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Winter Garden, FL 55+ active adult communities & homes for sale - Page 28

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
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 (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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
Valencia del Sol 4836 SEVILLA SHORES DR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$439,950

2 beds

|

2 baths

|

1,890 sq ft

|

House

4836 SEVILLA SHORES DR, WIMAUMA, FL, 335...
Community: Valencia del Sol
Baytree 128 BAYTREE BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$240,000

2 beds

|

2 baths

|

1,339 sq ft

|

Villa

128 BAYTREE BLVD, TAVARES, FL, 32778
Community: Baytree
Lake Ashton 4195 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$349,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

4195 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
Stone Creek 6868 SW 95TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$477,800

3 beds

|

3 baths

|

2,659 sq ft

|

House

6868 SW 95TH CIR, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
10345 BRIDGEGATE HEIGHTS LOOP, SAN ANTON..., San Antonio, FL 33576
$624,990

4 beds

|

4 baths

|

2,828 sq ft

|

House

10345 BRIDGEGATE HEIGHTS LOOP, SAN ANTON...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek Country Club 9028 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$359,500

3 beds

|

2 baths

|

1,720 sq ft

|

House

9028 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Tampa Bay Golf and Country Club 29424 SCHINNECOCK HILLS LN, SAN ANTONIO,..., San Antonio, FL 33576
$350,000

2 beds

|

2 baths

|

1,700 sq ft

|

House

29424 SCHINNECOCK HILLS LN, SAN ANTONIO,...
Legacy of Leesburg 5322 POND CROSSING PL, LEESBURG, FL, 347..., Leesburg, FL 34748
$310,000

3 beds

|

2 baths

|

1,655 sq ft

|

House

5322 POND CROSSING PL, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Sun City Center 1917 INVERNESS GREENS DR, SUN CITY CENTE..., Sun City Center, FL 33573
$278,000

3 beds

|

2 baths

|

1,339 sq ft

|

Condo

1917 INVERNESS GREENS DR, SUN CITY CENTE...
Community: Sun City Center
Silver Lakes 6276 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$322,000

2 beds

|

2 baths

|

1,915 sq ft

|

House

6276 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
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.
On Top of the World 8346 SW 97TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$525,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

8346 SW 97TH AVE, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
4465 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$376,515

4 beds

|

2 baths

|

1,819 sq ft

|

House

4465 RIVER BIRCH BND, LAKELAND, FL, 3381...
Spruce Creek Preserve 11661 SW 137TH LOOP, DUNNELLON, FL, 3443..., Dunnellon, FL 34432
$274,999

2 beds

|

2 baths

|

1,403 sq ft

|

House

11661 SW 137TH LOOP, DUNNELLON, FL, 3443...
Trilogy® Orlando 264 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$635,000

2 beds

|

3 baths

|

2,315 sq ft

|

House

264 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Trilogy® Orlando 145 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$600,000

3 beds

|

2 baths

|

2,876 sq ft

|

House

145 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Cindy Certified
33611 SKY BLOSSOM CIR, LEESBURG, FL, 347..., Leesburg, FL 34788
$325,000

4 beds

|

2 baths

|

1,850 sq ft

|

House

33611 SKY BLOSSOM CIR, LEESBURG, FL, 347...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 571 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$515,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

571 TROY LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
5120 VECCHIO CT, BRADENTON, FL, 34211, Bradenton, FL 34211
$459,000

4 beds

|

2 baths

|

1,828 sq ft

|

House

5120 VECCHIO CT, BRADENTON, FL, 34211
Del Webb Oasis 13056 SANDCASTLE DR, WINTER GARDEN, FL, ..., Winter Garden, FL 34787
$699,430

2 beds

|

2 baths

|

1,889 sq ft

|

House

13056 SANDCASTLE DR, WINTER GARDEN, FL, ...
Community: Del Webb Oasis
Cresswind at Victoria Gardens 506 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$384,900

3 beds

|

2 baths

|

1,862 sq ft

|

House

506 HERON POINT WAY, 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.
The Villages® 934 ORCHID ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$314,900

3 beds

|

2 baths

|

1,495 sq ft

|

House

934 ORCHID ST, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 9619 SE 174TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$269,900

2 beds

|

2 baths

|

1,590 sq ft

|

House

9619 SE 174TH PLACE RD, SUMMERFIELD, FL,...
Community: Spruce Creek South
Lake Ashton 5325 SNEAD DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$359,500

3 beds

|

2 baths

|

1,833 sq ft

|

House

5325 SNEAD DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Westhaven at Ovation - Townes Collection 14075 LOCHEND WAY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$499,900

4 beds

|

3 baths

|

2,197 sq ft

|

Townhouse

14075 LOCHEND WAY, WINTER GARDEN, FL, 34...
Huntington at Hunter's Ridge 19 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$375,000

3 beds

|

2 baths

|

1,837 sq ft

|

House

19 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
The Villages® 811 CLIFFORD CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$345,000

3 beds

|

2 baths

|

1,504 sq ft

|

House

811 CLIFFORD CT, THE VILLAGES, FL, 32163
Community: The Villages®
Sun City Center 735 TREMONT GREENS LN 48, SUN CITY CENTE..., Sun City Center, FL 33573
$159,900

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

735 TREMONT GREENS LN 48, SUN CITY CENTE...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Preserve 4528 NW 54TH TER, OCALA, FL, 34482, Ocala, FL 34482
$459,000

2 beds

|

3 baths

|

2,056 sq ft

|

House

4528 NW 54TH TER, OCALA, FL, 34482
Community: Ocala Preserve
Esplanade at Wiregrass Ranch 29735 CASSINO CT, WESLEY CHAPEL, FL, 335..., Wesley Chapel, FL 33543
$699,900

2 beds

|

2 baths

|

1,963 sq ft

|

House

29735 CASSINO CT, WESLEY CHAPEL, FL, 335...
The Reserve at Victoria 859 LILIANA DR, DELAND, FL, 32724, Deland, FL 32724
$542,500

3 beds

|

3 baths

|

2,178 sq ft

|

House

859 LILIANA 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.
Royal Highlands 20743 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$330,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

20743 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Highland Lakes 6631 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$339,900

3 beds

|

3 baths

|

2,302 sq ft

|

House

6631 BORG ST, LEESBURG, FL, 34748
Community: Highland Lakes
On Top of the World 8701 SW 88TH PL, OCALA, FL, 34481, Ocala, FL 34481
$329,900

3 beds

|

2 baths

|

1,998 sq ft

|

House

8701 SW 88TH PL, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
17607 CANOPY PL, BRADENTON, FL, 34211, Bradenton, FL 34211
$439,900

4 beds

|

2 baths

|

1,827 sq ft

|

House

17607 CANOPY PL, BRADENTON, FL, 34211
Cindy Certified
4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$415,000

4 beds

|

3 baths

|

2,394 sq ft

|

House

4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
Valencia del Sol 4906 PAMPLONA CT, WIMAUMA, FL, 33598, Wimauma, FL 33598
$875,000

3 beds

|

3 baths

|

2,623 sq ft

|

House

4906 PAMPLONA CT, WIMAUMA, FL, 33598
Community: Valencia del Sol
Palm Cay 11145 SW 79TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$169,000

2 beds

|

2 baths

|

1,024 sq ft

|

House

11145 SW 79TH AVE, OCALA, FL, 34476
Community: Palm Cay
Royal Harbor 5090 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$399,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

5090 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek Country Club 9588 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$299,900

2 beds

|

2 baths

|

1,979 sq ft

|

House

9588 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Del Webb Sunbridge 6117 CITRUS GROVE CT, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$599,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

6117 CITRUS GROVE CT, ST CLOUD, FL, 3477...
Community: Del Webb Sunbridge
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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