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Winter Garden, FL 55+ active adult communities & homes for sale - Page 42

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
Gatherings of Lake Nona 7505 LAUREATE BLVD 2208, ORLANDO, FL, 32..., Orlando, FL 32827
$340,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7505 LAUREATE BLVD 2208, ORLANDO, FL, 32...
Quail Meadow 4544 NW 30TH PL, OCALA, FL, 34482, Ocala, FL 34482
$199,000

2 beds

|

2 baths

|

1,224 sq ft

|

House

4544 NW 30TH PL, OCALA, FL, 34482
Community: Quail Meadow
Cindy Certified
5223 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$367,490

2 beds

|

2 baths

|

1,580 sq ft

|

House

5223 HAVEN VIEW DR, CLERMONT, FL, 34714
Cresswind Lakewood Ranch 18366 ROCKPORT PL, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$459,990

2 beds

|

2 baths

|

1,524 sq ft

|

House

18366 ROCKPORT PL, LAKEWOOD RANCH, FL, 3...
Ocala Palms 2380 NW 55TH AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482
$289,900

2 beds

|

2 baths

|

1,674 sq ft

|

House

2380 NW 55TH AVENUE RD, OCALA, FL, 34482
Community: Ocala Palms
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
8688 SW 67TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$276,990

3 beds

|

2 baths

|

1,663 sq ft

|

House

8688 SW 67TH CIR, OCALA, FL, 34476
The Villages® 1838 ENDSLEY CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$274,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1838 ENDSLEY CT, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9277 SW 83RD AVE A, OCALA, FL, 34481, Ocala, FL 34481
$149,900

2 beds

|

2 baths

|

1,411 sq ft

|

Villa

9277 SW 83RD AVE A, OCALA, FL, 34481
Community: On Top of the World
Trilogy® Orlando 164 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$499,999

3 beds

|

4 baths

|

2,379 sq ft

|

House

164 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Traditions at Lake Ruby 3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$310,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
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
2621 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3..., St Cloud, FL 34771
$366,776

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2621 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...
Venetian Bay 2904 PALMA LN, NEW SMYRNA BEACH, FL, 321..., New Smyrna Beach, FL 32168
$1,488,000

5 beds

|

4 baths

|

3,172 sq ft

|

House

2904 PALMA LN, NEW SMYRNA BEACH, FL, 321...
Community: Venetian Bay
Del Webb Sunbridge 2617 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3..., St Cloud, FL 34771
$368,176

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2617 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...
Community: Del Webb Sunbridge
Solivita 1132 VIA GALUPPI ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$364,500

3 beds

|

2 baths

|

1,725 sq ft

|

House

1132 VIA GALUPPI ST, KISSIMMEE, FL, 3475...
Community: Solivita
Del Webb Sunbridge 2615 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3..., St Cloud, FL 34771
$369,746

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2615 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...
Community: Del Webb Sunbridge
Stone Creek 9534 SW 65TH PL, OCALA, FL, 34481, Ocala, FL 34481
$389,900

2 beds

|

2 baths

|

1,964 sq ft

|

House

9534 SW 65TH PL, OCALA, FL, 34481
Community: Stone Creek
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 711 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$829,900

3 beds

|

3 baths

|

2,415 sq ft

|

House

711 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Pennbrooke Fairways 1033 MEADOWBEND DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

3 beds

|

2 baths

|

1,388 sq ft

|

House

1033 MEADOWBEND DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
On Top of the World 9707 SW 103RD TER, OCALA, FL, 34481, Ocala, FL 34481
$450,000

2 beds

|

2 baths

|

2,104 sq ft

|

House

9707 SW 103RD TER, OCALA, FL, 34481
Community: On Top of the World
Stone Creek 7419 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$489,990

3 beds

|

2 baths

|

2,413 sq ft

|

House

7419 SW 97TH TERRACE RD, OCALA, FL, 3448...
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.
Cindy Certified
3447 CURRENT AVE, WINTER GARDEN, FL, 347..., Winter Garden, FL 34787
$714,999

4 beds

|

4 baths

|

2,741 sq ft

|

House

3447 CURRENT AVE, WINTER GARDEN, FL, 347...
Stone Creek 6259 SW 93RD TER, OCALA, FL, 34481, Ocala, FL 34481
$454,000

2 beds

|

2 baths

|

2,072 sq ft

|

House

6259 SW 93RD TER, OCALA, FL, 34481
Community: Stone Creek
Royal Harbor 6116 ARMADA ST, TAVARES, FL, 32778, Tavares, FL 32778
$330,000

3 beds

|

2 baths

|

1,800 sq ft

|

House

6116 ARMADA ST, TAVARES, FL, 32778
Community: Royal Harbor
Thunderbird Hill 3702 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$209,900

2 beds

|

2 baths

|

1,306 sq ft

|

Villa

3702 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Cindy Certified
5068 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$549,900

3 beds

|

2 baths

|

2,273 sq ft

|

House

5068 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
Pine Run Estates 10081 SW 95TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$141,500

2 beds

|

2 baths

|

1,040 sq ft

|

House

10081 SW 95TH AVE, OCALA, FL, 34481
Community: Pine Run Estates
Sun City Center 818 MCCALLISTER AVE, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$240,000

2 beds

|

2 baths

|

1,564 sq ft

|

Condo

818 MCCALLISTER AVE, SUN CITY CENTER, FL...
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 1403 LANGLEY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$190,000

2 beds

|

2 baths

|

1,099 sq ft

|

Condo

1403 LANGLEY DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
The Villages® 925 BEECHWOOD AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$150,000

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

925 BEECHWOOD AVE, LADY LAKE, FL, 32159
Community: The Villages®
Harbor Hills Country Club 4008 PINNACLE PLACE CT, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$685,000

3 beds

|

3 baths

|

2,434 sq ft

|

House

4008 PINNACLE PLACE CT, LADY LAKE, FL, 3...
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 1812 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$369,000

3 beds

|

2 baths

|

2,606 sq ft

|

House

1812 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Spruce Creek Country Club 9524 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$274,900

2 beds

|

2 baths

|

1,262 sq ft

|

House

9524 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Cindy Certified
31426 MANGO FADE WAY, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$315,000

3 beds

|

2 baths

|

1,587 sq ft

|

Villa

31426 MANGO FADE WAY, SAN ANTONIO, FL, 3...
On Top of the World 10621 SW 98TH LN, OCALA, FL, 34481, Ocala, FL 34481
$439,750

3 beds

|

3 baths

|

2,963 sq ft

|

House

10621 SW 98TH LN, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1506 DELLANO WAY, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$425,000

2 beds

|

2 baths

|

1,782 sq ft

|

House

1506 DELLANO WAY, THE VILLAGES, FL, 3215...
Community: The Villages®
Cindy Certified
8846 SW 69TH TER, OCALA, FL, 34476, Ocala, FL 34476
$373,500

4 beds

|

3 baths

|

2,601 sq ft

|

House

8846 SW 69TH TER, OCALA, FL, 34476
Solivita 941 SHOREHAVEN DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,900

3 beds

|

3 baths

|

2,325 sq ft

|

House

941 SHOREHAVEN DR, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Minneola 2458 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715
$725,000

3 beds

|

3 baths

|

2,260 sq ft

|

House

2458 DEL WEBB DR, MINNEOLA, FL, 34715
Community: Del Webb Minneola
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
7642 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$411,900

3 beds

|

2 baths

|

1,780 sq ft

|

House

7642 BENT TREE LOOP, ST CLOUD, FL, 34773
Cindy Certified
19115 CHERRYSTONE WAY, LAKEWOOD RANCH, F..., Lakewood Ranch, FL 34211
$759,990

2 beds

|

3 baths

|

1,850 sq ft

|

House

19115 CHERRYSTONE WAY, LAKEWOOD RANCH, 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.

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