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Winter Garden, FL 55+ active adult communities & homes for sale - Page 21

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
Sun City Center 2242 W DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$399,000

4 beds

|

2 baths

|

1,572 sq ft

|

House

2242 W DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
Cindy Certified
784 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$289,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

784 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
18923 CHERRYSTONE WAY, LAKEWOOD RANCH, F..., Lakewood Ranch, FL 34211
$1,135,920

3 beds

|

3 baths

|

2,799 sq ft

|

House

18923 CHERRYSTONE WAY, LAKEWOOD RANCH, F...
Plantation at Leesburg 4632 NOTTOWAY DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$465,000

3 beds

|

3 baths

|

2,816 sq ft

|

House

4632 NOTTOWAY DR, LEESBURG, FL, 34748
Cresswind at Hammock Oaks 956 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$759,990

3 beds

|

4 baths

|

2,776 sq ft

|

House

956 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
18209 GANDER TER, LAKEWOOD RANCH, FL, 34..., Lakewood Ranch, FL 34211
$554,990

4 beds

|

3 baths

|

2,045 sq ft

|

House

18209 GANDER TER, LAKEWOOD RANCH, FL, 34...
Royal Harbor 5111 IRONSIDES CT, TAVARES, FL, 32778, Tavares, FL 32778
$337,000

3 beds

|

2 baths

|

1,741 sq ft

|

House

5111 IRONSIDES CT, TAVARES, FL, 32778
Community: Royal Harbor
On Top of the World 8806 SW 83RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$324,900

3 beds

|

2 baths

|

1,721 sq ft

|

House

8806 SW 83RD CIR, OCALA, FL, 34481
Community: On Top of the World
Highland Lakes 26740 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,293 sq ft

|

Villa

26740 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
Cindy Certified
18623 LOOKOUT RIDGE PL, LAKEWOOD RANCH, ..., Lakewood Ranch, FL 34211
$433,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

18623 LOOKOUT RIDGE PL, LAKEWOOD RANCH, ...
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.
On Top of the World 10410 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$284,500

2 beds

|

2 baths

|

1,342 sq ft

|

House

10410 SW 96TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Cresswind at Victoria Gardens 1381 ABBOT WAY, DELAND, FL, 32724, Deland, FL 32724
$365,000

2 beds

|

2 baths

|

1,572 sq ft

|

House

1381 ABBOT WAY, DELAND, FL, 32724
The Villages® 1557 OAK FOREST DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,486 sq ft

|

House

1557 OAK FOREST DR, THE VILLAGES, FL, 32...
Community: The Villages®
Cindy Certified
3041 TOBAGO DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$308,999

3 beds

|

2 baths

|

1,669 sq ft

|

House

3041 TOBAGO DR, HAINES CITY, FL, 33844
Stone Creek 8783 SW 57TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$715,880

3 beds

|

3 baths

|

2,261 sq ft

|

House

8783 SW 57TH PLACE RD, OCALA, FL, 34481
Community: Stone Creek
Twin Lakes 2315 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,351 sq ft

|

House

2315 DATURA LOOP, 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
Sun City Center 1317 LELAND DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$269,900

2 beds

|

2 baths

|

1,761 sq ft

|

Condo

1317 LELAND DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Venetian Bay 3121 PORTOFINO BLVD, ,, FL, 32168, ,, FL 32168
$489,900

4 beds

|

4 baths

|

2,338 sq ft

|

House

3121 PORTOFINO BLVD, ,, FL, 32168
Community: Venetian Bay
Hidden Creek 2418 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$235,000

2 beds

|

2 baths

|

1,128 sq ft

|

House

2418 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Cindy Certified
9332 SW 58TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$429,927

4 beds

|

3 baths

|

2,692 sq ft

|

House

9332 SW 58TH CIR, OCALA, FL, 34476
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® 1611 ALHAMBRA WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,148 sq ft

|

House

1611 ALHAMBRA WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Sun City Center 2008 GRANTHAM GREENS DR, SUN CITY CENTER..., Sun City Center, FL 33573
$299,900

2 beds

|

2 baths

|

1,855 sq ft

|

Condo

2008 GRANTHAM GREENS DR, SUN CITY CENTER...
Community: Sun City Center
On Top of the World 9685 SW 97TH ST, OCALA, FL, 34481, Ocala, FL 34481
$239,875

2 beds

|

2 baths

|

1,230 sq ft

|

House

9685 SW 97TH ST, OCALA, FL, 34481
Community: On Top of the World
Royal Highlands 21707 QUEEN MARY CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$225,000

3 beds

|

2 baths

|

1,349 sq ft

|

House

21707 QUEEN MARY CT, LEESBURG, FL, 34748
Community: Royal Highlands
Sun City Center 1329 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$154,900

2 beds

|

2 baths

|

992 sq ft

|

Condo

1329 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Del Webb Sunbridge 2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$879,000

4 beds

|

4 baths

|

2,854 sq ft

|

House

2865 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
Arlington Ridge 26860 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$430,000

2 beds

|

2 baths

|

1,824 sq ft

|

House

26860 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cresswind Lakewood Ranch 18048 CHERISHED LOOP, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$434,900

2 beds

|

2 baths

|

1,672 sq ft

|

Villa

18048 CHERISHED LOOP, LAKEWOOD RANCH, FL...
Cindy Certified
2541 MARTINS RUN, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,425 sq ft

|

House

2541 MARTINS RUN, TAVARES, FL, 32778
Cindy Certified
5119 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$509,956

4 beds

|

2 baths

|

1,893 sq ft

|

House

5119 BUTTONSAGE DR, ST CLOUD, FL, 34772
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.
Lakes of Mount Dora 8220 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$525,000

3 beds

|

2 baths

|

2,132 sq ft

|

House

8220 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Del Webb Minneola 2546 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715
$589,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

2546 DEL WEBB DR, MINNEOLA, FL, 34715
Community: Del Webb Minneola
Cindy Certified
802 GRAND PARK CT, DELAND, FL, 32724, Deland, FL 32724
$320,000

3 beds

|

2 baths

|

1,575 sq ft

|

House

802 GRAND PARK CT, DELAND, FL, 32724
Ocala Preserve 4967 NW 35TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$408,000

2 beds

|

2 baths

|

1,869 sq ft

|

House

4967 NW 35TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
18716 HEARTLAND PL, LAKEWOOD RANCH, FL, ..., Lakewood Ranch, FL 34211
$786,043

4 beds

|

3 baths

|

2,624 sq ft

|

House

18716 HEARTLAND PL, LAKEWOOD RANCH, FL, ...
Cindy Certified
10183 LILAC MANOR TRCE, SAN ANTONIO, FL,..., San Antonio, FL 33576
$729,990

3 beds

|

3 baths

|

2,562 sq ft

|

House

10183 LILAC MANOR TRCE, SAN ANTONIO, FL,...
The Villages® 631 ENCONTO ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$299,900

2 beds

|

2 baths

|

1,128 sq ft

|

Villa

631 ENCONTO ST, THE VILLAGES, FL, 32159
Community: The Villages®
Venetian Bay 2909 N ASCIANO CT, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$1,099,000

3 beds

|

3 baths

|

2,866 sq ft

|

House

2909 N ASCIANO CT, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 413 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$124,900

2 beds

|

2 baths

|

1,092 sq ft

|

Manufactured Home

413 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Cindy Certified
4566 LIVE OAK LN, OXFORD, FL, 34484, Oxford, FL 34484
$468,990

4 beds

|

3 baths

|

2,165 sq ft

|

House

4566 LIVE OAK LN, OXFORD, FL, 34484
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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