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Winter Garden, FL 55+ active adult communities & homes for sale - Page 27

3,654 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
4.1 rating (55 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
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
4.2 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
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.
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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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 (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 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.
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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 (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 (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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.
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
12...3
VillageWalk at Lake Nona 11818 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$1,170,000

4 beds

|

3 baths

|

4,125 sq ft

|

House

11818 FIORE DR, ORLANDO, FL, 32827
Royal Highlands 4732 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

4732 ST ANDREWS ARC, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 904 MAYNARD PATH, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$615,000

3 beds

|

2 baths

|

1,944 sq ft

|

House

904 MAYNARD PATH, THE VILLAGES, FL, 3216...
Community: The Villages®
Royal Highlands 4921 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,999

3 beds

|

2 baths

|

1,414 sq ft

|

House

4921 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 816 BEECHWOOD AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$129,900

2 beds

|

1 baths

|

672 sq ft

|

Manufactured Home

816 BEECHWOOD AVE, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Valencia Lakes 4949 SANDY GLEN WAY, WIMAUMA, FL, 33598, Wimauma, FL 33598
$410,000

3 beds

|

2 baths

|

1,779 sq ft

|

House

4949 SANDY GLEN WAY, WIMAUMA, FL, 33598
Community: Valencia Lakes
Solivita 531 VIA VITALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$484,900

5 beds

|

3 baths

|

2,430 sq ft

|

House

531 VIA VITALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Heritage Hills 3543 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711
$299,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3543 FAIRWATERS CT B, CLERMONT, FL, 3471...
Community: Heritage Hills
The Villages® 5255 OXFORD CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$179,000

3 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5255 OXFORD CT, WILDWOOD, FL, 34785
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.
On Top of the World 9009 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$499,900

4 beds

|

2 baths

|

2,608 sq ft

|

House

9009 SW 89TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Pine Run Estates 10650 SW 101ST LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$413,625

2 beds

|

2 baths

|

1,718 sq ft

|

House

10650 SW 101ST LANE RD, OCALA, FL, 34481
Community: Pine Run Estates
On Top of the World 10071 SW 82ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$504,295

2 beds

|

2 baths

|

2,145 sq ft

|

House

10071 SW 82ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek Country Club 9036 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$319,900

3 beds

|

2 baths

|

1,720 sq ft

|

House

9036 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8408 SW 101ST AVE, OCALA, FL, 34481, Ocala, FL 34481
$536,225

2 beds

|

2 baths

|

2,145 sq ft

|

House

8408 SW 101ST AVE, OCALA, FL, 34481
Community: On Top of the World
Ocala Preserve 5220 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$635,000

4 beds

|

4 baths

|

2,843 sq ft

|

House

5220 NW 46TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
On Top of the World 10079 SW 82ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$534,950

2 beds

|

3 baths

|

2,616 sq ft

|

House

10079 SW 82ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
The Villages® 16938 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$262,000

2 beds

|

2 baths

|

1,163 sq ft

|

Villa

16938 SE 94TH SUNNYBROOK CIR, THE VILLAG...
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.
Oak Run 11590 SW 84TH AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481
$184,788

2 beds

|

2 baths

|

1,216 sq ft

|

House

11590 SW 84TH AVENUE RD, OCALA, FL, 3448...
Community: Oak Run
Del Webb Sunbridge 2732 RUBY ROSE LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$475,000

2 beds

|

2 baths

|

1,919 sq ft

|

House

2732 RUBY ROSE LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Sandpiper Golf & Country Club 669 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$284,500

2 beds

|

2 baths

|

1,134 sq ft

|

House

669 EAGLE RUN, LAKELAND, FL, 33809
Spruce Creek Country Club 9302 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$344,000

2 beds

|

2 baths

|

1,870 sq ft

|

House

9302 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
El Dorado 3575 SW 24TH AVENUE RD, OCALA, FL, 34471, Ocala, FL 34471
$805,000

5 beds

|

4 baths

|

4,100 sq ft

|

House

3575 SW 24TH AVENUE RD, OCALA, FL, 34471
Community: El Dorado
Valencia Ridge 32700 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$663,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

32700 NEROLI ST, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
The Villages® 2946 DUKE TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$465,000

3 beds

|

2 baths

|

1,661 sq ft

|

House

2946 DUKE TER, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 953 ORCHID ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$209,900

2 beds

|

2 baths

|

1,299 sq ft

|

Manufactured Home

953 ORCHID ST, THE VILLAGES, FL, 32159
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.
The Villages® 4788 ROSTAS WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$559,000

3 beds

|

2 baths

|

1,516 sq ft

|

House

4788 ROSTAS WAY, THE VILLAGES, FL, 32163
Community: The Villages®
Sun City Center 2003 HADRIAN CT, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$138,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

2003 HADRIAN CT, SUN CITY CENTER, FL, 33...
Community: Sun City Center
The Villages® 307 DEL MAR DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$499,307

3 beds

|

2 baths

|

1,776 sq ft

|

House

307 DEL MAR DR, LADY LAKE, FL, 32159
Community: The Villages®
On Top of the World 7732 SW 86TH CT, OCALA, FL, 34481, Ocala, FL 34481
$318,000

2 beds

|

2 baths

|

1,344 sq ft

|

House

7732 SW 86TH CT, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 9270 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$279,000

2 beds

|

2 baths

|

1,618 sq ft

|

House

9270 SW 92ND PLACE RD, 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
Sun City Center 203 AUSTIN HILL CT, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$279,500

2 beds

|

2 baths

|

2,124 sq ft

|

House

203 AUSTIN HILL CT, SUN CITY CENTER, FL,...
Community: Sun City Center
Gatherings of Lake Nona 7521 LAUREATE BLVD 5308, ORLANDO, FL, 32..., Orlando, FL 32827
$349,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7521 LAUREATE BLVD 5308, ORLANDO, FL, 32...
Sun City Center 702 STAFFORDSHIRE LN 22, SUN CITY CENTER..., Sun City Center, FL 33573
$243,900

2 beds

|

2 baths

|

1,562 sq ft

|

Condo

702 STAFFORDSHIRE LN 22, SUN CITY CENTER...
Community: Sun City Center
Del Webb Minneola 2522 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715
$565,330

2 beds

|

2 baths

|

1,917 sq ft

|

House

2522 DEL WEBB DR, MINNEOLA, FL, 34715
Community: Del Webb Minneola
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.
Del Webb Minneola 1120 CANOPY VIEW WAY, MINNEOLA, FL, 3471..., Minneola, FL 34715
$414,000

2 beds

|

2 baths

|

1,471 sq ft

|

House

1120 CANOPY VIEW WAY, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Del Webb Minneola 1597 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ..., Minneola, FL 34715
$799,480

3 beds

|

3 baths

|

2,653 sq ft

|

House

1597 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ...
Community: Del Webb Minneola
The Villages® 520 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$219,900

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

520 SAINT ANDREWS BLVD, LADY LAKE, FL, 3...
Community: The Villages®
Spruce Creek South 10689 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$222,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

10689 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1710 LILLY LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$174,900

2 beds

|

2 baths

|

1,256 sq ft

|

Manufactured Home

1710 LILLY LN, LADY LAKE, FL, 32159
Community: The Villages®
Oak Run 10918 SW 82ND TER, OCALA, FL, 34481, Ocala, FL 34481
$170,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

10918 SW 82ND TER, OCALA, FL, 34481
Community: Oak Run

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