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Winter Garden, FL 55+ active adult communities & homes for sale - Page 30

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
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
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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
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
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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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 (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
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
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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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
Cindy Certified
5306 MEADOW SONG DR, OKAHUMPKA, FL, 3476..., Okahumpka, FL 34762
$360,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

5306 MEADOW SONG DR, OKAHUMPKA, FL, 3476...
Sun City Center 1148 CORINTH GREENS DR, SUN CITY CENTER,..., Sun City Center, FL 33573
$279,000

2 beds

|

2 baths

|

1,610 sq ft

|

Condo

1148 CORINTH GREENS DR, SUN CITY CENTER,...
Community: Sun City Center
On Top of the World 7909 SW 89TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$249,900

2 beds

|

2 baths

|

1,469 sq ft

|

House

7909 SW 89TH CIR, OCALA, FL, 34481
Community: On Top of the World
Stone Creek 7762 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$398,800

2 beds

|

2 baths

|

1,910 sq ft

|

House

7762 SW 97TH CIR, OCALA, FL, 34481
Community: Stone Creek
On Top of the World 9066 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$474,900

3 beds

|

3 baths

|

2,805 sq ft

|

House

9066 SW 89TH LOOP, 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 7935 SW 89TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$259,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

7935 SW 89TH LOOP, OCALA, FL, 34476
Community: On Top of the World
Liberty Village 7931 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$314,900

3 beds

|

3 baths

|

2,039 sq ft

|

House

7931 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
Cindy Certified
4973 SW 109TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$314,900

3 beds

|

2 baths

|

1,550 sq ft

|

House

4973 SW 109TH LOOP, OCALA, FL, 34476
Lake Henry Estates 501 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$279,000

2 beds

|

2 baths

|

1,724 sq ft

|

House

501 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Latitude Margaritaville 237 SAND BAR LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$504,900

2 beds

|

2 baths

|

1,681 sq ft

|

House

237 SAND BAR LN, DAYTONA BEACH, FL, 3212...
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 Country Club 12992 SE 91ST CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$480,000

2 beds

|

3 baths

|

2,446 sq ft

|

House

12992 SE 91ST CT, SUMMERFIELD, FL, 34491
Sun City Center 201 BEDFORD TRL 138, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$69,900

1 beds

|

2 baths

|

800 sq ft

|

Condo

201 BEDFORD TRL 138, SUN CITY CENTER, FL...
Community: Sun City Center
Sun City Center 2110 S HALCYON DR 456, SUN CITY CENTER, ..., Sun City Center, FL 33573
$199,500

2 beds

|

2 baths

|

1,403 sq ft

|

Condo

2110 S HALCYON DR 456, SUN CITY CENTER, ...
Community: Sun City Center
Esplanade at Highland Ranch 2594 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$395,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

2594 STARGRASS CIR, CLERMONT, FL, 34715
Spruce Creek Country Club 11855 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$359,500

2 beds

|

2 baths

|

1,870 sq ft

|

House

11855 SE 91ST CIR, SUMMERFIELD, FL, 3449...
The Villages® 867 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$350,000

2 beds

|

2 baths

|

1,770 sq ft

|

House

867 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
6108 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$249,999

2 beds

|

2 baths

|

1,451 sq ft

|

House

6108 SW 96TH PL, OCALA, FL, 34476
Cindy Certified
6100 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$254,999

3 beds

|

2 baths

|

1,615 sq ft

|

House

6100 SW 96TH PL, OCALA, FL, 34476
Cindy Certified
6109 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$244,999

2 beds

|

2 baths

|

1,451 sq ft

|

House

6109 SW 96TH PL, OCALA, FL, 34476
Cindy Certified
6116 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$251,999

3 beds

|

2 baths

|

1,615 sq ft

|

House

6116 SW 96TH PL, OCALA, FL, 34476
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
16415 TREASURE POINT DR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$313,000

4 beds

|

2 baths

|

1,830 sq ft

|

House

16415 TREASURE POINT DR, WIMAUMA, FL, 33...
Cindy Certified
6124 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$239,999

2 beds

|

2 baths

|

1,451 sq ft

|

House

6124 SW 96TH PL, OCALA, FL, 34476
Cindy Certified
6101 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$259,999

3 beds

|

2 baths

|

1,615 sq ft

|

House

6101 SW 96TH PL, OCALA, FL, 34476
Pennbrooke Fairways 33236 GRAND CYPRESS WAY, LEESBURG, FL, 3..., Leesburg, FL 34748
$279,247

3 beds

|

2 baths

|

1,598 sq ft

|

House

33236 GRAND CYPRESS WAY, LEESBURG, FL, 3...
Community: Pennbrooke Fairways
Spruce Creek North 6446 SW 106TH PL, OCALA, FL, 34476, Ocala, FL 34476
$185,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

6446 SW 106TH PL, OCALA, FL, 34476
Community: Spruce Creek North
Stonecrest 11299 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$274,500

3 beds

|

2 baths

|

2,068 sq ft

|

House

11299 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Huntington at Hunter's Ridge 47 WRENDALE LOOP, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$346,000

2 beds

|

2 baths

|

1,603 sq ft

|

House

47 WRENDALE LOOP, ORMOND BEACH, FL, 3217...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 12439 NE 48TH CIR, OXFORD, FL, 34484, Oxford, FL 34484
$355,000

4 beds

|

3 baths

|

2,224 sq ft

|

House

12439 NE 48TH CIR, OXFORD, FL, 34484
Community: The Villages®
Pelican Bay Daytona Beach 149 BLUE HERON DR D, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$183,900

2 beds

|

2 baths

|

1,192 sq ft

|

Condo

149 BLUE HERON DR D, DAYTONA BEACH, FL, ...
Pennbrooke Fairways 909 EAGLES LNDG, LEESBURG, FL, 34748, Leesburg, FL 34748
$229,900

2 beds

|

2 baths

|

1,212 sq ft

|

House

909 EAGLES LNDG, 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.
Stone Creek 9576 SW 65TH PL, OCALA, FL, 34481, Ocala, FL 34481
$398,888

2 beds

|

2 baths

|

1,916 sq ft

|

House

9576 SW 65TH PL, OCALA, FL, 34481
Community: Stone Creek
The Villages® 5217 CAMBRIDGE CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$170,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5217 CAMBRIDGE CT, WILDWOOD, FL, 34785
Community: The Villages®
Vienna Square 2470 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$280,000

3 beds

|

2 baths

|

1,935 sq ft

|

House

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Summit Greens 1028 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711
$390,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

1028 EVEREST ST, CLERMONT, FL, 34711
Community: Summit Greens
Sun City Center 1505 ARROWHEAD DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$283,000

3 beds

|

2 baths

|

1,344 sq ft

|

House

1505 ARROWHEAD DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Stonecrest 11860 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$524,800

3 beds

|

3 baths

|

2,222 sq ft

|

House

11860 SE 179TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Valencia Lakes 15929 GOLDEN LAKES DR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$425,000

3 beds

|

2 baths

|

2,484 sq ft

|

House

15929 GOLDEN LAKES DR, WIMAUMA, FL, 3359...
Community: Valencia Lakes
Sun City Center 2288 SIFIELD GREENS WAY, SUN CITY CENTER..., Sun City Center, FL 33573
$349,900

3 beds

|

2 baths

|

1,746 sq ft

|

Condo

2288 SIFIELD GREENS WAY, SUN CITY CENTER...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
1514 HAMLIN ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$349,900

3 beds

|

2 baths

|

2,035 sq ft

|

House

1514 HAMLIN ST, WINTER HAVEN, FL, 33881
On Top of the World 8555 SW 93RD ST C, OCALA, FL, 34481, Ocala, FL 34481
$185,900

2 beds

|

2 baths

|

1,748 sq ft

|

Villa

8555 SW 93RD ST C, OCALA, FL, 34481
Community: On Top of the World
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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