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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
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
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
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) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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) 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
Want to learn more about 55+ 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
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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 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.
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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
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
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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
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
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
New 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
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
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 4243 NEWLAND ST, CLERMONT, FL, 34711, Clermont, FL 34711
$321,900

3 beds

|

2 baths

|

1,735 sq ft

|

House

4243 NEWLAND ST, CLERMONT, FL, 34711
Community: Kings Ridge
New
Cindy Certified
5567 MORANT BAY PATH, KISSIMMEE, FL, 347..., Kissimmee, FL 34758
$310,790

4 beds

|

2 baths

|

1,600 sq ft

|

House

5567 MORANT BAY PATH, KISSIMMEE, FL, 347...
New
Cindy Certified
5517 SAPOTE CT, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$306,420

3 beds

|

2 baths

|

1,424 sq ft

|

House

5517 SAPOTE CT, KISSIMMEE, FL, 34758
New Tohoqua Reserve 2735 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$330,000

2 beds

|

2 baths

|

1,559 sq ft

|

Halfplex

2735 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New
Cindy Certified
2637 PEACE OF MIND AVE, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$480,000

3 beds

|

2 baths

|

2,082 sq ft

|

House

2637 PEACE OF MIND AVE, KISSIMMEE, FL, 3...
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 133 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$269,900

2 beds

|

2 baths

|

1,507 sq ft

|

House

133 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
New Del Webb Oasis 13355 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$899,000

3 beds

|

3 baths

|

2,710 sq ft

|

House

13355 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
New VillageWalk at Lake Nona 11962 GENNARO LN, ORLANDO, FL, 32827, Orlando, FL 32827
$659,000

3 beds

|

2 baths

|

2,005 sq ft

|

House

11962 GENNARO LN, ORLANDO, FL, 32827
New Lake Ashton 4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$294,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

4063 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New
Cindy Certified
306 CLEARWATER LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$279,990

3 beds

|

2 baths

|

1,500 sq ft

|

House

306 CLEARWATER LN, POINCIANA, FL, 34759
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Del Webb Orlando 1012 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,988

2 beds

|

2 baths

|

1,295 sq ft

|

House

1012 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Del Webb Oasis 15873 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$419,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15873 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
New Twin Lakes 2374 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$308,999

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2374 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
New
Cindy Certified
5407 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$272,990

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5407 WHISPERING GARDEN WAY, CLERMONT, FL...
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
Cindy Certified
5391 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$262,990

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5391 WHISPERING GARDEN WAY, CLERMONT, FL...
New
Cindy Certified
5327 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$399,490

2 beds

|

2 baths

|

1,779 sq ft

|

House

5327 HAVEN VIEW DR, CLERMONT, FL, 34714
New
Cindy Certified
1847 BUCKEYE RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$329,990

3 beds

|

2 baths

|

1,725 sq ft

|

House

1847 BUCKEYE RD, DAVENPORT, FL, 33837
New
Cindy Certified
120 PANDA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$340,000

4 beds

|

2 baths

|

1,851 sq ft

|

House

120 PANDA WAY, DAVENPORT, FL, 33837
New Del Webb Sunbridge 2960 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$344,620

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2960 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
New
Cindy Certified
17307 BAL HARBOUR DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$660,000

3 beds

|

2 baths

|

2,123 sq ft

|

House

17307 BAL HARBOUR DR, WINTER GARDEN, FL,...
New Esplanade at McKinnon Groves 11234 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$436,739

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11234 SILVER TRUMPET LOOP, WINTER GARDEN...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Esplanade at McKinnon Groves 11199 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$447,118

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11199 SILVER TRUMPET LOOP, WINTER GARDEN...
New Esplanade at McKinnon Groves 11202 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$437,993

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11202 SILVER TRUMPET LOOP, WINTER GARDEN...
New VillageWalk at Lake Nona 11972 KAJETAN LN, ORLANDO, FL, 32827, Orlando, FL 32827
$410,000

2 beds

|

2 baths

|

1,526 sq ft

|

Halfplex

11972 KAJETAN 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
Cindy Certified
4590 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$392,780

4 beds

|

3 baths

|

2,175 sq ft

|

House

4590 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
New
Cindy Certified
5009 LOGGIA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$319,790

4 beds

|

2 baths

|

1,600 sq ft

|

House

5009 LOGGIA LN, KISSIMMEE, FL, 34758
New Heritage Hills 3615 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$257,250

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3615 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
New Del Webb Sunbridge 2744 NATURE VIEW RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$924,900

3 beds

|

5 baths

|

2,866 sq ft

|

House

2744 NATURE VIEW RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
New
Cindy Certified
4590 BROOKSHIRE PL, LAKE WALES, FL, 3389..., Lake Wales, FL 33898
$369,000

5 beds

|

3 baths

|

2,302 sq ft

|

House

4590 BROOKSHIRE PL, LAKE WALES, FL, 3389...
New Palms at Serenoa 3415 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$399,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

3415 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Heritage Hills 2823 MAYPORT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

3 baths

|

2,573 sq ft

|

House

2823 MAYPORT ST, CLERMONT, FL, 34711
Community: Heritage Hills
New Tohoqua Reserve 2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$310,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Del Webb Oasis 15000 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$899,000

3 beds

|

4 baths

|

2,861 sq ft

|

House

15000 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
New Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$369,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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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