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Winter Garden, FL 55+ active adult communities & homes for sale - Page 86

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.
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
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) 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 (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
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
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
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
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
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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On Top of the World 8666 SW 92ND LN C, OCALA, FL, 34481, Ocala, FL 34481
$140,000

2 beds

|

2 baths

|

1,394 sq ft

|

Villa

8666 SW 92ND LN C, OCALA, FL, 34481
Community: On Top of the World
Royal Harbor 5732 FREEPORT DR, TAVARES, FL, 32778, Tavares, FL 32778
$339,000

3 beds

|

2 baths

|

1,756 sq ft

|

House

5732 FREEPORT DR, TAVARES, FL, 32778
Community: Royal Harbor
On Top of the World 7890 SW 87TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$284,000

2 beds

|

2 baths

|

1,338 sq ft

|

House

7890 SW 87TH LOOP, OCALA, FL, 34476
Community: On Top of the World
Cindy Certified
16367 SW 16TH CT, OCALA, FL, 34473, Ocala, FL 34473
$334,900

4 beds

|

3 baths

|

2,040 sq ft

|

House

16367 SW 16TH CT, OCALA, FL, 34473
Lakeside Landings 5427 COMPASS PT 1, OXFORD, FL, 34484, Oxford, FL 34484
$197,500

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5427 COMPASS PT 1, OXFORD, FL, 34484
Community: Lakeside Landings
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Majestic Oaks Ocala 5870 SW 80TH PL, OCALA, FL, 34476, Ocala, FL 34476
$359,990

4 beds

|

3 baths

|

2,553 sq ft

|

House

5870 SW 80TH PL, OCALA, FL, 34476
Community: Majestic Oaks Ocala
The Country Club of Mount Dora 1500 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$630,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

1500 EDGEWATER DR, MOUNT DORA, FL, 32757
Cindy Certified
326 DINNER LAKE CT, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$250,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

326 DINNER LAKE CT, LAKE WALES, FL, 3385...
The Villages® 648 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$355,000

3 beds

|

2 baths

|

1,774 sq ft

|

House

648 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
On Top of the World 8464 SW 82ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$319,000

3 beds

|

2 baths

|

1,705 sq ft

|

House

8464 SW 82ND CIR, OCALA, FL, 34481
Community: On Top of the World
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.
Stone Creek 9439 SW 71ST LOOP, OCALA, FL, 34481, Ocala, FL 34481
$419,900

3 beds

|

2 baths

|

2,413 sq ft

|

House

9439 SW 71ST LOOP, OCALA, FL, 34481
Community: Stone Creek
Ocala Preserve 5579 NW 40TH PL, OCALA, FL, 34482, Ocala, FL 34482
$264,500

2 beds

|

2 baths

|

1,454 sq ft

|

House

5579 NW 40TH PL, OCALA, FL, 34482
Community: Ocala Preserve
Oakview 1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$210,000

2 beds

|

2 baths

|

1,220 sq ft

|

House

1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
Lake Ashton 5264 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$315,000

3 beds

|

2 baths

|

2,011 sq ft

|

House

5264 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Cindy Certified
811 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$294,000

4 beds

|

2 baths

|

1,840 sq ft

|

House

811 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
11591 SW 59TH TER, OCALA, FL, 34476, Ocala, FL 34476
$344,900

4 beds

|

3 baths

|

1,896 sq ft

|

House

11591 SW 59TH TER, OCALA, FL, 34476
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1194 MCDONOUGH PL, THE VILLAGES, FL, 321..., The Villages, FL 32163
$499,000

4 beds

|

2 baths

|

2,028 sq ft

|

House

1194 MCDONOUGH PL, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
3225 MILDRED ST, SEBRING, FL, 33875, Sebring, FL 33875
$299,900

3 beds

|

2 baths

|

1,466 sq ft

|

House

3225 MILDRED ST, SEBRING, FL, 33875
Cindy Certified
2409 SW 156TH LOOP, OCALA, FL, 34473, Ocala, FL 34473
$295,000

3 beds

|

2 baths

|

1,625 sq ft

|

House

2409 SW 156TH LOOP, OCALA, FL, 34473
VillageWalk at Lake Nona 11831 FAN TAIL LN, ORLANDO, FL, 32827, Orlando, FL 32827
$419,900

2 beds

|

2 baths

|

1,526 sq ft

|

Halfplex

11831 FAN TAIL LN, ORLANDO, FL, 32827
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.
Oak Run 7336 SW 115TH PL, OCALA, FL, 34476, Ocala, FL 34476
$227,400

2 beds

|

2 baths

|

1,379 sq ft

|

House

7336 SW 115TH PL, OCALA, FL, 34476
Community: Oak Run
Stone Creek 8439 SW 58TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$439,420

2 beds

|

2 baths

|

1,943 sq ft

|

House

8439 SW 58TH LOOP, OCALA, FL, 34481
Community: Stone Creek
The Villages® 17723 SE 81ST TIMBERWOOD TER, THE VILLAG..., The Villages, FL 32162
$355,000

3 beds

|

2 baths

|

2,027 sq ft

|

House

17723 SE 81ST TIMBERWOOD TER, THE VILLAG...
Community: The Villages®
Sun City Center 202 BEDFORD TRL 103, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$84,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

202 BEDFORD TRL 103, SUN CITY CENTER, FL...
Community: Sun City Center
Royal Highlands 21849 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$425,000

3 beds

|

2 baths

|

2,074 sq ft

|

House

21849 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Cindy Certified
304 FREE RANGE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$515,990

4 beds

|

3 baths

|

2,472 sq ft

|

House

304 FREE RANGE DR, GROVELAND, FL, 34736
Cindy Certified
324 FREE RANGE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$499,990

4 beds

|

4 baths

|

2,442 sq ft

|

House

324 FREE RANGE DR, GROVELAND, FL, 34736
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 9711 SE 171ST ARGYLL ST, THE VILLAGES, F..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

9711 SE 171ST ARGYLL ST, THE VILLAGES, F...
Community: The Villages®
Cindy Certified
3825 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$309,900

3 beds

|

2 baths

|

1,488 sq ft

|

House

3825 CITROEN DR, SEBRING, FL, 33872
Sun City Center 2101 HAILSTONE CIR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$171,500

2 beds

|

2 baths

|

1,448 sq ft

|

Condo

2101 HAILSTONE CIR, SUN CITY CENTER, FL,...
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.
Spruce Creek South 9826 SE 178TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$244,900

2 beds

|

2 baths

|

1,312 sq ft

|

House

9826 SE 178TH LN, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Del Webb Catalina 5003 STONEY POINT GLN, LAKEWOOD RANCH, F..., Lakewood Ranch, FL 34211
$679,990

3 beds

|

2 baths

|

2,056 sq ft

|

House

5003 STONEY POINT GLN, LAKEWOOD RANCH, F...
Community: Del Webb Catalina
Plantation at Leesburg 4721 TARA VIEW RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$302,900

3 beds

|

2 baths

|

1,979 sq ft

|

House

4721 TARA VIEW RD, LEESBURG, FL, 34748
Sun City Center 1021 AUGUSTA DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$285,000

3 beds

|

2 baths

|

1,757 sq ft

|

House

1021 AUGUSTA DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Valencia Ridge 32623 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$726,900

3 beds

|

3 baths

|

2,209 sq ft

|

House

32623 NEROLI ST, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
SummerGlen 15050 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$335,000

3 beds

|

2 baths

|

2,324 sq ft

|

House

15050 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
Lake Jovita Golf and Country Club 13235 LEGENDS TRL, DADE CITY, FL, 33525, Dade City, FL 33525
$550,000

4 beds

|

3 baths

|

1,945 sq ft

|

House

13235 LEGENDS TRL, DADE CITY, FL, 33525
Esplanade Of Tampa 20113 UMBRIA HILL DR, TAMPA, FL, 33647, Tampa, FL 33647
$745,500

4 beds

|

3 baths

|

2,303 sq ft

|

House

20113 UMBRIA HILL DR, TAMPA, FL, 33647
Community: Esplanade Of Tampa
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
7037 SW 86TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$374,000

3 beds

|

2 baths

|

2,118 sq ft

|

House

7037 SW 86TH AVE, OCALA, FL, 34481
Cindy Certified
1013 ASTON-MARTIN DR, SEBRING, FL, 33872, Sebring, FL 33872
$304,900

3 beds

|

2 baths

|

1,341 sq ft

|

House

1013 ASTON-MARTIN DR, SEBRING, FL, 33872
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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