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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
$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 - $900Ks
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
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 - $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 - $500Ks
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
$100Ks - $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 - $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 - $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
$200Ks - $200Ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Preserve at Lakeside Land...
$300Ks - $300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Twin Lakes 5009 E FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772
$425,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

5009 E FOUNTAINWOOD DR, SAINT CLOUD, FL,...
Community: Twin Lakes
Twin Lakes 2301 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$379,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2301 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$434,900

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 5325 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$284,900

2 beds

|

2 baths

|

1,319 sq ft

|

House

5325 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Solivita 2340 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$359,000

3 beds

|

3 baths

|

2,272 sq ft

|

Villa

2340 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 418 TREVISO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$615,000

3 beds

|

3 baths

|

2,427 sq ft

|

House

418 TREVISO DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 105 PALAZZO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$326,000

2 beds

|

2 baths

|

1,590 sq ft

|

House

105 PALAZZO LN, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 436 BEL AIR WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,900

2 beds

|

2 baths

|

1,975 sq ft

|

House

436 BEL AIR WAY, KISSIMMEE, FL, 34759
Community: Solivita
VillageWalk at Lake Nona 12287 REGAL LILY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$725,000

3 beds

|

2 baths

|

2,316 sq ft

|

House

12287 REGAL LILY LN, ORLANDO, FL, 32827
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
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 Orlando 588 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$450,000

2 beds

|

2 baths

|

1,702 sq ft

|

House

588 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Sunbridge 2948 SCOUT ST, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$949,000

5 beds

|

5 baths

|

3,517 sq ft

|

House

2948 SCOUT ST, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Kings Ridge 2096 BRAXTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$294,500

2 beds

|

2 baths

|

1,170 sq ft

|

House

2096 BRAXTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Traditions at Lake Ruby 3023 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$240,000

2 beds

|

2 baths

|

1,385 sq ft

|

Townhouse

3023 CANEEL ST, WINTER HAVEN, FL, 33884
Traditions at Lake Ruby 2825 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$233,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2825 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 3432 FALLBROOK DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$312,000

2 beds

|

2 baths

|

1,499 sq ft

|

Villa

3432 FALLBROOK DR, POINCIANA, FL, 34759
Community: Solivita
Traditions at Lake Ruby 2919 WOODWARD LN, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$350,000

3 beds

|

2 baths

|

1,649 sq ft

|

House

2919 WOODWARD LN, WINTER HAVEN, FL, 3388...
Twin Lakes 2482 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$304,900

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2482 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Del Webb Sunbridge 6501 CYRILS DR, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$450,000

3 beds

|

3 baths

|

1,738 sq ft

|

Townhouse

6501 CYRILS DR, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Solivita 836 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$253,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

836 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.
Twin Lakes 2454 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$777,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

2454 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Twin Lakes 2458 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$961,900

3 beds

|

3 baths

|

2,966 sq ft

|

House

2458 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Twin Lakes 2621 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$477,900

3 beds

|

3 baths

|

1,982 sq ft

|

House

2621 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Palms at Serenoa 17581 SUMMERSWEET WAY, CLERMONT, FL, 347..., Clermont, FL 34714
$344,900

2 beds

|

2 baths

|

1,627 sq ft

|

Villa

17581 SUMMERSWEET WAY, CLERMONT, FL, 347...
Community: Palms at Serenoa
Solivita 759 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$474,000

2 beds

|

3 baths

|

2,956 sq ft

|

House

759 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Del Webb Orlando 540 PAMPLONA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$330,000

2 beds

|

3 baths

|

1,772 sq ft

|

House

540 PAMPLONA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Twin Lakes 2769 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$525,290

2 beds

|

3 baths

|

2,107 sq ft

|

House

2769 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Solivita 333 VIA TORRENTE DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$415,000

2 beds

|

2 baths

|

1,777 sq ft

|

House

333 VIA TORRENTE DR, POINCIANA, FL, 3475...
Community: Solivita
High Vista at Ridgewood Lakes 225 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,499

2 beds

|

2 baths

|

1,724 sq ft

|

House

225 HIGH VISTA DR, DAVENPORT, FL, 33837
Solivita 154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$620,000

3 beds

|

4 baths

|

2,616 sq ft

|

House

154 RANCHO MIRAGE 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.
New Enclave at VillageWalk 11675 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,435,000

4 beds

|

5 baths

|

4,622 sq ft

|

House

11675 SAVONA WAY, ORLANDO, FL, 32827
New Kings Ridge 4326 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

2 beds

|

3 baths

|

1,722 sq ft

|

House

4326 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
New Twin Lakes 4911 DRAWDY CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$580,000

3 beds

|

2 baths

|

3,122 sq ft

|

House

4911 DRAWDY CT, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Palms at Serenoa 17613 SUMMERSWEET WAY, CLERMONT, FL, 347..., Clermont, FL 34714
$335,000

2 beds

|

2 baths

|

1,627 sq ft

|

House

17613 SUMMERSWEET WAY, CLERMONT, FL, 347...
Community: Palms at Serenoa
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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Lake Ashton 6212 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$419,900

3 beds

|

2 baths

|

2,175 sq ft

|

House

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
New Esplanade at Highland Ranch 1259 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$500,000

3 beds

|

3 baths

|

2,193 sq ft

|

House

1259 ZEEK RIDGE ST, CLERMONT, FL, 34715
Solivita 670 CARMEL LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$435,000

2 beds

|

3 baths

|

2,343 sq ft

|

House

670 CARMEL LN, POINCIANA, FL, 34759
Community: Solivita
Solivita 136 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$299,000

3 beds

|

3 baths

|

1,946 sq ft

|

House

136 VERONA DR, KISSIMMEE, FL, 34759
Community: Solivita

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27 communities near Kissimmee
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