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

106 communities near Winter Garden

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No reviews yet Del Webb Oasis
$400Ks - $900Ks
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
<$100k - $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!
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3.6 rating (46 reviews) Latitude Margaritaville
$300Ks - $800Ks
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 - $300Ks
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 - $500Ks
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
$100Ks - $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 - $500Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 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
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
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 - $500Ks
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
Sun City Center 2504 SAPPHIRE GREENS LN, SUN CITY CENTER..., Sun City Center, FL 33573
$345,000

3 beds

|

2 baths

|

1,568 sq ft

|

Villa

2504 SAPPHIRE GREENS LN, SUN CITY CENTER...
Community: Sun City Center
New Kings Ridge 2000 FARMINGTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$455,275

3 beds

|

2 baths

|

2,223 sq ft

|

House

2000 FARMINGTON CT, CLERMONT, FL, 34711
Community: Kings Ridge
New Marco Polo Village 10964 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$299,900

3 beds

|

2 baths

|

2,022 sq ft

|

House

10964 SW 53RD CIR, OCALA, FL, 34476
Community: Marco Polo Village
New The Villages® 2046 DALECROFT TRL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$359,900

3 beds

|

2 baths

|

1,488 sq ft

|

House

2046 DALECROFT TRL, THE VILLAGES, FL, 32...
Community: The Villages®
New Tampa Bay Golf and Country Club 11205 COREY PAVIN LN, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$265,000

2 beds

|

2 baths

|

1,342 sq ft

|

House

11205 COREY PAVIN LN, SAN ANTONIO, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Vienna Square 1709 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$259,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1709 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Pelican Bay Daytona Beach 124 LOON CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$299,999

2 beds

|

2 baths

|

1,714 sq ft

|

House

124 LOON CT, DAYTONA BEACH, FL, 32119
Twin Lakes 2672 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$649,800

3 beds

|

3 baths

|

2,935 sq ft

|

House

2672 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
The Villages® 537 THISTLEDOWN WAY, THE VILLAGES, FL, 3..., The Villages, FL 32162
$428,800

3 beds

|

2 baths

|

1,667 sq ft

|

House

537 THISTLEDOWN WAY, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 2212 YEAMANS PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$399,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

2212 YEAMANS PL, THE VILLAGES, FL, 32162
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® 301 PACOLET TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$389,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

301 PACOLET TER, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1861 ENDSLEY CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$259,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

1861 ENDSLEY CT, THE VILLAGES, FL, 32162
Community: The Villages®
Palm Cay 11153 SW 79TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$209,999

3 beds

|

2 baths

|

1,646 sq ft

|

House

11153 SW 79TH AVE, OCALA, FL, 34476
Community: Palm Cay
Solivita 1062 UMBRIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$350,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

1062 UMBRIA DR, KISSIMMEE, FL, 34759
Community: Solivita
Mirada 31896 MAGNA GULF LOOP, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$524,990

3 beds

|

3 baths

|

2,349 sq ft

|

House

31896 MAGNA GULF LOOP, SAN ANTONIO, FL, ...
Community: Mirada
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sullivan Ranch 30120 HACKNEY LOOP, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$622,900

4 beds

|

4 baths

|

3,307 sq ft

|

House

30120 HACKNEY LOOP, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
New Sun City Center 1004 REGAL MANOR WAY, SUN CITY CENTER, F..., Sun City Center, FL 33573
$329,000

2 beds

|

2 baths

|

1,778 sq ft

|

House

1004 REGAL MANOR WAY, SUN CITY CENTER, F...
Community: Sun City Center
Stonecrest 17105 SE 111TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$525,000

3 beds

|

3 baths

|

2,127 sq ft

|

House

17105 SE 111TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Stonecrest 10864 SE 171ST STREET RD, SUMMERFIELD, F..., Summerfield, FL 34491
$375,000

3 beds

|

2 baths

|

1,736 sq ft

|

House

10864 SE 171ST STREET RD, SUMMERFIELD, F...
Community: Stonecrest
Stonecrest 11092 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$379,000

3 beds

|

3 baths

|

2,071 sq ft

|

House

11092 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
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® 3750 RASPBERRY CT, THE VILLAGES, FL, 321..., The Villages, FL 32163
$559,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

3750 RASPBERRY CT, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 412 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$265,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

412 HILDALGO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Venetian Bay 2904 PALMA LN, NEW SMYRNA BEACH, FL, 321..., New Smyrna Beach, FL 32168
$1,518,888

5 beds

|

4 baths

|

3,372 sq ft

|

House

2904 PALMA LN, NEW SMYRNA BEACH, FL, 321...
Community: Venetian Bay
The Villages® 17145 SE 93RD YONDEL CIR, THE VILLAGES, ..., The Villages, FL 32162
$304,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17145 SE 93RD YONDEL CIR, THE VILLAGES, ...
Community: The Villages®
Latitude Margaritaville 770 JOLLYMON WAY, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$639,900

2 beds

|

2 baths

|

1,681 sq ft

|

House

770 JOLLYMON WAY, DAYTONA BEACH, FL, 321...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Oak Run 11569 SW 71ST CIR, OCALA, FL, 34476, Ocala, FL 34476
$254,900

2 beds

|

2 baths

|

1,571 sq ft

|

House

11569 SW 71ST CIR, OCALA, FL, 34476
Community: Oak Run
The Villages® 1014 NASH LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$329,900

2 beds

|

2 baths

|

1,142 sq ft

|

House

1014 NASH LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
New Plantation at Leesburg 3728 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748
$417,000

3 beds

|

2 baths

|

2,636 sq ft

|

House

3728 MULBERRY GROVE LOOP, LEESBURG, FL, ...
The Villages® 219 CARRERA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$695,000

3 beds

|

2 baths

|

1,831 sq ft

|

House

219 CARRERA DR, THE VILLAGES, FL, 32159
Community: The Villages®
Sun City Center 1012 RADISON LAKE CT 59, SUN CITY CENTER..., Sun City Center, FL 33573
$183,000

2 beds

|

2 baths

|

963 sq ft

|

Condo

1012 RADISON LAKE CT 59, SUN CITY CENTER...
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® 2557 PRIVADA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$319,000

2 beds

|

2 baths

|

1,232 sq ft

|

House

2557 PRIVADA DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 17367 SE 82ND ROSLYN CT, THE VILLAGES, F..., The Villages, FL 32162
$289,000

2 beds

|

2 baths

|

1,297 sq ft

|

Villa

17367 SE 82ND ROSLYN CT, THE VILLAGES, F...
Community: The Villages®
Kings Ridge 3577 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$379,900

2 beds

|

2 baths

|

1,460 sq ft

|

House

3577 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
The Villages® 2101 SOUTHERN STAR WAY, THE VILLAGES, FL..., The Villages, FL 32162
$379,900

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2101 SOUTHERN STAR WAY, THE VILLAGES, FL...
Community: The Villages®
New Oak Run 11603 SW 78TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$244,888

3 beds

|

2 baths

|

1,622 sq ft

|

House

11603 SW 78TH AVE, OCALA, FL, 34476
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New The Villages® 1450 LUCKETT CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$454,900

3 beds

|

2 baths

|

1,925 sq ft

|

House

1450 LUCKETT CT, THE VILLAGES, FL, 32163
Community: The Villages®
New Oak Run 7044 SW 116TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$269,888

3 beds

|

2 baths

|

1,869 sq ft

|

House

7044 SW 116TH LOOP, OCALA, FL, 34476
Community: Oak Run
Spruce Creek South 9461 SE 173RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$239,900

3 beds

|

2 baths

|

1,677 sq ft

|

House

9461 SE 173RD LN, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Sun City Center 305 SIENA VISTA PL, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$454,900

3 beds

|

3 baths

|

1,984 sq ft

|

House

305 SIENA VISTA PL, SUN CITY CENTER, FL,...
Community: Sun City Center
Stonecrest 11215 SE 172ND PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$525,000

3 beds

|

2 baths

|

1,858 sq ft

|

House

11215 SE 172ND PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest

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106 communities near Winter Garden
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