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Winter Garden, FL 55+ active adult communities & homes for sale - Page 58

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
On Top of the World 9357 SW 82ND TER C, OCALA, FL, 34481, Ocala, FL 34481
$145,000

2 beds

|

2 baths

|

1,411 sq ft

|

Villa

9357 SW 82ND TER C, OCALA, FL, 34481
Community: On Top of the World
Cherrywood 6341 SW 103RD LN, OCALA, FL, 34476, Ocala, FL 34476
$174,000

2 beds

|

2 baths

|

1,258 sq ft

|

House

6341 SW 103RD LN, OCALA, FL, 34476
Community: Cherrywood
High Vista at Ridgewood Lakes 237 GOLF VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$384,900

3 beds

|

3 baths

|

2,611 sq ft

|

House

237 GOLF VISTA DR, DAVENPORT, FL, 33837
Four Seasons at Orlando 1691 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$355,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1691 KEY BAY TRL, KISSIMMEE, FL, 34747
Spruce Creek South 17814 SE 107TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

17814 SE 107TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 396 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$379,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

396 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
The Villages® 3541 ROANOKE ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3541 ROANOKE ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1008 VENTURA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$309,000

3 beds

|

2 baths

|

1,344 sq ft

|

House

1008 VENTURA DR, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
2519 PEACE OF MIND AVE, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$495,000

4 beds

|

3 baths

|

2,539 sq ft

|

House

2519 PEACE OF MIND AVE, KISSIMMEE, FL, 3...
The Villages® 1795 HAGOOD LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$467,500

3 beds

|

2 baths

|

1,770 sq ft

|

House

1795 HAGOOD LOOP, THE VILLAGES, FL, 3216...
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.
Kings Ridge 4390 SAMBOURNE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$299,900

2 beds

|

2 baths

|

1,363 sq ft

|

House

4390 SAMBOURNE ST, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 2696 MIDLAND TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$875,000

3 beds

|

2 baths

|

2,133 sq ft

|

House

2696 MIDLAND TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Cresswind Lakewood Ranch 4719 WINSOME WAY, BRADENTON, FL, 34211, Bradenton, FL 34211
$888,000

4 beds

|

3 baths

|

2,190 sq ft

|

House

4719 WINSOME WAY, BRADENTON, FL, 34211
Cindy Certified
573 KISTLER CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$450,000

3 beds

|

2 baths

|

2,071 sq ft

|

House

573 KISTLER CIR, CLERMONT, FL, 34715
Twin Lakes 2486 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$320,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2486 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Sun City Center 705 WESTMONT WAY, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$329,900

2 beds

|

2 baths

|

1,750 sq ft

|

House

705 WESTMONT WAY, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 213 N BROCKFIELD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$474,900

3 beds

|

2 baths

|

2,404 sq ft

|

House

213 N BROCKFIELD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Cindy Certified
17014 BLISTER WING DR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$330,000

3 beds

|

2 baths

|

1,504 sq ft

|

House

17014 BLISTER WING DR, WIMAUMA, FL, 3359...
Cindy Certified
3018 GRANITE RIDGE AVE, MINNEOLA, FL, 34..., Minneola, FL 34715
$542,490

4 beds

|

3 baths

|

2,366 sq ft

|

House

3018 GRANITE RIDGE AVE, MINNEOLA, FL, 34...
Cindy Certified
6194 GREY HERON DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$290,000

3 beds

|

2 baths

|

1,711 sq ft

|

House

6194 GREY HERON DR, WINTER HAVEN, FL, 33...
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.
Pine Run Estates 10415 SW 99TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$180,000

3 beds

|

2 baths

|

1,456 sq ft

|

House

10415 SW 99TH AVE, OCALA, FL, 34481
Community: Pine Run Estates
Cindy Certified
1814 PALMETTO SCRUB CIR, PORT ORANGE, FL..., Port Orange, FL 32128
$369,900

4 beds

|

2 baths

|

1,867 sq ft

|

House

1814 PALMETTO SCRUB CIR, PORT ORANGE, FL...
The Villages® 2039 TYNTE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$540,000

3 beds

|

3 baths

|

2,473 sq ft

|

House

2039 TYNTE TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1969 HAGOOD LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$409,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

1969 HAGOOD LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
On Top of the World 8237 SW 78TH TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476
$247,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

8237 SW 78TH TERRACE RD, OCALA, FL, 3447...
Community: On Top of the World
Windermere 704 MORAY DR, INVERNESS, FL, 34453, Inverness, FL 34453
$199,500

2 beds

|

2 baths

|

1,198 sq ft

|

Villa

704 MORAY DR, INVERNESS, FL, 34453
Community: Windermere
The Villages® 1648 ABASCO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$329,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1648 ABASCO CT, 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
Oak Run 11465 SW 75TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476
$299,999

3 beds

|

2 baths

|

1,912 sq ft

|

House

11465 SW 75TH TERRACE RD, OCALA, FL, 344...
Community: Oak Run
Lake Jovita Golf and Country Club 13128 PALMILLA CIR, DADE CITY, FL, 33525, Dade City, FL 33525
$459,900

2 beds

|

2 baths

|

1,783 sq ft

|

House

13128 PALMILLA CIR, DADE CITY, FL, 33525
Spruce Creek Country Club 13500 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$541,900

2 beds

|

3 baths

|

2,333 sq ft

|

House

13500 SE 97TH TERRACE RD, SUMMERFIELD, F...
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® 447 FOSTER PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,872 sq ft

|

House

447 FOSTER PL, THE VILLAGES, FL, 32162
Community: The Villages®
Stone Creek 8983 SW 57TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$544,750

3 beds

|

3 baths

|

2,132 sq ft

|

House

8983 SW 57TH PLACE RD, OCALA, FL, 34481
Community: Stone Creek
The Villages® 991 BARRYMOORE LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$399,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

991 BARRYMOORE LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Venetian Bay 3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$695,000

4 beds

|

2 baths

|

2,050 sq ft

|

House

3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Cindy Certified
6075 SW 97TH PL, OCALA, FL, 34476, Ocala, FL 34476
$299,999

2 beds

|

2 baths

|

1,810 sq ft

|

House

6075 SW 97TH PL, OCALA, FL, 34476
On Top of the World 9985 SW 88TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$389,900

2 beds

|

2 baths

|

1,980 sq ft

|

House

9985 SW 88TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Valencia Ridge 3380 MALTA AVE, WESLEY CHAPEL, FL, 33543, Wesley Chapel, FL 33543
$551,900

3 beds

|

3 baths

|

1,954 sq ft

|

House

3380 MALTA AVE, WESLEY CHAPEL, FL, 33543
Community: Valencia Ridge
The Villages® 17167 SE 76TH BOXBURY CT, THE VILLAGES, ..., The Villages, FL 32162
$257,500

2 beds

|

2 baths

|

1,194 sq ft

|

House

17167 SE 76TH BOXBURY CT, THE VILLAGES, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 9641 SW 76TH PL, OCALA, FL, 34481, Ocala, FL 34481
$377,800

2 beds

|

2 baths

|

1,871 sq ft

|

House

9641 SW 76TH PL, OCALA, FL, 34481
Community: Stone Creek
Trilogy® Orlando 115 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$295,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

115 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
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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