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

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

489 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
$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) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 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
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 - $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
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
Solivita 128 RIALTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$319,000

2 beds

|

2 baths

|

1,398 sq ft

|

House

128 RIALTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 505 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$304,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

505 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 53 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

53 HIGH VISTA DR, DAVENPORT, FL, 33837
Kings Ridge 3562 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$329,000

2 beds

|

2 baths

|

1,713 sq ft

|

House

3562 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 790 CARMEL LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$534,000

4 beds

|

3 baths

|

2,430 sq ft

|

House

790 CARMEL LN, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 525 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$365,000

2 beds

|

2 baths

|

2,064 sq ft

|

House

525 SHOREHAVEN DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 156 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$244,900

2 beds

|

2 baths

|

1,240 sq ft

|

House

156 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Del Webb Sunbridge 2587 CLIFF WAY, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$420,000

2 beds

|

2 baths

|

1,401 sq ft

|

House

2587 CLIFF WAY, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Twin Lakes 2658 MIDSWEET AVE, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$489,870

2 beds

|

2 baths

|

1,921 sq ft

|

House

2658 MIDSWEET AVE, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Del Webb Orlando 208 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$499,900

4 beds

|

2 baths

|

2,249 sq ft

|

House

208 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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
Lake Ashton 3829 LITCHFIELD LOOP, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$509,000

2 beds

|

2 baths

|

1,763 sq ft

|

House

3829 LITCHFIELD LOOP, LAKE WALES, FL, 33...
Community: Lake Ashton
Heritage Hills 3674 CALADESI RD, CLERMONT, FL, 34711, Clermont, FL 34711
$395,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3674 CALADESI RD, CLERMONT, FL, 34711
Community: Heritage Hills
Kings Ridge 3572 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$369,000

2 beds

|

2 baths

|

1,745 sq ft

|

House

3572 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 650 CARMEL LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$459,000

3 beds

|

2 baths

|

2,352 sq ft

|

House

650 CARMEL LN, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$487,900

2 beds

|

3 baths

|

2,345 sq ft

|

House

429 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Heritage Hills 3825 QUAINT LN F, CLERMONT, FL, 34711, Clermont, FL 34711
$320,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3825 QUAINT LN F, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3524 LITCHFIELD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

4 beds

|

3 baths

|

2,293 sq ft

|

House

3524 LITCHFIELD CT, CLERMONT, FL, 34711
Community: Heritage Hills
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 258 SAND PIPER DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$423,500

3 beds

|

3 baths

|

2,314 sq ft

|

House

258 SAND PIPER 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.
Twin Lakes 2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$530,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Twin Lakes 4921 CATALPA DR, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$539,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

4921 CATALPA DR, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Kings Ridge 3667 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$359,900

2 beds

|

2 baths

|

1,552 sq ft

|

House

3667 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
VillageWalk at Lake Nona 12244 PESCARA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$435,000

3 beds

|

2 baths

|

1,542 sq ft

|

Villa

12244 PESCARA LN, ORLANDO, FL, 32827
Lake Ashton 3064 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$459,000

3 beds

|

2 baths

|

2,394 sq ft

|

House

3064 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Del Webb Orlando 519 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,358 sq ft

|

House

519 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Kings Ridge 3684 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$329,900

3 beds

|

2 baths

|

1,552 sq ft

|

House

3684 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 469 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$499,000

3 beds

|

4 baths

|

2,616 sq ft

|

House

469 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Kings Ridge 2225 ELVERSON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$389,000

3 beds

|

2 baths

|

1,892 sq ft

|

House

2225 ELVERSON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
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
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.
Lake Ashton 4429 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$359,900

3 beds

|

2 baths

|

1,847 sq ft

|

House

4429 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Serenity Reserve 2335 SYMPHONY CIR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34771
$645,000

3 beds

|

4 baths

|

2,625 sq ft

|

House

2335 SYMPHONY CIR, SAINT CLOUD, FL, 3477...
Community: Serenity Reserve
Lake Ashton 1394 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$549,000

3 beds

|

2 baths

|

2,606 sq ft

|

House

1394 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Summit Greens 2366 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711
$393,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

2366 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
Del Webb Sunbridge 3135 VANGUARD CT, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$1,025,000

4 beds

|

4 baths

|

2,813 sq ft

|

House

3135 VANGUARD CT, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Poinsettia Heights 1818 SAN SALVADOR CT, WINTER HAVEN, FL, ..., Winter Haven, FL 33881
$165,000

2 beds

|

2 baths

|

1,271 sq ft

|

House

1818 SAN SALVADOR CT, WINTER HAVEN, FL, ...
Community: Poinsettia Heights
Traditions at Lake Ruby 3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$388,900

4 beds

|

3 baths

|

2,404 sq ft

|

House

3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Del Webb Sunbridge 2458 CLIFF WAY, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$404,900

2 beds

|

2 baths

|

1,584 sq ft

|

Townhouse

2458 CLIFF WAY, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Twin Lakes 2585 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$335,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2585 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Heritage Hills 4016 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$449,000

3 beds

|

2 baths

|

2,130 sq ft

|

House

4016 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills

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
489 homes 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: Dec 04, 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