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

Kissimmee, FL 55+ active adult communities & homes for sale - Page 9

484 homes near Kissimmee

Sort by:

Relevance

Relevance

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
$200Ks - $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 - $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
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
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.
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
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 - $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
$300Ks - $400Ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
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
$200Ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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.
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
$200Ks - $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
Enclave at VillageWalk
$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
Serenity Reserve
$500Ks - $600Ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Spring Lake Towers
$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
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.
Oakview
$100Ks - $200Ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
VillageWalk at Lake Nona 11794 BARLETTA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$649,987

3 beds

|

2 baths

|

1,949 sq ft

|

House

11794 BARLETTA DR, ORLANDO, FL, 32827
Twin Lakes 2699 MIDSWEET AVE, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$585,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

2699 MIDSWEET AVE, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Carlsberg Estates on Lake Suzanne 231 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$249,900

2 beds

|

2 baths

|

1,406 sq ft

|

House

231 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Solivita 504 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$245,000

2 beds

|

2 baths

|

1,512 sq ft

|

House

504 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Sunbridge 6212 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$729,665

4 beds

|

3 baths

|

2,842 sq ft

|

House

6212 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Sunbridge 6403 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771
$469,900

3 beds

|

2 baths

|

1,677 sq ft

|

House

6403 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
Solivita 223 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$238,000

3 beds

|

2 baths

|

1,827 sq ft

|

House

223 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 915 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$590,000

4 beds

|

3 baths

|

3,110 sq ft

|

House

915 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Solivita 176 CAPE FLORIDA DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$375,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

176 CAPE FLORIDA DR, POINCIANA, FL, 3475...
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 5148 GARDENROW DR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$329,200

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

5148 GARDENROW DR, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Twin Lakes 2759 BUCKEYE LN, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$339,380

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

2759 BUCKEYE LN, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 6456 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771
$458,961

2 beds

|

2 baths

|

1,405 sq ft

|

House

6456 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
Kings Ridge 3501 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$299,999

2 beds

|

2 baths

|

1,552 sq ft

|

House

3501 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 917 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$449,900

3 beds

|

3 baths

|

2,325 sq ft

|

House

917 SHOREHAVEN DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 101 PALAZZO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$324,900

2 beds

|

2 baths

|

1,703 sq ft

|

House

101 PALAZZO LN, POINCIANA, FL, 34759
Community: Solivita
Four Seasons at Orlando 1991 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$299,900

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1991 KEY BAY TRL, KISSIMMEE, FL, 34747
Tohoqua Reserve 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$405,000

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
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.
High Vista at Ridgewood Lakes 725 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$285,000

3 beds

|

2 baths

|

1,594 sq ft

|

House

725 HIGH VISTA DR, DAVENPORT, FL, 33837
Del Webb Oasis 15084 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$979,000

3 beds

|

3 baths

|

2,270 sq ft

|

House

15084 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
Carlsberg Estates on Lake Suzanne 464 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$350,000

3 beds

|

2 baths

|

1,429 sq ft

|

House

464 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Vienna Square 1224 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$205,000

2 beds

|

2 baths

|

1,118 sq ft

|

Villa

1224 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 4040 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$289,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

4040 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Traditions at Lake Ruby 3923 BALDWIN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$299,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

3923 BALDWIN LN, WINTER HAVEN, FL, 33884
Solivita 300 FALLING WATER DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$199,000

2 beds

|

2 baths

|

1,171 sq ft

|

Halfplex

300 FALLING WATER DR, POINCIANA, FL, 347...
Community: Solivita
Lake Ashton 5337 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$369,000

3 beds

|

2 baths

|

1,833 sq ft

|

House

5337 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
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 Sunbridge 6375 TRAILBLAZE BND, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$730,000

4 beds

|

4 baths

|

2,781 sq ft

|

House

6375 TRAILBLAZE BND, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Vienna Square 1561 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$225,000

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1561 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
Traditions at Lake Ruby 3667 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$350,550

3 beds

|

3 baths

|

2,562 sq ft

|

House

3667 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Solivita 201 LARGO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$444,000

2 beds

|

2 baths

|

2,419 sq ft

|

House

201 LARGO DR, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Sunbridge 2695 RIVER CREEK LN, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$599,980

2 beds

|

2 baths

|

2,184 sq ft

|

House

2695 RIVER CREEK LN, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 4432 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,605 sq ft

|

House

4432 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Heritage Hills 3201 SONESTA CT B, CLERMONT, FL, 34711, Clermont, FL 34711
$264,500

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3201 SONESTA CT B, CLERMONT, FL, 34711
Community: Heritage Hills
Del Webb Sunbridge 2743 RIVER CREEK LN, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$650,000

4 beds

|

3 baths

|

2,321 sq ft

|

House

2743 RIVER CREEK LN, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Del Webb Sunbridge 6145 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$489,900

2 beds

|

2 baths

|

2,077 sq ft

|

House

6145 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
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 2632 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$539,999

3 beds

|

3 baths

|

2,335 sq ft

|

House

2632 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Kings Ridge 4051 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$347,000

2 beds

|

2 baths

|

1,714 sq ft

|

House

4051 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
VillageWalk at Lake Nona 7991 ESTA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$995,000

4 beds

|

5 baths

|

3,454 sq ft

|

House

7991 ESTA LN, ORLANDO, FL, 32827
Summit Greens 748 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$419,000

3 beds

|

2 baths

|

1,777 sq ft

|

House

748 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Vienna Square 1584 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1584 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
Lake Ashton 4496 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,312 sq ft

|

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton

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
484 homes
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: Jan 10, 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