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Winter Garden, FL 55+ active adult communities & homes for sale - Page 9

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.
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Highland Fairways 2240 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$225,000

2 beds

|

2 baths

|

1,241 sq ft

|

House

2240 SEA ISLAND CIR, LAKELAND, FL, 33810
Community: Highland Fairways
Cindy Certified
3051 REPOSE DR, CLERMONT, FL, 34714, Clermont, FL 34714
$562,490

4 beds

|

3 baths

|

2,366 sq ft

|

House

3051 REPOSE DR, CLERMONT, FL, 34714
High Vista at Ridgewood Lakes 919 ASHTON DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,900

3 beds

|

2 baths

|

2,081 sq ft

|

House

919 ASHTON DR, DAVENPORT, FL, 33837
Cindy Certified
1430 RIDGE TREE DR, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$452,790

4 beds

|

3 baths

|

2,397 sq ft

|

House

1430 RIDGE TREE DR, ORMOND BEACH, FL, 32...
On Top of the World 8971 SW 75TH LP LP, OCALA, FL, 34481, Ocala, FL 34481
$388,000

3 beds

|

2 baths

|

1,959 sq ft

|

House

8971 SW 75TH LP LP, 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
Scottish Highlands 1410 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$275,990

2 beds

|

2 baths

|

1,663 sq ft

|

House

1410 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Sun City Center 2209 HARTLEBURY WAY 402, SUN CITY CENTER..., Sun City Center, FL 33573
$159,900

2 beds

|

2 baths

|

1,403 sq ft

|

Condo

2209 HARTLEBURY WAY 402, SUN CITY CENTER...
Community: Sun City Center
Sandpiper Golf & Country Club 6217 RAVEN RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$215,000

2 beds

|

2 baths

|

1,203 sq ft

|

House

6217 RAVEN RUN, LAKELAND, FL, 33809
Cindy Certified
17932 PASSIONFLOWER CIR, CLERMONT, FL, 3..., Clermont, FL 34714
$549,900

4 beds

|

3 baths

|

2,356 sq ft

|

House

17932 PASSIONFLOWER CIR, CLERMONT, FL, 3...
Stone Creek 9102 SW 73RD LN, OCALA, FL, 34481, Ocala, FL 34481
$306,603

2 beds

|

2 baths

|

1,708 sq ft

|

House

9102 SW 73RD LN, 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.
Pennbrooke Fairways 1009 FOREST BREEZE PATH, LEESBURG, FL, 3..., Leesburg, FL 34748
$389,000

3 beds

|

2 baths

|

1,921 sq ft

|

House

1009 FOREST BREEZE PATH, LEESBURG, FL, 3...
Community: Pennbrooke Fairways
Oak Run 10801 SW 71ST AVE, OCALA, FL, 34476, Ocala, FL 34476
$400,000

3 beds

|

2 baths

|

2,069 sq ft

|

House

10801 SW 71ST AVE, OCALA, FL, 34476
Community: Oak Run
Solivita 778 IRVINE RANCH RD, POINCIANA, FL, 3475..., Poinciana, FL 34759
$525,000

4 beds

|

3 baths

|

2,326 sq ft

|

House

778 IRVINE RANCH RD, POINCIANA, FL, 3475...
Community: Solivita
Scottish Highlands 1507 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,324 sq ft

|

House

1507 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Sun City Center 2118 HARLESTON PL 212, SUN CITY CENTER, ..., Sun City Center, FL 33573
$190,000

2 beds

|

2 baths

|

1,448 sq ft

|

Condo

2118 HARLESTON PL 212, SUN CITY CENTER, ...
Community: Sun City Center
The Villages® 4986 ELLIE LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$297,000

2 beds

|

2 baths

|

1,184 sq ft

|

House

4986 ELLIE LN, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
2697 FERMOY DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$373,010

3 beds

|

2 baths

|

1,662 sq ft

|

House

2697 FERMOY DR, ORMOND BEACH, FL, 32174
Latitude Margaritaville 215 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$354,900

2 beds

|

2 baths

|

1,160 sq ft

|

Townhouse

215 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
On Top of the World 8221 SW 78TH TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476
$318,000

3 beds

|

2 baths

|

1,874 sq ft

|

House

8221 SW 78TH TERRACE RD, OCALA, FL, 3447...
Community: On Top of the World
On Top of the World 8141 SW 80TH TER, OCALA, FL, 34476, Ocala, FL 34476
$224,900

2 beds

|

2 baths

|

1,216 sq ft

|

House

8141 SW 80TH TER, OCALA, FL, 34476
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.
Heritage Hills 3650 LIMESTONE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$384,000

3 beds

|

2 baths

|

1,677 sq ft

|

House

3650 LIMESTONE ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1596 BIRMINGHAM TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$580,000

3 beds

|

3 baths

|

2,021 sq ft

|

House

1596 BIRMINGHAM TER, THE VILLAGES, FL, 3...
Community: The Villages®
Venetian Bay 538 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$323,000

3 beds

|

3 baths

|

1,779 sq ft

|

House

538 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Royal Palm 1508 ARECA PALM DR, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$399,999

2 beds

|

2 baths

|

1,332 sq ft

|

House

1508 ARECA PALM DR, PORT ORANGE, FL, 321...
Community: Royal Palm
Stone Creek 8606 SW 61ST LOOP, OCALA, FL, 34481, Ocala, FL 34481
$689,000

3 beds

|

3 baths

|

2,512 sq ft

|

House

8606 SW 61ST LOOP, OCALA, FL, 34481
Community: Stone Creek
The Villages® 1519 MARTINEZ DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$450,000

2 beds

|

3 baths

|

2,138 sq ft

|

Villa

1519 MARTINEZ DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 449 LAYTON TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$309,900

2 beds

|

2 baths

|

1,108 sq ft

|

Villa

449 LAYTON TER, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Gatherings of Lake Nona 7517 LAUREATE BLVD 4303, ORLANDO, FL, 32..., Orlando, FL 32827
$324,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7517 LAUREATE BLVD 4303, ORLANDO, FL, 32...
Tampa Bay Golf and Country Club 29079 OXMOOR CT, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$475,000

4 beds

|

3 baths

|

2,264 sq ft

|

House

29079 OXMOOR CT, SAN ANTONIO, FL, 33576
Sun City Center 1804 FORT DUQUESNA DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$284,900

2 beds

|

2 baths

|

1,408 sq ft

|

House

1804 FORT DUQUESNA DR, SUN CITY CENTER, ...
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.
Windermere 824 WINDERMERE BLVD, INVERNESS, FL, 3445..., Inverness, FL 34453
$210,000

2 beds

|

2 baths

|

1,177 sq ft

|

Villa

824 WINDERMERE BLVD, INVERNESS, FL, 3445...
Community: Windermere
Twin Lakes 5013 VANTAGE CT, ST CLOUD, FL, 34772, St Cloud, FL 34772
$549,900

3 beds

|

3 baths

|

3,114 sq ft

|

House

5013 VANTAGE CT, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1717 PALM AIRE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$185,000

2 beds

|

2 baths

|

1,284 sq ft

|

Manufactured Home

1717 PALM AIRE DR, LADY LAKE, FL, 32159
Community: The Villages®
Highland Fairways 2033 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$220,000

2 beds

|

2 baths

|

1,205 sq ft

|

House

2033 LONG BOAT DR, LAKELAND, FL, 33810
Community: Highland Fairways
Kings Ridge 4224 SNOWDON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$298,000

2 beds

|

2 baths

|

1,170 sq ft

|

House

4224 SNOWDON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Valencia del Sol 15412 SANTA POLA DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$398,000

2 beds

|

2 baths

|

1,696 sq ft

|

House

15412 SANTA POLA DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Twin Lakes 2889 MIDSWEET AVE, ST CLOUD, FL, 34772, St Cloud, FL 34772
$337,320

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

2889 MIDSWEET AVE, ST CLOUD, FL, 34772
Community: Twin Lakes
Twin Lakes 2776 BUCKEYE LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,520

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

2776 BUCKEYE LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Esplanade at Wiregrass Ranch 4618 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$435,000

2 beds

|

2 baths

|

1,694 sq ft

|

House

4618 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
Preserve at Lakeside Landings 5852 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$337,900

3 beds

|

2 baths

|

2,091 sq ft

|

House

5852 MARSH LANDING DR, WINTER HAVEN, FL,...
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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