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Winter Garden, FL 55+ active adult communities & homes for sale - Page 29

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
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 (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 (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) 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
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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
Breakaway Trails 23 CREEK BLUFF WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$399,900

3 beds

|

2 baths

|

1,935 sq ft

|

House

23 CREEK BLUFF WAY, ORMOND BEACH, FL, 32...
Community: Breakaway Trails
The Villages® 17349 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

17349 SE 76TH FLINTLOCK TER, THE VILLAGE...
Community: The Villages®
Latitude Margaritaville 663 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$418,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

663 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Cresswind at Victoria Gardens 1051 GARDENSHIRE LN, DELAND, FL, 32724, Deland, FL 32724
$385,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

1051 GARDENSHIRE LN, DELAND, FL, 32724
Royal Harbor 6063 ARMADA ST, TAVARES, FL, 32778, Tavares, FL 32778
$290,000

3 beds

|

2 baths

|

1,471 sq ft

|

House

6063 ARMADA ST, TAVARES, FL, 32778
Community: Royal Harbor
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 215 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$489,000

2 beds

|

3 baths

|

1,748 sq ft

|

House

215 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Venetian Bay 3650 PONETA AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$699,000

5 beds

|

4 baths

|

3,017 sq ft

|

House

3650 PONETA AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Latitude Margaritaville 852 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$529,000

2 beds

|

3 baths

|

1,748 sq ft

|

House

852 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Royal Harbor 5370 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$325,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

5370 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
Sun City Center 702 THUNDERBIRD AVE, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$249,900

3 beds

|

2 baths

|

1,518 sq ft

|

House

702 THUNDERBIRD AVE, 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.
Solivita 508 LAGO MATISSE ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$367,000

3 beds

|

2 baths

|

1,807 sq ft

|

House

508 LAGO MATISSE ST, KISSIMMEE, FL, 3475...
Community: Solivita
Valencia Lakes 15847 COBBLE MILL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$334,900

3 beds

|

2 baths

|

1,593 sq ft

|

House

15847 COBBLE MILL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Sun City Center 1802 BEDFORD TER 180, SUN CITY CENTER, F..., Sun City Center, FL 33573
$114,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

1802 BEDFORD TER 180, SUN CITY CENTER, F...
Community: Sun City Center
The Villages® 2149 SANDALWOOD PL, THE VILLAGES, FL, 32..., The Villages, FL 32163
$349,900

3 beds

|

2 baths

|

1,395 sq ft

|

Villa

2149 SANDALWOOD PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 17107 SE 93RD EXETER CT, THE VILLAGES, F..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

17107 SE 93RD EXETER CT, THE VILLAGES, F...
Community: The Villages®
The Villages® 2109 GERARDO AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$475,000

3 beds

|

2 baths

|

1,668 sq ft

|

House

2109 GERARDO AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Solivita 448 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$335,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

448 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Stonecrest 12225 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,475 sq ft

|

House

12225 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Solivita 320 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$370,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

320 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
The Villages® 17601 SE 81ST TIMBERWOOD TER, THE VILLAG..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,761 sq ft

|

House

17601 SE 81ST TIMBERWOOD TER, 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.
The Villages® 16878 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$245,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

16878 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
Ocala Preserve 4497 NW 54TH TER, OCALA, FL, 34482, Ocala, FL 34482
$475,000

3 beds

|

3 baths

|

2,172 sq ft

|

House

4497 NW 54TH TER, OCALA, FL, 34482
Community: Ocala Preserve
Sun City Center 207 AMESBURY CIR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$445,000

3 beds

|

2 baths

|

1,998 sq ft

|

House

207 AMESBURY CIR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Ocala Preserve 5086 NW 35TH PL, OCALA, FL, 34482, Ocala, FL 34482
$399,900

3 beds

|

3 baths

|

2,057 sq ft

|

House

5086 NW 35TH PL, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$279,900

4 beds

|

2 baths

|

1,500 sq ft

|

House

1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
Cindy Certified
117 BRIARGATE LOOK, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$549,000

3 beds

|

2 baths

|

2,070 sq ft

|

House

117 BRIARGATE LOOK, ORMOND BEACH, FL, 32...
Del Webb Sunbridge 2511 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$620,000

3 beds

|

2 baths

|

2,077 sq ft

|

House

2511 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Summit Chase Villas 12435 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$199,900

2 beds

|

2 baths

|

1,105 sq ft

|

Villa

12435 ORANGEWOOD CIR, TAVARES, FL, 32778
Community: Summit Chase Villas
On Top of the World 8522 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$603,900

3 beds

|

3 baths

|

2,646 sq ft

|

House

8522 SW 93RD CIR, OCALA, FL, 34481
Community: On Top of the World
Palm Cay 10838 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476
$165,000

2 beds

|

2 baths

|

1,102 sq ft

|

House

10838 SW 78TH CT, OCALA, FL, 34476
Community: Palm Cay
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® 1802 PUERTO BELLO DR, THE VILLAGES, FL, ..., The Villages, FL 32159
$525,000

2 beds

|

2 baths

|

1,397 sq ft

|

Villa

1802 PUERTO BELLO DR, THE VILLAGES, FL, ...
Community: The Villages®
Del Webb Sunbridge 2722 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$1,025,000

3 beds

|

4 baths

|

3,778 sq ft

|

House

2722 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Cherrywood 6262 SW 100TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$180,000

2 beds

|

2 baths

|

1,320 sq ft

|

House

6262 SW 100TH LOOP, OCALA, FL, 34476
Community: Cherrywood
Venetian Bay 146 PORTOFINO BLVD, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168
$888,000

3 beds

|

3 baths

|

2,297 sq ft

|

House

146 PORTOFINO BLVD, NEW SMYRNA BEACH, FL...
Community: Venetian Bay
Latitude Margaritaville 361 PARROT LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$354,444

2 beds

|

2 baths

|

1,160 sq ft

|

House

361 PARROT LN, DAYTONA BEACH, FL, 32124
JB Ranch 6138 SW 89TH LANE RD, OCALA, FL, 34476, Ocala, FL 34476
$287,000

3 beds

|

2 baths

|

1,857 sq ft

|

House

6138 SW 89TH LANE RD, OCALA, FL, 34476
Community: JB Ranch
Stone Creek 8413 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$299,999

2 beds

|

2 baths

|

1,433 sq ft

|

House

8413 SW 54TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Tohoqua Reserve 1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

2 beds

|

2 baths

|

1,559 sq ft

|

House

1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 10214 SW 84TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$522,005

2 beds

|

2 baths

|

2,145 sq ft

|

House

10214 SW 84TH STREET RD, OCALA, FL, 3448...
Community: On Top of the World
Sullivan Ranch 21707 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$289,900

3 beds

|

2 baths

|

1,715 sq ft

|

Villa

21707 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
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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