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Winter Garden, FL 55+ active adult communities & homes for sale - Page 2

3,776 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
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
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
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
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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
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 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) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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 - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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 (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
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) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 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
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
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 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
Latitude Margaritaville 373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$399,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Stone Creek 9419 SW 53RD PL, OCALA, FL, 34481, Ocala, FL 34481
$329,900

2 beds

|

2 baths

|

1,432 sq ft

|

House

9419 SW 53RD PL, OCALA, FL, 34481
Community: Stone Creek
Latitude Margaritaville 198 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$386,495

2 beds

|

2 baths

|

1,464 sq ft

|

House

198 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Valencia del Sol 4906 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$294,500

2 beds

|

2 baths

|

1,644 sq ft

|

Villa

4906 AVILA LAKES DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pine Run Estates 9981 SW 103RD PL, OCALA, FL, 34481, Ocala, FL 34481
$159,900

2 beds

|

2 baths

|

1,256 sq ft

|

House

9981 SW 103RD PL, OCALA, FL, 34481
Community: Pine Run Estates
Spruce Creek Preserve 11587 SW 139TH PL, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$244,900

2 beds

|

2 baths

|

1,654 sq ft

|

House

11587 SW 139TH PL, DUNNELLON, FL, 34432
New The Villages® 2835 CEDAR GROVE LOOP, THE VILLAGES, FL,..., The Villages, FL 32163
$849,000

4 beds

|

3 baths

|

2,759 sq ft

|

House

2835 CEDAR GROVE LOOP, THE VILLAGES, FL,...
Community: The Villages®
New Solivita 516 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$274,900

2 beds

|

2 baths

|

1,543 sq ft

|

House

516 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
New
Cindy Certified
32337 CONCHSHELL SAIL ST, WESLEY CHAPEL,..., Wesley Chapel, FL 33545
$525,000

4 beds

|

4 baths

|

2,828 sq ft

|

House

32337 CONCHSHELL SAIL ST, WESLEY CHAPEL,...
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.
New Harbor Hills Country Club 39914 SUNBEAM WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$319,999

3 beds

|

2 baths

|

2,034 sq ft

|

House

39914 SUNBEAM WAY, LADY LAKE, FL, 32159
New The Villages® 3342 VELTRE WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$499,900

4 beds

|

2 baths

|

2,013 sq ft

|

House

3342 VELTRE WAY, THE VILLAGES, FL, 32163
Community: The Villages®
New Latitude Margaritaville 794 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$459,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

794 MARGARITAVILLE AVE, DAYTONA BEACH, F...
New The Villages® 2917 LARRANAGA DR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$3,100,000

5 beds

|

4 baths

|

6,070 sq ft

|

House

2917 LARRANAGA DR, THE VILLAGES, FL, 321...
Community: The Villages®
New Esplanade Of Tampa 20108 SORANO HILL PL, TAMPA, FL, 33647, Tampa, FL 33647
$450,000

3 beds

|

2 baths

|

1,730 sq ft

|

House

20108 SORANO HILL PL, TAMPA, FL, 33647
Community: Esplanade Of Tampa
New The Villages® 1436 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$300,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

1436 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Pennbrooke Fairways 341 RANCHWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$319,000

3 beds

|

2 baths

|

2,014 sq ft

|

House

341 RANCHWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
New Del Webb Sunbridge 2769 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$775,000

3 beds

|

3 baths

|

2,518 sq ft

|

House

2769 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
New Trilogy® Orlando 394 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$325,000

2 beds

|

2 baths

|

1,568 sq ft

|

House

394 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
New Venetian Bay 574 LUNA BELLA LN, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$949,900

3 beds

|

3 baths

|

2,209 sq ft

|

House

574 LUNA BELLA LN, NEW SMYRNA BEACH, FL,...
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.
New Southshore Bay 16835 WHISPER ELM ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$393,000

2 beds

|

2 baths

|

1,959 sq ft

|

House

16835 WHISPER ELM ST, WIMAUMA, FL, 33598
Community: Southshore Bay
New The Villages® 1115 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$319,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1115 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
New Thunderbird Hill 3715 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$214,900

2 beds

|

2 baths

|

1,371 sq ft

|

Villa

3715 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
New Oak Run 11436 SW 84TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$205,000

2 beds

|

2 baths

|

1,368 sq ft

|

House

11436 SW 84TH COURT RD, OCALA, FL, 34481
Community: Oak Run
New Latitude Margaritaville 126 DOCKSIDE PL, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$697,500

2 beds

|

3 baths

|

2,067 sq ft

|

House

126 DOCKSIDE PL, DAYTONA BEACH, FL, 3212...
New The Villages® 2300 RILEY RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

2300 RILEY RD, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 388 BRADLEY TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$374,900

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

388 BRADLEY TER, 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
New Arlington Ridge 4719 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$519,900

2 beds

|

2 baths

|

1,761 sq ft

|

House

4719 HERITAGE TRL, LEESBURG, FL, 34748
Community: Arlington Ridge
New Ocala Palms 2379 NW 55TH AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482
$255,000

3 beds

|

2 baths

|

1,631 sq ft

|

House

2379 NW 55TH AVENUE RD, OCALA, FL, 34482
Community: Ocala Palms
New Marco Polo Village 10716 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$305,900

3 beds

|

2 baths

|

2,039 sq ft

|

House

10716 SW 53RD CIR, OCALA, FL, 34476
Community: Marco Polo Village
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.
New Sun City Center 104 CACTUSFLOWER LN, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$250,000

2 beds

|

2 baths

|

1,828 sq ft

|

House

104 CACTUSFLOWER LN, SUN CITY CENTER, FL...
Community: Sun City Center
New Kings Ridge 4122 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

2,031 sq ft

|

House

4122 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
New Highlands Ridge 5020 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$314,900

2 beds

|

2 baths

|

1,726 sq ft

|

Villa

5020 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
New Legacy of Leesburg 26717 WETLANDS WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$365,000

3 beds

|

3 baths

|

2,620 sq ft

|

House

26717 WETLANDS WAY, LEESBURG, FL, 34748
Community: Legacy of Leesburg
New Stone Creek 5481 SW 92ND AVENUE RD, OCALA, FL, 34481, Ocala, FL 34481
$627,900

2 beds

|

2 baths

|

2,049 sq ft

|

House

5481 SW 92ND AVENUE RD, OCALA, FL, 34481
Community: Stone Creek
New Lake Ashton 6216 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$429,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

6216 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
New Cormorant Point 3607 GOLF HAVEN TER, SEBRING, FL, 33872, Sebring, FL 33872
$265,000

2 beds

|

2 baths

|

1,470 sq ft

|

House

3607 GOLF HAVEN TER, SEBRING, FL, 33872
Community: Cormorant Point
New Valencia Lakes 5014 SANDY BROOK CIR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$595,000

3 beds

|

3 baths

|

2,419 sq ft

|

House

5014 SANDY BROOK CIR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Valencia del Sol 4923 PAMPLONA CT, WIMAUMA, FL, 33598, Wimauma, FL 33598
$629,000

3 beds

|

3 baths

|

2,609 sq ft

|

House

4923 PAMPLONA CT, WIMAUMA, FL, 33598
Community: Valencia del Sol
New Ocala Preserve 3545 NW 56TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$575,000

2 beds

|

3 baths

|

2,563 sq ft

|

House

3545 NW 56TH AVE, 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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