Winter Garden, FL 55+ active adult communities & homes for sale - Page 16

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

1717 FRANCISCO ST, THE VILLAGES, FL, 321...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Summer Trees

6034 WINDING RIDGE LN, PORT ORANGE, FL, ..., Port Orange, FL 32128

$499,900

4 beds

2 baths

1,880 sq ft

House

6034 WINDING RIDGE LN, PORT ORANGE, FL, ...

Community: Summer Trees

Arlington Ridge

26617 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748

$560,000

4 beds

3 baths

2,580 sq ft

House

26617 OTTER CREEK LN, LEESBURG, FL, 3474...

Community: Arlington Ridge

The Villages®

$300,000

2 beds

2 baths

1,203 sq ft

Villa

2747 DYSON LOOP, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$529,000

3 beds

2 baths

1,950 sq ft

House

4362 WATCH HILL ST, THE VILLAGES, FL, 32...

Community: The Villages®

Solivita

524 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$218,000

2 beds

2 baths

1,159 sq ft

Halfplex

524 GLENDORA RD, KISSIMMEE, FL, 34759

Community: Solivita

Oak Run

11299 SW 71ST TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476

$285,000

3 beds

2 baths

1,677 sq ft

House

11299 SW 71ST TERRACE RD, OCALA, FL, 344...

Community: Oak Run

Venetian Bay

3377 CATERINA DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$860,000

4 beds

4 baths

3,882 sq ft

House

3377 CATERINA DR, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Del Webb Sunbridge

6402 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771

$999,999

4 beds

3 baths

2,904 sq ft

House

6402 ROVER WAY, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

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

Questions? Call us: (689) 407-5757

Del Webb Sunbridge

2900 VOYAGER AVE, ST CLOUD, FL, 34771, St Cloud, FL 34771

$385,990

3 beds

3 baths

1,767 sq ft

Townhouse

2900 VOYAGER AVE, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

Del Webb Orlando

349 TOLDEDO RD, DAVENPORT, FL, 33837, Davenport, FL 33837

$317,000

2 beds

2 baths

1,468 sq ft

House

349 TOLDEDO RD, DAVENPORT, FL, 33837

Community: Del Webb Orlando

The Villages®

$410,000

3 beds

2 baths

2,088 sq ft

House

1271 WHEELING WAY, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$799,000

3 beds

2 baths

1,851 sq ft

Villa

3776 E TORCH LAKE DR, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$315,000

2 beds

2 baths

1,275 sq ft

House

771 FENWICK LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

Gatherings of Lake Nona

7521 LAUREATE BLVD 5306, ORLANDO, FL, 32..., Orlando, FL 32827

$444,900

2 beds

2 baths

1,549 sq ft

Condo

7521 LAUREATE BLVD 5306, ORLANDO, FL, 32...

Community: Gatherings of Lake Nona

The Villages®

$220,000

2 beds

2 baths

1,344 sq ft

Manufactured Home

529 RAINBOW BLVD, THE VILLAGES, FL, 3215...

Community: The Villages®

Heritage Hills

4052 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711

$425,000

3 beds

2 baths

1,672 sq ft

House

4052 SERENA LN, CLERMONT, FL, 34711

Community: Heritage Hills

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

Questions? Call us: (689) 407-5757

Harbor Hills Country Club

5414 SANDY HILL LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$524,985

3 beds

2 baths

2,123 sq ft

House

5414 SANDY HILL LN, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

The Villages®

$363,000

3 beds

2 baths

1,565 sq ft

Villa

16867 SE 80TH ASHGROVE TER, THE VILLAGES...

Community: The Villages®

The Villages®

$299,900

2 beds

2 baths

1,156 sq ft

Villa

2558 CARRINGTON CT, THE VILLAGES, FL, 32...

Community: The Villages®

JB Ranch

6260 SW 90TH ST, OCALA, FL, 34476, Ocala, FL 34476

$310,000

3 beds

2 baths

1,826 sq ft

House

6260 SW 90TH ST, OCALA, FL, 34476

Community: JB Ranch

Scottish Highlands

506 GALLOWAY CT, LEESBURG, FL, 34788, Leesburg, FL 34788

$250,000

3 beds

2 baths

1,524 sq ft

House

506 GALLOWAY CT, LEESBURG, FL, 34788

Community: Scottish Highlands

Stone Creek

8332 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$312,500

2 beds

2 baths

1,433 sq ft

House

8332 SW 54TH LOOP, OCALA, FL, 34481

Community: Stone Creek

Mirada

31740 GRIFFIN SANDS LN, SAN ANTONIO, FL,..., San Antonio, FL 33576

$469,900

3 beds

3 baths

2,366 sq ft

House

31740 GRIFFIN SANDS LN, SAN ANTONIO, FL,...

Community: Mirada

The Villages®

$1,350,000

3 beds

2 baths

2,911 sq ft

House

1967 LAKE RIDGE DR, THE VILLAGES, FL, 32...

Community: The Villages®

Venetian Bay

3359 W LOCANDA CIR, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168

$749,000

4 beds

4 baths

3,045 sq ft

House

3359 W LOCANDA CIR, NEW SMYRNA BEACH, FL...

Community: Venetian Bay

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

Questions? Call us: (689) 407-5757

Oak Run

11719 SW 72ND CIR, OCALA, FL, 34476, Ocala, FL 34476

$265,000

2 beds

2 baths

1,743 sq ft

House

11719 SW 72ND CIR, OCALA, FL, 34476

Community: Oak Run

Vienna Square

1678 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$258,500

2 beds

2 baths

1,158 sq ft

House

1678 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

Sandpiper Golf & Country Club

6205 PEACOCK RUN, LAKELAND, FL, 33809, Lakeland, FL 33809

$324,900

2 beds

2 baths

1,484 sq ft

House

6205 PEACOCK RUN, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

The Villages®

$314,900

2 beds

2 baths

1,227 sq ft

House

3079 CORDGRASS CT, THE VILLAGES, FL, 321...

Community: The Villages®

Sun City Center

$275,000

2 beds

2 baths

1,579 sq ft

Condo

704 TILBURY CT 704, SUN CITY CENTER, FL,...

Community: Sun City Center

Cresswind at Victoria Gardens

314 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724

$585,000

4 beds

3 baths

2,528 sq ft

House

314 BELLINGRATH TER, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

The Villages®

$309,000

2 beds

2 baths

1,136 sq ft

House

9200 SE 179TH WESLEY ST, THE VILLAGES, F...

Community: The Villages®

The Villages®

$485,000

3 beds

2 baths

1,492 sq ft

House

2752 IRIS WAY, THE VILLAGES, FL, 32162

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Valencia del Sol

15576 SANTA POLA DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$395,000

3 beds

2 baths

1,599 sq ft

House

15576 SANTA POLA DR, WIMAUMA, FL, 33598

Community: Valencia del Sol

The Villages®

$725,000

3 beds

2 baths

2,291 sq ft

House

2105 ZARAGOZA PL, THE VILLAGES, FL, 3215...

Community: The Villages®

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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 16

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,747 sq ft

House

3 beds

2 baths

1,969 sq ft

House

3 beds

2 baths

1,896 sq ft

House

3 beds

2 baths

1,647 sq ft

House

2 beds

2 baths

1,214 sq ft

Villa

4 beds

2 baths

1,880 sq ft

House

4 beds

3 baths

2,580 sq ft

House

2 beds

2 baths

1,203 sq ft

Villa

3 beds

2 baths

1,950 sq ft

House

2 beds

2 baths

1,159 sq ft

Halfplex

3 beds

2 baths

1,677 sq ft

House

4 beds

4 baths

3,882 sq ft

House

4 beds

3 baths

2,904 sq ft

House

3 beds

3 baths

1,767 sq ft

Townhouse

2 beds

2 baths

1,468 sq ft

House

3 beds

2 baths

2,088 sq ft

House

3 beds

2 baths

1,851 sq ft

Villa

2 beds

2 baths

1,275 sq ft

House

2 beds

2 baths

1,549 sq ft

Condo

2 beds