Winter Garden, FL 55+ active adult communities & homes for sale - Page 37

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

16672 SE 78TH LIVE OAK AVE, THE VILLAGES...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Sun City Center

$98,000

1 beds

2 baths

800 sq ft

Condo

202 BEDFORD TRL 103, SUN CITY CENTER, FL...

Community: Sun City Center

Tampa Bay Golf and Country Club

10048 CLEGHORN DR, SAN ANTONIO, FL, 3357..., San Antonio, FL 33576

$369,000

3 beds

2 baths

2,229 sq ft

House

10048 CLEGHORN DR, SAN ANTONIO, FL, 3357...

Community: Tampa Bay Golf and Country Club

The Villages®

$681,000

3 beds

2 baths

1,794 sq ft

Villa

3930 E TORCH LAKE DR, THE VILLAGES, FL, ...

Community: The Villages®

Lake Jovita Golf and Country Club

34539 MERION CT, DADE CITY, FL, 33525, Dade City, FL 33525

$629,000

4 beds

3 baths

2,762 sq ft

House

34539 MERION CT, DADE CITY, FL, 33525

Community: Lake Jovita Golf and Country Club

Stone Creek

7676 SW 94TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$295,000

2 beds

2 baths

1,425 sq ft

House

7676 SW 94TH CIR, OCALA, FL, 34481

Community: Stone Creek

Ocala Preserve

5701 NW 40TH LOOP, OCALA, FL, 34482, Ocala, FL 34482

$649,000

3 beds

3 baths

2,694 sq ft

House

5701 NW 40TH LOOP, OCALA, FL, 34482

Community: Ocala Preserve

Venetian Bay

3218 MODENA WAY, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168

$859,900

3 beds

2 baths

2,269 sq ft

House

3218 MODENA WAY, NEW SMYRNA BEACH, FL, 3...

Community: Venetian Bay

Highland Lakes

5932 MCENROE CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$235,000

2 beds

2 baths

1,210 sq ft

Villa

5932 MCENROE CT, LEESBURG, FL, 34748

House

26927 FOREST HILLS ST, LEESBURG, FL, 347...

Community: Highland Lakes

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

Questions? Call us: (689) 407-5757

Lakes of Mount Dora

8301 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$499,500

3 beds

2 baths

1,823 sq ft

House

8301 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...

Community: Lakes of Mount Dora

Stone Creek

8344 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$307,000

4 beds

2 baths

1,583 sq ft

House

8344 SW 54TH LOOP, OCALA, FL, 34481

Community: Stone Creek

Sun City Center

$175,500

2 beds

2 baths

1,448 sq ft

Condo

2101 HAILSTONE CIR, SUN CITY CENTER, FL,...

Community: Sun City Center

Solivita

189 LARGO DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$410,000

2 beds

2 baths

2,081 sq ft

House

189 LARGO DR, POINCIANA, FL, 34759

Community: Solivita

Cherrywood

6027 SW 98TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476

$209,990

3 beds

2 baths

1,484 sq ft

House

6027 SW 98TH STREET RD, OCALA, FL, 34476

Community: Cherrywood

Valencia del Sol

4786 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$449,900

2 beds

3 baths

2,040 sq ft

Villa

4786 AVILA LAKES DR, WIMAUMA, FL, 33598

Community: Valencia del Sol

Spruce Creek South

9826 SE 178TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$269,900

2 beds

2 baths

1,312 sq ft

House

9826 SE 178TH LN, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

The Villages®

8442 COUNTY RD 109, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$299,000

3 beds

2 baths

1,664 sq ft

Manufactured Home

8442 COUNTY RD 109, LADY LAKE, FL, 32159

Community: The Villages®

Solivita

447 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$439,900

2 beds

3 baths

2,108 sq ft

House

447 VILLA PARK RD, KISSIMMEE, FL, 34759

Community: Solivita

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

Questions? Call us: (689) 407-5757

On Top of the World

9859 SW 97TH LN, OCALA, FL, 34481, Ocala, FL 34481

$149,900

2 beds

2 baths

1,093 sq ft

House

9859 SW 97TH LN, OCALA, FL, 34481

Community: On Top of the World

Royal Palm

1328 COCONUT PALM CIR, PORT ORANGE, FL, ..., Port Orange, FL 32128

$549,900

4 beds

3 baths

2,656 sq ft

House

1328 COCONUT PALM CIR, PORT ORANGE, FL, ...

Community: Royal Palm

The Villages®

13877 COUNTY RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$236,000

4 beds

2 baths

1,960 sq ft

Manufactured Home

13877 COUNTY RD, LADY LAKE, FL, 32159

Community: The Villages®

Lakeside Landings

5415 ADMIRAL WAY H5-102, OXFORD, FL, 344..., Oxford, FL 34484

$235,000

2 beds

2 baths

1,281 sq ft

Condo

5415 ADMIRAL WAY H5-102, OXFORD, FL, 344...

Community: Lakeside Landings

Sun City Center

$200,000

2 beds

2 baths

1,093 sq ft

Villa

2169 ACADIA GREENS DR, SUN CITY CENTER, ...

Community: Sun City Center

On Top of the World

8830 SW 98TH PL L, OCALA, FL, 34481, Ocala, FL 34481

$182,000

2 beds

3 baths

1,764 sq ft

Condo

8830 SW 98TH PL L, OCALA, FL, 34481

Community: On Top of the World

Lakeside Landings

5105 JAREDS LANDING WAY, OXFORD, FL, 344..., Oxford, FL 34484

$599,000

3 beds

2 baths

2,326 sq ft

House

5105 JAREDS LANDING WAY, OXFORD, FL, 344...

Community: Lakeside Landings

Latitude Margaritaville

298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$599,900

2 beds

3 baths

2,139 sq ft

House

298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

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

Questions? Call us: (689) 407-5757

Plantation at Leesburg

4721 TARA VIEW RD, LEESBURG, FL, 34748, Leesburg, FL 34748

$314,900

3 beds

2 baths

1,979 sq ft

House

4721 TARA VIEW RD, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Legacy of Leesburg

5352 TREASURE VIEW WAY, LEESBURG, FL, 34..., Leesburg, FL 34748

$429,900

3 beds

2 baths

2,241 sq ft

House

5352 TREASURE VIEW WAY, LEESBURG, FL, 34...

Community: Legacy of Leesburg

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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

3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 37

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,230 sq ft

House

3 beds

2 baths

1,662 sq ft

House

3 beds

2 baths

2,130 sq ft

House

2 beds

2 baths

1,471 sq ft

House

3 beds

2 baths

1,850 sq ft

House

1 beds

2 baths

800 sq ft

Condo

3 beds

2 baths

2,229 sq ft

House

3 beds

2 baths

1,794 sq ft

Villa

4 beds

3 baths

2,762 sq ft

House

2 beds

2 baths

1,425 sq ft

House

3 beds

3 baths

2,694 sq ft

House

3 beds

2 baths

2,269 sq ft

House

2 beds

2 baths

1,210 sq ft

Villa

3 beds

2 baths

2,074 sq ft

House

3 beds

2 baths

2,013 sq ft

House

2 beds

2 baths

1,122 sq ft

House

3 beds

2 baths

1,392 sq ft

House

2 beds

2 baths

1,414 sq ft

House

3 beds

2 baths

2,041 sq ft

House

3 beds