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Orlando-Kissimmee Area, FL 55+ active adult communities & homes for sale - Page 8

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
Heritage Hills 4056 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$389,000

3 beds

|

2 baths

|

1,857 sq ft

|

House

4056 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$445,000

3 beds

|

2 baths

|

2,066 sq ft

|

House

1598 WHITEWOOD CT, KISSIMMEE, FL, 34747
Del Webb Sunbridge 2691 RIVER CREEK LN, ST. CLOUD, FL, 3477..., St. Cloud, FL 34771
$629,999

4 beds

|

5 baths

|

2,866 sq ft

|

House

2691 RIVER CREEK LN, ST. CLOUD, FL, 3477...
Community: Del Webb Sunbridge
VillageWalk at Lake Nona 8418 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827
$479,999

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

8418 LEATHERLEAF LN, ORLANDO, FL, 32827
High Vista at Ridgewood Lakes 223 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,990

3 beds

|

2 baths

|

1,774 sq ft

|

House

223 RIDGE VIEW 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
268 JYOTI DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,000

3 beds

|

2 baths

|

1,825 sq ft

|

House

268 JYOTI DR, DAVENPORT, FL, 33837
Cindy Certified
1477 HOLLY HILL RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,999

4 beds

|

2 baths

|

2,124 sq ft

|

House

1477 HOLLY HILL RD, DAVENPORT, FL, 33837
Palms at Serenoa 17386 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$374,900

3 beds

|

2 baths

|

1,621 sq ft

|

House

17386 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Solivita 184 VENTANA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$329,900

2 beds

|

2 baths

|

1,574 sq ft

|

House

184 VENTANA DR, POINCIANA, FL, 34759
Community: Solivita
The Lakes at Harmony 3300 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$365,000

2 beds

|

2 baths

|

1,645 sq ft

|

House

3300 SAGEBRUSH ST, HARMONY, FL, 34773
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.
Twin Lakes 2764 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$610,500

3 beds

|

3 baths

|

2,208 sq ft

|

House

2764 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Cindy Certified
3047 REPOSE DR, CLERMONT, FL, 34714, Clermont, FL 34714
$451,490

2 beds

|

2 baths

|

1,779 sq ft

|

House

3047 REPOSE DR, CLERMONT, FL, 34714
Cindy Certified
851 VINEYARD RIDGE RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$499,999

4 beds

|

3 baths

|

1,974 sq ft

|

House

851 VINEYARD RIDGE RD, MINNEOLA, FL, 347...
Cindy Certified
15351 WILLOW RIDGE DR, MONTVERDE, FL, 34..., Montverde, FL 34756
$660,000

3 beds

|

4 baths

|

2,976 sq ft

|

House

15351 WILLOW RIDGE DR, MONTVERDE, FL, 34...
Cindy Certified
1578 CONTENTMENT LOOP, KISSIMMEE, FL, 34..., Kissimmee, FL 34744
$506,000

4 beds

|

3 baths

|

2,113 sq ft

|

House

1578 CONTENTMENT LOOP, KISSIMMEE, FL, 34...
Del Webb Orlando 500 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

3 beds

|

2 baths

|

2,249 sq ft

|

House

500 ARENA DR, 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
Del Webb Orlando 423 ARMADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

2 beds

|

2 baths

|

1,970 sq ft

|

House

423 ARMADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Solivita 453 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$499,900

3 beds

|

4 baths

|

2,580 sq ft

|

House

453 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Twin Lakes 5019 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$589,000

3 beds

|

3 baths

|

2,305 sq ft

|

House

5019 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
High Vista at Ridgewood Lakes 237 GOLF VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$384,900

3 beds

|

3 baths

|

2,611 sq ft

|

House

237 GOLF VISTA DR, 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.
Four Seasons at Orlando 1691 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$355,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1691 KEY BAY TRL, KISSIMMEE, FL, 34747
Cindy Certified
2519 PEACE OF MIND AVE, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$495,000

4 beds

|

3 baths

|

2,539 sq ft

|

House

2519 PEACE OF MIND AVE, KISSIMMEE, FL, 3...
Cindy Certified
573 KISTLER CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$450,000

3 beds

|

2 baths

|

2,071 sq ft

|

House

573 KISTLER CIR, CLERMONT, FL, 34715
Twin Lakes 2486 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$320,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2486 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Esplanade at McKinnon Groves 11235 CARDING MILL LN, WINTER GARDEN, FL..., Winter Garden, FL 34787
$700,669

3 beds

|

3 baths

|

2,085 sq ft

|

House

11235 CARDING MILL LN, WINTER GARDEN, FL...
Twin Lakes 4912 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$560,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

4912 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
VillageWalk at Lake Nona 11844 ASTILBE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$390,000

2 beds

|

2 baths

|

1,706 sq ft

|

Halfplex

11844 ASTILBE DR, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
13308 STODDART AVE, ORLANDO, FL, 32827, Orlando, FL 32827
$849,900

3 beds

|

3 baths

|

2,293 sq ft

|

House

13308 STODDART AVE, ORLANDO, FL, 32827
Cindy Certified
5174 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$484,000

4 beds

|

3 baths

|

1,953 sq ft

|

House

5174 BUTTONSAGE DR, ST CLOUD, FL, 34772
Heritage Hills 3569 BELLAND CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$290,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3569 BELLAND CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
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
2865 MOSSHIRE CIR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$348,000

4 beds

|

2 baths

|

1,696 sq ft

|

House

2865 MOSSHIRE CIR, ST CLOUD, FL, 34772
Summit Greens 813 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$354,900

2 beds

|

2 baths

|

2,062 sq ft

|

House

813 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Cindy Certified
7612 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$412,900

4 beds

|

2 baths

|

1,820 sq ft

|

House

7612 BENT TREE LOOP, ST CLOUD, FL, 34773
The Lakes at Harmony 3304 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$379,000

4 beds

|

2 baths

|

1,859 sq ft

|

House

3304 SAGEBRUSH ST, HARMONY, FL, 34773
Cindy Certified
7606 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$385,000

3 beds

|

2 baths

|

1,780 sq ft

|

House

7606 BENT TREE LOOP, ST CLOUD, FL, 34773
Cindy Certified
7636 BENT TREE LOOP, ST CLOUD, FL, 34771, St Cloud, FL 34771
$423,900

3 beds

|

2 baths

|

1,970 sq ft

|

House

7636 BENT TREE LOOP, ST CLOUD, FL, 34771
VillageWalk at Lake Nona 11801 FAN TAIL LN, ORLANDO, FL, 32827, Orlando, FL 32827
$429,500

2 beds

|

2 baths

|

1,526 sq ft

|

Halfplex

11801 FAN TAIL LN, ORLANDO, FL, 32827
Palms at Serenoa 3473 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$369,990

3 beds

|

2 baths

|

1,728 sq ft

|

House

3473 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Solivita 107 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$255,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

107 VERONA DR, KISSIMMEE, FL, 34759
Community: Solivita
Heritage Hills 2892 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$520,000

3 beds

|

3 baths

|

2,597 sq ft

|

House

2892 SANDY CAY ST, CLERMONT, FL, 34711
Community: Heritage Hills
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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