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Kissimmee, FL 55+ active adult communities & homes for sale - Page 12

484 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
$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
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
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
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
Enclave at VillageWalk
$1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
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
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
Solivita 543 VIA VITALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$439,000

2 beds

|

3 baths

|

2,235 sq ft

|

House

543 VIA VITALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 525 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$449,000

3 beds

|

3 baths

|

2,325 sq ft

|

House

525 GENOA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 128 RIALTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$319,000

2 beds

|

2 baths

|

1,398 sq ft

|

House

128 RIALTO RD, KISSIMMEE, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 53 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

53 HIGH VISTA DR, DAVENPORT, FL, 33837
Solivita 525 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$365,000

2 beds

|

2 baths

|

2,064 sq ft

|

House

525 SHOREHAVEN DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 156 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$244,900

2 beds

|

2 baths

|

1,240 sq ft

|

House

156 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Del Webb Orlando 208 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$499,900

4 beds

|

2 baths

|

2,249 sq ft

|

House

208 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 3829 LITCHFIELD LOOP, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$509,000

2 beds

|

2 baths

|

1,763 sq ft

|

House

3829 LITCHFIELD LOOP, LAKE WALES, FL, 33...
Community: Lake Ashton
Twin Lakes 4921 CATALPA DR, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$539,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

4921 CATALPA DR, SAINT CLOUD, FL, 34772
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.
Kings Ridge 3667 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$359,900

2 beds

|

2 baths

|

1,552 sq ft

|

House

3667 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
Poinsettia Heights 1818 SAN SALVADOR CT, WINTER HAVEN, FL, ..., Winter Haven, FL 33881
$165,000

2 beds

|

2 baths

|

1,271 sq ft

|

House

1818 SAN SALVADOR CT, WINTER HAVEN, FL, ...
Community: Poinsettia Heights
Twin Lakes 2585 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$335,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2585 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Summit Greens 993 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

3 beds

|

2 baths

|

2,078 sq ft

|

House

993 EVEREST ST, CLERMONT, FL, 34711
Community: Summit Greens
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 4028 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$295,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

4028 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Tohoqua Reserve 1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$365,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Solivita 432 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$268,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

432 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Oakview 1518 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$226,650

2 beds

|

2 baths

|

1,438 sq ft

|

House

1518 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
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 793 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$370,000

2 beds

|

2 baths

|

1,731 sq ft

|

House

793 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Lake Ashton 4568 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

1,847 sq ft

|

House

4568 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Twin Lakes 2449 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$344,900

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2449 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Solivita 861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

2 beds

|

3 baths

|

2,379 sq ft

|

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Carlsberg Estates on Lake Suzanne 260 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,321 sq ft

|

House

260 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Lake Ashton 4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$579,900

4 beds

|

3 baths

|

2,937 sq ft

|

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Solivita 159 VENTANA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$325,000

3 beds

|

2 baths

|

1,813 sq ft

|

House

159 VENTANA DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 3834 LITCHFIELD LOOP, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$599,900

2 beds

|

2 baths

|

1,792 sq ft

|

House

3834 LITCHFIELD LOOP, LAKE WALES, FL, 33...
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.
Lake Ashton 4489 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$319,000

2 beds

|

2 baths

|

1,530 sq ft

|

House

4489 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Twin Lakes 2516 PICKETT AVE, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$519,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2516 PICKETT AVE, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Solivita 555 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$299,900

3 beds

|

2 baths

|

1,610 sq ft

|

House

555 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
Solivita 243 NEW RIVER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$289,000

3 beds

|

2 baths

|

1,560 sq ft

|

House

243 NEW RIVER DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 1329 DEL MAR DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,900

3 beds

|

3 baths

|

2,002 sq ft

|

House

1329 DEL MAR DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Four Seasons at Orlando 1890 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$319,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1890 FLORA PASS PL, KISSIMMEE, FL, 34747
Twin Lakes 5043 VANTAGE CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$549,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5043 VANTAGE CT, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2419 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$295,000

2 beds

|

2 baths

|

1,261 sq ft

|

Villa

2419 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Solivita 1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$325,990

2 beds

|

2 baths

|

1,703 sq ft

|

House

1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
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.
Twin Lakes 2666 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$645,000

4 beds

|

3 baths

|

2,935 sq ft

|

House

2666 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Kings Ridge 3416 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,735 sq ft

|

House

3416 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Twin Lakes 2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$299,999

2 beds

|

2 baths

|

1,464 sq ft

|

Halfplex

2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Heritage Hills 3538 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$310,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 BELLAND CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 1336 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$695,000

3 beds

|

2 baths

|

2,773 sq ft

|

House

1336 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Gatherings of Lake Nona 7565 LAUREATE BLVD UNIT 3308, ORLANDO, F..., Orlando, FL 32827
$379,000

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7565 LAUREATE BLVD UNIT 3308, ORLANDO, F...

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