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Winter Garden, FL 55+ active adult communities & homes for sale - Page 90

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
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
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
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
4.5 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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
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 (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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
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
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
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 (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 (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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 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
Huntington at Hunter's Ridge 42 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$385,000

4 beds

|

2 baths

|

2,003 sq ft

|

House

42 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
The Villages® 5180 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$224,000

3 beds

|

2 baths

|

1,932 sq ft

|

Manufactured Home

5180 LEXINGTON CIR, WILDWOOD, FL, 34785
Community: The Villages®
Tampa Bay Golf and Country Club 9506 ROLLING CIR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$274,900

3 beds

|

3 baths

|

1,577 sq ft

|

House

9506 ROLLING CIR, SAN ANTONIO, FL, 33576
Highland Lakes 5616 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

2 beds

|

2 baths

|

2,003 sq ft

|

House

5616 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 5371 WARM SPRINGS AVE, WILDWOOD, FL, 347..., Wildwood, FL 34785
$275,000

2 beds

|

1 baths

|

696 sq ft

|

House

5371 WARM SPRINGS AVE, WILDWOOD, FL, 347...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Valencia del Sol 4922 SIENNA ISLES AVE, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$389,900

2 beds

|

2 baths

|

1,834 sq ft

|

Villa

4922 SIENNA ISLES AVE, WIMAUMA, FL, 3359...
Community: Valencia del Sol
Venetian Bay 2937 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$315,000

4 beds

|

3 baths

|

2,070 sq ft

|

House

2937 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
On Top of the World 8798 SW 83RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$319,500

3 beds

|

2 baths

|

2,145 sq ft

|

House

8798 SW 83RD CIR, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek North 10800 SW 62ND AVE, OCALA, FL, 34476, Ocala, FL 34476
$204,900

3 beds

|

2 baths

|

1,526 sq ft

|

House

10800 SW 62ND AVE, OCALA, FL, 34476
Community: Spruce Creek North
On Top of the World 9764 SW 100TH AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481
$285,000

2 beds

|

2 baths

|

1,577 sq ft

|

House

9764 SW 100TH AVENUE RD, OCALA, FL, 3448...
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.
Stonecrest 17306 SE 112TH CT RD, SUMMERFIELD, FL, 3..., Summerfield, FL 34491
$399,000

3 beds

|

2 baths

|

1,955 sq ft

|

House

17306 SE 112TH CT RD, SUMMERFIELD, FL, 3...
Community: Stonecrest
Lakes of Mount Dora 8860 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$399,995

3 beds

|

2 baths

|

1,671 sq ft

|

House

8860 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
On Top of the World 10358 SW 105TH CT, OCALA, FL, 34481, Ocala, FL 34481
$393,000

2 beds

|

2 baths

|

2,142 sq ft

|

House

10358 SW 105TH CT, OCALA, FL, 34481
Community: On Top of the World
Solivita 1305 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$240,000

2 beds

|

2 baths

|

1,365 sq ft

|

House

1305 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
On Top of the World 9099 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$549,900

3 beds

|

3 baths

|

2,393 sq ft

|

House

9099 SW 89TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 2014 HAMPSTEAD CIR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$189,900

2 beds

|

2 baths

|

1,448 sq ft

|

Condo

2014 HAMPSTEAD CIR, SUN CITY CENTER, FL,...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Ashton 4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$529,900

4 beds

|

3 baths

|

2,937 sq ft

|

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Tampa Bay Golf and Country Club 9427 ROLLING CIR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$259,000

2 beds

|

2 baths

|

1,480 sq ft

|

Villa

9427 ROLLING CIR, SAN ANTONIO, FL, 33576
SummerGlen 15692 SW 11TH COURT RD, OCALA, FL, 34473, Ocala, FL 34473
$325,000

3 beds

|

2 baths

|

1,768 sq ft

|

House

15692 SW 11TH COURT RD, OCALA, FL, 34473
Community: SummerGlen
The Villages® 16946 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$432,510

3 beds

|

2 baths

|

2,002 sq ft

|

House

16946 SE 93RD CUTHBERT CIR, THE VILLAGES...
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.
Sullivan Ranch 30101 BRETTON LOOP, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$635,000

4 beds

|

3 baths

|

3,452 sq ft

|

House

30101 BRETTON LOOP, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
Sun City Center 806 OAKMONT AVE, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$232,500

2 beds

|

2 baths

|

1,553 sq ft

|

House

806 OAKMONT AVE, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Highland Fairways 2137 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$264,900

3 beds

|

2 baths

|

1,808 sq ft

|

House

2137 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
On Top of the World 8981 SW 95TH ST C, OCALA, FL, 34481, Ocala, FL 34481
$199,000

2 beds

|

2 baths

|

1,709 sq ft

|

Villa

8981 SW 95TH ST C, OCALA, FL, 34481
Community: On Top of the World
Plantation at Leesburg 3606 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748
$435,000

3 beds

|

3 baths

|

2,664 sq ft

|

House

3606 MULBERRY GROVE LOOP, LEESBURG, FL, ...
The Villages® 939 KOLLER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,999

2 beds

|

2 baths

|

1,880 sq ft

|

House

939 KOLLER CT, THE VILLAGES, FL, 32163
Community: The Villages®
Pennbrooke Fairways 615 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$82,999

1 beds

|

1 baths

|

490 sq ft

|

Manufactured Home

615 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Jovita Golf and Country Club 12735 EASTPOINTE DR, DADE CITY, FL, 3352..., Dade City, FL 33525
$455,000

4 beds

|

2 baths

|

2,057 sq ft

|

House

12735 EASTPOINTE DR, DADE CITY, FL, 3352...
The Villages® 712 JASON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$210,000

2 beds

|

2 baths

|

1,292 sq ft

|

Manufactured Home

712 JASON DR, LADY LAKE, FL, 32159
Community: The Villages®
Sun City Center 301 THORN HILL PL, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$499,000

3 beds

|

2 baths

|

2,402 sq ft

|

House

301 THORN HILL PL, SUN CITY CENTER, FL, ...
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.
The Villages® 870 HENDERSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,375 sq ft

|

House

870 HENDERSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Sun City Center 1908 CANTERBURY LN 20, SUN CITY CENTER, ..., Sun City Center, FL 33573
$125,000

2 beds

|

2 baths

|

979 sq ft

|

Condo

1908 CANTERBURY LN 20, SUN CITY CENTER, ...
Community: Sun City Center
Ocala Palms 1921 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$187,900

2 beds

|

2 baths

|

929 sq ft

|

House

1921 NW 50TH CIR, OCALA, FL, 34482
Community: Ocala Palms
Cindy Certified
5688 SW 92ND PL, OCALA, FL, 34476, Ocala, FL 34476
$389,000

4 beds

|

3 baths

|

2,028 sq ft

|

House

5688 SW 92ND PL, OCALA, FL, 34476
Solivita 507 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$259,000

2 beds

|

2 baths

|

1,302 sq ft

|

House

507 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
The Villages® 1224 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$239,900

2 beds

|

2 baths

|

912 sq ft

|

Manufactured Home

1224 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
Sun City Center 2122 HEREFORD DR 511, SUN CITY CENTER, F..., Sun City Center, FL 33573
$140,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

2122 HEREFORD DR 511, SUN CITY CENTER, F...
Community: Sun City Center
Cindy Certified
855 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$314,734

4 beds

|

3 baths

|

1,988 sq ft

|

House

855 SUNSHOWER DR, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
835 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,784

3 beds

|

2 baths

|

1,269 sq ft

|

House

835 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
851 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$300,000

4 beds

|

2 baths

|

1,840 sq ft

|

House

851 SUNSHOWER DR, LADY LAKE, FL, 32159
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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