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Winter Garden, FL 55+ active adult communities & homes for sale - Page 53

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
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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) 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 (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 (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) 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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
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
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 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.
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Majestic Oaks Ocala 5402 SW 85TH ST, OCALA, FL, 34476, Ocala, FL 34476
$340,000

3 beds

|

2 baths

|

2,099 sq ft

|

House

5402 SW 85TH ST, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Solivita 230 BAY DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$296,000

2 beds

|

2 baths

|

1,489 sq ft

|

House

230 BAY DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 17116 SE 79TH MCLAWREN TER, THE VILLAGES..., The Villages, FL 32162
$650,000

3 beds

|

2 baths

|

2,097 sq ft

|

House

17116 SE 79TH MCLAWREN TER, THE VILLAGES...
Community: The Villages®
Cindy Certified
2821 PLYMOUTH PL, KISSIMMEE, FL, 34741, Kissimmee, FL 34741
$370,000

3 beds

|

3 baths

|

1,838 sq ft

|

Villa

2821 PLYMOUTH PL, KISSIMMEE, FL, 34741
Alhambra Villas Condominiums 151 N HILL AVE 100, DELAND, FL, 32724, Deland, FL 32724
$145,000

2 beds

|

2 baths

|

979 sq ft

|

Condo

151 N HILL AVE 100, DELAND, FL, 32724
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 2516 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$275,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2516 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2720 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$399,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

2720 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Lakes of Mount Dora 3949 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$475,900

4 beds

|

2 baths

|

2,034 sq ft

|

House

3949 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
The Reserve at Victoria 975 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724
$594,212

4 beds

|

3 baths

|

2,319 sq ft

|

House

975 MEGANO BLVD, DELAND, FL, 32724
Cindy Certified
2410 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$489,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2410 RELAXING LN, KISSIMMEE, FL, 34744
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 9053 SW 103RD AVE, OCALA, FL, 34481, Ocala, FL 34481
$259,900

2 beds

|

2 baths

|

1,766 sq ft

|

House

9053 SW 103RD AVE, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
30130 EMERALD FOREST DR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$459,990

3 beds

|

2 baths

|

2,226 sq ft

|

House

30130 EMERALD FOREST DR, MOUNT DORA, FL,...
Lakes of Mount Dora 3955 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$410,405

3 beds

|

2 baths

|

1,732 sq ft

|

House

3955 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Harbor Hills Country Club 38700 LAKEVIEW WALK, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$645,000

3 beds

|

3 baths

|

2,354 sq ft

|

House

38700 LAKEVIEW WALK, LADY LAKE, FL, 3215...
Cindy Certified
2378 VICTORY RIDGE DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$345,900

4 beds

|

2 baths

|

1,715 sq ft

|

House

2378 VICTORY RIDGE DR, LAKELAND, FL, 338...
The Villages® 5 HICKORY HEAD HAMMOCK, THE VILLAGES, FL..., The Villages, FL 32159
$499,850

2 beds

|

2 baths

|

1,898 sq ft

|

House

5 HICKORY HEAD HAMMOCK, THE VILLAGES, FL...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 2680 REDBLUSH TER, ST CLOUD, FL, 34772, St Cloud, FL 34772
$599,000

3 beds

|

3 baths

|

2,293 sq ft

|

House

2680 REDBLUSH TER, ST CLOUD, FL, 34772
Community: Twin Lakes
Cindy Certified
4476 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$395,530

3 beds

|

3 baths

|

2,135 sq ft

|

House

4476 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
4470 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$371,765

4 beds

|

2 baths

|

1,819 sq ft

|

House

4470 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
4458 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$348,690

3 beds

|

2 baths

|

1,545 sq ft

|

House

4458 RIVER BIRCH BND, LAKELAND, FL, 3381...
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.
Ridgehaven 1304 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$414,990

4 beds

|

3 baths

|

2,337 sq ft

|

House

1304 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
The Villages® 1115 SALDIVAR RD, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$434,000

3 beds

|

2 baths

|

1,628 sq ft

|

House

1115 SALDIVAR RD, THE VILLAGES, FL, 3215...
Community: The Villages®
Cindy Certified
5399 WHISPERING GARDEN WAY, CLERMONT, FL..., Clermont, FL 34714
$275,990

2 beds

|

2 baths

|

1,421 sq ft

|

Villa

5399 WHISPERING GARDEN WAY, CLERMONT, FL...
Cindy Certified
2523 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$298,900

3 beds

|

2 baths

|

1,930 sq ft

|

House

2523 AVENUE E SW, WINTER HAVEN, FL, 3388...
Kings Ridge 3604 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$320,000

2 beds

|

2 baths

|

1,377 sq ft

|

House

3604 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
Cindy Certified
2519 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$299,900

3 beds

|

2 baths

|

1,675 sq ft

|

House

2519 AVENUE E SW, WINTER HAVEN, FL, 3388...
Sun City Center 1244 W DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$249,900

2 beds

|

2 baths

|

1,680 sq ft

|

House

1244 W DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1304 BRUNELL ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$490,000

3 beds

|

3 baths

|

2,084 sq ft

|

House

1304 BRUNELL ST, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Harbor 5809 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$325,000

3 beds

|

2 baths

|

1,949 sq ft

|

House

5809 BOUNTY CIR, TAVARES, FL, 32778
Community: Royal Harbor
Harbor Hills Country Club 6042 LANDINGS BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$619,900

3 beds

|

2 baths

|

1,850 sq ft

|

House

6042 LANDINGS BLVD, LADY LAKE, FL, 32159
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.
Cindy Certified
144 WATERSIDE CIR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33880
$299,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

144 WATERSIDE CIR, WINTER HAVEN, FL, 338...
Twin Lakes 5087 TWIN LAKES BLVD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$412,500

3 beds

|

2 baths

|

1,863 sq ft

|

House

5087 TWIN LAKES BLVD, ST CLOUD, FL, 3477...
Community: Twin Lakes
Sun City Center 2703 LANCASTER DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$264,900

2 beds

|

2 baths

|

1,642 sq ft

|

Condo

2703 LANCASTER DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Cindy Certified
2806 PLYMOUTH PL, KISSIMMEE, FL, 34741, Kissimmee, FL 34741
$367,000

3 beds

|

3 baths

|

1,838 sq ft

|

Townhouse

2806 PLYMOUTH PL, KISSIMMEE, FL, 34741
The Villages® 7851 SE 173RD PANORAMA PL, THE VILLAGES,..., The Villages, FL 32162
$214,000

1 beds

|

1 baths

|

955 sq ft

|

Villa

7851 SE 173RD PANORAMA PL, THE VILLAGES,...
Community: The Villages®
Stonecrest 12220 SE 172ND LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$269,999

3 beds

|

2 baths

|

1,330 sq ft

|

House

12220 SE 172ND LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Ridgehaven 1316 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$399,990

4 beds

|

3 baths

|

2,337 sq ft

|

House

1316 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
Ridgehaven 1312 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$399,990

4 beds

|

3 baths

|

2,190 sq ft

|

House

1312 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Traditions at Lake Ruby 2820 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$309,900

3 beds

|

2 baths

|

1,823 sq ft

|

House

2820 TRADITIONS BLVD, WINTER HAVEN, FL, ...
Venetian Bay 3580 CASALTA CIR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$424,000

3 beds

|

2 baths

|

1,891 sq ft

|

Townhouse

3580 CASALTA CIR, 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.

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