Winter Garden, FL 55+ active adult communities & homes for sale - Page 5

3,495 homes near Winter Garden

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5 rating (1 reviews)

Del Webb Oasis

$400Ks - $900Ks

Del Webb Oasis, Winter Garden, FL

New Construction | 55+ age-restricted | Built 2020 - present | 422 homes

4 rating (17 reviews)

The Villages®

<$100k - $2Ms

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 - $700Ks

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

<$100k - $500Ks

Sun City Center, Sun City Center, FL

Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes

4.7 rating (18 reviews)

Solivita

$100Ks - $600Ks

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

3.6 rating (48 reviews)

Latitude Margaritaville

$300Ks - $900Ks

Latitude Margaritaville, Daytona Beach, FL

Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes

4.2 rating (10 reviews)

Stone Creek

$200Ks - $900Ks

Stone Creek, Ocala, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes

4.1 rating (29 reviews)

Oak Run

$100Ks - $500Ks

Oak Run, Ocala, FL

Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes

4.5 rating (11 reviews)

Spruce Creek Country Club

$200Ks - $500Ks

Spruce Creek Country Club, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 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.

5 rating (2 reviews)

Plantation at Leesburg

$100Ks - $500Ks

Plantation at Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes

5 rating (3 reviews)

Stonecrest

$200Ks - $500Ks

Stonecrest, Summerfield, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes

5 rating (7 reviews)

Kings Ridge

$200Ks - $400Ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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

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

Questions? Call us: (689) 407-5757

Pelican Bay Daytona Beach

$100Ks - $400Ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes

4.6 rating (5 reviews)

Ocala Preserve

$200Ks - $600Ks

Ocala Preserve, Ocala, FL

New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes

4.7 rating (3 reviews)

Spruce Creek South

$100Ks - $400Ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes

4.7 rating (11 reviews)

Valencia Lakes

$200Ks - $600Ks

Valencia Lakes, Wimauma, FL

Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes

5 rating (1 reviews)

Cypress Lakes

$100Ks - $200Ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

5 rating (3 reviews)

Lake Ashton

$200Ks - $800Ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes

Venetian Bay

$200Ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 homes

3.8 rating (6 reviews)

Trilogy® Orlando

$200Ks - $600Ks

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 (8 reviews)

Royal Highlands

$200Ks - $400Ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes

4 rating (7 reviews)

Tampa Bay Golf and Countr...

$200Ks - $400Ks

Tampa Bay Golf and Countr..., San Antonio, FL

Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes

5 rating (1 reviews)

VillageWalk at Lake Nona

$300Ks - $1Ms

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes

5 rating (1 reviews)

Del Webb Sunbridge

$300Ks - $1Ms

Del Webb Sunbridge, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300Ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

5 rating (1 reviews)

Sandpiper Golf & Coun...

$200Ks - $400Ks

Sandpiper Golf & Coun..., Lakeland, FL

New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes

3.6 rating (5 reviews)

Heritage Hills

$200Ks - $500Ks

Heritage Hills, Clermont, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes

5 rating (1 reviews)

Ocala Palms

$100Ks - $400Ks

Ocala Palms, Ocala, FL

Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes

5 rating (1 reviews)

Cresswind at Victoria Gar...

$300Ks - $600Ks

Cresswind at Victoria Gar..., DeLand, FL

Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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

$100Ks - $400Ks

SummerGlen, Ocala, FL

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes

5 rating (1 reviews)

Legacy of Leesburg

$200Ks - $400Ks

Legacy of Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes

Breakaway Trails

$400Ks - $800Ks

Breakaway Trails, Ormond Beach, FL

New and Resale | Age-targeted | Built 1985 - present | 976 homes

4 rating (4 reviews)

Lakes of Mount Dora

$400Ks - $900Ks

Lakes of Mount Dora, Mount Dora, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

4 rating (2 reviews)

Harbor Hills Country Club

$200Ks - $1Ms

Harbor Hills Country Club, Lady Lake, FL

New and Resale | Age-targeted | Built 1989 - present | 940 homes

4.8 rating (6 reviews)

Highland Lakes

$100Ks - $300Ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

4.4 rating (16 reviews)

Del Webb Orlando

$300Ks - $400Ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes

Pine Run Estates

<$100k - $300Ks

Pine Run Estates, Ocala, FL

Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes

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

Questions? Call us: (689) 407-5757

Lake Jovita Golf and Coun...

$300Ks - $1Ms

Lake Jovita Golf and Coun..., Dade City, FL

New and Resale | Age-targeted | Built 1999 - present | 875 homes

Esplanade at Wiregrass Ra...

$400Ks - $1Ms

Esplanade at Wiregrass Ra..., Wesley Chapel, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes

17206 STAR BANKS ST, 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

New Venetian Bay

3643 CASALTA CIR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$349,900

2 beds

3 baths

1,664 sq ft

Townhouse

3643 CASALTA CIR, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Sun City Center

$319,900

3 beds

3 baths

2,171 sq ft

Condo

675 MASTERPIECE DR, SUN CITY CENTER, FL,...

Community: Sun City Center

Sun City Center

$199,000

2 beds

2 baths

1,751 sq ft

Condo

1503 LAUGHTON PL 206, SUN CITY CENTER, F...

Community: Sun City Center

Sun City Center

$138,900

2 beds

2 baths

984 sq ft

Condo

214 GLOUCESTER BLVD, SUN CITY CENTER, FL...

Community: Sun City Center

Sun City Center

$194,900

2 beds

2 baths

1,529 sq ft

Condo

2421 LANCASTER DR, SUN CITY CENTER, FL, ...

Community: Sun City Center

Spruce Creek South

17710 SE 108TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$239,900

2 beds

2 baths

1,496 sq ft

House

17710 SE 108TH AVE, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

Sun City Center

$249,318

3 beds

2 baths

1,573 sq ft

Condo

1209 LITCHFIELD DR # 42, SUN CITY CENTER...

Community: Sun City Center

Sun City Center

$274,900

2 beds

2 baths

1,589 sq ft

House

1805 NEW BEDFORD DR, SUN CITY CENTER, FL...

Condo

2339 GLENMORE CIR, SUN CITY CENTER, FL, ...

Villa

3772 VISCAYA CT, THE VILLAGES, FL, 32163

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Venetian Bay

3555 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$680,000

3 beds

3 baths

2,472 sq ft

House

3555 MARIBELLA DR, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

New On Top of the World

8910 SW 84TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$339,900

3 beds

2 baths

1,722 sq ft

House

8910 SW 84TH CIR, OCALA, FL, 34481

Community: On Top of the World

The Villages®

$412,990

3 beds

2 baths

1,647 sq ft

Villa

2467 ROGERS RD, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$395,000

3 beds

2 baths

1,644 sq ft

House

294 MATISSE AVE, THE VILLAGES, FL, 32162

Community: The Villages®

New Trilogy® Orlando

383 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736

$357,000

2 beds

2 baths

1,568 sq ft

Villa

383 ALCOVE DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

Lakeside Landings

10199 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484

$364,900

3 beds

2 baths

1,537 sq ft

Villa

10199 MAINSAIL DR, OXFORD, FL, 34484

Community: Lakeside Landings

Trilogy® Orlando

189 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736

$385,000

3 beds

2 baths

1,820 sq ft

House

189 BALMY COAST RD, GROVELAND, FL, 34736

Community: Trilogy® Orlando

The Villages®

$1,899,000

4 beds

2 baths

3,865 sq ft

House

1345 HARLEY CIR, THE VILLAGES, FL, 32162

Community: The Villages®

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

Questions? Call us: (689) 407-5757

The Villages®

$359,000

3 beds

2 baths

1,993 sq ft

House

9239 SE 171ST COOPER LOOP, THE VILLAGES,...

Community: The Villages®

New The Villages®

298 SOCIETY HILL CIR, THE VILLAGES, FL, ..., The Villages, FL 32162

$375,000

3 beds

2 baths

1,488 sq ft

House

298 SOCIETY HILL CIR, THE VILLAGES, FL, ...

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.

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

3,495 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 5

109 communities near Winter Garden

3,495 homes near Winter Garden

1 beds

2 baths

800 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Villa

2 beds

2 baths

1,313 sq ft

Condo

2 beds

2 baths

1,394 sq ft

Condo

2 beds

2 baths

1,761 sq ft

House

2 beds

3 baths

1,664 sq ft

Townhouse

3 beds

3 baths

2,171 sq ft

Condo

2 beds

2 baths

1,751 sq ft

Condo

2 beds

2 baths

984 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,496 sq ft

House

3 beds

2 baths

1,573 sq ft

Condo

2 beds

2 baths

1,589 sq ft

House

2 beds

2 baths

1,402 sq ft

House

2 beds

2 baths

1,438 sq ft

House

2 beds

2 baths

1,149 sq ft

House

2 beds

2 baths

1,377 sq ft

Condo

2 beds

2 baths

1,444 sq ft

Condo

2 beds

2 baths

1,403 sq ft

Condo

4 beds