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Winter Garden, FL 55+ active adult communities & homes for sale - Page 50

3,769 homes near Winter Garden

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
3.8 rating (14 reviews) Sun City Center
$100ks - $800ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4 rating (57 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
4.2 rating (10 reviews) Stone Creek
$200ks - $500ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
$100ks - $400ks
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 - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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.
4.6 rating (5 reviews) Ocala Preserve
$100ks - $500ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
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) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4 rating (7 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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
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
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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
4 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
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.
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
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.
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Legacy of Leesburg 5351 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,900

4 beds

|

4 baths

|

3,125 sq ft

|

House

5351 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Sun City Center 1911 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$359,950

2 beds

|

2 baths

|

2,087 sq ft

|

House

1911 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
On Top of the World 9755 SW 94TH TER A, OCALA, FL, 34481, Ocala, FL 34481
$149,999

2 beds

|

2 baths

|

1,215 sq ft

|

Villa

9755 SW 94TH TER A, OCALA, FL, 34481
Community: On Top of the World
Stone Creek 6865 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$579,999

3 beds

|

2 baths

|

2,420 sq ft

|

House

6865 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
Spruce Creek Country Club 12716 SE 91ST TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$424,900

3 beds

|

2 baths

|

2,128 sq ft

|

House

12716 SE 91ST TERRACE RD, SUMMERFIELD, F...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 401 PARROT LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$379,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

401 PARROT LN, DAYTONA BEACH, FL, 32124
The Villages® 5833 ABNEY AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$695,000

3 beds

|

3 baths

|

1,995 sq ft

|

House

5833 ABNEY AVE, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 724 VISTA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$294,900

2 beds

|

2 baths

|

1,380 sq ft

|

House

724 VISTA PL, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
6132 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$249,999

3 beds

|

2 baths

|

1,615 sq ft

|

House

6132 SW 96TH PL, OCALA, FL, 34476
Stone Creek 9395 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$379,900

3 beds

|

2 baths

|

2,016 sq ft

|

House

9395 SW 66TH LOOP, OCALA, FL, 34481
Community: Stone Creek
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.
Ocala Preserve 5662 NW 40TH PL, OCALA, FL, 34482, Ocala, FL 34482
$355,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

5662 NW 40TH PL, OCALA, FL, 34482
Community: Ocala Preserve
Stone Creek 8718 SW 59TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$412,214

2 beds

|

3 baths

|

2,116 sq ft

|

House

8718 SW 59TH LANE RD, OCALA, FL, 34481
Community: Stone Creek
SummerGlen 16411 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$389,999

3 beds

|

2 baths

|

2,456 sq ft

|

House

16411 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
The Villages® 17202 SANDALWOOD DR 202, WILDWOOD, FL, 3..., Wildwood, FL 34785
$129,900

2 beds

|

2 baths

|

1,156 sq ft

|

Condo

17202 SANDALWOOD DR 202, WILDWOOD, FL, 3...
Community: The Villages®
Cindy Certified
695 CHAMPIONS GATE BLVD, DELAND, FL, 327..., Deland, FL 32724
$380,000

3 beds

|

2 baths

|

2,029 sq ft

|

House

695 CHAMPIONS GATE BLVD, DELAND, FL, 327...
On Top of the World 10458 SW 98TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$374,000

2 beds

|

2 baths

|

1,983 sq ft

|

House

10458 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
The Villages® 3812 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$345,000

3 beds

|

2 baths

|

1,390 sq ft

|

House

3812 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek North 10740 SW 62ND AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34476
$172,000

2 beds

|

2 baths

|

1,092 sq ft

|

House

10740 SW 62ND AVENUE RD, OCALA, FL, 3447...
Community: Spruce Creek North
Stone Creek 9145 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$336,633

2 beds

|

2 baths

|

1,687 sq ft

|

House

9145 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
The Villages® 101 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$128,500

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

101 CYPRESS RD, WILDWOOD, FL, 34785
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.
Kings Ridge 3605 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$316,500

3 beds

|

2 baths

|

1,572 sq ft

|

House

3605 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Westhaven at Ovation - Townes Collection 12792 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$527,000

4 beds

|

3 baths

|

1,930 sq ft

|

Townhouse

12792 SUNSET WALK DR, WINTER GARDEN, FL,...
Valencia del Sol 4839 SEVILLA SHORES DR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$534,989

3 beds

|

2 baths

|

2,169 sq ft

|

House

4839 SEVILLA SHORES DR, WIMAUMA, FL, 335...
Community: Valencia del Sol
The Villages® 587 AUDREY LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$369,000

2 beds

|

2 baths

|

1,327 sq ft

|

Villa

587 AUDREY LN, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9382 SW 89TH COURT RD C, OCALA, FL, 3448..., Ocala, FL 34481
$145,000

2 beds

|

2 baths

|

1,237 sq ft

|

Villa

9382 SW 89TH COURT RD C, OCALA, FL, 3448...
Community: On Top of the World
Cindy Certified
1730 WYNFORD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$220,000

2 beds

|

3 baths

|

1,616 sq ft

|

House

1730 WYNFORD CIR, TAVARES, FL, 32778
Del Webb Orlando 212 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$403,900

3 beds

|

2 baths

|

1,568 sq ft

|

House

212 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Alhambra Villas Condominiums 239 N HILL AVE 110, DELAND, FL, 32724, Deland, FL 32724
$190,000

2 beds

|

2 baths

|

1,091 sq ft

|

Condo

239 N HILL AVE 110, DELAND, FL, 32724
Cindy Certified
5207 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$389,490

3 beds

|

2 baths

|

1,875 sq ft

|

House

5207 HAVEN VIEW DR, CLERMONT, FL, 34714
Liberty Village 7663 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$400,000

4 beds

|

2 baths

|

2,292 sq ft

|

House

7663 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
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.
Cindy Certified
1395 RILEY CIR, DELAND, FL, 32724, Deland, FL 32724
$349,900

3 beds

|

2 baths

|

1,511 sq ft

|

House

1395 RILEY CIR, DELAND, FL, 32724
Harbor Hills Country Club 6042 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$369,900

3 beds

|

2 baths

|

2,190 sq ft

|

Halfplex

6042 TOPSAIL RD, LADY LAKE, FL, 32159
On Top of the World 9077 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$215,000

2 beds

|

2 baths

|

1,569 sq ft

|

House

9077 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
Stonecrest 12115 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$269,000

3 beds

|

2 baths

|

1,472 sq ft

|

House

12115 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Trilogy® Orlando 395 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$399,900

2 beds

|

2 baths

|

1,848 sq ft

|

House

395 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 736 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$279,900

2 beds

|

2 baths

|

1,242 sq ft

|

House

736 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
On Top of the World 9722 SW 102ND TER, OCALA, FL, 34481, Ocala, FL 34481
$285,000

2 beds

|

2 baths

|

1,469 sq ft

|

House

9722 SW 102ND TER, OCALA, FL, 34481
Community: On Top of the World
The Villages® 810 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$289,900

2 beds

|

2 baths

|

1,203 sq ft

|

House

810 ROSEAPPLE AVE, 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
Breakaway Trails 47 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$500,000

3 beds

|

2 baths

|

2,334 sq ft

|

House

47 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
Sun City Center 1901 ANDOVER WAY 38, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$87,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

1901 ANDOVER WAY 38, SUN CITY CENTER, FL...
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.

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3,769 homes
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