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Winter Garden, FL 55+ active adult communities & homes for sale - Page 53

3,654 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
4.1 rating (55 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
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
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.
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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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 (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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.
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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
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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 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 (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
12...3
The Villages® 1805 SANTANA WAY, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$400,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

1805 SANTANA WAY, THE VILLAGES, FL, 3215...
Community: The Villages®
Colonnades 4938 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$225,900

2 beds

|

2 baths

|

1,188 sq ft

|

House

4938 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Sun City Center 2001 HARTLEBURY WAY 432, SUN CITY CENTER..., Sun City Center, FL 33573
$229,000

2 beds

|

2 baths

|

1,403 sq ft

|

Condo

2001 HARTLEBURY WAY 432, SUN CITY CENTER...
Community: Sun City Center
The Villages® 16816 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$595,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

16816 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Spruce Creek South 17965 SE 102ND TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$156,900

2 beds

|

2 baths

|

1,296 sq ft

|

House

17965 SE 102ND TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Tohoqua Reserve 2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$424,390

2 beds

|

2 baths

|

2,018 sq ft

|

House

2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Scottish Highlands 1409 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$240,000

2 beds

|

2 baths

|

1,482 sq ft

|

House

1409 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Sun City Center 1905 CANTERBURY LN 17, SUN CITY CENTER, ..., Sun City Center, FL 33573
$115,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

1905 CANTERBURY LN 17, SUN CITY CENTER, ...
Community: Sun City Center
The Villages® 969 CANDLER PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,142 sq ft

|

House

969 CANDLER PL, 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.
Sullivan Ranch 22048 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$299,500

3 beds

|

2 baths

|

1,715 sq ft

|

Villa

22048 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
The Villages® 1928 PEACHTREE AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$339,000

3 beds

|

2 baths

|

1,667 sq ft

|

Villa

1928 PEACHTREE AVE, THE VILLAGES, FL, 32...
Community: The Villages®
On Top of the World 8702 SW 94TH ST E, OCALA, FL, 34481, Ocala, FL 34481
$205,000

2 beds

|

2 baths

|

1,541 sq ft

|

Villa

8702 SW 94TH ST E, OCALA, FL, 34481
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
On Top of the World 8929 SW 94TH ST B, OCALA, FL, 34481, Ocala, FL 34481
$170,000

2 beds

|

2 baths

|

1,570 sq ft

|

Villa

8929 SW 94TH ST B, OCALA, FL, 34481
Community: On Top of the World
Tohoqua Reserve 1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$415,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 1211 CABELLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$415,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

1211 CABELLA CIR, THE VILLAGES, FL, 3215...
Community: The Villages®
Sun City Center 1520 DANBURY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$267,700

2 beds

|

2 baths

|

1,405 sq ft

|

House

1520 DANBURY DR, SUN CITY CENTER, FL, 33...
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.
Cherrywood 6070 SW 99TH PL, OCALA, FL, 34476, Ocala, FL 34476
$192,900

3 beds

|

2 baths

|

1,687 sq ft

|

House

6070 SW 99TH PL, OCALA, FL, 34476
Community: Cherrywood
Summer Trees 41 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$265,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

41 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
The Villages® 2050 FAIRVIEW LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$295,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2050 FAIRVIEW LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 552 WEKIVA ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$489,900

3 beds

|

2 baths

|

1,655 sq ft

|

Villa

552 WEKIVA ST, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 7947 SW 83RD PL, OCALA, FL, 34476, Ocala, FL 34476
$308,500

3 beds

|

2 baths

|

2,032 sq ft

|

House

7947 SW 83RD PL, OCALA, FL, 34476
Community: On Top of the World
Del Webb Minneola 2754 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$498,900

3 beds

|

2 baths

|

1,620 sq ft

|

House

2754 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
On Top of the World 10555 SW 96TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$789,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

10555 SW 96TH LANE RD, OCALA, FL, 34481
Community: On Top of the World
Plantation at Leesburg 24215 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$424,900

2 beds

|

3 baths

|

2,755 sq ft

|

House

24215 BELLE MEDE 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.
Royal Highlands 4741 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

2,020 sq ft

|

House

4741 ST ANDREWS ARC, LEESBURG, FL, 34748
Community: Royal Highlands
Royal Highlands 21506 QUEEN ANNE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,999

3 beds

|

2 baths

|

2,041 sq ft

|

House

21506 QUEEN ANNE CT, LEESBURG, FL, 34748
Community: Royal Highlands
Trilogy® Orlando 146 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$345,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

146 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Lakes of Mount Dora 2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$521,990

3 beds

|

2 baths

|

2,180 sq ft

|

House

2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3...
Community: Lakes of Mount Dora
Lakes of Mount Dora 3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$511,990

3 beds

|

2 baths

|

2,180 sq ft

|

House

3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
JB Ranch 9237 SW 60TH TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476
$348,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

9237 SW 60TH TERRACE RD, OCALA, FL, 3447...
Community: JB Ranch
The Villages® 1717 MORENO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$239,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1717 MORENO PL, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 25051 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$159,900

2 beds

|

2 baths

|

1,468 sq ft

|

Manufactured Home

25051 BETTON HL, LEESBURG, FL, 34748
Archers Mill 341 E MERIMONT LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$525,000

4 beds

|

3 baths

|

2,405 sq ft

|

House

341 E MERIMONT LN, ORMOND BEACH, FL, 321...
Community: Archers Mill
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.
Del Webb Sunbridge 6503 TRAILBLAZE BND, ST CLOUD, FL, 34771, St Cloud, FL 34771
$384,990

3 beds

|

3 baths

|

1,767 sq ft

|

Townhouse

6503 TRAILBLAZE BND, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
The Villages® 1952 MONTROSE CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1952 MONTROSE CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Del Webb Sunbridge 6523 TRAILBLAZE ST, ST CLOUD, FL, 34771, St Cloud, FL 34771
$357,990

3 beds

|

3 baths

|

1,744 sq ft

|

Townhouse

6523 TRAILBLAZE ST, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Spruce Creek Country Club 9612 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$357,000

2 beds

|

2 baths

|

2,075 sq ft

|

House

9612 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 4911 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$424,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

4911 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1479 JOSHUA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,000

3 beds

|

2 baths

|

1,440 sq ft

|

Villa

1479 JOSHUA CT, THE VILLAGES, FL, 32163
Community: The Villages®

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