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

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
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
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
4.2 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
4.5 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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
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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
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
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
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 (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 (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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 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
Enclave at VillageWalk 10938 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,599,000

6 beds

|

6 baths

|

5,334 sq ft

|

House

10938 SAVONA WAY, ORLANDO, FL, 32827
Del Webb Sunbridge 2745 NATURE VIEW RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$849,000

3 beds

|

4 baths

|

2,806 sq ft

|

House

2745 NATURE VIEW RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Cindy Certified
898 BUCKEYE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$395,990

4 beds

|

3 baths

|

2,198 sq ft

|

House

898 BUCKEYE DR, LADY LAKE, FL, 32159
On Top of the World 7881 SW 89TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$249,900

2 beds

|

2 baths

|

1,342 sq ft

|

House

7881 SW 89TH LOOP, OCALA, FL, 34476
Community: On Top of the World
Cindy Certified
7528 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$375,000

3 beds

|

2 baths

|

1,780 sq ft

|

House

7528 BENT TREE LOOP, ST CLOUD, FL, 34773
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
7552 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$375,000

3 beds

|

2 baths

|

1,780 sq ft

|

House

7552 BENT TREE LOOP, ST CLOUD, FL, 34773
Arbor Lakes 3719 E LAKE TODD DR, HERNANDO, FL, 34442, Hernando, FL 34442
$269,900

3 beds

|

2 baths

|

1,588 sq ft

|

House

3719 E LAKE TODD DR, HERNANDO, FL, 34442
Community: Arbor Lakes
Plantation at Leesburg 4900 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$219,900

2 beds

|

2 baths

|

1,289 sq ft

|

House

4900 HERON RUN CIR, LEESBURG, FL, 34748
Pine Run Estates 10041 SW 97TH CT, OCALA, FL, 34481, Ocala, FL 34481
$230,000

3 beds

|

2 baths

|

1,456 sq ft

|

House

10041 SW 97TH CT, OCALA, FL, 34481
Community: Pine Run Estates
The Villages® 518 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$225,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

518 SAINT ANDREWS BLVD, LADY LAKE, 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.
Valencia del Sol 4717 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$350,000

2 beds

|

2 baths

|

1,648 sq ft

|

Villa

4717 AVILA LAKES DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Palm Cay 7670 SW 112TH LN, OCALA, FL, 34476, Ocala, FL 34476
$109,500

2 beds

|

2 baths

|

864 sq ft

|

House

7670 SW 112TH LN, OCALA, FL, 34476
Community: Palm Cay
Sun City Center 332 CLUB MANOR DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$159,900

2 beds

|

2 baths

|

1,516 sq ft

|

Condo

332 CLUB MANOR DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
On Top of the World 10453 SW 99TH LN, OCALA, FL, 34481, Ocala, FL 34481
$489,900

2 beds

|

2 baths

|

2,097 sq ft

|

House

10453 SW 99TH LN, OCALA, FL, 34481
Community: On Top of the World
Valencia del Sol 15433 SANTA POLA DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$329,900

2 beds

|

2 baths

|

1,599 sq ft

|

House

15433 SANTA POLA DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Tampa Bay Golf and Country Club 29146 PRINCEVILLE DR, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$339,000

2 beds

|

2 baths

|

1,777 sq ft

|

House

29146 PRINCEVILLE DR, SAN ANTONIO, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Quail Meadow 3150 NW 50TH CT, OCALA, FL, 34482, Ocala, FL 34482
$269,000

3 beds

|

2 baths

|

1,528 sq ft

|

House

3150 NW 50TH CT, OCALA, FL, 34482
Community: Quail Meadow
Lake Ashton 4081 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$390,500

3 beds

|

2 baths

|

2,027 sq ft

|

House

4081 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Encore at Fishhawk Ranch 6036 PLOVER MEADOW ST, LITHIA, FL, 33547, Lithia, FL 33547
$435,000

2 beds

|

3 baths

|

2,049 sq ft

|

House

6036 PLOVER MEADOW ST, LITHIA, FL, 33547
On Top of the World 8637 SW 88TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$230,000

2 beds

|

2 baths

|

1,578 sq ft

|

House

8637 SW 88TH LOOP, 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.
The Villages® 5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$414,900

4 beds

|

3 baths

|

1,910 sq ft

|

House

5107 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Lake Ashton 4577 BACK NINE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$334,800

3 beds

|

2 baths

|

1,918 sq ft

|

House

4577 BACK NINE DR, WINTER HAVEN, FL, 338...
Community: Lake Ashton
Summer Trees 49 CYPRESS POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$240,000

2 beds

|

2 baths

|

1,048 sq ft

|

House

49 CYPRESS POND RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Plantation at Leesburg 25300 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$238,225

2 beds

|

2 baths

|

1,908 sq ft

|

House

25300 HIBISCUS ST, LEESBURG, FL, 34748
Solivita 699 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$430,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

699 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Quail Meadow 3061 NW 49TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$259,900

3 beds

|

2 baths

|

1,495 sq ft

|

House

3061 NW 49TH AVE, OCALA, FL, 34482
Community: Quail Meadow
VillageWalk at Lake Nona 8681 LOWER VILLAGEWALK CIR, ORLANDO, FL,..., Orlando, FL 32827
$474,950

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

8681 LOWER VILLAGEWALK CIR, ORLANDO, FL,...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Preserve 5575 NW 43RD LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$395,000

2 beds

|

2 baths

|

1,856 sq ft

|

House

5575 NW 43RD LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
1113 PORSCHE AVE, SEBRING, FL, 33872, Sebring, FL 33872
$289,000

3 beds

|

2 baths

|

1,498 sq ft

|

House

1113 PORSCHE AVE, SEBRING, FL, 33872
Highlands Ridge 2832 S DRIFTWOOD CT, AVON PARK, FL, 3382..., Avon Park, FL 33825
$123,000

2 beds

|

2 baths

|

1,378 sq ft

|

Mobile Home

2832 S DRIFTWOOD CT, AVON PARK, FL, 3382...
Community: Highlands Ridge
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.
Heritage Landings 2651 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$370,000

5 beds

|

3 baths

|

2,696 sq ft

|

House

2651 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Lakes at Laurel Highlands 2651 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$370,000

5 beds

|

3 baths

|

2,696 sq ft

|

House

2651 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Spruce Creek Preserve 13834 SW 114TH AVE, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$305,000

3 beds

|

2 baths

|

1,760 sq ft

|

House

13834 SW 114TH AVE, DUNNELLON, FL, 34432
On Top of the World 8868 SW 97TH LANE RD G, OCALA, FL, 34481, Ocala, FL 34481
$154,999

2 beds

|

2 baths

|

1,314 sq ft

|

Condo

8868 SW 97TH LANE RD G, OCALA, FL, 34481
Community: On Top of the World
Solivita 677 VIA CORSO CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$444,900

3 beds

|

3 baths

|

2,235 sq ft

|

House

677 VIA CORSO CT, KISSIMMEE, FL, 34759
Community: Solivita
Harbor Hills Country Club 39819 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$492,000

3 beds

|

2 baths

|

2,504 sq ft

|

House

39819 GROVE HEIGHTS, LADY LAKE, FL, 3215...
The Villages® 1568 BLACK LAKE DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$2,195,000

4 beds

|

5 baths

|

4,654 sq ft

|

House

1568 BLACK LAKE DR, THE VILLAGES, FL, 32...
Community: The Villages®
Ocala Preserve 5341 NW 48TH PL, OCALA, FL, 34482, Ocala, FL 34482
$285,000

3 beds

|

2 baths

|

1,552 sq ft

|

Villa

5341 NW 48TH PL, 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
Cindy Certified
2799 ADELINE AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$279,900

3 beds

|

2 baths

|

1,328 sq ft

|

House

2799 ADELINE AVE, WINTER HAVEN, FL, 3388...
Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$275,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
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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