Winter Garden, FL 55+ active adult communities & homes for sale - Page 63

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

8986 SW 58TH STREET 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

On Top of the World

9735 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481

$199,000

2 beds

2 baths

1,462 sq ft

House

9735 SW 92ND PLACE RD, OCALA, FL, 34481

Community: On Top of the World

Spruce Creek Preserve

14652 SW 112TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432

$245,000

2 beds

2 baths

2,026 sq ft

House

14652 SW 112TH CIR, DUNNELLON, FL, 34432

Community: Spruce Creek Preserve

The Villages®

108 WINTERBERRY AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785

$99,999

2 beds

2 baths

1,040 sq ft

Manufactured Home

108 WINTERBERRY AVE, WILDWOOD, FL, 34785

Community: The Villages®

Stonecrest

11019 SE 170TH LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491

$269,900

3 beds

2 baths

1,324 sq ft

House

11019 SE 170TH LANE RD, SUMMERFIELD, FL,...

Community: Stonecrest

Spruce Creek Preserve

11655 SW 140TH LN, DUNNELLON, FL, 34432, Dunnellon, FL 34432

$239,900

2 beds

2 baths

1,866 sq ft

House

11655 SW 140TH LN, DUNNELLON, FL, 34432

Community: Spruce Creek Preserve

Venetian Bay

664 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$757,248

4 beds

4 baths

3,221 sq ft

House

664 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Breakaway Trails

7 LAKE VISTA WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$750,000

5 beds

4 baths

4,379 sq ft

House

7 LAKE VISTA WAY, ORMOND BEACH, FL, 3217...

Community: Breakaway Trails

Oak Run

8792 SW 116TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481

$199,900

2 beds

2 baths

1,424 sq ft

House

8792 SW 116TH PLACE RD, OCALA, FL, 34481

Community: Oak Run

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

Questions? Call us: (689) 407-5757

Lake Jovita Golf and Country Club

13049 THOROUGHBRED DR, DADE CITY, FL, 33..., Dade City, FL 33525

$689,900

4 beds

4 baths

3,566 sq ft

House

13049 THOROUGHBRED DR, DADE CITY, FL, 33...

Community: Lake Jovita Golf and Country Club

Sun City Center

$350,000

3 beds

2 baths

1,860 sq ft

Condo

1324 EMERALD DUNES DR, SUN CITY CENTER, ...

Community: Sun City Center

Sun City Center

$295,000

2 beds

2 baths

1,380 sq ft

House

840 KING LEON WAY, SUN CITY CENTER, FL, ...

Community: Sun City Center

Ocala Preserve

4252 NW 55TH TER, OCALA, FL, 34482, Ocala, FL 34482

$420,000

2 beds

3 baths

2,048 sq ft

House

4252 NW 55TH TER, OCALA, FL, 34482

Community: Ocala Preserve

Ridgehaven

1138 CLIFFHAVEN CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$520,526

3 beds

3 baths

2,183 sq ft

House

1138 CLIFFHAVEN CT, ORMOND BEACH, FL, 32...

Community: Ridgehaven

Sun City Center

$83,000

1 beds

2 baths

800 sq ft

Condo

1802 BEDFORD LN 2, SUN CITY CENTER, FL, ...

Community: Sun City Center

Ridgehaven

1130 CLIFFHAVEN CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$490,990

4 beds

3 baths

2,275 sq ft

House

1130 CLIFFHAVEN CT, ORMOND BEACH, FL, 32...

Community: Ridgehaven

Ridgehaven

1134 CLIFFHAVEN CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$490,137

4 beds

2 baths

1,945 sq ft

House

1134 CLIFFHAVEN CT, ORMOND BEACH, FL, 32...

Community: Ridgehaven

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

Questions? Call us: (689) 407-5757

On Top of the World

9371 SW 82ND TER E, OCALA, FL, 34481, Ocala, FL 34481

$124,900

2 beds

2 baths

1,409 sq ft

Villa

9371 SW 82ND TER E, OCALA, FL, 34481

Community: On Top of the World

Ridgehaven

1126 CLIFFHAVEN CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$486,990

3 beds

3 baths

2,344 sq ft

House

1126 CLIFFHAVEN CT, ORMOND BEACH, FL, 32...

Community: Ridgehaven

Stonecrest

12095 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$299,000

3 beds

2 baths

1,663 sq ft

House

12095 SE 178TH ST, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Marion Landing

6034 SW 86TH LN, OCALA, FL, 34476, Ocala, FL 34476

$439,995

3 beds

2 baths

2,217 sq ft

House

6034 SW 86TH LN, OCALA, FL, 34476

Community: Marion Landing

The Villages®

$249,900

3 beds

2 baths

1,253 sq ft

House

17659 SE 92ND GRANTHAM TER, THE VILLAGES...

Community: The Villages®

Spruce Creek South

17960 SE 108TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$234,900

2 beds

2 baths

1,570 sq ft

House

17960 SE 108TH CT, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

High Vista at Ridgewood Lakes

642 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837

$324,000

3 beds

2 baths

1,781 sq ft

House

642 VISTA OAKS WAY, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Solivita

591 HIGHLANDS HAMMOCK DR, KISSIMMEE, FL,..., Kissimmee, FL 34759

$384,500

2 beds

2 baths

2,078 sq ft

House

591 HIGHLANDS HAMMOCK DR, KISSIMMEE, FL,...

Community: Solivita

Plantation at Leesburg

3425 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748

$299,000

2 beds

2 baths

1,888 sq ft

House

3425 MOUNT HOPE LOOP, LEESBURG, FL, 3474...

House

10242 SW 99TH LN, 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

VillageWalk at Lake Nona

7991 ESTA LN, ORLANDO, FL, 32827, Orlando, FL 32827

$985,000

4 beds

5 baths

3,454 sq ft

House

7991 ESTA LN, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

Scottish Highlands

2105 GREENLAW CT # 2105, LEESBURG, FL, 3..., Leesburg, FL 34788

$175,000

2 beds

2 baths

932 sq ft

Condo

2105 GREENLAW CT # 2105, LEESBURG, FL, 3...

Community: Scottish Highlands

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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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Want to learn more about 55+ communities in Winter Garden?

Call us: (689) 407-5757

3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 63

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,636 sq ft

Villa

3 beds

2 baths

1,731 sq ft

House

2 beds

2 baths

1,188 sq ft

Villa

2 beds

2 baths

1,593 sq ft

House

2 beds

2 baths

2,085 sq ft

House

2 beds

2 baths

1,462 sq ft

House

2 beds

2 baths

2,026 sq ft

House

2 beds

2 baths

1,040 sq ft

Manufactured Home

3 beds

2 baths

1,324 sq ft

House

2 beds

2 baths

1,866 sq ft

House

4 beds

4 baths

3,221 sq ft

House

5 beds

4 baths

4,379 sq ft

House

2 beds

2 baths

1,424 sq ft

House

4 beds

4 baths

3,566 sq ft

House

3 beds

2 baths

1,860 sq ft

Condo

2 beds

2 baths

1,380 sq ft

House

2 beds

3 baths

2,048 sq ft

House

3 beds

3 baths

2,183 sq ft

House

1 beds

2 baths

800 sq ft

Condo

4 beds