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Winter Garden, FL 55+ active adult communities & homes for sale - Page 85

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
Spruce Creek Country Club 13863 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,844 sq ft

|

House

13863 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Oak Run 8137 SW 117TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$194,999

2 beds

|

2 baths

|

1,148 sq ft

|

House

8137 SW 117TH LOOP, OCALA, FL, 34481
Community: Oak Run
Sun City Center 1904 CANTERBURY LN 18, SUN CITY CENTER, ..., Sun City Center, FL 33573
$104,900

2 beds

|

2 baths

|

984 sq ft

|

Condo

1904 CANTERBURY LN 18, SUN CITY CENTER, ...
Community: Sun City Center
Pennbrooke Fairways 751 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,900

3 beds

|

2 baths

|

1,753 sq ft

|

House

751 OLD OAKS LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
On Top of the World 10287 SW 96TH LN, OCALA, FL, 34481, Ocala, FL 34481
$439,000

3 beds

|

3 baths

|

2,476 sq ft

|

House

10287 SW 96TH LN, 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
Del Webb Sunbridge 2793 NATURE VIEW RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$659,000

4 beds

|

3 baths

|

2,761 sq ft

|

House

2793 NATURE VIEW RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
On Top of the World 9801 SW 88TH TER B, OCALA, FL, 34481, Ocala, FL 34481
$139,000

2 beds

|

2 baths

|

1,249 sq ft

|

Villa

9801 SW 88TH TER B, OCALA, FL, 34481
Community: On Top of the World
Four Seasons at Orlando 2233 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$515,000

3 beds

|

2 baths

|

2,042 sq ft

|

House

2233 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
Plantation at Leesburg 25243 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

3 baths

|

2,529 sq ft

|

House

25243 RIVER CREST DR, LEESBURG, FL, 3474...
Southshore Bay 16913 ANCHOR ROOT ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$425,000

3 beds

|

2 baths

|

1,761 sq ft

|

House

16913 ANCHOR ROOT ST, WIMAUMA, FL, 33598
Community: Southshore 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.
Sun City Center 420 S BROCKFIELD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$335,000

2 beds

|

2 baths

|

1,656 sq ft

|

House

420 S BROCKFIELD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Valencia Lakes 16227 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$429,500

4 beds

|

3 baths

|

2,419 sq ft

|

House

16227 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
On Top of the World 9577 SW 82ND STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$589,000

3 beds

|

3 baths

|

2,171 sq ft

|

House

9577 SW 82ND STREET RD, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 2916 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$350,000

3 beds

|

3 baths

|

1,754 sq ft

|

House

2916 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
On Top of the World 10569 SW 98TH PL, OCALA, FL, 34481, Ocala, FL 34481
$357,000

2 beds

|

2 baths

|

1,718 sq ft

|

House

10569 SW 98TH PL, OCALA, FL, 34481
Community: On Top of the World
Valencia Ridge 32523 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$799,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

32523 NEROLI ST, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lakes of Mount Dora 3975 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$377,190

2 beds

|

2 baths

|

1,402 sq ft

|

House

3975 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Highland Fairways 3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$224,900

2 beds

|

2 baths

|

1,045 sq ft

|

House

3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Pelican Bay Daytona Beach 102 BLUE HERON DR A, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$167,500

2 beds

|

2 baths

|

1,237 sq ft

|

Condo

102 BLUE HERON DR A, DAYTONA BEACH, FL, ...
Four Seasons at Orlando 7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$695,000

3 beds

|

3 baths

|

2,754 sq ft

|

House

7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
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.
Stone Creek 8606 SW 61ST LOOP, OCALA, FL, 34481, Ocala, FL 34481
$695,000

3 beds

|

3 baths

|

2,512 sq ft

|

House

8606 SW 61ST LOOP, OCALA, FL, 34481
Community: Stone Creek
Latitude Margaritaville 786 JOLLYMON WAY, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$689,900

3 beds

|

3 baths

|

2,394 sq ft

|

House

786 JOLLYMON WAY, DAYTONA BEACH, FL, 321...
Solivita 619 TAPATIO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$559,999

5 beds

|

5 baths

|

2,881 sq ft

|

House

619 TAPATIO LN, KISSIMMEE, FL, 34759
Community: Solivita
Ocala Palms 2158 NW 50TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$199,999

2 beds

|

2 baths

|

990 sq ft

|

House

2158 NW 50TH AVE, OCALA, FL, 34482
Community: Ocala Palms
Venetian Bay 3322 MODENA WAY, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$599,000

3 beds

|

2 baths

|

1,916 sq ft

|

House

3322 MODENA WAY, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Solivita 537 MONTAGE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$538,900

3 beds

|

3 baths

|

2,441 sq ft

|

House

537 MONTAGE LN, KISSIMMEE, FL, 34759
Community: Solivita
Plantation at Leesburg 25800 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

3 beds

|

2 baths

|

1,653 sq ft

|

House

25800 BELLE HELENE, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spring Lake Towers 700 MIRROR TER 303, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$99,900

2 beds

|

2 baths

|

1,029 sq ft

|

Condo

700 MIRROR TER 303, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Ocala Preserve 5610 NW 37TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$260,000

2 beds

|

2 baths

|

1,454 sq ft

|

House

5610 NW 37TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Colonnades 4965 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$228,000

2 beds

|

2 baths

|

1,350 sq ft

|

House

4965 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
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 Lakes at Harmony 3144 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$370,000

3 beds

|

2 baths

|

1,852 sq ft

|

House

3144 SONGBIRD CIR, HARMONY, FL, 34773
Stonecrest 17816 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$249,999

3 beds

|

3 baths

|

1,741 sq ft

|

House

17816 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
On Top of the World 9452 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$331,450

2 beds

|

2 baths

|

1,947 sq ft

|

House

9452 SW 93RD LOOP, OCALA, FL, 34481
Community: On Top of the World
Plantation at Leesburg 25333 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$260,000

3 beds

|

2 baths

|

1,737 sq ft

|

House

25333 RIVER CREST DR, LEESBURG, FL, 3474...
Solivita 429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$449,900

2 beds

|

3 baths

|

2,345 sq ft

|

House

429 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$564,900

3 beds

|

4 baths

|

2,616 sq ft

|

House

772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
Lake Jovita Golf and Country Club 13805 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,150,000

3 beds

|

4 baths

|

3,201 sq ft

|

House

13805 CARRYBACK DR, DADE CITY, FL, 33525
Twin Lakes 2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$525,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Plantation at Leesburg 25339 CRESTWATER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$286,900

3 beds

|

2 baths

|

1,765 sq ft

|

House

25339 CRESTWATER DR, LEESBURG, FL, 34748
Latitude Margaritaville 1082 CASTAWAY CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$519,900

2 beds

|

2 baths

|

1,681 sq ft

|

House

1082 CASTAWAY CT, DAYTONA BEACH, FL, 321...
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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