Winter Garden, FL 55+ active adult communities & homes for sale - Page 21

3,497 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

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 rating (56 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

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

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

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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 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.

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 (1 reviews)

Ocala Palms

$200ks - $300ks

Ocala Palms, Ocala, FL

Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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

3.8 rating (6 reviews)

Trilogy® Orlando

$200ks - $500ks

Trilogy® Orlando, Groveland, FL

Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes

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

Questions? Call us: (689) 407-5757

5 rating (5 reviews)

SummerGlen

$200ks - $400ks

SummerGlen, Ocala, FL

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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

Southshore Bay

$200ks - $500ks

Southshore Bay, Wimauma, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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

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

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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

4 rating (4 reviews)

Lakes of Mount Dora

$300ks - $1Ms

Lakes of Mount Dora, Mount Dora, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 950 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

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

Questions? Call us: (689) 407-5757

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

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 (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

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

5 rating (1 reviews)

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes

Mirada

$300ks - $500ks

Mirada, San Antonio, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes

3.8 rating (5 reviews)

Marion Landing

$100ks - $300ks

Marion Landing, Ocala, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes

2.3 rating (6 reviews)

Cherrywood

$100ks - $800ks

Cherrywood, Ocala, FL

Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes

Quail Meadow

$200ks - $400ks

Quail Meadow, Ocala, FL

Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes

5277 INDIAN OCEAN LOOP, TAVARES, FL, 327...

Community: Royal Harbor

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

Questions? Call us: (689) 407-5757

The Lakes at Harmony

3415 FEATHERGRASS CT, ST CLOUD, FL, 3477..., St Cloud, FL 34773

$599,900

5 beds

4 baths

3,300 sq ft

House

3415 FEATHERGRASS CT, ST CLOUD, FL, 3477...

Community: The Lakes at Harmony

The Villages®

$479,000

3 beds

2 baths

1,696 sq ft

Villa

5554 MILLICAN AVE, THE VILLAGES, FL, 321...

Community: The Villages®

High Vista at Ridgewood Lakes

322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$318,000

3 beds

2 baths

1,776 sq ft

House

322 HIGH VISTA DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

The Villages®

$419,000

3 beds

2 baths

1,747 sq ft

House

1215 WESTMORELAND LOOP, THE VILLAGES, FL...

Community: The Villages®

The Villages®

$255,000

2 beds

2 baths

1,248 sq ft

House

2430 MERIDA CIR, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$389,500

2 beds

2 baths

1,182 sq ft

Villa

661 SHERWOOD ST, THE VILLAGES, FL, 32162

Community: The Villages®

Plantation at Leesburg

25143 BARROW HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$185,000

2 beds

2 baths

1,108 sq ft

Manufactured Home

25143 BARROW HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

On Top of the World

9728 SW 94TH CT B, OCALA, FL, 34481, Ocala, FL 34481

$114,500

2 beds

2 baths

1,092 sq ft

Villa

9728 SW 94TH CT B, OCALA, FL, 34481

Community: On Top of the World

On Top of the World

9162 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481

$209,500

2 beds

2 baths

1,402 sq ft

House

9162 SW 102ND CIR, OCALA, FL, 34481

Community: On Top of the World

Summit Chase Villas

12532 ORANGEWOOD CT, TAVARES, FL, 32778, Tavares, FL 32778

$199,800

2 beds

2 baths

918 sq ft

Condo

12532 ORANGEWOOD CT, TAVARES, FL, 32778

Community: Summit Chase Villas

Stone Creek

8866 SW 57TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481

$649,999

2 beds

2 baths

1,891 sq ft

House

8866 SW 57TH PLACE RD, OCALA, FL, 34481

Community: Stone Creek

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

Questions? Call us: (689) 407-5757

The Villages®

$475,000

3 beds

2 baths

2,000 sq ft

House

2234 KERSHAW RD, THE VILLAGES, FL, 32162

Community: The Villages®

Spruce Creek Preserve

11579 SW 140TH LOOP, DUNNELLON, FL, 3443..., Dunnellon, FL 34432

$229,000

2 beds

2 baths

1,370 sq ft

House

11579 SW 140TH LOOP, DUNNELLON, FL, 3443...

8660 SE 140TH PLACE RD, SUMMERFIELD, FL,...

Community: Spruce Creek Country Club

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

Questions? Call us: (689) 407-5757

Carillon Lakes

4175 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$379,950

3 beds

3 baths

1,847 sq ft

House

4175 WINDCHIME LN, LAKELAND, FL, 33811

Community: Carillon Lakes

Sun City Center

$424,499

2 beds

2 baths

1,852 sq ft

House

1810 MILFORD CIR, SUN CITY CENTER, FL, 3...

Community: Sun City Center

The Villages®

$399,900

3 beds

2 baths

1,633 sq ft

Villa

3725 SUGARBERRY LN, THE VILLAGES, FL, 32...

Community: The Villages®

On Top of the World

9639 SW 94TH AVE C, OCALA, FL, 34481, Ocala, FL 34481

$222,922

2 beds

2 baths

1,982 sq ft

Villa

9639 SW 94TH AVE C, OCALA, FL, 34481

Community: On Top of the World

The Villages®

$324,900

2 beds

2 baths

1,248 sq ft

House

2259 MARGARITA DR, THE VILLAGES, FL, 321...

Community: The Villages®

Lake Henry Estates

679 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844

$249,000

2 beds

2 baths

1,691 sq ft

House

679 SWEETWATER WAY, HAINES CITY, FL, 338...

Community: Lake Henry Estates

Del Webb Orlando

516 LAGO LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837

$399,900

3 beds

2 baths

1,693 sq ft

House

516 LAGO LOOP, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Spruce Creek Country Club

8582 SE 133RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$259,000

2 beds

2 baths

1,575 sq ft

House

8582 SE 133RD LN, SUMMERFIELD, FL, 34491

Community: Spruce Creek Country Club

The Villages®

$339,900

2 beds

2 baths

1,152 sq ft

Villa

1666 SUMMERCHASE LOOP, THE VILLAGES, FL,...

Community: The Villages®

The Villages®

$335,000

3 beds

2 baths

1,491 sq ft

House

728 RIVERA RD, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$335,000

2 beds

2 baths

1,158 sq ft

Villa

979 SMYRNA ST, THE VILLAGES, FL, 32162

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Sullivan Ranch

$365,000

3 beds

2 baths

1,440 sq ft

House

20934 SULLIVAN RANCH BLVD, MOUNT DORA, F...

Community: Sullivan Ranch

Ocala Palms

1983 NW 58TH CT, OCALA, FL, 34482, Ocala, FL 34482

$447,400

4 beds

3 baths

2,670 sq ft

House

1983 NW 58TH CT, OCALA, FL, 34482

Community: Ocala Palms

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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.

How long do listings in 55+ communities in Winter Garden typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Winter Garden stay on the market for around 399 days. The average price of homes for sale in these communities is approximately $476,615, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Del Webb Oasis average around $476,615.

Want more information about active adult communities around Winter Garden?

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3,497 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 21

113 communities near Winter Garden

3,497 homes near Winter Garden

2 beds

2 baths

1,085 sq ft

Condo

2 beds

2 baths

1,756 sq ft

House

3 beds

2 baths

2,207 sq ft

House

2 beds

2 baths

1,242 sq ft

House

3 beds

2 baths

2,086 sq ft

House

5 beds

4 baths

3,300 sq ft

House

3 beds

2 baths

1,696 sq ft

Villa

3 beds

2 baths

1,776 sq ft

House

3 beds

2 baths

1,747 sq ft

House

2 beds

2 baths

1,248 sq ft

House

2 beds

2 baths

1,182 sq ft

Villa

2 beds

2 baths

1,108 sq ft

Manufactured Home

2 beds

2 baths

1,092 sq ft

Villa

2 beds

2 baths

1,402 sq ft

House

2 beds

2 baths

918 sq ft

Condo

2 beds

2 baths

1,891 sq ft

House

3 beds

2 baths

2,000 sq ft

House

2 beds

2 baths

1,370 sq ft

House

2 beds

2 baths

1,481 sq ft

House

3 beds