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Winter Garden, FL 55+ active adult communities & homes for sale - Page 50

3,497 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 (56 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
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
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
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 (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 (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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 (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 - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
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
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
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
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 (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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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
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.
12...3
Tohoqua Reserve 1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$455,000

3 beds

|

2 baths

|

2,056 sq ft

|

House

1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Vienna Square 2452 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$332,452

2 beds

|

2 baths

|

1,729 sq ft

|

House

2452 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
The Villages® 1301 FONTANA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$455,000

3 beds

|

2 baths

|

2,106 sq ft

|

House

1301 FONTANA CT, THE VILLAGES, FL, 32159
Community: The Villages®
Quail Meadow 3332 NW 50TH CT, OCALA, FL, 34482, Ocala, FL 34482
$230,000

3 beds

|

2 baths

|

1,365 sq ft

|

House

3332 NW 50TH CT, OCALA, FL, 34482
Community: Quail Meadow
The Villages® 1137 SANTA CRUZ DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$292,000

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1137 SANTA CRUZ DR, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Preserve 5380 NW 43RD LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$325,000

2 beds

|

2 baths

|

1,630 sq ft

|

House

5380 NW 43RD LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Oak Run 13163 SW 70TH CT, OCALA, FL, 34473, Ocala, FL 34473
$304,000

4 beds

|

3 baths

|

1,649 sq ft

|

House

13163 SW 70TH CT, OCALA, FL, 34473
Community: Oak Run
On Top of the World 9233 SW 83RD TER D, OCALA, FL, 34481, Ocala, FL 34481
$162,500

2 beds

|

2 baths

|

1,409 sq ft

|

Villa

9233 SW 83RD TER D, OCALA, FL, 34481
Community: On Top of the World
Oak Run 7465 SW 111TH LN, OCALA, FL, 34476, Ocala, FL 34476
$299,999

3 beds

|

2 baths

|

1,686 sq ft

|

House

7465 SW 111TH LN, OCALA, FL, 34476
Community: Oak Run
Traditions at Lake Ruby 3363 LIVINGSTON WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$245,000

2 beds

|

2 baths

|

1,118 sq ft

|

Villa

3363 LIVINGSTON WAY, WINTER HAVEN, FL, 3...
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.
Sun City Center 703 BEL AIR AVE, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$242,900

2 beds

|

2 baths

|

1,691 sq ft

|

House

703 BEL AIR AVE, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Breakaway Trails 3 FOREST VIEW WAY, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$425,000

3 beds

|

2 baths

|

2,737 sq ft

|

House

3 FOREST VIEW WAY, ORMOND BEACH, FL, 321...
Community: Breakaway Trails
Plantation at Leesburg 4532 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,882 sq ft

|

House

4532 RIVER RIDGE DR, LEESBURG, FL, 34748
On Top of the World 9222 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$314,875

2 beds

|

2 baths

|

1,716 sq ft

|

House

9222 SW 97TH CIR, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 324 KNOTTWOOD CT, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$115,000

1 beds

|

1 baths

|

908 sq ft

|

Condo

324 KNOTTWOOD CT, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Spruce Creek Country Club 12747 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$339,900

2 beds

|

2 baths

|

1,575 sq ft

|

House

12747 SE 97TH TERRACE RD, SUMMERFIELD, F...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 3024 PAYNES PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$639,000

3 beds

|

2 baths

|

2,222 sq ft

|

House

3024 PAYNES PL, THE VILLAGES, FL, 32162
Community: The Villages®
Solivita 396 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$225,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

396 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
On Top of the World 8370 SW 99TH TER, OCALA, FL, 34481, Ocala, FL 34481
$625,526

3 beds

|

3 baths

|

2,893 sq ft

|

House

8370 SW 99TH TER, OCALA, FL, 34481
Community: On Top of the World
The Villages® 5288 HURTT ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$620,000

3 beds

|

2 baths

|

1,642 sq ft

|

Villa

5288 HURTT ST, THE VILLAGES, FL, 32163
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.
Huntington at Hunter's Ridge 35 FAWN HAVEN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$409,900

3 beds

|

2 baths

|

1,850 sq ft

|

House

35 FAWN HAVEN TRL, ORMOND BEACH, FL, 321...
On Top of the World 10252 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$549,900

2 beds

|

2 baths

|

1,928 sq ft

|

House

10252 SW 96TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Solivita 899 BELLA VIANA RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$460,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

899 BELLA VIANA RD, POINCIANA, FL, 34759
Community: Solivita
Stone Creek 9513 SW 79TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$499,900

3 beds

|

2 baths

|

2,969 sq ft

|

House

9513 SW 79TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Sun City Center 2024 HEATHFIELD CIR 155, SUN CITY CENTER..., Sun City Center, FL 33573
$190,000

2 beds

|

2 baths

|

1,448 sq ft

|

Condo

2024 HEATHFIELD CIR 155, SUN CITY CENTER...
Community: Sun City Center
Ocala Palms 2352 NW 58TH TER, OCALA, FL, 34482, Ocala, FL 34482
$259,000

3 beds

|

2 baths

|

1,548 sq ft

|

House

2352 NW 58TH TER, OCALA, FL, 34482
Community: Ocala Palms
On Top of the World 9897 SW 88TH COURT RD P, OCALA, FL, 3448..., Ocala, FL 34481
$174,900

2 beds

|

3 baths

|

1,908 sq ft

|

Townhouse

9897 SW 88TH COURT RD P, OCALA, FL, 3448...
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
Ocala Palms 4559 NW 53RD AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482
$389,990

2 beds

|

2 baths

|

1,631 sq ft

|

House

4559 NW 53RD AVENUE RD, OCALA, FL, 34482
Community: Ocala Palms
Ocala Preserve 4457 NW 53RD AVE, OCALA, FL, 34480, Ocala, FL 34480
$409,990

3 beds

|

3 baths

|

1,911 sq ft

|

House

4457 NW 53RD AVE, OCALA, FL, 34480
Community: Ocala Preserve
Four Seasons at Orlando 7789 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$589,000

3 beds

|

3 baths

|

2,360 sq ft

|

House

7789 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
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 10525 SW 90TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$339,900

2 beds

|

2 baths

|

1,651 sq ft

|

House

10525 SW 90TH STREET RD, OCALA, FL, 3448...
Community: On Top of the World
Pelican Bay Daytona Beach 136 SEA DUCK CIR, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$449,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

136 SEA DUCK CIR, DAYTONA BEACH, FL, 321...
On Top of the World 8666 SW 92ND LN C, OCALA, FL, 34481, Ocala, FL 34481
$145,000

2 beds

|

2 baths

|

1,394 sq ft

|

Villa

8666 SW 92ND LN C, OCALA, FL, 34481
Community: On Top of the World
Heritage Hills 3550 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$299,900

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3550 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
Valencia Lakes 15640 AURORA LAKE CIR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$315,000

3 beds

|

2 baths

|

1,800 sq ft

|

Villa

15640 AURORA LAKE CIR, WIMAUMA, FL, 3359...
Community: Valencia Lakes
Lake Jovita Golf and Country Club 13642 THOROUGHBRED DR, DADE CITY, FL, 33..., Dade City, FL 33525
$575,000

3 beds

|

3 baths

|

2,134 sq ft

|

House

13642 THOROUGHBRED DR, DADE CITY, FL, 33...
Lake Jovita Golf and Country Club 13137 THOROUGHBRED DR, DADE CITY, FL, 33..., Dade City, FL 33525
$825,000

4 beds

|

3 baths

|

3,240 sq ft

|

House

13137 THOROUGHBRED DR, DADE CITY, FL, 33...
Ocala Preserve 4339 NW 56TH CT, OCALA, FL, 34482, Ocala, FL 34482
$370,000

2 beds

|

2 baths

|

1,975 sq ft

|

House

4339 NW 56TH CT, OCALA, FL, 34482
Community: Ocala Preserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Four Seasons at Orlando 7956 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$525,000

3 beds

|

3 baths

|

2,360 sq ft

|

House

7956 HANSON BAY PL, KISSIMMEE, FL, 34747
Solivita 819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$494,900

3 beds

|

3 baths

|

2,427 sq ft

|

House

819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
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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3,497 homes
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