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

3,551 homes near Winter Garden

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5 rating (1 reviews)

Del Webb Oasis

$400Ks - $900Ks

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 - $500Ks

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 - $600Ks

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, FL? 55places can help!

Questions? Call us: (689) 407-5757

3.6 rating (48 reviews)

Latitude Margaritaville

$300Ks - $900Ks

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 - $500Ks

Plantation at Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes

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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 - $600Ks

Twin Lakes, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes

Pelican Bay Daytona Beach

$100Ks - $400Ks

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, FL? 55places can help!

Questions? Call us: (689) 407-5757

4.7 rating (3 reviews)

Spruce Creek South

$100Ks - $400Ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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)

Cypress Lakes

$100Ks - $200Ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

5 rating (3 reviews)

Lake Ashton

$200Ks - $800Ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes

Venetian Bay

$200Ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 homes

3.8 rating (6 reviews)

Trilogy® Orlando

$200Ks - $600Ks

Trilogy® Orlando, Groveland, FL

Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes

5 rating (8 reviews)

Royal Highlands

$200Ks - $500Ks

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

$300Ks - $1Ms

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, FL? 55places can help!

Questions? Call us: (689) 407-5757

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)

Sandpiper Golf & Coun...

$200Ks - $400Ks

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

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

Breakaway Trails

$400Ks - $800Ks

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, FL? 55places can help!

Questions? Call us: (689) 407-5757

4.8 rating (6 reviews)

Highland Lakes

$100Ks - $300Ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

4.4 rating (16 reviews)

Del Webb Orlando

$300Ks - $400Ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes

Pine Run Estates

$100Ks - $300Ks

Pine Run Estates, Ocala, FL

Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes

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

Esplanade at Wiregrass Ra...

$400Ks - $1Ms

Esplanade at Wiregrass Ra..., Wesley Chapel, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes

1 2...3

Twin Lakes

5014 E FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772

$469,800

3 beds

3 baths

2,208 sq ft

House

5014 E FOUNTAINWOOD DR, SAINT CLOUD, FL,...

Community: Twin Lakes

Scottish Highlands

2215 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788

$224,900

2 beds

2 baths

1,304 sq ft

Condo

2215 ORKNEY DR, LEESBURG, FL, 34788

Community: Scottish Highlands

Solivita

1155 GLENDORA RD N, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$599,000

3 beds

2 baths

2,719 sq ft

House

1155 GLENDORA RD N, KISSIMMEE, FL, 34759

Community: Solivita

New Foxwood Lake Estates

4910 LOCH NESS DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$200,000

2 beds

2 baths

1,404 sq ft

Manufactured Home

4910 LOCH NESS DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

Lake Ashton

4188 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$295,000

2 beds

2 baths

1,520 sq ft

House

4188 MUIRFIELD LOOP, LAKE WALES, FL, 338...

House

4881 JOHN CRAMER CIR, THE VILLAGES, FL, ...

17659 SE 92ND GRANTHAM TER, THE VILLAGES...

Manufactured Home

1620 FOXWAY DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

Sun City Center

$499,500

3 beds

3 baths

2,514 sq ft

House

2022 EAST VIEW DR, SUN CITY CENTER, FL, ...

Community: Sun City Center

The Villages®

$539,000

3 beds

2 baths

2,444 sq ft

House

2361 INDIA HOOK TER, THE VILLAGES, FL, 3...

Community: The Villages®

Spruce Creek South

10435 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$285,000

3 beds

2 baths

1,650 sq ft

House

10435 SE 178TH PL, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

Stonecrest

17076 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491

$315,000

3 beds

2 baths

1,752 sq ft

House

17076 SE 115TH TERRACE RD, SUMMERFIELD, ...

Community: Stonecrest

Stonecrest

11584 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$319,000

2 beds

2 baths

1,702 sq ft

House

11584 SE 175TH ST, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Sun City Center

$184,900

2 beds

2 baths

1,642 sq ft

Condo

1530 INGRAM DR # 1530, SUN CITY CENTER, ...

Community: Sun City Center

The Villages®

$250,000

2 beds

2 baths

1,208 sq ft

Villa

8195 SE 174TH ROWLAND ST, THE VILLAGES, ...

Community: The Villages®

Lakes of Mount Dora

2435 PAWTUCKET PASS, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$565,000

3 beds

2 baths

2,080 sq ft

House

2435 PAWTUCKET PASS, MOUNT DORA, FL, 327...

Community: Lakes of Mount Dora

Sun City Center

$264,900

2 beds

2 baths

1,402 sq ft

House

1809 HAVERFORD AVE, SUN CITY CENTER, FL,...

Community: Sun City Center

Stonecrest

12225 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$316,900

3 beds

2 baths

1,475 sq ft

House

12225 SE 173RD PL, SUMMERFIELD, FL, 3449...

House

17424 SE 111TH AVE, SUMMERFIELD, FL, 344...

Community: Stonecrest

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Frequently Asked Questions

What size 55+ communities are there in Winter Garden?

In Winter Garden, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winter Garden?

The smallest 55+ communities in Winter Garden has 163 homes, the largest has 422 homes, and the average communities consists of 292 homes.

Are there new 55+ homes available in Winter Garden?

Yes, there are new 55+ homes available in Winter Garden. The most recent communities started in Winter Garden include Overture Hamlin, Del Webb Oasis. There are also 2 communities in Winter Garden that offer new construction homes, including Overture Hamlin, Del Webb Oasis.

Are there gated 55+ communities in Winter Garden?

Yes, there is gated 55+ communities in Winter Garden. Approximately 50.0% of 55+ communities in the area are gated. For instance, Del Webb Oasis is a gated communities with 422 homes.

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Want to learn more about 55+ communities in Winter Garden?

Call us: (689) 407-5757

3,551 homes near Winter Garden

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

109 communities near Winter Garden

3,551 homes near Winter Garden

3 beds

3 baths

2,208 sq ft

House

2 beds

2 baths

1,304 sq ft

Condo

3 beds

2 baths

2,719 sq ft

House

2 beds

2 baths

1,404 sq ft

Manufactured Home

2 beds

2 baths

1,520 sq ft

House

2 beds

2 baths

1,620 sq ft

House

3 beds

2 baths

1,644 sq ft

House

3 beds

3 baths

2,365 sq ft

House

2 beds

2 baths

1,344 sq ft

House

3 beds

2 baths

1,426 sq ft

House

3 beds

2 baths

1,771 sq ft

House

3 beds

2 baths

2,035 sq ft

House

3 beds

2 baths

1,964 sq ft

House

3 beds

2 baths

2,349 sq ft

House

3 beds

2 baths

1,253 sq ft

House

3 beds

3 baths

2,536 sq ft

House

4 beds

2 baths

2,928 sq ft

House

2 beds

2 baths

1,185 sq ft

House

2 beds

2 baths

1,822 sq ft

House

4 beds