Winter Garden, FL 55+ active adult communities & homes for sale - Page 91

3,683 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

4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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

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

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

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.

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

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

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

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

Questions? Call us: (689) 407-5757

5 rating (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

4.7 rating (3 reviews)

Spruce Creek South

$100ks - $200ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes

5 rating (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

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

Southshore Bay

$200ks - $500ks

Southshore Bay, Wimauma, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes

5 rating (5 reviews)

SummerGlen

$200ks - $400ks

SummerGlen, Ocala, FL

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

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

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

Questions? Call us: (689) 407-5757

3.8 rating (6 reviews)

Trilogy® Orlando

$200ks - $500ks

Trilogy® Orlando, Groveland, FL

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

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 (3 reviews)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

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

2.3 rating (6 reviews)

Cherrywood

$100ks - $800ks

Cherrywood, Ocala, FL

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

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

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

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

Questions? Call us: (689) 407-5757

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

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

3.8 rating (5 reviews)

Marion Landing

$100ks - $300ks

Marion Landing, Ocala, FL

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

Pine Run Estates

$100ks - $200ks

Pine Run Estates, Ocala, FL

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

5 rating (4 reviews)

Highlands Ridge

<$100k - $300ks

Highlands Ridge, Avon Park, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 850 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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

5 rating (1 reviews)

Palm Cay

$100ks - $200ks

Palm Cay, Ocala, FL

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

3069 ISLES WAY, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

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

Questions? Call us: (689) 407-5757

The Villages®

$399,000

3 beds

2 baths

1,512 sq ft

House

2530 SAFFRON LN, THE VILLAGES, FL, 32162

Community: The Villages®

Sun City Center

$259,900

2 beds

2 baths

1,755 sq ft

Condo

1318 LELAND DR, SUN CITY CENTER, FL, 335...

Community: Sun City Center

Southshore Bay

17554 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598

$336,800

2 beds

3 baths

1,737 sq ft

Villa

17554 HOLLY WELL AVE, WIMAUMA, FL, 33598

Community: Southshore Bay

Arlington Ridge

27103 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748

$449,500

3 beds

2 baths

2,236 sq ft

House

27103 CAMERONS RUN, LEESBURG, FL, 34748

Community: Arlington Ridge

Venetian Bay

3088 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$440,000

2 beds

2 baths

1,003 sq ft

Townhouse

3088 ISLES WAY, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

The Villages®

$560,000

3 beds

2 baths

1,965 sq ft

House

1881 SASSPARILLA WAY, THE VILLAGES, FL, ...

Community: The Villages®

On Top of the World

10406 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$262,500

2 beds

2 baths

1,432 sq ft

House

10406 SW 96TH LOOP, OCALA, FL, 34481

Community: On Top of the World

The Lakes at Harmony

3156 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773

$399,990

2 beds

2 baths

1,423 sq ft

House

3156 SONGBIRD CIR, HARMONY, FL, 34773

Community: The Lakes at Harmony

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

Questions? Call us: (689) 407-5757

The Lakes at Harmony

7520 CASTLEWOOD CT, HARMONY, FL, 34773, Harmony, FL 34773

$401,990

2 beds

2 baths

1,455 sq ft

House

7520 CASTLEWOOD CT, HARMONY, FL, 34773

Community: The Lakes at Harmony

Mirada

31451 MONIKER MAST LN, SAN ANTONIO, FL, ..., San Antonio, FL 33576

$240,000

2 beds

2 baths

1,405 sq ft

Villa

31451 MONIKER MAST LN, SAN ANTONIO, FL, ...

11179 SW 78TH CT, OCALA, FL, 34476

House

1535 COUNCIL DR, SUN CITY CENTER, FL, 33...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

Ocala Preserve

4859 NW 35TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482

$355,000

2 beds

2 baths

1,666 sq ft

House

4859 NW 35TH LANE RD, OCALA, FL, 34482

Community: Ocala Preserve

Ocala Palms

2699 NW 58TH TER, OCALA, FL, 34482, Ocala, FL 34482

$399,000

3 beds

2 baths

2,272 sq ft

House

2699 NW 58TH TER, OCALA, FL, 34482

Community: Ocala Palms

Legacy of Leesburg

5107 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$315,000

3 beds

2 baths

1,658 sq ft

House

5107 AURORA DR, LEESBURG, FL, 34748

Community: Legacy of Leesburg

Pennbrooke Fairways

33236 GRAND CYPRESS WAY, LEESBURG, FL, 3..., Leesburg, FL 34748

$279,247

3 beds

2 baths

1,598 sq ft

House

33236 GRAND CYPRESS WAY, LEESBURG, FL, 3...

Community: Pennbrooke Fairways

The Villages®

13103 SANDALWOOD DR # 13103, WILDWOOD, F..., Wildwood, FL 34785

$116,000

2 beds

1 baths

1,000 sq ft

Condo

13103 SANDALWOOD DR # 13103, WILDWOOD, F...

Community: The Villages®

Ocala Preserve

4082 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482

$255,990

2 beds

2 baths

1,614 sq ft

House

4082 NW 44TH CIR, OCALA, FL, 34482

Community: Ocala Preserve

Sun City Center

$349,900

2 beds

2 baths

1,479 sq ft

House

1707 NEW BEDFORD DR, SUN CITY CENTER, FL...

Community: Sun City Center

Lake Jovita Golf and Country Club

13141 PALMILLA CIR, DADE CITY, FL, 33525, Dade City, FL 33525

$419,900

2 beds

2 baths

2,019 sq ft

Villa

13141 PALMILLA CIR, DADE CITY, FL, 33525

Community: Lake Jovita Golf and Country Club

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

Questions? Call us: (689) 407-5757

Vienna Square

$225,000

2 beds

2 baths

1,231 sq ft

Villa

1561 VIENNA SQUARE DR, WINTER HAVEN, FL,...

Community: Vienna Square

Spruce Creek South

17855 SE 99TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$240,000

2 beds

2 baths

1,678 sq ft

House

17855 SE 99TH AVE, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

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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

3,683 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 91

109 communities near Winter Garden

3,683 homes near Winter Garden

2 beds

2 baths

1,125 sq ft

Condo

2 beds

2 baths

1,689 sq ft

House

3 beds

2 baths

1,539 sq ft

Villa

2 beds

2 baths

1,406 sq ft

Villa

2 beds

2 baths

1,003 sq ft

Townhouse

3 beds

2 baths

1,512 sq ft

House

2 beds

2 baths

1,755 sq ft

Condo

2 beds

3 baths

1,737 sq ft

Villa

3 beds

2 baths

2,236 sq ft

House

2 beds

2 baths

1,003 sq ft

Townhouse

3 beds

2 baths

1,965 sq ft

House

2 beds

2 baths

1,432 sq ft

House

2 beds

2 baths

1,423 sq ft

House

2 beds

2 baths

1,455 sq ft

House

2 beds

2 baths

1,405 sq ft

Villa

2 beds

2 baths

1,075 sq ft

House

2 beds

2 baths

1,351 sq ft

Villa

2 beds

2 baths

1,351 sq ft

Villa

2 beds

2 baths

1,423 sq ft

House

2 beds