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

583 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) 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
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
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
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
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
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
$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.
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 homes
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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
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
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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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
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
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 Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$369,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Gatherings of Lake Nona 7545 LAUREATE BLVD 7404, ORLANDO, FL, 32..., Orlando, FL 32827
$424,990

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7545 LAUREATE BLVD 7404, ORLANDO, FL, 32...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Gatherings of Lake Nona 7545 LAUREATE BLVD 7408, ORLANDO, FL, 32..., Orlando, FL 32827
$399,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7545 LAUREATE BLVD 7408, ORLANDO, FL, 32...
New Del Webb Oasis 15819 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$400,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15819 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
New Kings Ridge 2525 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$374,000

2 beds

|

3 baths

|

1,715 sq ft

|

House

2525 NEW CASTLE CT, CLERMONT, FL, 34711
Community: Kings Ridge
New High Vista at Ridgewood Lakes 347 ROYAL PALM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$245,000

2 beds

|

2 baths

|

1,395 sq ft

|

House

347 ROYAL PALM DR, DAVENPORT, FL, 33837
New Esplanade at Highland Ranch 1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715
$620,000

3 beds

|

3 baths

|

2,333 sq ft

|

House

1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3...
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 VillageWalk at Lake Nona 12272 REGAL LILY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$1,050,000

5 beds

|

4 baths

|

4,036 sq ft

|

House

12272 REGAL LILY LN, ORLANDO, FL, 32827
New Solivita 896 BARCELONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$333,000

2 beds

|

3 baths

|

1,935 sq ft

|

House

896 BARCELONA DR, POINCIANA, FL, 34759
Community: Solivita
New Del Webb Orlando 442 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$424,900

3 beds

|

3 baths

|

2,581 sq ft

|

House

442 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New
Cindy Certified
5332 LOGGIA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$371,374

4 beds

|

3 baths

|

2,075 sq ft

|

House

5332 LOGGIA LN, KISSIMMEE, FL, 34758
New
Cindy Certified
2775 MERCY CIR, CLERMONT, FL, 34714, Clermont, FL 34714
$548,990

4 beds

|

3 baths

|

2,175 sq ft

|

House

2775 MERCY CIR, CLERMONT, FL, 34714
New Summit Greens 2230 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$375,000

2 beds

|

2 baths

|

1,677 sq ft

|

House

2230 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New
Cindy Certified
2524 RAPOLLO DR, KISSIMMEE, FL, 34741, Kissimmee, FL 34741
$419,990

3 beds

|

2 baths

|

1,706 sq ft

|

House

2524 RAPOLLO DR, KISSIMMEE, FL, 34741
Solivita 205 BELL TOWER XING, POINCIANA, FL, 3475..., Poinciana, FL 34759
$257,500

2 beds

|

2 baths

|

1,405 sq ft

|

House

205 BELL TOWER XING, POINCIANA, FL, 3475...
Community: Solivita
Del Webb Oasis 15084 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$910,000

3 beds

|

3 baths

|

2,270 sq ft

|

House

15084 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
Cindy Certified
12523 GOLD HONEYSUCKLE ST, WINTER GARDEN..., Winter Garden, FL 34787
$834,990

4 beds

|

3 baths

|

2,552 sq ft

|

House

12523 GOLD HONEYSUCKLE ST, WINTER GARDEN...
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.
Cindy Certified
870 BALLANTYNE DR, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$320,000

4 beds

|

2 baths

|

1,822 sq ft

|

House

870 BALLANTYNE DR, LAKE WALES, FL, 33898
Solivita 779 VIA COMO ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$350,000

2 beds

|

2 baths

|

1,653 sq ft

|

House

779 VIA COMO ST, POINCIANA, FL, 34759
Community: Solivita
Solivita 364 ACADIA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$259,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 ACADIA DR, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
495 TAFT DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$299,900

3 beds

|

2 baths

|

1,405 sq ft

|

House

495 TAFT DR, DAVENPORT, FL, 33837
Palms at Serenoa 17782 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$455,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

17782 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Cindy Certified
3035 REPOSE DR, CLERMONT, FL, 34714, Clermont, FL 34714
$477,490

3 beds

|

2 baths

|

1,875 sq ft

|

House

3035 REPOSE DR, CLERMONT, FL, 34714
Cindy Certified
3277 WHOLENESS WAY, CLERMONT, FL, 34714, Clermont, FL 34714
$612,990

4 beds

|

4 baths

|

2,911 sq ft

|

House

3277 WHOLENESS WAY, CLERMONT, FL, 34714
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Cindy Certified
3156 NAMASTE DR, CLERMONT, FL, 34714, Clermont, FL 34714
$584,940

4 beds

|

2 baths

|

2,532 sq ft

|

House

3156 NAMASTE DR, CLERMONT, FL, 34714
Kings Ridge 4122 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

2,031 sq ft

|

House

4122 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Cindy Certified
3142 MINDFULLNESS DR, CLERMONT, FL, 3471..., Clermont, FL 34714
$558,990

4 beds

|

3 baths

|

2,175 sq ft

|

House

3142 MINDFULLNESS DR, CLERMONT, FL, 3471...
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.
Del Webb Sunbridge 6391 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771
$569,900

2 beds

|

2 baths

|

1,921 sq ft

|

House

6391 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
Cindy Certified
3051 REPOSE DR, CLERMONT, FL, 34714, Clermont, FL 34714
$562,490

4 beds

|

3 baths

|

2,366 sq ft

|

House

3051 REPOSE DR, CLERMONT, FL, 34714
Cindy Certified
5319 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$398,490

2 beds

|

2 baths

|

1,779 sq ft

|

House

5319 HAVEN VIEW DR, CLERMONT, FL, 34714
High Vista at Ridgewood Lakes 919 ASHTON DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,900

3 beds

|

2 baths

|

2,081 sq ft

|

House

919 ASHTON DR, DAVENPORT, FL, 33837
Cindy Certified
17932 PASSIONFLOWER CIR, CLERMONT, FL, 3..., Clermont, FL 34714
$549,900

4 beds

|

3 baths

|

2,356 sq ft

|

House

17932 PASSIONFLOWER CIR, CLERMONT, FL, 3...
Solivita 778 IRVINE RANCH RD, POINCIANA, FL, 3475..., Poinciana, FL 34759
$525,000

4 beds

|

3 baths

|

2,326 sq ft

|

House

778 IRVINE RANCH RD, POINCIANA, FL, 3475...
Community: Solivita
Heritage Hills 3650 LIMESTONE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$384,000

3 beds

|

2 baths

|

1,677 sq ft

|

House

3650 LIMESTONE ST, CLERMONT, FL, 34711
Community: Heritage Hills
Gatherings of Lake Nona 7517 LAUREATE BLVD 4303, ORLANDO, FL, 32..., Orlando, FL 32827
$324,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7517 LAUREATE BLVD 4303, ORLANDO, FL, 32...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 5013 VANTAGE CT, ST CLOUD, FL, 34772, St Cloud, FL 34772
$549,900

3 beds

|

3 baths

|

3,114 sq ft

|

House

5013 VANTAGE CT, ST CLOUD, FL, 34772
Community: Twin Lakes
Kings Ridge 4224 SNOWDON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$298,000

2 beds

|

2 baths

|

1,170 sq ft

|

House

4224 SNOWDON 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.

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