not an image

Call us at (689) 215-8956 to learn more about active adult communities in Kissimmee

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

28 communities near Kissimmee

Sort by:

Relevance

Relevance

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 (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 (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
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
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
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
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.
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
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) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 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
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
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 (1 reviews) Del Webb Oasis
$400ks - $700ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Carlsberg Estates on Lake...
$200ks
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
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 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
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
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
New High Vista at Ridgewood Lakes 455 ASHTON DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

2 beds

|

2 baths

|

2,077 sq ft

|

House

455 ASHTON DR, DAVENPORT, FL, 33837
New Lake Ashton 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$299,900

2 beds

|

2 baths

|

1,784 sq ft

|

House

5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
New Kings Ridge 2207 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$395,900

3 beds

|

2 baths

|

1,873 sq ft

|

House

2207 STONEBRIDGE WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
New Enclave at VillageWalk 10819 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,435,000

5 beds

|

6 baths

|

5,437 sq ft

|

House

10819 SAVONA WAY, ORLANDO, FL, 32827
New High Vista at Ridgewood Lakes 237 GOLF VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$420,000

3 beds

|

3 baths

|

2,611 sq ft

|

House

237 GOLF VISTA DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Four Seasons at Orlando 1691 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$355,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1691 KEY BAY TRL, KISSIMMEE, FL, 34747
New Kings Ridge 4390 SAMBOURNE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$320,000

2 beds

|

2 baths

|

1,363 sq ft

|

House

4390 SAMBOURNE ST, CLERMONT, FL, 34711
Community: Kings Ridge
New Twin Lakes 2486 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2486 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 4912 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$560,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

4912 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
Solivita 807 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$398,500

2 beds

|

3 baths

|

2,343 sq ft

|

House

807 BELLA VIANA RD, 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.
Solivita 678 IRVINE RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$440,500

4 beds

|

3 baths

|

2,326 sq ft

|

House

678 IRVINE RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
Lake Ashton 4465 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$300,000

3 beds

|

2 baths

|

1,898 sq ft

|

House

4465 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Del Webb Sunbridge 2743 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$679,900

3 beds

|

3 baths

|

2,321 sq ft

|

House

2743 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
VillageWalk at Lake Nona 11844 ASTILBE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$429,000

2 beds

|

2 baths

|

1,706 sq ft

|

Halfplex

11844 ASTILBE DR, ORLANDO, FL, 32827
Solivita 300 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$344,900

2 beds

|

3 baths

|

1,829 sq ft

|

House

300 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Kings Ridge 4127 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,000

2 beds

|

2 baths

|

1,884 sq ft

|

House

4127 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
Kings Ridge 3445 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$425,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

3445 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 3716 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$314,900

2 beds

|

2 baths

|

1,572 sq ft

|

House

3716 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
Lake Ashton 4215 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$369,000

3 beds

|

2 baths

|

2,046 sq ft

|

House

4215 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
Solivita 532 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$255,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

532 GENOA 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.
VillageWalk at Lake Nona 12074 GINKGO DR, ORLANDO, FL, 32827, Orlando, FL 32827
$475,000

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

12074 GINKGO DR, ORLANDO, FL, 32827
Palms at Serenoa 3790 MYRTLE OAK CT, CLERMONT, FL, 34714, Clermont, FL 34714
$349,900

2 beds

|

2 baths

|

1,646 sq ft

|

House

3790 MYRTLE OAK CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
Kings Ridge 2160 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$284,900

2 beds

|

2 baths

|

1,334 sq ft

|

House

2160 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 276 BELL TOWER XING, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$445,000

3 beds

|

3 baths

|

2,561 sq ft

|

House

276 BELL TOWER XING, KISSIMMEE, FL, 3475...
Community: Solivita
Traditions at Lake Ruby 3023 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$235,000

2 beds

|

2 baths

|

1,385 sq ft

|

Townhouse

3023 CANEEL ST, WINTER HAVEN, FL, 33884
Del Webb Oasis 15157 AQUA SOL LN, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$455,900

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15157 AQUA SOL LN, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Solivita 294 ADDISON DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$450,000

3 beds

|

3 baths

|

2,711 sq ft

|

House

294 ADDISON DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 2459 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$294,500

2 beds

|

2 baths

|

1,539 sq ft

|

Villa

2459 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 1108 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$422,999

2 beds

|

2 baths

|

1,533 sq ft

|

House

1108 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Solivita 268 ACADIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$292,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

268 ACADIA 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.
Heritage Hills 3569 BELLAND CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$290,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3569 BELLAND CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
Del Webb Oasis 13780 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$939,900

4 beds

|

3 baths

|

2,862 sq ft

|

House

13780 FRESH IVY ST, WINTER GARDEN, FL, 3...
Community: Del Webb Oasis
Traditions at Lake Ruby 3440 GRENVILLE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$248,900

2 beds

|

2 baths

|

1,275 sq ft

|

House

3440 GRENVILLE DR, WINTER HAVEN, FL, 338...
Four Seasons at Orlando 2216 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$799,000

4 beds

|

3 baths

|

2,684 sq ft

|

House

2216 LIMESTONE TRL, KISSIMMEE, FL, 34747
Summit Greens 813 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$364,900

2 beds

|

2 baths

|

2,062 sq ft

|

House

813 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Solivita 611 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$630,000

3 beds

|

3 baths

|

2,430 sq ft

|

House

611 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Solivita 1179 CAMBRIA BND, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$509,000

3 beds

|

3 baths

|

2,482 sq ft

|

House

1179 CAMBRIA BND, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Sunbridge 2511 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$600,000

3 beds

|

2 baths

|

2,095 sq ft

|

House

2511 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 686 IRVINE RANCH RD, POINCIANA, FL, 3475..., Poinciana, FL 34759
$455,000

3 beds

|

3 baths

|

2,427 sq ft

|

House

686 IRVINE RANCH RD, POINCIANA, FL, 3475...
Community: Solivita
Del Webb Oasis 15078 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$975,000

3 beds

|

3 baths

|

2,270 sq ft

|

House

15078 CANOPY COVER DR, WINTER GARDEN, FL...
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.

Frequently Asked Questions


Want more information about active adult communities around Kissimmee?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Kissimmee?

Call us: (689) 215-8956
28 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: May 17, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top