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Orlando-Kissimmee Area, FL 55+ active adult communities & homes for sale - Page 5

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
Four Seasons at Orlando 2016 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$675,000

3 beds

|

2 baths

|

2,202 sq ft

|

House

2016 FLORA PASS PL, KISSIMMEE, FL, 34747
Four Seasons at Orlando 1983 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$549,000

3 beds

|

2 baths

|

2,202 sq ft

|

House

1983 LIMESTONE TRL, KISSIMMEE, FL, 34747
Cindy Certified
2929 DEERBERRY LN, CLERMONT, FL, 34714, Clermont, FL 34714
$419,000

3 beds

|

2 baths

|

1,636 sq ft

|

House

2929 DEERBERRY LN, CLERMONT, FL, 34714
High Vista at Ridgewood Lakes 140 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$335,000

2 beds

|

2 baths

|

1,774 sq ft

|

House

140 MOSS LN, DAVENPORT, FL, 33837
Twin Lakes 5006 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$392,900

3 beds

|

2 baths

|

1,456 sq ft

|

House

5006 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Esplanade at Westview 4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$314,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Esplanade at Westview 4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$314,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Heritage Hills 3547 FAIRWATERS CT F, CLERMONT, FL, 3471..., Clermont, FL 34711
$266,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3547 FAIRWATERS CT F, CLERMONT, FL, 3471...
Community: Heritage Hills
Summit Greens 2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$440,000

3 beds

|

2 baths

|

1,961 sq ft

|

House

2390 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Cindy Certified
1656 HAMLIN RIDGE RD, MINNEOLA, FL, 3471..., Minneola, FL 34715
$589,000

4 beds

|

2 baths

|

2,103 sq ft

|

House

1656 HAMLIN RIDGE RD, MINNEOLA, FL, 3471...
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 542 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$305,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

542 PORTOFINO DR, POINCIANA, FL, 34759
Community: Solivita
Four Seasons at Orlando 7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$695,000

3 beds

|

3 baths

|

2,754 sq ft

|

House

7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
Four Seasons at Orlando 1987 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,500

2 beds

|

2 baths

|

1,437 sq ft

|

House

1987 KEY BAY TRL, KISSIMMEE, FL, 34747
Del Webb Oasis 13360 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$595,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

13360 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Four Seasons at Orlando 2042 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$355,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

2042 KEY BAY TRL, KISSIMMEE, FL, 34747
Four Seasons at Orlando 1908 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,900

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1908 FLORA PASS PL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Solivita 1090 HARBOR RIDGE DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$324,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

1090 HARBOR RIDGE DR, POINCIANA, FL, 347...
Community: Solivita
Four Seasons at Orlando 2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$419,999

2 beds

|

2 baths

|

1,778 sq ft

|

House

2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
Heritage Hills 3505 BELLAND CIR F, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

1,503 sq ft

|

Townhouse

3505 BELLAND CIR F, CLERMONT, FL, 34711
Community: Heritage Hills
Twin Lakes 2541 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$298,500

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2541 YELLOW BRICK RD, ST CLOUD, FL, 3477...
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.
High Vista at Ridgewood Lakes 238 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

2 beds

|

2 baths

|

1,877 sq ft

|

House

238 FLEMING LN, DAVENPORT, FL, 33837
Gatherings of Lake Nona 7545 LAUREATE BLVD 7301, ORLANDO, FL, 32..., Orlando, FL 32827
$395,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7545 LAUREATE BLVD 7301, ORLANDO, FL, 32...
Gatherings of Lake Nona 7545 LAUREATE BLVD 7208, ORLANDO, FL, 32..., Orlando, FL 32827
$389,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7545 LAUREATE BLVD 7208, ORLANDO, FL, 32...
Cindy Certified
3273 WHOLENESS WAY, CLERMONT, FL, 34714, Clermont, FL 34714
$551,990

4 beds

|

3 baths

|

2,199 sq ft

|

House

3273 WHOLENESS WAY, CLERMONT, FL, 34714
Solivita 1389 LAMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$359,900

3 beds

|

2 baths

|

1,727 sq ft

|

House

1389 LAMBARDI CT, POINCIANA, FL, 34759
Community: Solivita
Solivita 284 VESTRELLA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$230,000

2 beds

|

2 baths

|

1,102 sq ft

|

House

284 VESTRELLA DR, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
5567 MORANT BAY PATH, KISSIMMEE, FL, 347..., Kissimmee, FL 34758
$308,290

4 beds

|

2 baths

|

1,600 sq ft

|

House

5567 MORANT BAY PATH, KISSIMMEE, FL, 347...
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
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...
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
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
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.
VillageWalk at Lake Nona 11962 GENNARO LN, ORLANDO, FL, 32827, Orlando, FL 32827
$639,000

3 beds

|

2 baths

|

2,005 sq ft

|

House

11962 GENNARO LN, ORLANDO, FL, 32827
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
Twin Lakes 2374 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$304,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2374 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
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
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
Cindy Certified
17307 BAL HARBOUR DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$624,900

3 beds

|

2 baths

|

2,123 sq ft

|

House

17307 BAL HARBOUR DR, WINTER GARDEN, FL,...
Esplanade at McKinnon Groves 11234 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$415,000

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11234 SILVER TRUMPET LOOP, WINTER GARDEN...
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...
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
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...
Heritage Hills 3615 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$249,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3615 SOLANA CIR B, 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: Oct 10, 2026.
This application does not include information on all of the properties available for sale at this time.

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