Winter Garden, FL 55+ active adult communities & homes for sale - Page 2

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

1 2...3

New Sun City Center

2414 OLD NANTUCKET CT 57, SUN CITY CENTE..., Sun City Center, FL 33573

$155,000

2 beds

2 baths

1,125 sq ft

Condo

2414 OLD NANTUCKET CT 57, SUN CITY CENTE...

Community: Sun City Center

New Southshore Bay

16818 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$399,800

2 beds

3 baths

2,239 sq ft

House

16818 SCUBA CREST ST, WIMAUMA, FL, 33598

Community: Southshore Bay

New The Villages®

2254 ISLEWORTH CIR, THE VILLAGES, FL, 32..., The Villages, FL 32163

$1,250,000

3 beds

2 baths

3,082 sq ft

House

2254 ISLEWORTH CIR, THE VILLAGES, FL, 32...

Community: The Villages®

New Harbor Hills Country Club

5204 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$479,900

3 beds

3 baths

2,248 sq ft

House

5204 GREENS DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

New The Country Club of Mount Dora

9035 SAINT ANDREWS WAY, MOUNT DORA, FL, ..., Mount Dora, FL 32757

$364,900

3 beds

2 baths

1,578 sq ft

House

9035 SAINT ANDREWS WAY, MOUNT DORA, FL, ...

Community: The Country Club of Mount Dora

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

Questions? Call us: (689) 407-5757

New The Villages®

935 WREN ST, THE VILLAGES, FL, 32163, The Villages, FL 32163

$365,000

3 beds

2 baths

1,357 sq ft

Villa

935 WREN ST, THE VILLAGES, FL, 32163

1404 MADRIGAL LN, THE VILLAGES, FL, 3215...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

New Lake Ashton

4129 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$495,000

3 beds

2 baths

1,589 sq ft

House

4129 LIMERICK DR, LAKE WALES, FL, 33859

Community: Lake Ashton

New Sun City Center

2006 GRANTHAM GREENS DR, SUN CITY CENTER..., Sun City Center, FL 33573

$345,000

2 beds

2 baths

1,855 sq ft

Condo

2006 GRANTHAM GREENS DR, SUN CITY CENTER...

2212 MYRTLE VISTA CT, SUN CITY CENTER, F...

Community: Sun City Center

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

10323 SW 98TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481

$289,900

2 beds

2 baths

1,469 sq ft

House

10323 SW 98TH PLACE RD, OCALA, FL, 34481

Community: On Top of the World

New Stone Creek

5323 SW 86TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481

$346,110

2 beds

2 baths

1,471 sq ft

House

5323 SW 86TH COURT RD, OCALA, FL, 34481

Community: Stone Creek

New Solivita

377 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$329,900

2 beds

2 baths

1,577 sq ft

House

377 VESTRELLA DR, KISSIMMEE, FL, 34759

Community: Solivita

New The Villages®

2604 ALCADE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163

$399,990

3 beds

2 baths

1,654 sq ft

House

2604 ALCADE PL, THE VILLAGES, FL, 32163

Community: The Villages®

New Lake Ashton

4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$839,500

3 beds

4 baths

2,968 sq ft

House

4120 LIMERICK DR, LAKE WALES, FL, 33859

Community: Lake Ashton

New Sun City Center

718 CHIPPER DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573

$309,900

2 beds

2 baths

1,493 sq ft

Villa

718 CHIPPER DR, SUN CITY CENTER, FL, 335...

Community: Sun City Center

New The Country Club of Mount Dora

6027 SPRING CREEK CT, MOUNT DORA, FL, 32..., Mount Dora, FL 32757

$385,000

3 beds

2 baths

1,753 sq ft

House

6027 SPRING CREEK CT, MOUNT DORA, FL, 32...

Community: The Country Club of Mount Dora

New Stone Creek

5308 SW 86TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481

$325,150

2 beds

2 baths

1,405 sq ft

House

5308 SW 86TH COURT RD, OCALA, FL, 34481

Community: Stone Creek

New Oak Run

6236 SW 84TH AVE, OCALA, FL, 34481, Ocala, FL 34481

$539,200

3 beds

4 baths

2,808 sq ft

House

6236 SW 84TH AVE, OCALA, FL, 34481

Community: Oak Run

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

Questions? Call us: (689) 407-5757

New Stone Creek

5324 SW 86TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481

$334,480

2 beds

2 baths

1,471 sq ft

House

5324 SW 86TH COURT RD, OCALA, FL, 34481

Community: Stone Creek

New Del Webb Sunbridge

2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771

$379,000

2 beds

2 baths

1,579 sq ft

Villa

2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...

Community: Del Webb Sunbridge

New Legacy of Leesburg

27335 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748

$335,000

3 beds

2 baths

2,044 sq ft

House

27335 ORCHID GLADE ST, LEESBURG, FL, 347...

Community: Legacy of Leesburg

New The Villages®

10125 TURNBERRY LN, LEESBURG, FL, 34788, Leesburg, FL 34788

$455,471

5 beds

4 baths

3,030 sq ft

House

10125 TURNBERRY LN, LEESBURG, FL, 34788

Community: The Villages®

New Spruce Creek South

17864 SE 106TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$244,900

3 beds

2 baths

1,526 sq ft

Villa

17864 SE 106TH TER, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

New The Villages®

1883 LOADSTAR AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162

$519,000

3 beds

2 baths

1,654 sq ft

House

1883 LOADSTAR AVE, THE VILLAGES, FL, 321...

Community: The Villages®

New Sun City Center

1243 RADISON AVE 38, SUN CITY CENTER, FL..., Sun City Center, FL 33573

$220,000

2 beds

2 baths

1,284 sq ft

Condo

1243 RADISON AVE 38, SUN CITY CENTER, FL...

Community: Sun City Center

New Latitude Margaritaville

440 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124

$539,900

2 beds

2 baths

1,563 sq ft

House

440 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...

Community: Latitude Margaritaville

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

Questions? Call us: (689) 407-5757

New The Villages®

976 SHELLBARK WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162

$725,000

3 beds

2 baths

2,159 sq ft

House

976 SHELLBARK WAY, THE VILLAGES, FL, 321...

Community: The Villages®

New Twin Lakes

5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772

$529,900

3 beds

3 baths

2,365 sq ft

House

5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...

Community: Twin Lakes

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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 2

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,125 sq ft

Condo

2 beds

3 baths

2,239 sq ft

House

3 beds

2 baths

3,082 sq ft

House

3 beds

3 baths

2,248 sq ft

House

3 beds

2 baths

1,578 sq ft

House

3 beds

2 baths

1,357 sq ft

Villa

2 beds

2 baths

1,669 sq ft

Condo

4 beds

3 baths

1,938 sq ft

House

2 beds

2 baths

1,543 sq ft

House

3 beds

2 baths

1,407 sq ft

House

3 beds

2 baths

1,786 sq ft

House

3 beds

2 baths

2,354 sq ft

House

2 beds

2 baths

1,248 sq ft

House

3 beds

2 baths

1,589 sq ft

House

2 beds

2 baths

1,855 sq ft

Condo

3 beds

2 baths

1,957 sq ft

Villa

3 beds

2 baths

2,048 sq ft

Villa

2 beds

2 baths

1,289 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

2 beds