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

3,776 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
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 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 (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
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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 (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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
5 rating (1 reviews) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
Lake Jovita Golf and Coun...
$400ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 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
The Villages® 17481 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

17481 SE 76TH FLINTLOCK TER, THE VILLAGE...
Community: The Villages®
Pelican Bay Daytona Beach 785 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$549,900

4 beds

|

4 baths

|

2,648 sq ft

|

House

785 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
Cherrywood 9619 SW 62ND CT, OCALA, FL, 34476, Ocala, FL 34476
$255,900

3 beds

|

2 baths

|

1,622 sq ft

|

House

9619 SW 62ND CT, OCALA, FL, 34476
Community: Cherrywood
The Villages® 2673 SUFFOLK ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$297,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2673 SUFFOLK ST, THE VILLAGES, FL, 32162
Community: The Villages®
Twin Lakes 5023 SUNFALLS AVE, ST CLOUD, FL, 34772, St Cloud, FL 34772
$405,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

5023 SUNFALLS AVE, 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
Twin Lakes 5095 TWIN LAKES BLVD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$464,990

3 beds

|

2 baths

|

2,084 sq ft

|

House

5095 TWIN LAKES BLVD, ST CLOUD, FL, 3477...
Community: Twin Lakes
Gatherings of Lake Nona 7521 LAUREATE BLVD 5208, ORLANDO, FL, 32..., Orlando, FL 32827
$399,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7521 LAUREATE BLVD 5208, ORLANDO, FL, 32...
Tohoqua Reserve 1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$425,000

3 beds

|

2 baths

|

2,056 sq ft

|

House

1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake Ashton 4188 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$315,000

2 beds

|

2 baths

|

1,154 sq ft

|

House

4188 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Valencia del Sol 5124 HIGHLAND POINTE CT, WIMAUMA, FL, 33..., Wimauma, FL 33598
$349,900

2 beds

|

2 baths

|

1,489 sq ft

|

House

5124 HIGHLAND POINTE CT, WIMAUMA, FL, 33...
Community: Valencia del Sol
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
1714 UPLAND LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$424,900

4 beds

|

3 baths

|

2,565 sq ft

|

House

1714 UPLAND LN, WINTER HAVEN, FL, 33884
On Top of the World 10252 SW 85TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$559,690

3 beds

|

3 baths

|

2,373 sq ft

|

House

10252 SW 85TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 8512 SW 101ST AVE, OCALA, FL, 34481, Ocala, FL 34481
$532,585

2 beds

|

2 baths

|

2,145 sq ft

|

House

8512 SW 101ST AVE, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 8658 SW 95TH LN B, OCALA, FL, 34481, Ocala, FL 34481
$161,900

2 beds

|

2 baths

|

1,179 sq ft

|

Villa

8658 SW 95TH LN B, OCALA, FL, 34481
Community: On Top of the World
Pine Run Estates 10673 SW 102ND LN, OCALA, FL, 34481, Ocala, FL 34481
$498,375

2 beds

|

3 baths

|

2,493 sq ft

|

House

10673 SW 102ND LN, OCALA, FL, 34481
Community: Pine Run Estates
Venetian Bay 489 LUNA BELLA LN, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$574,000

5 beds

|

4 baths

|

3,262 sq ft

|

House

489 LUNA BELLA LN, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 10787 SW 96TH LN, OCALA, FL, 34481, Ocala, FL 34481
$658,655

3 beds

|

2 baths

|

2,678 sq ft

|

House

10787 SW 96TH LN, OCALA, FL, 34481
Community: On Top of the World
Southshore Bay 16959 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$509,900

3 beds

|

3 baths

|

2,363 sq ft

|

House

16959 SCUBA CREST ST, WIMAUMA, FL, 33598
Community: Southshore Bay
The Villages® 5230 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$219,900

2 beds

|

2 baths

|

1,367 sq ft

|

Manufactured Home

5230 LEXINGTON CIR, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 726 BRADFORD LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$415,000

3 beds

|

2 baths

|

1,561 sq ft

|

House

726 BRADFORD LOOP, THE VILLAGES, FL, 321...
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.
The Villages® 1106 RICARDO AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$318,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1106 RICARDO AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
On Top of the World 8891 SW 96TH LN B, OCALA, FL, 34481, Ocala, FL 34481
$189,500

2 beds

|

2 baths

|

1,369 sq ft

|

Villa

8891 SW 96TH LN B, OCALA, FL, 34481
Community: On Top of the World
Quail Meadow 3341 NW 44TH CT, OCALA, FL, 34482, Ocala, FL 34482
$214,900

3 beds

|

2 baths

|

1,224 sq ft

|

House

3341 NW 44TH CT, OCALA, FL, 34482
Community: Quail Meadow
The Villages® 17770 SE 85TH ELLERBE AVE, THE VILLAGES,..., The Villages, FL 32162
$420,000

3 beds

|

2 baths

|

1,749 sq ft

|

House

17770 SE 85TH ELLERBE AVE, THE VILLAGES,...
Community: The Villages®
Sun City Center 830 LA JOLLA AVE, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$308,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

830 LA JOLLA AVE, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Ocala Preserve 5478 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$315,000

3 beds

|

2 baths

|

1,622 sq ft

|

House

5478 NW 46TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Twin Lakes 2733 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$525,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

2733 SOUTHLAND ST, 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
Traditions at Lake Ruby 4132 MARTINDALE LOOP, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$399,900

4 beds

|

3 baths

|

1,894 sq ft

|

House

4132 MARTINDALE LOOP, WINTER HAVEN, FL, ...
The Villages® 108 CHERRY BLOSSOM LN, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$335,900

4 beds

|

2 baths

|

1,754 sq ft

|

House

108 CHERRY BLOSSOM LN, LADY LAKE, FL, 32...
Community: The Villages®
Sun City Center 2122 PLATINUM DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$569,000

3 beds

|

3 baths

|

2,349 sq ft

|

House

2122 PLATINUM DR, SUN CITY CENTER, FL, 3...
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.
Spruce Creek Country Club 8716 SE 136TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$339,900

2 beds

|

2 baths

|

1,698 sq ft

|

House

8716 SE 136TH PL, SUMMERFIELD, FL, 34491
Legacy of Leesburg 5530 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$399,999

3 beds

|

2 baths

|

2,593 sq ft

|

House

5530 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
Stonecrest 11193 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$332,750

3 beds

|

2 baths

|

1,974 sq ft

|

House

11193 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Cresswind at Victoria Gardens 173 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$379,000

2 beds

|

2 baths

|

1,652 sq ft

|

House

173 OLD MOSS CIR, DELAND, FL, 32724
Arlington Ridge 4348 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$436,415

3 beds

|

3 baths

|

2,359 sq ft

|

House

4348 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
Spruce Creek South 17832 SE 96TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,900

2 beds

|

2 baths

|

1,248 sq ft

|

House

17832 SE 96TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 3101 ARCHER AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$539,500

3 beds

|

2 baths

|

2,058 sq ft

|

Villa

3101 ARCHER AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Four Seasons at Orlando 7964 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$485,000

4 beds

|

3 baths

|

2,261 sq ft

|

House

7964 HANSON BAY PL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Del Webb Sunbridge 6323 DEW DROP LOOP, ST CLOUD, FL, 34771, St Cloud, FL 34771
$579,766

2 beds

|

2 baths

|

1,949 sq ft

|

House

6323 DEW DROP LOOP, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Spring Lake Towers 700 MIRROR TER 511, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$149,900

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 511, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
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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