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Winter Garden, FL 55+ active adult communities & homes for sale - Page 25

3,218 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
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
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
4.5 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
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
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 - $300ks
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
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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 (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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 (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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
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
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
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
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.
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 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
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 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.
12...3
Stone Creek 9426 SW 54TH ST, OCALA, FL, 34481, Ocala, FL 34481
$368,863

3 beds

|

2 baths

|

1,695 sq ft

|

House

9426 SW 54TH ST, OCALA, FL, 34481
Community: Stone Creek
Sun City Center 1620 BENTWOOD DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$214,900

2 beds

|

2 baths

|

1,756 sq ft

|

House

1620 BENTWOOD DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Lakes at Laurel Highlands 2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33..., Lakeland, FL 33811
$314,900

3 beds

|

2 baths

|

1,711 sq ft

|

House

2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33...
On Top of the World 9026 SW 89TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$434,900

2 beds

|

2 baths

|

2,097 sq ft

|

House

9026 SW 89TH STREET RD, OCALA, FL, 34481
Community: On Top of the World
Plantation at Leesburg 25114 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,343 sq ft

|

House

25114 CRANES ROOST CIR, LEESBURG, FL, 34...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Summer Trees 32 SUMMER TREES RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$199,999

2 beds

|

2 baths

|

972 sq ft

|

House

32 SUMMER TREES RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Four Seasons at Orlando 2071 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$549,000

3 beds

|

2 baths

|

2,066 sq ft

|

House

2071 LIMESTONE TRL, KISSIMMEE, FL, 34747
Colonnades 4890 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$228,900

2 beds

|

2 baths

|

1,325 sq ft

|

House

4890 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
On Top of the World 8666 SW 92ND LN F, OCALA, FL, 34481, Ocala, FL 34481
$197,500

2 beds

|

2 baths

|

1,748 sq ft

|

Villa

8666 SW 92ND LN F, OCALA, FL, 34481
Community: On Top of the World
The Villages® 2547 DIVIDING CREEK PATH, THE VILLAGES, ..., The Villages, FL 32162
$779,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

2547 DIVIDING CREEK PATH, THE VILLAGES, ...
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.
Sun City Center 1411 JACOBSON CIR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$389,800

3 beds

|

4 baths

|

2,354 sq ft

|

House

1411 JACOBSON CIR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Sun City Center 2417 LANCASTER DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$189,000

2 beds

|

2 baths

|

1,394 sq ft

|

Condo

2417 LANCASTER DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Latitude Margaritaville 710 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$549,900

2 beds

|

3 baths

|

1,748 sq ft

|

House

710 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Venetian Bay 3547 CASALTA CIR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$389,000

3 beds

|

2 baths

|

1,961 sq ft

|

Townhouse

3547 CASALTA CIR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Pelican Bay Daytona Beach 816 SEA DUCK DR, DAYTONA BEACH, FL, 3211..., Daytona Beach, FL 32119
$499,900

4 beds

|

3 baths

|

2,592 sq ft

|

House

816 SEA DUCK DR, DAYTONA BEACH, FL, 3211...
The Villages® 914 MENDOZA BLVD, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$330,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

914 MENDOZA BLVD, THE VILLAGES, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Plantation at Leesburg 25035 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$174,000

2 beds

|

2 baths

|

1,376 sq ft

|

Manufactured Home

25035 BELLEVUE, LEESBURG, FL, 34748
Royal Highlands 5825 PRINCESS CAROLINE PL, LEESBURG, FL,..., Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

2,023 sq ft

|

House

5825 PRINCESS CAROLINE PL, LEESBURG, FL,...
Community: Royal Highlands
On Top of the World 9110 SW 89TH TER A, OCALA, FL, 34481, Ocala, FL 34481
$171,888

2 beds

|

2 baths

|

1,688 sq ft

|

Villa

9110 SW 89TH TER A, OCALA, FL, 34481
Community: On Top of the World
Breakaway Trails 43 WINDING CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$525,000

4 beds

|

3 baths

|

2,243 sq ft

|

House

43 WINDING CREEK WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
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® 3189 DARIEN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$895,000

3 beds

|

2 baths

|

1,727 sq ft

|

House

3189 DARIEN WAY, THE VILLAGES, FL, 32162
Community: The Villages®
SummerGlen 1508 SW 161ST PL, OCALA, FL, 34473, Ocala, FL 34473
$279,900

3 beds

|

2 baths

|

1,794 sq ft

|

House

1508 SW 161ST PL, OCALA, FL, 34473
Community: SummerGlen
Del Webb Orlando 418 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$346,500

3 beds

|

2 baths

|

1,713 sq ft

|

House

418 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Ocala Preserve 4351 NW 54TH TER, OCALA, FL, 34482, Ocala, FL 34482
$479,000

2 beds

|

3 baths

|

2,059 sq ft

|

House

4351 NW 54TH TER, OCALA, FL, 34482
Community: Ocala Preserve
Sullivan Ranch 30115 CHEVAL ST, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$409,900

3 beds

|

2 baths

|

2,164 sq ft

|

House

30115 CHEVAL ST, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
The Villages® 712 SHELTON ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,000

2 beds

|

2 baths

|

1,352 sq ft

|

House

712 SHELTON ST, THE VILLAGES, FL, 32163
Community: The Villages®
Heritage Landings 2778 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$325,000

3 beds

|

2 baths

|

1,685 sq ft

|

House

2778 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lakes at Laurel Highlands 2778 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$325,000

3 beds

|

2 baths

|

1,685 sq ft

|

House

2778 CANYON CREST DR, LAKELAND, FL, 3381...
Sandpiper Golf & Country Club 6068 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$345,000

2 beds

|

2 baths

|

1,762 sq ft

|

House

6068 SWALLOW DR, LAKELAND, FL, 33809
Oak Run 8170 SW 109TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$239,900

3 beds

|

2 baths

|

1,968 sq ft

|

House

8170 SW 109TH STREET RD, OCALA, FL, 3448...
Community: Oak Run
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 1305 CRYSTAL GREENS DR, SUN CITY CENTER,..., Sun City Center, FL 33573
$425,000

3 beds

|

2 baths

|

2,079 sq ft

|

House

1305 CRYSTAL GREENS DR, SUN CITY CENTER,...
Community: Sun City Center
Highland Lakes 25904 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$322,500

3 beds

|

2 baths

|

2,153 sq ft

|

House

25904 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Lakes of Mount Dora 2003 BAYSIDE AVE, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$515,000

3 beds

|

2 baths

|

1,864 sq ft

|

House

2003 BAYSIDE AVE, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
Cherrywood 5968 SW 103 LOOP, OCALA, FL, 34476, Ocala, FL 34476
$259,000

3 beds

|

2 baths

|

1,713 sq ft

|

House

5968 SW 103 LOOP, OCALA, FL, 34476
Community: Cherrywood
Sun City Center 1801 BEDFORD TER 227, SUN CITY CENTER, F..., Sun City Center, FL 33573
$110,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

1801 BEDFORD TER 227, SUN CITY CENTER, F...
Community: Sun City Center
Valencia del Sol 4844 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$449,500

3 beds

|

3 baths

|

1,954 sq ft

|

House

4844 AVILA LAKES DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Lake James 7835 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$479,000

3 beds

|

2 baths

|

2,175 sq ft

|

House

7835 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
On Top of the World 10344 SW 98TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$575,000

3 beds

|

3 baths

|

2,703 sq ft

|

House

10344 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
Thunderbird Hill 3721 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$190,000

2 beds

|

2 baths

|

1,035 sq ft

|

Villa

3721 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Spring Lake Towers 700 MIRROR TER 507, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$164,900

2 beds

|

2 baths

|

1,351 sq ft

|

Condo

700 MIRROR TER 507, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
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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3,218 homes
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