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Winter Garden, FL 55+ active adult communities & homes for sale - Page 75

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.
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Tampa Bay Golf and Country Club 9916 CLEGHORN DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$330,000

3 beds

|

2 baths

|

1,749 sq ft

|

House

9916 CLEGHORN DR, SAN ANTONIO, FL, 33576
Liberty Village 7934 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$289,999

3 beds

|

2 baths

|

1,755 sq ft

|

House

7934 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
Cindy Certified
15705 SW 19TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$255,000

3 beds

|

2 baths

|

1,315 sq ft

|

House

15705 SW 19TH AVENUE RD, OCALA, FL, 3447...
Latitude Margaritaville 1002 SEA SHELL CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$495,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

1002 SEA SHELL CT, DAYTONA BEACH, FL, 32...
Spruce Creek Country Club 12767 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$329,000

3 beds

|

2 baths

|

1,720 sq ft

|

House

12767 SE 97TH TERRACE RD, SUMMERFIELD, F...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Harbor Hills Country Club 6053 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$617,500

3 beds

|

3 baths

|

3,024 sq ft

|

House

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215...
Cindy Certified
8772 SW 67TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$332,490

4 beds

|

4 baths

|

2,263 sq ft

|

House

8772 SW 67TH CIR, OCALA, FL, 34476
Plantation at Leesburg 3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$319,900

3 beds

|

2 baths

|

1,856 sq ft

|

House

3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
Cindy Certified
902 BUCKEYE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$427,990

4 beds

|

3 baths

|

2,471 sq ft

|

House

902 BUCKEYE DR, LADY LAKE, FL, 32159
Summer Trees 49 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$249,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

49 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
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® 2679 LANTANA AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$539,000

3 beds

|

2 baths

|

1,966 sq ft

|

House

2679 LANTANA AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 258 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$298,000

2 beds

|

2 baths

|

1,130 sq ft

|

House

258 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Latitude Margaritaville 227 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$477,777

2 beds

|

2 baths

|

1,778 sq ft

|

House

227 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Cresswind Lakewood Ranch 4607 RAINWATER GLN, BRADENTON, FL, 34211, Bradenton, FL 34211
$879,000

4 beds

|

3 baths

|

2,775 sq ft

|

House

4607 RAINWATER GLN, BRADENTON, FL, 34211
Tampa Bay Golf and Country Club 10504 MOSHIE LN, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$299,900

3 beds

|

2 baths

|

1,645 sq ft

|

House

10504 MOSHIE LN, SAN ANTONIO, FL, 33576
Tampa Bay Golf and Country Club 29407 SNAP HOOK DR, SAN ANTONIO, FL, 335..., San Antonio, FL 33576
$338,600

2 beds

|

2 baths

|

1,489 sq ft

|

House

29407 SNAP HOOK DR, SAN ANTONIO, FL, 335...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 2311 CRESTVIEW ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$399,999

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

2311 CRESTVIEW ST, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
3821 COUNTRY VIEW CT, BRADENTON, FL, 342..., Bradenton, FL 34211
$1,049,900

4 beds

|

3 baths

|

2,968 sq ft

|

House

3821 COUNTRY VIEW CT, BRADENTON, FL, 342...
Legacy of Leesburg 27106 GREENFLY ORCHID LN, LEESBURG, FL, ..., Leesburg, FL 34748
$289,900

3 beds

|

2 baths

|

1,541 sq ft

|

House

27106 GREENFLY ORCHID LN, LEESBURG, FL, ...
Community: Legacy of Leesburg
Cindy Certified
4049 PINNACLE PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$579,900

3 beds

|

3 baths

|

2,505 sq ft

|

House

4049 PINNACLE PL, LADY LAKE, FL, 32159
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.
Sun City Center 737 MCCALLISTER AVE 265, SUN CITY CENTER..., Sun City Center, FL 33573
$255,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

737 MCCALLISTER AVE 265, SUN CITY CENTER...
Community: Sun City Center
JB Ranch 6053 SW 93RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$299,900

4 beds

|

2 baths

|

2,034 sq ft

|

House

6053 SW 93RD LOOP, OCALA, FL, 34476
Community: JB Ranch
Cindy Certified
4007 COUNTRY VIEW CT, BRADENTON, FL, 342..., Bradenton, FL 34211
$1,001,900

4 beds

|

3 baths

|

2,929 sq ft

|

House

4007 COUNTRY VIEW CT, BRADENTON, FL, 342...
Latitude Margaritaville 538 DAIQUIRI PL, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$374,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

538 DAIQUIRI PL, DAYTONA BEACH, FL, 3212...
SummerGlen 15691 SW 11TH COURT RD, OCALA, FL, 34473, Ocala, FL 34473
$274,900

3 beds

|

2 baths

|

1,646 sq ft

|

House

15691 SW 11TH COURT RD, OCALA, FL, 34473
Community: SummerGlen
Archers Mill 3295 ARCH AVE, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$549,990

4 beds

|

4 baths

|

2,787 sq ft

|

House

3295 ARCH AVE, ORMOND BEACH, FL, 32174
Community: Archers Mill
Palm Cay 8417 SW 106TH ST, OCALA, FL, 34481, Ocala, FL 34481
$179,900

2 beds

|

2 baths

|

1,080 sq ft

|

House

8417 SW 106TH ST, OCALA, FL, 34481
Community: Palm Cay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8061 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476
$239,900

3 beds

|

2 baths

|

1,654 sq ft

|

House

8061 SW 81ST LOOP, OCALA, FL, 34476
Community: On Top of the World
On Top of the World 9646 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$210,000

2 beds

|

2 baths

|

1,517 sq ft

|

House

9646 SW 92ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 365 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$369,000

3 beds

|

2 baths

|

1,614 sq ft

|

House

365 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
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.
Del Webb Orlando 715 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$414,900

2 beds

|

2 baths

|

2,056 sq ft

|

House

715 ASTURIAS RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Venetian Bay 3446 MEDICI BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$415,000

4 beds

|

4 baths

|

2,379 sq ft

|

Townhouse

3446 MEDICI BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Cresswind at Victoria Gardens 215 AVENHAM DR, DELAND, FL, 32724, Deland, FL 32724
$555,000

3 beds

|

3 baths

|

2,792 sq ft

|

House

215 AVENHAM DR, DELAND, FL, 32724
Sun City Center 2512 LANCASTER DR 2512, SUN CITY CENTER,..., Sun City Center, FL 33573
$170,000

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

2512 LANCASTER DR 2512, SUN CITY CENTER,...
Community: Sun City Center
Latitude Margaritaville 281 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$629,000

2 beds

|

2 baths

|

1,922 sq ft

|

House

281 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Sun City Center 205 ANDOVER PL 119, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$109,985

1 beds

|

2 baths

|

800 sq ft

|

Condo

205 ANDOVER PL 119, SUN CITY CENTER, FL,...
Community: Sun City Center
Windermere 719 BALMORAL CT, INVERNESS, FL, 34453, Inverness, FL 34453
$269,900

3 beds

|

3 baths

|

1,694 sq ft

|

House

719 BALMORAL CT, INVERNESS, FL, 34453
Community: Windermere
Trilogy® Orlando 125 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$370,000

3 beds

|

2 baths

|

1,680 sq ft

|

House

125 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Del Webb Sunbridge 2555 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$865,000

3 beds

|

4 baths

|

2,866 sq ft

|

House

2555 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Kings Ridge 3635 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$388,800

2 beds

|

2 baths

|

1,661 sq ft

|

House

3635 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings 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.

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3,769 homes
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