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

3,573 homes near Winter Garden

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No reviews yet Del Webb Oasis
$400Ks - $1Ms
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.1 rating (55 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
3.8 rating (14 reviews) Sun City Center
<$100k - $600Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.7 rating (18 reviews) Solivita
$100Ks - $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!
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3.6 rating (46 reviews) Latitude Margaritaville
$300Ks - $700Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $800Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
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 - $400Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (3 reviews) Twin Lakes
$200Ks - $900Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
No reviews yet Pelican Bay Daytona Beach
$100Ks - $500Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.6 rating (5 reviews) Ocala Preserve
$200Ks - $600Ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $900Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (1 reviews) Cypress Lakes
$200Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $500Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
No reviews yet Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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.
3.8 rating (6 reviews) Trilogy® Orlando
$300Ks - $600Ks
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
3.8 rating (6 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$400Ks - $900Ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 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
$100Ks - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $300Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Ocala Palms
$100Ks - $400Ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
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.
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) Legacy of Leesburg
$200Ks - $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
No reviews yet Breakaway Trails
$300Ks - $1Ms
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.8 rating (6 reviews) Highland Lakes
$200Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.3 rating (15 reviews) Del Webb Orlando
$200Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
No reviews yet Pine Run Estates
<$100k - $400Ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
No reviews yet Lake Jovita Golf and Coun...
$300Ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
No reviews yet Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
The Villages® 1135 SANTA CRUZ DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1135 SANTA CRUZ DR, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 8039 SE 174TH BELHAVEN LOOP, THE VILLAGE..., The Villages, FL 32162
$347,500

3 beds

|

2 baths

|

1,265 sq ft

|

House

8039 SE 174TH BELHAVEN LOOP, THE VILLAGE...
Community: The Villages®
The Villages® 616 HARTFORD LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$479,900

3 beds

|

2 baths

|

2,075 sq ft

|

House

616 HARTFORD LN, THE VILLAGES, FL, 32162
Community: The Villages®
New Del Webb Orlando 507 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$438,900

4 beds

|

3 baths

|

2,616 sq ft

|

House

507 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Palm Cay 10989 SW 78TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$163,900

2 beds

|

2 baths

|

864 sq ft

|

House

10989 SW 78TH AVE, OCALA, FL, 34476
Community: Palm Cay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 2436 HILL ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$359,900

2 beds

|

2 baths

|

1,314 sq ft

|

Villa

2436 HILL ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1647 DURAN DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$245,000

2 beds

|

2 baths

|

1,121 sq ft

|

House

1647 DURAN DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3774 TIMBER TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$579,900

3 beds

|

2 baths

|

1,953 sq ft

|

House

3774 TIMBER TER, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1798 LONGWOOD CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$329,900

2 beds

|

2 baths

|

1,138 sq ft

|

Villa

1798 LONGWOOD CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 610 DANBURY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,407 sq ft

|

Villa

610 DANBURY ST, THE VILLAGES, FL, 32162
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.
Sun City Center 715 DESERT HILLS WAY, SUN CITY CENTER, F..., Sun City Center, FL 33573
$249,900

3 beds

|

2 baths

|

1,178 sq ft

|

House

715 DESERT HILLS WAY, SUN CITY CENTER, F...
Community: Sun City Center
The Villages® 2746 EDWARDS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2746 EDWARDS LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2175 CHERRY VALE PL, THE VILLAGES, FL, 3..., The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,132 sq ft

|

Villa

2175 CHERRY VALE PL, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 2994 ADRIENNE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$759,900

3 beds

|

2 baths

|

1,890 sq ft

|

House

2994 ADRIENNE WAY, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 5719 BARRAW TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$425,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

5719 BARRAW TER, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 471 GASKIN LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$449,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

471 GASKIN LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3566 GENTLE TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$569,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3566 GENTLE TER, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2104 GERARDO AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$365,000

3 beds

|

2 baths

|

1,532 sq ft

|

House

2104 GERARDO AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 2557 PRIVADA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$319,000

2 beds

|

2 baths

|

1,232 sq ft

|

House

2557 PRIVADA DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1135 EASLEY WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$379,000

2 beds

|

2 baths

|

1,210 sq ft

|

Villa

1135 EASLEY WAY, THE VILLAGES, FL, 32162
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® 2439 HOPESPRING LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,522 sq ft

|

House

2439 HOPESPRING LOOP, THE VILLAGES, FL, ...
Community: The Villages®
Oak Run 11031 SW 69TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$309,888

3 beds

|

2 baths

|

2,237 sq ft

|

House

11031 SW 69TH CIR, OCALA, FL, 34476
Community: Oak Run
The Villages® 17860 SE 89TH NATCHEZ AVE, THE VILLAGES,..., The Villages, FL 32162
$355,000

3 beds

|

2 baths

|

1,625 sq ft

|

House

17860 SE 89TH NATCHEZ AVE, THE VILLAGES,...
Community: The Villages®
The Villages® 1030 VERMONT AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$168,500

2 beds

|

2 baths

|

1,345 sq ft

|

Mobile Home

1030 VERMONT AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 1107 SAN ANTONIO LN, THE VILLAGES, FL, 3..., The Villages, FL 32159
$389,000

3 beds

|

2 baths

|

2,034 sq ft

|

House

1107 SAN ANTONIO LN, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1589 NORFOLK AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$749,000

3 beds

|

2 baths

|

2,044 sq ft

|

House

1589 NORFOLK AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
Pennbrooke Fairways 627 TIMBERCREST DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

1,436 sq ft

|

House

627 TIMBERCREST DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 2092 IRONTON PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$450,000

3 beds

|

2 baths

|

1,680 sq ft

|

House

2092 IRONTON PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 424 ROSE CROFT TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$268,500

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

424 ROSE CROFT TER, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 428 POMEGRANATE PATH, THE VILLAGES, FL, ..., The Villages, FL 32163
$475,000

3 beds

|

2 baths

|

1,827 sq ft

|

House

428 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.
The Villages® 312 EMMALEE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

312 EMMALEE PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2415 SALUDA ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2415 SALUDA ST, THE VILLAGES, FL, 32162
Community: The Villages®
Stonecrest 11037 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$323,900

3 beds

|

2 baths

|

1,328 sq ft

|

House

11037 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Latitude Margaritaville 500 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$415,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

500 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
The Villages® 1282 FORT LAWN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

1282 FORT LAWN LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Thunderbird Hill 3726 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$200,000

2 beds

|

2 baths

|

1,337 sq ft

|

Halfplex

3726 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Marco Polo Village 5365 SW 111TH LANE RD, OCALA, FL, 34476, Ocala, FL 34476
$300,000

3 beds

|

2 baths

|

1,884 sq ft

|

House

5365 SW 111TH LANE RD, OCALA, FL, 34476
Community: Marco Polo Village
Stonecrest 11326 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$292,000

2 beds

|

2 baths

|

1,328 sq ft

|

House

11326 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
New Legacy of Leesburg 5717 ILLUMINATION LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

2,166 sq ft

|

House

5717 ILLUMINATION LN, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
Lake Ashton 4081 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$429,995

3 beds

|

2 baths

|

2,027 sq ft

|

House

4081 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton

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3,573 homes near Winter Garden
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