Winter Garden, FL 55+ active adult communities & homes for sale - Page 65

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

4704 RIVER RIDGE DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

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

Questions? Call us: (689) 407-5757

Windermere

809 INVERIE DR, INVERNESS, FL, 34453, Inverness, FL 34453

$235,000

2 beds

2 baths

1,195 sq ft

House

809 INVERIE DR, INVERNESS, FL, 34453

Community: Windermere

Lake Ashton

6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884

$469,000

3 beds

2 baths

2,045 sq ft

House

6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL...

Community: Lake Ashton

On Top of the World

8426 SW 92ND LN F, OCALA, FL, 34481, Ocala, FL 34481

$138,700

2 beds

2 baths

1,541 sq ft

Villa

8426 SW 92ND LN F, OCALA, FL, 34481

Community: On Top of the World

The Villages®

$319,000

3 beds

2 baths

1,392 sq ft

House

9653 SE 171ST ARGYLL ST, THE VILLAGES, F...

Community: The Villages®

Sullivan Ranch

21632 HIDDEN CRK, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$695,000

4 beds

4 baths

3,853 sq ft

House

21632 HIDDEN CRK, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

Spruce Creek South

10767 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491

$239,000

3 beds

2 baths

1,690 sq ft

House

10767 SE 174TH LOOP, SUMMERFIELD, FL, 34...

Community: Spruce Creek South

Stonecrest

12459 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491

$299,900

3 beds

2 baths

1,326 sq ft

House

12459 SE 176TH LOOP, SUMMERFIELD, FL, 34...

Community: Stonecrest

Oak Run

11621 SW 72ND CIR, OCALA, FL, 34476, Ocala, FL 34476

$283,000

2 beds

2 baths

2,017 sq ft

House

11621 SW 72ND CIR, OCALA, FL, 34476

House

1308 BLUEWATER DR, SUN CITY CENTER, FL, ...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

The Villages®

$274,900

2 beds

2 baths

1,120 sq ft

House

8065 SE 175TH COLUMBIA PL, THE VILLAGES,...

Community: The Villages®

The Villages®

$300,000

2 beds

2 baths

1,152 sq ft

Villa

9179 SE 167TH FORD ST, THE VILLAGES, FL,...

Community: The Villages®

Highlands Ridge

2817 S DRIFTWOOD CT, AVON PARK, FL, 3382..., Avon Park, FL 33825

$115,000

2 beds

2 baths

1,120 sq ft

Mobile Home

2817 S DRIFTWOOD CT, AVON PARK, FL, 3382...

Community: Highlands Ridge

Sun City Center

$479,500

3 beds

2 baths

2,105 sq ft

House

2307 PLATINUM DR, SUN CITY CENTER, FL, 3...

Community: Sun City Center

On Top of the World

9855 SW 85TH TERRACE RD A, OCALA, FL, 34..., Ocala, FL 34481

$155,000

2 beds

2 baths

1,338 sq ft

Villa

9855 SW 85TH TERRACE RD A, OCALA, FL, 34...

Community: On Top of the World

Mirada

31548 CABANA RYE AVE, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$569,000

3 beds

3 baths

2,387 sq ft

House

31548 CABANA RYE AVE, SAN ANTONIO, FL, 3...

Community: Mirada

Oak Run

11558 SW 74TH CT, OCALA, FL, 34476, Ocala, FL 34476

$304,900

3 beds

2 baths

1,548 sq ft

House

11558 SW 74TH CT, OCALA, FL, 34476

Community: Oak Run

Ocala Palms

2083 NW 57TH CT, OCALA, FL, 34482, Ocala, FL 34482

$172,000

2 beds

2 baths

1,731 sq ft

House

2083 NW 57TH CT, OCALA, FL, 34482

Community: Ocala Palms

The Villages®

$694,000

3 beds

2 baths

2,230 sq ft

House

1016 PICKERING PATH, THE VILLAGES, FL, 3...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Lake Ashton

4480 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859

$280,000

2 beds

2 baths

1,523 sq ft

House

4480 STRATHMORE DR, LAKE WALES, FL, 3385...

Community: Lake Ashton

Stonecrest

11041 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491

$450,000

4 beds

3 baths

2,628 sq ft

House

11041 SE 174TH LOOP, SUMMERFIELD, FL, 34...

Community: Stonecrest

Traditions at Lake Ruby

3348 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$227,400

2 beds

2 baths

1,185 sq ft

House

3348 RALEIGH DR, WINTER HAVEN, FL, 33884

Community: Traditions at Lake Ruby

The Villages®

$765,000

3 beds

2 baths

2,309 sq ft

House

3068 SPANISH MOSS WAY, THE VILLAGES, FL,...

Community: The Villages®

Sun City Center

$119,999

1 beds

2 baths

928 sq ft

Condo

124 GLOUCESTER BLVD 355J, SUN CITY CENTE...

Community: Sun City Center

Spruce Creek Country Club

13026 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491

$399,999

2 beds

3 baths

2,722 sq ft

House

13026 SE 97TH TERRACE RD, SUMMERFIELD, F...

Community: Spruce Creek Country Club

On Top of the World

8233 SW 93RD TER, OCALA, FL, 34481, Ocala, FL 34481

$485,000

2 beds

3 baths

2,815 sq ft

House

8233 SW 93RD TER, OCALA, FL, 34481

Community: On Top of the World

Ocala Palms

5455 NW 26TH LN, OCALA, FL, 34482, Ocala, FL 34482

$309,000

3 beds

2 baths

1,858 sq ft

House

5455 NW 26TH LN, 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

Twin Lakes

2557 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772

$319,900

2 beds

2 baths

1,464 sq ft

Villa

2557 YELLOW BRICK RD, ST CLOUD, FL, 3477...

Community: Twin Lakes

On Top of the World

9150 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481

$210,000

2 beds

2 baths

1,420 sq ft

House

9150 SW 102ND CIR, OCALA, FL, 34481

Community: On Top of the World

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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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3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 65

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

3 baths

1,837 sq ft

Townhouse

2 beds

2 baths

1,861 sq ft

House

3 beds

2 baths

1,884 sq ft

House

2 beds

2 baths

1,756 sq ft

House

3 beds

2 baths

2,155 sq ft

House

2 beds

2 baths

1,195 sq ft

House

3 beds

2 baths

2,045 sq ft

House

2 beds

2 baths

1,541 sq ft

Villa

3 beds

2 baths

1,392 sq ft

House

4 beds

4 baths

3,853 sq ft

House

3 beds

2 baths

1,690 sq ft

House

3 beds

2 baths

1,326 sq ft

House

2 beds

2 baths

2,017 sq ft

House

2 beds

2 baths

2,049 sq ft

House

3 beds

2 baths

1,850 sq ft

House

2 beds

2 baths

1,668 sq ft

Condo

2 beds

2 baths

1,186 sq ft

Villa

2 beds

2 baths

1,822 sq ft

House

2 beds

2 baths

1,825 sq ft

House

3 beds