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

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

27 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 (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
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
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
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
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.
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
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
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
Want to learn more about 55+ rental 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
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.
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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.
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
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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.
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
New Four Seasons at Orlando 7956 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$550,000

3 beds

|

3 baths

|

2,360 sq ft

|

House

7956 HANSON BAY PL, KISSIMMEE, FL, 34747
New Solivita 819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$494,900

3 beds

|

3 baths

|

2,427 sq ft

|

House

819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
New Kings Ridge 3673 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$322,000

2 beds

|

2 baths

|

1,334 sq ft

|

House

3673 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
New Kings Ridge 3513 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$324,900

2 beds

|

2 baths

|

1,460 sq ft

|

House

3513 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
New Solivita 214 PRIMA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$309,900

3 beds

|

2 baths

|

1,939 sq ft

|

House

214 PRIMA DR, POINCIANA, FL, 34759
Community: Solivita
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
New Solivita 537 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$489,000

3 beds

|

3 baths

|

2,394 sq ft

|

House

537 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
New Summit Greens 2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$450,000

3 beds

|

2 baths

|

1,961 sq ft

|

House

2390 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
New Kings Ridge 3617 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$329,900

2 beds

|

2 baths

|

1,681 sq ft

|

House

3617 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
New Kings Ridge 2190 CAXTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$425,000

3 beds

|

2 baths

|

1,892 sq ft

|

House

2190 CAXTON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
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 Gatherings of Lake Nona 7545 LAUREATE BLVD UNIT 7305, ORLANDO, F..., Orlando, FL 32827
$459,990

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7545 LAUREATE BLVD UNIT 7305, ORLANDO, F...
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.
New Solivita 812 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$599,900

4 beds

|

3 baths

|

2,430 sq ft

|

House

812 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
New Gatherings of Lake Nona 7545 LAUREATE BLVD UNIT 7301, ORLANDO, F..., Orlando, FL 32827
$425,990

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7545 LAUREATE BLVD UNIT 7301, ORLANDO, F...
New Gatherings of Lake Nona 7557 LAUREATE BLVD UNIT 6401, ORLANDO, F..., Orlando, FL 32827
$390,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7557 LAUREATE BLVD UNIT 6401, ORLANDO, F...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Twin Lakes 2461 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$289,900

2 beds

|

2 baths

|

1,464 sq ft

|

Halfplex

2461 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
New Oakview 1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$219,900

2 beds

|

2 baths

|

1,220 sq ft

|

Villa

1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Kings Ridge 3904 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$279,000

3 beds

|

2 baths

|

1,403 sq ft

|

House

3904 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
New Esplanade at Highland Ranch 2610 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$395,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

2610 STARGRASS CIR, CLERMONT, FL, 34715
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 High Vista at Ridgewood Lakes 823 CUNNINGHAM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,000

2 beds

|

2 baths

|

1,693 sq ft

|

House

823 CUNNINGHAM DR, DAVENPORT, FL, 33837
New Lake Ashton 5264 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$335,000

3 beds

|

2 baths

|

2,011 sq ft

|

House

5264 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
New Solivita 532 PASADENA PL, POINCIANA, FL, 34759, Poinciana, FL 34759
$265,200

2 beds

|

2 baths

|

1,548 sq ft

|

House

532 PASADENA PL, POINCIANA, FL, 34759
Community: Solivita
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.
New Twin Lakes 2682 MIDSWEET AVE, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$534,900

2 beds

|

2 baths

|

1,707 sq ft

|

House

2682 MIDSWEET AVE, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
New Lake Ashton 4648 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$375,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

4648 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
New Lake Ashton 4144 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$265,000

2 beds

|

2 baths

|

1,503 sq ft

|

House

4144 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
New Heritage Hills 3516 WINDANSEA CT, CLERMONT, FL, 34711, Clermont, FL 34711
$489,900

3 beds

|

2 baths

|

2,084 sq ft

|

House

3516 WINDANSEA CT, CLERMONT, FL, 34711
Community: Heritage Hills
New Heritage Hills 3610 CALADESI RD, CLERMONT, FL, 34711, Clermont, FL 34711
$390,000

3 beds

|

2 baths

|

1,636 sq ft

|

House

3610 CALADESI RD, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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 Palms at Serenoa 3465 MEADOW BEAUTY WAY, CLERMONT, FL, 34..., Clermont, FL 34714
$338,000

2 beds

|

2 baths

|

1,646 sq ft

|

House

3465 MEADOW BEAUTY WAY, CLERMONT, FL, 34...
Community: Palms at Serenoa
New Kings Ridge 2111 TURNBRIDGE CIR, CLERMONT, FL, 34711, Clermont, FL 34711
$314,000

2 beds

|

2 baths

|

1,344 sq ft

|

House

2111 TURNBRIDGE CIR, CLERMONT, FL, 34711
Community: Kings Ridge
New VillageWalk at Lake Nona 11831 FAN TAIL LN, ORLANDO, FL, 32827, Orlando, FL 32827
$424,900

2 beds

|

2 baths

|

1,526 sq ft

|

Halfplex

11831 FAN TAIL LN, ORLANDO, FL, 32827
New Kings Ridge 3824 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$240,000

2 beds

|

2 baths

|

1,338 sq ft

|

House

3824 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 2209 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$419,000

2 beds

|

2 baths

|

1,985 sq ft

|

House

2209 STONEBRIDGE WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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.
Lake Ashton 4080 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$379,900

3 beds

|

2 baths

|

2,295 sq ft

|

House

4080 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Kings Ridge 3577 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,460 sq ft

|

House

3577 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Four Seasons at Orlando 7977 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$500,000

3 beds

|

2 baths

|

2,130 sq ft

|

House

7977 HANSON BAY PL, KISSIMMEE, FL, 34747
Solivita 927 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$615,000

3 beds

|

4 baths

|

3,088 sq ft

|

House

927 SAN RAPHAEL ST, POINCIANA, 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 189 LARGO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$410,000

2 beds

|

2 baths

|

2,081 sq ft

|

House

189 LARGO DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Palms at Serenoa 17751 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$549,900

3 beds

|

2 baths

|

1,822 sq ft

|

House

17751 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Solivita 447 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$439,900

2 beds

|

3 baths

|

2,095 sq ft

|

House

447 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Heritage Hills 3538 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711
$315,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 FAIRWATERS CT B, CLERMONT, FL, 3471...
Community: Heritage Hills
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Kings Ridge 2302 EDMONTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$330,000

3 beds

|

2 baths

|

1,705 sq ft

|

House

2302 EDMONTON CT, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 246 NEW RIVER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$400,000

3 beds

|

2 baths

|

2,025 sq ft

|

House

246 NEW RIVER DR, KISSIMMEE, FL, 34759
Community: Solivita

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
27 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: Feb 23, 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