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Winter Garden, FL 55+ active adult communities & homes for sale - Page 68

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
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 (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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) 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
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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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The Lakes at Harmony 3434 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$350,000

3 beds

|

2 baths

|

1,852 sq ft

|

House

3434 SAGEBRUSH ST, HARMONY, FL, 34773
Twin Lakes 2748 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$439,900

3 beds

|

2 baths

|

1,863 sq ft

|

House

2748 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Sun City Center 401 DORCHESTER PL 49, SUN CITY CENTER, F..., Sun City Center, FL 33573
$107,000

1 beds

|

2 baths

|

820 sq ft

|

Condo

401 DORCHESTER PL 49, SUN CITY CENTER, F...
Community: Sun City Center
Esplanade at McKinnon Groves 17806 SEDONA ST, WINTER GARDEN, FL, 3478..., Winter Garden, FL 34787
$630,000

2 beds

|

2 baths

|

1,843 sq ft

|

House

17806 SEDONA ST, WINTER GARDEN, FL, 3478...
Plantation at Leesburg 25501 MAUREPAS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$440,000

3 beds

|

2 baths

|

2,945 sq ft

|

House

25501 MAUREPAS LN, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Solivita 3497 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$255,000

2 beds

|

2 baths

|

1,499 sq ft

|

House

3497 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Esplanade at McKinnon Groves 11221 CARDING MILL LN, WINTER GARDEN, FL..., Winter Garden, FL 34787
$750,000

3 beds

|

3 baths

|

2,085 sq ft

|

House

11221 CARDING MILL LN, WINTER GARDEN, FL...
Cindy Certified
4716 SW 85TH PL, OCALA, FL, 34476, Ocala, FL 34476
$279,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4716 SW 85TH PL, OCALA, FL, 34476
Stonecrest 11584 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,400

2 beds

|

2 baths

|

1,702 sq ft

|

House

11584 SE 175TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Latitude Margaritaville 854 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$474,900

2 beds

|

2 baths

|

1,608 sq ft

|

House

854 MARGARITAVILLE AVE, DAYTONA BEACH, F...
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.
Tampa Bay Golf and Country Club 29255 GRASS BUNKER DR, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$450,000

3 beds

|

2 baths

|

1,962 sq ft

|

House

29255 GRASS BUNKER DR, SAN ANTONIO, FL, ...
Cindy Certified
14115 CARISSA MEADOWS CT, RIVERVIEW, FL,..., Riverview, FL 33569
$525,000

4 beds

|

2 baths

|

2,174 sq ft

|

House

14115 CARISSA MEADOWS CT, RIVERVIEW, FL,...
Cindy Certified
133 HEIRLOOM DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$335,000

5 beds

|

2 baths

|

1,708 sq ft

|

House

133 HEIRLOOM DR, ORMOND BEACH, FL, 32174
Westhaven at Ovation - Townes Collection 12830 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$471,000

3 beds

|

3 baths

|

1,857 sq ft

|

Townhouse

12830 SUNSET WALK DR, WINTER GARDEN, FL,...
Tampa Bay Golf and Country Club 10202 HYANNISPORT LOOP, SAN ANTONIO, FL,..., San Antonio, FL 33576
$440,000

3 beds

|

2 baths

|

2,074 sq ft

|

House

10202 HYANNISPORT LOOP, SAN ANTONIO, FL,...
Sandpiper Golf & Country Club 6008 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$364,900

3 beds

|

2 baths

|

1,857 sq ft

|

House

6008 SWALLOW DR, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cresswind Lakewood Ranch 4960 SURFSIDE CIR, BRADENTON, FL, 34211, Bradenton, FL 34211
$895,000

3 beds

|

3 baths

|

2,368 sq ft

|

House

4960 SURFSIDE CIR, BRADENTON, FL, 34211
Hidden Creek 2214 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$199,900

2 beds

|

2 baths

|

1,298 sq ft

|

Villa

2214 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Spruce Creek South 9900 SE 175TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$377,000

3 beds

|

2 baths

|

2,349 sq ft

|

House

9900 SE 175TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Cindy Certified
2974 SUPERMARINE RD, TAVARES, FL, 32778, Tavares, FL 32778
$379,432

4 beds

|

2 baths

|

2,110 sq ft

|

House

2974 SUPERMARINE RD, TAVARES, FL, 32778
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
18227 BEEHIVE TER, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$489,000

4 beds

|

2 baths

|

1,828 sq ft

|

House

18227 BEEHIVE TER, LAKEWOOD RANCH, FL, 3...
The Country Club of Mount Dora 1521 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$628,888

3 beds

|

3 baths

|

3,028 sq ft

|

House

1521 EDGEWATER DR, MOUNT DORA, FL, 32757
Cindy Certified
2950 SUNSTAR DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$417,500

3 beds

|

2 baths

|

1,680 sq ft

|

House

2950 SUNSTAR DR, ST CLOUD, FL, 34772
Cindy Certified
16025 SW 27TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$270,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

16025 SW 27TH AVENUE RD, OCALA, FL, 3447...
Cindy Certified
7630 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$367,900

4 beds

|

2 baths

|

1,820 sq ft

|

House

7630 BENT TREE LOOP, ST CLOUD, FL, 34773
Cindy Certified
7569 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$349,900

3 beds

|

2 baths

|

1,415 sq ft

|

House

7569 BENT TREE LOOP, ST CLOUD, FL, 34773
Palm Cay 11094 SW 79TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$210,000

2 beds

|

1 baths

|

768 sq ft

|

House

11094 SW 79TH AVE, OCALA, FL, 34476
Community: Palm Cay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Highland Fairways 1957 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$289,900

2 beds

|

2 baths

|

1,637 sq ft

|

House

1957 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Royal Highlands 4905 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,000

3 beds

|

2 baths

|

1,571 sq ft

|

House

4905 KELSO ST, LEESBURG, FL, 34748
Community: Royal Highlands
Cindy Certified
2919 PARKFIELD RD, ST CLOUD, FL, 34772, St Cloud, FL 34772
$359,900

3 beds

|

2 baths

|

1,712 sq ft

|

House

2919 PARKFIELD RD, ST CLOUD, FL, 34772
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 1142 MEADOWBEND DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$240,000

2 beds

|

2 baths

|

1,770 sq ft

|

House

1142 MEADOWBEND DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Stone Creek 9300 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$415,000

2 beds

|

2 baths

|

2,062 sq ft

|

House

9300 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
On Top of the World 8371 SW 84TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$409,700

3 beds

|

2 baths

|

2,096 sq ft

|

House

8371 SW 84TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Summer Trees 160 MAGNOLIA LOOP, PORT ORANGE, FL, 3212..., Port Orange, FL 32128
$249,900

2 beds

|

2 baths

|

1,192 sq ft

|

House

160 MAGNOLIA LOOP, PORT ORANGE, FL, 3212...
Community: Summer Trees
Cindy Certified
1113 CITRUS LANDINGS BLVD, DAVENPORT, FL..., Davenport, FL 33837
$360,000

3 beds

|

2 baths

|

1,970 sq ft

|

House

1113 CITRUS LANDINGS BLVD, DAVENPORT, FL...
Venetian Bay 3550 GRANDE TUSCANY WAY, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$799,900

4 beds

|

3 baths

|

2,592 sq ft

|

House

3550 GRANDE TUSCANY WAY, NEW SMYRNA BEAC...
Community: Venetian Bay
Highland Fairways 3526 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$274,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

3526 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
Quail Meadow 4771 NW 30TH PL, OCALA, FL, 34482, Ocala, FL 34482
$254,900

2 beds

|

2 baths

|

1,225 sq ft

|

House

4771 NW 30TH PL, OCALA, FL, 34482
Community: Quail Meadow
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 17755 SE 84TH SHELDON TER, THE VILLAGES,..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,607 sq ft

|

House

17755 SE 84TH SHELDON TER, THE VILLAGES,...
Community: The Villages®
The Villages® 3561 COCHRAN ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

3561 COCHRAN ST, THE VILLAGES, FL, 32163
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.

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