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Winter Garden, FL 55+ active adult communities & homes for sale - Page 62

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
Latitude Margaritaville 298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$588,900

2 beds

|

3 baths

|

2,139 sq ft

|

House

298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Plantation at Leesburg 4721 TARA VIEW RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$307,900

3 beds

|

2 baths

|

1,979 sq ft

|

House

4721 TARA VIEW RD, LEESBURG, FL, 34748
Sun City Center 1021 AUGUSTA DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$285,000

3 beds

|

2 baths

|

1,757 sq ft

|

House

1021 AUGUSTA DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Heritage Hills 3538 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711
$290,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 FAIRWATERS CT B, CLERMONT, FL, 3471...
Community: Heritage Hills
Valencia Ridge 32623 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$719,900

3 beds

|

3 baths

|

2,209 sq ft

|

House

32623 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
Royal Highlands 4741 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$344,999

3 beds

|

2 baths

|

1,902 sq ft

|

House

4741 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 670 WOODBRIDGE WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$884,900

3 beds

|

2 baths

|

2,299 sq ft

|

House

670 WOODBRIDGE WAY, THE VILLAGES, FL, 32...
Community: The Villages®
Foxwood Lake Estates 1679 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$149,900

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1679 FOXWAY DR, LAKELAND, FL, 33810
Lake Jovita Golf and Country Club 13235 LEGENDS TRL, DADE CITY, FL, 33525, Dade City, FL 33525
$550,000

4 beds

|

3 baths

|

1,945 sq ft

|

House

13235 LEGENDS TRL, DADE CITY, FL, 33525
Palm Cay 8172 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481
$179,000

2 beds

|

2 baths

|

864 sq ft

|

House

8172 SW 107TH PL, OCALA, FL, 34481
Community: Palm Cay
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.
Pennbrooke Fairways 32747 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748
$219,247

2 beds

|

2 baths

|

1,192 sq ft

|

House

32747 WESTWOOD LOOP, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Spruce Creek Preserve 11335 SW 138TH LN, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$229,900

2 beds

|

2 baths

|

1,452 sq ft

|

House

11335 SW 138TH LN, DUNNELLON, FL, 34432
Twin Lakes 5043 VANTAGE CT, ST. CLOUD, FL, 34772, St. Cloud, FL 34772
$479,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5043 VANTAGE CT, ST. CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 5043 VANTAGE CT, ST CLOUD, FL, 34772, St Cloud, FL 34772
$479,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5043 VANTAGE CT, ST CLOUD, FL, 34772
Community: Twin Lakes
Oak Run 11534 SW 74TH CT, OCALA, FL, 34476, Ocala, FL 34476
$285,000

3 beds

|

2 baths

|

1,596 sq ft

|

House

11534 SW 74TH CT, OCALA, FL, 34476
Community: Oak Run
SummerGlen 16339 SW 14TH AVE RD, OCALA, FL, 34473, Ocala, FL 34473
$295,000

2 beds

|

2 baths

|

1,759 sq ft

|

House

16339 SW 14TH AVE RD, OCALA, FL, 34473
Community: SummerGlen
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 2110 W VIEW DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$436,400

3 beds

|

3 baths

|

2,327 sq ft

|

House

2110 W VIEW DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Sun City Center 1613 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$365,000

2 beds

|

2 baths

|

1,824 sq ft

|

House

1613 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
The Country Club of Mount Dora 5039 GREENBRIAR TRL, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$679,900

4 beds

|

3 baths

|

2,509 sq ft

|

House

5039 GREENBRIAR TRL, MOUNT DORA, FL, 327...
Valencia Lakes 4912 SANDY GLEN WAY, WIMAUMA, FL, 33598, Wimauma, FL 33598
$435,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

4912 SANDY GLEN WAY, WIMAUMA, FL, 33598
Community: Valencia 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.
Westhaven at Ovation - Townes Collection 13953 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$509,900

3 beds

|

3 baths

|

1,770 sq ft

|

Townhouse

13953 EASDALE ALY, WINTER GARDEN, FL, 34...
Stone Creek 9419 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$309,000

2 beds

|

2 baths

|

1,596 sq ft

|

House

9419 SW 66TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Sun City Center 2207 S PEBBLE BEACH BLVD, SUN CITY CENTE..., Sun City Center, FL 33573
$399,999

3 beds

|

2 baths

|

2,482 sq ft

|

Condo

2207 S PEBBLE BEACH BLVD, SUN CITY CENTE...
Community: Sun City Center
Lakes of Mount Dora 1990 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$588,800

3 beds

|

3 baths

|

2,330 sq ft

|

House

1990 WALLINGFORD LOOP, MOUNT DORA, FL, 3...
Community: Lakes of Mount Dora
Ocala Palms 5600 NW 27TH PL, OCALA, FL, 34482, Ocala, FL 34482
$318,000

3 beds

|

2 baths

|

2,367 sq ft

|

House

5600 NW 27TH PL, OCALA, FL, 34482
Community: Ocala Palms
The Villages® 1504 LYNCHBURG LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$339,900

3 beds

|

2 baths

|

1,550 sq ft

|

House

1504 LYNCHBURG LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Del Webb Orlando 329 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$425,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

329 ALICANTE CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Solivita 116 GLENDALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$309,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

116 GLENDALE CT, KISSIMMEE, FL, 34759
Community: Solivita
On Top of the World 8830 SW 98 PL M, OCALA, FL, 34481, Ocala, FL 34481
$120,000

2 beds

|

3 baths

|

1,764 sq ft

|

Townhouse

8830 SW 98 PL M, OCALA, FL, 34481
Community: On Top of the World
Stone Creek 7771 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$399,900

2 beds

|

2 baths

|

1,955 sq ft

|

House

7771 SW 97TH 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.
Plantation at Leesburg 25239 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$249,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

25239 CRANES ROOST CIR, LEESBURG, FL, 34...
Solivita 362 VIA TORRENTE DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$379,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

362 VIA TORRENTE DR, KISSIMMEE, FL, 3475...
Community: Solivita
Del Webb Sunbridge 2499 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$455,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

2499 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Legacy of Leesburg 5922 SAGE LEAF PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$324,000

3 beds

|

2 baths

|

1,913 sq ft

|

House

5922 SAGE LEAF PL, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Quail Meadow 4504 NW 32ND ST, OCALA, FL, 34482, Ocala, FL 34482
$249,900

3 beds

|

2 baths

|

1,224 sq ft

|

House

4504 NW 32ND ST, OCALA, FL, 34482
Community: Quail Meadow
Ocala Preserve 5616 NW 37TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$290,000

2 beds

|

2 baths

|

1,454 sq ft

|

House

5616 NW 37TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Highland Lakes 5636 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,900

2 beds

|

2 baths

|

1,497 sq ft

|

House

5636 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Heritage Hills 3632 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$264,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3632 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Harbor Hills Country Club 39914 SUNBEAM WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$379,900

3 beds

|

2 baths

|

2,034 sq ft

|

House

39914 SUNBEAM WAY, LADY LAKE, FL, 32159
Ocala Preserve 4832 NW 39TH PL, OCALA, FL, 34482, Ocala, FL 34482
$299,990

3 beds

|

2 baths

|

1,844 sq ft

|

House

4832 NW 39TH PL, OCALA, FL, 34482
Community: Ocala Preserve
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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