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

3,584 homes near Winter Garden

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No reviews yet Del Webb Oasis
$400Ks - $1Ms
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
4 rating (17 reviews) The Villages®
<$100k - $2Ms
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
<$100k - $600Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.7 rating (18 reviews) Solivita
$100Ks - $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
3.6 rating (46 reviews) Latitude Margaritaville
$300Ks - $700Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $800Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
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 - $400Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (3 reviews) Twin Lakes
$200Ks - $900Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
No reviews yet Pelican Bay Daytona Beach
$100Ks - $500Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.6 rating (5 reviews) Ocala Preserve
$200Ks - $600Ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $900Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (1 reviews) Cypress Lakes
$200Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $600Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
No reviews yet Venetian Bay
$200Ks - $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.
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 (6 reviews) Trilogy® Orlando
$300Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
3.8 rating (6 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$400Ks - $900Ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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
$100Ks - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $300Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Ocala Palms
$100Ks - $400Ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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 (5 reviews) SummerGlen
$200Ks - $400Ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
No reviews yet Breakaway Trails
$300Ks - $1Ms
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
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
4.8 rating (6 reviews) Highland Lakes
$200Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.3 rating (15 reviews) Del Webb Orlando
$200Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
No reviews yet Pine Run Estates
<$100k - $400Ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
No reviews yet Lake Jovita Golf and Coun...
$300Ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
No reviews yet Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
On Top of the World 7698 SW 85TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$310,000

2 beds

|

2 baths

|

1,747 sq ft

|

House

7698 SW 85TH CIR, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 401 FELTHAM TRL A, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$145,900

2 beds

|

2 baths

|

984 sq ft

|

Condo

401 FELTHAM TRL A, SUN CITY CENTER, FL, ...
Community: Sun City Center
Twin Lakes 2410 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$379,999

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2410 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Sun City Center 1929 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$339,995

2 beds

|

2 baths

|

2,044 sq ft

|

House

1929 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
The Villages® 2051 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$478,000

3 beds

|

2 baths

|

1,908 sq ft

|

House

2051 PALO ALTO AVE, 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
The Villages® 912 CHULA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$240,000

2 beds

|

2 baths

|

1,106 sq ft

|

House

912 CHULA CT, LADY LAKE, FL, 32159
Community: The Villages®
Trilogy® Orlando 655 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$387,000

2 beds

|

2 baths

|

1,636 sq ft

|

House

655 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
The Villages® 404 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$99,000

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

404 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Spruce Creek South 17855 SE 99TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$265,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

17855 SE 99TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Silver Lakes 2175 SILVER RE DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$270,000

2 beds

|

2 baths

|

1,656 sq ft

|

House

2175 SILVER RE DR, LAKELAND, FL, 33810
Community: Silver Lakes
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 Sunbridge 6355 DEW DROP LOOP, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34771
$633,374

3 beds

|

2 baths

|

2,088 sq ft

|

House

6355 DEW DROP LOOP, SAINT CLOUD, FL, 347...
Community: Del Webb Sunbridge
Esplanade at Wiregrass Ranch 4605 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$549,900

3 beds

|

2 baths

|

1,926 sq ft

|

Villa

4605 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
Sun City Center 658 CHIPPER DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$366,000

3 beds

|

2 baths

|

1,800 sq ft

|

Villa

658 CHIPPER DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Ocala Preserve 5293 NW 48TH PL, OCALA, FL, 34482, Ocala, FL 34482
$264,900

3 beds

|

2 baths

|

1,565 sq ft

|

Villa

5293 NW 48TH PL, OCALA, FL, 34482
Community: Ocala Preserve
On Top of the World 10427 SW 98TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$312,750

2 beds

|

2 baths

|

1,467 sq ft

|

House

10427 SW 98TH 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 2301 GRENOBLE PL # 1, SUN CITY CENTER, F..., Sun City Center, FL 33573
$165,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

2301 GRENOBLE PL # 1, SUN CITY CENTER, F...
Community: Sun City Center
Encore at Fishhawk Ranch 13890 KINGFISHER GLEN DR, LITHIA, FL, 33..., Lithia, FL 33547
$365,000

2 beds

|

2 baths

|

1,612 sq ft

|

Villa

13890 KINGFISHER GLEN DR, LITHIA, FL, 33...
The Villages® 790 BLAKE LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$304,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

790 BLAKE LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 8201 SE 169TH PALOWNIA LOOP, THE VILLAGE..., The Villages, FL 32162
$274,000

2 beds

|

2 baths

|

1,163 sq ft

|

Villa

8201 SE 169TH PALOWNIA LOOP, THE VILLAGE...
Community: The Villages®
The Villages® 8233 SE 169TH PALOWNIA LOOP, THE VILLAGE..., The Villages, FL 32162
$284,000

2 beds

|

2 baths

|

1,167 sq ft

|

Villa

8233 SE 169TH PALOWNIA LOOP, THE VILLAGE...
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 Country Club of Mount Dora 8019 ARCADIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$365,000

3 beds

|

2 baths

|

1,501 sq ft

|

House

8019 ARCADIAN CT, MOUNT DORA, FL, 32757
Ocala Palms 5137 NW 20TH PL, OCALA, FL, 34482, Ocala, FL 34482
$316,500

2 beds

|

2 baths

|

1,569 sq ft

|

House

5137 NW 20TH PL, OCALA, FL, 34482
Community: Ocala Palms
Twin Lakes 2423 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$299,900

2 beds

|

2 baths

|

1,346 sq ft

|

House

2423 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Plantation at Leesburg 5305 INGLESIDE, LEESBURG, FL, 34748, Leesburg, FL 34748
$200,000

2 beds

|

2 baths

|

1,220 sq ft

|

Manufactured Home

5305 INGLESIDE, LEESBURG, FL, 34748
The Villages® 6083 DELPHINA LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32163
$568,000

3 beds

|

2 baths

|

1,920 sq ft

|

House

6083 DELPHINA LOOP, 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
The Villages® 16800 SE 80TH BATHURST CT, THE VILLAGES,..., The Villages, FL 32162
$424,900

4 beds

|

2 baths

|

1,800 sq ft

|

House

16800 SE 80TH BATHURST CT, THE VILLAGES,...
Community: The Villages®
Stone Creek 6751 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$265,562

2 beds

|

2 baths

|

1,706 sq ft

|

Villa

6751 SW 91ST CIR, OCALA, FL, 34481
Community: Stone Creek
Carlsberg Estates on Lake Suzanne 452 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$324,900

2 beds

|

2 baths

|

1,957 sq ft

|

House

452 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Four Seasons at Orlando 1830 ESTUARY LN, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$310,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1830 ESTUARY LN, KISSIMMEE, FL, 34747
On Top of the World 9575 SW 92ND STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$169,900

2 beds

|

2 baths

|

1,414 sq ft

|

House

9575 SW 92ND STREET RD, OCALA, FL, 34481
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 11799 SE 173RD LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$470,000

3 beds

|

2 baths

|

2,008 sq ft

|

House

11799 SE 173RD LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
VillageWalk at Lake Nona 11886 NAUTICA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$475,000

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

11886 NAUTICA DR, ORLANDO, FL, 32827
Solivita 520 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$239,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

520 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
On Top of the World 8959 SW 96TH LN A, OCALA, FL, 34481, Ocala, FL 34481
$179,500

2 beds

|

2 baths

|

1,728 sq ft

|

Villa

8959 SW 96TH LN A, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 8107 SW 92ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$459,900

3 beds

|

3 baths

|

2,171 sq ft

|

House

8107 SW 92ND CIR, 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
Oak Run 11525 SW 85TH CT, OCALA, FL, 34481, Ocala, FL 34481
$209,000

2 beds

|

2 baths

|

1,312 sq ft

|

House

11525 SW 85TH CT, OCALA, FL, 34481
Community: Oak Run
On Top of the World 9925 SW 95TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$454,900

3 beds

|

3 baths

|

2,452 sq ft

|

House

9925 SW 95TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek South 17522 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$180,000

3 beds

|

2 baths

|

1,450 sq ft

|

House

17522 SE 96TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Solivita 340 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$267,500

3 beds

|

2 baths

|

1,574 sq ft

|

House

340 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Stone Creek 8860 SW 58TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$449,000

2 beds

|

2 baths

|

1,925 sq ft

|

House

8860 SW 58TH STREET RD, OCALA, FL, 34481
Community: Stone Creek

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3,584 homes near Winter Garden
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