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Winter Garden, FL 55+ active adult communities & homes for sale - Page 51

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.
123...4
Mirada 10733 TUPPER CAY DR, SAN ANTONIO, FL, 33..., San Antonio, FL 33576
$365,000

2 beds

|

2 baths

|

1,770 sq ft

|

House

10733 TUPPER CAY DR, SAN ANTONIO, FL, 33...
Community: Mirada
Sun City Center 1838 N PEBBLE BEACH BLVD, SUN CITY CENTE..., Sun City Center, FL 33573
$270,000

3 beds

|

2 baths

|

1,756 sq ft

|

Villa

1838 N PEBBLE BEACH BLVD, SUN CITY CENTE...
Community: Sun City Center
Cindy Certified
6866 SPANISH IMPERIAL ST, HOWEY IN THE H..., Howey In The Hills, FL 34737
$367,999

4 beds

|

2 baths

|

2,008 sq ft

|

House

6866 SPANISH IMPERIAL ST, HOWEY IN THE H...
The Villages® 3104 BLACKSTOCK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$372,000

3 beds

|

2 baths

|

1,596 sq ft

|

House

3104 BLACKSTOCK WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Cindy Certified
6837 SERPENT HAWK LN, HOWEY IN THE HILLS..., Howey In The Hills, FL 34737
$340,999

3 beds

|

2 baths

|

1,643 sq ft

|

House

6837 SERPENT HAWK LN, HOWEY IN THE HILLS...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
31899 OYSTER TRELLIS LN, WESLEY CHAPEL, ..., Wesley Chapel, FL 33545
$419,990

4 beds

|

2 baths

|

1,846 sq ft

|

House

31899 OYSTER TRELLIS LN, WESLEY CHAPEL, ...
Silver Lakes 6341 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$275,000

3 beds

|

2 baths

|

1,637 sq ft

|

House

6341 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Spruce Creek South 9498 SE 174TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$284,900

2 beds

|

2 baths

|

1,884 sq ft

|

House

9498 SE 174TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Cindy Certified
725 FARFIELDS ST, DELAND, FL, 32724, Deland, FL 32724
$400,000

4 beds

|

2 baths

|

1,819 sq ft

|

House

725 FARFIELDS ST, DELAND, FL, 32724
JB Ranch 9149 SW 62ND TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476
$275,000

3 beds

|

2 baths

|

1,653 sq ft

|

House

9149 SW 62ND TERRACE RD, OCALA, FL, 3447...
Community: JB Ranch
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 15360 SW 15TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473
$369,950

3 beds

|

2 baths

|

1,647 sq ft

|

House

15360 SW 15TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
The Villages® 892 NASH LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$274,900

2 beds

|

2 baths

|

1,090 sq ft

|

House

892 NASH LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Southshore Bay 17439 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$409,900

2 beds

|

3 baths

|

2,236 sq ft

|

House

17439 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
SummerGlen 1520 SW 152ND PL, OCALA, FL, 34473, Ocala, FL 34473
$229,000

2 beds

|

2 baths

|

1,759 sq ft

|

House

1520 SW 152ND PL, OCALA, FL, 34473
Community: SummerGlen
Westhaven at Ovation - Townes Collection 13861 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$539,000

4 beds

|

3 baths

|

2,031 sq ft

|

Townhouse

13861 EASDALE ALY, WINTER GARDEN, FL, 34...
Westhaven at Ovation - Townes Collection 12808 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$495,000

4 beds

|

3 baths

|

1,897 sq ft

|

Townhouse

12808 SUNSET WALK DR, WINTER GARDEN, FL,...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Preserve 4510 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482
$339,990

4 beds

|

2 baths

|

2,034 sq ft

|

House

4510 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
The Villages® 1718 MEANS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$587,500

3 beds

|

2 baths

|

1,927 sq ft

|

House

1718 MEANS LN, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9274 SW 94TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$319,000

3 beds

|

2 baths

|

2,010 sq ft

|

House

9274 SW 94TH LOOP, OCALA, FL, 34481
Community: On Top of the World
The Villages® 2331 RILEY RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$239,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2331 RILEY RD, THE VILLAGES, FL, 32162
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.
Spruce Creek South 10608 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$278,900

2 beds

|

2 baths

|

1,678 sq ft

|

House

10608 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
On Top of the World 8900 SW 97TH LANE RD H, OCALA, FL, 34481, Ocala, FL 34481
$175,500

2 beds

|

2 baths

|

1,398 sq ft

|

Villa

8900 SW 97TH LANE RD H, OCALA, FL, 34481
Community: On Top of the World
Tampa Bay Golf and Country Club 10245 BUNCOMBE WAY, SAN ANTONIO, FL, 335..., San Antonio, FL 33576
$299,900

2 beds

|

2 baths

|

1,489 sq ft

|

House

10245 BUNCOMBE WAY, SAN ANTONIO, FL, 335...
On Top of the World 10298 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$485,000

2 beds

|

2 baths

|

2,097 sq ft

|

House

10298 SW 96TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Legacy of Leesburg 27326 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,480 sq ft

|

House

27326 ORCHID GLADE ST, LEESBURG, FL, 347...
Community: Legacy of Leesburg
The Villages® 116 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$159,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

116 CYPRESS RD, WILDWOOD, FL, 34785
Community: The Villages®
Cindy Certified
365 JYOTI DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$330,000

4 beds

|

2 baths

|

1,821 sq ft

|

House

365 JYOTI DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek Country Club 12224 SE 91ST AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$379,900

3 beds

|

2 baths

|

1,958 sq ft

|

House

12224 SE 91ST AVE, SUMMERFIELD, FL, 3449...
Cindy Certified
10205 CARP HOLLOW RD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$279,900

4 beds

|

2 baths

|

1,771 sq ft

|

House

10205 CARP HOLLOW RD, SUN CITY CENTER, F...
Royal Harbor 5052 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778
$315,000

3 beds

|

2 baths

|

1,613 sq ft

|

House

5052 CHINA SEA DR, TAVARES, FL, 32778
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
6951 SW 89TH LN, OCALA, FL, 34476, Ocala, FL 34476
$320,490

3 beds

|

2 baths

|

2,106 sq ft

|

House

6951 SW 89TH LN, OCALA, FL, 34476
Cindy Certified
1522 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$319,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1522 LAS PALMAS ST, LAKELAND, FL, 33810
Cindy Certified
988 VINEYARD RIDGE RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$524,900

4 beds

|

2 baths

|

2,215 sq ft

|

House

988 VINEYARD RIDGE RD, MINNEOLA, FL, 347...
Pennbrooke Fairways 420 GLEN ARBOR LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

420 GLEN ARBOR LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Cindy Certified
1013 SADIE RIDGE RD, CLERMONT, FL, 34715, Clermont, FL 34715
$457,500

4 beds

|

2 baths

|

1,846 sq ft

|

House

1013 SADIE RIDGE RD, CLERMONT, FL, 34715
Breakaway Trails 114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$574,000

3 beds

|

3 baths

|

2,754 sq ft

|

House

114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3...
Community: Breakaway Trails
Cresswind at Hammock Oaks 442 TURIN WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$699,990

3 beds

|

3 baths

|

2,554 sq ft

|

House

442 TURIN WAY, LADY LAKE, FL, 32159
Valencia Ridge 3857 CABERNET TER, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543
$846,900

3 beds

|

4 baths

|

2,788 sq ft

|

House

3857 CABERNET TER, WESLEY CHAPEL, FL, 33...
Community: Valencia Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Reserve at Victoria 1068 LILIANA DR, DELAND, FL, 32724, Deland, FL 32724
$624,990

3 beds

|

3 baths

|

2,360 sq ft

|

House

1068 LILIANA DR, DELAND, FL, 32724
Del Webb Oasis 15806 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$495,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15806 GEM VIEW ST, WINTER GARDEN, FL, 34...
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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