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Winter Garden, FL 55+ active adult communities & homes for sale - Page 19

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
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
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
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
4.5 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
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
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
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
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
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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 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 17145 SE 113TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$375,000

3 beds

|

3 baths

|

1,588 sq ft

|

House

17145 SE 113TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Latitude Margaritaville 270 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$449,900

2 beds

|

2 baths

|

1,509 sq ft

|

House

270 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Cindy Certified
2896 WILD OLIVE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$415,000

4 beds

|

3 baths

|

1,988 sq ft

|

House

2896 WILD OLIVE DR, ST CLOUD, FL, 34772
Cindy Certified
237 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

3 beds

|

2 baths

|

1,770 sq ft

|

House

237 NOVA DR, DAVENPORT, FL, 33837
Legacy of Leesburg 5519 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$485,000

3 beds

|

2 baths

|

2,152 sq ft

|

House

5519 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
2880 WILD OLIVE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$395,000

3 beds

|

2 baths

|

1,695 sq ft

|

House

2880 WILD OLIVE DR, ST CLOUD, FL, 34772
The Villages® 1832 MADERO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$439,900

3 beds

|

2 baths

|

1,894 sq ft

|

House

1832 MADERO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Windermere 806 WINDERMERE BLVD, INVERNESS, FL, 3445..., Inverness, FL 34453
$199,900

2 beds

|

2 baths

|

1,193 sq ft

|

Villa

806 WINDERMERE BLVD, INVERNESS, FL, 3445...
Community: Windermere
Majestic Oaks Ocala 5360 SW 86TH LN, OCALA, FL, 34476, Ocala, FL 34476
$409,900

3 beds

|

2 baths

|

2,607 sq ft

|

House

5360 SW 86TH LN, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Spruce Creek South 10435 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$268,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

10435 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
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.
Oak Run 10097 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476
$299,900

3 beds

|

2 baths

|

1,643 sq ft

|

House

10097 SW 78TH CT, OCALA, FL, 34476
Community: Oak Run
Oak Run 8125 SW 108 LOOP, OCALA, FL, 34481, Ocala, FL 34481
$195,000

2 beds

|

2 baths

|

1,546 sq ft

|

House

8125 SW 108 LOOP, OCALA, FL, 34481
Community: Oak Run
The Reserve at Victoria 1119 LILIANA DR, DELAND, FL, 32724, Deland, FL 32724
$553,757

3 beds

|

2 baths

|

2,080 sq ft

|

House

1119 LILIANA DR, DELAND, FL, 32724
The Villages® 579 CHERAW PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$357,000

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

579 CHERAW PL, THE VILLAGES, FL, 32162
Community: The Villages®
Pine Run Estates 9090 SW 104TH PL, OCALA, FL, 34481, Ocala, FL 34481
$169,900

2 beds

|

2 baths

|

1,144 sq ft

|

House

9090 SW 104TH PL, OCALA, FL, 34481
Community: Pine Run Estates
Cindy Certified
141 HEIRLOOM DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$338,990

3 beds

|

2 baths

|

1,328 sq ft

|

House

141 HEIRLOOM DR, ORMOND BEACH, FL, 32174
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Kings Ridge 3622 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,466 sq ft

|

House

3622 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
On Top of the World 9201 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$259,900

2 beds

|

2 baths

|

1,881 sq ft

|

House

9201 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
The Villages® 2693 IRIS WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$549,900

3 beds

|

3 baths

|

2,022 sq ft

|

House

2693 IRIS WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Pelican Bay Daytona Beach 100 WATER TURKEY CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$299,900

3 beds

|

2 baths

|

1,688 sq ft

|

House

100 WATER TURKEY CT, DAYTONA BEACH, FL, ...
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® 3048 GLENWOOD PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$365,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

3048 GLENWOOD PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Legacy of Leesburg 27127 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$399,999

3 beds

|

2 baths

|

2,245 sq ft

|

House

27127 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Marion Landing 8480 SW 61ST TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476
$224,800

2 beds

|

2 baths

|

1,582 sq ft

|

House

8480 SW 61ST TERRACE RD, OCALA, FL, 3447...
Community: Marion Landing
Lake Ashton 4493 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

4493 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
SummerGlen 15541 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473
$284,900

3 beds

|

2 baths

|

1,869 sq ft

|

House

15541 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
Heritage - The Cottages of Sanders Grove 5731 HIAWASSEE RD, OKAHUMPKA, FL, 34762, Okahumpka, FL 34762
$363,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

5731 HIAWASSEE RD, OKAHUMPKA, FL, 34762
Ocala Palms 2293 NW 58TH TER, OCALA, FL, 34482, Ocala, FL 34482
$327,500

3 beds

|

2 baths

|

1,893 sq ft

|

House

2293 NW 58TH TER, OCALA, FL, 34482
Community: Ocala Palms
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 2611 JUPITER WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$779,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

2611 JUPITER WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Cindy Certified
8731 SW 67TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$314,490

4 beds

|

3 baths

|

1,943 sq ft

|

House

8731 SW 67TH CIR, OCALA, FL, 34476
Cindy Certified
4406 DAVOS DR, CLERMONT, FL, 34711, Clermont, FL 34711
$404,900

4 beds

|

2 baths

|

1,644 sq ft

|

House

4406 DAVOS DR, CLERMONT, FL, 34711
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.
Mirada 10460 GABLE DIG LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$395,000

2 beds

|

2 baths

|

1,770 sq ft

|

House

10460 GABLE DIG LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
Sun City Center 2304 OAKLEY GREEN DR 61, SUN CITY CENTER..., Sun City Center, FL 33573
$329,900

2 beds

|

2 baths

|

1,668 sq ft

|

Condo

2304 OAKLEY GREEN DR 61, SUN CITY CENTER...
Community: Sun City Center
The Villages® 2501 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$368,500

3 beds

|

2 baths

|

1,488 sq ft

|

House

2501 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 16767 SE 77TH NORTHRIDGE CT, THE VILLAGE..., The Villages, FL 32162
$500,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

16767 SE 77TH NORTHRIDGE CT, THE VILLAGE...
Community: The Villages®
The Villages® 2542 FLINTSHIRE AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$499,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

2542 FLINTSHIRE AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Cindy Certified
4125 PRIMA LAGO CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$365,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

4125 PRIMA LAGO CIR, LAKELAND, FL, 33810
The Villages® 1717 FRANCISCO ST, THE VILLAGES, FL, 321..., The Villages, FL 32159
$319,900

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1717 FRANCISCO ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 5996 DELPHINA LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32163
$550,000

3 beds

|

3 baths

|

1,860 sq ft

|

House

5996 DELPHINA LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
8723 SW 67TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$287,490

3 beds

|

2 baths

|

1,703 sq ft

|

House

8723 SW 67TH CIR, OCALA, FL, 34476
Encore at Fishhawk Ranch 14014 SWALLOW HILL DR, LITHIA, FL, 33547, Lithia, FL 33547
$500,000

2 beds

|

3 baths

|

2,420 sq ft

|

House

14014 SWALLOW HILL DR, LITHIA, FL, 33547
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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3,769 homes
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