Winter Garden, FL 55+ active adult communities & homes for sale - Page 82

3,517 homes near Winter Garden

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5 rating (1 reviews)

Del Webb Oasis

$400Ks - $900Ks

Del Webb Oasis, Winter Garden, FL

New Construction | 55+ age-restricted | Built 2020 - present | 422 homes

4 rating (17 reviews)

The Villages®

<$100k - $2Ms

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 - $700Ks

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

<$100k - $500Ks

Sun City Center, Sun City Center, FL

Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes

4.7 rating (18 reviews)

Solivita

$100Ks - $600Ks

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

3.6 rating (48 reviews)

Latitude Margaritaville

$300Ks - $900Ks

Latitude Margaritaville, Daytona Beach, FL

Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes

4.2 rating (10 reviews)

Stone Creek

$200Ks - $900Ks

Stone Creek, Ocala, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes

4.1 rating (29 reviews)

Oak Run

$100Ks - $500Ks

Oak Run, Ocala, FL

Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes

4.5 rating (11 reviews)

Spruce Creek Country Club

$200Ks - $500Ks

Spruce Creek Country Club, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 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.

5 rating (2 reviews)

Plantation at Leesburg

$100Ks - $500Ks

Plantation at Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes

5 rating (3 reviews)

Stonecrest

$200Ks - $500Ks

Stonecrest, Summerfield, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes

5 rating (7 reviews)

Kings Ridge

$200Ks - $400Ks

Kings Ridge, Clermont, FL

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

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

Questions? Call us: (689) 407-5757

Pelican Bay Daytona Beach

$100Ks - $400Ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

4.6 rating (5 reviews)

Ocala Preserve

$200Ks - $600Ks

Ocala Preserve, Ocala, FL

New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes

4.7 rating (3 reviews)

Spruce Creek South

$100Ks - $400Ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes

4.7 rating (11 reviews)

Valencia Lakes

$200Ks - $600Ks

Valencia Lakes, Wimauma, FL

Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes

5 rating (1 reviews)

Cypress Lakes

$100Ks - $200Ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

5 rating (3 reviews)

Lake Ashton

$200Ks - $800Ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes

Venetian Bay

$200Ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

3.8 rating (6 reviews)

Trilogy® Orlando

$200Ks - $600Ks

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 (8 reviews)

Royal Highlands

$200Ks - $400Ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes

4 rating (7 reviews)

Tampa Bay Golf and Countr...

$200Ks - $400Ks

Tampa Bay Golf and Countr..., San Antonio, FL

Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes

5 rating (1 reviews)

Del Webb Sunbridge

$300Ks - $1Ms

Del Webb Sunbridge, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes

5 rating (1 reviews)

VillageWalk at Lake Nona

$300Ks - $1Ms

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300Ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

5 rating (1 reviews)

Sandpiper Golf & Coun...

$200Ks - $400Ks

Sandpiper Golf & Coun..., Lakeland, FL

New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes

3.6 rating (5 reviews)

Heritage Hills

$200Ks - $500Ks

Heritage Hills, Clermont, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes

5 rating (1 reviews)

Ocala Palms

$100Ks - $400Ks

Ocala Palms, Ocala, FL

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

5 rating (1 reviews)

Cresswind at Victoria Gar...

$300Ks - $600Ks

Cresswind at Victoria Gar..., DeLand, FL

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

$100Ks - $400Ks

SummerGlen, Ocala, FL

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

5 rating (1 reviews)

Legacy of Leesburg

$200Ks - $400Ks

Legacy of Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes

Breakaway Trails

$400Ks - $800Ks

Breakaway Trails, Ormond Beach, FL

New and Resale | Age-targeted | Built 1985 - present | 976 homes

4 rating (4 reviews)

Lakes of Mount Dora

$400Ks - $900Ks

Lakes of Mount Dora, Mount Dora, FL

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

4 rating (2 reviews)

Harbor Hills Country Club

$200Ks - $1Ms

Harbor Hills Country Club, Lady Lake, FL

New and Resale | Age-targeted | Built 1989 - present | 940 homes

4.8 rating (6 reviews)

Highland Lakes

$100Ks - $300Ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

4.4 rating (16 reviews)

Del Webb Orlando

$300Ks - $400Ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes

Pine Run Estates

<$100k - $300Ks

Pine Run Estates, Ocala, FL

Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes

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

Questions? Call us: (689) 407-5757

Lake Jovita Golf and Coun...

$300Ks - $1Ms

Lake Jovita Golf and Coun..., Dade City, FL

New and Resale | Age-targeted | Built 1999 - present | 875 homes

Esplanade at Wiregrass Ra...

$400Ks - $1Ms

Esplanade at Wiregrass Ra..., Wesley Chapel, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes

1537 BARNWELL PL, THE VILLAGES, FL, 3216...

House

752 MAYBANK LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

The Villages®

$369,000

2 beds

2 baths

1,832 sq ft

House

511 LOMA PASEO DR, THE VILLAGES, FL, 321...

Community: The Villages®

Highlands Ridge

2848 E SPINNAKER DR, AVON PARK, FL, 3382..., Avon Park, FL 33825

$113,900

2 beds

2 baths

1,100 sq ft

Mobile Home

2848 E SPINNAKER DR, AVON PARK, FL, 3382...

Community: Highlands Ridge

The Villages®

$285,000

2 beds

2 baths

1,156 sq ft

Villa

2552 MARIEL WAY, THE VILLAGES, FL, 32162

Community: The Villages®

New Venetian Bay

3617 ROMEA CIR, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$328,000

3 beds

3 baths

1,824 sq ft

Townhouse

3617 ROMEA CIR, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

Sun City Center

$160,000

2 beds

2 baths

1,265 sq ft

Condo

2411 NANTUCKET HARBOR LOOP, SUN CITY CEN...

Community: Sun City Center

Venetian Bay

2929 BELLA FLORE TER, NEW SMYRNA BEACH, ..., New Smyrna Beach, FL 32168

$749,000

3 beds

3 baths

2,536 sq ft

House

2929 BELLA FLORE TER, NEW SMYRNA BEACH, ...

Community: Venetian Bay

Sun City Center

$154,900

2 beds

2 baths

984 sq ft

Condo

2304 GLENMORE CIR 327, SUN CITY CENTER, ...

Community: Sun City Center

Trilogy® Orlando

363 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736

$309,000

2 beds

2 baths

1,568 sq ft

House

363 ALCOVE DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

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

Questions? Call us: (689) 407-5757

On Top of the World

8237 SW 78TH TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476

$270,000

2 beds

2 baths

1,495 sq ft

House

8237 SW 78TH TERRACE RD, OCALA, FL, 3447...

Community: On Top of the World

Valencia Lakes

4908 SANDY BROOK CIR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$410,000

3 beds

3 baths

2,799 sq ft

House

4908 SANDY BROOK CIR, WIMAUMA, FL, 33598

Community: Valencia Lakes

The Villages®

$285,000

2 beds

2 baths

1,237 sq ft

House

17635 SE 92ND GRANTHAM TER, THE VILLAGES...

Community: The Villages®

The Villages®

$339,900

3 beds

2 baths

1,397 sq ft

Villa

438 GROVEWOOD PL, THE VILLAGES, FL, 3216...

Community: The Villages®

Stone Creek

6184 SW 89TH CT, OCALA, FL, 34481, Ocala, FL 34481

$489,900

2 beds

3 baths

2,110 sq ft

House

6184 SW 89TH CT, OCALA, FL, 34481

Community: Stone Creek

The Villages®

$625,000

3 beds

2 baths

1,944 sq ft

House

904 MAYNARD PATH, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$271,900

2 beds

2 baths

1,163 sq ft

House

16938 SE 94TH SUNNYBROOK CIR, THE VILLAG...

Community: The Villages®

Latitude Margaritaville

1082 CASTAWAY CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124

$535,000

2 beds

2 baths

1,684 sq ft

House

1082 CASTAWAY CT, DAYTONA BEACH, FL, 321...

Community: Latitude Margaritaville

Southshore Bay

16805 BANNER SHELL PL, WIMAUMA, FL, 3359..., Wimauma, FL 33598

$595,000

3 beds

3 baths

2,651 sq ft

House

16805 BANNER SHELL PL, WIMAUMA, FL, 3359...

Community: Southshore Bay

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

Questions? Call us: (689) 407-5757

The Villages®

5609 HANCOCK DR, WILDWOOD, FL, 34785, Wildwood, FL 34785

$135,000

2 beds

1 baths

660 sq ft

Mobile Home

5609 HANCOCK DR, WILDWOOD, FL, 34785

Community: The Villages®

On Top of the World

9331 SW 84TH TER D, OCALA, FL, 34481, Ocala, FL 34481

$140,000

2 beds

2 baths

1,151 sq ft

Villa

9331 SW 84TH TER D, OCALA, FL, 34481

Community: On Top of the World

Mirada

10965 TEAL LAGOON ISLE, SAN ANTONIO, FL,..., San Antonio, FL 33576

$263,900

2 beds

2 baths

1,616 sq ft

Villa

10965 TEAL LAGOON ISLE, SAN ANTONIO, FL,...

Community: Mirada

On Top of the World

9602 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481

$259,900

2 beds

2 baths

1,517 sq ft

House

9602 SW 93RD LOOP, OCALA, FL, 34481

Community: On Top of the World

Sun City Center

$255,500

2 beds

2 baths

1,394 sq ft

Condo

2510 LOCKSLEY ST # 2510, SUN CITY CENTER...

Community: Sun City Center

Lake Jovita Golf and Country Club

34516 HEAVENLY LN, DADE CITY, FL, 33525, Dade City, FL 33525

$699,900

4 beds

3 baths

2,376 sq ft

House

34516 HEAVENLY LN, DADE CITY, FL, 33525

Community: Lake Jovita Golf and Country Club

New The Villages®

4515 BIGGS PL, THE VILLAGES, FL, 32163, The Villages, FL 32163

$1,375,000

3 beds

3 baths

2,837 sq ft

House

4515 BIGGS PL, THE VILLAGES, FL, 32163

Community: The Villages®

On Top of the World

9088 SW 95TH AVE, OCALA, FL, 34481, Ocala, FL 34481

$244,900

3 beds

2 baths

1,745 sq ft

House

9088 SW 95TH AVE, 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

On Top of the World

8251 SW 84TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481

$359,000

3 beds

2 baths

2,161 sq ft

House

8251 SW 84TH PLACE RD, OCALA, FL, 34481

Community: On Top of the World

Venetian Bay

360 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$299,000

2 beds

3 baths

1,837 sq ft

Townhouse

360 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

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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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3,517 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 82

109 communities near Winter Garden

3,517 homes near Winter Garden

4 beds

2 baths

2,509 sq ft

House

1 beds

1 baths

955 sq ft

Villa

3 beds

2 baths

2,124 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

1,406 sq ft

Villa

3 beds

2 baths

1,771 sq ft

House

3 beds

2 baths

1,966 sq ft

House

2 beds

2 baths

1,132 sq ft

Villa

3 beds

2 baths

1,861 sq ft

House

2 beds

2 baths

1,168 sq ft

House

2 beds

2 baths

1,552 sq ft

House

4 beds

2 baths

2,322 sq ft

House

3 beds

2 baths

1,953 sq ft

House

2 beds

2 baths

1,832 sq ft

House

2 beds

2 baths

1,100 sq ft

Mobile Home

2 beds

2 baths

1,156 sq ft

Villa

3 beds

3 baths

1,824 sq ft

Townhouse

2 beds

2 baths

1,265 sq ft

Condo

3 beds

3 baths

2,536 sq ft

House

2 beds