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

27 communities near Kissimmee

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4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
Four Seasons at Orlando
$200Ks - $700Ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Tohoqua Reserve
$300Ks - $400Ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 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.
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
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 (2 reviews) Palms at Serenoa
$300Ks - $400Ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
3.8 rating (5 reviews) Traditions at Lake Ruby
$200Ks - $400Ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
5 rating (1 reviews) Del Webb Oasis
$400Ks - $900Ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Lake Henry Estates
$200Ks
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.
Gatherings of Lake Nona
$300Ks - $400Ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Vienna Square
$200Ks - $300Ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Carlsberg Estates on Lake...
$200Ks - $300Ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Enclave at VillageWalk
$1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
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Questions? Call us: (689) 215-8956
Serenity Reserve
$500Ks - $600Ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Spring Lake Towers
$100Ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
The Wellington
$100Ks - $200Ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Poinsettia Heights
$100Ks - $200Ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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.
Oakview
$100Ks - $200Ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
New VillageWalk at Lake Nona 12287 REGAL LILY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$719,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

12287 REGAL LILY LN, ORLANDO, FL, 32827
Palms at Serenoa 17581 SUMMERSWEET WAY, CLERMONT, FL, 347..., Clermont, FL 34714
$319,999

2 beds

|

2 baths

|

1,627 sq ft

|

Villa

17581 SUMMERSWEET WAY, CLERMONT, FL, 347...
Community: Palms at Serenoa
Del Webb Orlando 210 TOMELLOSO WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$415,000

3 beds

|

3 baths

|

2,004 sq ft

|

House

210 TOMELLOSO WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

224 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$300,000

2 beds

|

2 baths

|

1,530 sq ft

|

House

4063 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$385,000

3 beds

|

2 baths

|

2,113 sq ft

|

House

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Summit Greens 793 HAWKS BLF, CLERMONT, FL, 34711, Clermont, FL 34711
$480,000

2 beds

|

3 baths

|

2,209 sq ft

|

House

793 HAWKS BLF, CLERMONT, FL, 34711
Community: Summit Greens
Del Webb Orlando 372 TOLDEDO RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$390,000

2 beds

|

2 baths

|

1,836 sq ft

|

House

372 TOLDEDO RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Lake Ashton 4072 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$355,000

3 beds

|

2 baths

|

1,820 sq ft

|

House

4072 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
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 Twin Lakes 2454 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$680,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2454 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New High Vista at Ridgewood Lakes 46 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

46 HIGH VISTA DR, DAVENPORT, FL, 33837
New Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$490,000

3 beds

|

2 baths

|

2,066 sq ft

|

House

1598 WHITEWOOD CT, KISSIMMEE, FL, 34747
High Vista at Ridgewood Lakes 247 TRAVIS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,900

2 beds

|

2 baths

|

1,596 sq ft

|

House

247 TRAVIS LN, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
High Vista at Ridgewood Lakes 205 CUNNINGHAM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,502 sq ft

|

House

205 CUNNINGHAM DR, DAVENPORT, FL, 33837
High Vista at Ridgewood Lakes 642 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,000

3 beds

|

2 baths

|

1,781 sq ft

|

House

642 VISTA OAKS WAY, DAVENPORT, FL, 33837
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
High Vista at Ridgewood Lakes 100 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,051 sq ft

|

House

100 MOSS LN, DAVENPORT, FL, 33837
High Vista at Ridgewood Lakes 106 MOSSY OAK DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$360,000

3 beds

|

2 baths

|

1,797 sq ft

|

House

106 MOSSY OAK 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.
High Vista at Ridgewood Lakes 116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

116 FLEMING LN, DAVENPORT, FL, 33837
High Vista at Ridgewood Lakes 537 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

537 RIDGE VIEW DR, DAVENPORT, FL, 33837
Kings Ridge 4012 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$309,900

2 beds

|

2 baths

|

1,679 sq ft

|

House

4012 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Traditions at Lake Ruby 4016 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$421,900

4 beds

|

3 baths

|

1,927 sq ft

|

House

4016 CARTERET DR, WINTER HAVEN, FL, 3388...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Gatherings of Lake Nona 7545 LAUREATE BLVD UNIT 7203, ORLANDO, F..., Orlando, FL 32827
$451,265

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7545 LAUREATE BLVD UNIT 7203, ORLANDO, F...
Twin Lakes 2600 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$659,000

3 beds

|

3 baths

|

2,935 sq ft

|

House

2600 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Lake Ashton 5357 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$484,000

3 beds

|

2 baths

|

2,363 sq ft

|

House

5357 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Summit Greens 1063 MESA VERDE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$389,000

3 beds

|

2 baths

|

1,900 sq ft

|

House

1063 MESA VERDE CT, CLERMONT, FL, 34711
Community: Summit Greens
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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.
Summit Greens 1107 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711
$400,000

2 beds

|

2 baths

|

1,881 sq ft

|

House

1107 EVEREST ST, CLERMONT, FL, 34711
Community: Summit Greens
New Lake Ashton 4156 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$350,000

2 beds

|

2 baths

|

1,326 sq ft

|

House

4156 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Four Seasons at Orlando 7916 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$575,000

3 beds

|

3 baths

|

2,470 sq ft

|

House

7916 HANSON BAY PL, KISSIMMEE, FL, 34747
Tohoqua Reserve 1901 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$340,000

2 beds

|

2 baths

|

1,559 sq ft

|

House

1901 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Solivita 2472 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$299,900

2 beds

|

2 baths

|

1,539 sq ft

|

Villa

2472 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Heritage Hills 3512 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$259,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3512 BELLAND CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Lake Ashton 4433 VENTANA LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$479,900

3 beds

|

2 baths

|

2,512 sq ft

|

House

4433 VENTANA LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Gatherings of Lake Nona 7557 LAUREATE BLVD UNIT 6301, ORLANDO, F..., Orlando, FL 32827
$355,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7557 LAUREATE BLVD UNIT 6301, ORLANDO, F...
Gatherings of Lake Nona 7545 LAUREATE BLVD UNIT 7202, ORLANDO, F..., Orlando, FL 32827
$484,160

3 beds

|

2 baths

|

1,805 sq ft

|

Condo

7545 LAUREATE BLVD UNIT 7202, ORLANDO, F...
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.
Gatherings of Lake Nona 7557 LAUREATE BLVD UNIT 6208, ORLANDO, F..., Orlando, FL 32827
$366,300

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7557 LAUREATE BLVD UNIT 6208, ORLANDO, F...
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$389,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Palms at Serenoa 3860 GOLDENROD CT, CLERMONT, FL, 34714, Clermont, FL 34714
$368,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

3860 GOLDENROD CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
New Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$315,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New VillageWalk at Lake Nona 11835 BARLETTA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$749,900

4 beds

|

4 baths

|

2,616 sq ft

|

House

11835 BARLETTA DR, ORLANDO, FL, 32827
New Tohoqua Reserve 1881 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$355,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

1881 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve

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