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Winter Garden, FL 55+ active adult communities & homes for sale - Page 87

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.
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
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) 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
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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 (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) 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 (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
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
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
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
On Top of the World 8830 SW 98 PL M, OCALA, FL, 34481, Ocala, FL 34481
$99,999

2 beds

|

3 baths

|

1,764 sq ft

|

Townhouse

8830 SW 98 PL M, OCALA, FL, 34481
Community: On Top of the World
Legacy of Leesburg 5922 SAGE LEAF PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$324,000

3 beds

|

2 baths

|

1,913 sq ft

|

House

5922 SAGE LEAF PL, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Ocala Preserve 5616 NW 37TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$290,000

2 beds

|

2 baths

|

1,454 sq ft

|

House

5616 NW 37TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Stone Creek 6443 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$649,000

3 beds

|

3 baths

|

2,529 sq ft

|

House

6443 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
Harbor Hills Country Club 5321 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$499,000

3 beds

|

2 baths

|

2,948 sq ft

|

House

5321 GREENS DR, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek South 17952 SE 107TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$209,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

17952 SE 107TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Pine Run Estates 10634 SW 101ST LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$445,525

2 beds

|

2 baths

|

2,019 sq ft

|

House

10634 SW 101ST LANE RD, OCALA, FL, 34481
Community: Pine Run Estates
Ocala Palms 5375 NW 26TH LN, OCALA, FL, 34482, Ocala, FL 34482
$280,000

3 beds

|

2 baths

|

1,514 sq ft

|

House

5375 NW 26TH LN, OCALA, FL, 34482
Community: Ocala Palms
Cindy Certified
10747 LAXER CAY LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$579,000

4 beds

|

3 baths

|

2,528 sq ft

|

House

10747 LAXER CAY LOOP, SAN ANTONIO, FL, 3...
Ocala Palms 5888 NW 21ST ST, OCALA, FL, 34482, Ocala, FL 34482
$239,900

2 beds

|

2 baths

|

1,697 sq ft

|

House

5888 NW 21ST ST, OCALA, FL, 34482
Community: Ocala Palms
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.
Palm Cay 7561 SW 76TH TER, OCALA, FL, 34481, Ocala, FL 34481
$318,900

4 beds

|

3 baths

|

2,039 sq ft

|

House

7561 SW 76TH TER, OCALA, FL, 34481
Community: Palm Cay
Stone Creek 9256 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$369,000

3 beds

|

2 baths

|

1,736 sq ft

|

House

9256 SW 66TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Sun City Center 2531 LANCASTER DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$239,900

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

2531 LANCASTER DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
The Villages® 3698 ROBERTSON WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$548,900

3 beds

|

2 baths

|

1,695 sq ft

|

Villa

3698 ROBERTSON WAY, THE VILLAGES, FL, 32...
Community: The Villages®
Plantation at Leesburg 25308 CASA DEL LAGO LN, LEESBURG, FL, 34..., Leesburg, FL 34748
$182,900

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

25308 CASA DEL LAGO LN, LEESBURG, FL, 34...
Cindy Certified
15645 SW 19TH TER, OCALA, FL, 34473, Ocala, FL 34473
$346,900

4 beds

|

3 baths

|

1,990 sq ft

|

House

15645 SW 19TH TER, OCALA, FL, 34473
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Country Club of Mount Dora 8032 PINE HOLLOW DR, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$399,900

3 beds

|

2 baths

|

1,949 sq ft

|

House

8032 PINE HOLLOW DR, MOUNT DORA, FL, 327...
Esplanade at Highland Ranch 2639 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$479,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

2639 STARGRASS CIR, CLERMONT, FL, 34715
Solivita 140 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$215,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

140 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
4341 NW 57TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$339,000

2 beds

|

2 baths

|

1,666 sq ft

|

House

4341 NW 57TH AVE, OCALA, FL, 34482
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® 8337 SE 176TH LAWSON LOOP, THE VILLAGES,..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

8337 SE 176TH LAWSON LOOP, THE VILLAGES,...
Community: The Villages®
Stonecrest 11255 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,900

2 beds

|

2 baths

|

1,408 sq ft

|

House

11255 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Cindy Certified
302 BROOKSHIRE DR, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$270,000

3 beds

|

2 baths

|

1,541 sq ft

|

House

302 BROOKSHIRE DR, LAKE WALES, FL, 33898
Solivita 632 PORTOFINO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$264,999

2 beds

|

2 baths

|

1,456 sq ft

|

House

632 PORTOFINO DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 758 MOORE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$800,000

3 beds

|

2 baths

|

2,642 sq ft

|

House

758 MOORE TER, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
7625 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$352,900

3 beds

|

2 baths

|

1,415 sq ft

|

House

7625 BENT TREE LOOP, ST CLOUD, FL, 34773
Four Seasons at Orlando 7637 SAND PIERRE CT, KISSIMMEE, FL, 3474..., Kissimmee, FL 34747
$394,500

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

7637 SAND PIERRE CT, KISSIMMEE, FL, 3474...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Southshore Bay 17335 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$384,900

3 beds

|

3 baths

|

2,145 sq ft

|

House

17335 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
Del Webb Sunbridge 2434 N CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$375,000

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2434 N CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
The Villages® 13811 COUNTY RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$300,000

4 beds

|

2 baths

|

2,280 sq ft

|

Manufactured Home

13811 COUNTY RD, 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.
The Country Club of Mount Dora 8013 PINE HOLLOW DR, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$399,000

3 beds

|

2 baths

|

2,256 sq ft

|

House

8013 PINE HOLLOW DR, MOUNT DORA, FL, 327...
Cindy Certified
7544 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$374,900

4 beds

|

3 baths

|

2,200 sq ft

|

House

7544 BENT TREE LOOP, ST CLOUD, FL, 34773
Oak Run 10821 SW 87TH TER, OCALA, FL, 34481, Ocala, FL 34481
$245,400

2 beds

|

2 baths

|

1,415 sq ft

|

House

10821 SW 87TH TER, OCALA, FL, 34481
Community: Oak Run
Del Webb Minneola 2750 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$499,000

2 beds

|

2 baths

|

1,409 sq ft

|

House

2750 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Oak Run 8690 SW 108TH PL, OCALA, FL, 34481, Ocala, FL 34481
$168,900

2 beds

|

2 baths

|

960 sq ft

|

House

8690 SW 108TH PL, OCALA, FL, 34481
Community: Oak Run
Tampa Bay Golf and Country Club 10133 COLLAR DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$450,000

3 beds

|

2 baths

|

2,500 sq ft

|

House

10133 COLLAR DR, SAN ANTONIO, FL, 33576
Plantation at Leesburg 24239 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

2,289 sq ft

|

House

24239 BELLE MEDE DR, LEESBURG, FL, 34748
The Villages® 8371 SE 168TH TRINITY PL, THE VILLAGES, ..., The Villages, FL 32162
$304,900

3 beds

|

2 baths

|

1,496 sq ft

|

House

8371 SE 168TH TRINITY PL, THE VILLAGES, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Plantation at Leesburg 25607 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$245,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

25607 BELLE HELENE, LEESBURG, FL, 34748
Royal Harbor 5685 GULF STREAM ST, TAVARES, FL, 32778, Tavares, FL 32778
$329,999

3 beds

|

2 baths

|

1,823 sq ft

|

House

5685 GULF STREAM ST, 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.

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