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Winter Garden, FL 55+ active adult communities & homes for sale - Page 52

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.
123...4
Cresswind at Hammock Oaks 960 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$708,875

3 beds

|

3 baths

|

2,490 sq ft

|

House

960 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
Cindy Certified
32337 CONCHSHELL SAIL ST, WESLEY CHAPEL,..., Wesley Chapel, FL 33545
$539,000

4 beds

|

4 baths

|

2,787 sq ft

|

House

32337 CONCHSHELL SAIL ST, WESLEY CHAPEL,...
Sun City Center 684 ALLEGHENY DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$310,000

2 beds

|

2 baths

|

1,811 sq ft

|

House

684 ALLEGHENY DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Cindy Certified
5041 CASPIAN ST, ST CLOUD, FL, 34771, St Cloud, FL 34771
$335,000

4 beds

|

3 baths

|

1,825 sq ft

|

Townhouse

5041 CASPIAN ST, ST CLOUD, FL, 34771
Plantation at Leesburg 5540 HAMLIN CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$268,000

2 beds

|

2 baths

|

1,820 sq ft

|

House

5540 HAMLIN CT, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
15712 SACILE LN, BRADENTON, FL, 34211, Bradenton, FL 34211
$499,000

2 beds

|

2 baths

|

1,558 sq ft

|

Villa

15712 SACILE LN, BRADENTON, FL, 34211
Lakes of Mount Dora 8461 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$929,835

3 beds

|

3 baths

|

3,147 sq ft

|

House

8461 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Stone Creek 9426 SW 54TH ST, OCALA, FL, 34481, Ocala, FL 34481
$358,853

3 beds

|

2 baths

|

1,695 sq ft

|

House

9426 SW 54TH ST, OCALA, FL, 34481
Community: Stone Creek
Lakes at Laurel Highlands 2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33..., Lakeland, FL 33811
$309,999

3 beds

|

2 baths

|

1,711 sq ft

|

House

2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33...
Sandpiper Golf & Country Club 5767 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

2 beds

|

2 baths

|

1,852 sq ft

|

House

5767 SANDPIPERS DR, LAKELAND, FL, 33809
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 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
Cindy Certified
357 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$327,500

3 beds

|

2 baths

|

1,593 sq ft

|

House

357 NOVA DR, DAVENPORT, FL, 33837
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
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
$189,900

2 beds

|

2 baths

|

1,748 sq ft

|

Villa

8666 SW 92ND LN F, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 1411 JACOBSON CIR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$369,800

3 beds

|

4 baths

|

2,354 sq ft

|

House

1411 JACOBSON CIR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
3046 KINGSMAN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$424,990

4 beds

|

3 baths

|

2,108 sq ft

|

House

3046 KINGSMAN TRL, ORMOND BEACH, FL, 321...
Cindy Certified
3001 KINGSMAN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$440,000

4 beds

|

3 baths

|

2,361 sq ft

|

House

3001 KINGSMAN TRL, ORMOND BEACH, FL, 321...
Pelican Bay Daytona Beach 816 SEA DUCK DR, DAYTONA BEACH, FL, 3211..., Daytona Beach, FL 32119
$429,900

4 beds

|

3 baths

|

2,592 sq ft

|

House

816 SEA DUCK DR, DAYTONA BEACH, FL, 3211...
The Villages® 914 MENDOZA BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$330,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

914 MENDOZA BLVD, LADY LAKE, FL, 32159
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.
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
Cindy Certified
412 NE AVE, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$260,000

3 beds

|

2 baths

|

1,451 sq ft

|

House

412 NE AVE, WINTER HAVEN, FL, 33881
Ocala Preserve 4351 NW 54TH TER, OCALA, FL, 34482, Ocala, FL 34482
$469,000

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
$398,900

3 beds

|

2 baths

|

2,164 sq ft

|

House

30115 CHEVAL ST, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Cindy Certified
4587 SW 83RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$350,000

4 beds

|

3 baths

|

2,180 sq ft

|

House

4587 SW 83RD LOOP, OCALA, FL, 34476
The Villages® 712 SHELTON ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$274,000

2 beds

|

2 baths

|

1,352 sq ft

|

House

712 SHELTON ST, THE VILLAGES, FL, 32163
Community: The Villages®
Sandpiper Golf & Country Club 6068 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$335,000

2 beds

|

2 baths

|

1,762 sq ft

|

House

6068 SWALLOW DR, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
30310 EMERALD FOREST DR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$454,990

3 beds

|

2 baths

|

1,862 sq ft

|

House

30310 EMERALD FOREST DR, MOUNT DORA, FL,...
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
$299,900

3 beds

|

2 baths

|

2,153 sq ft

|

House

25904 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
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.
Cherrywood 5968 SW 103 LOOP, OCALA, FL, 34476, Ocala, FL 34476
$254,900

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
Cindy Certified
4316 RENLY LN, CLERMONT, FL, 34711, Clermont, FL 34711
$419,990

4 beds

|

2 baths

|

1,644 sq ft

|

House

4316 RENLY LN, CLERMONT, FL, 34711
On Top of the World 10344 SW 98TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$525,000

3 beds

|

3 baths

|

2,703 sq ft

|

House

10344 SW 98TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
2014 DANES CT, LAKELAND, FL, 33810, Lakeland, FL 33810
$335,000

4 beds

|

2 baths

|

1,715 sq ft

|

House

2014 DANES CT, LAKELAND, FL, 33810
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
Cherrywood 8872 SW 63RD AVE, OCALA, FL, 34476, Ocala, FL 34476
$298,900

4 beds

|

2 baths

|

2,039 sq ft

|

House

8872 SW 63RD AVE, OCALA, FL, 34476
Community: Cherrywood
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marion Landing 6181 SW 84TH PL, OCALA, FL, 34476, Ocala, FL 34476
$224,999

3 beds

|

2 baths

|

1,670 sq ft

|

House

6181 SW 84TH PL, OCALA, FL, 34476
Community: Marion Landing
Lake Ashton 5312 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$334,900

3 beds

|

2 baths

|

1,700 sq ft

|

House

5312 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
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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