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Winter Garden, FL 55+ active adult communities & homes for sale - Page 57

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
Cindy Certified
1578 CONTENTMENT LOOP, KISSIMMEE, FL, 34..., Kissimmee, FL 34744
$506,000

4 beds

|

3 baths

|

2,113 sq ft

|

House

1578 CONTENTMENT LOOP, KISSIMMEE, FL, 34...
Stone Creek 9673 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$255,000

2 beds

|

2 baths

|

1,447 sq ft

|

House

9673 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
Del Webb Orlando 500 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

3 beds

|

2 baths

|

2,249 sq ft

|

House

500 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Sun City Center 951 VILLEROY GREENS DR, SUN CITY CENTER,..., Sun City Center, FL 33573
$329,000

2 beds

|

2 baths

|

1,855 sq ft

|

Condo

951 VILLEROY GREENS DR, SUN CITY CENTER,...
Community: Sun City Center
Del Webb Orlando 423 ARMADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

2 beds

|

2 baths

|

1,970 sq ft

|

House

423 ARMADA LN, 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
Plantation at Leesburg 4750 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$374,900

2 beds

|

2 baths

|

1,908 sq ft

|

House

4750 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Lake Ashton 4436 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,083 sq ft

|

House

4436 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
The Villages® 1606 SNELLING AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$599,000

3 beds

|

2 baths

|

1,684 sq ft

|

House

1606 SNELLING AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Plantation at Leesburg 25335 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$234,900

2 beds

|

2 baths

|

1,386 sq ft

|

House

25335 CRANES ROOST CIR, LEESBURG, FL, 34...
Solivita 453 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$499,900

3 beds

|

4 baths

|

2,580 sq ft

|

House

453 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
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
1526 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$323,490

4 beds

|

2 baths

|

1,665 sq ft

|

House

1526 LAS PALMAS ST, LAKELAND, FL, 33810
Cindy Certified
1484 MORNING WALK DR, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$325,000

3 beds

|

2 baths

|

1,328 sq ft

|

House

1484 MORNING WALK DR, ORMOND BEACH, FL, ...
Lake James 7783 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$409,900

2 beds

|

2 baths

|

1,925 sq ft

|

House

7783 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Plantation at Leesburg 5106 CHANTICLEER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$535,000

3 beds

|

3 baths

|

3,112 sq ft

|

House

5106 CHANTICLEER DR, LEESBURG, FL, 34748
On Top of the World 8907 SW 104TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$349,900

2 beds

|

2 baths

|

1,983 sq ft

|

House

8907 SW 104TH CIR, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
3818 COUNTRY VIEW CT, BRADENTON, FL, 342..., Bradenton, FL 34211
$819,900

4 beds

|

3 baths

|

2,555 sq ft

|

House

3818 COUNTRY VIEW CT, BRADENTON, FL, 342...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 5019 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$589,000

3 beds

|

3 baths

|

2,305 sq ft

|

House

5019 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Latitude Margaritaville 230 SAND BAR LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$472,500

2 beds

|

2 baths

|

1,563 sq ft

|

Villa

230 SAND BAR LN, DAYTONA BEACH, FL, 3212...
Latitude Margaritaville 284 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$357,900

2 beds

|

2 baths

|

1,208 sq ft

|

House

284 POP TOP LN, DAYTONA BEACH, FL, 32124
Foxwood Lake Estates 1603 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$149,900

2 beds

|

3 baths

|

1,248 sq ft

|

Manufactured Home

1603 FOXWAY DR, LAKELAND, FL, 33810
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.
Latitude Margaritaville 466 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$485,000

3 beds

|

2 baths

|

1,848 sq ft

|

Villa

466 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Palm Cay 11241 SW 77TH CT, OCALA, FL, 34476, Ocala, FL 34476
$223,500

3 beds

|

2 baths

|

1,404 sq ft

|

House

11241 SW 77TH CT, OCALA, FL, 34476
Community: Palm Cay
Oak Run 6744 SW 113TH PL, OCALA, FL, 34476, Ocala, FL 34476
$289,000

2 beds

|

2 baths

|

1,702 sq ft

|

House

6744 SW 113TH PL, OCALA, FL, 34476
Community: Oak Run
Oak Run 11003 SW 69TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$284,900

3 beds

|

2 baths

|

1,645 sq ft

|

House

11003 SW 69TH CIR, OCALA, FL, 34476
Community: Oak Run
The Villages® 1910 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$289,900

2 beds

|

2 baths

|

1,383 sq ft

|

House

1910 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 858 PINCKNEY LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,749,000

3 beds

|

3 baths

|

3,921 sq ft

|

House

858 PINCKNEY LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 5085 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$249,800

2 beds

|

2 baths

|

1,221 sq ft

|

House

5085 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
2459 VALHALLA DR, TAVARES, FL, 32778, Tavares, FL 32778
$350,000

4 beds

|

2 baths

|

1,828 sq ft

|

House

2459 VALHALLA DR, TAVARES, FL, 32778
The Villages® 1773 BLACKWELL LN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$359,900

3 beds

|

2 baths

|

1,426 sq ft

|

House

1773 BLACKWELL LN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 600 AUDREY LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$409,000

3 beds

|

2 baths

|

1,397 sq ft

|

Villa

600 AUDREY LN, THE VILLAGES, FL, 32162
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 Minneola 1552 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ..., Minneola, FL 34715
$799,500

3 beds

|

4 baths

|

2,844 sq ft

|

House

1552 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ...
Community: Del Webb Minneola
Tampa Bay Golf and Country Club 11132 MOSHIE LN, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$450,000

3 beds

|

2 baths

|

2,018 sq ft

|

House

11132 MOSHIE LN, SAN ANTONIO, FL, 33576
SummerGlen 16023 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$310,000

3 beds

|

2 baths

|

1,794 sq ft

|

House

16023 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
The Villages® 8142 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$340,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

8142 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
Latitude Margaritaville 275 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$414,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

275 POP TOP LN, DAYTONA BEACH, FL, 32124
The Villages® 2255 PATRICIA PL, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$429,900

3 beds

|

2 baths

|

1,642 sq ft

|

Villa

2255 PATRICIA PL, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1710 ROSALES RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$234,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1710 ROSALES RD, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
13819 MOONSTONE CANYON DR, RIVERVIEW, FL..., Riverview, FL 33579
$675,000

4 beds

|

3 baths

|

2,617 sq ft

|

House

13819 MOONSTONE CANYON DR, RIVERVIEW, FL...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach 128 SPOONBILL CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$349,900

3 beds

|

2 baths

|

2,056 sq ft

|

House

128 SPOONBILL CT, DAYTONA BEACH, FL, 321...
Sun City Center 1149 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$279,000

3 beds

|

2 baths

|

1,576 sq ft

|

House

1149 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
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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3,769 homes
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