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Winter Garden, FL 55+ active adult communities & homes for sale - Page 36

3,517 homes near Winter Garden

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5 rating (1 reviews) 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
$100Ks - $700Ks
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 - $500Ks
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 - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
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3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $900Ks
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
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 (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
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 - $600Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
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Pelican Bay Daytona Beach
$100Ks - $400Ks
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
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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 (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
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Questions? Call us: (689) 407-5757
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
4 rating (7 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
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 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.
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) Sandpiper Golf & Coun...
$200Ks - $400Ks
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$100Ks - $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
Breakaway Trails
$400Ks - $800Ks
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
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 (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
4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Pine Run Estates
<$100k - $300Ks
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
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
Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
Plantation at Leesburg 5305 INGLESIDE, LEESBURG, FL, 34748, Leesburg, FL 34748
$175,000

2 beds

|

2 baths

|

1,220 sq ft

|

Manufactured Home

5305 INGLESIDE, LEESBURG, FL, 34748
Del Webb Sunbridge 2793 NATURE VIEW RD, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$665,000

4 beds

|

3 baths

|

2,761 sq ft

|

House

2793 NATURE VIEW RD, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Latitude Margaritaville 324 LOW TIDE LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$519,400

3 beds

|

2 baths

|

1,862 sq ft

|

House

324 LOW TIDE LN, DAYTONA BEACH, FL, 3212...
Harbor Hills Country Club 5132 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$734,900

3 beds

|

2 baths

|

2,466 sq ft

|

House

5132 GREENS DR, LADY LAKE, FL, 32159
Royal Harbor 4954 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$320,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

4954 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
VillageWalk at Lake Nona 12232 PESCARA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$454,900

3 beds

|

2 baths

|

1,708 sq ft

|

Villa

12232 PESCARA LN, ORLANDO, FL, 32827
Plantation at Leesburg 25300 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,000

2 beds

|

2 baths

|

1,097 sq ft

|

House

25300 HIBISCUS ST, LEESBURG, FL, 34748
Solivita 217 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$455,000

3 beds

|

3 baths

|

2,319 sq ft

|

House

217 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Latitude Margaritaville 631 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$424,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

631 LOST SHAKER WAY, 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.
Latitude Margaritaville 221 ISLAND BREEZE AVE, DAYTONA BEACH, FL..., Daytona Beach, FL 32124
$455,000

2 beds

|

2 baths

|

1,503 sq ft

|

House

221 ISLAND BREEZE AVE, DAYTONA BEACH, FL...
Latitude Margaritaville 134 SALT SHAKER ST, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$449,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

134 SALT SHAKER ST, DAYTONA BEACH, FL, 3...
New On Top of the World 8637 SW 88TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$247,500

2 beds

|

2 baths

|

1,578 sq ft

|

House

8637 SW 88TH LOOP, OCALA, FL, 34481
Community: On Top of the World
New Valencia Lakes 5103 SHADY STONE PL, WIMAUMA, FL, 33598, Wimauma, FL 33598
$450,000

3 beds

|

2 baths

|

2,001 sq ft

|

House

5103 SHADY STONE PL, WIMAUMA, FL, 33598
Community: Valencia Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Lake James 7991 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$475,000

2 beds

|

2 baths

|

1,890 sq ft

|

House

7991 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
New Mirada 10282 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$274,500

2 beds

|

2 baths

|

1,614 sq ft

|

Villa

10282 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
New The Villages® 5885 FLINT LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$799,900

3 beds

|

3 baths

|

1,977 sq ft

|

House

5885 FLINT LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
New Spruce Creek North 10780 SW 62ND AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34476
$179,900

2 beds

|

2 baths

|

960 sq ft

|

House

10780 SW 62ND AVENUE RD, OCALA, FL, 3447...
Community: Spruce Creek North
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.
New The Villages® 5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$419,900

4 beds

|

3 baths

|

1,910 sq ft

|

House

5107 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
New Valencia Lakes 15767 CRYSTAL WATERS DR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$349,900

3 beds

|

2 baths

|

2,152 sq ft

|

House

15767 CRYSTAL WATERS DR, WIMAUMA, FL, 33...
Community: Valencia Lakes
New Twin Lakes 2302 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$327,500

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2302 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Latitude Margaritaville 913 BAMA BREEZE DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$473,500

2 beds

|

2 baths

|

1,558 sq ft

|

House

913 BAMA BREEZE DR, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Tarawood 10468 S DREW BRYANT CIR, FLORAL CITY, FL..., Floral City, FL 34436
$195,000

2 beds

|

2 baths

|

1,482 sq ft

|

House

10468 S DREW BRYANT CIR, FLORAL CITY, FL...
Community: Tarawood
Plantation at Leesburg 24515 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$367,000

3 beds

|

3 baths

|

2,204 sq ft

|

House

24515 BOCAGE WAY, LEESBURG, FL, 34748
Latitude Margaritaville 208 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$434,500

2 beds

|

2 baths

|

1,482 sq ft

|

House

208 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
Harbor Hills Country Club 5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

5066 GREENS DR, LADY LAKE, FL, 32159
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 9010 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$480,000

3 beds

|

3 baths

|

2,811 sq ft

|

House

9010 SW 89TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 1906 CANTERBURY LN UNIT 32, SUN CITY CEN..., Sun City Center, FL 33573
$150,000

2 beds

|

2 baths

|

984 sq ft

|

Condo

1906 CANTERBURY LN UNIT 32, SUN CITY CEN...
Community: Sun City Center
Venetian Bay 3560 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$649,999

3 beds

|

2 baths

|

2,067 sq ft

|

House

3560 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
The Villages® 5094 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$325,000

4 beds

|

4 baths

|

2,109 sq ft

|

House

5094 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Lakeside Landings 5368 COMPASS PT # 202, OXFORD, FL, 34484, Oxford, FL 34484
$225,000

2 beds

|

2 baths

|

1,402 sq ft

|

Condo

5368 COMPASS PT # 202, OXFORD, FL, 34484
Community: Lakeside Landings
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 915 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$455,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

915 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
SummerGlen 16369 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$274,900

3 beds

|

2 baths

|

1,869 sq ft

|

House

16369 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
Stone Creek 6176 SW 93RD AVE, OCALA, FL, 34481, Ocala, FL 34481
$337,400

2 beds

|

2 baths

|

1,656 sq ft

|

House

6176 SW 93RD AVE, OCALA, FL, 34481
Community: Stone Creek
On Top of the World 9652 SW 84TH TER E, OCALA, FL, 34481, Ocala, FL 34481
$159,000

2 beds

|

2 baths

|

1,059 sq ft

|

Villa

9652 SW 84TH TER E, 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.
Lake Jovita Golf and Country Club 13143 PALMILLA CIR, DADE CITY, FL, 33525, Dade City, FL 33525
$589,900

3 beds

|

3 baths

|

2,750 sq ft

|

Villa

13143 PALMILLA CIR, DADE CITY, FL, 33525
SummerGlen 15694 SW 16TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$449,000

3 beds

|

2 baths

|

2,295 sq ft

|

House

15694 SW 16TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
Plantation at Leesburg 24526 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$330,000

3 beds

|

2 baths

|

2,145 sq ft

|

House

24526 BOCAGE WAY, LEESBURG, FL, 34748
Arlington Ridge 27106 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$437,500

3 beds

|

2 baths

|

2,436 sq ft

|

House

27106 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Oak Run 10833 SW 86TH TER, OCALA, FL, 34481, Ocala, FL 34481
$178,900

3 beds

|

2 baths

|

House

10833 SW 86TH TER, OCALA, FL, 34481
Community: Oak Run
Royal Harbor 3001 LAKE HURON LN, TAVARES, FL, 32778, Tavares, FL 32778
$349,900

3 beds

|

2 baths

|

1,920 sq ft

|

House

3001 LAKE HURON LN, TAVARES, FL, 32778
Community: Royal Harbor

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