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Winter Garden, FL 55+ active adult communities & homes for sale - Page 17

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.
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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) 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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
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
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
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
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 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
The Villages® 2573 EDENVILLE PATH, THE VILLAGES, FL, 3..., The Villages, FL 32162
$330,000

3 beds

|

2 baths

|

1,468 sq ft

|

House

2573 EDENVILLE PATH, THE VILLAGES, FL, 3...
Community: The Villages®
The Reserve at Victoria 1022 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724
$499,900

3 beds

|

2 baths

|

1,908 sq ft

|

House

1022 MEGANO BLVD, DELAND, FL, 32724
Sun City Center 316 BROCKFIELD DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$329,000

2 beds

|

2 baths

|

1,979 sq ft

|

House

316 BROCKFIELD DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Legacy of Leesburg 26939 HONEYMOON AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$395,000

3 beds

|

2 baths

|

2,002 sq ft

|

House

26939 HONEYMOON AVE, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Solivita 801 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$509,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

801 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Traditions at Lake Ruby 4075 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$344,900

2 beds

|

2 baths

|

1,888 sq ft

|

House

4075 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Heritage Hills 3628 SOLANA CIR D, CLERMONT, FL, 34711, Clermont, FL 34711
$320,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3628 SOLANA CIR D, CLERMONT, FL, 34711
Community: Heritage Hills
Cresswind at Victoria Gardens 161 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$355,000

2 beds

|

2 baths

|

1,510 sq ft

|

House

161 OLD MOSS CIR, DELAND, FL, 32724
Sun City Center 704 CHIPPER DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$359,900

3 beds

|

2 baths

|

1,862 sq ft

|

Villa

704 CHIPPER DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Sun City Center 734 MCDANIEL ST, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$239,900

2 beds

|

2 baths

|

1,556 sq ft

|

Condo

734 MCDANIEL ST, 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.
Marion Landing 8447 SW 60TH CT, OCALA, FL, 34476, Ocala, FL 34476
$248,500

3 beds

|

2 baths

|

1,706 sq ft

|

House

8447 SW 60TH CT, OCALA, FL, 34476
Community: Marion Landing
The Villages® 2798 CHURCHILL DOWNS, THE VILLAGES, FL, ..., The Villages, FL 32162
$389,900

2 beds

|

2 baths

|

1,537 sq ft

|

House

2798 CHURCHILL DOWNS, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 912 HUBBARD LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$699,900

3 beds

|

2 baths

|

2,033 sq ft

|

House

912 HUBBARD LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Solivita 575 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$759,000

3 beds

|

3 baths

|

2,843 sq ft

|

House

575 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
The Villages® 816 BEECHWOOD AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$119,900

2 beds

|

1 baths

|

672 sq ft

|

Manufactured Home

816 BEECHWOOD AVE, LADY LAKE, FL, 32159
Community: The Villages®
Twin Lakes 2506 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$262,500

2 beds

|

2 baths

|

1,261 sq ft

|

Villa

2506 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1802 ESTAFANA WAY, THE VILLAGES, FL, 321..., The Villages, FL 32159
$799,000

3 beds

|

4 baths

|

2,317 sq ft

|

House

1802 ESTAFANA WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
2057 HAVASU FALLS DR, DELAND, FL, 32724, Deland, FL 32724
$395,000

4 beds

|

2 baths

|

1,603 sq ft

|

House

2057 HAVASU FALLS DR, DELAND, FL, 32724
Spruce Creek Country Club 8970 SE 118TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$344,900

3 beds

|

2 baths

|

1,958 sq ft

|

House

8970 SE 118TH LN, SUMMERFIELD, FL, 34491
Stone Creek 8488 SW 52ND LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$339,900

3 beds

|

2 baths

|

1,663 sq ft

|

House

8488 SW 52ND LANE RD, OCALA, FL, 34481
Community: Stone Creek
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® 1897 HARTFORD PATH, THE VILLAGES, FL, 32..., The Villages, FL 32162
$995,000

3 beds

|

2 baths

|

3,100 sq ft

|

House

1897 HARTFORD PATH, THE VILLAGES, FL, 32...
Community: The Villages®
Tohoqua Reserve 2706 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$347,900

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

2706 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake Henry Estates 656 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$250,000

2 beds

|

2 baths

|

1,681 sq ft

|

House

656 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Plantation at Leesburg 24817 RIVERBOAT BND, LEESBURG, FL, 34748, Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

1,747 sq ft

|

House

24817 RIVERBOAT BND, LEESBURG, FL, 34748
Cindy Certified
1050 MICHELANGELO LN, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$335,000

3 beds

|

2 baths

|

1,659 sq ft

|

House

1050 MICHELANGELO LN, WINTER HAVEN, FL, ...
On Top of the World 8981 SW 95TH ST C, OCALA, FL, 34481, Ocala, FL 34481
$174,900

2 beds

|

2 baths

|

1,709 sq ft

|

Villa

8981 SW 95TH ST C, OCALA, FL, 34481
Community: On Top of the World
Lake Ashton 3608 BLACKMOOR LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$649,900

2 beds

|

2 baths

|

1,795 sq ft

|

House

3608 BLACKMOOR LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 1210 BEACH BLVD, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$249,900

2 beds

|

2 baths

|

1,266 sq ft

|

House

1210 BEACH BLVD, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Latitude Margaritaville 878 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$509,900

2 beds

|

2 baths

|

1,778 sq ft

|

Villa

878 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Plantation at Leesburg 25524 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$180,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

25524 BELLE HELENE, 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.
Valencia Ridge 32565 VENETO PL, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$515,000

3 beds

|

3 baths

|

1,954 sq ft

|

House

32565 VENETO PL, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
The Villages® 1454 SAN CLEMENTE CT, THE VILLAGES, FL, ..., The Villages, FL 32159
$798,000

3 beds

|

2 baths

|

2,174 sq ft

|

House

1454 SAN CLEMENTE CT, THE VILLAGES, FL, ...
Community: The Villages®
Solivita 145 PALAZZO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$220,000

2 beds

|

2 baths

|

1,102 sq ft

|

House

145 PALAZZO LN, POINCIANA, FL, 34759
Community: Solivita
Twin Lakes 2491 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$269,900

2 beds

|

2 baths

|

1,464 sq ft

|

Halfplex

2491 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
Pennbrooke Fairways 642 GLEN OAKS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$247,500

2 beds

|

2 baths

|

1,632 sq ft

|

House

642 GLEN OAKS DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 481 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$235,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

481 HILDALGO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Cresswind DeLand 1254 VENICE CT, DELAND, FL, 32724, Deland, FL 32724
$725,000

3 beds

|

3 baths

|

2,129 sq ft

|

House

1254 VENICE CT, DELAND, FL, 32724
Community: Cresswind DeLand
Kings Ridge 3635 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$385,000

2 beds

|

2 baths

|

1,661 sq ft

|

House

3635 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 5870 FLINT LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$765,000

3 beds

|

2 baths

|

2,051 sq ft

|

House

5870 FLINT LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
Legacy of Leesburg 5811 GREENBRIAR LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$340,000

2 beds

|

2 baths

|

1,665 sq ft

|

House

5811 GREENBRIAR LOOP, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
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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