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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!
Questions? Call us: (689) 407-5757
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
New The Villages® 421 ALDAMA AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$374,247

3 beds

|

2 baths

|

1,392 sq ft

|

House

421 ALDAMA AVE, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 632 DELGADO AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$419,000

2 beds

|

2 baths

|

1,139 sq ft

|

Villa

632 DELGADO AVE, LADY LAKE, FL, 32159
Community: The Villages®
New The Villages® 2607 CASSO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

2,126 sq ft

|

House

2607 CASSO CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 17358 SE 78TH HARMONY CIR, THE VILLAGES,..., The Villages, FL 32162
$264,500

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17358 SE 78TH HARMONY CIR, THE VILLAGES,...
Community: The Villages®
The Villages® 3090 LOYOLA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$285,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3090 LOYOLA CT, 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® 1751 FLORAHOME WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$799,000

3 beds

|

3 baths

|

2,232 sq ft

|

House

1751 FLORAHOME WAY, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 17270 SE 94TH COULTS CIR, THE VILLAGES, ..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,931 sq ft

|

House

17270 SE 94TH COULTS CIR, THE VILLAGES, ...
Community: The Villages®
The Villages® 16822 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162
$525,000

3 beds

|

2 baths

|

1,995 sq ft

|

House

16822 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
The Villages® 917 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$875,000

3 beds

|

2 baths

|

2,082 sq ft

|

House

917 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 859 KLINE ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$434,900

3 beds

|

2 baths

|

1,861 sq ft

|

House

859 KLINE 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.
The Villages® 9345 SE 171ST LE FLORE LN, THE VILLAGES,..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,509 sq ft

|

House

9345 SE 171ST LE FLORE LN, THE VILLAGES,...
Community: The Villages®
The Villages® 2151 JEM PATH, THE VILLAGES, FL, 32162, The Villages, FL 32162
$519,000

3 beds

|

2 baths

|

1,895 sq ft

|

House

2151 JEM PATH, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3331 OVERLAND TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$379,000

2 beds

|

2 baths

|

1,161 sq ft

|

Villa

3331 OVERLAND TER, THE VILLAGES, FL, 321...
Community: The Villages®
Stone Creek 7665 SW 96TH AVENUE RD, OCALA, FL, 34481, Ocala, FL 34481
$236,632

2 beds

|

2 baths

|

1,304 sq ft

|

House

7665 SW 96TH AVENUE RD, OCALA, FL, 34481
Community: Stone Creek
Stonecrest 11884 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$399,700

3 beds

|

3 baths

|

2,306 sq ft

|

House

11884 SE 179TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1042 AVENIDA SONOMA, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$475,000

3 beds

|

3 baths

|

2,271 sq ft

|

House

1042 AVENIDA SONOMA, LADY LAKE, FL, 3215...
Community: The Villages®
Stone Creek 8718 SW 59TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$449,999

2 beds

|

3 baths

|

2,116 sq ft

|

House

8718 SW 59TH LANE RD, OCALA, FL, 34481
Community: Stone Creek
New Solivita 136 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$319,000

3 beds

|

3 baths

|

1,946 sq ft

|

House

136 VERONA DR, KISSIMMEE, FL, 34759
Community: Solivita
New Valencia Lakes 4963 SAPPHIRE SOUND DR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$475,000

3 beds

|

3 baths

|

2,437 sq ft

|

House

4963 SAPPHIRE SOUND DR, WIMAUMA, FL, 335...
Community: Valencia Lakes
New Encore at Fishhawk Ranch 13915 KINGFISHER GLEN DR, LITHIA, FL, 33..., Lithia, FL 33547
$450,000

2 beds

|

2 baths

|

1,769 sq ft

|

House

13915 KINGFISHER GLEN DR, LITHIA, FL, 33...
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.
New Sun City Center 2429 NEW HAVEN CIR # 64, SUN CITY CENTER..., Sun City Center, FL 33573
$188,000

2 beds

|

2 baths

|

1,359 sq ft

|

Condo

2429 NEW HAVEN CIR # 64, SUN CITY CENTER...
Community: Sun City Center
New Del Webb Orlando 300 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,900

2 beds

|

2 baths

|

1,728 sq ft

|

House

300 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New The Villages® 491 HARLOW LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$549,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

491 HARLOW LN, THE VILLAGES, FL, 32163
Community: The Villages®
New Arlington Ridge 4010 RICHMOND XING, LEESBURG, FL, 34748, Leesburg, FL 34748
$423,000

3 beds

|

2 baths

|

2,287 sq ft

|

House

4010 RICHMOND XING, LEESBURG, FL, 34748
Community: Arlington Ridge
New Latitude Margaritaville 553 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$660,000

3 beds

|

3 baths

|

2,161 sq ft

|

House

553 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New The Villages® 3567 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$539,900

3 beds

|

2 baths

|

2,035 sq ft

|

House

3567 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 919 MEDIRA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$285,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

919 MEDIRA DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1721 CARRERA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$465,000

3 beds

|

2 baths

|

2,156 sq ft

|

House

1721 CARRERA DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2449 KINGSTREE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$284,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2449 KINGSTREE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Sun City Center 2220 GRENADIER DR # 2220, SUN CITY CENTE..., Sun City Center, FL 33573
$175,500

2 beds

|

2 baths

|

984 sq ft

|

Condo

2220 GRENADIER DR # 2220, SUN CITY CENTE...
Community: Sun City Center
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.
Del Webb Minneola 1291 NESTLED VALLEY RD, MINNEOLA, FL, 34..., Minneola, FL 34715
$624,000

2 beds

|

2 baths

|

1,806 sq ft

|

House

1291 NESTLED VALLEY RD, MINNEOLA, FL, 34...
Community: Del Webb Minneola
New Pelican Bay Daytona Beach 116 DUCK HAWK CIR 3040, DAYTONA BEACH, F..., Daytona Beach, FL 32119
$232,500

2 beds

|

2 baths

|

1,467 sq ft

|

Halfplex

116 DUCK HAWK CIR 3040, DAYTONA BEACH, F...
New Ocala Preserve 4831 NW 39TH PL, OCALA, FL, 34482, Ocala, FL 34482
$350,710

4 beds

|

2 baths

|

2,034 sq ft

|

House

4831 NW 39TH PL, OCALA, FL, 34482
Community: Ocala Preserve
New Solivita 1294 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$275,000

3 beds

|

2 baths

|

1,590 sq ft

|

House

1294 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
New Sun City Center 2467 NANTUCKET HARBOR LOOP 122, SUN CITY..., Sun City Center, FL 33573
$234,000

2 beds

|

2 baths

|

1,313 sq ft

|

Condo

2467 NANTUCKET HARBOR LOOP 122, SUN CITY...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New On Top of the World 10096 SW 85TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$476,000

3 beds

|

3 baths

|

2,373 sq ft

|

House

10096 SW 85TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
New Palm Cay 10141 SW 106TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$395,000

2 beds

|

2 baths

|

2,142 sq ft

|

House

10141 SW 106TH CIR, OCALA, FL, 34481
Community: Palm Cay
New On Top of the World 10054 SW 85TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$480,000

3 beds

|

2 baths

|

2,678 sq ft

|

House

10054 SW 85TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
New On Top of the World 10072 SW 85TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$475,000

3 beds

|

3 baths

|

2,211 sq ft

|

House

10072 SW 85TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Oak Run 11473 SW 82ND COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$249,900

2 beds

|

2 baths

|

1,602 sq ft

|

House

11473 SW 82ND COURT RD, OCALA, FL, 34481
Community: Oak Run

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3,573 homes near Winter Garden
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