Winter Garden, FL 55+ active adult communities & homes for sale - Page 41

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

828 DUNDEE CIR, LEESBURG, FL, 34788

House

17212 HOLLY WELL AVE, WIMAUMA, FL, 33598

Community: Southshore Bay

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

12231 WOODLANDS CIR, DADE CITY, FL, 3352..., Dade City, FL 33525

$700,000

4 beds

3 baths

2,461 sq ft

House

12231 WOODLANDS CIR, DADE CITY, FL, 3352...

Community: Lake Jovita Golf and Country Club

Palm Cay

11055 SW 77TH CT, OCALA, FL, 34476, Ocala, FL 34476

$259,000

3 beds

2 baths

1,958 sq ft

House

11055 SW 77TH CT, OCALA, FL, 34476

Community: Palm Cay

The Lakes at Harmony

3383 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773

$349,500

4 beds

2 baths

1,853 sq ft

House

3383 SAGEBRUSH ST, HARMONY, FL, 34773

Community: The Lakes at Harmony

The Villages®

$284,900

2 beds

2 baths

1,388 sq ft

House

17353 SE 76TH FLINTLOCK TER, THE VILLAGE...

2829 GRANDBURY GROVE RD, LAKELAND, FL, 3...

Community: Lakes at Laurel Highlands

Heritage Landings

$314,999

3 beds

2 baths

1,711 sq ft

House

2829 GRANDBURY GROVE RD, LAKELAND, FL, 3...

Community: Heritage Landings

Ocala Preserve

5662 NW 40TH LOOP, OCALA, FL, 34482, Ocala, FL 34482

$435,000

2 beds

2 baths

1,938 sq ft

House

5662 NW 40TH LOOP, OCALA, FL, 34482

Community: Ocala Preserve

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

Questions? Call us: (689) 407-5757

Tampa Bay Golf and Country Club

9916 CLEGHORN DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$350,000

3 beds

2 baths

1,749 sq ft

House

9916 CLEGHORN DR, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

Liberty Village

7934 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$289,999

3 beds

2 baths

1,755 sq ft

House

7934 SW 74TH LOOP, OCALA, FL, 34481

Community: Liberty Village

Latitude Margaritaville

1002 SEA SHELL CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124

$499,000

3 beds

2 baths

1,848 sq ft

House

1002 SEA SHELL CT, DAYTONA BEACH, FL, 32...

Community: Latitude Margaritaville

Latitude Margaritaville

193 ISLAND BREEZE AVE, DAYTONA BEACH, FL..., Daytona Beach, FL 32124

$859,900

3 beds

3 baths

2,415 sq ft

House

193 ISLAND BREEZE AVE, DAYTONA BEACH, FL...

Community: Latitude Margaritaville

Spruce Creek Country Club

12767 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491

$329,000

3 beds

2 baths

1,720 sq ft

House

12767 SE 97TH TERRACE RD, SUMMERFIELD, F...

Community: Spruce Creek Country Club

Harbor Hills Country Club

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159

$619,900

3 beds

3 baths

3,024 sq ft

House

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215...

Community: Harbor Hills Country Club

Highland Fairways

2363 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810

$225,000

2 beds

2 baths

1,520 sq ft

House

2363 SEA ISLAND CIR, LAKELAND, FL, 33810

Community: Highland Fairways

Venetian Bay

538 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168

$319,000

3 beds

3 baths

1,779 sq ft

House

538 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

The Villages®

$2,000,000

4 beds

3 baths

3,345 sq ft

House

683 KRIETEMEYER PATH, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$434,500

3 beds

2 baths

1,569 sq ft

House

4515 LESCHAK LN, THE VILLAGES, FL, 32163

Community: The Villages®

Plantation at Leesburg

3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748

$325,000

3 beds

2 baths

1,856 sq ft

House

3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

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

Questions? Call us: (689) 407-5757

Baytree

240 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778

$210,000

2 beds

2 baths

1,200 sq ft

Villa

240 JUNIPER WAY, TAVARES, FL, 32778

Community: Baytree

Summer Trees

49 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128

$258,000

2 beds

2 baths

1,295 sq ft

House

49 CROOKED PINE RD, PORT ORANGE, FL, 321...

Community: Summer Trees

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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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Call us: (689) 407-5757

3,497 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 41

113 communities near Winter Garden

3,497 homes near Winter Garden

2 beds

2 baths

1,721 sq ft

House

2 beds

2 baths

994 sq ft

Villa

2 beds

2 baths

1,240 sq ft

House

2 beds

2 baths

1,143 sq ft

Villa

3 beds

2 baths

2,189 sq ft

Condo

3 beds

2 baths

1,822 sq ft

House

2 beds

2 baths

1,352 sq ft

House

2 beds

2 baths

1,487 sq ft

House

2 beds

2 baths

2,097 sq ft

House

2 beds

2 baths

1,179 sq ft

House

3 beds

2 baths

1,738 sq ft

House

2 beds

2 baths

1,983 sq ft

House

2 beds

2 baths

1,850 sq ft

House

2 beds

2 baths

1,580 sq ft

House

3 beds

3 baths

2,268 sq ft

House

2 beds

2 baths

1,683 sq ft

House

4 beds

3 baths

2,461 sq ft

House

3 beds

2 baths

1,958 sq ft

House

4 beds

2 baths

1,853 sq ft

House

2 beds