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Winter Garden, FL 55+ active adult communities & homes for sale - Page 17

3,495 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) VillageWalk at Lake Nona
$300Ks - $1Ms
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
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
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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
Sun City Center 2304 GLENMORE CIR 327, SUN CITY CENTER, ..., Sun City Center, FL 33573
$154,900

2 beds

|

2 baths

|

984 sq ft

|

Condo

2304 GLENMORE CIR 327, SUN CITY CENTER, ...
Community: Sun City Center
On Top of the World 8237 SW 78TH TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476
$270,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

8237 SW 78TH TERRACE RD, OCALA, FL, 3447...
Community: On Top of the World
Valencia Lakes 4908 SANDY BROOK CIR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$410,000

3 beds

|

3 baths

|

2,799 sq ft

|

House

4908 SANDY BROOK CIR, WIMAUMA, FL, 33598
Community: Valencia Lakes
The Villages® 16822 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162
$510,000

3 beds

|

2 baths

|

1,995 sq ft

|

House

16822 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
Ocala Preserve 4474 NW 53RD AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482
$525,000

3 beds

|

3 baths

|

2,659 sq ft

|

House

4474 NW 53RD AVENUE RD, OCALA, FL, 34482
Community: Ocala Preserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 17635 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,237 sq ft

|

House

17635 SE 92ND GRANTHAM TER, THE VILLAGES...
Community: The Villages®
The Villages® 438 GROVEWOOD PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$339,900

3 beds

|

2 baths

|

1,397 sq ft

|

Villa

438 GROVEWOOD PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Stone Creek 6184 SW 89TH CT, OCALA, FL, 34481, Ocala, FL 34481
$489,900

2 beds

|

3 baths

|

2,110 sq ft

|

House

6184 SW 89TH CT, OCALA, FL, 34481
Community: Stone Creek
The Villages® 904 MAYNARD PATH, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$625,000

3 beds

|

2 baths

|

1,944 sq ft

|

House

904 MAYNARD PATH, THE VILLAGES, FL, 3216...
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® 219 CARRERA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$685,900

3 beds

|

2 baths

|

1,831 sq ft

|

House

219 CARRERA DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 16938 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$271,900

2 beds

|

2 baths

|

1,163 sq ft

|

House

16938 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
Latitude Margaritaville 1082 CASTAWAY CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$535,000

2 beds

|

2 baths

|

1,684 sq ft

|

House

1082 CASTAWAY CT, DAYTONA BEACH, FL, 321...
Southshore Bay 16805 BANNER SHELL PL, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$595,000

3 beds

|

3 baths

|

2,651 sq ft

|

House

16805 BANNER SHELL PL, WIMAUMA, FL, 3359...
Community: Southshore Bay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 5609 HANCOCK DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$135,000

2 beds

|

1 baths

|

660 sq ft

|

Mobile Home

5609 HANCOCK DR, WILDWOOD, FL, 34785
Community: The Villages®
On Top of the World 9331 SW 84TH TER D, OCALA, FL, 34481, Ocala, FL 34481
$140,000

2 beds

|

2 baths

|

1,151 sq ft

|

Villa

9331 SW 84TH TER D, OCALA, FL, 34481
Community: On Top of the World
New The Villages® 17716 SE 89TH MILFORD AVE, THE VILLAGES,..., The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

17716 SE 89TH MILFORD AVE, THE VILLAGES,...
Community: The Villages®
The Villages® 503 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$340,000

3 beds

|

2 baths

|

1,467 sq ft

|

House

503 ARBELLA LOOP, THE VILLAGES, FL, 3216...
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.
On Top of the World 9602 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$259,900

2 beds

|

2 baths

|

1,517 sq ft

|

House

9602 SW 93RD LOOP, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1482 AZTECA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$350,000

2 beds

|

2 baths

|

1,499 sq ft

|

Villa

1482 AZTECA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Sun City Center 2510 LOCKSLEY ST # 2510, SUN CITY CENTER..., Sun City Center, FL 33573
$255,500

2 beds

|

2 baths

|

1,394 sq ft

|

Condo

2510 LOCKSLEY ST # 2510, SUN CITY CENTER...
Community: Sun City Center
Lake Jovita Golf and Country Club 34516 HEAVENLY LN, DADE CITY, FL, 33525, Dade City, FL 33525
$699,900

4 beds

|

3 baths

|

2,376 sq ft

|

House

34516 HEAVENLY LN, DADE CITY, FL, 33525
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 9053 SW 103RD AVE, OCALA, FL, 34481, Ocala, FL 34481
$289,900

2 beds

|

2 baths

|

1,766 sq ft

|

House

9053 SW 103RD AVE, OCALA, FL, 34481
Community: On Top of the World
New The Villages® 5754 SHEALY AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$424,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

5754 SHEALY AVE, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 4515 BIGGS PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,375,000

3 beds

|

3 baths

|

2,837 sq ft

|

House

4515 BIGGS PL, THE VILLAGES, FL, 32163
Community: The Villages®
On Top of the World 9088 SW 95TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$244,900

3 beds

|

2 baths

|

1,745 sq ft

|

House

9088 SW 95TH AVE, 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.
On Top of the World 8251 SW 84TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$359,000

3 beds

|

2 baths

|

2,161 sq ft

|

House

8251 SW 84TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 360 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$299,000

2 beds

|

3 baths

|

1,837 sq ft

|

Townhouse

360 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 978 SMYRNA ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,397 sq ft

|

Villa

978 SMYRNA ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 926 LONG LEAF LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$449,999

3 beds

|

2 baths

|

1,541 sq ft

|

House

926 LONG LEAF LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1220 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$190,000

2 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

1220 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 879 CHAPMAN LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,621 sq ft

|

House

879 CHAPMAN LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1757 FLAGSTONE TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$525,000

3 beds

|

2 baths

|

1,602 sq ft

|

House

1757 FLAGSTONE TER, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1001 MATTHEW AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$224,900

2 beds

|

2 baths

|

1,149 sq ft

|

Manufactured Home

1001 MATTHEW AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 17211 SE 85TH WILLOWICK CIR, THE VILLAGE..., The Villages, FL 32162
$575,000

3 beds

|

2 baths

|

2,350 sq ft

|

House

17211 SE 85TH WILLOWICK CIR, 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 Villages® 9191 SE 166TH SPRUNG LN, THE VILLAGES, F..., The Villages, FL 32162
$365,000

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

9191 SE 166TH SPRUNG LN, THE VILLAGES, F...
Community: The Villages®
The Villages® 1542 WYATT AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,530 sq ft

|

House

1542 WYATT AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Stone Creek 9646 SW 67TH ST, OCALA, FL, 34481, Ocala, FL 34481
$525,000

2 beds

|

2 baths

|

2,039 sq ft

|

House

9646 SW 67TH ST, OCALA, FL, 34481
Community: Stone Creek
The Villages® 825 ULELAH ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$539,000

3 beds

|

2 baths

|

2,096 sq ft

|

House

825 ULELAH ST, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 17271 SE 93RD DEMOSS CT, THE VILLAGES, F..., The Villages, FL 32162
$253,000

2 beds

|

2 baths

|

1,167 sq ft

|

House

17271 SE 93RD DEMOSS CT, THE VILLAGES, F...
Community: The Villages®
The Villages® 17720 SE 84TH PEYTON CT, THE VILLAGES, F..., The Villages, FL 32162
$399,900

3 beds

|

2 baths

|

1,733 sq ft

|

Villa

17720 SE 84TH PEYTON CT, THE VILLAGES, F...
Community: The Villages®

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