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Winter Garden, FL 55+ active adult communities & homes for sale - Page 39

3,497 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 (56 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
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
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
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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.
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 (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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 (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 - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
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
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
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
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 (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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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.
12...3
Lake Henry Estates 601 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$339,000

3 beds

|

2 baths

|

1,994 sq ft

|

House

601 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Stonecrest 11614 SE 172ND LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$375,000

3 beds

|

2 baths

|

1,919 sq ft

|

House

11614 SE 172ND LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
VillageWalk at Lake Nona 12017 KAJETAN LN, ORLANDO, FL, 32827, Orlando, FL 32827
$455,000

2 beds

|

2 baths

|

1,512 sq ft

|

Halfplex

12017 KAJETAN LN, ORLANDO, FL, 32827
Lake Ashton 4243 DORNOCH DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$264,000

3 beds

|

2 baths

|

1,503 sq ft

|

House

4243 DORNOCH DR, LAKE WALES, FL, 33859
Community: Lake Ashton
The Villages® 9230 SE 179TH WESLEY ST, THE VILLAGES, F..., The Villages, FL 32162
$259,900

2 beds

|

2 baths

|

1,148 sq ft

|

House

9230 SE 179TH WESLEY ST, THE VILLAGES, F...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Mirada 10191 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$325,000

2 beds

|

2 baths

|

1,405 sq ft

|

Villa

10191 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
The Villages® 1866 KYRLE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

2,222 sq ft

|

House

1866 KYRLE TER, THE VILLAGES, FL, 32162
Community: The Villages®
Mirada 31726 CABANA RYE AVE, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$379,900

2 beds

|

2 baths

|

1,968 sq ft

|

House

31726 CABANA RYE AVE, SAN ANTONIO, FL, 3...
Community: Mirada
Gatherings of Lake Nona 7545 LAUREATE BLVD 7404, ORLANDO, FL, 32..., Orlando, FL 32827
$472,990

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7545 LAUREATE BLVD 7404, ORLANDO, FL, 32...
Gatherings of Lake Nona 7545 LAUREATE BLVD 7303, ORLANDO, FL, 32..., Orlando, FL 32827
$469,990

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7545 LAUREATE BLVD 7303, ORLANDO, FL, 32...
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.
Sun City Center 203 AMESBURY CIR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$375,000

2 beds

|

2 baths

|

2,314 sq ft

|

House

203 AMESBURY CIR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Kings Ridge 3721 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$370,000

3 beds

|

2 baths

|

1,871 sq ft

|

House

3721 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Del Webb Sunbridge 6129 BLUE POND WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$675,000

3 beds

|

3 baths

|

2,283 sq ft

|

House

6129 BLUE POND WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
On Top of the World 9725 SW 94 TER C, OCALA, FL, 34481, Ocala, FL 34481
$189,000

2 beds

|

2 baths

|

1,412 sq ft

|

Villa

9725 SW 94 TER C, OCALA, FL, 34481
Community: On Top of the World
Stonecrest 17380 SE 111TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,000

2 beds

|

2 baths

|

1,359 sq ft

|

Villa

17380 SE 111TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Stone Creek 9395 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$429,500

3 beds

|

3 baths

|

2,280 sq ft

|

House

9395 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Heritage Hills 3651 LIMESTONE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

1,845 sq ft

|

House

3651 LIMESTONE ST, CLERMONT, FL, 34711
Community: Heritage Hills
Del Webb Orlando 545 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$304,924

2 beds

|

2 baths

|

1,433 sq ft

|

House

545 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Majestic Oaks Ocala 5902 SW 80TH PL, OCALA, FL, 34476, Ocala, FL 34476
$449,900

4 beds

|

4 baths

|

2,843 sq ft

|

House

5902 SW 80TH PL, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Del Webb Sunbridge 2808 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$899,000

3 beds

|

3 baths

|

2,321 sq ft

|

House

2808 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.
The Villages® 2134 TALLSMAN CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$1,100,000

4 beds

|

2 baths

|

3,883 sq ft

|

House

2134 TALLSMAN CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Lake Ashton 4201 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,109 sq ft

|

House

4201 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
The Villages® 16913 SE 88TH TRUMBULL TER, THE VILLAGES..., The Villages, FL 32162
$575,250

3 beds

|

2 baths

|

1,924 sq ft

|

House

16913 SE 88TH TRUMBULL TER, THE VILLAGES...
Community: The Villages®
Solivita 144 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$265,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

144 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
SummerGlen 1429 SW 160TH LN, OCALA, FL, 34473, Ocala, FL 34473
$415,000

4 beds

|

3 baths

|

2,864 sq ft

|

House

1429 SW 160TH LN, OCALA, FL, 34473
Community: SummerGlen
The Villages® 2983 SAINT THOMAS LN, THE VILLAGES, FL, ..., The Villages, FL 32162
$615,000

3 beds

|

2 baths

|

2,228 sq ft

|

House

2983 SAINT THOMAS LN, THE VILLAGES, FL, ...
Community: The Villages®
Latitude Margaritaville 737 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$614,900

2 beds

|

2 baths

|

1,937 sq ft

|

House

737 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Ashton 1347 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$384,900

3 beds

|

2 baths

|

1,712 sq ft

|

House

1347 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Scottish Highlands 1144 BEN MORE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$210,000

2 beds

|

2 baths

|

1,213 sq ft

|

House

1144 BEN MORE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Arlington Ridge 26657 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$430,000

3 beds

|

2 baths

|

1,832 sq ft

|

House

26657 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
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 21811 KING HENRY AVE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

21811 KING HENRY AVE, LEESBURG, FL, 3474...
Community: Royal Highlands
Valencia Lakes 16122 CEDAR KEY DR DRIVE, WIMAUMA, FL, 3..., Wimauma, FL 33598
$570,000

3 beds

|

3 baths

|

2,191 sq ft

|

House

16122 CEDAR KEY DR DRIVE, WIMAUMA, FL, 3...
Community: Valencia Lakes
The Villages® 1569 OLAR CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$485,900

3 beds

|

2 baths

|

1,999 sq ft

|

House

1569 OLAR CT, THE VILLAGES, FL, 32162
Community: The Villages®
Trilogy® Orlando 329 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$425,000

2 beds

|

2 baths

|

1,808 sq ft

|

House

329 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Oak Run 11171 SW 73RD CT, OCALA, FL, 34476, Ocala, FL 34476
$289,888

3 beds

|

2 baths

|

1,594 sq ft

|

House

11171 SW 73RD CT, OCALA, FL, 34476
Community: Oak Run
The Villages® 1134 FIELDBROOK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$485,500

3 beds

|

2 baths

|

1,860 sq ft

|

House

1134 FIELDBROOK WAY, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 510 BONITA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$180,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

510 BONITA DR, THE VILLAGES, FL, 32159
Community: The Villages®
Latitude Margaritaville 128 RED LIGHTHOUSE PT, DAYTONA BEACH, FL..., Daytona Beach, FL 32124
$619,500

2 beds

|

2 baths

|

1,922 sq ft

|

House

128 RED LIGHTHOUSE PT, DAYTONA BEACH, FL...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1449 MURRELLS INLET LOOP, THE VILLAGES, ..., The Villages, FL 32162
$329,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1449 MURRELLS INLET LOOP, THE VILLAGES, ...
Community: The Villages®
Twin Lakes 2388 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$299,999

2 beds

|

2 baths

|

1,464 sq ft

|

House

2388 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin 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.

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3,497 homes
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