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

27 communities near Kissimmee

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4.7 rating (18 reviews) Solivita
$100Ks - $700Ks
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
Want to learn more about 55+ rental 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
$400Ks - $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
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
$200Ks - $500Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 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.
3.9 rating (7 reviews) Summit Greens
$200Ks - $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
Want to learn more about 55+ rental 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
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
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
$1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
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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
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.
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
Enclave at VillageWalk 10938 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,690,000

6 beds

|

6 baths

|

5,334 sq ft

|

House

10938 SAVONA WAY, ORLANDO, FL, 32827
Enclave at VillageWalk 11741 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,100,000

4 beds

|

4 baths

|

3,197 sq ft

|

House

11741 SAVONA WAY, ORLANDO, FL, 32827
Enclave at VillageWalk 10819 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,500,000

5 beds

|

6 baths

|

5,437 sq ft

|

House

10819 SAVONA WAY, ORLANDO, FL, 32827
Enclave at VillageWalk 11675 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,435,000

4 beds

|

5 baths

|

4,622 sq ft

|

House

11675 SAVONA WAY, ORLANDO, FL, 32827
Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$315,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
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
Heritage Hills 3542 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$284,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3542 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
Heritage Hills 3210 SONESTA CT B, CLERMONT, FL, 34711, Clermont, FL 34711
$274,500

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3210 SONESTA CT B, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3791 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$538,899

3 beds

|

3 baths

|

2,615 sq ft

|

House

3791 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3557 BELLAND CIR D, CLERMONT, FL, 34711, Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3557 BELLAND CIR D, CLERMONT, FL, 34711
Community: Heritage Hills
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
$387,000

3 beds

|

2 baths

|

1,677 sq ft

|

House

3596 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
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.
Heritage Hills 3677 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$384,900

3 beds

|

2 baths

|

1,672 sq ft

|

House

3677 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3613 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$275,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3613 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3464 EMBERS LN, CLERMONT, FL, 34711, Clermont, FL 34711
$445,000

3 beds

|

3 baths

|

2,032 sq ft

|

House

3464 EMBERS LN, CLERMONT, FL, 34711
Community: Heritage Hills
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
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
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Heritage Hills 3553 BELLAND CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3553 BELLAND CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3856 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3856 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
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 3665 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$445,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

3665 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3788 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$379,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3788 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
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
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.
Heritage Hills 3201 SONESTA CT A, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3201 SONESTA CT A, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Heritage Hills 3538 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$310,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 BELLAND CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Twin Lakes 2302 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$327,500

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2302 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 4911 DRAWDY CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$565,000

3 beds

|

2 baths

|

3,122 sq ft

|

House

4911 DRAWDY CT, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2709 GREENLANDS ST, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$599,999

4 beds

|

4 baths

|

2,870 sq ft

|

House

2709 GREENLANDS ST, SAINT CLOUD, FL, 347...
Community: Twin Lakes
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 Twin Lakes 2437 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$295,500

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2437 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Twin Lakes 2600 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$654,000

3 beds

|

3 baths

|

2,935 sq ft

|

House

2600 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Twin Lakes 2454 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$680,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2454 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Twin Lakes 2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$299,999

2 beds

|

2 baths

|

1,464 sq ft

|

Halfplex

2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Twin Lakes 2410 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$369,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2410 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
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.
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 2781 BUCKEYE LN, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$337,690

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

2781 BUCKEYE LN, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2680 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$699,900

3 beds

|

3 baths

|

2,293 sq ft

|

House

2680 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Twin Lakes 2632 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$539,000

3 beds

|

3 baths

|

2,335 sq ft

|

House

2632 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
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 2606 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$559,990

3 beds

|

3 baths

|

2,365 sq ft

|

House

2606 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Want to learn more about 55+ rental communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
Twin Lakes 5040 GARDENROW DR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$319,580

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

5040 GARDENROW DR, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Twin Lakes 2769 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$479,300

2 beds

|

3 baths

|

2,107 sq ft

|

House

2769 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Twin Lakes 5017 E FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772
$425,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

5017 E FOUNTAINWOOD DR, SAINT CLOUD, FL,...
Community: Twin Lakes
Want to learn more about 55+ communities in Kissimmee? 55places can help!
Questions? Call us: (689) 215-8956
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
Twin Lakes 2476 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$269,900

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2476 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes

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