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 5

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
New Solivita 121 RIALTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$280,000

2 beds

|

2 baths

|

1,512 sq ft

|

House

121 RIALTO RD, POINCIANA, FL, 34759
Community: Solivita
Kings Ridge 3623 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$309,000

2 beds

|

2 baths

|

1,334 sq ft

|

House

3623 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
Lake Ashton 4068 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$495,000

3 beds

|

2 baths

|

2,064 sq ft

|

House

4068 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
High Vista at Ridgewood Lakes 537 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

537 RIDGE VIEW DR, DAVENPORT, FL, 33837
Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$389,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Lake Ashton 4188 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$290,000

2 beds

|

2 baths

|

1,520 sq ft

|

House

4188 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
Lake Ashton 4232 ROEBELENII DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$344,900

3 beds

|

2 baths

|

1,941 sq ft

|

House

4232 ROEBELENII DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Kings Ridge 3906 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$339,900

2 beds

|

2 baths

|

1,441 sq ft

|

House

3906 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 3724 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$299,999

2 beds

|

2 baths

|

1,410 sq ft

|

House

3724 WESTERHAM DR, 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.
Heritage Hills 3632 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$300,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3632 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Lake Ashton 5353 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$499,000

3 beds

|

2 baths

|

2,805 sq ft

|

House

5353 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Del Webb Sunbridge 2698 RIVER CREEK LN, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$595,000

3 beds

|

3 baths

|

2,080 sq ft

|

House

2698 RIVER CREEK LN, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Solivita 513 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$265,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

513 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Heritage Hills 3547 FAIRWATERS CT A, CLERMONT, FL, 3471..., Clermont, FL 34711
$334,900

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3547 FAIRWATERS CT A, CLERMONT, FL, 3471...
Community: Heritage Hills
Solivita 699 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$474,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

699 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Sunbridge 6224 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$549,835

2 beds

|

2 baths

|

1,405 sq ft

|

House

6224 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Del Webb Sunbridge 6213 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$924,821

3 beds

|

3 baths

|

2,269 sq ft

|

House

6213 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.
Del Webb Oasis 15843 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$459,090

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

15843 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Del Webb Oasis 15825 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$449,080

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

15825 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Del Webb Oasis 15837 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$460,410

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

15837 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Del Webb Oasis 15831 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$452,090

3 beds

|

2 baths

|

1,579 sq ft

|

Villa

15831 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
VillageWalk at Lake Nona 12287 REGAL LILY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$699,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

12287 REGAL LILY LN, ORLANDO, FL, 32827
Heritage Hills 3557 BELLAND CIR D, CLERMONT, FL, 34711, Clermont, FL 34711
$299,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3557 BELLAND CIR D, CLERMONT, FL, 34711
Community: Heritage Hills
Gatherings of Lake Nona 7545 LAUREATE BLVD UNIT 7203, ORLANDO, F..., Orlando, FL 32827
$457,990

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7545 LAUREATE BLVD UNIT 7203, ORLANDO, F...
Gatherings of Lake Nona 7545 LAUREATE BLVD UNIT 7202, ORLANDO, F..., Orlando, FL 32827
$489,990

3 beds

|

2 baths

|

1,805 sq ft

|

Condo

7545 LAUREATE BLVD UNIT 7202, ORLANDO, F...
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 7557 LAUREATE BLVD UNIT 6301, ORLANDO, F..., Orlando, FL 32827
$365,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7557 LAUREATE BLVD UNIT 6301, ORLANDO, F...
Kings Ridge 2535 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$425,000

2 beds

|

2 baths

|

1,930 sq ft

|

House

2535 NEW CASTLE CT, CLERMONT, FL, 34711
Community: Kings Ridge
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
Kings Ridge 1990 FARMINGTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$440,000

3 beds

|

2 baths

|

2,148 sq ft

|

House

1990 FARMINGTON CT, CLERMONT, FL, 34711
Community: Kings Ridge
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
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Traditions at Lake Ruby 4016 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$421,900

4 beds

|

3 baths

|

1,927 sq ft

|

House

4016 CARTERET DR, WINTER HAVEN, FL, 3388...
Solivita 154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$620,000

3 beds

|

4 baths

|

2,616 sq ft

|

House

154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347...
Community: Solivita
Solivita 542 VITERRA CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$440,000

3 beds

|

3 baths

|

2,312 sq ft

|

House

542 VITERRA CT, KISSIMMEE, FL, 34759
Community: Solivita
Kings Ridge 2131 BURLEY AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$294,999

2 beds

|

2 baths

|

1,394 sq ft

|

House

2131 BURLEY 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.
Del Webb Sunbridge 6354 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771
$514,900

2 beds

|

2 baths

|

1,670 sq ft

|

House

6354 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
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
Solivita 582 SAN JOAQUIN RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$369,900

3 beds

|

2 baths

|

1,730 sq ft

|

House

582 SAN JOAQUIN RD, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 506 TAPATIO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$549,000

3 beds

|

3 baths

|

2,509 sq ft

|

House

506 TAPATIO 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 806 EBB TIDE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

3 beds

|

3 baths

|

2,011 sq ft

|

House

806 EBB TIDE LN, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 2448 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$309,900

3 beds

|

2 baths

|

1,539 sq ft

|

Villa

2448 PALM TREE 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
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