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

29 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
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
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
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 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
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
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 - $700ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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
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.
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
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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 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
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
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
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$379,900

2 beds

|

2 baths

|

2,105 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Del Webb Sunbridge 2732 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$375,000

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2732 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
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...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Kings Ridge 3786 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$359,000

2 beds

|

2 baths

|

1,645 sq ft

|

House

3786 AVON CT, CLERMONT, FL, 34711
Community: Kings Ridge
New Kings Ridge 3667 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$329,900

2 beds

|

2 baths

|

1,498 sq ft

|

House

3667 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
New Solivita 2448 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$299,000

3 beds

|

2 baths

|

1,539 sq ft

|

Villa

2448 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
New Twin Lakes 2724 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$519,500

3 beds

|

3 baths

|

2,365 sq ft

|

House

2724 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
New Lake Ashton 5553 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$379,000

3 beds

|

2 baths

|

1,858 sq ft

|

House

5553 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
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 Four Seasons at Orlando 2159 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$982,000

4 beds

|

3 baths

|

2,562 sq ft

|

House

2159 LIMESTONE TRL, KISSIMMEE, FL, 34747
New VillageWalk at Lake Nona 8523 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827
$485,000

4 beds

|

3 baths

|

1,720 sq ft

|

House

8523 LEATHERLEAF LN, ORLANDO, FL, 32827
New Tohoqua Reserve 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$432,000

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Kings Ridge 4122 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

2 beds

|

2 baths

|

2,031 sq ft

|

House

4122 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
New High Vista at Ridgewood Lakes 215 FITZGERALD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,760 sq ft

|

House

215 FITZGERALD LN, DAVENPORT, FL, 33837
New Four Seasons at Orlando 2103 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$479,500

3 beds

|

2 baths

|

2,066 sq ft

|

House

2103 LIMESTONE TRL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Summit Greens 1066 MESA VERDE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$369,000

2 beds

|

2 baths

|

1,796 sq ft

|

House

1066 MESA VERDE CT, CLERMONT, FL, 34711
Community: Summit Greens
New VillageWalk at Lake Nona 12247 PESCARA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$459,000

3 beds

|

2 baths

|

1,708 sq ft

|

Villa

12247 PESCARA LN, ORLANDO, FL, 32827
New Summit Greens 809 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$330,000

3 beds

|

2 baths

|

1,721 sq ft

|

House

809 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
New VillageWalk at Lake Nona 11763 AURELIO LN, ORLANDO, FL, 32827, Orlando, FL 32827
$1,075,000

4 beds

|

3 baths

|

4,038 sq ft

|

House

11763 AURELIO LN, ORLANDO, FL, 32827
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 Lake Ashton 4032 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,108 sq ft

|

House

4032 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Gatherings of Lake Nona 7521 LAUREATE BLVD 5403, ORLANDO, FL, 32..., Orlando, FL 32827
$440,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7521 LAUREATE BLVD 5403, ORLANDO, FL, 32...
New Westhaven at Ovation - Townes Collection 12732 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$649,000

4 beds

|

4 baths

|

2,593 sq ft

|

Townhouse

12732 SUNSET WALK DR, WINTER GARDEN, FL,...
New Westhaven at Ovation - Townes Collection 13877 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$615,000

4 beds

|

4 baths

|

2,593 sq ft

|

Townhouse

13877 EASDALE ALY, WINTER GARDEN, FL, 34...
New Twin Lakes 2748 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$449,900

3 beds

|

2 baths

|

1,863 sq ft

|

House

2748 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
New Del Webb Sunbridge 2920 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$397,999

2 beds

|

2 baths

|

1,584 sq ft

|

House

2920 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
New Solivita 3497 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$275,000

2 beds

|

2 baths

|

1,499 sq ft

|

House

3497 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Westhaven at Ovation - Townes Collection 12830 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$471,000

3 beds

|

3 baths

|

1,857 sq ft

|

Townhouse

12830 SUNSET WALK DR, WINTER GARDEN, FL,...
Heritage Hills 3641 SOLANA CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$272,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3641 SOLANA CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
VillageWalk at Lake Nona 11872 ISELLE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$440,000

2 beds

|

2 baths

|

1,708 sq ft

|

Halfplex

11872 ISELLE DR, ORLANDO, FL, 32827
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 2739 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$324,000

3 beds

|

2 baths

|

1,559 sq ft

|

House

2739 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Kings Ridge 3605 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,572 sq ft

|

House

3605 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Westhaven at Ovation - Townes Collection 12792 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$527,000

4 beds

|

3 baths

|

1,930 sq ft

|

Townhouse

12792 SUNSET WALK DR, WINTER GARDEN, FL,...
Del Webb Orlando 212 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$413,900

3 beds

|

2 baths

|

1,568 sq ft

|

House

212 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Solivita 136 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$260,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

136 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
Gatherings of Lake Nona 7557 LAUREATE BLVD 6208, ORLANDO, FL, 32..., Orlando, FL 32827
$375,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7557 LAUREATE BLVD 6208, ORLANDO, FL, 32...
Westhaven at Ovation - Townes Collection 13861 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$539,000

4 beds

|

3 baths

|

2,031 sq ft

|

Townhouse

13861 EASDALE ALY, WINTER GARDEN, FL, 34...
Westhaven at Ovation - Townes Collection 12808 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$495,000

4 beds

|

3 baths

|

1,897 sq ft

|

Townhouse

12808 SUNSET WALK DR, WINTER GARDEN, FL,...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
VillageWalk at Lake Nona 11800 ZELKOVA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$720,000

3 beds

|

2 baths

|

2,005 sq ft

|

House

11800 ZELKOVA LN, ORLANDO, FL, 32827
VillageWalk at Lake Nona 12019 ULETA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$929,000

4 beds

|

4 baths

|

4,093 sq ft

|

House

12019 ULETA LN, ORLANDO, FL, 32827
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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