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
Lake Ashton 4081 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$418,000

3 beds

|

2 baths

|

2,027 sq ft

|

House

4081 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Orlando 300 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$438,900

2 beds

|

2 baths

|

1,728 sq ft

|

House

300 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Vienna Square 1709 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$259,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1709 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
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
Lake Ashton 5357 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$489,000

3 beds

|

2 baths

|

2,363 sq ft

|

House

5357 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Kings Ridge 3840 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$325,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

3840 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 779 VIA COMO ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$374,900

3 beds

|

2 baths

|

1,653 sq ft

|

House

779 VIA COMO ST, KISSIMMEE, FL, 34759
Community: Solivita
Twin Lakes 2672 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$625,000

3 beds

|

3 baths

|

2,935 sq ft

|

House

2672 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Solivita 141 LEMON GROVE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$664,900

4 beds

|

5 baths

|

2,917 sq ft

|

House

141 LEMON GROVE DR, KISSIMMEE, FL, 34759
Community: Solivita
Spring Lake Towers 700 MIRROR TER 505, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$139,400

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 505, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
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 3596 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$395,900

3 beds

|

2 baths

|

1,677 sq ft

|

House

3596 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Esplanade at Highland Ranch 2602 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$389,500

2 beds

|

2 baths

|

1,732 sq ft

|

House

2602 STARGRASS CIR, CLERMONT, FL, 34715
Vienna Square 2470 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$280,000

3 beds

|

2 baths

|

1,935 sq ft

|

House

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Solivita 634 VIA CORSO CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$425,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

634 VIA CORSO CT, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 5332 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$438,888

3 beds

|

2 baths

|

1,677 sq ft

|

House

5332 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
High Vista at Ridgewood Lakes 29 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,900

3 beds

|

2 baths

|

1,862 sq ft

|

House

29 HIGH VISTA DR, DAVENPORT, FL, 33837
Solivita 531 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$449,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

531 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4480 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$296,500

2 beds

|

2 baths

|

1,523 sq ft

|

House

4480 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Traditions at Lake Ruby 3348 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$239,000

2 beds

|

2 baths

|

1,185 sq ft

|

House

3348 RALEIGH DR, WINTER HAVEN, FL, 33884
VillageWalk at Lake Nona 11846 NAUTICA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$425,000

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

11846 NAUTICA DR, ORLANDO, FL, 32827
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.
Spring Lake Towers 700 MIRROR TER 303, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$119,900

2 beds

|

2 baths

|

1,029 sq ft

|

Condo

700 MIRROR TER 303, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Lake Ashton 4115 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$325,000

2 beds

|

2 baths

|

1,688 sq ft

|

House

4115 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Solivita 274 MARABELLA LOOP, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$339,900

3 beds

|

2 baths

|

1,786 sq ft

|

House

274 MARABELLA LOOP, KISSIMMEE, FL, 34759
Community: Solivita
VillageWalk at Lake Nona 11999 MODENA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$450,000

3 beds

|

2 baths

|

1,554 sq ft

|

Villa

11999 MODENA LN, ORLANDO, FL, 32827
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$407,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Solivita 308 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

308 VESTRELLA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 428 BEL AIR WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$419,900

2 beds

|

2 baths

|

2,023 sq ft

|

House

428 BEL AIR WAY, KISSIMMEE, FL, 34759
Community: Solivita
Four Seasons at Orlando 1980 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$595,000

3 beds

|

2 baths

|

2,202 sq ft

|

House

1980 FLORA PASS PL, KISSIMMEE, FL, 34747
Solivita 917 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$459,900

3 beds

|

3 baths

|

2,325 sq ft

|

House

917 SHOREHAVEN DR, POINCIANA, FL, 34759
Community: Solivita
Traditions at Lake Ruby 2925 DAYTON DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$313,900

3 beds

|

2 baths

|

2,109 sq ft

|

House

2925 DAYTON DR, WINTER HAVEN, FL, 33884
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 1901 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$350,000

2 beds

|

2 baths

|

1,559 sq ft

|

House

1901 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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
Kings Ridge 3817 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$289,990

2 beds

|

2 baths

|

1,625 sq ft

|

House

3817 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Twin Lakes 2557 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$345,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2557 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Gatherings of Lake Nona 7573 LAUREATE BLVD UNIT 1305, ORLANDO, F..., Orlando, FL 32827
$449,995

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7573 LAUREATE BLVD UNIT 1305, ORLANDO, F...
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Oakview 1585 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$199,900

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

1585 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
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
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
Solivita 537 MONTAGE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$549,900

3 beds

|

3 baths

|

2,441 sq ft

|

House

537 MONTAGE LN, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 1824 PELICAN HILL WAY, POINCIANA, FL, 34..., Poinciana, FL 34759
$266,500

2 beds

|

2 baths

|

1,515 sq ft

|

House

1824 PELICAN HILL WAY, POINCIANA, FL, 34...
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
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