Winter Garden, FL 55+ active adult communities & homes for sale - Page 56

3,497 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

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 rating (56 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

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

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

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

Venetian Bay

$300ks - $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.

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 (1 reviews)

Ocala Palms

$200ks - $300ks

Ocala Palms, Ocala, FL

Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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

3.8 rating (6 reviews)

Trilogy® Orlando

$200ks - $500ks

Trilogy® Orlando, Groveland, FL

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

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

Questions? Call us: (689) 407-5757

5 rating (5 reviews)

SummerGlen

$200ks - $400ks

SummerGlen, Ocala, FL

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

Southshore Bay

$200ks - $500ks

Southshore Bay, Wimauma, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

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

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

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

4 rating (4 reviews)

Lakes of Mount Dora

$300ks - $1Ms

Lakes of Mount Dora, Mount Dora, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 950 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

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

Questions? Call us: (689) 407-5757

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

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 (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

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

5 rating (1 reviews)

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes

Mirada

$300ks - $500ks

Mirada, San Antonio, FL

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

3.8 rating (5 reviews)

Marion Landing

$100ks - $300ks

Marion Landing, Ocala, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes

2.3 rating (6 reviews)

Cherrywood

$100ks - $800ks

Cherrywood, Ocala, FL

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

Quail Meadow

$200ks - $400ks

Quail Meadow, Ocala, FL

Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

2707 RIVER CREEK LN, ST CLOUD, FL, 34769

Community: Del Webb Sunbridge

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

Questions? Call us: (689) 407-5757

On Top of the World

9936 SW 106TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$430,765

2 beds

2 baths

1,718 sq ft

House

9936 SW 106TH CIR, OCALA, FL, 34481

Community: On Top of the World

On Top of the World

9918 SW 106TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$508,000

2 beds

3 baths

2,493 sq ft

House

9918 SW 106TH CIR, OCALA, FL, 34481

9325 SW 106TH AVE, OCALA, FL, 34481

Community: On Top of the World

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

Questions? Call us: (689) 407-5757

Palms at Serenoa

17718 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714

$415,000

2 beds

2 baths

1,816 sq ft

House

17718 BLAZING STAR CIR, CLERMONT, FL, 34...

Community: Palms at Serenoa

Palm Cay

7561 SW 76TH TER, OCALA, FL, 34481, Ocala, FL 34481

$318,900

4 beds

3 baths

2,039 sq ft

House

7561 SW 76TH TER, OCALA, FL, 34481

Community: Palm Cay

Stone Creek

9256 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$399,000

3 beds

2 baths

1,736 sq ft

House

9256 SW 66TH LOOP, OCALA, FL, 34481

Community: Stone Creek

The Villages®

$474,999

3 beds

2 baths

1,918 sq ft

House

5685 ZEBRA LONGWING PATH, THE VILLAGES, ...

Community: The Villages®

Ocala Palms

1870 NW 56TH TER, OCALA, FL, 34482, Ocala, FL 34482

$300,000

3 beds

2 baths

1,957 sq ft

House

1870 NW 56TH TER, OCALA, FL, 34482

Community: Ocala Palms

Sun City Center

$255,000

2 beds

2 baths

1,579 sq ft

Condo

2531 LANCASTER DR, SUN CITY CENTER, FL, ...

Community: Sun City Center

The Villages®

$374,999

3 beds

2 baths

1,561 sq ft

House

3508 RIDGEWOOD PATH, THE VILLAGES, FL, 3...

Community: The Villages®

Southshore Bay

16810 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$459,900

2 beds

3 baths

2,239 sq ft

House

16810 SCUBA CREST ST, WIMAUMA, FL, 33598

Community: Southshore Bay

Sandpiper Golf & Country Club

6140 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809

$315,000

3 beds

3 baths

1,982 sq ft

House

6140 SEAGULL LN, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

The Villages®

$549,900

3 beds

2 baths

1,695 sq ft

Villa

3698 ROBERTSON WAY, THE VILLAGES, FL, 32...

Community: The Villages®

Arlington Ridge

$434,000

3 beds

2 baths

2,226 sq ft

House

3637 ARLINGTON RIDGE BLVD, LEESBURG, FL,...

Community: Arlington Ridge

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

Questions? Call us: (689) 407-5757

Latitude Margaritaville

350 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$659,000

3 beds

3 baths

2,067 sq ft

House

350 LOST SHAKER WAY, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

Plantation at Leesburg

25308 CASA DEL LAGO LN, LEESBURG, FL, 34..., Leesburg, FL 34748

$189,000

2 beds

2 baths

1,344 sq ft

Manufactured Home

25308 CASA DEL LAGO LN, LEESBURG, FL, 34...

Community: Plantation at Leesburg

The Villages®

$275,000

2 beds

2 baths

1,158 sq ft

Villa

8386 SE 173RD HAMILTON PL, THE VILLAGES,...

Community: The Villages®

Ocala Preserve

5312 NW 33RD PL, OCALA, FL, 34482, Ocala, FL 34482

$294,500

2 beds

2 baths

1,320 sq ft

House

5312 NW 33RD PL, OCALA, FL, 34482

Community: Ocala Preserve

The Country Club of Mount Dora

8032 PINE HOLLOW DR, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$419,900

3 beds

2 baths

1,949 sq ft

House

8032 PINE HOLLOW DR, MOUNT DORA, FL, 327...

Community: The Country Club of Mount Dora

Sun City Center

$139,000

2 beds

2 baths

1,000 sq ft

Condo

2033 HAWKHURST CIR 180, SUN CITY CENTER,...

Community: Sun City Center

Tampa Bay Golf and Country Club

29406 ZELLER AVE, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$275,000

2 beds

2 baths

1,733 sq ft

House

29406 ZELLER AVE, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

Esplanade at Highland Ranch

2639 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715

$479,000

2 beds

2 baths

1,732 sq ft

House

2639 STARGRASS CIR, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

Breakaway Trails

27 WINDING CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174

$615,000

3 beds

3 baths

2,370 sq ft

House

27 WINDING CREEK WAY, ORMOND BEACH, FL, ...

Community: Breakaway Trails

Pelican Bay Daytona Beach

176 PALM SPARROW CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119

$269,900

2 beds

2 baths

1,335 sq ft

Villa

176 PALM SPARROW CT, DAYTONA BEACH, FL, ...

Community: Pelican Bay Daytona Beach

Spruce Creek South

10195 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$274,900

3 beds

2 baths

1,852 sq ft

House

10195 SE 178TH PL, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

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

Questions? Call us: (689) 407-5757

The Villages®

$699,900

3 beds

2 baths

1,971 sq ft

House

5647 KEY DEER PATH, THE VILLAGES, FL, 32...

Community: The Villages®

Trilogy® Orlando

129 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736

$345,000

2 beds

2 baths

1,848 sq ft

House

129 CREPE MYRTLE DR, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

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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.

How long do listings in 55+ communities in Winter Garden typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Winter Garden stay on the market for around 399 days. The average price of homes for sale in these communities is approximately $476,615, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Del Webb Oasis average around $476,615.

Want more information about active adult communities around Winter Garden?

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3,497 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 56

113 communities near Winter Garden

3,497 homes near Winter Garden

2 beds

2 baths

1,421 sq ft

House

2 beds

2 baths

1,748 sq ft

House

3 beds

2 baths

1,918 sq ft

House

2 beds

2 baths

1,516 sq ft

Condo

2 beds

2 baths

1,670 sq ft

House

2 beds

2 baths

1,718 sq ft

House

2 beds

3 baths

2,493 sq ft

House

2 beds

2 baths

1,242 sq ft

Villa

2 beds

2 baths

2,019 sq ft

House

3 beds

2 baths

1,758 sq ft

House

3 beds

2 baths

1,719 sq ft

House

3 beds

2 baths

1,620 sq ft

Villa

3 beds

2 baths

1,514 sq ft

House

3 beds

2 baths

1,987 sq ft

House

2 beds

2 baths

1,697 sq ft

House

2 beds

2 baths

1,342 sq ft

House

2 beds

2 baths

1,816 sq ft

House

4 beds

3 baths

2,039 sq ft

House

3 beds

2 baths

1,736 sq ft

House

3 beds