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Winter Garden, FL 55+ active adult communities & homes for sale - Page 44

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.
123...4
Trilogy® Orlando 122 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$300,000

3 beds

|

2 baths

|

1,774 sq ft

|

House

122 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Lake James 8281 LAKE JAMES DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$379,000

2 beds

|

2 baths

|

1,847 sq ft

|

House

8281 LAKE JAMES DR, LAKELAND, FL, 33810
Community: Lake James
Stone Creek 9457 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$309,000

2 beds

|

2 baths

|

1,596 sq ft

|

House

9457 SW 66TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Esplanade at Highland Ranch 908 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715
$633,000

3 beds

|

3 baths

|

2,396 sq ft

|

House

908 BRAEWOOD DR, CLERMONT, FL, 34715
Valencia del Sol 4740 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$399,900

2 beds

|

3 baths

|

2,040 sq ft

|

Villa

4740 AVILA LAKES DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek South 9486 SE 173RD PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$234,000

2 beds

|

2 baths

|

1,008 sq ft

|

House

9486 SE 173RD PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
The Villages® 1712 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$225,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1712 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 1660 ORR TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

House

1660 ORR TER, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
5258 BEAR CORN RUN, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$335,000

3 beds

|

2 baths

|

1,760 sq ft

|

House

5258 BEAR CORN RUN, PORT ORANGE, FL, 321...
Palm Cay 10945 SW 77TH CT, OCALA, FL, 34476, Ocala, FL 34476
$225,000

2 beds

|

2 baths

|

960 sq ft

|

House

10945 SW 77TH CT, OCALA, FL, 34476
Community: Palm Cay
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.
Esplanade at Wiregrass Ranch 4333 CAIROLI CT, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$490,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

4333 CAIROLI CT, WESLEY CHAPEL, FL, 3354...
Esplanade at Highland Ranch 2666 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$525,000

2 beds

|

2 baths

|

2,172 sq ft

|

House

2666 STARGRASS CIR, CLERMONT, FL, 34715
Arbor Lakes 4589 N GRASS ISLAND TER, HERNANDO, FL, 3..., Hernando, FL 34442
$239,000

3 beds

|

2 baths

|

1,557 sq ft

|

House

4589 N GRASS ISLAND TER, HERNANDO, FL, 3...
Community: Arbor Lakes
Cindy Certified
26144 AZALEA OAK CIR, GROVELAND, FL, 347..., Groveland, FL 34736
$358,420

3 beds

|

2 baths

|

1,695 sq ft

|

House

26144 AZALEA OAK CIR, GROVELAND, FL, 347...
Del Webb Orlando 478 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$394,900

3 beds

|

2 baths

|

2,030 sq ft

|

House

478 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Villages® 1613 SAN DIEGO ST, THE VILLAGES, FL, 321..., The Villages, FL 32159
$275,000

2 beds

|

2 baths

|

1,102 sq ft

|

House

1613 SAN DIEGO ST, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lakes at Laurel Highlands 3238 BAYOU BAY DR, LAKELAND, FL, 33811, Lakeland, FL 33811
$320,000

4 beds

|

2 baths

|

1,780 sq ft

|

House

3238 BAYOU BAY DR, LAKELAND, FL, 33811
Stone Creek 9435 SW 52ND LOOP, OCALA, FL, 34481, Ocala, FL 34481
$494,494

3 beds

|

2 baths

|

2,196 sq ft

|

House

9435 SW 52ND LOOP, OCALA, FL, 34481
Community: Stone Creek
Lakes of Mount Dora 3022 NEW HAVEN PL, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$376,900

3 beds

|

2 baths

|

1,669 sq ft

|

House

3022 NEW HAVEN PL, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
Stonecrest 11768 SE 176TH PLACE RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$419,000

3 beds

|

2 baths

|

2,030 sq ft

|

House

11768 SE 176TH PLACE RD, SUMMERFIELD, FL...
Community: Stonecrest
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 701 READING PL, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$150,000

2 beds

|

2 baths

|

1,141 sq ft

|

Condo

701 READING PL, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Sun City Center 1743 COCO PALM CIR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$249,900

3 beds

|

2 baths

|

1,545 sq ft

|

House

1743 COCO PALM CIR, SUN CITY CENTER, FL,...
Community: Sun City Center
The Villages® 746 ANGELITA AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$285,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

746 ANGELITA AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Lake Ashton 4231 COCONUT DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$539,900

3 beds

|

3 baths

|

2,338 sq ft

|

House

4231 COCONUT DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Sun City Center 441 NOBLE FAIRE DR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$394,000

2 beds

|

2 baths

|

1,949 sq ft

|

House

441 NOBLE FAIRE DR, SUN CITY CENTER, FL,...
Community: Sun City Center
Esplanade at Westview 4493 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$313,990

2 beds

|

2 baths

|

1,553 sq ft

|

House

4493 OCHOS RIOS PL, KISSIMMEE, FL, 34758
VillageWalk at Lake Nona 11951 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$450,000

3 beds

|

2 baths

|

1,554 sq ft

|

Halfplex

11951 FIORE DR, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Esplanade at Westview 4464 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$314,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4464 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Del Webb Orlando 116 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$275,000

3 beds

|

2 baths

|

1,318 sq ft

|

House

116 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Villages® 443 POMEGRANATE PATH, THE VILLAGES, FL, ..., The Villages, FL 32163
$454,500

3 beds

|

2 baths

|

1,895 sq ft

|

House

443 POMEGRANATE PATH, THE VILLAGES, FL, ...
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.
Palm Cay 10856 SW 79TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$210,500

3 beds

|

2 baths

|

1,080 sq ft

|

House

10856 SW 79TH AVE, OCALA, FL, 34476
Community: Palm Cay
Sullivan Ranch 30207 CHEVAL ST, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$389,900

4 beds

|

3 baths

|

2,590 sq ft

|

House

30207 CHEVAL ST, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
The Villages® 3037 LICCIARDELLO PATH, THE VILLAGES, FL..., The Villages, FL 32163
$569,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

3037 LICCIARDELLO PATH, THE VILLAGES, FL...
Community: The Villages®
On Top of the World 9275 SW 99TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$274,900

3 beds

|

2 baths

|

2,316 sq ft

|

House

9275 SW 99TH COURT RD, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
26148 AZALEA OAK CIR, GROVELAND, FL, 347..., Groveland, FL 34736
$376,850

5 beds

|

3 baths

|

2,133 sq ft

|

House

26148 AZALEA OAK CIR, GROVELAND, FL, 347...
Cindy Certified
26152 AZALEA OAK CIR, GROVELAND, FL, 347..., Groveland, FL 34736
$366,960

4 beds

|

2 baths

|

1,840 sq ft

|

House

26152 AZALEA OAK CIR, GROVELAND, FL, 347...
Cindy Certified
1791 SMARTS RULE ST, KISSIMMEE, FL, 3474..., Kissimmee, FL 34744
$499,990

4 beds

|

3 baths

|

2,500 sq ft

|

House

1791 SMARTS RULE ST, KISSIMMEE, FL, 3474...
Southshore Bay 5524 LITTLE PATH DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$385,000

3 beds

|

3 baths

|

2,128 sq ft

|

House

5524 LITTLE PATH DR, WIMAUMA, FL, 33598
Community: Southshore Bay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1563 HOLLYBERRY PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$339,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1563 HOLLYBERRY PL, THE VILLAGES, FL, 32...
Community: The Villages®
Cindy Certified
320 LIBERTY BLVD, DAVENPORT, FL, 33837, Davenport, FL 33837
$307,900

3 beds

|

2 baths

|

1,569 sq ft

|

House

320 LIBERTY BLVD, DAVENPORT, FL, 33837
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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