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Winter Garden, FL 55+ active adult communities & homes for sale - Page 20

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.
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
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) 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
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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 (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) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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
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
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
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Cresswind at Victoria Gardens 202 DRUMMOND LN, DELAND, FL, 32724, Deland, FL 32724
$399,900

2 beds

|

2 baths

|

1,839 sq ft

|

House

202 DRUMMOND LN, DELAND, FL, 32724
Westhaven at Ovation - Townes Collection 13953 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$499,900

3 beds

|

3 baths

|

1,770 sq ft

|

Townhouse

13953 EASDALE ALY, WINTER GARDEN, FL, 34...
Pennbrooke Fairways 402 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$389,000

3 beds

|

2 baths

|

2,500 sq ft

|

House

402 GRAND VISTA TRL, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
On Top of the World 8331 SW 97TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$699,900

3 beds

|

3 baths

|

3,180 sq ft

|

House

8331 SW 97TH AVE, OCALA, FL, 34481
Community: On Top of the World
Gatherings of Lake Nona 7545 LAUREATE BLVD 7201, ORLANDO, FL, 32..., Orlando, FL 32827
$344,900

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7545 LAUREATE BLVD 7201, ORLANDO, FL, 32...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 213 BLUE STARFISH PL, DAYTONA BEACH, FL,..., Daytona Beach, FL 32124
$749,000

2 beds

|

3 baths

|

2,067 sq ft

|

House

213 BLUE STARFISH PL, DAYTONA BEACH, FL,...
Spruce Creek Country Club 9302 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,000

2 beds

|

2 baths

|

1,870 sq ft

|

House

9302 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Scottish Highlands 2311 BONNIE VIEW CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$225,000

2 beds

|

2 baths

|

1,479 sq ft

|

House

2311 BONNIE VIEW CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Solivita 192 CASAVISTA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$769,000

3 beds

|

3 baths

|

3,135 sq ft

|

House

192 CASAVISTA DR, POINCIANA, FL, 34759
Community: Solivita
The Villages® 1212 AVENIDA DE LAS CASAS, THE VILLAGES,..., The Villages, FL 32159
$509,000

2 beds

|

4 baths

|

2,582 sq ft

|

Condo

1212 AVENIDA DE LAS CASAS, THE VILLAGES,...
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.
Cindy Certified
151 BRIDGER TRAIL CT, MINNEOLA, FL, 3471..., Minneola, FL 34715
$450,000

5 beds

|

3 baths

|

2,080 sq ft

|

House

151 BRIDGER TRAIL CT, MINNEOLA, FL, 3471...
Cindy Certified
9072 SW 67TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$375,070

4 beds

|

3 baths

|

2,230 sq ft

|

House

9072 SW 67TH AVE, OCALA, FL, 34476
Cindy Certified
9108 SW 67TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$369,880

4 beds

|

3 baths

|

2,230 sq ft

|

House

9108 SW 67TH AVE, OCALA, FL, 34476
Cindy Certified
9096 SW 67TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$380,760

3 beds

|

3 baths

|

2,230 sq ft

|

House

9096 SW 67TH AVE, OCALA, FL, 34476
Cindy Certified
16633 MOONER PLANK CIR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$385,000

4 beds

|

3 baths

|

2,035 sq ft

|

House

16633 MOONER PLANK CIR, WIMAUMA, FL, 335...
On Top of the World 8552 SW 92ND LN C, OCALA, FL, 34481, Ocala, FL 34481
$184,900

2 beds

|

2 baths

|

1,369 sq ft

|

Villa

8552 SW 92ND LN C, 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
Cindy Certified
16836 WHISPER ELM ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$355,000

3 beds

|

2 baths

|

1,752 sq ft

|

House

16836 WHISPER ELM ST, WIMAUMA, FL, 33598
The Villages® 1364 FRANCESCA PL, THE VILLAGES, FL, 321..., The Villages, FL 32163
$569,000

3 beds

|

3 baths

|

1,921 sq ft

|

House

1364 FRANCESCA PL, THE VILLAGES, FL, 321...
Community: The Villages®
Ocala Preserve 4582 NW 57TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$500,000

3 beds

|

3 baths

|

2,362 sq ft

|

House

4582 NW 57TH AVE, OCALA, FL, 34482
Community: Ocala Preserve
Solivita 884 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$264,900

2 beds

|

2 baths

|

1,507 sq ft

|

House

884 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
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.
Stonecrest 11041 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$465,000

4 beds

|

3 baths

|

2,628 sq ft

|

House

11041 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Spruce Creek Country Club 13062 SE 89TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$349,000

3 beds

|

2 baths

|

1,720 sq ft

|

House

13062 SE 89TH CIR, SUMMERFIELD, FL, 3449...
Royal Highlands 21506 QUEEN ANNE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

2,041 sq ft

|

House

21506 QUEEN ANNE CT, LEESBURG, FL, 34748
Community: Royal Highlands
Spruce Creek South 10622 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$242,000

3 beds

|

2 baths

|

1,450 sq ft

|

House

10622 SE 179TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Cindy Certified
5035 SW 91ST PL, OCALA, FL, 34476, Ocala, FL 34476
$454,500

4 beds

|

3 baths

|

2,997 sq ft

|

House

5035 SW 91ST PL, OCALA, FL, 34476
Cindy Certified
18318 TAVERNSIDE TRL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$381,990

3 beds

|

2 baths

|

1,565 sq ft

|

Villa

18318 TAVERNSIDE TRL, LAKEWOOD RANCH, FL...
Liberty Village 7451 SW 76TH TER, OCALA, FL, 34481, Ocala, FL 34481
$329,900

3 beds

|

2 baths

|

1,755 sq ft

|

House

7451 SW 76TH TER, OCALA, FL, 34481
Community: Liberty Village
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 6048 SW 86TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$674,476

3 beds

|

3 baths

|

2,523 sq ft

|

House

6048 SW 86TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
Summit Greens 803 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,420 sq ft

|

House

803 WOLF CREEK ST, CLERMONT, FL, 34711
Community: Summit Greens
Oak Run 11428 SW 69TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$269,900

2 beds

|

2 baths

|

1,594 sq ft

|

House

11428 SW 69TH CIR, OCALA, FL, 34476
Community: Oak Run
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 1215 LYNDHURST GREENS DR 000, SUN CITY C..., Sun City Center, FL 33573
$225,000

2 beds

|

2 baths

|

1,188 sq ft

|

Condo

1215 LYNDHURST GREENS DR 000, SUN CITY C...
Community: Sun City Center
The Villages® 1006 OREN AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$137,500

2 beds

|

1 baths

|

876 sq ft

|

House

1006 OREN AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Oak Run 8175 SW 109TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$164,900

2 beds

|

2 baths

|

988 sq ft

|

House

8175 SW 109TH STREET RD, OCALA, FL, 3448...
Community: Oak Run
Oak Run 8491 SW 109TH ST, OCALA, FL, 34481, Ocala, FL 34481
$169,900

2 beds

|

2 baths

|

960 sq ft

|

House

8491 SW 109TH ST, OCALA, FL, 34481
Community: Oak Run
Oak Run 8340 SW 108TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$233,200

2 beds

|

2 baths

|

1,335 sq ft

|

House

8340 SW 108TH LOOP, OCALA, FL, 34481
Community: Oak Run
Cindy Certified
5728 PORTICO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$304,420

3 beds

|

2 baths

|

1,424 sq ft

|

House

5728 PORTICO PL, KISSIMMEE, FL, 34758
The Villages® 1757 PENNECAMP DR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$725,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

1757 PENNECAMP DR, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek Preserve 11442 SW 139TH ST, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$220,000

3 beds

|

2 baths

|

1,526 sq ft

|

House

11442 SW 139TH ST, DUNNELLON, FL, 34432
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1856 POPPY CIR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,868 sq ft

|

House

1856 POPPY CIR, THE VILLAGES, FL, 32162
Community: The Villages®
Cresswind at Lake Harris 1725 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778
$499,990

2 beds

|

2 baths

|

1,968 sq ft

|

House

1725 POINT GRACE RD, TAVARES, FL, 32778
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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3,776 homes
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