Winter Garden, FL 55+ active adult communities & homes for sale - Page 49

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

1 2...3

Mirada

10394 TUPPER CAY DR, SAN ANTONIO, FL, 33..., San Antonio, FL 33576

$494,000

3 beds

3 baths

2,366 sq ft

House

10394 TUPPER CAY DR, SAN ANTONIO, FL, 33...

Community: Mirada

The Villages®

$929,000

3 beds

3 baths

2,013 sq ft

House

2074 BILLER CIR, THE VILLAGES, FL, 32163

Community: The Villages®

On Top of the World

8569 SW 92ND LN E, OCALA, FL, 34481, Ocala, FL 34481

$164,900

2 beds

2 baths

1,577 sq ft

Villa

8569 SW 92ND LN E, OCALA, FL, 34481

Community: On Top of the World

Tampa Bay Golf and Country Club

10535 MOSHIE LN, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$299,900

2 beds

2 baths

1,251 sq ft

House

10535 MOSHIE LN, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

Mirada

10499 GABLE DIG LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$379,900

2 beds

2 baths

1,683 sq ft

House

10499 GABLE DIG LOOP, SAN ANTONIO, FL, 3...

House

5186 NE 122ND BLVD, OXFORD, FL, 34484

Community: The Villages®

Ocala Preserve

5255 NW 33RD PL, OCALA, FL, 34482, Ocala, FL 34482

$214,999

2 beds

2 baths

1,318 sq ft

House

5255 NW 33RD PL, OCALA, FL, 34482

Community: Ocala Preserve

Stonecrest

17584 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$299,000

3 beds

2 baths

1,482 sq ft

House

17584 SE 119TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

Sullivan Ranch

30337 GIDRAN TER, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$525,000

4 beds

3 baths

2,307 sq ft

House

30337 GIDRAN TER, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

Esplanade at Wiregrass Ranch

4709 ISONZO WAY, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543

$679,900

3 beds

4 baths

2,152 sq ft

House

4709 ISONZO WAY, WESLEY CHAPEL, FL, 3354...

Community: Esplanade at Wiregrass Ranch

Sun City Center

$209,000

2 beds

2 baths

1,516 sq ft

Condo

2414 LOCKSLEY ST, SUN CITY CENTER, FL, 3...

Community: Sun City Center

Arlington Ridge

4504 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748

$309,000

2 beds

2 baths

1,584 sq ft

House

4504 SHENANDOAH RIVER TRL, LEESBURG, FL,...

Community: Arlington Ridge

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

Questions? Call us: (689) 407-5757

Southshore Bay

16868 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$349,500

2 beds

2 baths

1,683 sq ft

House

16868 SCUBA CREST ST, WIMAUMA, FL, 33598

Community: Southshore Bay

Solivita

3781 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759

$488,500

4 beds

3 baths

2,406 sq ft

House

3781 VIA MAZZINI CT, KISSIMMEE, FL, 3475...

Community: Solivita

Cherrywood

6114 SW 104TH ST, OCALA, FL, 34476, Ocala, FL 34476

$245,000

3 beds

2 baths

1,582 sq ft

House

6114 SW 104TH ST, OCALA, FL, 34476

Community: Cherrywood

Stone Creek

9527 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$655,000

3 beds

3 baths

2,543 sq ft

House

9527 SW 70TH LOOP, OCALA, FL, 34481

Community: Stone Creek

Harbor Hills Country Club

38701 OAK PLACE CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$539,000

3 beds

3 baths

2,377 sq ft

House

38701 OAK PLACE CT, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Royal Highlands

21516 CASTLE VIEW CT, LEESBURG, FL, 3474..., Leesburg, FL 34748

$234,900

3 beds

2 baths

1,798 sq ft

House

21516 CASTLE VIEW CT, LEESBURG, FL, 3474...

Community: Royal Highlands

Latitude Margaritaville

215 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$359,900

2 beds

2 baths

1,204 sq ft

House

215 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Four Seasons at Orlando

2101 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747

$725,000

3 beds

3 baths

2,360 sq ft

House

2101 ANTILLES CLUB DR, KISSIMMEE, FL, 34...

Community: Four Seasons at Orlando

Spruce Creek Preserve

13338 SW 111TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432

$239,900

2 beds

2 baths

1,560 sq ft

Villa

13338 SW 111TH CIR, DUNNELLON, FL, 34432

Community: Spruce Creek Preserve

Venetian Bay

3361 PEGASO AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168

$449,500

3 beds

2 baths

2,440 sq ft

House

3361 PEGASO AVE, NEW SMYRNA BEACH, FL, 3...

Community: Venetian Bay

Ocala Preserve

5377 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482

$245,000

3 beds

2 baths

1,552 sq ft

Villa

5377 NW 46TH LANE RD, 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

Sun City Center

$372,000

3 beds

2 baths

2,268 sq ft

House

2021 BERRY ROBERTS DR, SUN CITY CENTER, ...

Community: Sun City Center

Mirada

10385 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$340,000

2 beds

3 baths

1,747 sq ft

Villa

10385 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...

Community: Mirada

Pine Run Estates

10210 SW 93RD AVE, OCALA, FL, 34481, Ocala, FL 34481

$163,000

2 beds

2 baths

1,008 sq ft

House

10210 SW 93RD AVE, OCALA, FL, 34481

Community: Pine Run Estates

The Villages®

1625 PINEHURST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$245,000

3 beds

2 baths

1,590 sq ft

Manufactured Home

1625 PINEHURST DR, LADY LAKE, FL, 32159

Community: The Villages®

Latitude Margaritaville

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

$383,500

2 beds

2 baths

1,308 sq ft

Villa

485 MARGARITAVILLE AVE, DAYTONA BEACH, F...

Community: Latitude Margaritaville

Stone Creek

6751 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481

$262,262

2 beds

2 baths

1,706 sq ft

Villa

6751 SW 91ST CIR, OCALA, FL, 34481

Community: Stone Creek

JB Ranch

9238 SW 60TH TERRACE RD, OCALA, FL, 3447..., Ocala, FL 34476

$329,000

3 beds

2 baths

1,854 sq ft

House

9238 SW 60TH TERRACE RD, OCALA, FL, 3447...

Community: JB Ranch

Sun City Center

$149,900

2 beds

2 baths

960 sq ft

Condo

205 KINGS BLVD 52, SUN CITY CENTER, FL, ...

Community: Sun City Center

The Villages®

$327,000

3 beds

2 baths

1,494 sq ft

House

640 SAN MARINO DR, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$415,000

3 beds

2 baths

1,559 sq ft

House

3559 WYNGATE PL, THE VILLAGES, FL, 32163

Community: The Villages®

Plantation at Leesburg

25113 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$299,900

3 beds

2 baths

2,084 sq ft

House

25113 RIVERWALK DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

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

Questions? Call us: (689) 407-5757

Spruce Creek South

17945 SE 104TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$209,900

2 beds

2 baths

1,134 sq ft

House

17945 SE 104TH TER, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

Southshore Bay

16815 WHISPER ELM ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$365,000

2 beds

2 baths

1,761 sq ft

House

16815 WHISPER ELM ST, WIMAUMA, FL, 33598

Community: Southshore 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.

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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3,497 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 49

113 communities near Winter Garden

3,497 homes near Winter Garden

3 beds

3 baths

2,366 sq ft

House

3 beds

3 baths

2,013 sq ft

House

2 beds

2 baths

1,577 sq ft

Villa

2 beds

2 baths

1,251 sq ft

House

2 beds

2 baths

1,683 sq ft

House

2 beds

2 baths

1,457 sq ft

House

2 beds

2 baths

1,404 sq ft

House

2 beds

2 baths

1,756 sq ft

House

3 beds

2 baths

2,558 sq ft

House

3 beds

4 baths

1,929 sq ft

House

2 beds

2 baths

1,318 sq ft

House

3 beds

2 baths

1,482 sq ft

House

4 beds

3 baths

2,307 sq ft

House

3 beds

4 baths

2,152 sq ft

House

2 beds

2 baths

1,516 sq ft

Condo

2 beds

2 baths

1,584 sq ft

House

2 beds

2 baths

1,683 sq ft

House

4 beds

3 baths

2,406 sq ft

House

3 beds

2 baths

1,582 sq ft

House

3 beds