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Winter Garden, FL 55+ active adult communities & homes for sale - Page 5

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.
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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
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 - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 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.
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
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
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 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
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
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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.
123...4
New Twin Lakes 2632 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$488,500

3 beds

|

3 baths

|

2,335 sq ft

|

House

2632 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
Community: Twin Lakes
New Breakaway Trails 12 BROOK CREST WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$775,000

4 beds

|

4 baths

|

2,976 sq ft

|

House

12 BROOK CREST WAY, ORMOND BEACH, FL, 32...
Community: Breakaway Trails
New Twin Lakes 2457 DREAM HOME CT, ST CLOUD, FL, 34772, St Cloud, FL 34772
$380,000

2 beds

|

2 baths

|

1,346 sq ft

|

House

2457 DREAM HOME CT, ST CLOUD, FL, 34772
Community: Twin Lakes
New Solivita 637 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$649,900

3 beds

|

3 baths

|

2,903 sq ft

|

House

637 VOLTERRA BLVD, POINCIANA, FL, 34759
Community: Solivita
New The Villages® 1103 MIONA SHORES DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$1,585,000

4 beds

|

3 baths

|

4,272 sq ft

|

House

1103 MIONA SHORES DR, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Spruce Creek Country Club 9116 SE 135TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$189,700

2 beds

|

1 baths

|

943 sq ft

|

House

9116 SE 135TH LN, SUMMERFIELD, FL, 34491
New The Villages® 2334 AMBLER CIR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$699,816

3 beds

|

3 baths

|

2,243 sq ft

|

House

2334 AMBLER CIR, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1647 DURAN DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$272,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1647 DURAN DR, THE VILLAGES, FL, 32162
Community: The Villages®
New Sandpiper Golf & Country Club 6464 SANDPIPERS DR 2, LAKELAND, FL, 3380..., Lakeland, FL 33809
$197,500

2 beds

|

1 baths

|

872 sq ft

|

House

6464 SANDPIPERS DR 2, LAKELAND, FL, 3380...
New The Villages® 2155 BALDWIN RUN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

2155 BALDWIN RUN, THE VILLAGES, FL, 3216...
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.
New
Cindy Certified
5362 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$308,240

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5362 WHISPERING GARDEN WAY, CLERMONT, FL...
New Pennbrooke Fairways 32802 CROOKED OAKS LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$250,000

3 beds

|

2 baths

|

1,604 sq ft

|

House

32802 CROOKED OAKS LN, LEESBURG, FL, 347...
Community: Pennbrooke Fairways
New SummerGlen 16411 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$339,999

4 beds

|

2 baths

|

2,456 sq ft

|

House

16411 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
New The Villages® 780 ADRIENNE WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$410,000

3 beds

|

2 baths

|

1,357 sq ft

|

House

780 ADRIENNE WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
New Sun City Center 403 S PEBBLE BEACH BLVD, SUN CITY CENTER..., Sun City Center, FL 33573
$375,000

3 beds

|

2 baths

|

1,633 sq ft

|

House

403 S PEBBLE BEACH BLVD, SUN CITY CENTER...
Community: Sun City Center
New
Cindy Certified
13345 BEEBE ALY, ORLANDO, FL, 32827, Orlando, FL 32827
$649,990

3 beds

|

2 baths

|

1,981 sq ft

|

House

13345 BEEBE ALY, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New On Top of the World 8625 SW 94TH ST G, OCALA, FL, 34481, Ocala, FL 34481
$194,900

2 beds

|

2 baths

|

1,409 sq ft

|

Villa

8625 SW 94TH ST G, OCALA, FL, 34481
Community: On Top of the World
New
Cindy Certified
2579 CLEAR NIGHT AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34744
$516,100

3 beds

|

2 baths

|

1,943 sq ft

|

House

2579 CLEAR NIGHT AVE, KISSIMMEE, FL, 347...
New
Cindy Certified
3907 IMMACOLATA WAY, WESLEY CHAPEL, FL, ..., Wesley Chapel, FL 33543
$428,999

2 beds

|

2 baths

|

1,689 sq ft

|

House

3907 IMMACOLATA WAY, WESLEY CHAPEL, FL, ...
New Esplanade at Wiregrass Ranch 4313 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$409,259

2 beds

|

2 baths

|

1,689 sq ft

|

House

4313 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
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.
New
Cindy Certified
5606 DENNERY BAY RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34758
$380,030

4 beds

|

3 baths

|

2,175 sq ft

|

House

5606 DENNERY BAY RD, KISSIMMEE, FL, 3475...
New
Cindy Certified
18115 TAVERNSIDE TRL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$520,990

4 beds

|

2 baths

|

2,034 sq ft

|

House

18115 TAVERNSIDE TRL, LAKEWOOD RANCH, FL...
New Arlington Ridge 27033 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$240,000

2 beds

|

2 baths

|

1,323 sq ft

|

House

27033 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
New Venetian Bay 3131 PORTOFINO BLVD, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$474,990

4 beds

|

4 baths

|

2,338 sq ft

|

House

3131 PORTOFINO BLVD, NEW SMYRNA BEACH, F...
Community: Venetian Bay
New The Villages® 1700 NORFOLK AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$476,000

3 beds

|

2 baths

|

1,920 sq ft

|

House

1700 NORFOLK AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
New
Cindy Certified
4677 SW 83RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$375,000

4 beds

|

2 baths

|

2,127 sq ft

|

House

4677 SW 83RD LOOP, OCALA, FL, 34476
New The Villages® 1234 EAGLE RIDGE DR, THE VILLAGES, FL, 3..., The Villages, FL 32162
$315,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

1234 EAGLE RIDGE DR, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Stonecrest 17681 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$323,900

2 beds

|

3 baths

|

1,952 sq ft

|

House

17681 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
New
Cindy Certified
3629 MAIDENCAIN ST, CLERMONT, FL, 34714, Clermont, FL 34714
$460,000

4 beds

|

2 baths

|

1,851 sq ft

|

House

3629 MAIDENCAIN ST, CLERMONT, FL, 34714
New
Cindy Certified
414 TAFT DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$385,000

3 beds

|

2 baths

|

1,968 sq ft

|

House

414 TAFT DR, DAVENPORT, FL, 33837
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.
New Esplanade at Wiregrass Ranch 4363 CAIROLI CT, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$460,000

2 beds

|

2 baths

|

1,694 sq ft

|

House

4363 CAIROLI CT, WESLEY CHAPEL, FL, 3354...
New Stone Creek 6456 SW 92ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$368,500

3 beds

|

2 baths

|

1,714 sq ft

|

House

6456 SW 92ND CIR, OCALA, FL, 34481
Community: Stone Creek
New Solivita 532 PASADENA PL, POINCIANA, FL, 34759, Poinciana, FL 34759
$299,990

2 beds

|

2 baths

|

1,548 sq ft

|

House

532 PASADENA PL, POINCIANA, FL, 34759
Community: Solivita
New The Villages® 17115 SE 93RD TELLFIER TER, THE VILLAGES..., The Villages, FL 32162
$495,000

3 beds

|

2 baths

|

2,036 sq ft

|

House

17115 SE 93RD TELLFIER TER, THE VILLAGES...
Community: The Villages®
New Royal Highlands 21736 PRINCESS GRACE CT, LEESBURG, FL, 3..., Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

2,233 sq ft

|

House

21736 PRINCESS GRACE CT, LEESBURG, FL, 3...
Community: Royal Highlands
New The Villages® 3209 HAMPTON LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$399,000

3 beds

|

2 baths

|

1,640 sq ft

|

House

3209 HAMPTON LN, THE VILLAGES, FL, 32162
Community: The Villages®
New Lakes of Mount Dora 7887 CROSSWINDS WAY, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$385,000

3 beds

|

2 baths

|

1,721 sq ft

|

House

7887 CROSSWINDS WAY, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
New
Cindy Certified
16629 SW 21ST CIR, OCALA, FL, 34473, Ocala, FL 34473
$339,000

4 beds

|

3 baths

|

1,896 sq ft

|

House

16629 SW 21ST CIR, OCALA, FL, 34473
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Lake Ashton 4227 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$359,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

4227 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Scottish Highlands 803 DUNDEE CIR 803, LEESBURG, FL, 34788, Leesburg, FL 34788
$229,900

2 beds

|

2 baths

|

1,436 sq ft

|

Condo

803 DUNDEE CIR 803, LEESBURG, FL, 34788
Community: Scottish Highlands
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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