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Winter Garden, FL 55+ active adult communities & homes for sale - Page 34

3,776 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
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 rating (57 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
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
Venetian Bay
$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.
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) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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 (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
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 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
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
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 (1 reviews) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
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
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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.
123...4
Stonecrest 17461 SE 110TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$253,000

3 beds

|

2 baths

|

1,330 sq ft

|

House

17461 SE 110TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2207 JETTA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$320,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2207 JETTA WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Sun City Center 1514 INGRAM DR 23, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$215,000

2 beds

|

2 baths

|

1,857 sq ft

|

Condo

1514 INGRAM DR 23, SUN CITY CENTER, FL, ...
Community: Sun City Center
Sun City Center 402 DORCHESTER PL 44, SUN CITY CENTER, F..., Sun City Center, FL 33573
$124,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

402 DORCHESTER PL 44, SUN CITY CENTER, F...
Community: Sun City Center
SummerGlen 15625 SW 17TH TER, OCALA, FL, 34473, Ocala, FL 34473
$259,443

3 beds

|

2 baths

|

1,773 sq ft

|

House

15625 SW 17TH TER, OCALA, FL, 34473
Community: SummerGlen
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 3250 SHERFINSKI AVE, THE VILLAGES, FL, 3..., The Villages, FL 32163
$339,000

3 beds

|

2 baths

|

1,426 sq ft

|

House

3250 SHERFINSKI AVE, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 6305 DANIELSON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$370,000

3 beds

|

2 baths

|

1,419 sq ft

|

House

6305 DANIELSON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Cindy Certified
1063 LAKE ARBOR CT, TAVARES, FL, 32778, Tavares, FL 32778
$325,000

3 beds

|

2 baths

|

1,694 sq ft

|

House

1063 LAKE ARBOR CT, TAVARES, FL, 32778
The Villages® 1842 PUERTO BELLO DR, THE VILLAGES, FL, ..., The Villages, FL 32159
$365,000

2 beds

|

2 baths

|

1,397 sq ft

|

Villa

1842 PUERTO BELLO DR, THE VILLAGES, FL, ...
Community: The Villages®
On Top of the World 9888 SW 89TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$319,900

3 beds

|

2 baths

|

1,815 sq ft

|

House

9888 SW 89TH LANE RD, OCALA, FL, 34481
Community: On Top of the World
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.
Southshore Bay 17253 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$359,000

2 beds

|

2 baths

|

1,956 sq ft

|

House

17253 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Cindy Certified
3801 FRACCARETA WAY, WESLEY CHAPEL, FL, ..., Wesley Chapel, FL 33543
$425,599

2 beds

|

2 baths

|

1,689 sq ft

|

House

3801 FRACCARETA WAY, WESLEY CHAPEL, FL, ...
Cindy Certified
683 CHAMPIONS GATE BLVD, DELAND, FL, 327..., Deland, FL 32724
$369,900

4 beds

|

2 baths

|

1,825 sq ft

|

House

683 CHAMPIONS GATE BLVD, DELAND, FL, 327...
On Top of the World 9737 SW 100TH AVE RD, OCALA, FL, 34481, Ocala, FL 34481
$365,000

2 beds

|

2 baths

|

1,747 sq ft

|

House

9737 SW 100TH AVE RD, OCALA, FL, 34481
Community: On Top of the World
Tampa Bay Golf and Country Club 9645 ROLLING CIR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$249,900

2 beds

|

2 baths

|

1,266 sq ft

|

Villa

9645 ROLLING CIR, SAN ANTONIO, FL, 33576
Four Seasons at Orlando 1908 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,900

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1908 FLORA PASS PL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Solivita 1090 HARBOR RIDGE DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$324,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

1090 HARBOR RIDGE DR, POINCIANA, FL, 347...
Community: Solivita
Spruce Creek Preserve 13780 SW 115TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$190,000

3 beds

|

2 baths

|

1,526 sq ft

|

House

13780 SW 115TH CIR, DUNNELLON, FL, 34432
Oak Run 8869 SW 115TH ST, OCALA, FL, 34481, Ocala, FL 34481
$244,920

2 beds

|

2 baths

|

1,446 sq ft

|

House

8869 SW 115TH ST, OCALA, FL, 34481
Community: Oak Run
Four Seasons at Orlando 2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$419,999

2 beds

|

2 baths

|

1,778 sq ft

|

House

2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
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.
Valencia Lakes 15818 COBBLE MILL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$385,000

2 beds

|

2 baths

|

2,138 sq ft

|

House

15818 COBBLE MILL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Pelican Bay Daytona Beach 136 MUSCOVY CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$270,000

3 beds

|

2 baths

|

1,561 sq ft

|

House

136 MUSCOVY CT, DAYTONA BEACH, FL, 32119
Cindy Certified
11753 JUNE BRIAR LOOP, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$499,900

3 beds

|

3 baths

|

2,472 sq ft

|

House

11753 JUNE BRIAR LOOP, SAN ANTONIO, FL, ...
Sun City Center 609 ALLEGHENY DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$299,900

2 beds

|

2 baths

|

1,727 sq ft

|

House

609 ALLEGHENY DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Royal Harbor 4958 PORTSMOUTH ST, TAVARES, FL, 32778, Tavares, FL 32778
$345,000

3 beds

|

2 baths

|

1,819 sq ft

|

House

4958 PORTSMOUTH ST, TAVARES, FL, 32778
Community: Royal Harbor
Pine Run Estates 9140 SW 101ST LN, OCALA, FL, 34481, Ocala, FL 34481
$174,000

3 beds

|

2 baths

|

1,456 sq ft

|

House

9140 SW 101ST LN, OCALA, FL, 34481
Community: Pine Run Estates
The Country Club of Mount Dora 6022 FALCONBRIDGE PL, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$490,000

3 beds

|

2 baths

|

2,023 sq ft

|

House

6022 FALCONBRIDGE PL, MOUNT DORA, FL, 32...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Valencia Lakes 4952 SANDY GLEN WAY, WIMAUMA, FL, 33598, Wimauma, FL 33598
$387,500

3 beds

|

2 baths

|

1,870 sq ft

|

House

4952 SANDY GLEN WAY, WIMAUMA, FL, 33598
Community: Valencia Lakes
Pelican Bay Daytona Beach 101 BOB WHITE CT 101J, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$179,000

2 beds

|

2 baths

|

1,165 sq ft

|

House

101 BOB WHITE CT 101J, DAYTONA BEACH, FL...
Sun City Center 1338 EMERALD DUNES DR 35, SUN CITY CENTE..., Sun City Center, FL 33573
$388,900

3 beds

|

2 baths

|

2,482 sq ft

|

Condo

1338 EMERALD DUNES DR 35, SUN CITY CENTE...
Community: Sun City Center
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 Villages® 2018 CASTANO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$275,000

2 beds

|

2 baths

|

1,213 sq ft

|

House

2018 CASTANO PL, THE VILLAGES, FL, 32159
Community: The Villages®
On Top of the World 8665 SW 94TH ST B, OCALA, FL, 34481, Ocala, FL 34481
$144,900

2 beds

|

2 baths

|

1,179 sq ft

|

Villa

8665 SW 94TH ST B, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1016 MATTHEW AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$338,750

3 beds

|

2 baths

|

1,511 sq ft

|

House

1016 MATTHEW AVE, LADY LAKE, FL, 32159
Community: The Villages®
Sun City Center 2424 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$300,000

3 beds

|

2 baths

|

1,692 sq ft

|

House

2424 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
Cresswind at Victoria Gardens 1309 HAYTON AVE, DELAND, FL, 32724, Deland, FL 32724
$369,000

2 beds

|

2 baths

|

1,651 sq ft

|

House

1309 HAYTON AVE, DELAND, FL, 32724
Marco Polo Village 11011 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$300,000

3 beds

|

2 baths

|

2,031 sq ft

|

House

11011 SW 53RD CIR, OCALA, FL, 34476
Community: Marco Polo Village
Cindy Certified
19140 CHERRYSTONE WAY, LAKEWOOD RANCH, F..., Lakewood Ranch, FL 34211
$799,999

3 beds

|

2 baths

|

2,246 sq ft

|

House

19140 CHERRYSTONE WAY, LAKEWOOD RANCH, F...
Heritage Hills 3505 BELLAND CIR F, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

1,503 sq ft

|

Townhouse

3505 BELLAND CIR F, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 6088 KECKONEN DR, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$744,900

3 beds

|

2 baths

|

1,960 sq ft

|

House

6088 KECKONEN DR, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17663 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162
$272,500

3 beds

|

2 baths

|

1,265 sq ft

|

House

17663 SE 92ND GRANTHAM TER, THE VILLAGES...
Community: 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.

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3,776 homes
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