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Orlando-Kissimmee Area, FL 55+ active adult communities & homes for sale - Page 4

504 homes near Orlando-Kissimmee Area

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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
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 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 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 reviews) 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 reviews) 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 Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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 reviews) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 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
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 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
Lennar at Sanctuary at We...
$300ks - $500ks
Lennar at Sanctuary at We..., Clermont, FL
New Construction | 55+ age-restricted | Built 2025 - 2026 | 203 homes
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Cindy Certified
2919 SUNSTAR DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$410,000

4 beds

|

2 baths

|

1,840 sq ft

|

House

2919 SUNSTAR DR, ST CLOUD, FL, 34772
Solivita 157 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$400,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

157 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
Esplanade at Westview 5683 NEVIS TER, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$499,999

3 beds

|

3 baths

|

2,296 sq ft

|

House

5683 NEVIS TER, KISSIMMEE, FL, 34758
Solivita 513 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$255,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

513 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 801 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$299,500

3 beds

|

2 baths

|

1,754 sq ft

|

House

801 HIGH VISTA DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
1874 FLOURISH AVE, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$475,000

4 beds

|

3 baths

|

2,151 sq ft

|

House

1874 FLOURISH AVE, KISSIMMEE, FL, 34744
Esplanade at Highland Ranch 1279 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$675,000

3 beds

|

3 baths

|

2,311 sq ft

|

House

1279 ZEEK RIDGE ST, CLERMONT, FL, 34715
Solivita 3443 FALLBROOK DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$285,000

2 beds

|

2 baths

|

1,499 sq ft

|

Villa

3443 FALLBROOK DR, POINCIANA, FL, 34759
Community: Solivita
Heritage Hills 3541 BELLAND CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$255,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3541 BELLAND CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
Cindy Certified
2165 SERENITY GARDEN DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$403,490

3 beds

|

2 baths

|

1,504 sq ft

|

House

2165 SERENITY GARDEN DR, KISSIMMEE, FL, ...
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.
The Lakes at Harmony 3232 SONGBIRD CIR, ST CLOUD, FL, 34773, St Cloud, FL 34773
$409,000

3 beds

|

3 baths

|

2,355 sq ft

|

House

3232 SONGBIRD CIR, ST CLOUD, FL, 34773
Cindy Certified
2159 SERENITY GARDEN DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$421,490

4 beds

|

2 baths

|

1,665 sq ft

|

House

2159 SERENITY GARDEN DR, KISSIMMEE, FL, ...
Cindy Certified
13184 DENDY WAY, WINTER GARDEN, FL, 3478..., Winter Garden, FL 34787
$649,900

4 beds

|

3 baths

|

2,211 sq ft

|

House

13184 DENDY WAY, WINTER GARDEN, FL, 3478...
Lake Henry Estates 440 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$317,000

3 beds

|

2 baths

|

1,751 sq ft

|

House

440 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
The Lakes at Harmony 7669 FIVE OAKS DR, HARMONY, FL, 34773, Harmony, FL 34773
$385,000

3 beds

|

2 baths

|

1,550 sq ft

|

House

7669 FIVE OAKS DR, HARMONY, FL, 34773
Four Seasons at Orlando 7969 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$749,000

3 beds

|

3 baths

|

2,194 sq ft

|

House

7969 HANSON BAY PL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Palms at Serenoa 3456 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714
$369,900

2 beds

|

2 baths

|

1,627 sq ft

|

House

3456 TWIN FLOWER CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
Cindy Certified
3158 MINDFULLNESS DR, CLERMONT, FL, 3471..., Clermont, FL 34714
$591,990

4 beds

|

3 baths

|

2,692 sq ft

|

House

3158 MINDFULLNESS DR, CLERMONT, FL, 3471...
Del Webb Lakehaven 6752 SUNRISE COVE DR, CLERMONT, FL, 3471..., Clermont, FL 34714
$429,020

2 beds

|

2 baths

|

1,405 sq ft

|

House

6752 SUNRISE COVE DR, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Cindy Certified
2924 FITNESS ST, CLERMONT, FL, 34714, Clermont, FL 34714
$749,900

4 beds

|

4 baths

|

2,872 sq ft

|

House

2924 FITNESS ST, CLERMONT, FL, 34714
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
5271 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$363,490

2 beds

|

2 baths

|

1,580 sq ft

|

House

5271 HAVEN VIEW DR, CLERMONT, FL, 34714
Solivita 861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$395,000

2 beds

|

3 baths

|

2,379 sq ft

|

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Sunbridge 6100 SANDY SPRINGS CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$1,050,000

4 beds

|

4 baths

|

3,559 sq ft

|

House

6100 SANDY SPRINGS CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Palms at Serenoa 17558 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$425,000

3 beds

|

2 baths

|

1,822 sq ft

|

House

17558 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Cindy Certified
1520 CONGAREE ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$329,000

3 beds

|

2 baths

|

1,734 sq ft

|

House

1520 CONGAREE ST, DAVENPORT, FL, 33837
Cindy Certified
6939 HIGGS ALY, ORLANDO, FL, 32827, Orlando, FL 32827
$545,000

3 beds

|

2 baths

|

1,424 sq ft

|

House

6939 HIGGS ALY, ORLANDO, FL, 32827
Del Webb Oasis 13056 SANDCASTLE DR, WINTER GARDEN, FL, ..., Winter Garden, FL 34787
$699,430

2 beds

|

2 baths

|

1,889 sq ft

|

House

13056 SANDCASTLE DR, WINTER GARDEN, FL, ...
Community: Del Webb Oasis
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Westhaven at Ovation - Townes Collection 14075 LOCHEND WAY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$499,900

4 beds

|

3 baths

|

2,197 sq ft

|

Townhouse

14075 LOCHEND WAY, WINTER GARDEN, FL, 34...
Cindy Certified
4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$415,000

4 beds

|

3 baths

|

2,394 sq ft

|

House

4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
Del Webb Sunbridge 6117 CITRUS GROVE CT, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$599,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

6117 CITRUS GROVE CT, ST CLOUD, FL, 3477...
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.
Solivita 508 LAGO MATISSE ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$367,000

3 beds

|

2 baths

|

1,807 sq ft

|

House

508 LAGO MATISSE ST, KISSIMMEE, FL, 3475...
Community: Solivita
Solivita 448 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$335,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

448 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 320 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$370,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

320 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
Del Webb Sunbridge 2511 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$620,000

3 beds

|

2 baths

|

2,077 sq ft

|

House

2511 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Del Webb Sunbridge 2722 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$1,025,000

3 beds

|

4 baths

|

3,778 sq ft

|

House

2722 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Tohoqua Reserve 1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

2 beds

|

2 baths

|

1,559 sq ft

|

House

1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake Henry Estates 596 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$210,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

596 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Twin Lakes 2344 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$347,500

2 beds

|

2 baths

|

1,464 sq ft

|

House

2344 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
VillageWalk at Lake Nona 12064 NAVALE LN, ORLANDO, FL, 32827, Orlando, FL 32827
$766,770

4 beds

|

3 baths

|

2,514 sq ft

|

House

12064 NAVALE LN, ORLANDO, FL, 32827
Cindy Certified
2259 CANYON OAK DR DR, DAVENPORT, FL, 33..., Davenport, FL 33837
$275,000

3 beds

|

2 baths

|

1,420 sq ft

|

House

2259 CANYON OAK DR DR, DAVENPORT, FL, 33...
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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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 10, 2026.
This application does not include information on all of the properties available for sale at this time.

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