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

489 homes 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
$300Ks - $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
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) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 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
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
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
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.
3.9 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
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+ 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
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
$100Ks - $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
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
$1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
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+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Kings Ridge 4020 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,572 sq ft

|

House

4020 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Four Seasons at Orlando 1855 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,990

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1855 FLORA PASS PL, KISSIMMEE, FL, 34747
Del Webb Sunbridge 6213 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$996,821

3 beds

|

3 baths

|

2,269 sq ft

|

House

6213 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Kings Ridge 4122 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$372,900

2 beds

|

3 baths

|

1,736 sq ft

|

House

4122 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Palms at Serenoa 3435 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$384,500

3 beds

|

2 baths

|

1,621 sq ft

|

House

3435 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 2337 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$340,000

2 beds

|

2 baths

|

1,351 sq ft

|

Villa

2337 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2323 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$355,000

2 beds

|

2 baths

|

1,449 sq ft

|

Villa

2323 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2335 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$340,000

2 beds

|

2 baths

|

1,351 sq ft

|

Villa

2335 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 5031 DANCY LN, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$400,000

2 beds

|

2 baths

|

1,423 sq ft

|

House

5031 DANCY LN, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Solivita 560 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$274,900

2 beds

|

2 baths

|

1,543 sq ft

|

House

560 GRAND CANAL DR, KISSIMMEE, FL, 34759
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.
Solivita 536 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$289,500

2 beds

|

2 baths

|

1,491 sq ft

|

House

536 PORTOFINO DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 350 BALBOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,990

3 beds

|

3 baths

|

2,334 sq ft

|

House

350 BALBOA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 699 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$450,000

2 beds

|

2 baths

|

2,211 sq ft

|

House

699 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Lake Henry Estates 488 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,000

2 beds

|

2 baths

|

1,386 sq ft

|

House

488 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Solivita 729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$514,900

4 beds

|

4 baths

|

2,616 sq ft

|

House

729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Four Seasons at Orlando 1962 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$725,000

4 beds

|

3 baths

|

2,452 sq ft

|

House

1962 FLORA PASS PL, KISSIMMEE, FL, 34747
Carlsberg Estates on Lake Suzanne 400 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$280,000

3 beds

|

3 baths

|

1,718 sq ft

|

House

400 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Tohoqua Reserve 1875 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$355,000

2 beds

|

2 baths

|

1,559 sq ft

|

House

1875 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Kings Ridge 3713 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$345,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

3713 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
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 Sunbridge 2722 RIVER CREEK LN, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$1,100,000

3 beds

|

4 baths

|

3,778 sq ft

|

House

2722 RIVER CREEK LN, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Del Webb Sunbridge 6129 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$508,000

3 beds

|

3 baths

|

2,077 sq ft

|

House

6129 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Solivita 627 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$229,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

627 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
Solivita 328 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$323,500

2 beds

|

2 baths

|

1,548 sq ft

|

House

328 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
Del Webb Sunbridge 2555 PINE PRESERVE CT, SAINT CLOUD, FL, ..., Saint Cloud, FL 34771
$950,000

3 beds

|

4 baths

|

2,828 sq ft

|

House

2555 PINE PRESERVE CT, SAINT CLOUD, FL, ...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 134 GLENDALE CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$270,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

134 GLENDALE CT, POINCIANA, FL, 34759
Community: Solivita
Solivita 142 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$440,000

3 beds

|

3 baths

|

2,070 sq ft

|

House

142 OLYMPUS WAY, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4139 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$339,000

2 beds

|

2 baths

|

1,556 sq ft

|

House

4139 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 6212 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$412,000

3 beds

|

2 baths

|

2,175 sq ft

|

House

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Lake Ashton 4172 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$580,000

3 beds

|

2 baths

|

2,284 sq ft

|

House

4172 DUNMORE DR, LAKE WALES, FL, 33859
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.
Solivita 726 IRVINE RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$484,000

3 beds

|

3 baths

|

2,427 sq ft

|

House

726 IRVINE RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
Lake Ashton 4315 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$497,900

3 beds

|

2 baths

|

2,652 sq ft

|

House

4315 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Poinsettia Heights 1822 NICARAGUA WAY, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$219,500

2 beds

|

2 baths

|

1,165 sq ft

|

House

1822 NICARAGUA WAY, WINTER HAVEN, FL, 33...
Community: Poinsettia Heights
Del Webb Orlando 536 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,900

3 beds

|

2 baths

|

1,508 sq ft

|

House

536 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Traditions at Lake Ruby 2877 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2877 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 780 MYSTIC HILL CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$399,000

2 beds

|

3 baths

|

2,053 sq ft

|

House

780 MYSTIC HILL CT, POINCIANA, FL, 34759
Community: Solivita
Kings Ridge 2243 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$320,000

3 beds

|

2 baths

|

1,892 sq ft

|

House

2243 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 1398 DEL MAR DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$318,000

2 beds

|

2 baths

|

1,595 sq ft

|

House

1398 DEL MAR DR, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Sunbridge 6208 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$579,710

2 beds

|

2 baths

|

1,670 sq ft

|

House

6208 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Del Webb Sunbridge 6224 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$559,835

2 beds

|

2 baths

|

1,405 sq ft

|

House

6224 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge

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489 homes near Kissimmee
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