Winter Garden, FL 55+ active adult communities & homes for sale - Page 25

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

1 2...3

Plantation at Leesburg

3810 ST EMMA CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$355,000

3 beds

4 baths

2,473 sq ft

House

3810 ST EMMA CT, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Royal Harbor

5135 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778

$334,999

3 beds

2 baths

1,766 sq ft

House

5135 INDIAN OCEAN LOOP, TAVARES, FL, 327...

Community: Royal Harbor

Del Webb Sunbridge

2732 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771

$407,000

2 beds

2 baths

1,584 sq ft

Villa

2732 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...

Community: Del Webb Sunbridge

The Villages®

$349,900

2 beds

2 baths

1,200 sq ft

Villa

1550 LIME GROVE LN, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$449,900

3 beds

2 baths

1,654 sq ft

Villa

1947 TRANQUILITY LN, THE VILLAGES, FL, 3...

House

2576 JUPITER WAY, THE VILLAGES, FL, 3216...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

The Villages®

$398,500

3 beds

2 baths

1,544 sq ft

Villa

1946 LOADSTAR AVE, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$349,900

3 beds

2 baths

1,855 sq ft

House

16865 SE 93RD CUTHBERT CIR, THE VILLAGES...

Community: The Villages®

Solivita

93 OAK LEAF DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$349,900

3 beds

2 baths

2,141 sq ft

House

93 OAK LEAF DR, POINCIANA, FL, 34759

Community: Solivita

Valencia del Sol

4924 PAMPLONA CT, WIMAUMA, FL, 33598, Wimauma, FL 33598

$770,000

3 beds

4 baths

3,083 sq ft

House

4924 PAMPLONA CT, WIMAUMA, FL, 33598

Community: Valencia del Sol

Lakeside Landings

10351 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484

$394,900

4 beds

3 baths

2,003 sq ft

House

10351 ADDISON SHORE WAY, OXFORD, FL, 344...

Community: Lakeside Landings

Palms at Serenoa

17615 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714

$420,000

3 beds

2 baths

1,822 sq ft

House

17615 BLAZING STAR CIR, CLERMONT, FL, 34...

Community: Palms at Serenoa

Breakaway Trails

2 CREEK BEND WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$769,000

4 beds

4 baths

3,098 sq ft

House

2 CREEK BEND WAY, ORMOND BEACH, FL, 3217...

Community: Breakaway Trails

Carlsberg Estates on Lake Suzanne

483 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$259,000

2 beds

2 baths

1,406 sq ft

House

483 LAKE SUZANNE DR, LAKE WALES, FL, 338...

House

8952 SW 78TH CT, OCALA, FL, 34476

House

2380 NW 53RD AVENUE RD, OCALA, FL, 34482

1404 PLANTATION DR, LADY LAKE, FL, 32159

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Royal Highlands

21850 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$367,500

3 beds

2 baths

2,159 sq ft

House

21850 TARTAN ST, LEESBURG, FL, 34748

Community: Royal Highlands

Tampa Bay Golf and Country Club

11048 MOSHIE LN, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$325,000

2 beds

2 baths

1,380 sq ft

House

11048 MOSHIE LN, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

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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 25

110 communities near Winter Garden

3,654 homes near Winter Garden

3 beds

4 baths

2,473 sq ft

House

3 beds

2 baths

1,766 sq ft

House

2 beds

2 baths

1,584 sq ft

Villa

2 beds

2 baths

1,200 sq ft

Villa

3 beds

2 baths

1,654 sq ft

Villa

3 beds

2 baths

1,531 sq ft

House

2 beds

2 baths

1,638 sq ft

House

2 beds

2 baths

1,548 sq ft

House

2 beds

2 baths

1,296 sq ft

House

3 beds

2 baths

1,527 sq ft

House

3 beds

2 baths

2,048 sq ft

House

3 beds

3 baths

2,055 sq ft

House

3 beds

2 baths

2,084 sq ft

House

3 beds

2 baths

1,544 sq ft

Villa

3 beds

2 baths

1,855 sq ft

House

3 beds

2 baths

2,141 sq ft

House

3 beds

4 baths

3,083 sq ft

House

4 beds

3 baths

2,003 sq ft

House

3 beds

2 baths

1,822 sq ft

House

4 beds