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Winter Garden, FL 55+ active adult communities & homes for sale - Page 76
110 communities near Winter Garden
3,654 homes near Winter Garden
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4 rating (17 reviews)
![The Villages®]()
$100ks
- $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]()
$100ks
- $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]()
$100ks
- $800ks
Sun City Center, Sun City Center, FL
Resale Only
|
55+ age-restricted
|
Built 1961 - 2018
|
9,500 homes
4.2 rating (10 reviews)
![Stone Creek]()
$200ks
- $500ks
Stone Creek, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
3,800 homes
4.7 rating (18 reviews)
![Solivita]()
$300ks
- $700ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
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4.5 rating (11 reviews)
![Spruce Creek Country Club]()
$100ks
- $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2007
|
3,250 homes
$300ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 homes
5 rating (2 reviews)
![Plantation at Leesburg]()
$100ks
- $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2008
|
2,820 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
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 (48 reviews)
![Latitude Margaritaville]()
$300ks
- $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2025
|
3,900 homes
5 rating (3 reviews)
![Stonecrest]()
$200ks
- $500ks
Stonecrest, Summerfield, FL
New and Resale
|
55+ age-restricted
|
Built 1990 - present
|
2,200 homes
4.6 rating (5 reviews)
![Ocala Preserve]()
$100ks
- $500ks
Ocala Preserve, Ocala, FL
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
1,800 homes
5 rating (3 reviews)
![Lake Ashton]()
$200ks
- $500ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
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5 rating (1 reviews)
![Ocala Palms]()
$200ks
- $300ks
Ocala Palms, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 1997
|
1,076 homes
3.8 rating (4 reviews)
![Spruce Creek South]()
$100ks
- $200ks
Spruce Creek South, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1989 - 1995
|
1,650 homes
5 rating (5 reviews)
![SummerGlen]()
$200ks
- $400ks
SummerGlen, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
1,024 homes
$200ks
- $500ks
Southshore Bay, Wimauma, FL
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
655 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.
4.7 rating (11 reviews)
![Valencia Lakes]()
$200ks
- $700ks
Valencia Lakes, Wimauma, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2019
|
1,631 homes
5 rating (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 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
5 rating (7 reviews)
![Kings Ridge]()
$200ks
- $400ks
Kings Ridge, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 1995 - 2000
|
2,088 homes
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4 rating (7 reviews)
![Tampa Bay Golf and Countr...]()
$200ks
- $500ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only
|
55+ age-restricted
|
Built 1994 - 2015
|
1,336 homes
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200ks
- $500ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 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)
![Sandpiper Golf & Coun...]()
$100ks
- $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale
|
55+ age-restricted
|
Built 1985 - present
|
1,193 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.
2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$300ks
- $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
2.3 rating (6 reviews)
![Cherrywood]()
$100ks
- $800ks
Cherrywood, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2003
|
700 homes
4 rating (2 reviews)
![Harbor Hills Country Club]()
$300ks
- $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale
|
Age-targeted
|
Built 1989 - present
|
940 homes
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Questions? Call us:
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1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
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
$100ks
- $200ks
Pine Run Estates, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1981 - 1989
|
880 homes
$300ks
- $500ks
Mirada, San Antonio, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
858 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 (1 reviews)
![Palm Cay]()
$100ks
- $200ks
Palm Cay, Ocala, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 1992
|
795 homes
$400ks
- $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale
|
Age-targeted
|
Built 1999 - present
|
875 homes
4.8 rating (6 reviews)
![Highland Lakes]()
$100ks
- $200ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
5 rating (8 reviews)
![Pennbrooke Fairways]()
<$100k
- $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
5 rating (1 reviews)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
Sun City Center
![1804 FOXHUNT DR B, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,128 sq ft
|Condo
1804 FOXHUNT DR B, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8436443 • DALTON WADE INC, Sheila Sanford
Sullivan Ranch
![30101 BRETTON LOOP, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757]()
4 beds
|3 baths
|3,452 sq ft
|House
30101 BRETTON LOOP, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
MLS O6351059 • LA ROSA REALTY PREMIER LLC, Tavis ...
On Top of the World
![9460 SW 86TH PL, OCALA, FL, 34481, Ocala, FL 34481]()
3 beds
|2 baths
|2,648 sq ft
|House
9460 SW 86TH PL, OCALA, FL, 34481
Community: On Top of the World
MLS OM711239 • ON TOP OF THE WORLD REAL EST, Carl...
Del Webb Sunbridge
![3122 VANGUARD CT, ST CLOUD, FL, 34771, St Cloud, FL 34771]()
5 beds
|4 baths
|3,460 sq ft
|House
3122 VANGUARD CT, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
MLS O6351489 • ORLANDO PROPERTY ADVISORS, Justin ...
Southshore Bay
![16833 BANNER SHELL PL, WIMAUMA, FL, 3359..., Wimauma, FL 33598]()
3 beds
|4 baths
|2,672 sq ft
|House
16833 BANNER SHELL PL, WIMAUMA, FL, 3359...
Community: Southshore Bay
MLS TB8433880 • COLDWELL BANKER REALTY, Maddi Haf...
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55places can help!
Questions? Call us:
(689) 407-5757
Sun City Center
![1906 CANTERBURY LN 32, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|984 sq ft
|Condo
1906 CANTERBURY LN 32, SUN CITY CENTER, ...
Community: Sun City Center
MLS TB8436008 • RE/MAX REALTY UNLIMITED, Brenda M...
Sun City Center
![806 OAKMONT AVE, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,553 sq ft
|House
806 OAKMONT AVE, SUN CITY CENTER, FL, 33...
Community: Sun City Center
MLS TB8433158 • PALM ISLAND REALTY, James Nagy
Royal Highlands
![4528 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|2,200 sq ft
|House
4528 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5103095 • VANGIE BERRY SIGNATURE REALTY, Ang...
Stone Creek
![9646 SW 67TH ST, OCALA, FL, 34481, Ocala, FL 34481]()
MLS OM711096 • EXP REALTY LLC, Kerry Millhiser
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.
Sun City Center
![2404 KENSINGTON GREENS DR, SUN CITY CENT..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,460 sq ft
|Condo
2404 KENSINGTON GREENS DR, SUN CITY CENT...
Community: Sun City Center
MLS TB8427609 • INSTA REAL ESTATE SOLUTIONS, Jenn...
On Top of the World
![8580 SW 97TH LANE RD D, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,196 sq ft
|Villa
8580 SW 97TH LANE RD D, OCALA, FL, 34481
Community: On Top of the World
MLS OM711104 • ON TOP OF THE WORLD REAL EST, Carl...
Mirada
![10935 GABLE DIG LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576]()
2 beds
|2 baths
|1,625 sq ft
|Villa
10935 GABLE DIG LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
MLS TB8435207 • FUTURE HOME REALTY INC, Debbie So...
Want to learn more about 55+ communities in Winter Garden?
55places can help!
Questions? Call us:
(689) 407-5757
The Villages®
![1130 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159]()
2 beds
|3 baths
|1,780 sq ft
|Condo
1130 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
MLS G5102991 • LPT REALTY, LLC, Kevin Lanier
Sun City Center
![380 CLUB MANOR DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,516 sq ft
|Villa
380 CLUB MANOR DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS TB8435816 • NEXTHOME IN THE SUN, Xena Vallone
Highland Fairways
![2137 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810]()
3 beds
|2 baths
|1,808 sq ft
|House
2137 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
MLS B4902076 • CRAIG BURKE REAL ESTATE GROUP, LLC...
On Top of the World
![8497 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|2,099 sq ft
|House
8497 SW 93RD CIR, OCALA, FL, 34481
Community: On Top of the World
MLS OM710957 • ENGEL & VOLKERS OCALA, Tamara Myer...
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.
Sun City Center
![2048 BERRY ROBERTS DR, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
3 beds
|2 baths
|1,953 sq ft
|House
2048 BERRY ROBERTS DR, SUN CITY CENTER, ...
Community: Sun City Center
MLS O6350386 • MARK SPAIN REAL ESTATE, Jeff Jones
Spruce Creek Country Club
![12176 SE 91ST AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|2,120 sq ft
|House
12176 SE 91ST AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS G5103054 • KELLER WILLIAMS ELITE PARTNERS III...
On Top of the World
![9775 SW 92ND ST, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,739 sq ft
|House
9775 SW 92ND ST, OCALA, FL, 34481
Community: On Top of the World
MLS OM710518 • KELLER WILLIAMS CORNERSTONE RE, Si...
SummerGlen
![15235 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473]()
3 beds
|2 baths
|1,814 sq ft
|House
15235 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
MLS OM710950 • DISCOVER FLORIDA REALTY GROUP LLC,...
Want to learn more about 55+ communities in Winter Garden?
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Questions? Call us:
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JB Ranch
![6125 SW 88TH LOOP, OCALA, FL, 34476, Ocala, FL 34476]()
MLS O6350413 • REALTY ONE GROUP MVP, Mary Abbott
The Villages®
![1092 INCORVAIA WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163]()
3 beds
|3 baths
|2,409 sq ft
|House
1092 INCORVAIA WAY, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5103012 • REALTY EXECUTIVES IN THE VILLAGES,...
Sun City Center
![1526 FORT DUQUESNA DR, SUN CITY CENTER, ..., Sun City Center, FL 33573]()
2 beds
|2 baths
|2,031 sq ft
|House
1526 FORT DUQUESNA DR, SUN CITY CENTER, ...
Community: Sun City Center
MLS TB8434949 • RE/MAX COLLECTIVE, Katherine Crid...
On Top of the World
![8981 SW 95TH ST C, OCALA, FL, 34481, Ocala, FL 34481]()
2 beds
|2 baths
|1,709 sq ft
|Villa
8981 SW 95TH ST C, OCALA, FL, 34481
Community: On Top of the World
MLS OM711026 • RE/MAX FOXFIRE - HWY200/103 S, Ch...
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.
Sun City Center
![708 RUTGERS PL, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573]()
2 beds
|2 baths
|1,200 sq ft
|Condo
708 RUTGERS PL, SUN CITY CENTER, FL, 335...
Community: Sun City Center
MLS TB8435505 • DALTON WADE INC, Bryan Czajkowski
Plantation at Leesburg
![3606 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748]()
3 beds
|3 baths
|2,664 sq ft
|House
3606 MULBERRY GROVE LOOP, LEESBURG, FL, ...
Community: Plantation at Leesburg
MLS G5102758 • CENTURY 21 MYERS ROSE REALTY, Mary...
The Lakes at Harmony
![3436 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773]()
2 beds
|2 baths
|1,637 sq ft
|House
3436 SAGEBRUSH ST, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS S5136072 • CHARLES RUTENBERG REALTY ORLANDO, ...
The Villages®
![939 KOLLER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|1,880 sq ft
|House
939 KOLLER CT, THE VILLAGES, FL, 32163
Community: The Villages®
MLS O6350238 • REAL PROPERTY INTERNATIONAL, Bob L...
The Villages®
![6052 CHASE CT, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
2 beds
|2 baths
|1,227 sq ft
|Villa
6052 CHASE CT, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5102957 • REALTY EXECUTIVES IN THE VILLAGES,...
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(689) 407-5757
Highland Lakes
![5606 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
MLS G5102950 • FLORIDA PLUS REALTY, LLC, Claire B...
Pennbrooke Fairways
![615 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748]()
1 beds
|1 baths
|490 sq ft
|Manufactured Home
615 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
MLS OM710883 • SUNBURST PROPERTIES, Scott Hutchin...
Lake Jovita Golf and Country Club
![12735 EASTPOINTE DR, DADE CITY, FL, 3352..., Dade City, FL 33525]()
4 beds
|2 baths
|2,057 sq ft
|House
12735 EASTPOINTE DR, DADE CITY, FL, 3352...
Community: Lake Jovita Golf and Country Club
MLS TB8434592 • LAKE JOVITA REALTY, Jon Larkin
The Villages®
![2573 CARIBE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,472 sq ft
|House
2573 CARIBE DR, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5102938 • EXP REALTY LLC, Debbie Gentry
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.
Sun City Center
![739 WINTERBROOKE WAY, SUN CITY CENTER, F..., Sun City Center, FL 33573]()
3 beds
|2 baths
|2,180 sq ft
|House
739 WINTERBROOKE WAY, SUN CITY CENTER, F...
Community: Sun City Center
MLS TB8434157 • DALTON WADE INC, Stace Liszewski
The Villages®
![712 JASON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,292 sq ft
|Manufactured Home
712 JASON DR, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5102567 • IM REALTY, Ira Miller
The Country Club of Mount Dora
![3016 ANDOVER CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
2 beds
|2 baths
|1,522 sq ft
|House
3016 ANDOVER CT, MOUNT DORA, FL, 32757
Community: The Country Club of Mount Dora
MLS G5102671 • ERA GRIZZARD REAL ESTATE, Ruth Bac...
Royal Harbor
![5138 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778]()
3 beds
|2 baths
|1,889 sq ft
|House
5138 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
MLS G5102936 • DOWN HOME REALTY, LLLP, Amber Byrn...
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(689) 407-5757
Sun City Center
![301 THORN HILL PL, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573]()
3 beds
|2 baths
|2,402 sq ft
|House
301 THORN HILL PL, SUN CITY CENTER, FL, ...
Community: Sun City Center
MLS C7515255 • RE/MAX PALM REALTY, Jill Kerekes U...
The Villages®
![1258 WEATON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,477 sq ft
|House
1258 WEATON CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5102656 • REALTY EXECUTIVES IN THE VILLAGES,...
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?
3,654
homes
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REIN updates its listings on a daily basis. Data last updated: Apr 10, 2026.
This application does not include information on all of the properties available for sale at this time.
