Winter Garden, FL 55+ active adult communities & homes for sale - Page 3

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

17577 SE 104TH CIR, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

New Breakaway Trails

5 LAKE ISLE WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$585,900

3 beds

3 baths

2,204 sq ft

House

5 LAKE ISLE WAY, ORMOND BEACH, FL, 32174

Community: Breakaway Trails

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

Questions? Call us: (689) 407-5757

New The Villages®

456 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159

$254,900

2 beds

2 baths

1,121 sq ft

Villa

456 HILDALGO DR, THE VILLAGES, FL, 32159

Community: The Villages®

New Oak Run

8432 SW 108TH LN, OCALA, FL, 34481, Ocala, FL 34481

$159,900

3 beds

2 baths

1,230 sq ft

House

8432 SW 108TH LN, OCALA, FL, 34481

Community: Oak Run

New Sun City Center

2017 HULLHOUSE DR 351, SUN CITY CENTER, ..., Sun City Center, FL 33573

$139,000

2 beds

2 baths

1,000 sq ft

Condo

2017 HULLHOUSE DR 351, SUN CITY CENTER, ...

Community: Sun City Center

New The Villages®

2623 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162

$270,000

2 beds

2 baths

1,156 sq ft

Villa

2623 ASCOT LOOP, THE VILLAGES, FL, 32162

Community: The Villages®

New Sun City Center

209 GENET CT, SUN CITY CENTER, FL, 33573, Sun City Center, FL 33573

$249,900

2 beds

2 baths

1,180 sq ft

House

209 GENET CT, SUN CITY CENTER, FL, 33573

Community: Sun City Center

New Highland Lakes

6348 HIGHLAND LAKES BLVD, LEESBURG, FL, ..., Leesburg, Fl, FL 34748

$310,000

3 beds

2 baths

1,861 sq ft

House

6348 HIGHLAND LAKES BLVD, LEESBURG, FL, ...

Community: Highland Lakes

New The Villages®

5840 UNGER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163

$414,900

3 beds

2 baths

1,680 sq ft

Villa

5840 UNGER CT, THE VILLAGES, FL, 32163

Community: The Villages®

New Enclave at VillageWalk

8591 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827

$1,499,000

5 beds

5 baths

4,924 sq ft

House

8591 ADALINA PL, ORLANDO, FL, 32827

Community: Enclave at VillageWalk

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

Questions? Call us: (689) 407-5757

New On Top of the World

8719 SW 83RD CIR, OCALA, FL, 34481, Ocala, FL 34481

$363,500

2 beds

2 baths

1,949 sq ft

House

8719 SW 83RD CIR, OCALA, FL, 34481

Community: On Top of the World

New Plantation at Leesburg

4822 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748

$378,000

3 beds

3 baths

2,780 sq ft

House

4822 SAWGRASS LAKE CIR, LEESBURG, FL, 34...

Community: Plantation at Leesburg

New The Villages®

1451 ROSEDALE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162

$374,900

3 beds

2 baths

1,612 sq ft

Villa

1451 ROSEDALE WAY, THE VILLAGES, FL, 321...

Community: The Villages®

New The Villages®

2297 WELCOME WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162

$339,900

3 beds

2 baths

1,392 sq ft

House

2297 WELCOME WAY, THE VILLAGES, FL, 3216...

Community: The Villages®

New Sun City Center

2020 NANTUCKET DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573

$209,900

2 beds

2 baths

1,125 sq ft

Condo

2020 NANTUCKET DR, SUN CITY CENTER, FL, ...

Community: Sun City Center

New Venetian Bay

633 MARISOL DR, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$650,000

3 beds

2 baths

2,335 sq ft

House

633 MARISOL DR, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

New Lake Ashton

5457 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$589,000

4 beds

2 baths

2,676 sq ft

House

5457 HOGAN LN, WINTER HAVEN, FL, 33884

Community: Lake Ashton

New Traditions at Lake Ruby

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$355,000

2 beds

2 baths

1,797 sq ft

House

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388...

House

1116 CANOPY VIEW WAY, MINNEOLA, FL, 3471...

Manufactured Home

1537 DORAL CIR, LADY LAKE, FL, 32159

Community: The Villages®

New Thunderbird Hill

3914 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872

$197,500

2 beds

2 baths

1,242 sq ft

Villa

3914 SUNBIRD CIR, SEBRING, FL, 33872

Community: Thunderbird Hill

New Sun City Center

1111 HAREFIELD CIR 62, SUN CITY CENTER, ..., Sun City Center, FL 33573

$222,000

2 beds

2 baths

1,448 sq ft

Condo

1111 HAREFIELD CIR 62, SUN CITY CENTER, ...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

New The Villages®

1626 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162

$275,000

2 beds

2 baths

1,156 sq ft

Villa

1626 GIBBES WAY, THE VILLAGES, FL, 32162

Community: The Villages®

New Sun City Center

2261 BROOKFIELD GREENS CIR, SUN CITY CEN..., Sun City Center, FL 33573

$270,000

2 beds

2 baths

1,362 sq ft

Condo

2261 BROOKFIELD GREENS CIR, SUN CITY CEN...

Community: Sun City Center

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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 3

110 communities near Winter Garden

3,654 homes near Winter Garden

3 beds

2 baths

1,802 sq ft

House

2 beds

2 baths

960 sq ft

Condo

3 beds

2 baths

1,736 sq ft

House

2 beds

2 baths

1,008 sq ft

House

3 beds

3 baths

2,204 sq ft

House

2 beds

2 baths

1,121 sq ft

Villa

3 beds

2 baths

1,230 sq ft

House

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,156 sq ft

Villa

2 beds

2 baths

1,180 sq ft

House

3 beds

2 baths

1,861 sq ft

House

3 beds

2 baths

1,680 sq ft

Villa

5 beds

5 baths

4,924 sq ft

House

2 beds

2 baths

1,949 sq ft

House

3 beds

3 baths

2,780 sq ft

House

3 beds

2 baths

1,612 sq ft

Villa

3 beds

2 baths

1,392 sq ft

House

2 beds

2 baths

1,125 sq ft

Condo

3 beds

2 baths

2,335 sq ft

House

4 beds