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Winter Garden, FL 55+ active adult communities & homes for sale - Page 18

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
The Villages® 3003 MONUMENT WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$597,000

3 beds

|

2 baths

|

1,535 sq ft

|

House

3003 MONUMENT WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Scottish Highlands 1113 BEN HOPE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$192,900

2 beds

|

2 baths

|

1,089 sq ft

|

House

1113 BEN HOPE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 2224 MARGARITA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$429,000

3 beds

|

2 baths

|

1,932 sq ft

|

House

2224 MARGARITA DR, THE VILLAGES, FL, 321...
Community: The Villages®
Sun City Center 1521 LELAND DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$173,900

2 beds

|

2 baths

|

1,203 sq ft

|

Condo

1521 LELAND DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Solivita 313 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$274,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

313 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1311 TRINIDAD CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,457 sq ft

|

House

1311 TRINIDAD CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Del Webb Orlando 125 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$499,900

4 beds

|

4 baths

|

2,837 sq ft

|

House

125 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Villages® 5672 GRIMES CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$429,900

3 beds

|

2 baths

|

1,791 sq ft

|

Villa

5672 GRIMES CT, THE VILLAGES, FL, 32163
Community: The Villages®
High Vista at Ridgewood Lakes 201 PRATHER DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,900

3 beds

|

2 baths

|

1,910 sq ft

|

House

201 PRATHER DR, DAVENPORT, FL, 33837
Sun City Center 1014 RADISON AVE 11, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$210,000

2 beds

|

2 baths

|

1,284 sq ft

|

Condo

1014 RADISON AVE 11, SUN CITY CENTER, FL...
Community: Sun City Center
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.
Scottish Highlands 2008 TWEED CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$205,000

3 beds

|

2 baths

|

1,314 sq ft

|

House

2008 TWEED CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Highlands Ridge 2884 S DRIFTWOOD CT, AVON PARK, FL, 3382..., Avon Park, FL 33825
$94,900

2 beds

|

2 baths

|

1,050 sq ft

|

Mobile Home

2884 S DRIFTWOOD CT, AVON PARK, FL, 3382...
Community: Highlands Ridge
Pine Run Estates 9030 SW 103RD PL, OCALA, FL, 34481, Ocala, FL 34481
$136,000

2 beds

|

1 baths

|

960 sq ft

|

House

9030 SW 103RD PL, OCALA, FL, 34481
Community: Pine Run Estates
Cindy Certified
9677 SW 56TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$400,000

4 beds

|

2 baths

|

2,328 sq ft

|

House

9677 SW 56TH CIR, OCALA, FL, 34476
Stonecrest 17739 SE 121ST TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$378,900

2 beds

|

2 baths

|

1,572 sq ft

|

House

17739 SE 121ST TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
On Top of the World 8840 SW 98TH STREET RD C, OCALA, FL, 344..., Ocala, FL 34481
$159,900

2 beds

|

2 baths

|

1,434 sq ft

|

Villa

8840 SW 98TH STREET RD C, OCALA, FL, 344...
Community: On Top of the World
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Kings Ridge 3805 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$295,000

2 beds

|

2 baths

|

1,091 sq ft

|

House

3805 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Spruce Creek South 17978 SE 104TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$237,900

2 beds

|

2 baths

|

1,356 sq ft

|

House

17978 SE 104TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 484 AINTREE LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$329,247

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

484 AINTREE LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2304 WHISPER ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$315,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2304 WHISPER ST, 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.
Cindy Certified
10169 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476
$324,900

4 beds

|

2 baths

|

1,766 sq ft

|

House

10169 SW 78TH CT, OCALA, FL, 34476
Royal Harbor 5596 FREEPORT DR, TAVARES, FL, 32778, Tavares, FL 32778
$280,000

3 beds

|

2 baths

|

1,655 sq ft

|

House

5596 FREEPORT DR, TAVARES, FL, 32778
Community: Royal Harbor
Stone Creek 5791 SW 87TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$299,000

2 beds

|

2 baths

|

1,404 sq ft

|

House

5791 SW 87TH COURT RD, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
30444 PECAN VALLEY LOOP, WESLEY CHAPEL, ..., Wesley Chapel, FL 33543
$494,900

4 beds

|

3 baths

|

2,311 sq ft

|

House

30444 PECAN VALLEY LOOP, WESLEY CHAPEL, ...
Latitude Margaritaville 538 DAIQUIRI PL, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$374,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

538 DAIQUIRI PL, DAYTONA BEACH, FL, 3212...
Legacy of Leesburg 5138 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

2 beds

|

2 baths

|

1,856 sq ft

|

House

5138 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Cindy Certified
30134 EMERALD FOREST DR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$424,990

3 beds

|

2 baths

|

2,066 sq ft

|

House

30134 EMERALD FOREST DR, MOUNT DORA, FL,...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 5459 THOME LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,711,021

3 beds

|

2 baths

|

2,106 sq ft

|

House

5459 THOME LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
The Lakes at Harmony 3184 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$439,900

3 beds

|

2 baths

|

1,852 sq ft

|

House

3184 SONGBIRD CIR, HARMONY, FL, 34773
Del Webb Sunbridge 2984 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$365,000

2 beds

|

2 baths

|

1,584 sq ft

|

House

2984 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
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.
Spruce Creek South 10190 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,999

2 beds

|

2 baths

|

1,008 sq ft

|

House

10190 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 8053 SE 171ST MCALPIN ST, THE VILLAGES, ..., The Villages, FL 32162
$399,000

3 beds

|

2 baths

|

1,879 sq ft

|

House

8053 SE 171ST MCALPIN ST, THE VILLAGES, ...
Community: The Villages®
Del Webb Catalina 18738 INDIAN ROCK PL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$464,990

2 beds

|

2 baths

|

1,602 sq ft

|

Villa

18738 INDIAN ROCK PL, LAKEWOOD RANCH, FL...
Community: Del Webb Catalina
Highland Lakes 5500 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,900

3 beds

|

2 baths

|

1,591 sq ft

|

House

5500 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Pennbrooke Fairways 439 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$315,000

3 beds

|

2 baths

|

1,869 sq ft

|

House

439 GRAND VISTA TRL, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 2940 GULLEY LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$450,000

3 beds

|

2 baths

|

1,525 sq ft

|

House

2940 GULLEY LN, THE VILLAGES, FL, 32163
Community: The Villages®
Oak Run 8889 SW 116TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$224,900

3 beds

|

2 baths

|

1,737 sq ft

|

House

8889 SW 116TH STREET RD, OCALA, FL, 3448...
Community: Oak Run
Del Webb Catalina 18734 INDIAN ROCK PL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$424,990

2 beds

|

2 baths

|

1,488 sq ft

|

Villa

18734 INDIAN ROCK PL, LAKEWOOD RANCH, FL...
Community: Del Webb Catalina
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sullivan Ranch 21846 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$257,000

2 beds

|

2 baths

|

1,437 sq ft

|

House

21846 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Del Webb Catalina 5027 GOLDEN SHORE CT, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$949,990

3 beds

|

3 baths

|

2,483 sq ft

|

House

5027 GOLDEN SHORE CT, LAKEWOOD RANCH, FL...
Community: Del Webb Catalina
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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3,776 homes
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