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Winter Garden, FL 55+ active adult communities & homes for sale - Page 66

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
On Top of the World 9721 SW 97TH LN, OCALA, FL, 34481, Ocala, FL 34481
$160,000

2 beds

|

2 baths

|

1,443 sq ft

|

House

9721 SW 97TH LN, OCALA, FL, 34481
Community: On Top of the World
Ocala Preserve 5430 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$289,500

3 beds

|

2 baths

|

1,505 sq ft

|

House

5430 NW 46TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Plantation at Leesburg 24618 STILLRIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,790 sq ft

|

House

24618 STILLRIDGE CT, LEESBURG, FL, 34748
The Reserve at Victoria 819 LILIANA DR, DELAND, FL, 32724, Deland, FL 32724
$479,000

3 beds

|

2 baths

|

1,724 sq ft

|

House

819 LILIANA DR, DELAND, FL, 32724
Lake Jovita Golf and Country Club 34115 AMERICANA AVE, DADE CITY, FL, 3352..., Dade City, FL 33525
$975,000

4 beds

|

3 baths

|

3,042 sq ft

|

House

34115 AMERICANA AVE, DADE CITY, FL, 3352...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Palms 5751 NW 25TH LOOP, OCALA, FL, 34482, Ocala, FL 34482
$284,900

3 beds

|

2 baths

|

1,783 sq ft

|

House

5751 NW 25TH LOOP, OCALA, FL, 34482
Community: Ocala Palms
Arlington Ridge 26921 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$219,900

2 beds

|

2 baths

|

1,254 sq ft

|

Villa

26921 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Latitude Margaritaville 132 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$414,900

3 beds

|

2 baths

|

1,464 sq ft

|

House

132 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
Oak Run 6790 SW 117TH ST, OCALA, FL, 34476, Ocala, FL 34476
$365,000

2 beds

|

2 baths

|

2,024 sq ft

|

House

6790 SW 117TH ST, OCALA, FL, 34476
Community: Oak Run
Sun City Center 1802 BEDFORD TER 184, SUN CITY CENTER, F..., Sun City Center, FL 33573
$130,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

1802 BEDFORD TER 184, SUN CITY CENTER, F...
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.
Royal Highlands 5607 SIR CHURCHILL DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$399,900

3 beds

|

2 baths

|

2,312 sq ft

|

House

5607 SIR CHURCHILL DR, LEESBURG, FL, 347...
Community: Royal Highlands
Harbor Hills Country Club 6120 LANDINGS BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$699,000

3 beds

|

2 baths

|

2,598 sq ft

|

House

6120 LANDINGS BLVD, LADY LAKE, FL, 32159
Cresswind at Victoria Gardens 103 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$470,500

3 beds

|

2 baths

|

2,001 sq ft

|

House

103 OLD MOSS CIR, DELAND, FL, 32724
The Villages® 5556 COLUMBUS CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$185,000

3 beds

|

3 baths

|

1,680 sq ft

|

Manufactured Home

5556 COLUMBUS CIR, WILDWOOD, FL, 34785
Community: The Villages®
Sun City Center 1809 PACIFIC DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$415,000

2 beds

|

3 baths

|

2,153 sq ft

|

House

1809 PACIFIC DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
On Top of the World 9460 SW 86TH PL, OCALA, FL, 34481, Ocala, FL 34481
$549,500

3 beds

|

2 baths

|

2,648 sq ft

|

House

9460 SW 86TH PL, OCALA, FL, 34481
Community: On Top of the World
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
108 VIA ROMA, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$446,400

3 beds

|

2 baths

|

2,092 sq ft

|

House

108 VIA ROMA, ORMOND BEACH, FL, 32174
Sun City Center 1204 HUNTINGTON GREENS DR 1204, SUN CITY..., Sun City Center, FL 33573
$194,900

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

1204 HUNTINGTON GREENS DR 1204, SUN CITY...
Community: Sun City Center
The Villages® 17009 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$339,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17009 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
Lakes of Mount Dora 2359 WAKEFIELD WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$429,000

3 beds

|

2 baths

|

1,615 sq ft

|

House

2359 WAKEFIELD WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
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® 324 EMMALEE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

324 EMMALEE PL, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
15458 SW 23RD COURT RD, OCALA, FL, 34473, Ocala, FL 34473
$279,500

3 beds

|

2 baths

|

1,368 sq ft

|

House

15458 SW 23RD COURT RD, OCALA, FL, 34473
Breakaway Trails 59 SHADOWCREEK WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$635,000

4 beds

|

3 baths

|

3,227 sq ft

|

House

59 SHADOWCREEK WAY, ORMOND BEACH, FL, 32...
Community: Breakaway Trails
Arlington Ridge 27102 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$360,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

27102 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Country Club of Mount Dora 1760 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$724,500

4 beds

|

3 baths

|

3,141 sq ft

|

House

1760 EDGEWATER DR, MOUNT DORA, FL, 32757
Pelican Bay Daytona Beach 770 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$795,000

5 beds

|

4 baths

|

3,165 sq ft

|

House

770 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
Ocala Preserve 5536 NW 40TH LOOP, OCALA, FL, 34482, Ocala, FL 34482
$249,900

3 beds

|

2 baths

|

1,622 sq ft

|

House

5536 NW 40TH LOOP, OCALA, FL, 34482
Community: Ocala Preserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Arlington Ridge 4307 BENT CREEK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$369,900

3 beds

|

2 baths

|

1,683 sq ft

|

House

4307 BENT CREEK LN, LEESBURG, FL, 34748
Community: Arlington Ridge
Kings Ridge 3871 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$289,900

2 beds

|

2 baths

|

1,327 sq ft

|

House

3871 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Traditions at Lake Ruby 3890 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$395,000

4 beds

|

3 baths

|

2,322 sq ft

|

House

3890 BEDFORD AVE, WINTER HAVEN, FL, 3388...
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® 2033 SALMON WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$449,900

3 beds

|

2 baths

|

1,939 sq ft

|

House

2033 SALMON WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Stonecrest 17083 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$295,000

3 beds

|

2 baths

|

1,724 sq ft

|

House

17083 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Encore at Fishhawk Ranch 13890 KINGFISHER GLEN DR, LITHIA, FL, 33..., Lithia, FL 33547
$340,000

2 beds

|

2 baths

|

1,612 sq ft

|

Villa

13890 KINGFISHER GLEN DR, LITHIA, FL, 33...
Sun City Center 1704 DANBURY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$389,500

3 beds

|

2 baths

|

1,951 sq ft

|

House

1704 DANBURY DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Breakaway Trails 120 BLACK HICKORY WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$438,000

3 beds

|

2 baths

|

1,931 sq ft

|

House

120 BLACK HICKORY WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
Plantation at Leesburg 3719 BELLE ROSE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$475,000

3 beds

|

3 baths

|

2,571 sq ft

|

House

3719 BELLE ROSE DR, LEESBURG, FL, 34748
Cindy Certified
1823 SUMMER SERENITY DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$375,000

3 beds

|

3 baths

|

1,900 sq ft

|

House

1823 SUMMER SERENITY DR, KISSIMMEE, FL, ...
Westhaven at Ovation - Townes Collection 12788 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$529,025

4 beds

|

3 baths

|

2,031 sq ft

|

Townhouse

12788 SUNSET WALK DR, WINTER GARDEN, FL,...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ridgehaven 425 BROOKHAVEN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$450,000

3 beds

|

3 baths

|

2,181 sq ft

|

House

425 BROOKHAVEN, ORMOND BEACH, FL, 32174
Community: Ridgehaven
Cindy Certified
4316 ABACO DR, TAVARES, FL, 32778, Tavares, FL 32778
$324,000

4 beds

|

2 baths

|

1,624 sq ft

|

House

4316 ABACO DR, 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.

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