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Winter Garden, FL 55+ active adult communities & homes for sale - Page 17

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
Pelican Bay Daytona Beach 112 ALBATROSS WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32119
$275,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

112 ALBATROSS WAY, DAYTONA BEACH, FL, 32...
Sun City Center 1201 WILD FEATHER LN, SUN CITY CENTER, F..., Sun City Center, FL 33573
$268,990

2 beds

|

2 baths

|

1,860 sq ft

|

House

1201 WILD FEATHER LN, SUN CITY CENTER, F...
Community: Sun City Center
The Villages® 314 JAMESON LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

2,033 sq ft

|

House

314 JAMESON LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Cindy Certified
550 SAN REMO CIR, INVERNESS, FL, 34450, Inverness, FL 34450
$499,000

3 beds

|

2 baths

|

1,670 sq ft

|

Townhouse

550 SAN REMO CIR, INVERNESS, FL, 34450
Pelican Bay Daytona Beach 105 MARBLED GODWIT CT, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$360,000

3 beds

|

2 baths

|

2,568 sq ft

|

House

105 MARBLED GODWIT CT, DAYTONA BEACH, FL...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
31702 OYSTER TRELLIS LN, WESLEY CHAPEL, ..., Wesley Chapel, FL 33545
$473,490

4 beds

|

3 baths

|

2,292 sq ft

|

House

31702 OYSTER TRELLIS LN, WESLEY CHAPEL, ...
The Villages® 1511 LAVACA LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$569,900

3 beds

|

2 baths

|

2,058 sq ft

|

House

1511 LAVACA LN, LADY LAKE, FL, 32159
Community: The Villages®
Summer Trees 109 CROOKED PINE RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$254,827

2 beds

|

2 baths

|

1,256 sq ft

|

House

109 CROOKED PINE RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Spruce Creek Country Club 13600 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$339,000

3 beds

|

2 baths

|

1,759 sq ft

|

House

13600 SE 87TH CIR, SUMMERFIELD, FL, 3449...
The Villages® 1952 ARDMORE WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$330,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1952 ARDMORE WAY, THE VILLAGES, FL, 3216...
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.
Twin Lakes 2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$529,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
Community: Twin Lakes
The Country Club of Mount Dora 2360 PARK FOREST BLVD, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$569,900

3 beds

|

2 baths

|

2,214 sq ft

|

House

2360 PARK FOREST BLVD, MOUNT DORA, FL, 3...
Highland Fairways 3231 BEAR CREEK LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$199,900

2 beds

|

1 baths

|

1,400 sq ft

|

House

3231 BEAR CREEK LN, LAKELAND, FL, 33810
Community: Highland Fairways
Esplanade at Highland Ranch 1355 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$559,900

3 beds

|

4 baths

|

2,078 sq ft

|

House

1355 ZEEK RIDGE ST, CLERMONT, FL, 34715
Del Webb Catalina 18937 INDIAN ROCK PL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$522,095

2 beds

|

2 baths

|

1,655 sq ft

|

House

18937 INDIAN ROCK PL, LAKEWOOD RANCH, FL...
Community: Del Webb Catalina
Cindy Certified
1523 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$309,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

1523 LAS PALMAS ST, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Highland Fairways 2260 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$239,900

2 beds

|

2 baths

|

1,391 sq ft

|

House

2260 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
SummerGlen 1708 SW 155TH PLACE RD, OCALA, FL, 34473, Ocala, FL 34473
$279,900

3 beds

|

2 baths

|

1,646 sq ft

|

House

1708 SW 155TH PLACE RD, OCALA, FL, 34473
Community: SummerGlen
Cindy Certified
4749 ROLLING GREEN DR, WESLEY CHAPEL, FL..., Wesley Chapel, FL 33543
$435,000

4 beds

|

2 baths

|

2,029 sq ft

|

House

4749 ROLLING GREEN DR, WESLEY CHAPEL, FL...
Spruce Creek Country Club 11735 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$374,750

3 beds

|

2 baths

|

2,413 sq ft

|

House

11735 SE 91ST CIR, SUMMERFIELD, FL, 3449...
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.
Harbor Hills Country Club 39513 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$689,000

3 beds

|

3 baths

|

2,512 sq ft

|

House

39513 HILLRISE LN, LADY LAKE, FL, 32159
Venetian Bay 3027 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$584,900

3 beds

|

3 baths

|

2,027 sq ft

|

House

3027 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Arbor Lakes 4658 N LAKE VISTA TRL, HERNANDO, FL, 344..., Hernando, FL 34442
$254,000

2 beds

|

2 baths

|

1,546 sq ft

|

House

4658 N LAKE VISTA TRL, HERNANDO, FL, 344...
Community: Arbor Lakes
Del Webb Sunbridge 2499 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$455,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

2499 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Spruce Creek North 6264 SW 103RD STREET RD, OCALA, FL, 3447..., Ocala, FL 34476
$199,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

6264 SW 103RD STREET RD, OCALA, FL, 3447...
Community: Spruce Creek North
Cindy Certified
13584 CIRCA CROSSING DR, LITHIA, FL, 335..., Lithia, FL 33547
$359,000

2 beds

|

2 baths

|

1,525 sq ft

|

Villa

13584 CIRCA CROSSING DR, LITHIA, FL, 335...
The Villages® 17173 SE 79TH MCLAWREN TER, THE VILLAGES..., The Villages, FL 32162
$362,900

3 beds

|

2 baths

|

1,493 sq ft

|

House

17173 SE 79TH MCLAWREN TER, THE VILLAGES...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Heritage Hills 3831 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$479,899

4 beds

|

3 baths

|

2,293 sq ft

|

House

3831 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Cindy Certified
29 APIAN WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$640,000

3 beds

|

2 baths

|

2,036 sq ft

|

House

29 APIAN WAY, ORMOND BEACH, FL, 32174
SummerGlen 1044 SW 159TH ST, OCALA, FL, 34473, Ocala, FL 34473
$468,900

3 beds

|

2 baths

|

2,148 sq ft

|

House

1044 SW 159TH ST, OCALA, FL, 34473
Community: SummerGlen
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.
SummerGlen 1056 SW 159TH ST, OCALA, FL, 34473, Ocala, FL 34473
$349,900

3 beds

|

2 baths

|

1,647 sq ft

|

House

1056 SW 159TH ST, OCALA, FL, 34473
Community: SummerGlen
The Villages® 2314 CALLAWAY DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$739,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

2314 CALLAWAY DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Cindy Certified
6935 HIGGS ALY, ORLANDO, FL, 32827, Orlando, FL 32827
$619,900

3 beds

|

2 baths

|

1,589 sq ft

|

House

6935 HIGGS ALY, ORLANDO, FL, 32827
Trilogy® Orlando 220 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$619,000

3 beds

|

3 baths

|

2,222 sq ft

|

House

220 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Thunderbird Hill 3718 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$185,000

2 beds

|

2 baths

|

1,242 sq ft

|

Villa

3718 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
The Villages® 1709 SONORA ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$270,000

2 beds

|

2 baths

|

1,121 sq ft

|

House

1709 SONORA ST, THE VILLAGES, FL, 32159
Community: The Villages®
Trilogy® Orlando 174 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$475,000

3 beds

|

3 baths

|

2,051 sq ft

|

House

174 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Pine Run Estates 9070 SW 103RD PL, OCALA, FL, 34481, Ocala, FL 34481
$140,000

2 beds

|

2 baths

|

1,368 sq ft

|

House

9070 SW 103RD PL, OCALA, FL, 34481
Community: Pine Run Estates
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Solivita 600 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$539,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

600 VOLTERRA BLVD, POINCIANA, FL, 34759
Community: Solivita
Del Webb Oasis 15031 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$949,000

3 beds

|

4 baths

|

2,808 sq ft

|

House

15031 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
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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