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

23 communities 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
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
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
New 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
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
Del Webb Sunbridge 2743 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$648,500

3 beds

|

3 baths

|

2,321 sq ft

|

House

2743 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
New
Cindy Certified
5567 MORANT BAY PATH, KISSIMMEE, FL, 347..., Kissimmee, FL 34758
$310,790

4 beds

|

2 baths

|

1,600 sq ft

|

House

5567 MORANT BAY PATH, KISSIMMEE, FL, 347...
New
Cindy Certified
5517 SAPOTE CT, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$306,420

3 beds

|

2 baths

|

1,424 sq ft

|

House

5517 SAPOTE CT, KISSIMMEE, FL, 34758
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
New Tohoqua Reserve 2735 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$330,000

2 beds

|

2 baths

|

1,559 sq ft

|

Halfplex

2735 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New
Cindy Certified
2637 PEACE OF MIND AVE, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$480,000

3 beds

|

2 baths

|

2,082 sq ft

|

House

2637 PEACE OF MIND AVE, KISSIMMEE, FL, 3...
New Solivita 133 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$269,900

2 beds

|

2 baths

|

1,507 sq ft

|

House

133 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
New Del Webb Oasis 13355 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$899,000

3 beds

|

3 baths

|

2,710 sq ft

|

House

13355 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
New VillageWalk at Lake Nona 11962 GENNARO LN, ORLANDO, FL, 32827, Orlando, FL 32827
$659,000

3 beds

|

2 baths

|

2,005 sq ft

|

House

11962 GENNARO LN, ORLANDO, FL, 32827
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 Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New
Cindy Certified
306 CLEARWATER LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$279,990

3 beds

|

2 baths

|

1,500 sq ft

|

House

306 CLEARWATER LN, POINCIANA, FL, 34759
New Del Webb Orlando 1012 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,988

2 beds

|

2 baths

|

1,295 sq ft

|

House

1012 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Del Webb Oasis 15873 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$419,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15873 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
New Twin Lakes 2374 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$308,999

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2374 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
New
Cindy Certified
5407 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$272,990

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5407 WHISPERING GARDEN WAY, CLERMONT, FL...
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
New
Cindy Certified
5391 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$262,990

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5391 WHISPERING GARDEN WAY, CLERMONT, FL...
New
Cindy Certified
5327 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$399,490

2 beds

|

2 baths

|

1,779 sq ft

|

House

5327 HAVEN VIEW DR, CLERMONT, FL, 34714
New
Cindy Certified
1847 BUCKEYE RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$329,990

3 beds

|

2 baths

|

1,725 sq ft

|

House

1847 BUCKEYE RD, DAVENPORT, FL, 33837
New
Cindy Certified
120 PANDA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$340,000

4 beds

|

2 baths

|

1,851 sq ft

|

House

120 PANDA WAY, 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.
New Del Webb Sunbridge 2960 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$344,620

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2960 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
New
Cindy Certified
17307 BAL HARBOUR DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$660,000

3 beds

|

2 baths

|

2,123 sq ft

|

House

17307 BAL HARBOUR DR, WINTER GARDEN, FL,...
New Esplanade at McKinnon Groves 11234 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$436,739

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11234 SILVER TRUMPET LOOP, WINTER GARDEN...
New Esplanade at McKinnon Groves 11199 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$447,118

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11199 SILVER TRUMPET LOOP, WINTER GARDEN...
New Esplanade at McKinnon Groves 11202 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$437,993

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11202 SILVER TRUMPET LOOP, WINTER GARDEN...
New VillageWalk at Lake Nona 11972 KAJETAN LN, ORLANDO, FL, 32827, Orlando, FL 32827
$410,000

2 beds

|

2 baths

|

1,526 sq ft

|

Halfplex

11972 KAJETAN LN, ORLANDO, FL, 32827
New
Cindy Certified
4590 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$392,780

4 beds

|

3 baths

|

2,175 sq ft

|

House

4590 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
New
Cindy Certified
5009 LOGGIA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$319,790

4 beds

|

2 baths

|

1,600 sq ft

|

House

5009 LOGGIA LN, KISSIMMEE, FL, 34758
New Heritage Hills 3615 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$257,250

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3615 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
New Del Webb Sunbridge 2744 NATURE VIEW RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$924,900

3 beds

|

5 baths

|

2,866 sq ft

|

House

2744 NATURE VIEW RD, ST CLOUD, FL, 34771
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.
New Palms at Serenoa 3415 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$399,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

3415 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Heritage Hills 2823 MAYPORT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

3 baths

|

2,573 sq ft

|

House

2823 MAYPORT ST, CLERMONT, FL, 34711
Community: Heritage Hills
New Tohoqua Reserve 2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$310,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Del Webb Oasis 15000 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$899,000

3 beds

|

4 baths

|

2,861 sq ft

|

House

15000 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
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
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...
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...
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
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
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
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.



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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 29, 2026.
This application does not include information on all of the properties available for sale at this time.

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