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

27 communities 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

Want to learn more about 55+ rental 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

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

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

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

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

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 (1 reviews)

VillageWalk at Lake Nona

$300ks - $700ks

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 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

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

Want to learn more about 55+ rental communities in Kissimmee? 55places can help!

Questions? Call us: (689) 215-8956

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 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

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

Want to learn more about 55+ rental communities in Kissimmee? 55places can help!

Questions? Call us: (689) 215-8956

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

336 GRAND CANAL DR, POINCIANA, FL, 34759

Community: Solivita

Want to learn more about 55+ communities in Kissimmee? 55places can help!

House

2308 TWICKINGHAM CT, CLERMONT, FL, 34711

Community: Kings Ridge

Want to learn more about 55+ communities in Kissimmee? 55places can help!

Questions? Call us: (689) 215-8956

Palms at Serenoa

3645 BLUE SAGE LOOP, CLERMONT, FL, 34714, Clermont, FL 34714

$475,000

4 beds

2 baths

2,069 sq ft

House

3645 BLUE SAGE LOOP, CLERMONT, FL, 34714

Community: Palms at Serenoa

Four Seasons at Orlando

7624 SAND PIERRE CT, KISSIMMEE, FL, 3474..., Kissimmee, FL 34747

$349,500

2 beds

2 baths

1,437 sq ft

House

7624 SAND PIERRE CT, KISSIMMEE, FL, 3474...

House

1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347...

House

377 VESTRELLA DR, KISSIMMEE, FL, 34759

Community: Solivita

Want to learn more about 55+ rental communities in Kissimmee? 55places can help!

Questions? Call us: (689) 215-8956

Lake Ashton

4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$839,500

3 beds

4 baths

2,968 sq ft

House

4120 LIMERICK DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Del Webb Sunbridge

2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771

$379,000

2 beds

2 baths

1,579 sq ft

Villa

2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...

Community: Del Webb Sunbridge

Twin Lakes

5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772

$529,900

3 beds

3 baths

2,365 sq ft

House

5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...

Community: Twin Lakes

Enclave at VillageWalk

8591 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827

$1,499,000

5 beds

5 baths

4,924 sq ft

House

8591 ADALINA PL, ORLANDO, FL, 32827

Community: Enclave at VillageWalk

Lake Ashton

5457 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$589,000

4 beds

2 baths

2,676 sq ft

House

5457 HOGAN LN, WINTER HAVEN, FL, 33884

Community: Lake Ashton

Want to learn more about 55+ communities in Kissimmee? 55places can help!

Questions? Call us: (689) 215-8956

Traditions at Lake Ruby

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$355,000

2 beds

2 baths

1,797 sq ft

House

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

Kings Ridge

3739 HASTING LN, CLERMONT, FL, 34711, Clermont, FL 34711

$369,900

3 beds

2 baths

1,844 sq ft

House

3739 HASTING LN, CLERMONT, FL, 34711

Community: Kings Ridge

Solivita

2340 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$330,000

3 beds

3 baths

2,272 sq ft

Villa

2340 PALM TREE DR, KISSIMMEE, FL, 34759

Community: Solivita

Kings Ridge

2246 BELSFIELD CIR, CLERMONT, FL, 34711, Clermont, FL 34711

$368,900

2 beds

2 baths

1,985 sq ft

House

2246 BELSFIELD CIR, CLERMONT, FL, 34711

Community: Kings Ridge

Palms at Serenoa

3449 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714

$352,632

2 beds

2 baths

1,627 sq ft

House

3449 TWIN FLOWER CT, CLERMONT, FL, 34714

House

232 OAK HAMMOCK DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Want to learn more about 55+ communities in Kissimmee? 55places can help!

Questions? Call us: (689) 215-8956

Lake Ashton

4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$499,000

3 beds

2 baths

2,255 sq ft

House

4152 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Heritage Hills

3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711

$525,000

3 beds

3 baths

2,554 sq ft

House

3859 SANIBEL ST, CLERMONT, FL, 34711

Community: Heritage Hills

Frequently Asked Questions

What size 55+ communities are there in Kissimmee?

In Kissimmee, there are 1 large community with over 1000 homes, 1 medium community with 500-1000 homes, and 3 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Kissimmee?

The smallest 55+ communities in Kissimmee has 150 homes, the largest has 5900 homes, and the average communities consists of 1403 homes.

Are there new 55+ homes available in Kissimmee?

Yes, there are new 55+ homes available in Kissimmee. The most recent communities started in Kissimmee include Mariblu Hunters Creek, Tohoqua Reserve, Four Seasons at Orlando. There are also 5 communities in Kissimmee that offer new construction homes, including Tohoqua Reserve, Solivita, Mariblu Hunters Creek.

Are there gated 55+ communities in Kissimmee?

Yes, there are gated 55+ communities in Kissimmee. Approximately 80.0% of 55+ communities in the area are gated. For instance, Tohoqua Reserve is a gated communities with 258 homes, and Solivita is another gated communities with 5900 homes.

How long do listings in 55+ communities in Kissimmee typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Kissimmee stay on the market for around 187 days. The average price of homes for sale in these communities is approximately $423,298, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Four Seasons at Orlando average around $491,192, while homes in Tohoqua Reserve average around $428,703.

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Call us: (689) 215-8956

27 communities

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REIN updates its listings on a daily basis. Data last updated: Apr 16, 2026.
This application does not include information on all of the properties available for sale at this time.

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

27 communities near Kissimmee

503 homes near Kissimmee

4 beds

3 baths

2,462 sq ft

House

2 beds

2 baths

2,599 sq ft

House

2 beds

2 baths

1,446 sq ft

House

3 beds

3 baths

2,270 sq ft

House

2 beds

2 baths

1,240 sq ft

House

3 beds

2 baths

1,706 sq ft

House

3 beds

2 baths

1,856 sq ft

House

2 beds

2 baths

1,358 sq ft

House

2 beds

2 baths

1,503 sq ft

House

3 beds

2 baths

2,141 sq ft

House

3 beds

2 baths

2,107 sq ft

House

2 beds

2 baths

1,464 sq ft

Villa

3 beds

2 baths

1,892 sq ft

House

4 beds

2 baths

2,069 sq ft

House

2 beds

2 baths

1,437 sq ft

House

2 beds

2 baths

1,499 sq ft

Villa

2 beds

2 baths

1,549 sq ft

Condo

2 beds

2 baths

1,624 sq ft

House

2 beds

2 baths

1,557 sq ft

Villa

2 beds