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

24 communities near Orlando-Kissimmee Area

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4.5 rating (19 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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 (1 review) 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 Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
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 (1 review) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 review) Del Webb Oasis
$400ks - $700ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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.
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
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 review) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 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 Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
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
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.
Four Seasons at Crossprai...
$300ks - $400ks
Four Seasons at Crossprai..., St. Cloud, FL
New Construction | 55+ age-restricted | Built 2026 - present | 600 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
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, FL, 34759
Community: Solivita
New Heritage Hills 3561 BELLAND CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$267,899

2 beds

|

2 baths

|

1,400 sq ft

|

House

3561 BELLAND CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
New Twin Lakes 2721 REDBLUSH TER, ST CLOUD, FL, 34772, St Cloud, FL 34772
$434,900

2 beds

|

2 baths

|

1,624 sq ft

|

House

2721 REDBLUSH TER, ST CLOUD, FL, 34772
Community: Twin Lakes
New Esplanade at McKinnon Groves 17778 SEDONA ST, WINTER GARDEN, FL, 3478..., Winter Garden, FL 34787
$814,139

3 beds

|

4 baths

|

2,903 sq ft

|

House

17778 SEDONA ST, WINTER GARDEN, FL, 3478...
New Heritage Hills 3525 BELLAND CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$355,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3525 BELLAND CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
New
Cindy Certified
1948 SOUTHBURY DR, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$394,990

4 beds

|

2 baths

|

1,720 sq ft

|

House

1948 SOUTHBURY DR, KISSIMMEE, FL, 34744
New
Cindy Certified
1944 SOUTHBURY DR, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$397,990

4 beds

|

2 baths

|

1,720 sq ft

|

House

1944 SOUTHBURY DR, KISSIMMEE, FL, 34744
New Heritage Hills 3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

3 beds

|

3 baths

|

2,032 sq ft

|

House

3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
New Solivita 504 BELLINI WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$225,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

504 BELLINI WAY, KISSIMMEE, FL, 34759
Community: Solivita
New
Cindy Certified
2968 SCARLETT DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$384,990

4 beds

|

2 baths

|

1,699 sq ft

|

House

2968 SCARLETT DR, ST CLOUD, FL, 34772
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 521 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$252,900

2 beds

|

2 baths

|

1,258 sq ft

|

House

521 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
New
Cindy Certified
5307 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$481,990

4 beds

|

3 baths

|

2,366 sq ft

|

House

5307 HAVEN VIEW DR, CLERMONT, FL, 34714
New Solivita 429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$444,900

2 beds

|

3 baths

|

2,345 sq ft

|

House

429 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
New Solivita 260 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$205,000

2 beds

|

2 baths

|

1,392 sq ft

|

House

260 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
New Esplanade at Highland Ranch 2567 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$675,000

3 beds

|

3 baths

|

2,266 sq ft

|

House

2567 STARGRASS CIR, CLERMONT, FL, 34715
New Del Webb Orlando 117 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$575,000

3 beds

|

2 baths

|

2,175 sq ft

|

House

117 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
New VillageWalk at Lake Nona 12004 ULETA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$1,100,000

4 beds

|

4 baths

|

4,114 sq ft

|

House

12004 ULETA LN, ORLANDO, FL, 32827
New Palms at Serenoa 17577 SUMMERSWEET WAY, CLERMONT, FL, 347..., Clermont, FL 34714
$349,900

2 beds

|

2 baths

|

1,627 sq ft

|

Villa

17577 SUMMERSWEET WAY, CLERMONT, FL, 347...
Community: Palms at Serenoa
Solivita 208 BLUE SPRING ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$225,000

2 beds

|

2 baths

|

1,171 sq ft

|

Halfplex

208 BLUE SPRING ST, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
2870 SONATA CT, ST CLOUD, FL, 34772, St Cloud, FL 34772
$355,000

3 beds

|

2 baths

|

1,515 sq ft

|

House

2870 SONATA CT, ST CLOUD, FL, 34772
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.
Tohoqua Reserve 2711 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

3 beds

|

2 baths

|

1,579 sq ft

|

Villa

2711 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Lakes at Harmony 3116 OXBOW CT, ST CLOUD, FL, 34773, St Cloud, FL 34773
$390,000

3 beds

|

2 baths

|

1,924 sq ft

|

House

3116 OXBOW CT, ST CLOUD, FL, 34773
Del Webb Orlando 542 CORTEZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

3 beds

|

2 baths

|

1,928 sq ft

|

House

542 CORTEZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
17863 PASSIONFLOWER CIR, CLERMONT, FL, 3..., Clermont, FL 34714
$549,990

4 beds

|

3 baths

|

2,356 sq ft

|

House

17863 PASSIONFLOWER CIR, CLERMONT, FL, 3...
Cindy Certified
5533 ISLA SAONA DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$341,467

4 beds

|

2 baths

|

1,813 sq ft

|

House

5533 ISLA SAONA DR, KISSIMMEE, FL, 34758
Cindy Certified
5515 ISLA SAONA DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$345,214

4 beds

|

2 baths

|

1,813 sq ft

|

House

5515 ISLA SAONA DR, KISSIMMEE, FL, 34758
Solivita 265 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$373,000

2 beds

|

2 baths

|

2,101 sq ft

|

House

265 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
735 JEFFERSON ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,990

4 beds

|

2 baths

|

1,767 sq ft

|

House

735 JEFFERSON ST, DAVENPORT, FL, 33837
Del Webb Sunbridge 2338 LILY BLOOM RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$445,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

2338 LILY BLOOM RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Del Webb Oasis 13846 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$699,000

2 beds

|

3 baths

|

2,108 sq ft

|

House

13846 FRESH IVY ST, WINTER GARDEN, FL, 3...
Community: Del Webb Oasis
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
5685 SEAGRAPE LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$355,069

3 beds

|

3 baths

|

1,790 sq ft

|

House

5685 SEAGRAPE LN, KISSIMMEE, FL, 34758
VillageWalk at Lake Nona 11824 PADUA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$575,000

3 beds

|

2 baths

|

1,929 sq ft

|

House

11824 PADUA LN, ORLANDO, FL, 32827
Cindy Certified
2853 WILLOWSEED LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$570,000

4 beds

|

3 baths

|

2,272 sq ft

|

House

2853 WILLOWSEED LN, ST CLOUD, FL, 34772
Cindy Certified
242 ABBOTSBURY DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$375,000

3 beds

|

3 baths

|

1,622 sq ft

|

House

242 ABBOTSBURY DR, KISSIMMEE, FL, 34758
Tohoqua Reserve 2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$412,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Cindy Certified
2342 BRANCHED OAK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$656,690

4 beds

|

3 baths

|

2,336 sq ft

|

House

2342 BRANCHED OAK RD, ST CLOUD, FL, 3477...
Del Webb Oasis 13055 SANDCASTLE DR, WINTER GARDEN, FL, ..., Winter Garden, FL 34787
$874,990

3 beds

|

4 baths

|

2,808 sq ft

|

House

13055 SANDCASTLE DR, WINTER GARDEN, FL, ...
Community: Del Webb Oasis
Cindy Certified
5755 MEADS BAY POND RD, KISSIMMEE, FL, 3..., Kissimmee, FL 34758
$387,530

4 beds

|

3 baths

|

2,175 sq ft

|

House

5755 MEADS BAY POND RD, KISSIMMEE, FL, 3...
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
5704 PORTICO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$312,290

4 beds

|

2 baths

|

1,600 sq ft

|

House

5704 PORTICO PL, KISSIMMEE, FL, 34758
Four Seasons at Orlando 1999 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$378,000

2 beds

|

2 baths

|

1,583 sq ft

|

House

1999 KEY BAY TRL, 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.



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REIN updates its listings on a daily basis. Data last updated: Nov 07, 2026.
This application does not include information on all of the properties available for sale at this time.

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