Winter Garden, FL 55+ active adult communities & homes for sale - Page 9

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

22149 DRAW BRIDGE DR, LEESBURG, FL, 3474...

Community: Royal Highlands

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

Questions? Call us: (689) 407-5757

Stone Creek

6816 SW 95TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$474,999

3 beds

2 baths

2,099 sq ft

House

6816 SW 95TH CIR, OCALA, FL, 34481

Community: Stone Creek

Stone Creek

6824 SW 95TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$448,900

3 beds

2 baths

2,151 sq ft

House

6824 SW 95TH CIR, OCALA, FL, 34481

Community: Stone Creek

Sun City Center

$129,500

2 beds

2 baths

1,120 sq ft

Condo

1901 CANTERBURY LN 4, SUN CITY CENTER, F...

Community: Sun City Center

Sun City Center

$367,000

3 beds

2 baths

1,800 sq ft

Condo

2306 OAKLEY GREEN DR 62, SUN CITY CENTER...

Community: Sun City Center

Southshore Bay

5319 WINDY GROVE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$570,000

3 beds

3 baths

2,766 sq ft

House

5319 WINDY GROVE DR, WIMAUMA, FL, 33598

Community: Southshore Bay

Plantation at Leesburg

4644 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$249,000

2 beds

2 baths

1,456 sq ft

House

4644 RIVER RIDGE DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Venetian Bay

3355 BELLINO BLVD, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$740,000

3 beds

2 baths

2,267 sq ft

House

3355 BELLINO BLVD, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

Sun City Center

$399,900

3 beds

2 baths

2,350 sq ft

House

2003 NEW BEDFORD DR, SUN CITY CENTER, FL...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

Palm Cay

11087 SW 77TH CT, OCALA, FL, 34476, Ocala, FL 34476

$185,000

2 beds

2 baths

1,110 sq ft

House

11087 SW 77TH CT, OCALA, FL, 34476

Community: Palm Cay

Sun City Center

$99,500

2 beds

2 baths

960 sq ft

Condo

101 CAMBRIDGE TRL 205, SUN CITY CENTER, ...

Community: Sun City Center

Arlington Ridge

27203 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748

$299,900

2 beds

2 baths

1,822 sq ft

House

27203 WHITE PLAINS WAY, LEESBURG, FL, 34...

Community: Arlington Ridge

The Villages®

5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785

$129,000

2 beds

2 baths

784 sq ft

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785

Community: The Villages®

Stonecrest

17850 SE 125 CIR, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$399,500

3 beds

3 baths

2,423 sq ft

House

17850 SE 125 CIR, SUMMERFIELD, FL, 34491

Community: Stonecrest

Spruce Creek Country Club

13811 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$349,000

2 beds

2 baths

1,823 sq ft

House

13811 SE 85TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Oak Run

6318 SW 117TH LOOP, OCALA, FL, 34476, Ocala, FL 34476

$279,900

3 beds

2 baths

1,921 sq ft

House

6318 SW 117TH LOOP, OCALA, FL, 34476

Community: Oak Run

Palms at Serenoa

3417 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714

$330,000

2 beds

2 baths

1,627 sq ft

Villa

3417 TWIN FLOWER CT, CLERMONT, FL, 34714

Community: Palms at Serenoa

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

Questions? Call us: (689) 407-5757

Venetian Bay

3366 MONACO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$399,990

4 beds

2 baths

1,785 sq ft

House

3366 MONACO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

The Villages®

$339,900

3 beds

2 baths

1,442 sq ft

Villa

7357 SE 168TH MITZI ST, THE VILLAGES, FL...

Community: The Villages®

The Villages®

$325,000

3 beds

2 baths

1,240 sq ft

House

2239 BALDWIN RUN, THE VILLAGES, FL, 3216...

Community: The Villages®

Latitude Margaritaville

273 COMPASS ROSE DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$629,000

2 beds

3 baths

2,067 sq ft

House

273 COMPASS ROSE DR, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

Oak Run

10804 SW 81ST COURT RD, OCALA, FL, 34481, Ocala, FL 34481

$229,900

2 beds

2 baths

1,421 sq ft

House

10804 SW 81ST COURT RD, OCALA, FL, 34481

Community: Oak Run

On Top of the World

8877 SW 96TH ST D, OCALA, FL, 34481, Ocala, FL 34481

$169,900

2 beds

2 baths

1,369 sq ft

Villa

8877 SW 96TH ST D, OCALA, FL, 34481

Community: On Top of the World

The Villages®

$375,000

3 beds

2 baths

1,559 sq ft

House

3780 INFINITY RUN, THE VILLAGES, FL, 321...

Community: The Villages®

Esplanade at Wiregrass Ranch

4292 GRATICOLA RD, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543

$800,000

3 beds

3 baths

2,397 sq ft

House

4292 GRATICOLA RD, WESLEY CHAPEL, FL, 33...

Community: Esplanade at Wiregrass Ranch

On Top of the World

10145 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$348,000

2 beds

2 baths

2,078 sq ft

House

10145 SW 89TH LOOP, OCALA, FL, 34481

Villa

1419 LANGLEY DR, SUN CITY CENTER, FL, 33...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

Highland Lakes

6042 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$325,000

3 beds

2 baths

1,634 sq ft

House

6042 WADE ST, LEESBURG, FL, 34748

Community: Highland Lakes

Latitude Margaritaville

572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$385,000

2 beds

2 baths

1,464 sq ft

House

572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

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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 9

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,480 sq ft

House

2 beds

2 baths

1,341 sq ft

House

2 beds

2 baths

2,185 sq ft

House

3 beds

3 baths

2,456 sq ft

House

3 beds

2 baths

1,622 sq ft

House

3 beds

2 baths

2,099 sq ft

House

3 beds

2 baths

2,151 sq ft

House

2 beds

2 baths

1,120 sq ft

Condo

3 beds

2 baths

1,800 sq ft

Condo

3 beds

3 baths

2,766 sq ft

House

2 beds

2 baths

1,456 sq ft

House

3 beds

2 baths

2,267 sq ft

House

3 beds

2 baths

2,350 sq ft

House

2 beds

2 baths

1,110 sq ft

House

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

1,822 sq ft

House

2 beds

2 baths

784 sq ft

Manufactured Home

3 beds

3 baths

2,423 sq ft

House

2 beds

2 baths

1,823 sq ft

House

3 beds