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Kissimmee, FL 55+ active adult communities & homes for sale - Page 4

576 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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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.
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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
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
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 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.
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 homes
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 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
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
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Cindy Certified
4387 DINNER LAKE BLVD, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$324,999

4 beds

|

3 baths

|

2,224 sq ft

|

House

4387 DINNER LAKE BLVD, LAKE WALES, FL, 3...
Kings Ridge 4223 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$384,000

3 beds

|

2 baths

|

1,911 sq ft

|

House

4223 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Cindy Certified
3041 TOBAGO DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$308,999

3 beds

|

2 baths

|

1,669 sq ft

|

House

3041 TOBAGO DR, HAINES CITY, FL, 33844
Twin Lakes 2315 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,351 sq ft

|

House

2315 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$879,000

4 beds

|

4 baths

|

2,854 sq ft

|

House

2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Cindy Certified
5119 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$509,956

4 beds

|

2 baths

|

1,893 sq ft

|

House

5119 BUTTONSAGE DR, ST CLOUD, FL, 34772
Cindy Certified
2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$411,000

3 beds

|

2 baths

|

2,068 sq ft

|

House

2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744
Cindy Certified
2844 ARMSTRONG AVE, CLERMONT, FL, 34714, Clermont, FL 34714
$589,760

3 beds

|

2 baths

|

2,214 sq ft

|

House

2844 ARMSTRONG AVE, CLERMONT, FL, 34714
Cindy Certified
5123 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$540,132

4 beds

|

3 baths

|

2,174 sq ft

|

House

5123 BUTTONSAGE DR, ST CLOUD, FL, 34772
Cindy Certified
5127 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$504,013

3 beds

|

2 baths

|

1,742 sq ft

|

House

5127 BUTTONSAGE DR, ST CLOUD, FL, 34772
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.
Heritage Hills 3641 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$277,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3641 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Palms at Serenoa 17762 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$459,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

17762 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Cindy Certified
765 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$275,990

4 beds

|

2 baths

|

1,498 sq ft

|

House

765 GREENWAY BLVD, LAKE WALES, FL, 33859
Cindy Certified
761 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$276,900

5 beds

|

2 baths

|

1,708 sq ft

|

House

761 GREENWAY BLVD, LAKE WALES, FL, 33859
Twin Lakes 2495 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2495 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Lake Henry Estates 472 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$240,000

2 beds

|

2 baths

|

1,117 sq ft

|

House

472 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,500

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
6430 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$484,990

3 beds

|

2 baths

|

1,608 sq ft

|

House

6430 ROVER WAY, ST CLOUD, FL, 34771
Cindy Certified
2562 WINTER SKY ST, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$519,060

4 beds

|

3 baths

|

2,397 sq ft

|

House

2562 WINTER SKY ST, KISSIMMEE, FL, 34744
Cindy Certified
1130 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$257,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1130 AMBER WAVES CT, LAKE WALES, FL, 338...
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.
Cindy Certified
1055 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

4 beds

|

3 baths

|

2,248 sq ft

|

House

1055 SUGARWOOD ST, DAVENPORT, FL, 33837
Solivita 159 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

159 CASAVISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
5279 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$482,990

4 beds

|

3 baths

|

2,366 sq ft

|

House

5279 HAVEN VIEW DR, CLERMONT, FL, 34714
VillageWalk at Lake Nona 11731 EAGLE RAY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$630,000

3 beds

|

2 baths

|

2,005 sq ft

|

House

11731 EAGLE RAY LN, ORLANDO, FL, 32827
Cindy Certified
4747 HARRINGTON FIELDS DR, DAVENPORT, FL..., Davenport, FL 33837
$438,480

4 beds

|

3 baths

|

2,262 sq ft

|

House

4747 HARRINGTON FIELDS DR, DAVENPORT, FL...
Del Webb Orlando 406 TORTOSA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$273,000

2 beds

|

2 baths

|

1,300 sq ft

|

House

406 TORTOSA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Palms at Serenoa 3408 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714
$370,000

2 beds

|

2 baths

|

1,627 sq ft

|

House

3408 TWIN FLOWER CT, 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
VillageWalk at Lake Nona 11848 ZELKOVA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$675,500

4 beds

|

4 baths

|

2,626 sq ft

|

House

11848 ZELKOVA LN, ORLANDO, FL, 32827
Kings Ridge 4334 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$379,000

2 beds

|

2 baths

|

1,989 sq ft

|

House

4334 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 1940 FARMINGTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$397,000

2 beds

|

3 baths

|

1,722 sq ft

|

House

1940 FARMINGTON CT, 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.
Cindy Certified
2466 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$499,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2466 RELAXING LN, KISSIMMEE, FL, 34744
Kings Ridge 4059 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$338,900

2 beds

|

2 baths

|

1,410 sq ft

|

House

4059 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 230 BAY DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$296,000

2 beds

|

2 baths

|

1,489 sq ft

|

House

230 BAY DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
2821 PLYMOUTH PL, KISSIMMEE, FL, 34741, Kissimmee, FL 34741
$370,000

3 beds

|

3 baths

|

1,838 sq ft

|

Villa

2821 PLYMOUTH PL, KISSIMMEE, FL, 34741
Twin Lakes 2516 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$285,000

2 beds

|

2 baths

|

1,346 sq ft

|

Halfplex

2516 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2720 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$449,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

2720 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Cindy Certified
2410 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$489,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2410 RELAXING LN, KISSIMMEE, FL, 34744
Twin Lakes 2680 REDBLUSH TER, ST CLOUD, FL, 34772, St Cloud, FL 34772
$625,000

3 beds

|

3 baths

|

2,293 sq ft

|

House

2680 REDBLUSH TER, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Cindy Certified
5399 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$245,990

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5399 WHISPERING GARDEN WAY, CLERMONT, FL...
Cindy Certified
5395 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$261,990

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5395 WHISPERING GARDEN WAY, CLERMONT, FL...
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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