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

3,573 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 - $500Ks
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.
3.8 rating (6 reviews) Trilogy® Orlando
$300Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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 (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) 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 - $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
The Villages® 769 YEMASSEE LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,512 sq ft

|

House

769 YEMASSEE LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 4216 BALCHARAN TER, THE VILLAGES, FL, 32..., The Villages, FL 32163
$549,000

3 beds

|

2 baths

|

1,924 sq ft

|

House

4216 BALCHARAN TER, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2389 TIFFANY TER, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$269,900

2 beds

|

2 baths

|

979 sq ft

|

Villa

2389 TIFFANY TER, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 914 CHAPPELLS DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$409,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

914 CHAPPELLS DR, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2369 TRAVIS PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2369 TRAVIS PL, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 843 GAFFNEY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$369,000

3 beds

|

2 baths

|

1,406 sq ft

|

Villa

843 GAFFNEY ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 362 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$359,000

2 beds

|

2 baths

|

1,393 sq ft

|

House

362 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1645 NORFOLK AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$875,000

3 beds

|

3 baths

|

2,578 sq ft

|

House

1645 NORFOLK AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17145 SE 93RD YONDEL CIR, THE VILLAGES, ..., The Villages, FL 32162
$309,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17145 SE 93RD YONDEL CIR, THE VILLAGES, ...
Community: The Villages®
The Villages® 17979 SE 89TH ROTHWAY CT, THE VILLAGES, ..., The Villages, FL 32162
$380,000

3 beds

|

2 baths

|

1,855 sq ft

|

House

17979 SE 89TH ROTHWAY CT, 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.
The Villages® 1454 NEUPORT PATH, THE VILLAGES, FL, 321..., The Villages, FL 32163
$607,990

3 beds

|

3 baths

|

2,192 sq ft

|

House

1454 NEUPORT PATH, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2124 BILLER CIR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$699,900

3 beds

|

2 baths

|

2,028 sq ft

|

House

2124 BILLER CIR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1837 HAGOOD LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,535 sq ft

|

House

1837 HAGOOD LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
On Top of the World 9357 SW 82ND TER B, OCALA, FL, 34481, Ocala, FL 34481
$189,000

2 beds

|

2 baths

|

1,249 sq ft

|

Villa

9357 SW 82ND TER B, OCALA, FL, 34481
Community: On Top of the World
New Cresswind at Victoria Gardens 1675 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$344,000

2 beds

|

2 baths

|

1,533 sq ft

|

House

1675 VICTORIA GARDENS DR, DELAND, FL, 32...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
VillageWalk at Lake Nona 8430 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827
$459,000

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

8430 LEATHERLEAF LN, ORLANDO, FL, 32827
Lake Jovita Golf and Country Club 13444 TRAILING MOSS DR, DADE CITY, FL, 3..., Dade City, FL 33525
$900,000

3 beds

|

3 baths

|

2,685 sq ft

|

House

13444 TRAILING MOSS DR, DADE CITY, FL, 3...
Majestic Oaks Ocala 8895 SW 57TH COURT RD, OCALA, FL, 34476, Ocala, FL 34476
$298,000

3 beds

|

2 baths

|

1,864 sq ft

|

House

8895 SW 57TH COURT RD, OCALA, FL, 34476
Community: Majestic Oaks Ocala
New Latitude Margaritaville 597 BEACH BUM BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$549,900

2 beds

|

2 baths

|

1,684 sq ft

|

House

597 BEACH BUM BLVD, DAYTONA BEACH, FL, 3...
The Villages® 8690 SE 173RD WISTERIA ST, THE VILLAGES,..., The Villages, FL 32162
$699,000

3 beds

|

3 baths

|

2,478 sq ft

|

House

8690 SE 173RD WISTERIA ST, 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.
The Country Club of Mount Dora 1741 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$1,625,000

5 beds

|

5 baths

|

5,573 sq ft

|

House

1741 EDGEWATER DR, MOUNT DORA, FL, 32757
Twin Lakes 2460 PROMENADE DR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$445,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

2460 PROMENADE DR, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Sullivan Ranch 30230 TOKARA TER, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$549,000

4 beds

|

3 baths

|

3,796 sq ft

|

House

30230 TOKARA TER, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Kings Ridge 3416 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$357,900

3 beds

|

2 baths

|

1,735 sq ft

|

House

3416 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 1213 EL ESPARZA LN, THE VILLAGES, FL, 32..., The Villages, FL 32159
$290,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

1213 EL ESPARZA LN, 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
Marion Landing 6913 SW 87TH ST, OCALA, FL, 34476, Ocala, FL 34476
$374,485

4 beds

|

3 baths

|

2,173 sq ft

|

House

6913 SW 87TH ST, OCALA, FL, 34476
Community: Marion Landing
Spruce Creek South 17807 SE 97TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,999

3 beds

|

2 baths

|

1,450 sq ft

|

House

17807 SE 97TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Cresswind at Victoria Gardens 307 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$299,999

3 beds

|

2 baths

|

1,547 sq ft

|

House

307 HERON POINT WAY, DELAND, FL, 32724
Liberty Village 7369 SW 77TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$329,000

4 beds

|

2 baths

|

2,292 sq ft

|

House

7369 SW 77TH AVE, OCALA, FL, 34481
Community: Liberty Village
New Pelican Bay Daytona Beach 150 BLUE HERON DR B, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$239,700

3 beds

|

2 baths

|

1,365 sq ft

|

Condo

150 BLUE HERON DR B, DAYTONA BEACH, FL, ...
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.
Liberty Village 7699 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$325,000

3 beds

|

3 baths

|

2,039 sq ft

|

House

7699 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
The Villages® 1526 BLUEBERRY WAY, THE VILLAGES, FL, 32..., The Villages, FL 32162
$380,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1526 BLUEBERRY WAY, THE VILLAGES, FL, 32...
Community: The Villages®
SummerGlen 16215 SW 15TH CT, OCALA, FL, 34473, Ocala, FL 34473
$339,900

3 beds

|

2 baths

|

1,859 sq ft

|

House

16215 SW 15TH CT, OCALA, FL, 34473
Community: SummerGlen
JB Ranch 6071 SW 93RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$275,000

3 beds

|

2 baths

|

1,853 sq ft

|

House

6071 SW 93RD LOOP, OCALA, FL, 34476
Community: JB Ranch
On Top of the World 9015 SW 94TH ST D, OCALA, FL, 34481, Ocala, FL 34481
$205,000

2 beds

|

2 baths

|

1,861 sq ft

|

Villa

9015 SW 94TH ST D, 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
Solivita 890 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$559,900

2 beds

|

3 baths

|

2,343 sq ft

|

House

890 BELLA VIANA RD, KISSIMMEE, FL, 34759
Community: Solivita
Plantation at Leesburg 3923 MANOR OAKS CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$345,000

2 beds

|

2 baths

|

2,025 sq ft

|

House

3923 MANOR OAKS CT, LEESBURG, FL, 34748
SummerGlen 15235 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$279,900

3 beds

|

2 baths

|

1,802 sq ft

|

House

15235 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
On Top of the World 4903 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476
$251,980

3 beds

|

3 baths

|

1,707 sq ft

|

Townhouse

4903 SW 81ST LOOP, OCALA, FL, 34476
Community: On Top of the World
Lake Jovita Golf and Country Club 13753 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,650,000

4 beds

|

4 baths

|

3,440 sq ft

|

House

13753 CARRYBACK DR, DADE CITY, FL, 33525

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3,573 homes near Winter Garden
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