Winter Garden, FL 55+ active adult communities & homes for sale - Page 43

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

1 2...3

The Villages®

$889,900

3 beds

3 baths

1,975 sq ft

House

2144 BILLER CIR, THE VILLAGES, FL, 32163

Community: The Villages®

Stone Creek

6135 SW 86TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$689,000

3 beds

3 baths

2,512 sq ft

House

6135 SW 86TH CIR, OCALA, FL, 34481

2001 CIPRIANO PL, 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

Cresswind at Victoria Gardens

1539 LAMBROOK DR, DELAND, FL, 32724, Deland, FL 32724

$495,000

3 beds

3 baths

2,206 sq ft

House

1539 LAMBROOK DR, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

The Villages®

805 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785

$186,000

2 beds

2 baths

1,560 sq ft

Manufactured Home

805 OAK BLVD, WILDWOOD, FL, 34785

Community: The Villages®

Sun City Center

$410,000

3 beds

2 baths

2,482 sq ft

Condo

1420 EMERALD DUNES DR, SUN CITY CENTER, ...

Community: Sun City Center

The Villages®

605 RAINBOW BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$213,000

2 beds

2 baths

1,144 sq ft

Manufactured Home

605 RAINBOW BLVD, LADY LAKE, FL, 32159

Community: The Villages®

On Top of the World

9438 SW 85TH AVE B, OCALA, FL, 34481, Ocala, FL 34481

$185,000

2 beds

2 baths

1,739 sq ft

Villa

9438 SW 85TH AVE B, OCALA, FL, 34481

Community: On Top of the World

Stone Creek

5936 SW 86TH AVENUE RD, OCALA, FL, 34481, Ocala, FL 34481

$341,350

2 beds

2 baths

1,655 sq ft

House

5936 SW 86TH AVENUE RD, OCALA, FL, 34481

Community: Stone Creek

Sandpiper Golf & Country Club

6087 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809

$324,900

3 beds

2 baths

1,899 sq ft

House

6087 SEAGULL LN, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Del Webb Oasis

13343 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787

$899,900

3 beds

2 baths

2,214 sq ft

House

13343 SUNNY RETREAT LN, WINTER GARDEN, F...

Villa

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

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

Four Seasons at Orlando

7637 SAND PIERRE CT, KISSIMMEE, FL, 3474..., Kissimmee, FL 34747

$425,000

2 beds

2 baths

1,557 sq ft

Villa

7637 SAND PIERRE CT, KISSIMMEE, FL, 3474...

Community: Four Seasons at Orlando

Stone Creek

9839 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481

$533,000

3 beds

2 baths

2,512 sq ft

House

9839 SW 63RD LOOP, OCALA, FL, 34481

Community: Stone Creek

Huntington at Hunter's Ridge

33 FAWN HAVEN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$489,000

4 beds

3 baths

2,156 sq ft

House

33 FAWN HAVEN TRL, ORMOND BEACH, FL, 321...

Community: Huntington at Hunter's Ridge

Southshore Bay

17335 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598

$399,900

3 beds

3 baths

2,145 sq ft

House

17335 HOLLY WELL AVE, WIMAUMA, FL, 33598

Community: Southshore Bay

SummerGlen

15296 SW 15TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473

$249,500

3 beds

2 baths

2,282 sq ft

House

15296 SW 15TH TERRACE RD, OCALA, FL, 344...

Community: SummerGlen

Del Webb Sunbridge

2434 N CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771

$419,900

2 beds

2 baths

1,584 sq ft

Villa

2434 N CLIFF WAY, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

Stonecrest

11702 SE 173RD LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491

$459,900

3 beds

2 baths

2,009 sq ft

House

11702 SE 173RD LANE RD, SUMMERFIELD, FL,...

Community: Stonecrest

Plantation at Leesburg

25003 CYPRESS POND CT, LEESBURG, FL, 347..., Leesburg, FL 34748

$309,000

2 beds

2 baths

1,868 sq ft

House

25003 CYPRESS POND CT, LEESBURG, FL, 347...

Community: Plantation at Leesburg

The Villages®

$349,900

2 beds

2 baths

1,245 sq ft

Villa

8620 SE 166TH BIRCHBROOK LOOP, THE VILLA...

House

7826 LAKE JAMES BLVD, LAKELAND, FL, 3381...

Community: Lake James

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

Questions? Call us: (689) 407-5757

The Villages®

$925,000

4 beds

3 baths

2,518 sq ft

House

737 DOWDING WAY, THE VILLAGES, FL, 32162

Community: The Villages®

Mirada

10162 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$280,000

2 beds

2 baths

1,614 sq ft

Villa

10162 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...

Community: Mirada

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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.

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Want to learn more about 55+ communities in Winter Garden?

Call us: (689) 407-5757

3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 43

110 communities near Winter Garden

3,654 homes near Winter Garden

3 beds

3 baths

1,975 sq ft

House

3 beds

3 baths

2,512 sq ft

House

2 beds

2 baths

1,563 sq ft

House

2 beds

2 baths

1,678 sq ft

Villa

3 beds

2 baths

1,527 sq ft

House

3 beds

3 baths

2,206 sq ft

House

2 beds

2 baths

1,560 sq ft

Manufactured Home

3 beds

2 baths

2,482 sq ft

Condo

2 beds

2 baths

1,144 sq ft

Manufactured Home

2 beds

2 baths

1,739 sq ft

Villa

2 beds

2 baths

1,655 sq ft

House

3 beds

2 baths

1,899 sq ft

House

3 beds

2 baths

2,214 sq ft

House

3 beds

2 baths

2,642 sq ft

House

2 beds

2 baths

1,214 sq ft

House

3 beds

2 baths

1,609 sq ft

House

2 beds

2 baths

1,626 sq ft

House

2 beds

2 baths

1,008 sq ft

House

4 beds

2 baths

2,034 sq ft

House

2 beds