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Winter Garden, FL 55+ active adult communities & homes for sale - Page 64

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
2905 TUPELO LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$519,900

4 beds

|

3 baths

|

1,957 sq ft

|

House

2905 TUPELO LOOP, ST CLOUD, FL, 34772
The Villages® 6231 ATKINSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$304,000

3 beds

|

2 baths

|

1,426 sq ft

|

House

6231 ATKINSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Solivita 537 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$215,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

537 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Del Webb Orlando 436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$285,000

2 beds

|

2 baths

|

1,348 sq ft

|

House

436 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Plantation at Leesburg 4908 CYPRESS HEAD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

4908 CYPRESS HEAD CT, LEESBURG, FL, 3474...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1603 COG HILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

2 beds

|

2 baths

|

1,542 sq ft

|

Manufactured Home

1603 COG HILL DR, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
5290 BARNETT CIR, BRADENTON, FL, 34211, Bradenton, FL 34211
$559,990

2 beds

|

2 baths

|

1,852 sq ft

|

House

5290 BARNETT CIR, BRADENTON, FL, 34211
Cindy Certified
4559 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476
$284,490

4 beds

|

2 baths

|

1,821 sq ft

|

House

4559 SW 81ST LOOP, OCALA, FL, 34476
On Top of the World 8515 SW 101ST TER, OCALA, FL, 34481, Ocala, FL 34481
$565,565

3 beds

|

3 baths

|

2,373 sq ft

|

House

8515 SW 101ST TER, OCALA, FL, 34481
Community: On Top of the World
The Villages® 24104 SANDALWOOD DR 104, WILDWOOD, FL, 3..., Wildwood, FL 34785
$115,000

1 beds

|

1 baths

|

900 sq ft

|

Condo

24104 SANDALWOOD DR 104, WILDWOOD, FL, 3...
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.
Cindy Certified
4168 SOLAMOR ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$335,000

3 beds

|

2 baths

|

1,584 sq ft

|

Villa

4168 SOLAMOR ST, LAKELAND, FL, 33810
Sun City Center 302 CANTON CT 59, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$119,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

302 CANTON CT 59, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Sun City Center 101 CAMBRIDGE TRL 196, SUN CITY CENTER, ..., Sun City Center, FL 33573
$105,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

101 CAMBRIDGE TRL 196, SUN CITY CENTER, ...
Community: Sun City Center
Harbor Hills Country Club 5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$340,000

3 beds

|

2 baths

|

1,954 sq ft

|

House

5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215...
The Villages® 2427 SOUTHERN OAK ST, THE VILLAGES, FL, ..., The Villages, FL 32162
$294,499

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2427 SOUTHERN OAK ST, THE VILLAGES, FL, ...
Community: The Villages®
Spruce Creek Country Club 13828 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,900

2 beds

|

2 baths

|

1,315 sq ft

|

House

13828 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 6276 SW 93RD TER, OCALA, FL, 34481, Ocala, FL 34481
$398,000

2 beds

|

2 baths

|

1,885 sq ft

|

House

6276 SW 93RD TER, OCALA, FL, 34481
Community: Stone Creek
On Top of the World 9511 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$248,900

3 beds

|

2 baths

|

1,586 sq ft

|

House

9511 SW 93RD LOOP, OCALA, FL, 34481
Community: On Top of the World
Stone Creek 9021 SW 57TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$699,500

3 beds

|

4 baths

|

2,844 sq ft

|

House

9021 SW 57TH PLACE RD, OCALA, FL, 34481
Community: Stone Creek
Plantation at Leesburg 25073 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

25073 RIVERWALK DR, LEESBURG, FL, 34748
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 Villages® 1407 FIGUEROA ST, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$295,000

3 beds

|

2 baths

|

1,687 sq ft

|

House

1407 FIGUEROA ST, THE VILLAGES, FL, 3216...
Community: The Villages®
Sullivan Ranch 22024 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$310,000

3 beds

|

2 baths

|

1,437 sq ft

|

House

22024 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
The Villages® 930 TARRSON BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$119,800

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

930 TARRSON BLVD, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 208 DESOTA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$344,000

2 beds

|

2 baths

|

1,504 sq ft

|

House

208 DESOTA CT, LADY LAKE, FL, 32159
Community: The Villages®
Heritage - The Cottages of Sanders Grove 6358 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$305,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

6358 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Ocala Preserve 3584 NW 56TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$379,900

2 beds

|

3 baths

|

2,017 sq ft

|

House

3584 NW 56TH AVE, OCALA, FL, 34482
Community: Ocala Preserve
The Villages® 580 GOUGH PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$549,995

3 beds

|

2 baths

|

1,918 sq ft

|

House

580 GOUGH PL, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Harbor Hills Country Club 39654 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$799,900

4 beds

|

4 baths

|

2,761 sq ft

|

House

39654 GROVE HEIGHTS, LADY LAKE, FL, 3215...
Solivita 516 MILLIFIORA LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$260,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

516 MILLIFIORA LN, POINCIANA, FL, 34759
Community: Solivita
Harbor Hills Country Club 5084 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$674,900

4 beds

|

3 baths

|

2,586 sq ft

|

House

5084 GREENS DR, 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.
Royal Harbor 5277 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$349,800

3 beds

|

2 baths

|

2,086 sq ft

|

House

5277 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Lakes at Harmony 3415 FEATHERGRASS CT, ST CLOUD, FL, 3477..., St Cloud, FL 34773
$599,900

5 beds

|

4 baths

|

3,300 sq ft

|

House

3415 FEATHERGRASS CT, ST CLOUD, FL, 3477...
High Vista at Ridgewood Lakes 322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$300,000

3 beds

|

2 baths

|

1,776 sq ft

|

House

322 HIGH VISTA DR, DAVENPORT, FL, 33837
Palm Cay 11081 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481
$235,000

3 beds

|

2 baths

|

1,209 sq ft

|

House

11081 SW 107TH PL, OCALA, FL, 34481
Community: Palm Cay
Summit Chase Villas 12532 ORANGEWOOD CT, TAVARES, FL, 32778, Tavares, FL 32778
$199,800

2 beds

|

2 baths

|

918 sq ft

|

Condo

12532 ORANGEWOOD CT, TAVARES, FL, 32778
Community: Summit Chase Villas
Spruce Creek Preserve 11579 SW 140TH LOOP, DUNNELLON, FL, 3443..., Dunnellon, FL 34432
$212,000

2 beds

|

2 baths

|

1,370 sq ft

|

House

11579 SW 140TH LOOP, DUNNELLON, FL, 3443...
Summer Trees 114 RUSTIC POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$264,900

2 beds

|

2 baths

|

1,481 sq ft

|

House

114 RUSTIC POND RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Latitude Margaritaville 328 CHEESEBURGER DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$824,900

3 beds

|

3 baths

|

2,430 sq ft

|

House

328 CHEESEBURGER DR, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 17637 SE 80TH ALTAMAHA CT, THE VILLAGES,..., The Villages, FL 32162
$308,750

3 beds

|

2 baths

|

1,392 sq ft

|

House

17637 SE 80TH ALTAMAHA CT, THE VILLAGES,...
Community: The Villages®
SummerGlen 1137 SW 156TH ST, OCALA, FL, 34473, Ocala, FL 34473
$319,000

3 beds

|

2 baths

|

1,765 sq ft

|

House

1137 SW 156TH ST, OCALA, FL, 34473
Community: SummerGlen
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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