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Winter Garden, FL 55+ active adult communities & homes for sale - Page 43

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
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 (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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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.
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Highland Fairways 2033 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$205,000

2 beds

|

2 baths

|

1,205 sq ft

|

House

2033 LONG BOAT DR, LAKELAND, FL, 33810
Community: Highland Fairways
Kings Ridge 4224 SNOWDON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$292,000

2 beds

|

2 baths

|

1,170 sq ft

|

House

4224 SNOWDON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Valencia del Sol 15412 SANTA POLA DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$398,000

2 beds

|

2 baths

|

1,696 sq ft

|

House

15412 SANTA POLA DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Esplanade at Wiregrass Ranch 4618 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$435,000

2 beds

|

2 baths

|

1,694 sq ft

|

House

4618 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
Preserve at Lakeside Landings 5852 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$325,000

4 beds

|

2 baths

|

2,091 sq ft

|

House

5852 MARSH LANDING DR, WINTER HAVEN, FL,...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
SummerGlen 15702 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473
$275,000

3 beds

|

2 baths

|

1,647 sq ft

|

House

15702 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
Heritage Hills 3516 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$420,000

3 beds

|

2 baths

|

1,879 sq ft

|

House

3516 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Liberty Village 7464 SW 77TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$260,000

3 beds

|

2 baths

|

1,755 sq ft

|

House

7464 SW 77TH AVE, OCALA, FL, 34481
Community: Liberty Village
Colonnades 4983 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$199,750

2 beds

|

2 baths

|

1,520 sq ft

|

House

4983 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
The Villages® 7815 SE 166TH HIBERNIA LN, THE VILLAGES,..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,854 sq ft

|

House

7815 SE 166TH HIBERNIA LN, 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.
Gatherings of Lake Nona 7505 LAUREATE BLVD 2407, ORLANDO, FL, 32..., Orlando, FL 32827
$550,000

3 beds

|

2 baths

|

1,799 sq ft

|

Condo

7505 LAUREATE BLVD 2407, ORLANDO, FL, 32...
On Top of the World 8706 SW 88TH PL, OCALA, FL, 34481, Ocala, FL 34481
$339,900

3 beds

|

3 baths

|

1,878 sq ft

|

House

8706 SW 88TH PL, OCALA, FL, 34481
Community: On Top of the World
Solivita 105 CUPOLA LOOP, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$395,000

2 beds

|

2 baths

|

2,066 sq ft

|

House

105 CUPOLA LOOP, KISSIMMEE, FL, 34759
Community: Solivita
Gatherings of Lake Nona 7557 LAUREATE BLVD 6401, ORLANDO, FL, 32..., Orlando, FL 32827
$359,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7557 LAUREATE BLVD 6401, ORLANDO, FL, 32...
The Villages® 2841 APACHE CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$920,000

3 beds

|

2 baths

|

2,310 sq ft

|

House

2841 APACHE CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Reserve at Victoria 1576 LAKE RESERVE DR, DELAND, FL, 32724, Deland, FL 32724
$672,000

3 beds

|

3 baths

|

2,437 sq ft

|

House

1576 LAKE RESERVE DR, DELAND, FL, 32724
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 5738 CARLEY LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$475,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

5738 CARLEY LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Solivita 1055 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$279,000

3 beds

|

2 baths

|

1,590 sq ft

|

House

1055 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
Cresswind at Victoria Gardens 300 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$525,000

2 beds

|

2 baths

|

2,435 sq ft

|

House

300 BELLINGRATH TER, DELAND, FL, 32724
The Villages® 5844 MARSH CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$259,500

1 beds

|

1 baths

|

938 sq ft

|

Villa

5844 MARSH CT, THE VILLAGES, FL, 32163
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® 973 YORK TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$274,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

973 YORK TER, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
10675 TALLY FAWN LOOP, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$435,990

4 beds

|

3 baths

|

2,262 sq ft

|

House

10675 TALLY FAWN LOOP, SAN ANTONIO, FL, ...
El Dorado 3515 SW 24TH AVENUE RD, OCALA, FL, 34471, Ocala, FL 34471
$595,000

3 beds

|

3 baths

|

2,941 sq ft

|

House

3515 SW 24TH AVENUE RD, OCALA, FL, 34471
Community: El Dorado
Cindy Certified
80 PERGOLA PL, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$345,000

3 beds

|

2 baths

|

1,913 sq ft

|

House

80 PERGOLA PL, ORMOND BEACH, FL, 32174
Ocala Palms 1901 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$275,000

3 beds

|

2 baths

|

1,531 sq ft

|

House

1901 NW 50TH CIR, OCALA, FL, 34482
Community: Ocala Palms
Stone Creek 8542 SW 55TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$469,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

8542 SW 55TH STREET RD, OCALA, FL, 34481
Community: Stone Creek
Highland Lakes 26616 WIMBLEDON ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

2,254 sq ft

|

House

26616 WIMBLEDON ST, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 371 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$334,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

371 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 3437 GREENACRES TER, THE VILLAGES, FL, 3..., The Villages, FL 32163
$299,000

2 beds

|

2 baths

|

1,130 sq ft

|

House

3437 GREENACRES TER, THE VILLAGES, FL, 3...
Community: The Villages®
Venetian Bay 2811 SIENNA VIEW TERRACE CT, NEW SMYRNA ..., New Smyrna Beach, FL 32168
$730,000

3 beds

|

3 baths

|

2,212 sq ft

|

House

2811 SIENNA VIEW TERRACE CT, NEW SMYRNA ...
Community: Venetian Bay
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
3052 NAMASTE DR, CLERMONT, FL, 34714, Clermont, FL 34714
$887,000

74 beds

|

3 baths

|

2,199 sq ft

|

House

3052 NAMASTE DR, CLERMONT, FL, 34714
The Villages® 17766 SE 91ST POPLAR TER, THE VILLAGES, ..., The Villages, FL 32162
$288,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

17766 SE 91ST POPLAR TER, THE VILLAGES, ...
Community: The Villages®
Cresswind at Victoria Gardens 1314 EGGLESTON DR, DELAND, FL, 32724, Deland, FL 32724
$455,000

2 beds

|

2 baths

|

1,813 sq ft

|

House

1314 EGGLESTON DR, DELAND, FL, 32724
Highland Fairways 3433 GLEN ABBEY LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$195,000

2 beds

|

2 baths

|

1,822 sq ft

|

House

3433 GLEN ABBEY LN, LAKELAND, FL, 33810
Community: Highland Fairways
Cindy Certified
32456 SEA LOCH LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$426,494

4 beds

|

3 baths

|

1,790 sq ft

|

House

32456 SEA LOCH LOOP, MOUNT DORA, FL, 327...
Highland Lakes 5606 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$307,500

3 beds

|

2 baths

|

2,040 sq ft

|

House

5606 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Oak Run 10971 SW 69TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$269,900

3 beds

|

2 baths

|

1,604 sq ft

|

House

10971 SW 69TH CIR, OCALA, FL, 34476
Community: Oak Run
Royal Highlands 21738 KING RICHARDS WAY, LEESBURG, FL, 3..., Leesburg, FL 34748
$274,900

2 beds

|

2 baths

|

1,309 sq ft

|

House

21738 KING RICHARDS WAY, LEESBURG, FL, 3...
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 9548 SW 86TH PL, OCALA, FL, 34481, Ocala, FL 34481
$599,900

3 beds

|

2 baths

|

2,812 sq ft

|

House

9548 SW 86TH PL, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1906 HARSTON TRL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

1906 HARSTON TRL, 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.

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3,776 homes
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