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Winter Garden, FL 55+ active adult communities & homes for sale - Page 48

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
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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) 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
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
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
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 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
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...
Cindy Certified
29 APIAN WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$587,950

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
$434,900

3 beds

|

2 baths

|

2,148 sq ft

|

House

1044 SW 159TH ST, OCALA, FL, 34473
Community: SummerGlen
SummerGlen 1056 SW 159TH ST, OCALA, FL, 34473, Ocala, FL 34473
$329,900

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
$699,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

2314 CALLAWAY DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
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 2757 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$449,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2757 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1218 CAMERO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$495,000

3 beds

|

2 baths

|

2,029 sq ft

|

House

1218 CAMERO DR, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
5009 JAGGED CLOUD DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$524,900

5 beds

|

3 baths

|

2,996 sq ft

|

House

5009 JAGGED CLOUD DR, WIMAUMA, FL, 33598
The Villages® 1631 SUMMERCHASE LOOP, THE VILLAGES, FL,..., The Villages, FL 32162
$329,900

2 beds

|

2 baths

|

1,152 sq ft

|

House

1631 SUMMERCHASE LOOP, THE VILLAGES, FL,...
Community: The Villages®
Cindy Certified
18614 WITHERS PL, BRADENTON, FL, 34211, Bradenton, FL 34211
$649,900

3 beds

|

3 baths

|

2,200 sq ft

|

House

18614 WITHERS PL, BRADENTON, FL, 34211
The Lakes at Harmony 3331 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$375,000

4 beds

|

2 baths

|

1,859 sq ft

|

House

3331 SAGEBRUSH ST, HARMONY, FL, 34773
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marion Landing 8721 SW 60 CIR, OCALA, FL, 34476, Ocala, FL 34476
$214,900

3 beds

|

2 baths

|

1,636 sq ft

|

House

8721 SW 60 CIR, OCALA, FL, 34476
Community: Marion Landing
Valencia Ridge 3427 MALTA AVE, WESLEY CHAPEL, FL, 33543, Wesley Chapel, FL 33543
$473,900

2 beds

|

2 baths

|

1,674 sq ft

|

House

3427 MALTA AVE, WESLEY CHAPEL, FL, 33543
Community: Valencia Ridge
Foxwood Lake Estates 1706 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$179,900

2 beds

|

2 baths

|

1,552 sq ft

|

Manufactured Home

1706 FOX HILL DR, LAKELAND, FL, 33810
The Reserve at Victoria 1664 LAKE RESERVE DR, DELAND, FL, 32724, Deland, FL 32724
$522,307

3 beds

|

2 baths

|

2,108 sq ft

|

House

1664 LAKE RESERVE DR, DELAND, FL, 32724
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 at Victoria Gardens 1121 GARDENSHIRE LN, DELAND, FL, 32724, Deland, FL 32724
$380,000

3 beds

|

2 baths

|

1,813 sq ft

|

House

1121 GARDENSHIRE LN, DELAND, FL, 32724
The Villages® 12316 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$265,000

4 beds

|

4 baths

|

1,912 sq ft

|

House

12316 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®
Oak Run 11093 SW 69TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$252,900

2 beds

|

2 baths

|

1,358 sq ft

|

House

11093 SW 69TH CIR, OCALA, FL, 34476
Community: Oak Run
Cindy Certified
12940 HARVEST RAIN AVE, WINTER GARDEN, F..., Winter Garden, FL 34787
$812,285

4 beds

|

5 baths

|

2,837 sq ft

|

House

12940 HARVEST RAIN AVE, WINTER GARDEN, F...
Foxwood Lake Estates 5022 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$198,000

2 beds

|

2 baths

|

1,440 sq ft

|

Manufactured Home

5022 FOXWOOD BLVD, LAKELAND, FL, 33810
Cherrywood 10452 SW 62ND TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476
$219,912

2 beds

|

2 baths

|

1,287 sq ft

|

House

10452 SW 62ND TERRACE RD, OCALA, FL, 344...
Community: Cherrywood
Cindy Certified
2209 SW 153RD LOOP, OCALA, FL, 34473, Ocala, FL 34473
$339,990

4 beds

|

2 baths

|

1,833 sq ft

|

House

2209 SW 153RD LOOP, OCALA, FL, 34473
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8779 SW 83RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$360,000

3 beds

|

2 baths

|

2,327 sq ft

|

House

8779 SW 83RD CIR, OCALA, FL, 34481
Community: On Top of the World
Oak Run 11295 SW 73RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$289,000

2 beds

|

2 baths

|

2,047 sq ft

|

House

11295 SW 73RD CIR, OCALA, FL, 34476
Community: Oak Run
Highland Fairways 2228 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$264,900

3 beds

|

2 baths

|

1,791 sq ft

|

House

2228 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
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.
Cindy Certified
10859 SW 72ND CIR, OCALA, FL, 34476, Ocala, FL 34476
$449,900

4 beds

|

3 baths

|

2,557 sq ft

|

House

10859 SW 72ND CIR, OCALA, FL, 34476
Solivita 501 MONTAGE LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$569,000

3 beds

|

3 baths

|

2,941 sq ft

|

House

501 MONTAGE LN, POINCIANA, FL, 34759
Community: Solivita
Venetian Bay 3434 TORRE BLVD, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$418,500

3 beds

|

2 baths

|

1,847 sq ft

|

House

3434 TORRE BLVD, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Del Webb Sunbridge 2691 RIVER CREEK LN, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$629,999

4 beds

|

5 baths

|

2,866 sq ft

|

House

2691 RIVER CREEK LN, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Sun City Center 1505 N PEBBLE BEACH BLVD, SUN CITY CENTE..., Sun City Center, FL 33573
$250,000

2 beds

|

2 baths

|

1,704 sq ft

|

House

1505 N PEBBLE BEACH BLVD, SUN CITY CENTE...
Community: Sun City Center
Latitude Margaritaville 118 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$369,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

118 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Stonecrest 17145 SE 113TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,000

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...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Cindy Certified
2880 WILD OLIVE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$385,000

3 beds

|

2 baths

|

1,695 sq ft

|

House

2880 WILD OLIVE DR, ST CLOUD, FL, 34772
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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