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
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![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
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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
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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.
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200Ks
- $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 homes
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)
![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)
![VillageWalk at Lake Nona]()
$400Ks
- $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only
|
Age-targeted
|
Built 2006 - 2016
|
1,300 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
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(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, FL?
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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 Preserve
![4067 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS T3541899 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4082 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM690207 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4748 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4748 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM693578 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4072 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM691982 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4742 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4742 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM693399 • DR HORTON REALTY OF WEST CENTRAL F...
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(689) 407-5757
Ocala Preserve
![4736 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4736 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM693397 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4056 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS OM694560 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4754 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4754 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM693581 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4760 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4760 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM694599 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4766 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4766 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM694600 • DR HORTON REALTY OF WEST CENTRAL F...
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.
Ocala Preserve
![4083 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482]()
MLS T3537599 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4767 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4767 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM697892 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![4761 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
4761 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM698156 • DR HORTON REALTY OF WEST CENTRAL F...
Ocala Preserve
![5339 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482]()
2 beds
|2 baths
|1,565 sq ft
|Villa
5339 NW 46TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
MLS OM699560 • DR HORTON REALTY OF WEST CENTRAL F...
Foxwood Lake Estates
![1742 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,232 sq ft
|Manufactured Home
1742 FOX HILL DR, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS L4948307 • COLDWELL BANKER REALTY, Lori Edwar...
Want to learn more about 55+ communities in Winter Garden, FL?
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(689) 407-5757
JB Ranch
![4763 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM694555 • DR HORTON REALTY OF WEST CENTRAL F...
Foxwood Lake Estates
![5002 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,104 sq ft
|Manufactured Home
5002 LODGEWOOD DR, LAKELAND, FL, 33810
Community: Foxwood Lake Estates
MLS L4948170 • COLDWELL BANKER REALTY, Lori Edwar...
Lakes at Laurel Highlands
![2816 IVY LAKE CT, LAKELAND, FL, 33811, Lakeland, FL 33811]()
5 beds
|3 baths
|2,696 sq ft
|House
2816 IVY LAKE CT, LAKELAND, FL, 33811
Community: Lakes at Laurel Highlands
MLS L4950519 • COLDWELL BANKER REALTY, Lori Edwar...
Lake Jovita Golf and Country Club
![12333 WOODLANDS CIR, DADE CITY, FL, 3352..., Dade City, FL 33525]()
3 beds
|3 baths
|2,292 sq ft
|House
12333 WOODLANDS CIR, DADE CITY, FL, 3352...
Community: Lake Jovita Golf and Country Club
MLS TB8350297 • KING & ASSOCIATES REAL ESTATE LLC...
JB Ranch
![4770 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM696331 • DR HORTON REALTY OF WEST CENTRAL F...
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.
JB Ranch
![4754 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM697900 • DR HORTON REALTY OF WEST CENTRAL F...
JB Ranch
![4731 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM698452 • DR HORTON REALTY OF WEST CENTRAL F...
JB Ranch
![4738 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM697905 • DR HORTON REALTY OF WEST CENTRAL F...
JB Ranch
![4723 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM698455 • DR HORTON REALTY OF WEST CENTRAL F...
Sun City Center
![1929 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573]()
2 beds
|2 baths
|2,044 sq ft
|House
1929 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
MLS TB8364795 • CENTURY 21 BEGGINS ENTERPRISES, J...
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(689) 407-5757
The Villages®
![502 SAN MARINO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,248 sq ft
|House
502 SAN MARINO DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5091840 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![2549 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162]()
3 beds
|2 baths
|1,488 sq ft
|House
2549 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5092101 • NEXTHOME SALLY LOVE REAL ESTATE, K...
The Lakes at Harmony
![3397 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773]()
3 beds
|3 baths
|2,355 sq ft
|House
3397 SAGEBRUSH ST, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS O6305638 • DALTON WADE INC, Maleisa Remsberg
JB Ranch
![4698 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM700585 • DR HORTON REALTY OF WEST CENTRAL F...
JB Ranch
![4690 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM700622 • DR HORTON REALTY OF WEST CENTRAL F...
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.
JB Ranch
![4683 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM701583 • DR HORTON REALTY OF WEST CENTRAL F...
Sun City Center
![1809 HAVERFORD AVE, SUN CITY CENTER, FL,..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,402 sq ft
|House
1809 HAVERFORD AVE, SUN CITY CENTER, FL,...
Community: Sun City Center
MLS TB8377262 • CENTURY 21 BEGGINS ENTERPRISES, C...
JB Ranch
![4699 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM701241 • DR HORTON REALTY OF WEST CENTRAL F...
Marco Polo Village
![5365 SW 111TH LANE RD, OCALA, FL, 34476, Ocala, FL 34476]()
3 beds
|2 baths
|1,884 sq ft
|House
5365 SW 111TH LANE RD, OCALA, FL, 34476
Community: Marco Polo Village
MLS OM700311 • DALTON WADE INC, Qhuantae Nunn
JB Ranch
![4746 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM701242 • DR HORTON REALTY OF WEST CENTRAL F...
Want to learn more about 55+ communities in Winter Garden, FL?
55places can help!
Questions? Call us:
(689) 407-5757
The Villages®
![604 JUANITA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|1,437 sq ft
|House
604 JUANITA CT, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5094699 • RE/MAX PREMIER REALTY LADY LK, Guy...
JB Ranch
![4706 SW 88TH LN, OCALA, FL, 34476, Ocala, FL 34476]()
MLS OM702168 • DR HORTON REALTY OF WEST CENTRAL F...
The Villages®
![3008 BRIDGEFIELD CT, THE VILLAGES, FL, 3..., The Villages, FL 32162]()
3 beds
|2 baths
|2,122 sq ft
|House
3008 BRIDGEFIELD CT, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5097244 • RE/MAX PREMIER REALTY, Gina Johnso...
The Villages®
![412 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,121 sq ft
|Villa
412 HILDALGO DR, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5097276 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![612 LISBON LN, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,383 sq ft
|House
612 LISBON LN, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5097388 • RE/MAX PREMIER REALTY LADY LK, Mir...
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
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