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

489 homes near Kissimmee

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4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
Four Seasons at Orlando
$300Ks - $700Ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Tohoqua Reserve
$300Ks - $400Ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
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 - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
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.
3.9 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
5 rating (2 reviews) Palms at Serenoa
$300Ks - $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 - $400Ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
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 - $900Ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Lake Henry Estates
$200Ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Gatherings of Lake Nona
$300Ks - $400Ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Vienna Square
$100Ks - $300Ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Carlsberg Estates on Lake...
$200Ks - $300Ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 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.
Enclave at VillageWalk
$1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Serenity Reserve
$500Ks - $600Ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 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
Poinsettia Heights
$100Ks - $200Ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 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
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Del Webb Orlando 503 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$323,000

2 beds

|

2 baths

|

1,468 sq ft

|

House

503 VIGO ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Henry Estates 669 WATERFORD DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$242,000

3 beds

|

2 baths

|

1,741 sq ft

|

House

669 WATERFORD DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Solivita 772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$589,900

3 beds

|

4 baths

|

2,616 sq ft

|

House

772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
Carlsberg Estates on Lake Suzanne 260 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,321 sq ft

|

House

260 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Lake Ashton 4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$579,900

4 beds

|

3 baths

|

2,937 sq ft

|

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 417 LAKE BUTLER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,900

3 beds

|

2 baths

|

2,728 sq ft

|

House

417 LAKE BUTLER DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 1305 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$283,000

2 beds

|

2 baths

|

1,365 sq ft

|

House

1305 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 487 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$329,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

487 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 159 VENTANA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$325,000

3 beds

|

2 baths

|

1,813 sq ft

|

House

159 VENTANA DR, KISSIMMEE, FL, 34759
Community: Solivita
Four Seasons at Orlando 7957 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$499,900

2 beds

|

2 baths

|

2,271 sq ft

|

House

7957 HANSON BAY PL, KISSIMMEE, FL, 34747
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 Ashton 3834 LITCHFIELD LOOP, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$599,900

2 beds

|

2 baths

|

1,792 sq ft

|

House

3834 LITCHFIELD LOOP, LAKE WALES, FL, 33...
Community: Lake Ashton
Kings Ridge 3577 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$350,900

2 beds

|

2 baths

|

1,460 sq ft

|

House

3577 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Lake Ashton 4496 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$419,900

3 beds

|

2 baths

|

2,312 sq ft

|

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Solivita 176 CAPE FLORIDA DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$399,000

2 beds

|

2 baths

|

1,800 sq ft

|

House

176 CAPE FLORIDA DR, POINCIANA, FL, 3475...
Community: Solivita
Del Webb Sunbridge 2928 VOYAGER AVE, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$429,000

3 beds

|

3 baths

|

1,854 sq ft

|

Townhouse

2928 VOYAGER AVE, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
VillageWalk at Lake Nona 12048 TALITHA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$480,000

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

12048 TALITHA LN, ORLANDO, FL, 32827
VillageWalk at Lake Nona 11794 BARLETTA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$699,987

3 beds

|

2 baths

|

1,949 sq ft

|

House

11794 BARLETTA DR, ORLANDO, FL, 32827
Solivita 501 HEARTWELL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$315,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

501 HEARTWELL DR, POINCIANA, FL, 34759
Community: Solivita
Lake Ashton 4489 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$319,000

2 beds

|

2 baths

|

1,530 sq ft

|

House

4489 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Del Webb Sunbridge 3122 VANGUARD CT, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$1,275,000

5 beds

|

4 baths

|

3,460 sq ft

|

House

3122 VANGUARD CT, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
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.
Traditions at Lake Ruby 4009 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$322,900

3 beds

|

2 baths

|

1,871 sq ft

|

House

4009 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Heritage Hills 3788 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3788 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Twin Lakes 2516 PICKETT AVE, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$519,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2516 PICKETT AVE, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Summit Greens 1063 MESA VERDE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$389,000

3 beds

|

2 baths

|

1,900 sq ft

|

House

1063 MESA VERDE CT, CLERMONT, FL, 34711
Community: Summit Greens
Solivita 507 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$310,000

2 beds

|

2 baths

|

1,302 sq ft

|

House

507 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 346 TREVISO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$669,000

3 beds

|

3 baths

|

2,871 sq ft

|

House

346 TREVISO DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 555 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$299,900

3 beds

|

2 baths

|

1,610 sq ft

|

House

555 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
Kings Ridge 4021 NEWLAND ST, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

2 beds

|

2 baths

|

2,124 sq ft

|

House

4021 NEWLAND ST, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 1309 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,366 sq ft

|

House

1309 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 243 NEW RIVER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$289,000

3 beds

|

2 baths

|

1,560 sq ft

|

House

243 NEW RIVER 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.
Solivita 2285 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$334,900

2 beds

|

2 baths

|

1,703 sq ft

|

House

2285 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Four Seasons at Orlando 1890 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$319,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1890 FLORA PASS PL, KISSIMMEE, FL, 34747
Solivita 573 DAVINCI PASS, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,340 sq ft

|

House

573 DAVINCI PASS, KISSIMMEE, FL, 34759
Community: Solivita
Twin Lakes 5043 VANTAGE CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$549,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5043 VANTAGE CT, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2419 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$295,000

2 beds

|

2 baths

|

1,261 sq ft

|

Villa

2419 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 448 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$346,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

448 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Sunbridge 6320 TRAILBLAZE BND, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$699,000

4 beds

|

3 baths

|

2,249 sq ft

|

House

6320 TRAILBLAZE BND, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Solivita 1388 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,366 sq ft

|

House

1388 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 6301 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$479,900

3 beds

|

2 baths

|

2,057 sq ft

|

House

6301 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Del Webb Sunbridge 6375 TRAILBLAZE BND, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$745,000

4 beds

|

4 baths

|

2,781 sq ft

|

House

6375 TRAILBLAZE BND, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge

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489 homes near Kissimmee
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