Call us at (689) 407-5757 to learn more about active adult communities in Winter Garden
Winter Garden, FL 55+ active adult communities & homes for sale
106 communities near Winter Garden
3,958 homes near Winter Garden
Sort by:
Relevance
No reviews yet
![Del Webb Oasis]()
$400Ks
- $1Ms
Del Webb Oasis, Winter Garden, FL
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
422 homes
4 rating (17 reviews)
![The Villages®]()
<$100k
- $1Ms
The Villages®, The Villages, FL
New and Resale
|
55+ age-restricted
|
Built 1978 - present
|
70,000 homes
4.1 rating (55 reviews)
![On Top of the World]()
<$100k
- $600Ks
On Top of the World, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 1981 - present
|
10,000 homes
3.8 rating (14 reviews)
![Sun City Center]()
<$100k
- $600Ks
Sun City Center, Sun City Center, FL
Resale Only
|
55+ age-restricted
|
Built 1961 - 2018
|
9,500 homes
4.7 rating (18 reviews)
![Solivita]()
$200Ks
- $700Ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
3.6 rating (46 reviews)
![Latitude Margaritaville]()
$300Ks
- $700Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2025
|
3,900 homes
4.2 rating (10 reviews)
![Stone Creek]()
$200Ks
- $800Ks
Stone Creek, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
3,800 homes
4.1 rating (29 reviews)
![Oak Run]()
$100Ks
- $300Ks
Oak Run, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 2007
|
3,509 homes
4.5 rating (11 reviews)
![Spruce Creek Country Club]()
$200Ks
- $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2007
|
3,250 homes
5 rating (2 reviews)
![Plantation at Leesburg]()
$100Ks
- $400Ks
Plantation at Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2008
|
2,820 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.
5 rating (3 reviews)
![Stonecrest]()
$200Ks
- $600Ks
Stonecrest, Summerfield, FL
New and Resale
|
55+ age-restricted
|
Built 1990 - present
|
2,200 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
- $1Ms
Twin Lakes, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
2,000 homes
No reviews yet
![Pelican Bay Daytona Beach]()
<$100k
- $600Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 homes
4.6 rating (5 reviews)
![Ocala Preserve]()
$200Ks
- $600Ks
Ocala Preserve, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
1,800 homes
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
4.7 rating (3 reviews)
![Spruce Creek South]()
$200Ks
- $300Ks
Spruce Creek South, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1989 - 1995
|
1,650 homes
4.7 rating (11 reviews)
![Valencia Lakes]()
$200Ks
- $900Ks
Valencia Lakes, Wimauma, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2019
|
1,631 homes
5 rating (1 reviews)
![Cypress Lakes]()
$200Ks
- $200Ks
Cypress Lakes, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2016
|
1,604 homes
5 rating (3 reviews)
![Lake Ashton]()
$200Ks
- $900Ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
No reviews yet
![Venetian Bay]()
$200Ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 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.
5 rating (8 reviews)
![Royal Highlands]()
$200Ks
- $400Ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200Ks
- $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 homes
3.8 rating (6 reviews)
![Tampa Bay Golf and Countr...]()
$200Ks
- $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 2015
|
1,336 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
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
5 rating (8 reviews)
![Pennbrooke Fairways]()
$100Ks
- $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
5 rating (1 reviews)
![Sandpiper Golf & Coun...]()
$100Ks
- $300Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale
|
55+ age-restricted
|
Built 1985 - present
|
1,193 homes
3.6 rating (5 reviews)
![Heritage Hills]()
$300Ks
- $500Ks
Heritage Hills, Clermont, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
1,154 homes
5 rating (1 reviews)
![Ocala Palms]()
$100Ks
- $400Ks
Ocala Palms, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 1997
|
1,076 homes
5 rating (1 reviews)
![Cresswind at Victoria Gar...]()
$300Ks
- $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2022
|
1,070 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.
5 rating (5 reviews)
![SummerGlen]()
$200Ks
- $500Ks
SummerGlen, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
1,029 homes
5 rating (1 reviews)
![Legacy of Leesburg]()
$200Ks
- $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2017
|
1,000 homes
No reviews yet
![Breakaway Trails]()
$400Ks
- $700Ks
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$200Ks
- $800Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
4 rating (2 reviews)
![Harbor Hills Country Club]()
$200Ks
- $800Ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale
|
Age-targeted
|
Built 1989 - present
|
940 homes
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
4.8 rating (6 reviews)
![Highland Lakes]()
$100Ks
- $300Ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
4.3 rating (15 reviews)
![Del Webb Orlando]()
$200Ks
- $500Ks
Del Webb Orlando, Davenport, FL
Resale Only
|
55+ age-restricted
|
Built 2007 - 2021
|
937 homes
No reviews yet
![Pine Run Estates]()
$100Ks
- $400Ks
Pine Run Estates, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1989
|
880 homes
No reviews yet
![Lake Jovita Golf and Coun...]()
$400Ks
- $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale
|
Age-targeted
|
Built 1999 - present
|
875 homes
No reviews yet
![Esplanade at Wiregrass Ra...]()
$400Ks
- $900Ks
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
868 homes
Ocala Palms
![5060 NW 26TH ST, OCALA, FL, 34482, Ocala, FL 34482]()
MLS O6298543 • TAYLOR REAL ESTATE SVC OF C FL, Ki...
Solivita
![651 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5120491 • CENTURY 21 CARIOTI, Nina Gammello
Valencia del Sol
![4911 SIENNA ISLES AVE, WIMAUMA, FL, 3359..., Wimauma, FL 33598]()
3 beds
|3 baths
|1,948 sq ft
|House
4911 SIENNA ISLES AVE, WIMAUMA, FL, 3359...
Community: Valencia del Sol
MLS TB8347627 • PREMIER SOTHEBYS INTL REALTY, Mic...
Palm Cay
![8424 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM684991 • RE/MAX FOXFIRE - HWY200/103 S, Ka...
Solivita
![2502 PALM TREE DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
2 beds
|2 baths
|1,539 sq ft
|Townhouse
2502 PALM TREE DR, POINCIANA, FL, 34759
Community: Solivita
MLS S5123237 • BELLA VERDE REALTY LLC, Suzanne Fo...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
Valencia del Sol
![4926 PAMPLONA CT, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
4 beds
|4 baths
|3,074 sq ft
|House
4926 PAMPLONA CT, WIMAUMA, FL, 33598
Community: Valencia del Sol
MLS TB8362685 • EXP REALTY, Brandon Tecklenburg
Solivita
![585 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5123176 • BORCHINI REALTY, Charles Paul Borc...
Valencia Lakes
![4917 SANDY BROOK CIR, WIMAUMA, FL, 33598, Wimauma, FL 33598]()
3 beds
|3 baths
|2,409 sq ft
|House
4917 SANDY BROOK CIR, WIMAUMA, FL, 33598
Community: Valencia Lakes
MLS TB8372203 • SELECT PROPERTIES INC, Gil Bernar...
Spruce Creek Country Club
![12508 SE 90TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,598 sq ft
|House
12508 SE 90TH TER, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM698562 • LPT REALTY, LLC, Emily Morera Pere...
High Vista at Ridgewood Lakes
![145 LEWIS DR, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,723 sq ft
|House
145 LEWIS DR, DAVENPORT, FL, 33837
Community: High Vista at Ridgewood Lakes
MLS O6185482 • EXP REALTY LLC, David Wood
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.
Kings Ridge
![2185 CAXTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS G5093377 • OLYMPUS EXECUTIVE REALTY INC, Mars...
The Villages®
![1601 PINEHURST DR, THE VILLAGES, FL, 321..., The Villages, FL 32159]()
2 beds
|2 baths
|1,688 sq ft
|Manufactured Home
1601 PINEHURST DR, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5095281 • HOAD REALTY GROUP LLC, John Hoad
Spruce Creek Country Club
![13805 SE 87TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,734 sq ft
|House
13805 SE 87TH TER, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM697723 • SELLSTATE NGR- SUMMERFIELD, Virgil...
Solivita
![384 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5094896 • ARISTA REALTY GROUP, LLC, Douglas ...
Highland Lakes
![26607 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,293 sq ft
|Villa
26607 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
MLS G5091907 • FLORIDA PLUS REALTY, LLC, Christin...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
Foxwood Lake Estates
![1534 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,352 sq ft
|Manufactured Home
1534 LONGBOW DR, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS P4934411 • FLORIDA REALTY MARKETPLACE, Debbie...
The Villages®
![8425 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162]()
3 beds
|2 baths
|1,392 sq ft
|House
8425 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
MLS G5093777 • KELLER WILLIAMS CORNERSTONE RE, Ka...
Highlands Ridge
![3115 OAKMONT DR, AVON PARK, FL, 33825, Avon Park, FL 33825]()
2 beds
|3 baths
|2,751 sq ft
|House
3115 OAKMONT DR, AVON PARK, FL, 33825
Community: Highlands Ridge
MLS 313125 • BHHS Florida Properties Group, Helen...
Pine Run Estates
![8954 SW 104TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM698856 • CB/ELLISON RLTY WEST, Amanda Botti...
Stone Creek
![9773 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS W7872467 • BHHS FLORIDA PROPERTIES GROUP, And...
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.
Spruce Creek Country Club
![9052 SE 130TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
3 beds
|2 baths
|2,797 sq ft
|House
9052 SE 130TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS G5092957 • RE/MAX PREMIER REALTY LADY LK, Rob...
Lakes of Mount Dora
![2154 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757]()
2 beds
|2 baths
|1,966 sq ft
|House
2154 WALLINGFORD LOOP, MOUNT DORA, FL, 3...
Community: Lakes of Mount Dora
MLS G5090096 • ERA GRIZZARD REAL ESTATE, Sharon R...
Stone Creek
![7646 SW 100TH CT, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM693147 • NEXT GENERATION REALTY OF MARION C...
Lake Ashton
![1057 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884]()
3 beds
|2 baths
|2,045 sq ft
|House
1057 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
MLS P4934340 • LAKE ASHTON REALTY INC., Lori Raat...
Stone Creek
![9099 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM697086 • NEXT GENERATION REALTY OF MARION C...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
On Top of the World
![9895 SW 95TH LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,737 sq ft
|House
9895 SW 95TH LOOP, OCALA, FL, 34481
Community: On Top of the World
MLS OM694946 • NEXT GENERATION REALTY OF MARION C...
Stone Creek
![9836 SW 75TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,904 sq ft
|House
9836 SW 75TH STREET RD, OCALA, FL, 34481
Community: Stone Creek
MLS OM693706 • NEXT GENERATION REALTY OF MARION C...
Stone Creek
![9661 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM693582 • NEXT GENERATION REALTY OF MARION C...
Stone Creek
![9948 SW 69TH LN, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM690883 • NEXT GENERATION REALTY OF MARION C...
Harbor Hills Country Club
![39905 BAYVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,598 sq ft
|Villa
39905 BAYVIEW DR, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5094155 • HARBOR HILLS SALES, INC, Sean Rich
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.
Foxwood Lake Estates
![1785 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,344 sq ft
|Manufactured Home
1785 QUAIL HILL DR, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS O6202529 • KELLER WILLIAMS LEGACY REALTY, Day...
Kings Ridge
![3614 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|3 baths
|1,722 sq ft
|House
3614 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
MLS G5090631 • COOPER HOMEFRONT REALTY, Joe Coope...
Majestic Oaks Ocala
![4931 SW 88TH PL, OCALA, FL, 34476, Ocala, FL 34476]()
4 beds
|2 baths
|1,827 sq ft
|House
4931 SW 88TH PL, OCALA, FL, 34476
Community: Majestic Oaks Ocala
MLS OM697068 • SINGH REAL ESTATE SERVICES, Navin ...
Lakes of Mount Dora
![8920 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757]()
3 beds
|2 baths
|2,035 sq ft
|House
8920 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
MLS G5092017 • ERA GRIZZARD REAL ESTATE, Scott Mc...
Solivita
![542 VITERRA CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5117674 • BELLA VERDE REALTY LLC, Debra DiCi...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
Lake Ashton
![4193 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
3 beds
|3 baths
|2,639 sq ft
|House
4193 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4933341 • LAKE ASHTON REALTY INC., Lori Raat...
On Top of the World
![9460 SW 84TH TER F, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,480 sq ft
|Villa
9460 SW 84TH TER F, OCALA, FL, 34481
Community: On Top of the World
MLS T3487361 • FLAT FEE MLS REALTY, Stephen Hache...
Serenity Reserve
![2335 SYMPHONY CIR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34771]()
3 beds
|4 baths
|2,625 sq ft
|House
2335 SYMPHONY CIR, SAINT CLOUD, FL, 3477...
Community: Serenity Reserve
MLS O6296116 • CHARLES RUTENBERG REALTY ORLANDO, ...
Marion Landing
![5021 SW 88TH ST, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM696325 • COMPASS FLORIDA LLC, Clayton Wagne...
Legacy of Leesburg
![27121 GREENFLY ORCHID LN, LEESBURG, FL, ..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,478 sq ft
|House
27121 GREENFLY ORCHID LN, LEESBURG, FL, ...
Community: Legacy of Leesburg
MLS G5094580 • DOUBLE MM DEVELOPMENT, LLC, Mo McL...
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.
On average, listings in 55+ communities in Winter Garden stay on the market for around 143 days. The average price of homes for sale in these communities is approximately $502,460, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Del Webb Oasis average around $502,460.
Want more information about active adult communities around Winter Garden?
3,958
homes
near Winter Garden
Remove Boundaries ×
Map
Satellite
Want to learn more about 55+ communities in Winter Garden?
