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Winter Garden, FL 55+ active adult communities & homes for sale - Page 92

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
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
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
4.2 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
4.5 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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
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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
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
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
Pine Run Estates
$100ks - $200ks
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
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
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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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) Del Webb Sunbridge
$400ks - $800ks
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 (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 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.
123...4
Majestic Oaks Ocala 5659 SW 89TH PL, OCALA, FL, 34476, Ocala, FL 34476
$385,000

4 beds

|

3 baths

|

2,574 sq ft

|

House

5659 SW 89TH PL, OCALA, FL, 34476
Community: Majestic Oaks Ocala
The Reserve at Victoria 954 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724
$624,900

4 beds

|

3 baths

|

2,352 sq ft

|

House

954 MEGANO BLVD, DELAND, FL, 32724
Del Webb Orlando 507 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$380,000

4 beds

|

3 baths

|

2,616 sq ft

|

House

507 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
On Top of the World 9951 SW 88TH COURT RD B, OCALA, FL, 3448..., Ocala, FL 34481
$148,800

2 beds

|

3 baths

|

1,764 sq ft

|

Townhouse

9951 SW 88TH COURT RD B, OCALA, FL, 3448...
Community: On Top of the World
Stone Creek 9090 SW 73RD LN, OCALA, FL, 34481, Ocala, FL 34481
$319,900

2 beds

|

2 baths

|

1,708 sq ft

|

House

9090 SW 73RD LN, OCALA, FL, 34481
Community: Stone Creek
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
10665 PENNY GALE LOOP, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$349,990

3 beds

|

2 baths

|

1,510 sq ft

|

House

10665 PENNY GALE LOOP, SAN ANTONIO, FL, ...
The Villages® 1497 ALEXANDRIA PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$328,900

2 beds

|

2 baths

|

1,132 sq ft

|

Villa

1497 ALEXANDRIA PL, THE VILLAGES, FL, 32...
Community: The Villages®
Marion Landing 8342 SW 65TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$255,000

2 beds

|

2 baths

|

1,951 sq ft

|

House

8342 SW 65TH AVE, OCALA, FL, 34476
Community: Marion Landing
Marco Polo Village 10884 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$294,900

3 beds

|

2 baths

|

2,026 sq ft

|

House

10884 SW 53RD CIR, OCALA, FL, 34476
Community: Marco Polo Village
Spruce Creek North 6468 SW 107TH PL, OCALA, FL, 34476, Ocala, FL 34476
$178,000

2 beds

|

2 baths

|

1,095 sq ft

|

House

6468 SW 107TH PL, OCALA, FL, 34476
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.
Venetian Bay 672 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$600,000

4 beds

|

4 baths

|

2,748 sq ft

|

House

672 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Traditions at Lake Ruby 3923 BALDWIN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$263,900

3 beds

|

2 baths

|

1,719 sq ft

|

House

3923 BALDWIN LN, WINTER HAVEN, FL, 33884
Del Webb Sunbridge 6376 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771
$449,900

2 beds

|

2 baths

|

1,781 sq ft

|

House

6376 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
Stonecrest 17435 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$339,500

3 beds

|

2 baths

|

1,682 sq ft

|

House

17435 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Latitude Margaritaville 586 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$499,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

586 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Sun City Center 2018 INVERNESS GREENS DR 2018, SUN CITY ..., Sun City Center, FL 33573
$268,900

3 beds

|

2 baths

|

1,339 sq ft

|

Condo

2018 INVERNESS GREENS DR 2018, SUN CITY ...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 375 SIMPSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$399,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

375 SIMPSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
Sun City Center 1609 LAUGHTON PL, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$169,900

2 beds

|

2 baths

|

1,444 sq ft

|

Condo

1609 LAUGHTON PL, SUN CITY CENTER, FL, 3...
Community: Sun City Center
On Top of the World 9365 SW 94TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$290,000

3 beds

|

2 baths

|

2,063 sq ft

|

House

9365 SW 94TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Highlands Ridge 2765 E WATERVIEW DR, AVON PARK, FL, 3382..., Avon Park, FL 33825
$119,900

2 beds

|

2 baths

|

1,400 sq ft

|

Mobile Home

2765 E WATERVIEW DR, AVON PARK, FL, 3382...
Community: Highlands Ridge
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 4202 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$389,900

2 beds

|

2 baths

|

1,968 sq ft

|

House

4202 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 313 SANTA BARBARA LN, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$445,000

2 beds

|

3 baths

|

2,343 sq ft

|

House

313 SANTA BARBARA LN, KISSIMMEE, FL, 347...
Community: Solivita
Highland Lakes 6033 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,632 sq ft

|

House

6033 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Cindy Certified
5050 SW 91ST PL, OCALA, FL, 34476, Ocala, FL 34476
$285,000

4 beds

|

2 baths

|

1,873 sq ft

|

House

5050 SW 91ST PL, OCALA, FL, 34476
Stone Creek 9412 SW 53RD PL, OCALA, FL, 34481, Ocala, FL 34481
$267,500

2 beds

|

2 baths

|

1,432 sq ft

|

House

9412 SW 53RD PL, OCALA, FL, 34481
Community: Stone Creek
Ocala Preserve 4378 NW 54TH TER, OCALA, FL, 34482, Ocala, FL 34482
$465,000

3 beds

|

3 baths

|

2,362 sq ft

|

House

4378 NW 54TH TER, OCALA, FL, 34482
Community: Ocala Preserve
Tohoqua Reserve 2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$412,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pine Run Estates 9035 SW 102ND PL, OCALA, FL, 34481, Ocala, FL 34481
$130,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

9035 SW 102ND PL, OCALA, FL, 34481
Community: Pine Run Estates
Tampa Bay Golf and Country Club 29417 CADDYSHACK LN, SAN ANTONIO, FL, 33..., San Antonio, FL 33576
$259,000

3 beds

|

2 baths

|

1,384 sq ft

|

Villa

29417 CADDYSHACK LN, SAN ANTONIO, FL, 33...
Spruce Creek Country Club 13944 SE 96TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$419,900

3 beds

|

2 baths

|

2,120 sq ft

|

House

13944 SE 96TH CIR, SUMMERFIELD, FL, 3449...
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.
Sun City Center 1209 WILD FEATHER LN, SUN CITY CENTER, F..., Sun City Center, FL 33573
$225,700

2 beds

|

2 baths

|

1,860 sq ft

|

House

1209 WILD FEATHER LN, SUN CITY CENTER, F...
Community: Sun City Center
Spruce Creek Preserve 11879 SW 137TH LOOP, DUNNELLON, FL, 3443..., Dunnellon, FL 34432
$179,900

2 beds

|

1 baths

|

943 sq ft

|

House

11879 SW 137TH LOOP, DUNNELLON, FL, 3443...
Royal Highlands 4738 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748
$304,999

3 beds

|

2 baths

|

1,892 sq ft

|

House

4738 ST ANDREWS ARC, LEESBURG, FL, 34748
Community: Royal Highlands
Arlington Ridge 3507 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$289,900

2 beds

|

2 baths

|

1,476 sq ft

|

House

3507 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Summer Trees 79 CYPRESS POND RD 79, PORT ORANGE, FL, ..., Port Orange, FL 32128
$220,000

2 beds

|

2 baths

|

888 sq ft

|

Condo

79 CYPRESS POND RD 79, PORT ORANGE, FL, ...
Community: Summer Trees
Spruce Creek Country Club 12855 SE 92ND COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$329,900

2 beds

|

2 baths

|

1,995 sq ft

|

House

12855 SE 92ND COURT RD, SUMMERFIELD, FL,...
Sun City Center 201 BEDFORD ST 79, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$130,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

201 BEDFORD ST 79, SUN CITY CENTER, FL, ...
Community: Sun City Center
Sun City Center 702 CYPRESS PL, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$345,000

3 beds

|

2 baths

|

1,810 sq ft

|

House

702 CYPRESS PL, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Carlsberg Estates on Lake Suzanne 464 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$310,000

3 beds

|

2 baths

|

1,429 sq ft

|

House

464 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Pelican Bay Daytona Beach 133 BLUE HERON DR D, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$183,500

2 beds

|

2 baths

|

1,242 sq ft

|

Condo

133 BLUE HERON DR D, 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.

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3,769 homes
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