Winter Garden, FL 55+ active adult communities & homes for sale - Page 20

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

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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

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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

1 2...3

On Top of the World

9646 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481

$220,900

2 beds

2 baths

1,517 sq ft

House

9646 SW 92ND PLACE RD, OCALA, FL, 34481

Community: On Top of the World

Latitude Margaritaville

1068 SEA SHELL CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124

$609,000

2 beds

2 baths

1,922 sq ft

House

1068 SEA SHELL CT, DAYTONA BEACH, FL, 32...

Community: Latitude Margaritaville

Legacy of Leesburg

5154 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$350,000

3 beds

2 baths

2,045 sq ft

House

5154 AURORA DR, LEESBURG, FL, 34748

Community: Legacy of Leesburg

Royal Harbor

5481 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778

$338,500

3 beds

2 baths

1,513 sq ft

House

5481 BOUNTY CIR, TAVARES, FL, 32778

Community: Royal Harbor

Spruce Creek Country Club

9435 SE 124TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$329,900

2 beds

2 baths

1,720 sq ft

House

9435 SE 124TH PL, SUMMERFIELD, FL, 34491

Community: Spruce Creek Country Club

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

Questions? Call us: (689) 407-5757

Spruce Creek Country Club

12507 SE 90TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$354,500

2 beds

2 baths

1,870 sq ft

House

12507 SE 90TH TER, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Venetian Bay

365 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$380,000

3 beds

2 baths

1,614 sq ft

House

365 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

Del Webb Orlando

715 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837

$434,900

2 beds

2 baths

2,056 sq ft

House

715 ASTURIAS RD, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Lakes of Mount Dora

2489 PAWTUCKET PASS, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$489,500

2 beds

2 baths

2,090 sq ft

House

2489 PAWTUCKET PASS, MOUNT DORA, FL, 327...

Community: Lakes of Mount Dora

Royal Highlands

21325 ROYAL TROON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748

$379,900

2 beds

2 baths

2,333 sq ft

House

21325 ROYAL TROON DR, LEESBURG, FL, 3474...

Community: Royal Highlands

Venetian Bay

3446 MEDICI BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$420,000

4 beds

4 baths

2,379 sq ft

Townhouse

3446 MEDICI BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Cresswind at Victoria Gardens

215 AVENHAM DR, DELAND, FL, 32724, Deland, FL 32724

$585,000

3 beds

3 baths

2,792 sq ft

House

215 AVENHAM DR, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

Sun City Center

$220,000

2 beds

2 baths

1,529 sq ft

Condo

2512 LANCASTER DR 2512, SUN CITY CENTER,...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

Spruce Creek Country Club

13720 SE 97TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$439,000

2 beds

2 baths

1,888 sq ft

House

13720 SE 97TH AVE, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Lake Jovita Golf and Country Club

33909 AMERICANA AVE, DADE CITY, FL, 3352..., Dade City, FL 33525

$965,000

4 beds

4 baths

3,737 sq ft

House

33909 AMERICANA AVE, DADE CITY, FL, 3352...

Community: Lake Jovita Golf and Country Club

Latitude Margaritaville

281 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124

$629,000

2 beds

2 baths

1,922 sq ft

House

281 MARGARITAVILLE AVE, DAYTONA BEACH, F...

Community: Latitude Margaritaville

Valencia del Sol

4916 SEVILLA SHORES DR, WIMAUMA, FL, 335..., Wimauma, FL 33598

$525,000

3 beds

3 baths

2,191 sq ft

House

4916 SEVILLA SHORES DR, WIMAUMA, FL, 335...

Community: Valencia del Sol

Sun City Center

$115,999

1 beds

2 baths

800 sq ft

Condo

205 ANDOVER PL 119, SUN CITY CENTER, FL,...

Community: Sun City Center

On Top of the World

9629 SW 95TH TER D, OCALA, FL, 34481, Ocala, FL 34481

$159,900

2 beds

2 baths

1,412 sq ft

Villa

9629 SW 95TH TER D, OCALA, FL, 34481

Community: On Top of the World

Windermere

719 BALMORAL CT, INVERNESS, FL, 34453, Inverness, FL 34453

$289,900

3 beds

3 baths

1,694 sq ft

House

719 BALMORAL CT, INVERNESS, FL, 34453

Community: Windermere

Trilogy® Orlando

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

$379,999

3 beds

2 baths

1,680 sq ft

House

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

Community: Trilogy® Orlando

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

Questions? Call us: (689) 407-5757

Plantation at Leesburg

25134 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748

$234,000

2 beds

2 baths

1,418 sq ft

House

25134 CRANES ROOST CIR, LEESBURG, FL, 34...

Community: Plantation at Leesburg

Spruce Creek Country Club

13265 SE 91ST COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491

$545,000

3 beds

2 baths

2,812 sq ft

House

13265 SE 91ST COURT RD, SUMMERFIELD, FL,...

Community: Spruce Creek Country Club

Del Webb Sunbridge

2555 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771

$895,000

3 beds

4 baths

2,866 sq ft

House

2555 PINE PRESERVE CT, ST CLOUD, FL, 347...

Community: Del Webb Sunbridge

Latitude Margaritaville

338 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$635,000

3 beds

3 baths

2,393 sq ft

House

338 LOST SHAKER WAY, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

On Top of the World

8882 SW 85TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$444,000

3 beds

3 baths

2,381 sq ft

House

8882 SW 85TH LOOP, OCALA, FL, 34481

Community: On Top of the World

Kings Ridge

3635 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711

$409,000

2 beds

2 baths

1,661 sq ft

House

3635 KINGSWOOD CT, CLERMONT, FL, 34711

Community: Kings Ridge

Lakeside Landings

10144 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484

$535,000

4 beds

2 baths

2,319 sq ft

House

10144 LAKE MIONA WAY, OXFORD, FL, 34484

Community: Lakeside Landings

The Villages®

$435,000

3 beds

2 baths

2,160 sq ft

House

2525 FIVE FORKS TRL, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$399,999

3 beds

2 baths

1,597 sq ft

House

17559 SE 81ST PARNASSUS CT, THE VILLAGES...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

The Villages®

$269,900

3 beds

2 baths

1,210 sq ft

House

2604 PRIVADA DR, THE VILLAGES, FL, 32162

Community: The Villages®

Quail Meadow

4572 NW 32ND ST, OCALA, FL, 34482, Ocala, FL 34482

$330,000

3 beds

2 baths

2,108 sq ft

House

4572 NW 32ND ST, OCALA, FL, 34482

Community: Quail Meadow

The Villages®

$325,000

3 beds

2 baths

1,440 sq ft

Villa

4280 GALE LN, THE VILLAGES, FL, 32163

Community: The Villages®

Cherrywood

10052 SW 63RD AVE, OCALA, FL, 34476, Ocala, FL 34476

$204,900

3 beds

2 baths

1,392 sq ft

House

10052 SW 63RD AVE, OCALA, FL, 34476

Community: Cherrywood

Sun City Center

$425,000

3 beds

2 baths

1,819 sq ft

House

1032 REGAL MANOR WAY, SUN CITY CENTER, F...

Community: Sun City Center

Latitude Margaritaville

673 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$382,500

2 beds

2 baths

1,308 sq ft

House

673 LOST SHAKER WAY, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

Kings Ridge

3622 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711

$369,900

2 beds

2 baths

1,792 sq ft

House

3622 EVERSHOLT ST, CLERMONT, FL, 34711

Community: Kings Ridge

Royal Harbor

6105 DORY WAY, TAVARES, FL, 32778, Tavares, FL 32778

$320,000

3 beds

2 baths

1,556 sq ft

House

6105 DORY WAY, TAVARES, FL, 32778

Community: Royal Harbor

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

Questions? Call us: (689) 407-5757

The Villages®

$264,900

2 beds

2 baths

1,213 sq ft

House

17369 SE 75TH COACHMAN CT, THE VILLAGES,...

Community: The Villages®

Harbor Hills Country Club

5312 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$480,000

3 beds

2 baths

2,029 sq ft

House

5312 GREENS DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

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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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Call us: (689) 407-5757

3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 20

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,517 sq ft

House

2 beds

2 baths

1,922 sq ft

House

3 beds

2 baths

2,045 sq ft

House

3 beds

2 baths

1,513 sq ft

House

2 beds

2 baths

1,720 sq ft

House

2 beds

2 baths

1,870 sq ft

House

3 beds

2 baths

1,614 sq ft

House

2 beds

2 baths

2,056 sq ft

House

2 beds

2 baths

2,090 sq ft

House

2 beds

2 baths

2,333 sq ft

House

4 beds

4 baths

2,379 sq ft

Townhouse

3 beds

3 baths

2,792 sq ft

House

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,888 sq ft

House

4 beds

4 baths

3,737 sq ft

House

2 beds

2 baths

1,922 sq ft

House

3 beds

3 baths

2,191 sq ft

House

1 beds

2 baths

800 sq ft

Condo

2 beds

2 baths

1,412 sq ft

Villa

3 beds