Winter Garden, FL 55+ active adult communities & homes for sale - Page 16

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

1 2...3

Cherrywood

10317 SW 63RD AVE, OCALA, FL, 34476, Ocala, FL 34476

$323,900

3 beds

2 baths

2,141 sq ft

House

10317 SW 63RD AVE, OCALA, FL, 34476

Community: Cherrywood

On Top of the World

9926 SW 95TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$299,900

2 beds

2 baths

1,680 sq ft

House

9926 SW 95TH LOOP, OCALA, FL, 34481

Community: On Top of the World

Gatherings of Lake Nona

7545 LAUREATE BLVD UNIT 7208, ORLANDO, F..., Orlando, FL 32827

$414,990

2 beds

2 baths

1,368 sq ft

Condo

7545 LAUREATE BLVD UNIT 7208, ORLANDO, F...

Community: Gatherings of Lake Nona

Del Webb Sunbridge

2928 VOYAGER AVE, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771

$425,000

3 beds

3 baths

1,854 sq ft

Townhouse

2928 VOYAGER AVE, SAINT CLOUD, FL, 34771

Community: Del Webb Sunbridge

Solivita

777 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759

$187,000

2 beds

2 baths

1,392 sq ft

House

777 VINEYARD WAY, POINCIANA, FL, 34759

Community: Solivita

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

Questions? Call us: (689) 407-5757

New Lake Jovita Golf and Country Club

34052 AMERICANA AVE, DADE CITY, FL, 3352..., Dade City, FL 33525

$1,295,000

3 beds

4 baths

3,808 sq ft

House

34052 AMERICANA AVE, DADE CITY, FL, 3352...

Community: Lake Jovita Golf and Country Club

Sun City Center

$359,000

3 beds

2 baths

1,953 sq ft

House

2048 BERRY ROBERTS DR, SUN CITY CENTER, ...

Community: Sun City Center

Solivita

1272 BONITA CANYON DR, POINCIANA, FL, 34..., Poinciana, FL 34759

$305,000

2 beds

2 baths

1,705 sq ft

House

1272 BONITA CANYON DR, POINCIANA, FL, 34...

Community: Solivita

On Top of the World

8657 SW 97TH LANE RD A, OCALA, FL, 34481, Ocala, FL 34481

$133,000

2 beds

2 baths

1,528 sq ft

Villa

8657 SW 97TH LANE RD A, OCALA, FL, 34481

Community: On Top of the World

Oak Run

10957 SW 82ND TER, OCALA, FL, 34481, Ocala, FL 34481

$225,000

3 beds

2 baths

1,720 sq ft

House

10957 SW 82ND TER, OCALA, FL, 34481

Community: Oak Run

The Villages®

$324,990

3 beds

2 baths

1,392 sq ft

House

1502 AVILA PL, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$675,000

4 beds

2 baths

2,509 sq ft

House

2211 BACHMAN PATH, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$465,000

3 beds

2 baths

2,124 sq ft

House

3327 DALKEITH TER, THE VILLAGES, FL, 321...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

The Villages®

$555,000

3 beds

2 baths

1,918 sq ft

House

7180 SE 172ND HAZELWOOD LOOP, THE VILLAG...

Community: The Villages®

The Villages®

$725,000

3 beds

2 baths

1,998 sq ft

House

2447 YOUNGMANN LOOP, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$299,900

2 beds

2 baths

1,156 sq ft

Villa

3374 CASTLEGATE CT, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$284,000

1 beds

1 baths

955 sq ft

Villa

17353 SE 78TH HARMONY CIR, THE VILLAGES,...

Community: The Villages®

The Villages®

$340,000

2 beds

2 baths

1,220 sq ft

House

1169 CALGARY ST, THE VILLAGES, FL, 32163

Community: The Villages®

Solivita

307 MONTEREY ST, POINCIANA, FL, 34759, Poinciana, FL 34759

$299,900

2 beds

2 baths

1,629 sq ft

House

307 MONTEREY ST, POINCIANA, FL, 34759

Community: Solivita

Latitude Margaritaville

962 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124

$554,900

3 beds

2 baths

1,771 sq ft

House

962 ATTITUDE AVE, DAYTONA BEACH, FL, 321...

Community: Latitude Margaritaville

The Villages®

$685,500

3 beds

2 baths

2,312 sq ft

House

2054 PALO ALTO AVE, THE VILLAGES, FL, 32...

House

6152 TOPSAIL RD, LADY LAKE, FL, 32159

House

511 LOMA PASEO DR, THE VILLAGES, FL, 321...

5384 HOGAN LN, WINTER HAVEN, FL, 33884

Community: Lake Ashton

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

Questions? Call us: (689) 407-5757

Venetian Bay

2929 BELLA FLORE TER, NEW SMYRNA BEACH, ..., New Smyrna Beach, FL 32168

$749,000

3 beds

3 baths

2,536 sq ft

House

2929 BELLA FLORE TER, NEW SMYRNA BEACH, ...

Community: Venetian Bay

Trilogy® Orlando

363 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736

$309,000

2 beds

2 baths

1,568 sq ft

House

363 ALCOVE DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

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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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3,495 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 16

109 communities near Winter Garden

3,495 homes near Winter Garden

3 beds

2 baths

2,141 sq ft

House

2 beds

2 baths

1,680 sq ft

House

2 beds

2 baths

1,368 sq ft

Condo

3 beds

3 baths

1,854 sq ft

Townhouse

2 beds

2 baths

1,392 sq ft

House

3 beds

4 baths

3,808 sq ft

House

3 beds

2 baths

1,953 sq ft

House

2 beds

2 baths

1,705 sq ft

House

2 beds

2 baths

1,528 sq ft

Villa

3 beds

2 baths

1,720 sq ft

House

3 beds

2 baths

1,392 sq ft

House

4 beds

2 baths

2,509 sq ft

House

3 beds

2 baths

2,124 sq ft

House

3 beds

2 baths

1,918 sq ft

House

3 beds

2 baths

1,998 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

1 beds

1 baths

955 sq ft

Villa

2 beds

2 baths

1,220 sq ft

House

2 beds

2 baths

1,629 sq ft

House

3 beds