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

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

27 communities 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
$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 - $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
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 - $400Ks
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
$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
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
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
$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
Lake Ashton 4249 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$409,900

2 beds

|

2 baths

|

1,847 sq ft

|

House

4249 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Four Seasons at Orlando 2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$379,990

2 beds

|

2 baths

|

1,778 sq ft

|

House

2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
VillageWalk at Lake Nona 12021 JEWEL FISH LN, ORLANDO, FL, 32827, Orlando, FL 32827
$749,000

4 beds

|

4 baths

|

2,667 sq ft

|

House

12021 JEWEL FISH LN, ORLANDO, FL, 32827
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$339,990

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Traditions at Lake Ruby 3136 LANGDON LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$360,000

3 beds

|

2 baths

|

1,999 sq ft

|

House

3136 LANGDON LN, WINTER HAVEN, FL, 33884
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 4412 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$205,000

2 beds

|

2 baths

|

1,047 sq ft

|

House

4412 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Oasis 13732 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$610,000

2 beds

|

2 baths

|

1,889 sq ft

|

House

13732 FRESH IVY ST, WINTER GARDEN, FL, 3...
Community: Del Webb Oasis
Del Webb Orlando 613 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,900

2 beds

|

2 baths

|

1,831 sq ft

|

House

613 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Solivita 1155 GLENDORA RD N, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$599,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

1155 GLENDORA RD N, KISSIMMEE, FL, 34759
Community: Solivita
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
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 5037 FALLGLO WAY, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$579,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

5037 FALLGLO WAY, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 5081 TWIN LAKES BLVD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$464,500

3 beds

|

3 baths

|

2,208 sq ft

|

House

5081 TWIN LAKES BLVD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Esplanade at Highland Ranch 1343 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$635,000

3 beds

|

3 baths

|

2,449 sq ft

|

House

1343 ZEEK RIDGE ST, CLERMONT, FL, 34715
Traditions at Lake Ruby 2920 DAYTON DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$262,500

2 beds

|

2 baths

|

1,935 sq ft

|

House

2920 DAYTON DR, WINTER HAVEN, FL, 33884
Solivita 972 LADERA RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$475,000

3 beds

|

3 baths

|

2,318 sq ft

|

House

972 LADERA RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Palms at Serenoa 3903 WINGED ELM CT, CLERMONT, FL, 34714, Clermont, FL 34714
$430,000

2 beds

|

2 baths

|

1,822 sq ft

|

House

3903 WINGED ELM CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
Twin Lakes 2769 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$524,300

2 beds

|

3 baths

|

2,107 sq ft

|

House

2769 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Traditions at Lake Ruby 3986 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$415,000

4 beds

|

3 baths

|

2,320 sq ft

|

House

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Kings Ridge 4020 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,572 sq ft

|

House

4020 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
New Four Seasons at Orlando 1855 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,990

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1855 FLORA PASS PL, KISSIMMEE, FL, 34747
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 Tohoqua Reserve 1855 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$365,000

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

1855 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Del Webb Sunbridge 6213 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$996,821

3 beds

|

3 baths

|

2,269 sq ft

|

House

6213 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Kings Ridge 4122 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$372,900

2 beds

|

3 baths

|

1,736 sq ft

|

House

4122 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Palms at Serenoa 3435 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$384,500

3 beds

|

2 baths

|

1,621 sq ft

|

House

3435 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
Twin Lakes 2337 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$340,000

2 beds

|

2 baths

|

1,351 sq ft

|

Villa

2337 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 2323 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$355,000

2 beds

|

2 baths

|

1,449 sq ft

|

Villa

2323 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2335 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$340,000

2 beds

|

2 baths

|

1,351 sq ft

|

Villa

2335 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 5031 DANCY LN, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$400,000

2 beds

|

2 baths

|

1,423 sq ft

|

House

5031 DANCY LN, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Solivita 560 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$274,900

2 beds

|

2 baths

|

1,543 sq ft

|

House

560 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 536 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$289,500

2 beds

|

2 baths

|

1,491 sq ft

|

House

536 PORTOFINO DR, 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 542 VITERRA CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$463,000

3 beds

|

3 baths

|

2,312 sq ft

|

House

542 VITERRA CT, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 350 BALBOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,990

3 beds

|

3 baths

|

2,334 sq ft

|

House

350 BALBOA DR, KISSIMMEE, FL, 34759
Community: Solivita
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
Lake Henry Estates 488 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,000

2 beds

|

2 baths

|

1,386 sq ft

|

House

488 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$499,999

3 beds

|

2 baths

|

2,066 sq ft

|

House

1598 WHITEWOOD CT, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 2480 PROMENADE DR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$289,900

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2480 PROMENADE DR, SAINT CLOUD, FL, 3477...
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
Del Webb Sunbridge 6376 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771
$474,900

2 beds

|

2 baths

|

1,781 sq ft

|

House

6376 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
Solivita 729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$514,900

4 beds

|

4 baths

|

2,616 sq ft

|

House

729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
Esplanade at Highland Ranch 1038 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$650,000

3 beds

|

3 baths

|

2,287 sq ft

|

House

1038 TIMBERVALE TRL, CLERMONT, FL, 34715

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 near Kissimmee
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.
© 2025 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: Nov 26, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top