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Orlando-Kissimmee Area, FL 55+ active adult communities & homes for sale - Page 9
23 communities near Orlando-Kissimmee Area
468 homes near Orlando-Kissimmee Area
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4.7 rating (18 reviews)
![Solivita]()
$300ks
- $700ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
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
$300ks
- $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
557 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
5 rating (1 reviews)
![Del Webb Sunbridge]()
$400ks
- $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
1,300 homes
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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 (1 reviews)
![VillageWalk at Lake Nona]()
$300ks
- $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only
|
Age-targeted
|
Built 2006 - 2016
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1,300 homes
5 rating (1 reviews)
![Del Webb Oasis]()
$400ks
- $700ks
Del Webb Oasis, Winter Garden, FL
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
422 homes
$300ks
- $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
216 homes
$300ks
- $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
258 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.
3.6 rating (5 reviews)
![Heritage Hills]()
$200ks
- $400ks
Heritage Hills, Clermont, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
1,154 homes
$200ks
- $400ks
The Lakes at Harmony, Harmony, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
400 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
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475 homes
$300ks
- $700ks
Esplanade at Westview, Kissimmee, FL
New Construction
|
Age-targeted
|
Built 2025 - present
|
600 homes
$400ks
- $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction
|
Age-targeted
|
Built 2025 - present
3.9 rating (7 reviews)
![Summit Greens]()
$300ks
- $400ks
Summit Greens, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2019
|
769 homes
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Questions? Call us:
(689) 215-8481
$400ks
- $800ks
Del Webb Lakehaven, Clermont, FL
New Construction
|
55+ age-restricted
|
Built 2026 - present
5 rating (2 reviews)
![Palms at Serenoa]()
$200ks
- $400ks
Palms at Serenoa, Clermont, FL
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
570 homes
$300ks
- $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction
|
Age-targeted
|
Built 2024 - present
|
658 homes
$100ks
- $300ks
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.
$700ks
- $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only
|
Age-targeted
|
Built 2015 - 2021
|
144 homes
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only
|
55+ age-restricted
|
Built 2016 - 2020
|
85 homes
$300ks
- $500ks
Lennar at Sanctuary at We..., Clermont, FL
New Construction
|
55+ age-restricted
|
Built 2025 - 2026
|
203 homes
Westhaven at Ovation - Townes Collection
![14099 LOCHEND WAY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787]()
3 beds
|3 baths
|1,720 sq ft
|Townhouse
14099 LOCHEND WAY, WINTER GARDEN, FL, 34...
Community: Westhaven at Ovation - Townes Collection
MLS O6404015 • INTERNATIONAL REAL ESTATE LLC, Ana... • INTERNATIONAL REAL ESTATE LLC
Cindy Certified
Esplanade at Highland Ranch
![959 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715]()
2 beds
|2 baths
|1,788 sq ft
|House
959 BRAEWOOD DR, CLERMONT, FL, 34715
Community: Esplanade at Highland Ranch
MLS G5111687 • LPT REALTY, LLC, Jessica Carlson • LPT REALTY, LLC
Cindy Certified
Solivita
![537 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5148682 • BORCHINI REALTY, Charles Borchini • BORCHINI REALTY
Want to learn more about 55+ communities in Orlando-Kissimmee Area?
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Questions? Call us:
(689) 215-8481
Del Webb Orlando
![436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,348 sq ft
|House
436 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS OM723730 • AMPUERO REALTY CORP., Gloria Ampue... • AMPUERO REALTY CORP.
Solivita
![516 MILLIFIORA LN, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS P4938561 • EXP REALTY LLC, Michael Jacobs • EXP REALTY LLC
The Lakes at Harmony
![3415 FEATHERGRASS CT, ST CLOUD, FL, 3477..., St Cloud, FL 34773]()
5 beds
|4 baths
|3,300 sq ft
|House
3415 FEATHERGRASS CT, ST CLOUD, FL, 3477...
Community: The Lakes at Harmony
MLS S5148249 • CORCORAN CONNECT LLC, Jeanine Corc... • CORCORAN CONNECT LLC
High Vista at Ridgewood Lakes
![322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|2 baths
|1,776 sq ft
|House
322 HIGH VISTA DR, DAVENPORT, FL, 33837
Community: High Vista at Ridgewood Lakes
MLS O6400878 • CHARLES RUTENBERG REALTY ORLANDO, ... • CHARLES RUTENBERG REALTY ORLANDO
Lake Henry Estates
![510 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844]()
2 beds
|2 baths
|1,608 sq ft
|House
510 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
MLS P4938492 • JUDY B CLEAVES PROPERTIES INC, Car... • JUDY B CLEAVES PROPERTIES INC
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
![7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3..., Orlando, FL 32827]()
3 beds
|2 baths
|1,805 sq ft
|Condo
7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3...
Community: Gatherings of Lake Nona
MLS O6400250 • REAL BROKER, LLC, Ken Pozek • REAL BROKER, LLC
Cindy Certified
Solivita
![477 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5148271 • BELLA VERDE REALTY LLC, Miguel Elv... • BELLA VERDE REALTY LLC
Cindy Certified
Westhaven at Ovation - Townes Collection
![12788 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787]()
4 beds
|3 baths
|2,031 sq ft
|Townhouse
12788 SUNSET WALK DR, WINTER GARDEN, FL,...
Community: Westhaven at Ovation - Townes Collection
MLS O6400288 • ORLANDO TBI REALTY LLC, DeVahn Pow... • ORLANDO TBI REALTY LLC
Esplanade at Highland Ranch
![1222 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715]()
2 beds
|3 baths
|2,105 sq ft
|House
1222 ZEEK RIDGE ST, CLERMONT, FL, 34715
Community: Esplanade at Highland Ranch
MLS O6398370 • RE/MAX SELECT GROUP, Mike Mondello • RE/MAX SELECT GROUP
Want to learn more about 55+ communities in Orlando-Kissimmee Area?
55places can help!
Questions? Call us:
(689) 215-8481
The Lakes at Harmony
![3481 MIDDLEBROOK PL, ST CLOUD, FL, 34773, St Cloud, FL 34773]()
5 beds
|3 baths
|3,467 sq ft
|House
3481 MIDDLEBROOK PL, ST CLOUD, FL, 34773
Community: The Lakes at Harmony
MLS S5147896 • CORCORAN CONNECT LLC, Jeanine Corc... • CORCORAN CONNECT LLC
Cindy Certified
Solivita
![1317 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS O6399378 • SOGO REAL ESTATE SERVICES LLC, Chr... • SOGO REAL ESTATE SERVICES LLC
Del Webb Sunbridge
![2873 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771]()
3 beds
|3 baths
|2,270 sq ft
|House
2873 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
MLS O6398185 • INTERNATIONAL TEAM INC, Jo Costa • INTERNATIONAL TEAM INC
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.
The Lakes at Harmony
![3113 SONGBIRD CIR, ST CLOUD, FL, 34773, St Cloud, FL 34773]()
3 beds
|2 baths
|1,876 sq ft
|House
3113 SONGBIRD CIR, ST CLOUD, FL, 34773
Community: The Lakes at Harmony
MLS S5146996 • CORCORAN CONNECT LLC, Jeanine Corc... • CORCORAN CONNECT LLC
Solivita
![130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5146916 • CENTURY 21 ALL HOMES & PROPERT, Na... • CENTURY 21 ALL HOMES & PROPERT
Cindy Certified
Twin Lakes
![4902 W FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772]()
2 beds
|2 baths
|1,624 sq ft
|House
4902 W FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
MLS O6396943 • KEY CLASSIC REALTY LLC, Laisa Sant... • KEY CLASSIC REALTY LLC
Four Seasons at Orlando
![1999 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747]()
2 beds
|2 baths
|1,557 sq ft
|Villa
1999 KEY BAY TRL, KISSIMMEE, FL, 34747
Community: Four Seasons at Orlando
MLS O6396388 • CHARLES RUTENBERG REALTY ORLANDO, ... • CHARLES RUTENBERG REALTY ORLANDO
High Vista at Ridgewood Lakes
![116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|2 baths
|1,776 sq ft
|House
116 FLEMING LN, DAVENPORT, FL, 33837
Community: High Vista at Ridgewood Lakes
MLS O6395393 • EXP REALTY LLC, Corinne Defilippis • EXP REALTY LLC
Enclave at VillageWalk
![8591 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827]()
5 beds
|5 baths
|4,924 sq ft
|House
8591 ADALINA PL, ORLANDO, FL, 32827
Community: Enclave at VillageWalk
MLS O6393523 • REAL BROKER, LLC, Peter Luu • REAL BROKER, LLC
Want to learn more about 55+ communities in Orlando-Kissimmee Area?
55places can help!
Questions? Call us:
(689) 215-8481
Cindy Certified
Heritage Hills
![3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|3 baths
|2,554 sq ft
|House
3859 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
MLS O6391833 • BHHS FLORIDA REALTY, Andrew Kincai... • BHHS FLORIDA REALTY
Heritage Hills
![3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|3 baths
|2,006 sq ft
|House
3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
MLS G5110537 • COLDWELL BANKER HUBBARD HANSEN, Ri... • COLDWELL BANKER HUBBARD HANSEN
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
![5017 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772]()
3 beds
|2 baths
|1,863 sq ft
|House
5017 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
MLS O6395461 • EXP REALTY LLC, Brittany Pride • EXP REALTY LLC
The Lakes at Harmony
![3399 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773]()
3 beds
|2 baths
|1,550 sq ft
|House
3399 SAGEBRUSH ST, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS S5147072 • LPT REALTY, LLC, Monica Guajardo G... • LPT REALTY, LLC
Summit Greens
![2197 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|1,703 sq ft
|House
2197 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
MLS O6395250 • BALDWIN PARK REALTY LLC, Brian Cir... • BALDWIN PARK REALTY LLC
Lake Henry Estates
![558 PINNACLE DR, HAINES CITY, FL, 33844, Haines City, FL 33844]()
2 beds
|2 baths
|1,273 sq ft
|House
558 PINNACLE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
MLS L4960781 • LIVE FLORIDA REALTY, Ramone Harris • LIVE FLORIDA REALTY
Solivita
![1309 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS O6395320 • REAL BROKER, LLC, Ken Pozek • REAL BROKER, LLC
Solivita
![352 HAMRICK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5146633 • BELLA VERDE REALTY LLC, Miguel Elv... • BELLA VERDE REALTY LLC
Del Webb Orlando
![112 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,961 sq ft
|House
112 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5146479 • RIDGE REALTY GROUP LLC, Deborah Ba... • RIDGE REALTY GROUP LLC
Lake Henry Estates
![543 CLUBHILL DR, HAINES CITY, FL, 33844, Haines City, FL 33844]()
2 beds
|2 baths
|1,864 sq ft
|House
543 CLUBHILL DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
MLS O6394129 • LIONHEART BROKERS, Claudia Centesi... • LIONHEART BROKERS
Want to learn more about 55+ communities in Orlando-Kissimmee Area?
55places can help!
Questions? Call us:
(689) 215-8481
Del Webb Orlando
![1032 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,455 sq ft
|House
1032 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5146301 • RIDGE REALTY GROUP LLC, Deborah Ba... • RIDGE REALTY GROUP LLC
Gatherings of Lake Nona
![7545 LAUREATE BLVD 7303, ORLANDO, FL, 32..., Orlando, FL 32827]()
2 beds
|2 baths
|1,549 sq ft
|Condo
7545 LAUREATE BLVD 7303, ORLANDO, FL, 32...
Community: Gatherings of Lake Nona
MLS O6392206 • KELLER WILLIAMS ADVANTAGE REALTY, ... • KELLER WILLIAMS ADVANTAGE REALTY
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.
55+ Living in the Orlando-Kissimmee Area
Join us in this video, where we'll unveil the myriad reasons why Orlando is the perfect destination for retirees seeking a vibrant and entertaining chapter of life.
Frequently Asked Questions
In the Orlando-Kissimmee Area, there are 4 large communities with over 1000 homes, 3 medium communities with 500-1000 homes, and 11 small communities with less than 500 homes.
The smallest 55+ communities in the Orlando-Kissimmee Area has 85 homes, the largest has 5900 homes, and the average communities consists of 830 homes.
Yes, there are new 55+ homes available in the Orlando-Kissimmee Area. The most recent communities started in the Orlando-Kissimmee Area include Westhaven at Ovation - Townes Collection, Mariblu Hunters Creek, Rosalia Winter Park. There are also 14 communities in the Orlando-Kissimmee Area that offer new construction homes, including Twin Lakes, Westhaven at Ovation - Townes Collection, Rosalia Winter Park.
Yes, there are gated 55+ communities in the Orlando-Kissimmee Area. Approximately 78.9% of 55+ communities in the area are gated. For instance, Twin Lakes is a gated communities with 2000 homes, and Enclave at VillageWalk is another gated communities with 144 homes.
On average, listings in 55+ communities in the Orlando-Kissimmee Area stay on the market for around 316 days. The average price of homes for sale in these communities is approximately $513,265, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Enclave at VillageWalk average around $1,450,000, while homes in Twin Lakes average around $458,319.
Want to learn more about 55+ communities in the Orlando-Kissimmee Area?
- Insights and market stats
- Instant new home alerts
- Answers from local 55+ experts
Want to learn more about 55+ communities in Orlando-Kissimmee Area?
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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: Aug 25, 2026.
This application does not include information on all of the properties available for sale at this time.
