft

|

House

100 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Westhaven at Ovation - Townes Collection 12776 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$660,000

4 beds

|

4 baths

|

2,593 sq ft

|

Townhouse

12776 SUNSET WALK DR, WINTER GARDEN, FL,...
Solivita 1369 LOMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$316,000

2 beds

|

2 baths

|

1,653 sq ft

|

House

1369 LOMBARDI CT, POINCIANA, FL, 34759
Community: Solivita
Westhaven at Ovation - Townes Collection 12800 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$605,000

3 beds

|

4 baths

|

2,363 sq ft

|

Townhouse

12800 SUNSET WALK DR, WINTER GARDEN, FL,...
Kings Ridge 4223 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$384,000

3 beds

|

2 baths

|

1,911 sq ft

|

House

4223 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Twin Lakes 2315 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,351 sq ft

|

House

2315 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$879,000

4 beds

|

4 baths

|

2,854 sq ft

|

House

2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
Del Webb Oasis 13640 SPLASHING ISLA DR, WINTER GARDEN, ..., Winter Garden, FL 34787
$419,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

13640 SPLASHING ISLA DR, WINTER GARDEN, ...
Community: Del Webb Oasis
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Heritage Hills 3641 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$277,000

2 beds

|

2 baths

|

1,374 sq ft

|

House

3641 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Palms at Serenoa 17762 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$459,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

17762 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
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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