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

511 homes 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 (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 (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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
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
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.
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
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 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
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
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.
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
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
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 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
New Palms at Serenoa 3645 BLUE SAGE LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$475,000

4 beds

|

2 baths

|

2,069 sq ft

|

House

3645 BLUE SAGE LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Four Seasons at Orlando 7624 SAND PIERRE CT, KISSIMMEE, FL, 3474..., Kissimmee, FL 34747
$349,500

2 beds

|

2 baths

|

1,437 sq ft

|

House

7624 SAND PIERRE CT, KISSIMMEE, FL, 3474...
New Solivita 3461 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$300,000

2 beds

|

2 baths

|

1,499 sq ft

|

Villa

3461 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
New Gatherings of Lake Nona 7517 LAUREATE BLVD 4403, ORLANDO, FL, 32..., Orlando, FL 32827
$329,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7517 LAUREATE BLVD 4403, ORLANDO, FL, 32...
New Twin Lakes 4902 W FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$420,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

4902 W FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Four Seasons at Orlando 1999 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$429,980

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1999 KEY BAY TRL, KISSIMMEE, FL, 34747
New High Vista at Ridgewood Lakes 116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

116 FLEMING LN, DAVENPORT, FL, 33837
New Solivita 1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$279,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
New Solivita 106 VISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$229,900

3 beds

|

2 baths

|

1,786 sq ft

|

House

106 VISTA DR, KISSIMMEE, FL, 34759
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 Lake Ashton 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$579,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
New Lake Ashton 4129 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$495,000

3 beds

|

2 baths

|

1,589 sq ft

|

House

4129 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Solivita 377 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$329,900

2 beds

|

2 baths

|

1,577 sq ft

|

House

377 VESTRELLA DR, KISSIMMEE, FL, 34759
Community: Solivita
New Lake Ashton 4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$839,500

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK DR, 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 Del Webb Sunbridge 2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$379,000

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
New Twin Lakes 5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$529,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
New Enclave at VillageWalk 8591 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827
$1,499,000

5 beds

|

5 baths

|

4,924 sq ft

|

House

8591 ADALINA PL, ORLANDO, FL, 32827
New Lake Ashton 5457 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$589,000

4 beds

|

2 baths

|

2,676 sq ft

|

House

5457 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 Traditions at Lake Ruby 3863 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$355,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388...
New Kings Ridge 3739 HASTING LN, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

3 beds

|

2 baths

|

1,844 sq ft

|

House

3739 HASTING LN, CLERMONT, FL, 34711
Community: Kings Ridge
New Solivita 2340 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$330,000

3 beds

|

3 baths

|

2,272 sq ft

|

Villa

2340 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
New Kings Ridge 2246 BELSFIELD CIR, CLERMONT, FL, 34711, Clermont, FL 34711
$368,900

2 beds

|

2 baths

|

1,985 sq ft

|

House

2246 BELSFIELD CIR, 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 Palms at Serenoa 3449 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714
$352,632

2 beds

|

2 baths

|

1,627 sq ft

|

House

3449 TWIN FLOWER CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Solivita 545 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$439,000

2 beds

|

2 baths

|

2,528 sq ft

|

House

545 GENOA DR, KISSIMMEE, FL, 34759
Community: Solivita
New Traditions at Lake Ruby 4040 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$269,000

2 beds

|

2 baths

|

1,599 sq ft

|

House

4040 CARTERET DR, WINTER HAVEN, FL, 3388...
New High Vista at Ridgewood Lakes 232 OAK HAMMOCK DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$255,000

2 beds

|

2 baths

|

1,465 sq ft

|

House

232 OAK HAMMOCK DR, DAVENPORT, FL, 33837
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 4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$499,000

3 beds

|

2 baths

|

2,255 sq ft

|

House

4152 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Heritage Hills 3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$525,000

3 beds

|

3 baths

|

2,554 sq ft

|

House

3859 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
New Heritage Hills 3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711
$439,900

3 beds

|

3 baths

|

2,006 sq ft

|

House

3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
New 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
New Twin Lakes 2303 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$345,000

2 beds

|

2 baths

|

1,346 sq ft

|

Halfplex

2303 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Kings Ridge 2144 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,428 sq ft

|

House

2144 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
New Twin Lakes 5017 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$425,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

5017 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
New Solivita 967 LADERA RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$497,900

4 beds

|

3 baths

|

2,465 sq ft

|

House

967 LADERA RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
New Heritage Hills 2888 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$559,000

4 beds

|

3 baths

|

2,562 sq ft

|

House

2888 SANDY CAY ST, 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.
New Traditions at Lake Ruby 3832 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$250,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3832 TRADITIONS BLVD, WINTER HAVEN, FL, ...
Summit Greens 2197 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$345,000

3 beds

|

2 baths

|

1,703 sq ft

|

House

2197 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Kings Ridge 4124 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$367,000

2 beds

|

2 baths

|

1,802 sq ft

|

House

4124 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Lake Henry Estates 558 PINNACLE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$253,000

2 beds

|

2 baths

|

1,273 sq ft

|

House

558 PINNACLE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Traditions at Lake Ruby 2708 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$269,999

3 beds

|

2 baths

|

1,561 sq ft

|

House

2708 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Kings Ridge 3828 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$409,000

3 beds

|

2 baths

|

2,026 sq ft

|

House

3828 AVON CT, CLERMONT, FL, 34711
Community: Kings Ridge

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