Winter Garden, FL 55+ active adult communities & homes for sale - Page 57

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

17014 SE 76TH CREEKSIDE CIR, THE VILLAGE...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

The Villages®

$318,900

3 beds

2 baths

1,392 sq ft

House

8337 SE 176TH LAWSON LOOP, THE VILLAGES,...

Community: The Villages®

Stonecrest

11255 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$244,900

2 beds

2 baths

1,408 sq ft

House

11255 SE 175TH LN, SUMMERFIELD, FL, 3449...

Community: Stonecrest

The Villages®

$430,000

3 beds

2 baths

1,956 sq ft

House

2613 AYALA WAY, THE VILLAGES, FL, 32162

Community: The Villages®

Summer Trees

6068 SPRUCE POINT CIR, PORT ORANGE, FL, ..., Port Orange, FL 32128

$589,900

4 beds

3 baths

2,438 sq ft

House

6068 SPRUCE POINT CIR, PORT ORANGE, FL, ...

Community: Summer Trees

Royal Harbor

5928 BRITTANIA BLVD, TAVARES, FL, 32778, Tavares, FL 32778

$300,000

3 beds

2 baths

1,754 sq ft

House

5928 BRITTANIA BLVD, TAVARES, FL, 32778

Community: Royal Harbor

On Top of the World

8540 SW 90TH PL A, OCALA, FL, 34481, Ocala, FL 34481

$157,900

2 beds

2 baths

1,503 sq ft

Villa

8540 SW 90TH PL A, OCALA, FL, 34481

Community: On Top of the World

Solivita

632 PORTOFINO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$274,999

2 beds

2 baths

1,456 sq ft

House

632 PORTOFINO DR, KISSIMMEE, FL, 34759

Community: Solivita

On Top of the World

6208 SW 93RD LOOP, OCALA, FL, 34476, Ocala, FL 34476

$266,000

2 beds

2 baths

1,851 sq ft

House

6208 SW 93RD LOOP, OCALA, FL, 34476

Community: On Top of the World

Del Webb Sunbridge

6237 CITRUS GROVE CT, ST CLOUD, FL, 3477..., St Cloud, FL 34771

$549,999

3 beds

2 baths

2,084 sq ft

House

6237 CITRUS GROVE CT, ST CLOUD, FL, 3477...

Community: Del Webb Sunbridge

Stone Creek

6135 SW 86TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$659,999

3 beds

3 baths

2,512 sq ft

House

6135 SW 86TH CIR, OCALA, FL, 34481

Community: Stone Creek

Latitude Margaritaville

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

$449,900

2 beds

2 baths

1,563 sq ft

House

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

Community: Latitude Margaritaville

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

Questions? Call us: (689) 407-5757

The Villages®

$344,900

3 beds

2 baths

1,527 sq ft

House

2001 CIPRIANO PL, THE VILLAGES, FL, 3215...

Community: The Villages®

Cresswind at Victoria Gardens

1539 LAMBROOK DR, DELAND, FL, 32724, Deland, FL 32724

$475,000

3 beds

3 baths

2,206 sq ft

House

1539 LAMBROOK DR, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

The Villages®

805 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785

$186,000

2 beds

2 baths

1,560 sq ft

Manufactured Home

805 OAK BLVD, WILDWOOD, FL, 34785

Community: The Villages®

Sun City Center

$399,000

3 beds

2 baths

2,482 sq ft

Condo

1420 EMERALD DUNES DR, SUN CITY CENTER, ...

Community: Sun City Center

The Villages®

605 RAINBOW BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$205,000

2 beds

2 baths

1,144 sq ft

Manufactured Home

605 RAINBOW BLVD, LADY LAKE, FL, 32159

Community: The Villages®

On Top of the World

9438 SW 85TH AVE B, OCALA, FL, 34481, Ocala, FL 34481

$174,990

2 beds

2 baths

1,541 sq ft

Villa

9438 SW 85TH AVE B, OCALA, FL, 34481

Community: On Top of the World

Stone Creek

5936 SW 86TH AVENUE RD, OCALA, FL, 34481, Ocala, FL 34481

$349,770

2 beds

2 baths

1,655 sq ft

House

5936 SW 86TH AVENUE RD, OCALA, FL, 34481

Community: Stone Creek

Sandpiper Golf & Country Club

6087 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809

$314,000

3 beds

2 baths

1,899 sq ft

House

6087 SEAGULL LN, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Del Webb Oasis

13343 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787

$849,000

3 beds

2 baths

2,214 sq ft

House

13343 SUNNY RETREAT LN, WINTER GARDEN, F...

Community: Del Webb Oasis

The Villages®

$865,000

3 beds

2 baths

2,642 sq ft

House

758 MOORE TER, THE VILLAGES, FL, 32162

Community: The Villages®

On Top of the World

9671 SW 97TH ST, OCALA, FL, 34481, Ocala, FL 34481

$144,900

2 beds

2 baths

1,214 sq ft

House

9671 SW 97TH ST, OCALA, FL, 34481

Villa

7637 SAND PIERRE CT, KISSIMMEE, FL, 3474...

Community: Four Seasons at Orlando

Stone Creek

9839 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481

$499,900

3 beds

2 baths

2,512 sq ft

House

9839 SW 63RD LOOP, OCALA, FL, 34481

Community: Stone Creek

Huntington at Hunter's Ridge

33 FAWN HAVEN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$489,000

4 beds

3 baths

2,156 sq ft

House

33 FAWN HAVEN TRL, ORMOND BEACH, FL, 321...

Community: Huntington at Hunter's Ridge

Southshore Bay

17335 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598

$399,900

3 beds

3 baths

2,145 sq ft

House

17335 HOLLY WELL AVE, WIMAUMA, FL, 33598

Community: Southshore Bay

SummerGlen

15296 SW 15TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473

$247,000

3 beds

2 baths

2,282 sq ft

House

15296 SW 15TH TERRACE RD, OCALA, FL, 344...

Community: SummerGlen

Del Webb Sunbridge

2434 N CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771

$399,990

2 beds

2 baths

1,584 sq ft

Villa

2434 N CLIFF WAY, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

Arlington Ridge

4622 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748

$365,000

3 beds

2 baths

1,699 sq ft

House

4622 SHENANDOAH RIVER TRL, LEESBURG, FL,...

Community: Arlington Ridge

The Villages®

$269,900

3 beds

2 baths

1,590 sq ft

Villa

17760 SE 91ST FREEDOM CT, THE VILLAGES, ...

Community: The Villages®

The Villages®

$199,900

2 beds

2 baths

1,340 sq ft

Manufactured Home

920 SAINT ANDREWS BLVD, THE VILLAGES, FL...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Summer Trees

33 LAKEPOINT CIR, PORT ORANGE, FL, 32128, Port Orange, FL 32128

$275,000

2 beds

2 baths

1,295 sq ft

Halfplex

33 LAKEPOINT CIR, PORT ORANGE, FL, 32128

Community: Summer Trees

The Villages®

144 COSTA MESA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$314,900

3 beds

2 baths

2,046 sq ft

House

144 COSTA MESA DR, LADY LAKE, FL, 32159

Community: The Villages®

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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 57

113 communities near Winter Garden

3,497 homes near Winter Garden

3 beds

2 baths

2,031 sq ft

House

3 beds

2 baths

1,972 sq ft

House

3 beds

2 baths

1,947 sq ft

House

3 beds

2 baths

2,039 sq ft

House

3 beds

2 baths

1,490 sq ft

House

3 beds

2 baths

1,392 sq ft

House

2 beds

2 baths

1,408 sq ft

House

3 beds

2 baths

1,956 sq ft

House

4 beds

3 baths

2,438 sq ft

House

3 beds

2 baths

1,754 sq ft

House

2 beds

2 baths

1,503 sq ft

Villa

2 beds

2 baths

1,456 sq ft

House

2 beds

2 baths

1,851 sq ft

House

3 beds

2 baths

2,084 sq ft

House

3 beds

3 baths

2,512 sq ft

House

2 beds

2 baths

1,563 sq ft

House

3 beds

2 baths

1,527 sq ft

House

3 beds

3 baths

2,206 sq ft

House

2 beds

2 baths

1,560 sq ft

Manufactured Home

3 beds