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Winter Garden, FL 55+ active adult communities & homes for sale - Page 23

3,769 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
$100ks - $400ks
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 - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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 (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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.
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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 (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
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
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.
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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
Cindy Certified
1079 OCEAN LODGE RD, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$331,990

3 beds

|

2 baths

|

2,021 sq ft

|

House

1079 OCEAN LODGE RD, LADY LAKE, FL, 3215...
Cindy Certified
1039 OCEAN LODGE RD, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$371,990

3 beds

|

2 baths

|

2,384 sq ft

|

House

1039 OCEAN LODGE RD, LADY LAKE, FL, 3215...
SummerGlen 16416 SW 15TH CT, OCALA, FL, 34473, Ocala, FL 34473
$255,000

3 beds

|

2 baths

|

1,648 sq ft

|

House

16416 SW 15TH CT, OCALA, FL, 34473
Community: SummerGlen
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,500

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Royal Highlands 5619 PRINCE ANDREW CT, LEESBURG, FL, 347..., Leesburg, FL 34748
$339,900

3 beds

|

2 baths

|

1,776 sq ft

|

House

5619 PRINCE ANDREW CT, LEESBURG, FL, 347...
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
6430 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$484,990

3 beds

|

2 baths

|

1,608 sq ft

|

House

6430 ROVER WAY, ST CLOUD, FL, 34771
Stone Creek 5517 SW 85TH AVENUE RD, OCALA, FL, 34481, Ocala, FL 34481
$333,900

2 beds

|

2 baths

|

1,433 sq ft

|

House

5517 SW 85TH AVENUE RD, OCALA, FL, 34481
Community: Stone Creek
Royal Palm 1770 WEEPING ELM CIR, PORT ORANGE, FL, 3..., Port Orange, FL 32128
$454,900

4 beds

|

2 baths

|

2,211 sq ft

|

House

1770 WEEPING ELM CIR, PORT ORANGE, FL, 3...
Community: Royal Palm
Valencia Ridge 3101 MALTA AVE, WESLEY CHAPEL, FL, 33543, Wesley Chapel, FL 33543
$650,000

4 beds

|

3 baths

|

1,954 sq ft

|

House

3101 MALTA AVE, WESLEY CHAPEL, FL, 33543
Community: Valencia Ridge
Valencia Ridge 3419 MALTA AVE, WESLEY CHAPEL, FL, 33543, Wesley Chapel, FL 33543
$580,900

3 beds

|

3 baths

|

2,073 sq ft

|

House

3419 MALTA AVE, WESLEY CHAPEL, FL, 33543
Community: Valencia Ridge
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.
On Top of the World 9141 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$224,900

2 beds

|

2 baths

|

1,621 sq ft

|

House

9141 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
Cresswind at Victoria Gardens 253 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$573,000

2 beds

|

2 baths

|

1,932 sq ft

|

House

253 OLD MOSS CIR, DELAND, FL, 32724
Sun City Center 623 CHIPPER DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$369,900

3 beds

|

2 baths

|

1,800 sq ft

|

Villa

623 CHIPPER DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Latitude Margaritaville 629 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$374,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

629 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Breakaway Trails 43 WINDING CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$500,000

4 beds

|

3 baths

|

2,664 sq ft

|

House

43 WINDING CREEK WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
The Villages® 313 GONZALES PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$359,900

2 beds

|

2 baths

|

1,240 sq ft

|

House

313 GONZALES PL, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Southshore Bay 17307 BLUE WALK ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$339,900

2 beds

|

2 baths

|

1,683 sq ft

|

House

17307 BLUE WALK ST, WIMAUMA, FL, 33598
Community: Southshore Bay
On Top of the World 9882 SW 88TH TER B, OCALA, FL, 34481, Ocala, FL 34481
$184,900

2 beds

|

2 baths

|

1,748 sq ft

|

Villa

9882 SW 88TH TER B, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
11426 LAKEVIEW DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$315,000

3 beds

|

2 baths

|

1,457 sq ft

|

House

11426 LAKEVIEW DR, LEESBURG, FL, 34788
Foxwood Lake Estates 5083 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$208,000

2 beds

|

2 baths

|

1,272 sq ft

|

Manufactured Home

5083 LODGEWOOD DR, LAKELAND, FL, 33810
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® 970 KENOVA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

970 KENOVA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek Country Club 13088 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$284,900

2 beds

|

2 baths

|

1,346 sq ft

|

House

13088 SE 86TH CIR, SUMMERFIELD, FL, 3449...
Cindy Certified
2562 WINTER SKY ST, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$519,060

4 beds

|

3 baths

|

2,397 sq ft

|

House

2562 WINTER SKY ST, KISSIMMEE, FL, 34744
Cindy Certified
1130 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$257,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1130 AMBER WAVES CT, LAKE WALES, FL, 338...
Cindy Certified
1055 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

4 beds

|

3 baths

|

2,248 sq ft

|

House

1055 SUGARWOOD ST, DAVENPORT, FL, 33837
Cindy Certified
31714 OYSTER TRELLIS LN, WESLEY CHAPEL, ..., Wesley Chapel, FL 33545
$419,990

4 beds

|

2 baths

|

1,850 sq ft

|

House

31714 OYSTER TRELLIS LN, WESLEY CHAPEL, ...
Cresswind Lakewood Ranch 18388 ROCKPORT PL, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$499,990

2 beds

|

2 baths

|

1,675 sq ft

|

House

18388 ROCKPORT PL, LAKEWOOD RANCH, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Plantation at Leesburg 25146 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$239,000

2 beds

|

2 baths

|

1,282 sq ft

|

House

25146 CRANES ROOST CIR, LEESBURG, FL, 34...
Harbor Hills Country Club 5141 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$699,450

4 beds

|

3 baths

|

2,500 sq ft

|

House

5141 GREENS DR, LADY LAKE, FL, 32159
Cindy Certified
5764 ALENLON WAY, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$529,999

4 beds

|

4 baths

|

2,909 sq ft

|

House

5764 ALENLON WAY, MOUNT DORA, FL, 32757
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.
Cresswind Lakewood Ranch 5060 SIMONS CT, LAKEWOOD RANCH, FL, 3421..., Lakewood Ranch, FL 34211
$1,074,990

3 beds

|

4 baths

|

2,764 sq ft

|

House

5060 SIMONS CT, LAKEWOOD RANCH, FL, 3421...
Latitude Margaritaville 609 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$355,000

2 beds

|

2 baths

|

1,160 sq ft

|

House

609 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
Sun City Center 907 BLUEWATER DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$279,900

2 beds

|

2 baths

|

1,756 sq ft

|

House

907 BLUEWATER DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Fountain View 1331 FOUNTAIN VIEW ST, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$427,990

4 beds

|

3 baths

|

2,336 sq ft

|

House

1331 FOUNTAIN VIEW ST, ORMOND BEACH, FL,...
Community: Fountain View
Solivita 159 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

159 CASAVISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
5279 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$482,990

4 beds

|

3 baths

|

2,366 sq ft

|

House

5279 HAVEN VIEW DR, CLERMONT, FL, 34714
Cindy Certified
11370 SW 57TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$412,990

4 beds

|

3 baths

|

2,324 sq ft

|

House

11370 SW 57TH AVE, OCALA, FL, 34476
Cindy Certified
4346 FENCE ROW CT, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$476,990

3 beds

|

2 baths

|

1,816 sq ft

|

House

4346 FENCE ROW CT, LAKEWOOD RANCH, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
3033 KINGSMAN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$380,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

3033 KINGSMAN TRL, ORMOND BEACH, FL, 321...
Cindy Certified
4350 FENCE ROW CT, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$473,990

3 beds

|

2 baths

|

1,816 sq ft

|

House

4350 FENCE ROW CT, LAKEWOOD RANCH, FL, 3...
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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