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Winter Garden, FL 55+ active adult communities & homes for sale - Page 66

3,497 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 (56 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
4.7 rating (18 reviews) Solivita
$300ks - $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
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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
Venetian Bay
$300ks - $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.
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 (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 (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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 (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Lake Jovita Golf and Coun...
$400ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 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
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.
3.6 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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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.
12...3
Heritage Landings 2805 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$320,000

3 beds

|

2 baths

|

1,711 sq ft

|

House

2805 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Lakes of Mount Dora 3003 NEW HAVEN PL, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$389,000

3 beds

|

2 baths

|

1,794 sq ft

|

House

3003 NEW HAVEN PL, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
Plantation at Leesburg 4900 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,900

2 beds

|

2 baths

|

1,289 sq ft

|

House

4900 HERON RUN CIR, LEESBURG, FL, 34748
Trilogy® Orlando 321 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$289,000

2 beds

|

2 baths

|

1,269 sq ft

|

House

321 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Pine Run Estates 10041 SW 97TH CT, OCALA, FL, 34481, Ocala, FL 34481
$230,000

3 beds

|

2 baths

|

1,456 sq ft

|

House

10041 SW 97TH CT, OCALA, FL, 34481
Community: Pine Run Estates
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 1902 ANDOVER ST 198, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$134,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

1902 ANDOVER ST 198, SUN CITY CENTER, FL...
Community: Sun City Center
Valencia del Sol 4888 SEVILLA SHORES DR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$539,999

4 beds

|

3 baths

|

2,202 sq ft

|

House

4888 SEVILLA SHORES DR, WIMAUMA, FL, 335...
Community: Valencia del Sol
The Villages® 619 SAINT ANDREWS BLVD, THE VILLAGES, FL..., The Villages, FL 32159
$229,900

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

619 SAINT ANDREWS BLVD, THE VILLAGES, FL...
Community: The Villages®
Royal Highlands 21623 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$358,000

3 beds

|

2 baths

|

1,909 sq ft

|

House

21623 REGENCY PARK LN, LEESBURG, FL, 347...
Community: Royal Highlands
Venetian Bay 3070 TIGER PALM WAY, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$640,495

5 beds

|

5 baths

|

3,349 sq ft

|

House

3070 TIGER PALM WAY, NEW SMYRNA BEACH, F...
Community: Venetian Bay
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 3143 TIGER PALM WAY, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$533,990

4 beds

|

4 baths

|

3,136 sq ft

|

House

3143 TIGER PALM WAY, NEW SMYRNA BEACH, F...
Community: Venetian Bay
Venetian Bay 125 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$485,873

4 beds

|

3 baths

|

2,208 sq ft

|

House

125 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Venetian Bay 3139 TIGER PALM WAY, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$461,990

4 beds

|

3 baths

|

2,208 sq ft

|

House

3139 TIGER PALM WAY, NEW SMYRNA BEACH, F...
Community: Venetian Bay
Venetian Bay 3135 TIGER PALM WAY, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$411,990

3 beds

|

2 baths

|

1,898 sq ft

|

House

3135 TIGER PALM WAY, NEW SMYRNA BEACH, F...
Community: Venetian Bay
Venetian Bay 3147 TIGER PALM WAY, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$548,080

5 beds

|

3 baths

|

3,184 sq ft

|

House

3147 TIGER PALM WAY, NEW SMYRNA BEACH, F...
Community: Venetian Bay
Latitude Margaritaville 237 SAND BAR LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$519,900

2 beds

|

2 baths

|

1,681 sq ft

|

House

237 SAND BAR LN, DAYTONA BEACH, FL, 3212...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Breakaway Trails 15 CIRCLE CREEK WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$509,900

3 beds

|

2 baths

|

1,875 sq ft

|

House

15 CIRCLE CREEK WAY, ORMOND BEACH, FL, 3...
Community: Breakaway Trails
Lakes of Mount Dora 2154 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$539,000

2 beds

|

2 baths

|

1,958 sq ft

|

House

2154 WALLINGFORD LOOP, MOUNT DORA, FL, 3...
Community: Lakes of Mount Dora
Stone Creek 5770 SW 93RD CT, OCALA, FL, 34481, Ocala, FL 34481
$581,000

3 beds

|

3 baths

|

2,110 sq ft

|

House

5770 SW 93RD CT, OCALA, FL, 34481
Community: Stone Creek
Solivita 729 GLENDORA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$434,900

3 beds

|

3 baths

|

2,325 sq ft

|

House

729 GLENDORA DR, KISSIMMEE, FL, 34759
Community: Solivita
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.
Valencia del Sol 4717 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$375,000

2 beds

|

2 baths

|

1,648 sq ft

|

Villa

4717 AVILA LAKES DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Valencia del Sol 4715 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$450,000

2 beds

|

3 baths

|

2,040 sq ft

|

Villa

4715 AVILA LAKES DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
On Top of the World 8891 SW 96TH LN A, OCALA, FL, 34481, Ocala, FL 34481
$179,000

2 beds

|

2 baths

|

1,748 sq ft

|

Villa

8891 SW 96TH LN A, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 332 CLUB MANOR DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$169,900

2 beds

|

2 baths

|

1,516 sq ft

|

Condo

332 CLUB MANOR DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Solivita 405 BALBOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$375,000

3 beds

|

3 baths

|

2,350 sq ft

|

House

405 BALBOA DR, KISSIMMEE, FL, 34759
Community: Solivita
Lakes of Mount Dora 3963 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$407,990

3 beds

|

2 baths

|

1,732 sq ft

|

House

3963 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
The Villages® 1433 ARBOR TRL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$358,000

3 beds

|

2 baths

|

1,490 sq ft

|

House

1433 ARBOR TRL, 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
Traditions at Lake Ruby 2733 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$359,500

3 beds

|

3 baths

|

2,032 sq ft

|

House

2733 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Marion Landing 8480 SW 61ST TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476
$240,000

2 beds

|

2 baths

|

1,582 sq ft

|

House

8480 SW 61ST TERRACE RD, OCALA, FL, 3447...
Community: Marion Landing
Stonecrest 11193 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$340,000

3 beds

|

2 baths

|

1,974 sq ft

|

House

11193 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
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 10453 SW 99TH LN, OCALA, FL, 34481, Ocala, FL 34481
$499,900

2 beds

|

2 baths

|

2,097 sq ft

|

House

10453 SW 99TH LN, OCALA, FL, 34481
Community: On Top of the World
Sullivan Ranch 20946 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757
$595,000

6 beds

|

4 baths

|

3,499 sq ft

|

House

20946 SULLIVAN RANCH BLVD, MOUNT DORA, F...
Community: Sullivan Ranch
Palm Cay 8305 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481
$229,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

8305 SW 107TH PL, OCALA, FL, 34481
Community: Palm Cay
Valencia del Sol 15433 SANTA POLA DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$349,900

2 beds

|

2 baths

|

1,599 sq ft

|

House

15433 SANTA POLA DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Trilogy® Orlando 383 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$324,700

2 beds

|

2 baths

|

1,568 sq ft

|

Villa

383 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Arlington Ridge 27143 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,000

3 beds

|

2 baths

|

1,699 sq ft

|

House

27143 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Majestic Oaks Ocala 5583 SW 83RD LN, OCALA, FL, 34476, Ocala, FL 34476
$325,000

3 beds

|

2 baths

|

2,127 sq ft

|

House

5583 SW 83RD LN, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Tampa Bay Golf and Country Club 29146 PRINCEVILLE DR, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$339,000

2 beds

|

2 baths

|

1,777 sq ft

|

House

29146 PRINCEVILLE DR, SAN ANTONIO, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 4515 BIGGS PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,350,000

3 beds

|

3 baths

|

2,837 sq ft

|

House

4515 BIGGS PL, THE VILLAGES, FL, 32163
Community: The Villages®
Stone Creek 7639 SW 94TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$315,000

2 beds

|

2 baths

|

1,432 sq ft

|

House

7639 SW 94TH CIR, 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.

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3,497 homes
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