Winter Garden, FL 55+ active adult communities & homes for sale - Page 58

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

6185 SW 93RD LOOP, OCALA, FL, 34476

House

8637 SW 88TH LOOP, 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

Lake James

$410,000

2 beds

2 baths

1,890 sq ft

House

7991 LAKE JAMES BLVD, LAKELAND, FL, 3381...

Community: Lake James

Mirada

10282 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$263,500

2 beds

2 baths

1,614 sq ft

Villa

10282 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...

Community: Mirada

The Villages®

$799,900

3 beds

3 baths

1,977 sq ft

House

5885 FLINT LOOP, THE VILLAGES, FL, 32163

Community: The Villages®

Del Webb Sunbridge

2575 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771

$714,000

3 beds

3 baths

2,483 sq ft

House

2575 PINE PRESERVE CT, ST CLOUD, FL, 347...

Community: Del Webb Sunbridge

Spruce Creek North

10780 SW 62ND AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34476

$162,500

2 beds

2 baths

960 sq ft

House

10780 SW 62ND AVENUE RD, OCALA, FL, 3447...

Community: Spruce Creek North

The Villages®

5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484

$419,900

4 beds

3 baths

1,910 sq ft

House

5107 NE 122ND BLVD, OXFORD, FL, 34484

Community: The Villages®

Lake Ashton

4577 BACK NINE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884

$359,900

3 beds

2 baths

1,918 sq ft

House

4577 BACK NINE DR, WINTER HAVEN, FL, 338...

Community: Lake Ashton

On Top of the World

9614 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481

$229,900

2 beds

2 baths

1,683 sq ft

House

9614 SW 93RD LOOP, 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

Plantation at Leesburg

25040 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$179,900

2 beds

2 baths

1,428 sq ft

Manufactured Home

25040 BETTON HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Summer Trees

49 CYPRESS POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128

$235,000

2 beds

2 baths

1,048 sq ft

House

49 CYPRESS POND RD, PORT ORANGE, FL, 321...

Community: Summer Trees

Venetian Bay

3595 ROMEA CIR, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$335,000

3 beds

3 baths

2,036 sq ft

Townhouse

3595 ROMEA CIR, NEW SMYRNA BEACH, FL, 32...

168 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

Solivita

1689 TRABUCO CANYON CT, KISSIMMEE, FL, 3..., Kissimmee, FL 34759

$324,900

2 beds

2 baths

1,719 sq ft

House

1689 TRABUCO CANYON CT, KISSIMMEE, FL, 3...

Community: Solivita

Royal Harbor

3370 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778

$359,900

3 beds

2 baths

1,893 sq ft

House

3370 SAINT LUCIA CT, TAVARES, FL, 32778

Community: Royal Harbor

Southshore Bay

16938 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$624,999

3 beds

4 baths

2,778 sq ft

House

16938 SCUBA CREST ST, WIMAUMA, FL, 33598

Community: Southshore Bay

Sun City Center

$174,900

2 beds

2 baths

1,137 sq ft

Condo

615 TREMONT GREENS LN, SUN CITY CENTER, ...

Community: Sun City Center

Solivita

699 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$449,000

3 beds

3 baths

2,450 sq ft

House

699 GLENDORA RD, KISSIMMEE, FL, 34759

Community: Solivita

Latitude Margaritaville

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

$345,000

2 beds

2 baths

1,160 sq ft

Villa

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

Community: Latitude Margaritaville

Majestic Oaks Ocala

5364 SW 84TH PL, OCALA, FL, 34476, Ocala, FL 34476

$299,500

3 beds

2 baths

1,761 sq ft

House

5364 SW 84TH PL, OCALA, FL, 34476

Community: Majestic Oaks Ocala

Stonecrest

17842 SE 125TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$315,000

3 beds

2 baths

1,695 sq ft

House

17842 SE 125TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

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

Questions? Call us: (689) 407-5757

The Villages®

$375,000

3 beds

2 baths

1,392 sq ft

House

8089 SE 174TH BELHAVEN LOOP, THE VILLAGE...

Community: The Villages®

Pine Run Estates

9940 SW 103RD PL, OCALA, FL, 34481, Ocala, FL 34481

$145,000

2 beds

2 baths

1,270 sq ft

House

9940 SW 103RD PL, OCALA, FL, 34481

Community: Pine Run Estates

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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.

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

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3,654 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 58

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

2 baths

1,343 sq ft

House

2 beds

2 baths

1,406 sq ft

House

3 beds

3 baths

2,465 sq ft

House

3 beds

2 baths

2,482 sq ft

Condo

3 beds

2 baths

1,844 sq ft

House

2 beds

2 baths

1,409 sq ft

Villa

2 beds

2 baths

1,156 sq ft

Villa

2 beds

2 baths

1,293 sq ft

Villa

2 beds

2 baths

1,248 sq ft

House

2 beds

2 baths

1,471 sq ft

House

3 beds

2 baths

1,867 sq ft

House

3 beds

2 baths

1,602 sq ft

House

2 beds

2 baths

1,578 sq ft

House

2 beds

2 baths

1,890 sq ft

House

2 beds

2 baths

1,614 sq ft

Villa

3 beds

3 baths

1,977 sq ft

House

3 beds

3 baths

2,483 sq ft

House

2 beds

2 baths

960 sq ft

House

4 beds

3 baths

1,910 sq ft

House

3 beds