Winter Garden, FL 55+ active adult communities & homes for sale - Page 66

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

Quail Meadow

5045 NW 32ND PL, OCALA, FL, 34482, Ocala, FL 34482

$269,500

3 beds

2 baths

1,468 sq ft

House

5045 NW 32ND PL, OCALA, FL, 34482

Community: Quail Meadow

Lakes of Mount Dora

8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$515,000

3 beds

2 baths

2,081 sq ft

House

8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...

Community: Lakes of Mount Dora

Gatherings of Lake Nona

7573 LAUREATE BLVD 1-305, ORLANDO, FL, 3..., Orlando, FL 32827

$349,995

2 beds

2 baths

1,486 sq ft

Condo

7573 LAUREATE BLVD 1-305, ORLANDO, FL, 3...

Community: Gatherings of Lake Nona

Latitude Margaritaville

280 LAST MANGO DR, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124

$389,000

2 beds

2 baths

1,456 sq ft

Villa

280 LAST MANGO DR, DAYTONA BEACH, FL, 32...

Community: Latitude Margaritaville

Twin Lakes

5027 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772

$515,000

3 beds

3 baths

2,197 sq ft

House

5027 DANCY LN, ST CLOUD, FL, 34772

Community: Twin Lakes

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

Questions? Call us: (689) 407-5757

The Villages®

$379,900

3 beds

2 baths

1,699 sq ft

Villa

2879 REMINGTON RD, THE VILLAGES, FL, 321...

Community: The Villages®

Majestic Oaks Ocala

8598 SW 59TH TER, OCALA, FL, 34476, Ocala, FL 34476

$460,000

4 beds

4 baths

2,835 sq ft

House

8598 SW 59TH TER, OCALA, FL, 34476

Community: Majestic Oaks Ocala

Royal Highlands

20642 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748

$299,000

2 beds

2 baths

1,592 sq ft

House

20642 PRINCE RANIER PL, LEESBURG, FL, 34...

Community: Royal Highlands

Tampa Bay Golf and Country Club

29327 ZELLER AVE, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$260,000

2 beds

2 baths

1,421 sq ft

House

29327 ZELLER AVE, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

SummerGlen

1056 SW 159TH ST, OCALA, FL, 34473, Ocala, FL 34473

$320,000

3 beds

2 baths

1,647 sq ft

House

1056 SW 159TH ST, OCALA, FL, 34473

791 ENISGROVE WAY, 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

On Top of the World

9257 SW 82ND TER B, OCALA, FL, 34481, Ocala, FL 34481

$165,000

2 beds

2 baths

1,748 sq ft

Villa

9257 SW 82ND TER B, OCALA, FL, 34481

Community: On Top of the World

Pennbrooke Fairways

131 WILLOW BROOK DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$232,900

3 beds

2 baths

1,720 sq ft

House

131 WILLOW BROOK DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Spruce Creek South

10337 SE 176TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$239,800

3 beds

2 baths

1,526 sq ft

House

10337 SE 176TH ST, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

On Top of the World

8368 SW 79TH CIR, OCALA, FL, 34476, Ocala, FL 34476

$299,000

3 beds

2 baths

2,024 sq ft

House

8368 SW 79TH CIR, OCALA, FL, 34476

Community: On Top of the World

Sun City Center

$345,000

4 beds

3 baths

1,684 sq ft

House

672 ALLEGHENY DR, SUN CITY CENTER, FL, 3...

Community: Sun City Center

Palm Cay

8430 SW 105TH PL, OCALA, FL, 34481, Ocala, FL 34481

$154,900

2 beds

2 baths

1,196 sq ft

House

8430 SW 105TH PL, OCALA, FL, 34481

Community: Palm Cay

The Villages®

$419,900

2 beds

2 baths

1,258 sq ft

Villa

1052 JACKSON ST, THE VILLAGES, FL, 32162

Community: The Villages®

Mirada

31763 CABANA RYE AVE, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$474,000

3 beds

3 baths

2,141 sq ft

House

31763 CABANA RYE AVE, SAN ANTONIO, FL, 3...

Community: Mirada

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

Questions? Call us: (689) 407-5757

Tampa Bay Golf and Country Club

10245 BUNCOMBE WAY, SAN ANTONIO, FL, 335..., San Antonio, FL 33576

$327,900

2 beds

2 baths

1,489 sq ft

House

10245 BUNCOMBE WAY, SAN ANTONIO, FL, 335...

Community: Tampa Bay Golf and Country Club

Tohoqua Reserve

1855 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744

$365,000

2 beds

2 baths

1,559 sq ft

Villa

1855 SPRING SHOWER CIR, KISSIMMEE, FL, 3...

Community: Tohoqua Reserve

Legacy of Leesburg

5304 FANTASY WAY, LEESBURG, FL, 34748, Leesburg, FL 34748

$322,222

3 beds

2 baths

2,087 sq ft

House

5304 FANTASY WAY, LEESBURG, FL, 34748

Community: Legacy of Leesburg

The Villages®

$399,000

3 beds

2 baths

1,667 sq ft

House

560 SMITHFIELD PL, THE VILLAGES, FL, 321...

Community: The Villages®

Four Seasons at Orlando

1855 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747

$329,990

2 beds

2 baths

1,437 sq ft

Villa

1855 FLORA PASS PL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

JB Ranch

8872 SW 63RD AVE, OCALA, FL, 34474, Ocala, FL 34474

$339,900

4 beds

2 baths

2,039 sq ft

House

8872 SW 63RD AVE, OCALA, FL, 34474

Community: JB Ranch

Legacy of Leesburg

27400 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748

$375,000

3 beds

2 baths

1,804 sq ft

House

27400 ORCHID GLADE ST, LEESBURG, FL, 347...

Community: Legacy of Leesburg

Venetian Bay

3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$299,000

3 beds

3 baths

1,614 sq ft

Townhouse

3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Oak Run

10614 SW 71ST CIR, OCALA, FL, 34476, Ocala, FL 34476

$569,000

3 beds

2 baths

2,058 sq ft

House

10614 SW 71ST CIR, OCALA, FL, 34476

House

7507 SW 76TH TER, OCALA, FL, 34481

Community: Liberty Village

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

Questions? Call us: (689) 407-5757

The Villages®

$440,900

3 beds

2 baths

2,176 sq ft

House

3165 HUDSON CT, THE VILLAGES, FL, 32162

Community: The Villages®

Sun City Center

$379,900

2 beds

2 baths

1,603 sq ft

House

1717 DANBURY DR, SUN CITY CENTER, FL, 33...

Community: Sun City Center

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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 66

110 communities near Winter Garden

3,654 homes near Winter Garden

3 beds

2 baths

1,468 sq ft

House

3 beds

2 baths

2,081 sq ft

House

2 beds

2 baths

1,486 sq ft

Condo

2 beds

2 baths

1,456 sq ft

Villa

3 beds

3 baths

2,197 sq ft

House

3 beds

2 baths

1,699 sq ft

Villa

4 beds

4 baths

2,835 sq ft

House

2 beds

2 baths

1,592 sq ft

House

2 beds

2 baths

1,421 sq ft

House

3 beds

2 baths

1,647 sq ft

House

4 beds

2 baths

1,989 sq ft

House

2 beds

3 baths

2,009 sq ft

House

3 beds

2 baths

1,956 sq ft

House

2 beds

2 baths

1,748 sq ft

Villa

3 beds

2 baths

1,720 sq ft

House

3 beds

2 baths

1,526 sq ft

House

3 beds

2 baths

2,024 sq ft

House

4 beds

3 baths

1,684 sq ft

House

2 beds

2 baths

1,196 sq ft

House

2 beds