Winter Garden, FL 55+ active adult communities & homes for sale - Page 75

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

Solivita

759 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759

$440,000

2 beds

3 baths

2,956 sq ft

House

759 VILLA PARK RD, POINCIANA, FL, 34759

Community: Solivita

Solivita

1305 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$240,000

2 beds

2 baths

1,365 sq ft

House

1305 LOMBARDI CT, KISSIMMEE, FL, 34759

Community: Solivita

The Villages®

$399,000

3 beds

2 baths

1,607 sq ft

Villa

17694 SE 84TH PEYTON CT, THE VILLAGES, F...

Community: The Villages®

On Top of the World

9099 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$569,900

3 beds

3 baths

2,393 sq ft

House

9099 SW 89TH LOOP, OCALA, FL, 34481

Community: On Top of the World

Stonecrest

11280 SE 170TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$229,900

2 beds

2 baths

1,251 sq ft

House

11280 SE 170TH LN, SUMMERFIELD, FL, 3449...

Community: Stonecrest

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

Questions? Call us: (689) 407-5757

Sun City Center

$195,000

2 beds

2 baths

1,448 sq ft

Condo

2014 HAMPSTEAD CIR, SUN CITY CENTER, FL,...

Community: Sun City Center

Ocala Palms

5292 NW 19TH PL, OCALA, FL, 34482, Ocala, FL 34482

$330,000

3 beds

2 baths

1,714 sq ft

House

5292 NW 19TH PL, OCALA, FL, 34482

Community: Ocala Palms

Marco Polo Village

10716 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476

$309,000

3 beds

2 baths

2,039 sq ft

House

10716 SW 53RD CIR, OCALA, FL, 34476

Community: Marco Polo Village

Solivita

861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$424,000

2 beds

3 baths

2,379 sq ft

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759

Community: Solivita

On Top of the World

10425 SW 106TH CT, OCALA, FL, 34481, Ocala, FL 34481

$360,000

3 beds

2 baths

1,894 sq ft

House

10425 SW 106TH CT, OCALA, FL, 34481

Community: On Top of the World

Pennbrooke Fairways

127 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$153,000

2 beds

2 baths

1,086 sq ft

Manufactured Home

127 WESTWOOD DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Lake Ashton

4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859

$549,900

4 beds

3 baths

2,937 sq ft

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...

Community: Lake Ashton

Harbor Hills Country Club

39911 BAYVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$449,900

3 beds

2 baths

2,120 sq ft

House

39911 BAYVIEW DR, LADY LAKE, FL, 32159

Villa

9427 ROLLING CIR, SAN ANTONIO, FL, 33576

Villa

17319 HOLLY WELL AVE, WIMAUMA, FL, 33598

15692 SW 11TH COURT RD, OCALA, FL, 34473

Community: SummerGlen

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

Questions? Call us: (689) 407-5757

Arlington Ridge

26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748

$475,000

4 beds

3 baths

2,318 sq ft

House

26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,...

Community: Arlington Ridge

Trilogy® Orlando

251 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736

$399,000

2 beds

2 baths

1,900 sq ft

House

251 SILVER MAPLE RD, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

Solivita

915 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759

$590,000

4 beds

3 baths

3,110 sq ft

House

915 SAN RAPHAEL ST, POINCIANA, FL, 34759

Community: Solivita

Scottish Highlands

803 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788

$249,900

2 beds

2 baths

1,436 sq ft

House

803 DUNDEE CIR, LEESBURG, FL, 34788

Community: Scottish Highlands

The Villages®

$429,000

3 beds

2 baths

2,002 sq ft

House

16946 SE 93RD CUTHBERT CIR, THE VILLAGES...

Community: The Villages®

Royal Highlands

20504 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748

$339,900

2 beds

2 baths

1,722 sq ft

House

20504 QUEEN ALEXANDRA DR, LEESBURG, FL, ...

Community: Royal Highlands

Plantation at Leesburg

24841 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$136,000

2 beds

2 baths

1,040 sq ft

Manufactured Home

24841 PINE HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

On Top of the World

9071 SW 99TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481

$379,000

3 beds

2 baths

2,077 sq ft

House

9071 SW 99TH COURT RD, OCALA, FL, 34481

Community: On Top of the World

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

Questions? Call us: (689) 407-5757

Sun City Center

$164,900

2 beds

2 baths

1,516 sq ft

Condo

382 CLUB MANOR DR, SUN CITY CENTER, FL, ...

Community: Sun City Center

The Villages®

$379,900

3 beds

2 baths

1,924 sq ft

House

17602 SE 82ND WOODLAWN AVE, THE VILLAGES...

Community: The Villages®

1…69 70 71 72 73 74 75 76 77 78 79 80 81…92

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 75

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

3 baths

2,956 sq ft

House

2 beds

2 baths

1,365 sq ft

House

3 beds

2 baths

1,607 sq ft

Villa

3 beds

3 baths

2,393 sq ft

House

2 beds

2 baths

1,251 sq ft

House

2 beds

2 baths

1,448 sq ft

Condo

3 beds

2 baths

1,714 sq ft

House

3 beds

2 baths

2,039 sq ft

House

2 beds

3 baths

2,379 sq ft

House

3 beds

2 baths

1,894 sq ft

House

2 beds

2 baths

1,086 sq ft

Manufactured Home

4 beds

3 baths

2,937 sq ft

House

3 beds

2 baths

2,120 sq ft

House

3 beds

2 baths

1,967 sq ft

House

2 beds

2 baths

1,179 sq ft

Villa

2 beds

2 baths

1,194 sq ft

Condo

3 beds

2 baths

1,505 sq ft

House

2 beds

2 baths

1,976 sq ft

House

2 beds

2 baths

1,767 sq ft

House

3 beds