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Winter Garden, FL 55+ active adult communities & homes for sale - Page 44

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
The Villages® 2261 WELCOME WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$385,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

2261 WELCOME WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1107 PELION PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,500

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1107 PELION PL, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek Country Club 9037 SE 136TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$348,000

3 beds

|

2 baths

|

2,025 sq ft

|

House

9037 SE 136TH LOOP, SUMMERFIELD, FL, 344...
Sun City Center 918 REGAL MANOR WAY, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$320,000

2 beds

|

2 baths

|

1,380 sq ft

|

House

918 REGAL MANOR WAY, SUN CITY CENTER, FL...
Community: Sun City Center
Oak Run 8430 SW 108TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$302,000

3 beds

|

2 baths

|

1,969 sq ft

|

House

8430 SW 108TH PLACE RD, OCALA, FL, 34481
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 17967 SE 87TH MELROSE CT, THE VILLAGES, ..., The Villages, FL 32162
$458,000

3 beds

|

2 baths

|

1,924 sq ft

|

House

17967 SE 87TH MELROSE CT, THE VILLAGES, ...
Community: The Villages®
Trilogy® Orlando 651 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$425,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

651 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
On Top of the World 8877 SW 96TH ST B, OCALA, FL, 34481, Ocala, FL 34481
$153,500

2 beds

|

2 baths

|

1,341 sq ft

|

Villa

8877 SW 96TH ST B, OCALA, FL, 34481
Community: On Top of the World
Esplanade at Wiregrass Ranch 4533 ISONZO WAY, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$725,000

3 beds

|

3 baths

|

2,301 sq ft

|

House

4533 ISONZO WAY, WESLEY CHAPEL, FL, 3354...
Pennbrooke Fairways 32833 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$294,999

3 beds

|

2 baths

|

1,975 sq ft

|

House

32833 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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.
Ocala Preserve 5369 NW 48TH PL, OCALA, FL, 34482, Ocala, FL 34482
$255,000

3 beds

|

2 baths

|

1,565 sq ft

|

Villa

5369 NW 48TH PL, OCALA, FL, 34482
Community: Ocala Preserve
SummerGlen 15969 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$309,999

3 beds

|

2 baths

|

2,060 sq ft

|

House

15969 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
Solivita 113 TIVOLI TRACE CT, POINCIANA, FL, 3475..., Poinciana, FL 34759
$489,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

113 TIVOLI TRACE CT, POINCIANA, FL, 3475...
Community: Solivita
Oak Run 7257 SW 115TH PL, OCALA, FL, 34476, Ocala, FL 34476
$199,900

2 beds

|

2 baths

|

1,379 sq ft

|

House

7257 SW 115TH PL, OCALA, FL, 34476
Community: Oak Run
Spruce Creek Country Club 9512 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$399,900

2 beds

|

3 baths

|

2,475 sq ft

|

House

9512 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Cherrywood 6341 SW 104TH LN, OCALA, FL, 34476, Ocala, FL 34476
$217,500

3 beds

|

2 baths

|

1,456 sq ft

|

House

6341 SW 104TH LN, OCALA, FL, 34476
Community: Cherrywood
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Trilogy® Orlando 389 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$460,000

2 beds

|

2 baths

|

1,932 sq ft

|

House

389 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Summer Trees 103 MAGNOLIA LOOP, PORT ORANGE, FL, 3212..., Port Orange, FL 32128
$299,000

2 beds

|

2 baths

|

1,553 sq ft

|

House

103 MAGNOLIA LOOP, PORT ORANGE, FL, 3212...
Community: Summer Trees
Sun City Center 1529 ALLEGHENY DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$225,000

2 beds

|

2 baths

|

1,226 sq ft

|

House

1529 ALLEGHENY DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Venetian Bay 2910 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$334,990

3 beds

|

3 baths

|

1,758 sq ft

|

House

2910 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
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 8176 SW 98TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$595,000

3 beds

|

3 baths

|

2,893 sq ft

|

House

8176 SW 98TH TERRACE RD, OCALA, FL, 3448...
Community: On Top of the World
Summer Trees 111 CYPRESS POND RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$229,900

2 beds

|

2 baths

|

1,160 sq ft

|

House

111 CYPRESS POND RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Latitude Margaritaville 373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$409,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Sullivan Ranch 30106 CHEVAL ST, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$475,000

4 beds

|

3 baths

|

2,590 sq ft

|

House

30106 CHEVAL ST, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Harbor Hills Country Club 39407 TREELINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$650,000

4 beds

|

4 baths

|

2,502 sq ft

|

House

39407 TREELINE DR, LADY LAKE, FL, 32159
Legacy of Leesburg 26903 HONEYMOON AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,900

3 beds

|

2 baths

|

1,526 sq ft

|

House

26903 HONEYMOON AVE, LEESBURG, FL, 34748
Community: Legacy of Leesburg
On Top of the World 8883 SW 93RD LN F, OCALA, FL, 34481, Ocala, FL 34481
$199,000

2 beds

|

2 baths

|

1,369 sq ft

|

Villa

8883 SW 93RD LN F, 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
The Villages® 889 JAY ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$740,000

3 beds

|

2 baths

|

1,986 sq ft

|

Villa

889 JAY ST, THE VILLAGES, FL, 32163
Community: The Villages®
VillageWalk at Lake Nona 12290 REGAL LILY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$750,000

4 beds

|

4 baths

|

3,000 sq ft

|

House

12290 REGAL LILY LN, ORLANDO, FL, 32827
Heritage Hills 3551 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3551 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
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.
Traditions at Lake Ruby 4020 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$405,900

4 beds

|

3 baths

|

2,282 sq ft

|

House

4020 CARTERET DR, WINTER HAVEN, FL, 3388...
Sun City Center 1013 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$330,000

3 beds

|

2 baths

|

1,970 sq ft

|

House

1013 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
The Villages® 5845 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,042,000

3 beds

|

2 baths

|

2,627 sq ft

|

House

5845 STORMS AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Harbor 5245 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778
$326,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

5245 CHINA SEA DR, TAVARES, FL, 32778
Community: Royal Harbor
Sun City Center 205 KINGS BLVD 62, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$79,500

1 beds

|

2 baths

|

800 sq ft

|

Condo

205 KINGS BLVD 62, SUN CITY CENTER, FL, ...
Community: Sun City Center
The Villages® 4354 ZEPPELIN RD, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$564,900

3 beds

|

2 baths

|

1,914 sq ft

|

House

4354 ZEPPELIN RD, THE VILLAGES, FL, 3216...
Community: The Villages®
Tohoqua Reserve 1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$399,000

3 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 16673 SE 92ND STOKES CT, THE VILLAGES, F..., The Villages, FL 32162
$345,000

3 beds

|

2 baths

|

1,437 sq ft

|

Villa

16673 SE 92ND STOKES CT, 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
The Villages® 17713 SE 89TH MILFORD AVE, THE VILLAGES,..., The Villages, FL 32162
$315,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

17713 SE 89TH MILFORD AVE, THE VILLAGES,...
Community: The Villages®
Spruce Creek Preserve 13646 SW 115TH AVE, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$185,000

2 beds

|

2 baths

|

1,472 sq ft

|

House

13646 SW 115TH AVE, DUNNELLON, FL, 34432
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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