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Orlando-Kissimmee Area, FL 55+ active adult communities & homes for sale - Page 3

468 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
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
3.9 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 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
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
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
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
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
Twin Lakes 2709 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$579,900

4 beds

|

4 baths

|

2,870 sq ft

|

House

2709 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Cindy Certified
518 CADIZ LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837
$355,000

4 beds

|

4 baths

|

2,060 sq ft

|

House

518 CADIZ LOOP, DAVENPORT, FL, 33837
Twin Lakes 2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$529,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
Community: Twin Lakes
Esplanade at Highland Ranch 1355 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$559,900

3 beds

|

4 baths

|

2,078 sq ft

|

House

1355 ZEEK RIDGE ST, CLERMONT, FL, 34715
Del Webb Sunbridge 2499 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$455,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

2499 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Heritage Hills 3831 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$479,899

4 beds

|

3 baths

|

2,293 sq ft

|

House

3831 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Cindy Certified
6935 HIGGS ALY, ORLANDO, FL, 32827, Orlando, FL 32827
$619,900

3 beds

|

2 baths

|

1,589 sq ft

|

House

6935 HIGGS ALY, ORLANDO, FL, 32827
Solivita 600 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$539,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

600 VOLTERRA BLVD, POINCIANA, FL, 34759
Community: Solivita
Del Webb Oasis 15031 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$949,000

3 beds

|

4 baths

|

2,808 sq ft

|

House

15031 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
Twin Lakes 2757 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$460,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2757 SOUTHLAND ST, 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.
The Lakes at Harmony 3331 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$375,000

4 beds

|

2 baths

|

1,859 sq ft

|

House

3331 SAGEBRUSH ST, HARMONY, FL, 34773
Cindy Certified
5772 MEADS BAY POND RD, KISSIMMEE, FL, 3..., Kissimmee, FL 34758
$395,279

3 beds

|

2 baths

|

2,055 sq ft

|

House

5772 MEADS BAY POND RD, KISSIMMEE, FL, 3...
Twin Lakes 2810 WINDSONG LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$489,900

3 beds

|

2 baths

|

1,582 sq ft

|

House

2810 WINDSONG LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Cindy Certified
12940 HARVEST RAIN AVE, WINTER GARDEN, F..., Winter Garden, FL 34787
$812,285

4 beds

|

5 baths

|

2,837 sq ft

|

House

12940 HARVEST RAIN AVE, WINTER GARDEN, F...
Solivita 501 MONTAGE LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$595,000

3 beds

|

3 baths

|

2,941 sq ft

|

House

501 MONTAGE LN, POINCIANA, FL, 34759
Community: Solivita
Del Webb Sunbridge 2691 RIVER CREEK LN, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$629,999

4 beds

|

5 baths

|

2,866 sq ft

|

House

2691 RIVER CREEK LN, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
2896 WILD OLIVE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$415,000

4 beds

|

3 baths

|

1,988 sq ft

|

House

2896 WILD OLIVE DR, ST CLOUD, FL, 34772
Cindy Certified
237 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

3 beds

|

2 baths

|

1,770 sq ft

|

House

237 NOVA DR, DAVENPORT, FL, 33837
Cindy Certified
2880 WILD OLIVE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$395,000

3 beds

|

2 baths

|

1,695 sq ft

|

House

2880 WILD OLIVE DR, ST CLOUD, FL, 34772
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$374,900

2 beds

|

2 baths

|

2,101 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, 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.
Del Webb Orlando 100 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

1,936 sq ft

|

House

100 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Westhaven at Ovation - Townes Collection 12776 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$660,000

4 beds

|

4 baths

|

2,593 sq ft

|

Townhouse

12776 SUNSET WALK DR, WINTER GARDEN, FL,...
Solivita 1369 LOMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$314,000

2 beds

|

2 baths

|

1,653 sq ft

|

House

1369 LOMBARDI CT, POINCIANA, FL, 34759
Community: Solivita
Westhaven at Ovation - Townes Collection 12800 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$605,000

3 beds

|

4 baths

|

2,363 sq ft

|

Townhouse

12800 SUNSET WALK DR, WINTER GARDEN, FL,...
Cindy Certified
3041 TOBAGO DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$308,999

3 beds

|

2 baths

|

1,669 sq ft

|

House

3041 TOBAGO DR, HAINES CITY, FL, 33844
Twin Lakes 2315 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,351 sq ft

|

House

2315 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$879,000

4 beds

|

4 baths

|

2,854 sq ft

|

House

2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
5119 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$509,956

4 beds

|

2 baths

|

1,893 sq ft

|

House

5119 BUTTONSAGE DR, ST CLOUD, FL, 34772
Cindy Certified
2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$411,000

3 beds

|

2 baths

|

2,068 sq ft

|

House

2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744
Cindy Certified
2844 ARMSTRONG AVE, CLERMONT, FL, 34714, Clermont, FL 34714
$589,760

3 beds

|

2 baths

|

2,214 sq ft

|

House

2844 ARMSTRONG AVE, 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
5123 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$540,132

4 beds

|

3 baths

|

2,174 sq ft

|

House

5123 BUTTONSAGE DR, ST CLOUD, FL, 34772
Cindy Certified
5127 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$504,013

3 beds

|

2 baths

|

1,742 sq ft

|

House

5127 BUTTONSAGE DR, ST CLOUD, FL, 34772
Heritage Hills 3641 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$277,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3641 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Palms at Serenoa 17762 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$459,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

17762 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Twin Lakes 2495 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2495 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Lake Henry Estates 472 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$240,000

2 beds

|

2 baths

|

1,117 sq ft

|

House

472 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,500

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
6430 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$484,990

3 beds

|

2 baths

|

1,608 sq ft

|

House

6430 ROVER WAY, ST CLOUD, FL, 34771
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
2562 WINTER SKY ST, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$519,060

4 beds

|

3 baths

|

2,397 sq ft

|

House

2562 WINTER SKY ST, KISSIMMEE, FL, 34744
Cindy Certified
1055 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

4 beds

|

3 baths

|

2,248 sq ft

|

House

1055 SUGARWOOD ST, DAVENPORT, FL, 33837
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: Aug 25, 2026.
This application does not include information on all of the properties available for sale at this time.

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