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Winter Garden, FL 55+ active adult communities & homes for sale - Page 3

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
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
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
4.2 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
4.5 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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
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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
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
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
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 (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 (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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 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
New
Cindy Certified
4745 SW 83RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$275,000

3 beds

|

2 baths

|

1,482 sq ft

|

House

4745 SW 83RD LOOP, OCALA, FL, 34476
New Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$369,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Harbor Hills Country Club 39407 TREELINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$589,000

4 beds

|

4 baths

|

2,502 sq ft

|

House

39407 TREELINE DR, LADY LAKE, FL, 32159
New Royal Highlands 5925 BAG PIPE PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$335,000

3 beds

|

2 baths

|

2,251 sq ft

|

House

5925 BAG PIPE PL, LEESBURG, FL, 34748
Community: Royal Highlands
New Spruce Creek South 10337 SE 176TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$240,000

3 beds

|

2 baths

|

1,526 sq ft

|

House

10337 SE 176TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New
Cindy Certified
4200 MERCEDES ST, SEBRING, FL, 33872, Sebring, FL 33872
$295,000

3 beds

|

2 baths

|

1,400 sq ft

|

House

4200 MERCEDES ST, SEBRING, FL, 33872
New Plantation at Leesburg 5047 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$195,000

2 beds

|

2 baths

|

1,296 sq ft

|

Manufactured Home

5047 EL DESTINO DR, LEESBURG, FL, 34748
New
Cindy Certified
1065 CHELAN FALLS DR, DELAND, FL, 32724, Deland, FL 32724
$340,000

4 beds

|

2 baths

|

1,943 sq ft

|

House

1065 CHELAN FALLS DR, DELAND, FL, 32724
New Harbor Hills Country Club 39905 BAYVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$279,900

2 beds

|

2 baths

|

1,598 sq ft

|

Villa

39905 BAYVIEW DR, LADY LAKE, FL, 32159
New The Villages® 622 LISBON LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$259,900

2 beds

|

2 baths

|

1,092 sq ft

|

House

622 LISBON LN, THE VILLAGES, 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.
New The Villages® 1451 LUCKETT CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$600,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

1451 LUCKETT CT, THE VILLAGES, FL, 32163
Community: The Villages®
New Stonecrest 17105 SE 111TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$599,000

3 beds

|

3 baths

|

2,154 sq ft

|

House

17105 SE 111TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
New Latitude Margaritaville 384 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$394,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

384 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
New The Country Club of Mount Dora 8034 ARCADIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$365,000

2 beds

|

2 baths

|

1,603 sq ft

|

House

8034 ARCADIAN CT, MOUNT DORA, FL, 32757
New On Top of the World 9661 SW 95TH CT B, OCALA, FL, 34481, Ocala, FL 34481
$173,900

2 beds

|

2 baths

|

1,412 sq ft

|

Villa

9661 SW 95TH CT B, OCALA, FL, 34481
Community: On Top of the World
New Stonecrest 17399 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$319,000

3 beds

|

2 baths

|

1,751 sq ft

|

House

17399 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Gatherings of Lake Nona 7545 LAUREATE BLVD 7404, ORLANDO, FL, 32..., Orlando, FL 32827
$424,990

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7545 LAUREATE BLVD 7404, ORLANDO, FL, 32...
New Gatherings of Lake Nona 7545 LAUREATE BLVD 7408, ORLANDO, FL, 32..., Orlando, FL 32827
$399,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7545 LAUREATE BLVD 7408, ORLANDO, FL, 32...
New Del Webb Oasis 15819 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$400,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15819 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
New Plantation at Leesburg 5019 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

3 beds

|

2 baths

|

1,405 sq ft

|

House

5019 EL DESTINO DR, LEESBURG, FL, 34748
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.
New
Cindy Certified
30273 RUSTIC MILL ST, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$475,390

3 beds

|

3 baths

|

2,035 sq ft

|

House

30273 RUSTIC MILL ST, MOUNT DORA, FL, 32...
New
Cindy Certified
3723 COUNTRY VIEW CT, BRADENTON, FL, 342..., Bradenton, FL 34211
$1,079,900

4 beds

|

3 baths

|

2,844 sq ft

|

House

3723 COUNTRY VIEW CT, BRADENTON, FL, 342...
New Cresswind Lakewood Ranch 17668 SAVORY MIST CIR, BRADENTON, FL, 34..., Bradenton, FL 34211
$549,999

4 beds

|

3 baths

|

2,190 sq ft

|

House

17668 SAVORY MIST CIR, BRADENTON, FL, 34...
New Lakeside Landings 10086 KETCH KAY LN, OXFORD, FL, 34484, Oxford, FL 34484
$320,000

3 beds

|

2 baths

|

1,508 sq ft

|

House

10086 KETCH KAY LN, OXFORD, FL, 34484
Community: Lakeside Landings
New Kings Ridge 2525 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$374,000

2 beds

|

3 baths

|

1,715 sq ft

|

House

2525 NEW CASTLE CT, CLERMONT, FL, 34711
Community: Kings Ridge
New Pine Run Estates 10081 SW 100TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$65,000

2 beds

|

2 baths

|

960 sq ft

|

House

10081 SW 100TH AVE, OCALA, FL, 34481
Community: Pine Run Estates
New High Vista at Ridgewood Lakes 347 ROYAL PALM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$245,000

2 beds

|

2 baths

|

1,395 sq ft

|

House

347 ROYAL PALM DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New
Cindy Certified
7342 LIBERTY RD, LAKELAND, FL, 33809, Lakeland, FL 33809
$354,900

4 beds

|

2 baths

|

1,773 sq ft

|

House

7342 LIBERTY RD, LAKELAND, FL, 33809
New Lakeside Landings 10089 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$639,000

3 beds

|

2 baths

|

2,340 sq ft

|

House

10089 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
New The Villages® 1606 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$260,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1606 CAMPOS DR, 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.
New The Villages® 16822 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

2,014 sq ft

|

House

16822 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
New The Villages® 168 PALERMO PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$374,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

168 PALERMO PL, LADY LAKE, FL, 32159
Community: The Villages®
New The Villages® 2952 KRAMER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$395,000

3 beds

|

2 baths

|

1,400 sq ft

|

Villa

2952 KRAMER CT, THE VILLAGES, FL, 32163
Community: The Villages®
New Spruce Creek Country Club 11728 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,300

2 beds

|

2 baths

|

1,575 sq ft

|

House

11728 SE 91ST CIR, SUMMERFIELD, FL, 3449...
New The Villages® 1023 AVALON AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$269,000

2 beds

|

1 baths

|

1,040 sq ft

|

House

1023 AVALON AVE, LADY LAKE, FL, 32159
Community: The Villages®
New On Top of the World 9078 SW 82ND TER D, OCALA, FL, 34481, Ocala, FL 34481
$190,000

2 beds

|

2 baths

|

1,409 sq ft

|

Villa

9078 SW 82ND TER D, OCALA, FL, 34481
Community: On Top of the World
New
Cindy Certified
11497 LINDEN DEPOT RD, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$398,000

4 beds

|

2 baths

|

1,939 sq ft

|

House

11497 LINDEN DEPOT RD, SAN ANTONIO, FL, ...
New Esplanade at Highland Ranch 1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715
$620,000

3 beds

|

3 baths

|

2,333 sq ft

|

House

1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Pelican Bay Daytona Beach 150 BLUE HERON DR B, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$224,900

3 beds

|

2 baths

|

1,365 sq ft

|

Condo

150 BLUE HERON DR B, DAYTONA BEACH, FL, ...
New The Villages® 575 RANDALL RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$549,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

575 RANDALL RD, THE VILLAGES, FL, 32163
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.

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3,769 homes
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