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Winter Garden, FL 55+ active adult communities & homes for sale - Page 61

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.
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Arlington Ridge 4025 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$399,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

4025 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Cindy Certified
5174 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$484,000

4 beds

|

3 baths

|

1,953 sq ft

|

House

5174 BUTTONSAGE DR, ST CLOUD, FL, 34772
Pelican Bay Daytona Beach 108 BLACK DUCK CIR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$249,900

3 beds

|

3 baths

|

1,627 sq ft

|

House

108 BLACK DUCK CIR, DAYTONA BEACH, FL, 3...
The Villages® 4348 TUSCALOOSA PATH, THE VILLAGES, FL, ..., The Villages, FL 32163
$539,900

3 beds

|

3 baths

|

1,905 sq ft

|

House

4348 TUSCALOOSA PATH, THE VILLAGES, FL, ...
Community: The Villages®
Ridgehaven 401 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$465,000

4 beds

|

3 baths

|

2,487 sq ft

|

House

401 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Heritage Hills 3569 BELLAND CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$290,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3569 BELLAND CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1106 EBLING LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$499,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

1106 EBLING LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Sun City Center 1802 BEDFORD TER 177, SUN CITY CENTER, F..., Sun City Center, FL 33573
$99,999

2 beds

|

2 baths

|

960 sq ft

|

Condo

1802 BEDFORD TER 177, SUN CITY CENTER, F...
Community: Sun City Center
Sun City Center 448 NOBLE FAIRE DR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$324,000

2 beds

|

2 baths

|

1,773 sq ft

|

House

448 NOBLE FAIRE DR, SUN CITY CENTER, FL,...
Community: Sun City Center
The Villages® 820 CORTEZ AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$340,000

2 beds

|

2 baths

|

1,642 sq ft

|

House

820 CORTEZ AVE, LADY LAKE, FL, 32159
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.
Sandpiper Golf & Country Club 6264 PEACOCK RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$229,500

2 beds

|

2 baths

|

1,028 sq ft

|

House

6264 PEACOCK RUN, LAKELAND, FL, 33809
Stone Creek 6064 SW 86TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$415,000

2 beds

|

3 baths

|

2,261 sq ft

|

House

6064 SW 86TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
Spruce Creek Country Club 12947 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$399,900

3 beds

|

2 baths

|

2,126 sq ft

|

House

12947 SE 97TH TERRACE RD, SUMMERFIELD, F...
Cindy Certified
2865 MOSSHIRE CIR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$348,000

4 beds

|

2 baths

|

1,696 sq ft

|

House

2865 MOSSHIRE CIR, ST CLOUD, FL, 34772
Quail Meadow 3380 NW 44TH CT, OCALA, FL, 34482, Ocala, FL 34482
$263,000

3 beds

|

2 baths

|

1,224 sq ft

|

House

3380 NW 44TH CT, OCALA, FL, 34482
Community: Quail Meadow
Royal Highlands 5920 BAG PIPE PL, SEE REMARKS, FL, N/A, See Remarks, FL N/A
$425,000

3 beds

|

3 baths

|

2,123 sq ft

|

House

5920 BAG PIPE PL, SEE REMARKS, FL, N/A
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cresswind Lakewood Ranch 4950 KIVA CIR, BRADENTON, FL, 34211, Bradenton, FL 34211
$1,030,000

3 beds

|

4 baths

|

2,563 sq ft

|

House

4950 KIVA CIR, BRADENTON, FL, 34211
The Villages® 312 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$129,900

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

312 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Pelican Bay Daytona Beach 100 KINGBIRD CIR 1, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$255,000

3 beds

|

2 baths

|

1,610 sq ft

|

Townhouse

100 KINGBIRD CIR 1, DAYTONA BEACH, FL, 3...
Arlington Ridge 27215 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$365,000

3 beds

|

2 baths

|

1,709 sq ft

|

House

27215 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington 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.
The Villages® 2146 ESTEVEZ DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$214,900

1 beds

|

1 baths

|

849 sq ft

|

Villa

2146 ESTEVEZ DR, THE VILLAGES, FL, 32159
Community: The Villages®
Stone Creek 6042 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$339,900

2 beds

|

2 baths

|

1,404 sq ft

|

House

6042 SW 93RD CIR, OCALA, FL, 34481
Community: Stone Creek
Ocala Palms 1956 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$295,000

3 beds

|

2 baths

|

1,806 sq ft

|

House

1956 NW 50TH CIR, OCALA, FL, 34482
Community: Ocala Palms
Summit Greens 813 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$354,900

2 beds

|

2 baths

|

2,062 sq ft

|

House

813 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Cindy Certified
7612 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$412,900

4 beds

|

2 baths

|

1,820 sq ft

|

House

7612 BENT TREE LOOP, ST CLOUD, FL, 34773
On Top of the World 9183 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$199,000

2 beds

|

2 baths

|

1,403 sq ft

|

House

9183 SW 102ND CIR, OCALA, FL, 34481
Community: On Top of the World
Highland Fairways 3123 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$230,000

2 beds

|

2 baths

|

1,162 sq ft

|

House

3123 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marco Polo Village 10908 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$279,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

10908 SW 53RD CIR, OCALA, FL, 34476
Community: Marco Polo Village
The Villages® 4044 MAXWELL TER, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$650,000

3 beds

|

2 baths

|

1,969 sq ft

|

Villa

4044 MAXWELL TER, THE VILLAGES, FL, 3216...
Community: The Villages®
On Top of the World 8898 SW 104TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$358,700

2 beds

|

2 baths

|

1,983 sq ft

|

House

8898 SW 104TH CIR, 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.
Sun City Center 2011 SIFIELD GREENS WAY 71, SUN CITY CEN..., Sun City Center, FL 33573
$275,000

2 beds

|

2 baths

|

1,206 sq ft

|

Condo

2011 SIFIELD GREENS WAY 71, SUN CITY CEN...
Community: Sun City Center
Huntington at Hunter's Ridge 66 WRENDALE LOOP, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$325,000

2 beds

|

3 baths

|

1,638 sq ft

|

House

66 WRENDALE LOOP, ORMOND BEACH, FL, 3217...
On Top of the World 6015 SW 86TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$565,000

3 beds

|

3 baths

|

2,523 sq ft

|

House

6015 SW 86TH CIR, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1709 E SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$165,000

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

1709 E SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
The Lakes at Harmony 3304 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$379,000

4 beds

|

2 baths

|

1,859 sq ft

|

House

3304 SAGEBRUSH ST, HARMONY, FL, 34773
Pelican Bay Daytona Beach 144 MARSH WREN CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32119
$369,000

3 beds

|

2 baths

|

2,040 sq ft

|

House

144 MARSH WREN CT, DAYTONA BEACH, FL, 32...
Cindy Certified
7606 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$385,000

3 beds

|

2 baths

|

1,780 sq ft

|

House

7606 BENT TREE LOOP, ST CLOUD, FL, 34773
Latitude Margaritaville 738 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$639,900

3 beds

|

2 baths

|

1,922 sq ft

|

House

738 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
4334 FENCE ROW CT, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$526,335

4 beds

|

2 baths

|

2,034 sq ft

|

House

4334 FENCE ROW CT, LAKEWOOD RANCH, FL, 3...
Highlands Ridge 4456 TOUSSAINT DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$349,900

3 beds

|

2 baths

|

1,692 sq ft

|

House

4456 TOUSSAINT DR, AVON PARK, FL, 33825
Community: Highlands 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.

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3,769 homes
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