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Winter Garden, FL 55+ active adult communities & homes for sale - Page 56

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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Southshore Bay 17410 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$375,000

2 beds

|

2 baths

|

1,761 sq ft

|

House

17410 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
The Villages® 170 PALERMO PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$444,500

3 beds

|

2 baths

|

1,979 sq ft

|

House

170 PALERMO PL, LADY LAKE, FL, 32159
Community: The Villages®
Sun City Center 1719 PACIFIC DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$629,900

3 beds

|

3 baths

|

2,377 sq ft

|

House

1719 PACIFIC DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
The Villages® 3746 NEW MOON AVE, THE VILLAGES, FL, 321..., The Villages, FL 32163
$478,788

3 beds

|

2 baths

|

1,905 sq ft

|

House

3746 NEW MOON AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Twin Lakes 2764 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$610,500

3 beds

|

3 baths

|

2,208 sq ft

|

House

2764 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 10363 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$292,900

2 beds

|

2 baths

|

1,342 sq ft

|

House

10363 SW 96TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Latitude Margaritaville 408 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$449,900

2 beds

|

2 baths

|

1,509 sq ft

|

House

408 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Kings Ridge 4215 GREENWICH CT, CLERMONT, FL, 34711, Clermont, FL 34711
$370,000

2 beds

|

2 baths

|

2,000 sq ft

|

House

4215 GREENWICH CT, CLERMONT, FL, 34711
Community: Kings Ridge
Cindy Certified
2411 OLD MEDULLA RD, LAKELAND, FL, 33811, Lakeland, FL 33811
$560,000

4 beds

|

2 baths

|

2,117 sq ft

|

House

2411 OLD MEDULLA RD, LAKELAND, FL, 33811
Royal Harbor 4962 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$280,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

4962 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
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
10403 LAXER CAY LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$519,900

4 beds

|

4 baths

|

2,828 sq ft

|

House

10403 LAXER CAY LOOP, SAN ANTONIO, FL, 3...
On Top of the World 8350 SW 93RD LN D, OCALA, FL, 34481, Ocala, FL 34481
$195,000

2 beds

|

2 baths

|

1,571 sq ft

|

Villa

8350 SW 93RD LN D, OCALA, FL, 34481
Community: On Top of the World
Oak Run 7296 SW 112TH PL, OCALA, FL, 34476, Ocala, FL 34476
$164,900

2 beds

|

2 baths

|

1,121 sq ft

|

House

7296 SW 112TH PL, OCALA, FL, 34476
Community: Oak Run
Latitude Margaritaville 768 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$775,000

2 beds

|

3 baths

|

2,160 sq ft

|

House

768 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Cindy Certified
3047 REPOSE DR, CLERMONT, FL, 34714, Clermont, FL 34714
$451,490

2 beds

|

2 baths

|

1,779 sq ft

|

House

3047 REPOSE DR, CLERMONT, FL, 34714
Ocala Palms 1927 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$465,000

4 beds

|

3 baths

|

2,550 sq ft

|

House

1927 NW 50TH CIR, 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
Trilogy® Orlando 187 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736
$447,000

2 beds

|

2 baths

|

2,570 sq ft

|

House

187 BALMY COAST RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Cindy Certified
16357 TREASURE POINT DR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$325,000

3 beds

|

2 baths

|

1,990 sq ft

|

House

16357 TREASURE POINT DR, WIMAUMA, FL, 33...
Cindy Certified
291 PRICKLY PEAR CT, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$297,990

3 beds

|

2 baths

|

1,549 sq ft

|

House

291 PRICKLY PEAR CT, LADY LAKE, FL, 3215...
The Villages® 8932 SE 168TH SEDGWICK PL, THE VILLAGES,..., The Villages, FL 32162
$300,000

3 beds

|

2 baths

|

1,483 sq ft

|

Villa

8932 SE 168TH SEDGWICK PL, THE VILLAGES,...
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.
Cindy Certified
851 VINEYARD RIDGE RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$499,999

4 beds

|

3 baths

|

1,974 sq ft

|

House

851 VINEYARD RIDGE RD, MINNEOLA, FL, 347...
The Villages® 1678 GOVAN PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$567,900

3 beds

|

2 baths

|

1,978 sq ft

|

Villa

1678 GOVAN PL, THE VILLAGES, FL, 32162
Community: The Villages®
Ridgehaven 168 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$330,740

3 beds

|

2 baths

|

1,572 sq ft

|

House

168 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
JB Ranch 9152 SW 60TH COURT RD, OCALA, FL, 34476, Ocala, FL 34476
$289,900

2 beds

|

2 baths

|

1,815 sq ft

|

Townhouse

9152 SW 60TH COURT RD, OCALA, FL, 34476
Community: JB Ranch
Carlsberg Estates on Lake Suzanne 241 LOURDES ST, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$297,000

2 beds

|

2 baths

|

1,251 sq ft

|

House

241 LOURDES ST, LAKE WALES, FL, 33859
Venetian Bay 424 LUNA BELLA LN 415, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$299,990

2 beds

|

2 baths

|

1,492 sq ft

|

Condo

424 LUNA BELLA LN 415, NEW SMYRNA BEACH,...
Community: Venetian Bay
The Villages® 872 WINCHESTER CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,116 sq ft

|

Villa

872 WINCHESTER CT, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach 100 BLACK CROW CIR 4000, DAYTONA BEACH, ..., Daytona Beach, FL 32119
$289,900

3 beds

|

3 baths

|

1,869 sq ft

|

Condo

100 BLACK CROW CIR 4000, DAYTONA BEACH, ...
Cindy Certified
15351 WILLOW RIDGE DR, MONTVERDE, FL, 34..., Montverde, FL 34756
$660,000

3 beds

|

4 baths

|

2,976 sq ft

|

House

15351 WILLOW RIDGE DR, MONTVERDE, FL, 34...
Ocala Preserve 4976 NW 35TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$385,000

2 beds

|

2 baths

|

1,956 sq ft

|

House

4976 NW 35TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
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.
Latitude Margaritaville 616 BEACH BUM BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$714,900

3 beds

|

3 baths

|

2,083 sq ft

|

House

616 BEACH BUM BLVD, DAYTONA BEACH, FL, 3...
SummerGlen 15143 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$265,000

3 beds

|

2 baths

|

1,658 sq ft

|

House

15143 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
The Villages® 17350 SE 77TH SYCAMORE AVE, THE VILLAGES..., The Villages, FL 32162
$240,000

2 beds

|

1 baths

|

1,071 sq ft

|

Villa

17350 SE 77TH SYCAMORE AVE, THE VILLAGES...
Community: The Villages®
The Villages® 17300 SE 93RD HEYWARD AVE, THE VILLAGES,..., The Villages, FL 32162
$255,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17300 SE 93RD HEYWARD AVE, THE VILLAGES,...
Community: The Villages®
Kings Ridge 3811 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$310,500

2 beds

|

2 baths

|

1,679 sq ft

|

House

3811 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Cindy Certified
32732 TREE OF LIFE AVE, WESLEY CHAPEL, F..., Wesley Chapel, FL 33543
$644,999

3 beds

|

3 baths

|

2,140 sq ft

|

House

32732 TREE OF LIFE AVE, WESLEY CHAPEL, F...
The Villages® 1616 BAYHILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,000

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1616 BAYHILL DR, LADY LAKE, FL, 32159
Community: The Villages®
Sun City Center 1834 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$373,000

2 beds

|

2 baths

|

1,777 sq ft

|

House

1834 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
2100 SW 166TH LN, OCALA, FL, 34473, Ocala, FL 34473
$299,900

3 beds

|

2 baths

|

1,939 sq ft

|

House

2100 SW 166TH LN, OCALA, FL, 34473
Cindy Certified
4714 SW 114TH PL, OCALA, FL, 34476, Ocala, FL 34476
$405,000

3 beds

|

2 baths

|

2,379 sq ft

|

House

4714 SW 114TH PL, OCALA, FL, 34476
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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