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Kissimmee, FL 55+ active adult communities & homes for sale - Page 7

511 homes near Kissimmee

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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
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
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.
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
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.
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 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
Enclave at VillageWalk
$700ks - $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
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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.
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Del Webb Sunbridge 2962 VOYAGER AVE, ST CLOUD, FL, 34771, St Cloud, FL 34771
$400,000

3 beds

|

3 baths

|

1,738 sq ft

|

Townhouse

2962 VOYAGER AVE, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Del Webb Orlando 516 PAMPLONA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$317,400

2 beds

|

2 baths

|

1,445 sq ft

|

House

516 PAMPLONA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Kings Ridge 3656 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,498 sq ft

|

House

3656 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$499,000

3 beds

|

3 baths

|

2,454 sq ft

|

House

305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475...
Community: Solivita
Kings Ridge 4207 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$355,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

4207 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Heritage Hills 3549 BELLAND CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$339,900

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3549 BELLAND CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
Solivita 356 BELLA CORTINA DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$515,000

3 beds

|

2 baths

|

2,241 sq ft

|

House

356 BELLA CORTINA DR, POINCIANA, FL, 347...
Community: Solivita
Solivita 711 SAN JOAQUIN RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$380,000

2 beds

|

3 baths

|

2,028 sq ft

|

House

711 SAN JOAQUIN RD, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4632 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$412,500

3 beds

|

2 baths

|

2,354 sq ft

|

House

4632 TURNBERRY LN, 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 308 BEACON AVE, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$310,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

308 BEACON AVE, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4189 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$695,000

3 beds

|

2 baths

|

2,478 sq ft

|

House

4189 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Lake Ashton 4360 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,265 sq ft

|

House

4360 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Kings Ridge 3634 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$299,000

2 beds

|

2 baths

|

1,323 sq ft

|

House

3634 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 3810 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$725,000

3 beds

|

3 baths

|

3,064 sq ft

|

House

3810 VIA MAZZINI CT, KISSIMMEE, FL, 3475...
Community: Solivita
Lake Henry Estates 422 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844
$284,900

3 beds

|

2 baths

|

1,793 sq ft

|

House

422 HARBOURVIEW DR, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Summit Greens 3008 PINNACLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$359,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

3008 PINNACLE CT, CLERMONT, FL, 34711
Community: Summit Greens
Solivita 684 SAN AUGUSTO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$519,000

3 beds

|

3 baths

|

2,363 sq ft

|

House

684 SAN AUGUSTO DR, POINCIANA, 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.
Kings Ridge 4246 NEWLAND ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

3 beds

|

2 baths

|

1,755 sq ft

|

House

4246 NEWLAND ST, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 3914 ALLAMANDA CT, CLERMONT, FL, 34711, Clermont, FL 34711
$375,000

3 beds

|

2 baths

|

1,893 sq ft

|

House

3914 ALLAMANDA CT, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 795 AVIARA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$459,000

3 beds

|

3 baths

|

2,427 sq ft

|

House

795 AVIARA LN, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 217 LAKE CASSIDY DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$420,000

3 beds

|

2 baths

|

2,201 sq ft

|

House

217 LAKE CASSIDY DR, KISSIMMEE, FL, 3475...
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Kings Ridge 3554 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$307,000

3 beds

|

2 baths

|

1,334 sq ft

|

House

3554 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Twin Lakes 2437 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$289,500

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2437 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
Lake Ashton 1209 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$439,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

1209 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Solivita 2711 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$278,900

2 beds

|

2 baths

|

1,507 sq ft

|

Villa

2711 PALM TREE 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.
Del Webb Sunbridge 6491 CYRILS DR, ST CLOUD, FL, 34771, St Cloud, FL 34771
$355,000

3 beds

|

3 baths

|

1,855 sq ft

|

Townhouse

6491 CYRILS DR, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Solivita 251 ROCK SPRINGS DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$325,000

2 beds

|

2 baths

|

2,085 sq ft

|

House

251 ROCK SPRINGS DR, POINCIANA, FL, 3475...
Community: Solivita
Solivita 801 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$574,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

801 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Vienna Square 2349 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$314,900

3 beds

|

3 baths

|

1,724 sq ft

|

House

2349 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Del Webb Orlando 799 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$281,900

2 beds

|

2 baths

|

1,281 sq ft

|

House

799 ASTURIAS RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 2680 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$699,900

3 beds

|

3 baths

|

2,293 sq ft

|

House

2680 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Del Webb Sunbridge 2505 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$389,900

2 beds

|

2 baths

|

1,401 sq ft

|

House

2505 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Traditions at Lake Ruby 3342 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$227,500

2 beds

|

2 baths

|

1,185 sq ft

|

House

3342 RALEIGH DR, WINTER HAVEN, FL, 33884
Heritage Hills 3464 EMBERS LN, CLERMONT, FL, 34711, Clermont, FL 34711
$445,000

3 beds

|

3 baths

|

2,032 sq ft

|

House

3464 EMBERS LN, 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.
Tohoqua Reserve 2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$424,390

2 beds

|

2 baths

|

2,018 sq ft

|

House

2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Tohoqua Reserve 1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$415,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Del Webb Sunbridge 6503 TRAILBLAZE BND, ST CLOUD, FL, 34771, St Cloud, FL 34771
$384,990

3 beds

|

3 baths

|

1,767 sq ft

|

Townhouse

6503 TRAILBLAZE BND, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Sunbridge 6523 TRAILBLAZE ST, ST CLOUD, FL, 34771, St Cloud, FL 34771
$357,990

3 beds

|

3 baths

|

1,744 sq ft

|

Townhouse

6523 TRAILBLAZE ST, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Twin Lakes 4911 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$424,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

4911 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes

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