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Winter Garden, FL 55+ active adult communities & homes for sale - Page 65

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
Sun City Center 1810 MILFORD CIR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$389,900

2 beds

|

2 baths

|

2,216 sq ft

|

House

1810 MILFORD CIR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Spruce Creek Country Club 8582 SE 133RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$249,000

2 beds

|

2 baths

|

1,575 sq ft

|

House

8582 SE 133RD LN, SUMMERFIELD, FL, 34491
Sullivan Ranch 20934 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757
$358,500

3 beds

|

2 baths

|

1,440 sq ft

|

House

20934 SULLIVAN RANCH BLVD, MOUNT DORA, F...
Community: Sullivan Ranch
Sun City Center 1330 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$395,000

3 beds

|

2 baths

|

2,482 sq ft

|

Condo

1330 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
Pine Run Estates 10019 SW 96TH ST, OCALA, FL, 34481, Ocala, FL 34481
$319,900

2 beds

|

2 baths

|

1,747 sq ft

|

House

10019 SW 96TH ST, OCALA, FL, 34481
Community: Pine Run Estates
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Henry Estates 510 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$263,900

2 beds

|

2 baths

|

1,608 sq ft

|

House

510 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Spruce Creek Preserve 11565 SW 138TH PL, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$299,000

3 beds

|

2 baths

|

1,760 sq ft

|

House

11565 SW 138TH PL, DUNNELLON, FL, 34432
On Top of the World 9335 SW 85TH TER E, OCALA, FL, 34481, Ocala, FL 34481
$209,000

2 beds

|

2 baths

|

1,772 sq ft

|

Villa

9335 SW 85TH TER E, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 3398 LEONARDO LN, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$495,000

3 beds

|

2 baths

|

1,974 sq ft

|

House

3398 LEONARDO LN, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Pelican Bay Daytona Beach 648 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$409,999

3 beds

|

2 baths

|

2,216 sq ft

|

House

648 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
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
18312 BEEHIVE TER, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$462,000

4 beds

|

2 baths

|

1,828 sq ft

|

House

18312 BEEHIVE TER, LAKEWOOD RANCH, FL, 3...
The Villages® 1311 OPORTO DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

2,260 sq ft

|

House

1311 OPORTO DR, THE VILLAGES, FL, 32162
Community: The Villages®
Valencia del Sol 15528 CORONA DEL MAR DR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$550,000

3 beds

|

3 baths

|

2,334 sq ft

|

House

15528 CORONA DEL MAR DR, WIMAUMA, FL, 33...
Community: Valencia del Sol
On Top of the World 9370 SW 85TH TER C, OCALA, FL, 34481, Ocala, FL 34481
$94,990

2 beds

|

2 baths

|

1,179 sq ft

|

Villa

9370 SW 85TH TER C, OCALA, FL, 34481
Community: On Top of the World
Legacy of Leesburg 27545 DISCOVER CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

27545 DISCOVER CT, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Sun City Center 214 LINGER LN, SUN CITY CENTER, FL, 3357..., Sun City Center, FL 33573
$239,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

214 LINGER LN, SUN CITY CENTER, FL, 3357...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Oak Run 10820 SW 87TH TER, OCALA, FL, 34481, Ocala, FL 34481
$214,900

2 beds

|

2 baths

|

1,418 sq ft

|

House

10820 SW 87TH TER, OCALA, FL, 34481
Community: Oak Run
Liberty Village 7875 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$389,500

4 beds

|

3 baths

|

2,505 sq ft

|

House

7875 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
Cindy Certified
1339 MORNING WALK DR, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$399,900

4 beds

|

2 baths

|

1,836 sq ft

|

House

1339 MORNING WALK DR, ORMOND BEACH, FL, ...
The Villages® 8690 SE 173RD WISTERIA ST, THE VILLAGES,..., The Villages, FL 32162
$595,000

3 beds

|

3 baths

|

2,478 sq ft

|

House

8690 SE 173RD WISTERIA ST, THE VILLAGES,...
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.
Stone Creek 8250 SW 93RD TER, OCALA, FL, 34481, Ocala, FL 34481
$579,900

2 beds

|

2 baths

|

2,097 sq ft

|

House

8250 SW 93RD TER, OCALA, FL, 34481
Community: Stone Creek
Gatherings of Lake Nona 7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3..., Orlando, FL 32827
$460,000

3 beds

|

2 baths

|

1,805 sq ft

|

Condo

7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3...
Cindy Certified
30980 JAZZ LEAF PL, SAN ANTONIO, FL, 335..., San Antonio, FL 33576
$397,000

4 beds

|

2 baths

|

2,161 sq ft

|

House

30980 JAZZ LEAF PL, SAN ANTONIO, FL, 335...
Cherrywood 5954 SW 98TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476
$259,000

3 beds

|

2 baths

|

2,027 sq ft

|

House

5954 SW 98TH STREET RD, OCALA, FL, 34476
Community: Cherrywood
Cindy Certified
3390 SANCTUARY DR, CLERMONT, FL, 34714, Clermont, FL 34714
$472,000

4 beds

|

2 baths

|

1,737 sq ft

|

House

3390 SANCTUARY DR, CLERMONT, FL, 34714
Arlington Ridge 4334 BENT CREEK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$565,000

3 beds

|

3 baths

|

2,565 sq ft

|

House

4334 BENT CREEK LN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 1514 HILLCREST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$205,000

2 beds

|

2 baths

|

1,513 sq ft

|

Manufactured Home

1514 HILLCREST DR, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Breakaway Trails 11 CRESCENT LAKE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$549,000

3 beds

|

2 baths

|

2,199 sq ft

|

House

11 CRESCENT LAKE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
Oak Run 8445 SW 109TH ST, OCALA, FL, 34481, Ocala, FL 34481
$169,900

2 beds

|

1 baths

|

912 sq ft

|

House

8445 SW 109TH ST, OCALA, FL, 34481
Community: Oak Run
Stone Creek 9186 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$574,475

3 beds

|

3 baths

|

2,543 sq ft

|

House

9186 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
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® 1166 BLOUNT AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$729,000

3 beds

|

2 baths

|

2,103 sq ft

|

House

1166 BLOUNT AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Cresswind at Victoria Gardens 1169 AVERY MEADOWS WAY, DELAND, FL, 3272..., Deland, FL 32724
$545,000

3 beds

|

3 baths

|

2,185 sq ft

|

House

1169 AVERY MEADOWS WAY, DELAND, FL, 3272...
Legacy of Leesburg 27210 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$299,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

27210 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Solivita 477 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$450,000

3 beds

|

3 baths

|

2,345 sq ft

|

House

477 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Venetian Bay 3365 PEGASO AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$439,900

4 beds

|

3 baths

|

2,627 sq ft

|

House

3365 PEGASO AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Cindy Certified
3822 COUNTRY VIEW CT, BRADENTON, FL, 342..., Bradenton, FL 34211
$799,900

4 beds

|

3 baths

|

2,566 sq ft

|

House

3822 COUNTRY VIEW CT, BRADENTON, FL, 342...
Cindy Certified
3904 COUNTRY VIEW CT, BRADENTON, FL, 342..., Bradenton, FL 34211
$824,900

4 beds

|

3 baths

|

2,517 sq ft

|

House

3904 COUNTRY VIEW CT, BRADENTON, FL, 342...
Plantation at Leesburg 5712 SUMMERBROOKE CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$525,000

3 beds

|

3 baths

|

2,961 sq ft

|

House

5712 SUMMERBROOKE CT, LEESBURG, FL, 3474...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Palms 5143 NW 18TH ST, OCALA, FL, 34482, Ocala, FL 34482
$234,900

2 beds

|

2 baths

|

1,165 sq ft

|

House

5143 NW 18TH ST, OCALA, FL, 34482
Community: Ocala Palms
The Villages® 8354 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

8354 SE 177TH BARTRAM LOOP, THE VILLAGES...
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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3,769 homes
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