Call us at (689) 407-5757 to learn more about active adult rental communities in Winter Garden
Winter Garden, FL 55+ rental communities & homes for rent
6 communities near Winter Garden
3,703 homes near Winter Garden
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$1,774.65
- - $2,263.88 / mo
Base rent from $1,650
You're seeing both the total monthly leasing price (which includes base rent plus all mandatory monthly costs) as well as the base rent alone.
The Pointe at Siena Ridge, Davenport, FL
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
163 rental homes
$1,886
- - $2,184 / mo
Base rent from $1,721
You're seeing both the total monthly leasing price (which includes base rent plus all mandatory monthly costs) as well as the base rent alone.
Mariblu Hunters Creek, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2022 - 2023
|
152 rental homes
$1,996
- - $2,216 / mo
Base rent from $1,880
You're seeing both the total monthly leasing price (which includes base rent plus all mandatory monthly costs) as well as the base rent alone.
Album Monterey Pointe, Kissimmee, FL
New Construction
|
55+ age-restricted
|
150 rental homes
$1,619 / mo
You're seeing both the total monthly leasing price (which includes base rent plus all mandatory monthly costs) as well as the base rent alone.
Amberlin Wiregrass Ranch, Wesley Chapel, FL
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
206 rental homes
$1,917
- - $2,746 / mo
Base rent from $1,802
You're seeing both the total monthly leasing price (which includes base rent plus all mandatory monthly costs) as well as the base rent alone.
Rosalia Winter Park, Winter Park, FL
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
178 rental homes
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
Want to learn more about 55+ rental communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
$2,122.78
- - $2,797.78 / mo
Base rent from $2,007
You're seeing both the total monthly leasing price (which includes base rent plus all mandatory monthly costs) as well as the base rent alone.
Overture Hamlin, Winter Garden, FL
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
163 rental 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.
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
Ocala Preserve
![4339 NW 56TH CT, OCALA, FL, 34482, Ocala, FL 34482]()
MLS O6383815 • EXP REALTY LLC, Jennifer Wade
New
Four Seasons at Orlando
![7956 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747]()
3 beds
|3 baths
|2,360 sq ft
|House
7956 HANSON BAY PL, KISSIMMEE, FL, 34747
Community: Four Seasons at Orlando
MLS O6384720 • VIVA ORLANDO REALTY INC., Susan Ri...
New
The Villages®
![1228 MARIA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,432 sq ft
|Manufactured Home
1228 MARIA CT, LADY LAKE, FL, 32159
Community: The Villages®
MLS OM719395 • RE/MAX ALLSTARS REALTY, Christie C...
New
Solivita
![819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5144376 • BELLA VERDE REALTY LLC, Miguel Elv...
New
Latitude Margaritaville
![345 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,308 sq ft
|House
345 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1223305 • Realty Hub, Cherri Tindall
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
(689) 407-5757
Want to learn more about 55+ rental communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
New
Cresswind at Victoria Gardens
![1375 HAZELDENE MNR, DELAND, FL, 32724, Deland, FL 32724]()
3 beds
|2 baths
|1,670 sq ft
|House
1375 HAZELDENE MNR, DELAND, FL, 32724
Community: Cresswind at Victoria Gardens
MLS O6384604 • BETTER HOMES AND GARDENS REAL ESTA...
New
Kings Ridge
![3673 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711]()
2 beds
|2 baths
|1,334 sq ft
|House
3673 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
MLS G5108368 • OLYMPUS EXECUTIVE REALTY INC, Mars...
New
Kings Ridge
![3513 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711]()
2 beds
|2 baths
|1,460 sq ft
|House
3513 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
MLS G5108338 • KELLER WILLIAMS ELITE PARTNERS III...
New
SummerGlen
![1338 SW 161ST PL, OCALA, FL, 34473, Ocala, FL 34473]()
MLS OM719249 • DISCOVER FLORIDA REALTY GROUP LLC,...
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
Venetian Bay
![112 PORTOFINO BLVD, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|2,372 sq ft
|House
112 PORTOFINO BLVD, NEW SMYRNA BEACH, FL...
Community: Venetian Bay
MLS V4947488 • RE/MAX SIGNATURE, Mike Fiscina
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.
New
Solivita
![214 PRIMA DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5144349 • BORCHINI REALTY, Patricia Plumstea...
New
The Villages®
![724 ROYAL PALM AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,152 sq ft
|Manufactured Home
724 ROYAL PALM AVE, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5108307 • REALTY EXECUTIVES IN THE VILLAGES,...
New
Solivita
![537 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5143402 • PELLEGO, LLC, Stan Wilson
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
New
Palm Cay
![10838 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM719133 • CB/ELLISON RLTY WEST, Cynthia Desm...
New
Stone Creek
![9123 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM719327 • NEXT GENERATION REALTY OF MARION C...
Want to learn more about 55+ rental communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
New
The Villages®
![1305 LEONE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|1,527 sq ft
|House
1305 LEONE LN, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5108599 • BROKER ASSOCIATES REALTY, Wendy La...
New
Summit Greens
![2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|1,961 sq ft
|House
2390 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
MLS O6384621 • EXP REALTY LLC, Phil Mariani
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
Marco Polo Village
![5123 SW 114TH STREET RD, OCALA, FL, 3447..., Ocala, FL 34476]()
4 beds
|3 baths
|2,491 sq ft
|House
5123 SW 114TH STREET RD, OCALA, FL, 3447...
Community: Marco Polo Village
MLS G5108432 • LOKATION, Enger Barnes
New
Kings Ridge
![3617 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,681 sq ft
|House
3617 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
MLS O6384434 • SENIOR TRANSITIONS REALTY, LLC, Pe...
New
Kings Ridge
![2190 CAXTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS G5108600 • FLORIDA REALTY MARKETPLACE, Jeri A...
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.
New
The Villages®
![8761 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162]()
3 beds
|2 baths
|1,916 sq ft
|House
8761 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
MLS G5108499 • REALTY EXECUTIVES IN THE VILLAGES,...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
New
Sun City Center
![2504 NEW HAVEN CIR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,125 sq ft
|Condo
2504 NEW HAVEN CIR, SUN CITY CENTER, FL,...
Community: Sun City Center
MLS TB8466066 • REAL BROKER, LLC, Katrina Madewel...
New
Royal Harbor
![5732 FREEPORT DR, TAVARES, FL, 32778, Tavares, FL 32778]()
MLS G5108407 • BHHS FLORIDA REALTY, Doug Piazza
New
On Top of the World
![7890 SW 87TH LOOP, OCALA, FL, 34476, Ocala, FL 34476]()
2 beds
|2 baths
|1,338 sq ft
|House
7890 SW 87TH LOOP, OCALA, FL, 34476
Community: On Top of the World
MLS OM719289 • RE/MAX FOXFIRE - HWY 40, Mike Kell...
New
Stone Creek
![6868 SW 95TH CIR, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM719347 • ROYAL OAK REALTY LLC, Robyn Wagner
Want to learn more about 55+ rental communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
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
On Top of the World
![7924 SW 85TH LOOP, OCALA, FL, 34476, Ocala, FL 34476]()
2 beds
|2 baths
|1,733 sq ft
|House
7924 SW 85TH LOOP, OCALA, FL, 34476
Community: On Top of the World
MLS G5108225 • RE/MAX PREMIER REALTY, Leah Jackso...
New
Spruce Creek Preserve
![13824 SW 114TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432]()
3 beds
|2 baths
|1,726 sq ft
|House
13824 SW 114TH CIR, DUNNELLON, FL, 34432
Community: Spruce Creek Preserve
MLS O6384529 • MARK SPAIN REAL ESTATE, J Scott Jo...
New
The Villages®
![17360 SE 78TH DRAUGHTON CT, THE VILLAGES..., The Villages, FL 32162]()
2 beds
|2 baths
|1,160 sq ft
|Villa
17360 SE 78TH DRAUGHTON CT, THE VILLAGES...
Community: The Villages®
MLS G5108583 • REALTY EXECUTIVES IN THE VILLAGES,...
New
The Villages®
![3449 KEITH LN, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|1,492 sq ft
|Villa
3449 KEITH LN, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5108579 • WORTH CLARK REALTY, Greg Szablewsk...
New
Colonnades
![1768 BIRCHWOOD LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811]()
2 beds
|2 baths
|1,849 sq ft
|House
1768 BIRCHWOOD LOOP, LAKELAND, FL, 33811
Community: Colonnades
MLS L4959435 • COLDWELL BANKER REALTY, Lisa Broch...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
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.
New
Plantation at Leesburg
![25323 CASA DEL LAGO LN, LEESBURG, FL, 34..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
25323 CASA DEL LAGO LN, LEESBURG, FL, 34...
Community: Plantation at Leesburg
MLS O6383988 • ORANGE SLICE PROPERTIES, Yessenia ...
New
The Villages®
![2436 HILL ST, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
2 beds
|2 baths
|1,314 sq ft
|Villa
2436 HILL ST, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5108437 • HOAD REALTY GROUP LLC, Lisa Hoad
New
The Villages®
![2251 OPAL CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,978 sq ft
|House
2251 OPAL CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5108202 • COLDWELL BANKER VANGUARD LIFESTYLE...
New
The Villages®
![741 ROYAL PALM AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159]()
2 beds
|2 baths
|1,056 sq ft
|Manufactured Home
741 ROYAL PALM AVE, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5108487 • REALTY EXECUTIVES IN THE VILLAGES,...
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
Scottish Highlands
![1625 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788]()
2 beds
|2 baths
|1,040 sq ft
|House
1625 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
MLS OM719126 • COLDWELL BANKER VANGUARD EDGE, Val...
Want to learn more about 55+ rental communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
New
Sun City Center
![1517 INGRAM DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,857 sq ft
|Condo
1517 INGRAM DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
MLS O6384263 • HIGHLIGHT REALTY CORP/LW, Nisim Ko...
New
Palm Cay
![7858 SW 112TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM719219 • RE/MAX FOXFIRE - HWY200/103 S, Ka...
New
The Villages®
![2569 ERROL TER, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,156 sq ft
|Villa
2569 ERROL TER, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5108526 • REALTY EXECUTIVES IN THE VILLAGES,...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
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New
On Top of the World
![10589 SW 98TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,703 sq ft
|House
10589 SW 98TH LN, OCALA, FL, 34481
Community: On Top of the World
MLS OM719305 • KELLER WILLIAMS CORNERSTONE RE, Dr...
New
Thunderbird Hill
![3700 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872]()
2 beds
|2 baths
|1,318 sq ft
|Villa
3700 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
MLS 322541 • Savvy Avenue, Moe Mossa
Frequently Asked Questions
In Winter Garden, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Winter Garden has 163 homes, the largest has 422 homes, and the average communities consists of 292 homes.
Yes, there are new 55+ homes available in Winter Garden. The most recent communities started in Winter Garden include Overture Hamlin, Del Webb Oasis. There are also 2 communities in Winter Garden that offer new construction homes, including Overture Hamlin, Del Webb Oasis.
Yes, there is gated 55+ communities in Winter Garden. Approximately 50.0% of 55+ communities in the area are gated. For instance, Del Webb Oasis is a gated communities with 422 homes.
Want more information about active adult communities around Winter Garden?
Want to learn more about 55+ communities in Winter Garden?
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REIN updates its listings on a daily basis. Data last updated: Feb 24, 2026.
This application does not include information on all of the properties available for sale at this time.
