Winter Garden, FL 55+ active adult communities & homes for sale - Page 23

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

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

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

Questions? Call us: (689) 407-5757

5 rating (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

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

Pine Run Estates

$100ks - $200ks

Pine Run Estates, Ocala, FL

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

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

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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

5245 CHINA SEA DR, TAVARES, FL, 32778

House

7766 LAKE JAMES BLVD, LAKELAND, FL, 3381...

Community: Lake James

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

Questions? Call us: (689) 407-5757

Spruce Creek South

17990 SE 101ST TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$325,000

2 beds

2 baths

1,596 sq ft

House

17990 SE 101ST TER, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

The Villages®

$329,000

3 beds

2 baths

1,963 sq ft

House

1918 ARMONDO DR, THE VILLAGES, FL, 32159

Community: The Villages®

Carlsberg Estates on Lake Suzanne

4177 CANNES AVE, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$225,000

2 beds

2 baths

1,142 sq ft

House

4177 CANNES AVE, LAKE WALES, FL, 33859

Community: Carlsberg Estates on Lake Suzanne

Tampa Bay Golf and Country Club

10321 OLD TAMPA BAY DR, SAN ANTONIO, FL,..., San Antonio, FL 33576

$363,000

2 beds

2 baths

1,554 sq ft

House

10321 OLD TAMPA BAY DR, SAN ANTONIO, FL,...

Community: Tampa Bay Golf and Country Club

On Top of the World

8883 SW 93RD LN E, OCALA, FL, 34481, Ocala, FL 34481

$350,000

2 beds

2 baths

1,541 sq ft

Villa

8883 SW 93RD LN E, OCALA, FL, 34481

Community: On Top of the World

The Villages®

$929,000

4 beds

3 baths

2,792 sq ft

House

7 HICKORY HEAD HAMMOCK, THE VILLAGES, FL...

Community: The Villages®

Lake Ashton

4152 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$495,000

3 beds

3 baths

1,511 sq ft

House

4152 LIMERICK DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Ocala Preserve

4796 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482

$257,990

2 beds

2 baths

1,565 sq ft

Villa

4796 NW 39TH STREET RD, OCALA, FL, 34482

House

1144 MAYNARD PATH, THE VILLAGES, FL, 321...

Community: The Villages®

Tarawood

10468 S DREW BRYANT CIR, FLORAL CITY, FL..., Floral City, FL 34436

$185,000

2 beds

2 baths

1,482 sq ft

House

10468 S DREW BRYANT CIR, FLORAL CITY, FL...

Community: Tarawood

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

Questions? Call us: (689) 407-5757

On Top of the World

10307 SW 96TH LN, OCALA, FL, 34481, Ocala, FL 34481

$440,000

2 beds

2 baths

1,983 sq ft

House

10307 SW 96TH LN, OCALA, FL, 34481

Community: On Top of the World

Twin Lakes

2775 BUCKEYE LN, ST CLOUD, FL, 34772, St Cloud, FL 34772

$320,000

2 beds

2 baths

1,322 sq ft

Villa

2775 BUCKEYE LN, ST CLOUD, FL, 34772

Community: Twin Lakes

Stone Creek

7656 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$389,900

4 beds

3 baths

2,292 sq ft

House

7656 SW 74TH LOOP, OCALA, FL, 34481

Community: Stone Creek

Plantation at Leesburg

24128 ROBINWOOD ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$375,000

3 beds

2 baths

1,775 sq ft

House

24128 ROBINWOOD ST, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Lake Ashton

6261 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$585,000

3 beds

2 baths

2,512 sq ft

House

6261 PINEHURST LOOP, WINTER HAVEN, FL, 3...

Community: Lake Ashton

Sun City Center

$199,000

2 beds

2 baths

1,394 sq ft

Condo

2514 LOCKSLEY ST, SUN CITY CENTER, FL, 3...

Community: Sun City Center

The Villages®

$439,000

3 beds

2 baths

1,528 sq ft

House

430 ALDAMA AVE, THE VILLAGES, FL, 32159

Community: The Villages®

Huntington at Hunter's Ridge

82 WRENDALE LOOP, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$369,000

2 beds

2 baths

1,600 sq ft

House

82 WRENDALE LOOP, ORMOND BEACH, FL, 3217...

Community: Huntington at Hunter's Ridge

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

Questions? Call us: (689) 407-5757

Huntington at Hunter's Ridge

101 WRENDALE LOOP, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$395,000

2 beds

3 baths

1,632 sq ft

House

101 WRENDALE LOOP, ORMOND BEACH, FL, 321...

Community: Huntington at Hunter's Ridge

The Villages®

$259,900

2 beds

2 baths

1,121 sq ft

Villa

1714 MORELOS RD, THE VILLAGES, FL, 32159

Community: The Villages®

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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.

Want more information about active adult communities around Winter Garden?

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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 23

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,374 sq ft

Villa

4 beds

3 baths

2,282 sq ft

House

3 beds

2 baths

1,970 sq ft

House

3 beds

2 baths

2,627 sq ft

House

3 beds

2 baths

1,862 sq ft

House

1 beds

2 baths

800 sq ft

Condo

2 beds

2 baths

1,210 sq ft

Villa

3 beds

2 baths

1,914 sq ft

House

3 beds

2 baths

1,579 sq ft

Halfplex

3 beds

2 baths

1,437 sq ft

Villa

3 beds

2 baths

1,527 sq ft

House

2 beds

2 baths

1,472 sq ft

House

2 beds

2 baths

1,664 sq ft

House

2 beds

2 baths

1,596 sq ft

House

3 beds

2 baths

1,963 sq ft

House

2 beds

2 baths

1,142 sq ft

House

2 beds

2 baths

1,554 sq ft

House

2 beds

2 baths

1,541 sq ft

Villa

4 beds

3 baths

2,792 sq ft

House

3 beds