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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
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
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
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
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 McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
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
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 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.
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
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
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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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
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
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
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
Cindy Certified
2929 DEERBERRY LN, CLERMONT, FL, 34714, Clermont, FL 34714
$435,000

3 beds

|

2 baths

|

1,636 sq ft

|

House

2929 DEERBERRY LN, CLERMONT, FL, 34714
New Tohoqua Reserve 1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$399,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New High Vista at Ridgewood Lakes 140 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$335,000

2 beds

|

2 baths

|

1,774 sq ft

|

House

140 MOSS LN, DAVENPORT, FL, 33837
New Twin Lakes 5006 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$392,900

3 beds

|

2 baths

|

1,456 sq ft

|

House

5006 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
New Kings Ridge 4167 NEWLAND ST, CLERMONT, FL, 34711, Clermont, FL 34711
$395,000

3 beds

|

2 baths

|

2,031 sq ft

|

House

4167 NEWLAND ST, CLERMONT, FL, 34711
Community: Kings Ridge
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 Esplanade at Westview 4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$333,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758
New Esplanade at Westview 4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$329,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758
New Heritage Hills 3547 FAIRWATERS CT F, CLERMONT, FL, 3471..., Clermont, FL 34711
$278,950

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3547 FAIRWATERS CT F, CLERMONT, FL, 3471...
Community: Heritage Hills
New Summit Greens 2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$440,000

3 beds

|

2 baths

|

1,961 sq ft

|

House

2390 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
New
Cindy Certified
1656 HAMLIN RIDGE RD, MINNEOLA, FL, 3471..., Minneola, FL 34715
$589,000

4 beds

|

2 baths

|

2,103 sq ft

|

House

1656 HAMLIN RIDGE RD, MINNEOLA, FL, 3471...
New
Cindy Certified
1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33881
$379,999

4 beds

|

3 baths

|

2,034 sq ft

|

House

1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New
Cindy Certified
1150 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$261,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1150 AMBER WAVES CT, LAKE WALES, FL, 338...
New
Cindy Certified
1138 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$257,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1138 AMBER WAVES CT, LAKE WALES, FL, 338...
New Solivita 542 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$320,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

542 PORTOFINO DR, POINCIANA, FL, 34759
Community: Solivita
New
Cindy Certified
1142 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$246,990

4 beds

|

2 baths

|

1,560 sq ft

|

House

1142 AMBER WAVES CT, 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
Cindy Certified
2639 CLEAR NIGHT AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34744
$474,400

4 beds

|

2 baths

|

1,850 sq ft

|

House

2639 CLEAR NIGHT AVE, KISSIMMEE, FL, 347...
New Four Seasons at Orlando 7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$695,000

3 beds

|

3 baths

|

2,754 sq ft

|

House

7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
New Four Seasons at Orlando 1987 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,500

2 beds

|

2 baths

|

1,437 sq ft

|

House

1987 KEY BAY TRL, KISSIMMEE, FL, 34747
New Del Webb Oasis 13360 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$595,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

13360 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
New Four Seasons at Orlando 2042 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$355,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

2042 KEY BAY TRL, KISSIMMEE, FL, 34747
New Four Seasons at Orlando 1908 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,900

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1908 FLORA PASS PL, KISSIMMEE, FL, 34747
New Solivita 1090 HARBOR RIDGE DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$330,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

1090 HARBOR RIDGE DR, POINCIANA, FL, 347...
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Four Seasons at Orlando 2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$419,999

2 beds

|

2 baths

|

1,778 sq ft

|

House

2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
Del Webb Sunbridge 6401 WHITE WILLOW CT, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$459,900

3 beds

|

2 baths

|

1,670 sq ft

|

House

6401 WHITE WILLOW CT, ST CLOUD, FL, 3477...
Community: Del Webb Sunbridge
Heritage Hills 3505 BELLAND CIR F, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

1,503 sq ft

|

Townhouse

3505 BELLAND CIR F, CLERMONT, FL, 34711
Community: Heritage Hills
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 2541 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$305,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2541 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
High Vista at Ridgewood Lakes 238 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$332,500

2 beds

|

2 baths

|

1,877 sq ft

|

House

238 FLEMING LN, DAVENPORT, FL, 33837
Gatherings of Lake Nona 7545 LAUREATE BLVD 7301, ORLANDO, FL, 32..., Orlando, FL 32827
$405,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7545 LAUREATE BLVD 7301, ORLANDO, FL, 32...
Gatherings of Lake Nona 7545 LAUREATE BLVD 7208, ORLANDO, FL, 32..., Orlando, FL 32827
$399,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7545 LAUREATE BLVD 7208, ORLANDO, FL, 32...
Cindy Certified
3273 WHOLENESS WAY, CLERMONT, FL, 34714, Clermont, FL 34714
$554,990

4 beds

|

3 baths

|

2,199 sq ft

|

House

3273 WHOLENESS WAY, CLERMONT, FL, 34714
Solivita 579 DAVINCI PASS, POINCIANA, FL, 34759, Poinciana, FL 34759
$274,900

2 beds

|

2 baths

|

1,467 sq ft

|

House

579 DAVINCI PASS, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
3327 MINDFULLNESS DR, CLERMONT, FL, 3471..., Clermont, FL 34714
$462,990

4 beds

|

3 baths

|

1,823 sq ft

|

House

3327 MINDFULLNESS DR, CLERMONT, FL, 3471...
Solivita 1389 LAMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$367,000

3 beds

|

2 baths

|

1,727 sq ft

|

House

1389 LAMBARDI CT, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 284 VESTRELLA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$230,000

2 beds

|

2 baths

|

1,102 sq ft

|

House

284 VESTRELLA DR, POINCIANA, FL, 34759
Community: Solivita
Vienna Square 2338 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$200,000

2 beds

|

2 baths

|

1,246 sq ft

|

House

2338 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
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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