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

27 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
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
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
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
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
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
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
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
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
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
Carlsberg Estates on Lake...
$200ks
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
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 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
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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
New Solivita 107 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$255,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

107 VERONA DR, KISSIMMEE, FL, 34759
Community: Solivita
New Palms at Serenoa 3424 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714
$340,000

2 beds

|

2 baths

|

1,627 sq ft

|

Villa

3424 TWIN FLOWER CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Heritage Hills 2892 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$535,000

3 beds

|

3 baths

|

2,597 sq ft

|

House

2892 SANDY CAY ST, CLERMONT, FL, 34711
Community: Heritage Hills
New Heritage Hills 3547 FAIRWATERS CT A, CLERMONT, FL, 3471..., Clermont, FL 34711
$298,800

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3547 FAIRWATERS CT A, CLERMONT, FL, 3471...
Community: Heritage Hills
New Solivita 281 CRYSTAL RIVER DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$279,000

2 beds

|

2 baths

|

1,472 sq ft

|

House

281 CRYSTAL RIVER DR, KISSIMMEE, FL, 347...
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Lake Ashton 4436 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,975 sq ft

|

House

4436 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Lake Ashton 4489 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$289,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

4489 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
New VillageWalk at Lake Nona 11849 FAN TAIL LN, ORLANDO, FL, 32827, Orlando, FL 32827
$433,500

2 beds

|

2 baths

|

1,526 sq ft

|

Halfplex

11849 FAN TAIL LN, ORLANDO, FL, 32827
New Esplanade at Highland Ranch 959 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715
$450,000

2 beds

|

2 baths

|

1,788 sq ft

|

House

959 BRAEWOOD DR, CLERMONT, FL, 34715
New Solivita 439 MADERA PASS, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$215,000

2 beds

|

1 baths

|

1,085 sq ft

|

House

439 MADERA PASS, 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 Twin Lakes 2286 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$270,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2286 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
New Palms at Serenoa 3421 TWIN FLOWER, CLERMONT, FL, 34714, Clermont, FL 34714
$345,000

2 beds

|

2 baths

|

1,627 sq ft

|

Villa

3421 TWIN FLOWER, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Solivita 800 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$275,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

800 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
New Twin Lakes 2305 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$305,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2305 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
New Solivita 632 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$400,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

632 SHOREHAVEN DR, POINCIANA, FL, 34759
Community: Solivita
New Solivita 537 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$215,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

537 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Del Webb Orlando 436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,900

2 beds

|

2 baths

|

1,348 sq ft

|

House

436 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Lake Ashton 4576 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$289,900

2 beds

|

2 baths

|

1,814 sq ft

|

House

4576 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
New Twin Lakes 2493 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$340,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2493 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
New Solivita 652 VIA CORSO CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$380,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

652 VIA CORSO CT, 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 4203 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$299,900

2 beds

|

2 baths

|

1,698 sq ft

|

House

4203 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
Solivita 516 MILLIFIORA LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$260,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

516 MILLIFIORA LN, POINCIANA, FL, 34759
Community: Solivita
Solivita 844 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$665,000

3 beds

|

4 baths

|

3,088 sq ft

|

House

844 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$318,000

3 beds

|

2 baths

|

1,776 sq ft

|

House

322 HIGH VISTA DR, DAVENPORT, FL, 33837
Esplanade at Highland Ranch 1192 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715
$575,000

2 beds

|

3 baths

|

2,356 sq ft

|

House

1192 ESPERANZA RIDGE RD, CLERMONT, FL, 3...
Lake Henry Estates 679 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$249,000

2 beds

|

2 baths

|

1,691 sq ft

|

House

679 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Del Webb Orlando 516 LAGO LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

3 beds

|

2 baths

|

1,693 sq ft

|

House

516 LAGO LOOP, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Summit Greens 2936 HIGHLAND VIEW CIR, CLERMONT, FL, 34..., Clermont, FL 34711
$538,900

3 beds

|

3 baths

|

2,472 sq ft

|

House

2936 HIGHLAND VIEW CIR, CLERMONT, FL, 34...
Community: Summit Greens
Lake Henry Estates 510 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$263,900

2 beds

|

2 baths

|

1,608 sq ft

|

House

510 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Kings Ridge 3714 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$345,000

3 beds

|

2 baths

|

1,485 sq ft

|

House

3714 KINGSWOOD CT, 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.
Solivita 730 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$329,000

2 beds

|

3 baths

|

1,899 sq ft

|

House

730 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Lake Ashton 4263 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$299,900

3 beds

|

2 baths

|

1,988 sq ft

|

House

4263 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Kings Ridge 3624 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$265,000

2 beds

|

2 baths

|

1,034 sq ft

|

House

3624 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Gatherings of Lake Nona 7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3..., Orlando, FL 32827
$460,000

3 beds

|

2 baths

|

1,805 sq ft

|

Condo

7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3...
Solivita 477 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$450,000

3 beds

|

3 baths

|

2,345 sq ft

|

House

477 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Solivita 244 LARGO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$350,000

2 beds

|

2 baths

|

2,057 sq ft

|

House

244 LARGO DR, KISSIMMEE, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 125 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,999

3 beds

|

2 baths

|

1,493 sq ft

|

House

125 RIDGE VIEW DR, DAVENPORT, FL, 33837
Kings Ridge 4326 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$330,000

3 beds

|

3 baths

|

1,722 sq ft

|

House

4326 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 779 VIA COMO ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$369,900

2 beds

|

2 baths

|

1,653 sq ft

|

House

779 VIA COMO ST, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 152 GLENDALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$289,900

2 beds

|

2 baths

|

1,548 sq ft

|

House

152 GLENDALE CT, 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.

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