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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
$200Ks - $700Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
No reviews yet Four Seasons at Orlando
$300Ks - $700Ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
No reviews yet Tohoqua Reserve
$300Ks - $500Ks
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 - $1Ms
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 - $500Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $900Ks
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
$400Ks - $900Ks
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
4.3 rating (15 reviews) Del Webb Orlando
<$100k - $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.
3.9 rating (7 reviews) Summit Greens
$300Ks - $500Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
4 rating (4 reviews) High Vista at Ridgewood L...
$200Ks - $400Ks
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
No reviews yet Del Webb Oasis
$400Ks - $1Ms
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
No reviews yet Lake Henry Estates
$200Ks - $300Ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
No reviews yet Gatherings of Lake Nona
$300Ks - $500Ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
No reviews yet Vienna Square
$200Ks - $300Ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
No reviews yet 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.
No reviews yet Enclave at VillageWalk
$1Ms - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
No reviews yet Serenity Reserve
$600Ks - $600Ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
No reviews yet Spring Lake Towers
$100Ks - $100Ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
No reviews yet The Wellington
$100Ks - $200Ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
No reviews yet 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
No reviews yet Oakview
$200Ks - $200Ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
No reviews yet Preserve at Lakeside Land...
$300Ks - $300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
New Esplanade at Highland Ranch 2597 ORANGE RIDGE RD, CLERMONT, FL, 3471..., Clermont, FL 34715
$650,000

3 beds

|

3 baths

|

2,275 sq ft

|

House

2597 ORANGE RIDGE RD, CLERMONT, FL, 3471...
Twin Lakes 2621 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$499,000

3 beds

|

3 baths

|

1,982 sq ft

|

House

2621 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Tohoqua Reserve 1875 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$378,500

3 beds

|

2 baths

|

1,559 sq ft

|

House

1875 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Summit Greens 2173 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$418,900

3 beds

|

2 baths

|

1,886 sq ft

|

House

2173 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Kings Ridge 2012 BRAXTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$299,900

2 beds

|

2 baths

|

1,335 sq ft

|

House

2012 BRAXTON 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
Kings Ridge 4065 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$380,000

2 beds

|

2 baths

|

1,997 sq ft

|

House

4065 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Del Webb Oasis 13081 SUNRISE HARVEST DR, WINTER GARDEN,..., Winter Garden, FL 34787
$825,000

5 beds

|

4 baths

|

3,429 sq ft

|

House

13081 SUNRISE HARVEST DR, WINTER GARDEN,...
Community: Del Webb Oasis
Del Webb Oasis 13809 LUNA HARVEST AVE, WINTER GARDEN, F..., Winter Garden, FL 34787
$458,000

3 beds

|

3 baths

|

1,785 sq ft

|

Townhouse

13809 LUNA HARVEST AVE, WINTER GARDEN, F...
Community: Del Webb Oasis
Del Webb Oasis 13536 AUTUMN HARVEST AVE, WINTER GARDEN,..., Winter Garden, FL 34787
$485,000

3 beds

|

3 baths

|

1,785 sq ft

|

Townhouse

13536 AUTUMN HARVEST AVE, WINTER GARDEN,...
Community: Del Webb Oasis
Del Webb Oasis 13075 SUNRISE HARVEST DR, WINTER GARDEN,..., Winter Garden, FL 34787
$812,000

5 beds

|

4 baths

|

2,670 sq ft

|

House

13075 SUNRISE HARVEST DR, WINTER GARDEN,...
Community: Del Webb Oasis
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 Oasis 13532 AUTUMN HARVEST AVE, WINTER GARDEN,..., Winter Garden, FL 34787
$487,000

3 beds

|

3 baths

|

1,785 sq ft

|

Townhouse

13532 AUTUMN HARVEST AVE, WINTER GARDEN,...
Community: Del Webb Oasis
Del Webb Oasis 13528 AUTUMN HARVEST AVE, WINTER GARDEN,..., Winter Garden, FL 34787
$500,000

3 beds

|

3 baths

|

1,955 sq ft

|

Townhouse

13528 AUTUMN HARVEST AVE, WINTER GARDEN,...
Community: Del Webb Oasis
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
High Vista at Ridgewood Lakes 106 MOSSY OAK DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$380,000

3 beds

|

2 baths

|

1,797 sq ft

|

House

106 MOSSY OAK DR, DAVENPORT, FL, 33837
Palms at Serenoa 17418 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$440,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

17418 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 200 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$222,000

2 beds

|

2 baths

|

1,388 sq ft

|

House

200 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Orlando 341 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$495,000

3 beds

|

3 baths

|

2,126 sq ft

|

House

341 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 6265 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$599,000

3 beds

|

2 baths

|

2,521 sq ft

|

House

6265 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Tohoqua Reserve 2729 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$415,990

2 beds

|

2 baths

|

1,921 sq ft

|

House

2729 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
Tohoqua Reserve 2745 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$390,990

2 beds

|

2 baths

|

1,707 sq ft

|

House

2745 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
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 2725 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$414,600

2 beds

|

2 baths

|

1,943 sq ft

|

House

2725 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
Tohoqua Reserve 1931 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$489,840

2 beds

|

2 baths

|

1,670 sq ft

|

House

1931 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Tohoqua Reserve 2741 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$418,840

2 beds

|

2 baths

|

1,889 sq ft

|

House

2741 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
Tohoqua Reserve 2717 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$415,990

2 beds

|

2 baths

|

1,921 sq ft

|

House

2717 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
New Kings Ridge 3707 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$285,000

2 beds

|

2 baths

|

1,572 sq ft

|

House

3707 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Traditions at Lake Ruby 3926 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$330,000

3 beds

|

2 baths

|

1,860 sq ft

|

House

3926 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Kings Ridge 4012 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$375,000

2 beds

|

2 baths

|

1,679 sq ft

|

House

4012 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Palms at Serenoa 17795 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$415,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

17795 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Summit Greens 777 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

1,553 sq ft

|

House

777 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Twin Lakes 4918 DRAWDY CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$495,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

4918 DRAWDY CT, 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.
Del Webb Oasis 15133 SUMMER HARVEST ST, WINTER GARDEN, ..., Winter Garden, FL 34787
$746,000

4 beds

|

5 baths

|

2,908 sq ft

|

House

15133 SUMMER HARVEST ST, WINTER GARDEN, ...
Community: Del Webb Oasis
Kings Ridge 2409 TWICKINGHAM CT, CLERMONT, FL, 34711, Clermont, FL 34711
$415,000

3 beds

|

2 baths

|

2,033 sq ft

|

House

2409 TWICKINGHAM CT, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 3821 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$310,000

2 beds

|

2 baths

|

1,447 sq ft

|

House

3821 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Spring Lake Towers 700 MIRROR TER 303, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$119,900

2 beds

|

2 baths

|

1,029 sq ft

|

Condo

700 MIRROR TER 303, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Heritage Hills 3512 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$329,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3512 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
New Traditions at Lake Ruby 3372 LIVINGSTON WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$250,000

2 beds

|

2 baths

|

1,275 sq ft

|

House

3372 LIVINGSTON WAY, WINTER HAVEN, FL, 3...
Twin Lakes 2658 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$489,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

2658 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Del Webb Oasis 12259 BRACCO ST, WINTER GARDEN, FL, 3478..., Winter Garden, FL 34787
$565,000

4 beds

|

3 baths

|

2,082 sq ft

|

House

12259 BRACCO ST, WINTER GARDEN, FL, 3478...
Community: Del Webb Oasis
New Del Webb Orlando 329 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$415,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

329 ALICANTE CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Enclave at VillageWalk 8480 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827
$1,725,000

6 beds

|

6 baths

|

5,400 sq ft

|

House

8480 ADALINA PL, ORLANDO, FL, 32827

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27 communities near Kissimmee
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