Winter Garden, FL 55+ active adult communities & homes for sale - Page 28

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

Cresswind at Victoria Gardens

307 STONINGTON WAY, DELAND, FL, 32724, Deland, FL 32724

$289,000

3 beds

2 baths

1,480 sq ft

House

307 STONINGTON WAY, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

Marion Landing

8612 SW 61ST CT, OCALA, FL, 34476, Ocala, FL 34476

$289,999

2 beds

2 baths

1,891 sq ft

House

8612 SW 61ST CT, OCALA, FL, 34476

12435 ORANGEWOOD CIR, TAVARES, FL, 32778

Community: Summit Chase Villas

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

Questions? Call us: (689) 407-5757

Southshore Bay

5209 WINDY GROVE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$360,000

2 beds

2 baths

1,761 sq ft

House

5209 WINDY GROVE DR, WIMAUMA, FL, 33598

Community: Southshore Bay

Valencia Lakes

4913 MARBLE SPRINGS CIR, WIMAUMA, FL, 33..., Wimauma, FL 33598

$340,000

3 beds

2 baths

1,800 sq ft

Villa

4913 MARBLE SPRINGS CIR, WIMAUMA, FL, 33...

Community: Valencia Lakes

Heritage Hills

3825 QUAINT LN F, CLERMONT, FL, 34711, Clermont, FL 34711

$319,999

2 beds

2 baths

1,503 sq ft

Villa

3825 QUAINT LN F, CLERMONT, FL, 34711

Community: Heritage Hills

Solivita

1166 CAMBRIA BND, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$649,000

3 beds

3 baths

2,442 sq ft

House

1166 CAMBRIA BND, KISSIMMEE, FL, 34759

Community: Solivita

Summer Trees

10 OAK LN, PORT ORANGE, FL, 32128, Port Orange, FL 32128

$295,000

3 beds

2 baths

1,602 sq ft

House

10 OAK LN, PORT ORANGE, FL, 32128

Community: Summer Trees

Esplanade at Highland Ranch

1159 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715

$440,000

3 beds

2 baths

1,874 sq ft

House

1159 ESPERANZA RIDGE RD, CLERMONT, FL, 3...

Community: Esplanade at Highland Ranch

Cherrywood

6086 SW 98TH LOOP, OCALA, FL, 34476, Ocala, FL 34476

$187,000

2 beds

2 baths

1,320 sq ft

House

6086 SW 98TH LOOP, OCALA, FL, 34476

Community: Cherrywood

The Villages®

$1,950,000

3 beds

2 baths

3,320 sq ft

House

2924 BONIFAY PATH, THE VILLAGES, FL, 321...

Condo

2113 HARTLEBURY WAY 408, SUN CITY CENTER...

Villa

8556 SW 90TH LN F, 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

Ocala Preserve

5361 NW 48TH PL, OCALA, FL, 34482, Ocala, FL 34482

$268,000

2 beds

2 baths

1,552 sq ft

Villa

5361 NW 48TH PL, OCALA, FL, 34482

Community: Ocala Preserve

Sun City Center

$115,000

2 beds

2 baths

960 sq ft

Condo

1901 CANTERBURY LN 19, SUN CITY CENTER, ...

Community: Sun City Center

Sun City Center

$119,995

1 beds

2 baths

800 sq ft

Condo

2211 GRENADIER DR 140, SUN CITY CENTER, ...

Community: Sun City Center

Quail Meadow

5011 NW 31ST ST, OCALA, FL, 34482, Ocala, FL 34482

$320,000

3 beds

2 baths

1,890 sq ft

House

5011 NW 31ST ST, OCALA, FL, 34482

Community: Quail Meadow

The Villages®

$594,000

3 beds

2 baths

1,942 sq ft

House

3283 WISE WAY, THE VILLAGES, FL, 32163

Community: The Villages®

Sullivan Ranch

30207 CHEVAL ST, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$429,000

4 beds

3 baths

2,590 sq ft

House

30207 CHEVAL ST, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

Oak Run

11170 SW 72ND AVE, OCALA, FL, 34476, Ocala, FL 34476

$274,900

2 beds

2 baths

1,492 sq ft

House

11170 SW 72ND AVE, OCALA, FL, 34476

Community: Oak Run

Valencia Lakes

4932 MARBLE SPRINGS CIR, WIMAUMA, FL, 33..., Wimauma, FL 33598

$285,000

2 beds

2 baths

1,321 sq ft

Villa

4932 MARBLE SPRINGS CIR, WIMAUMA, FL, 33...

Community: Valencia Lakes

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

Questions? Call us: (689) 407-5757

Stone Creek

9174 SW 65TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$295,592

2 beds

2 baths

1,433 sq ft

House

9174 SW 65TH LOOP, OCALA, FL, 34481

Community: Stone Creek

Carillon Lakes

3943 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$378,000

3 beds

2 baths

1,906 sq ft

House

3943 WINDCHIME LN, LAKELAND, FL, 33811

Community: Carillon 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.

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Call us: (689) 407-5757

3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 28

110 communities near Winter Garden

3,654 homes near Winter Garden

3 beds

2 baths

1,480 sq ft

House

2 beds

2 baths

1,891 sq ft

House

3 beds

3 baths

2,415 sq ft

House

3 beds

3 baths

2,651 sq ft

House

2 beds

2 baths

986 sq ft

House

2 beds

2 baths

1,761 sq ft

House

3 beds

2 baths

1,800 sq ft

Villa

2 beds

2 baths

1,503 sq ft

Villa

3 beds

3 baths

2,442 sq ft

House

3 beds

2 baths

1,602 sq ft

House

3 beds

2 baths

1,874 sq ft

House

2 beds

2 baths

1,320 sq ft

House

3 beds

2 baths

3,320 sq ft

House

3 beds

2 baths

1,580 sq ft

House

3 beds

2 baths

2,046 sq ft

House

2 beds

2 baths

1,780 sq ft

House

2 beds

2 baths

1,710 sq ft

House

3 beds

2 baths

2,196 sq ft

House

2 beds

3 baths

2,667 sq ft

House

3 beds