Winter Garden, FL 55+ active adult communities & homes for sale - Page 39

3,654 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

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

$100ks - $800ks

Sun City Center, Sun City Center, FL

Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 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

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.

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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes

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)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

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

Questions? Call us: (689) 407-5757

5 rating (1 reviews)

Ocala Palms

$200ks - $300ks

Ocala Palms, Ocala, FL

Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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 (5 reviews)

SummerGlen

$200ks - $400ks

SummerGlen, Ocala, FL

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes

Southshore Bay

$200ks - $500ks

Southshore Bay, Wimauma, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes

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

5 rating (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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

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 (3 reviews)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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

2.3 rating (6 reviews)

Cherrywood

$100ks - $800ks

Cherrywood, Ocala, FL

Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 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

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

Questions? Call us: (689) 407-5757

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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

Pine Run Estates

$100ks - $200ks

Pine Run Estates, Ocala, FL

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

Mirada

$300ks - $500ks

Mirada, San Antonio, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes

5 rating (1 reviews)

Palm Cay

$100ks - $200ks

Palm Cay, Ocala, FL

Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

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

Questions? Call us: (689) 407-5757

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2017 - present | 557 homes

1686 NW 44TH COURT RD, OCALA, FL, 34482

House

5464 NW 46TH LANE RD, OCALA, FL, 34482

Community: Ocala Preserve

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

Questions? Call us: (689) 407-5757

Traditions at Lake Ruby

3343 LIVINGSTON WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$220,000

2 beds

2 baths

1,118 sq ft

House

3343 LIVINGSTON WAY, WINTER HAVEN, FL, 3...

Community: Traditions at Lake Ruby

Trilogy® Orlando

306 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736

$375,000

3 beds

2 baths

1,925 sq ft

House

306 ALCOVE DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

Harbor Hills Country Club

39513 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$689,000

3 beds

3 baths

2,512 sq ft

House

39513 HILLRISE LN, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

The Villages®

$485,000

3 beds

3 baths

2,075 sq ft

House

329 BISHOPVILLE LOOP, THE VILLAGES, FL, ...

Community: The Villages®

JB Ranch

9198 SW 62ND TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476

$295,000

3 beds

2 baths

1,710 sq ft

House

9198 SW 62ND TERRACE RD, OCALA, FL, 3447...

Community: JB Ranch

Stone Creek

9735 SW 76TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481

$293,900

2 beds

2 baths

1,291 sq ft

House

9735 SW 76TH LANE RD, OCALA, FL, 34481

Community: Stone Creek

Valencia Lakes

4912 SANDY GLEN WAY, WIMAUMA, FL, 33598, Wimauma, FL 33598

$435,000

3 beds

2 baths

2,000 sq ft

House

4912 SANDY GLEN WAY, WIMAUMA, FL, 33598

Community: Valencia Lakes

Ocala Palms

1915 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482

$230,000

2 beds

2 baths

1,182 sq ft

House

1915 NW 50TH CIR, OCALA, FL, 34482

Community: Ocala Palms

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

Questions? Call us: (689) 407-5757

The Villages®

$1,550,000

4 beds

4 baths

3,976 sq ft

House

2756 CUTTERS COR, THE VILLAGES, FL, 3216...

Community: The Villages®

Stone Creek

9419 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$329,000

2 beds

2 baths

1,596 sq ft

House

9419 SW 66TH LOOP, OCALA, FL, 34481

Community: Stone Creek

The Villages®

$419,000

3 beds

2 baths

1,854 sq ft

House

7132 SE 172ND HAZELWOOD LOOP, THE VILLAG...

Community: The Villages®

Sun City Center

$423,000

3 beds

2 baths

2,482 sq ft

Condo

2207 S PEBBLE BEACH BLVD, SUN CITY CENTE...

Community: Sun City Center

Lakes of Mount Dora

1990 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757

$588,800

3 beds

3 baths

2,330 sq ft

House

1990 WALLINGFORD LOOP, MOUNT DORA, FL, 3...

Community: Lakes of Mount Dora

The Villages®

$880,000

3 beds

3 baths

2,543 sq ft

House

1374 PATRICK PL, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$304,900

3 beds

2 baths

1,397 sq ft

Villa

2318 NEHAUL TER, THE VILLAGES, FL, 32162

Community: The Villages®

On Top of the World

9621 SW 100TH TER, OCALA, FL, 34481, Ocala, FL 34481

$625,000

3 beds

3 baths

2,186 sq ft

House

9621 SW 100TH TER, OCALA, FL, 34481

Community: On Top of the World

Ocala Palms

5600 NW 27TH PL, OCALA, FL, 34482, Ocala, FL 34482

$349,000

3 beds

2 baths

2,367 sq ft

House

5600 NW 27TH PL, OCALA, FL, 34482

House

2670 PRIVADA DR, THE VILLAGES, FL, 32162

829 EVELYNTON LOOP, THE VILLAGES, FL, 32...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Del Webb Orlando

329 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837

$415,000

3 beds

2 baths

2,000 sq ft

House

329 ALICANTE CT, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Solivita

116 GLENDALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$319,000

2 beds

2 baths

1,655 sq ft

House

116 GLENDALE CT, KISSIMMEE, FL, 34759

Community: Solivita

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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

3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 39

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,141 sq ft

House

2 beds

2 baths

1,824 sq ft

House

3 beds

2 baths

1,791 sq ft

House

2 beds

2 baths

1,466 sq ft

House

3 beds

3 baths

1,966 sq ft

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2 beds

2 baths

1,625 sq ft

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4 beds

2 baths

2,078 sq ft

House

3 beds

2 baths

2,018 sq ft

House

4 beds

3 baths

2,509 sq ft

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2 beds

2 baths

1,621 sq ft

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3 beds

2 baths

2,097 sq ft

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3 beds

2 baths

1,682 sq ft

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3 beds

2 baths

1,622 sq ft

House

2 beds

2 baths

1,118 sq ft

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3 beds

2 baths

1,925 sq ft

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3 beds

3 baths

2,512 sq ft

House

3 beds

3 baths

2,075 sq ft

House

3 beds

2 baths

1,710 sq ft

House

2 beds

2 baths

1,291 sq ft

House

3 beds