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Winter Garden, FL 55+ active adult communities & homes for sale - Page 53

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
Stonecrest 17808 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$329,900

3 beds

|

3 baths

|

2,282 sq ft

|

Villa

17808 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Cindy Certified
5792 SW 117TH LANE RD, OCALA, FL, 34476, Ocala, FL 34476
$413,799

4 beds

|

3 baths

|

2,332 sq ft

|

House

5792 SW 117TH LANE RD, OCALA, FL, 34476
Cindy Certified
7460 SW 107TH LN, OCALA, FL, 34476, Ocala, FL 34476
$388,990

4 beds

|

3 baths

|

2,551 sq ft

|

House

7460 SW 107TH LN, OCALA, FL, 34476
Stone Creek 5897 SW 90TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$464,900

2 beds

|

3 baths

|

2,287 sq ft

|

House

5897 SW 90TH COURT RD, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
7374 SW 107TH LN, OCALA, FL, 34476, Ocala, FL 34476
$328,990

3 beds

|

2 baths

|

2,021 sq ft

|

House

7374 SW 107TH LN, OCALA, FL, 34476
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
7388 SW 107TH LN, OCALA, FL, 34476, Ocala, FL 34476
$299,990

3 beds

|

2 baths

|

1,549 sq ft

|

House

7388 SW 107TH LN, OCALA, FL, 34476
Pelican Bay Daytona Beach 108 LOON CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$292,500

3 beds

|

2 baths

|

1,661 sq ft

|

House

108 LOON CT, DAYTONA BEACH, FL, 32119
Cindy Certified
101 BRIARGATE LOOK, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$549,900

4 beds

|

2 baths

|

2,208 sq ft

|

House

101 BRIARGATE LOOK, ORMOND BEACH, FL, 32...
Cindy Certified
11270 SW 62ND CIR, OCALA, FL, 34476, Ocala, FL 34476
$399,900

4 beds

|

3 baths

|

2,332 sq ft

|

House

11270 SW 62ND CIR, OCALA, FL, 34476
On Top of the World 8743 SW 90TH LN A, OCALA, FL, 34481, Ocala, FL 34481
$229,500

2 beds

|

2 baths

|

1,867 sq ft

|

Villa

8743 SW 90TH LN A, 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.
Royal Highlands 5745 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,999

2 beds

|

2 baths

|

1,280 sq ft

|

House

5745 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
Cindy Certified
7509 SW 78TH PL, OCALA, FL, 34476, Ocala, FL 34476
$329,000

3 beds

|

3 baths

|

2,039 sq ft

|

House

7509 SW 78TH PL, OCALA, FL, 34476
Cindy Certified
18223 BEEHIVE TER, BRADENTON, FL, 34211, Bradenton, FL 34211
$442,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

18223 BEEHIVE TER, BRADENTON, FL, 34211
Marion Landing 8447 SW 60TH CT, OCALA, FL, 34476, Ocala, FL 34476
$250,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

8447 SW 60TH CT, OCALA, FL, 34476
Community: Marion Landing
Breakaway Trails 38 WINDING CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$974,900

5 beds

|

5 baths

|

3,802 sq ft

|

House

38 WINDING CREEK WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
On Top of the World 9060 SW 96TH LN B, OCALA, FL, 34481, Ocala, FL 34481
$164,900

2 beds

|

2 baths

|

1,521 sq ft

|

Villa

9060 SW 96TH LN B, 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
The Villages® 422 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$395,000

3 beds

|

3 baths

|

1,652 sq ft

|

House

422 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
16630 MOSAIC OAR DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$329,000

3 beds

|

2 baths

|

1,516 sq ft

|

House

16630 MOSAIC OAR DR, WIMAUMA, FL, 33598
On Top of the World 9820 SW 89TH TER E, OCALA, FL, 34481, Ocala, FL 34481
$193,000

2 beds

|

2 baths

|

1,748 sq ft

|

House

9820 SW 89TH TER E, OCALA, FL, 34481
Community: On Top of the World
Marion Landing 8490 SW 60TH CT, OCALA, FL, 34476, Ocala, FL 34476
$269,999

3 beds

|

2 baths

|

1,963 sq ft

|

House

8490 SW 60TH CT, OCALA, FL, 34476
Community: Marion Landing
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
4007 PRIMA LAGO CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$425,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

4007 PRIMA LAGO CIR, LAKELAND, FL, 33810
Cindy Certified
16661 WINDMILL FORGE PASS, WIMAUMA, FL, ..., Wimauma, FL 33598
$309,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

16661 WINDMILL FORGE PASS, WIMAUMA, FL, ...
The Villages® 3087 BLACKSTOCK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$489,000

3 beds

|

2 baths

|

2,046 sq ft

|

House

3087 BLACKSTOCK WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Oak Run 11440 SW 84TH AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481
$219,000

2 beds

|

2 baths

|

1,384 sq ft

|

House

11440 SW 84TH AVENUE RD, OCALA, FL, 3448...
Community: Oak Run
The Villages® 1027 VERMONT AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$140,000

3 beds

|

2 baths

|

1,335 sq ft

|

Mobile Home

1027 VERMONT AVE, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
4323 FENCE ROW CT, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$472,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

4323 FENCE ROW CT, LAKEWOOD RANCH, FL, 3...
Cindy Certified
4311 FENCE ROW CT, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$477,000

3 beds

|

2 baths

|

1,844 sq ft

|

House

4311 FENCE ROW CT, LAKEWOOD RANCH, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 814 SANTA RITA WAY, THE VILLAGES, FL, 32..., The Villages, FL 32159
$384,900

3 beds

|

2 baths

|

1,968 sq ft

|

House

814 SANTA RITA WAY, THE VILLAGES, FL, 32...
Community: The Villages®
Sun City Center 1216 VALLEY FORGE BLVD, SUN CITY CENTER,..., Sun City Center, FL 33573
$211,000

2 beds

|

1 baths

|

1,149 sq ft

|

House

1216 VALLEY FORGE BLVD, SUN CITY CENTER,...
Community: Sun City Center
Sun City Center 2025 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$335,000

2 beds

|

2 baths

|

1,857 sq ft

|

House

2025 NEW BEDFORD DR, SUN CITY CENTER, FL...
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.
Highland Fairways 3104 SAND TRAP CT, LAKELAND, FL, 33810, Lakeland, FL 33810
$299,000

3 beds

|

2 baths

|

1,839 sq ft

|

House

3104 SAND TRAP CT, LAKELAND, FL, 33810
Community: Highland Fairways
Venetian Bay 390 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$294,999

3 beds

|

3 baths

|

1,881 sq ft

|

Townhouse

390 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Stone Creek 10049 SW 77TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$425,000

2 beds

|

2 baths

|

1,973 sq ft

|

House

10049 SW 77TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Huntington at Hunter's Ridge 85 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$385,000

2 beds

|

2 baths

|

1,816 sq ft

|

House

85 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
The Villages® 8641 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$525,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

8641 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
Esplanade Of Tampa 8412 ALBERATA VISTA DR, TAMPA, FL, 33647, Tampa, FL 33647
$439,000

3 beds

|

2 baths

|

1,712 sq ft

|

House

8412 ALBERATA VISTA DR, TAMPA, FL, 33647
Community: Esplanade Of Tampa
On Top of the World 8847 SW 104TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$398,500

2 beds

|

2 baths

|

2,369 sq ft

|

House

8847 SW 104TH CIR, OCALA, FL, 34481
Community: On Top of the World
Twin Lakes 2740 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$589,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

2740 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
Pelican Bay Daytona Beach 188 GRAY DOVE CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$229,000

3 beds

|

2 baths

|

1,443 sq ft

|

Townhouse

188 GRAY DOVE CT, DAYTONA BEACH, FL, 321...
Heritage Hills 4056 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$389,000

3 beds

|

2 baths

|

1,857 sq ft

|

House

4056 SERENA LN, CLERMONT, FL, 34711
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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