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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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
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
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 (1 reviews) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
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.
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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
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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 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
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
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Esplanade at Highland Ranch 2612 FRAZEEK CT, CLERMONT, FL, 34715, Clermont, FL 34715
$450,000

3 beds

|

3 baths

|

1,827 sq ft

|

House

2612 FRAZEEK CT, CLERMONT, FL, 34715
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...
New Gatherings of Lake Nona 7505 LAUREATE BLVD 2407, ORLANDO, FL, 32..., Orlando, FL 32827
$550,000

3 beds

|

2 baths

|

1,799 sq ft

|

Condo

7505 LAUREATE BLVD 2407, ORLANDO, FL, 32...
New Solivita 105 CUPOLA LOOP, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,000

2 beds

|

2 baths

|

2,066 sq ft

|

House

105 CUPOLA LOOP, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Gatherings of Lake Nona 7557 LAUREATE BLVD 6401, ORLANDO, FL, 32..., Orlando, FL 32827
$369,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7557 LAUREATE BLVD 6401, ORLANDO, FL, 32...
New Heritage Hills 3201 SONESTA CT A, CLERMONT, FL, 34711, Clermont, FL 34711
$279,900

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3201 SONESTA CT A, CLERMONT, FL, 34711
Community: Heritage Hills
New Solivita 463 MONTEREY ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$349,000

2 beds

|

2 baths

|

1,667 sq ft

|

House

463 MONTEREY ST, POINCIANA, FL, 34759
Community: Solivita
New Solivita 3491 FALLBROOK DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$261,000

2 beds

|

2 baths

|

1,353 sq ft

|

Villa

3491 FALLBROOK DR, POINCIANA, FL, 34759
Community: Solivita
New Solivita 1055 HARBOR RIDGE DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$314,000

3 beds

|

2 baths

|

1,590 sq ft

|

House

1055 HARBOR RIDGE DR, POINCIANA, FL, 347...
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 Solivita 867 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$275,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

867 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
New Solivita 777 GLENDORA RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$398,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

777 GLENDORA RD, POINCIANA, FL, 34759
Community: Solivita
New Esplanade at Highland Ranch 908 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715
$633,000

3 beds

|

3 baths

|

2,396 sq ft

|

House

908 BRAEWOOD DR, CLERMONT, FL, 34715
New Esplanade at Highland Ranch 2666 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$535,000

2 beds

|

2 baths

|

2,172 sq ft

|

House

2666 STARGRASS CIR, CLERMONT, FL, 34715
New Del Webb Orlando 478 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

3 beds

|

2 baths

|

2,030 sq ft

|

House

478 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Solivita 662 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$515,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

662 SHOREHAVEN 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 Esplanade at Westview 4476 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$334,990

2 beds

|

2 baths

|

1,713 sq ft

|

House

4476 OCHOS RIOS PL, KISSIMMEE, FL, 34758
New Lake Ashton 4231 COCONUT DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$579,900

3 beds

|

3 baths

|

2,338 sq ft

|

House

4231 COCONUT DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Esplanade at Westview 4493 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$328,990

2 beds

|

2 baths

|

1,553 sq ft

|

House

4493 OCHOS RIOS PL, KISSIMMEE, FL, 34758
New VillageWalk at Lake Nona 11951 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$465,000

3 beds

|

2 baths

|

1,554 sq ft

|

Halfplex

11951 FIORE DR, 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 Esplanade at Westview 4464 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$341,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4464 OCHOS RIOS PL, KISSIMMEE, FL, 34758
New Del Webb Orlando 116 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$283,900

3 beds

|

2 baths

|

1,318 sq ft

|

House

116 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Lake Ashton 4315 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$459,000

3 beds

|

2 baths

|

2,229 sq ft

|

House

4315 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
New Four Seasons at Orlando 7789 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$549,000

3 beds

|

3 baths

|

2,360 sq ft

|

House

7789 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
New Heritage Hills 3530 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$269,899

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3530 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
New Four Seasons at Orlando 1896 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$420,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1896 FLORA PASS PL, KISSIMMEE, FL, 34747
New Solivita 163 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$474,000

4 beds

|

3 baths

|

2,200 sq ft

|

House

163 OLYMPUS WAY, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Solivita 970 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$634,900

4 beds

|

5 baths

|

2,917 sq ft

|

House

970 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
New Vienna Square 1307 INNSBRUCK CT, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$198,900

2 beds

|

2 baths

|

1,316 sq ft

|

Villa

1307 INNSBRUCK CT, WINTER HAVEN, FL, 338...
Community: Vienna Square
Twin Lakes 2699 MIDSWEET AVE, ST CLOUD, FL, 34772, St Cloud, FL 34772
$569,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2699 MIDSWEET AVE, ST CLOUD, FL, 34772
Community: Twin Lakes
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 452 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$349,900

2 beds

|

2 baths

|

1,834 sq ft

|

House

452 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Esplanade at Westview 5676 NEVIS TER, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$540,000

3 beds

|

3 baths

|

2,296 sq ft

|

House

5676 NEVIS TER, KISSIMMEE, FL, 34758
VillageWalk at Lake Nona 12004 KAJETAN LN, ORLANDO, FL, 32827, Orlando, FL 32827
$475,000

2 beds

|

2 baths

|

1,680 sq ft

|

Halfplex

12004 KAJETAN LN, ORLANDO, FL, 32827
Esplanade at Westview 4364 CURACAO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$770,000

3 beds

|

3 baths

|

3,004 sq ft

|

House

4364 CURACAO PL, KISSIMMEE, FL, 34758
Four Seasons at Orlando 1667 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$345,000

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1667 KEY BAY TRL, KISSIMMEE, FL, 34747
Heritage Hills 3801 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$379,900

3 beds

|

2 baths

|

1,672 sq ft

|

House

3801 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$274,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Lake Ashton 1102 ASHTON PALMS DR, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$225,000

2 beds

|

2 baths

|

1,196 sq ft

|

Condo

1102 ASHTON PALMS DR, LAKE WALES, FL, 33...
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Kings Ridge 4075 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,782 sq ft

|

House

4075 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Lake Ashton 4168 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,756 sq ft

|

House

4168 ABERDEEN LN, LAKE WALES, FL, 33859
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.

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