Winter Garden, FL 55+ active adult communities & homes for sale - Page 59

3,517 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)

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 (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 (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

3577 ROLLINGBROOK ST, CLERMONT, FL, 3471...

House

1311 LENOX GREENS DR, SUN CITY CENTER, F...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

Spruce Creek Country Club

9588 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$339,000

2 beds

2 baths

1,979 sq ft

House

9588 SE 124TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Southshore Bay

17216 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$630,000

3 beds

4 baths

2,651 sq ft

House

17216 SCUBA CREST ST, WIMAUMA, FL, 33598

Community: Southshore Bay

Spruce Creek Country Club

13111 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$418,900

3 beds

2 baths

2,258 sq ft

House

13111 SE 86TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

The Villages®

$575,000

3 beds

2 baths

2,520 sq ft

House

17300 SE 91ST LEE AVE, THE VILLAGES, FL,...

Community: The Villages®

Del Webb Sunbridge

6501 CYRILS DR, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771

$450,000

3 beds

3 baths

1,738 sq ft

Townhouse

6501 CYRILS DR, SAINT CLOUD, FL, 34771

Community: Del Webb Sunbridge

Stone Creek

8986 SW 58TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481

$452,500

3 beds

2 baths

2,085 sq ft

House

8986 SW 58TH STREET RD, OCALA, FL, 34481

Community: Stone Creek

Stone Creek

7346 SW 101ST CT, OCALA, FL, 34481, Ocala, FL 34481

$289,000

2 beds

2 baths

1,596 sq ft

House

7346 SW 101ST CT, OCALA, FL, 34481

Community: Stone Creek

Stone Creek

7066 SW 91ST CT, OCALA, FL, 34481, Ocala, FL 34481

$254,500

2 beds

2 baths

1,756 sq ft

Villa

7066 SW 91ST CT, OCALA, FL, 34481

Community: Stone Creek

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

Questions? Call us: (689) 407-5757

The Villages®

$239,000

2 beds

2 baths

1,051 sq ft

Villa

3818 MIRAGALIA LN, THE VILLAGES, FL, 321...

Community: The Villages®

Majestic Oaks Ocala

8835 SW 52ND CT, OCALA, FL, 34476, Ocala, FL 34476

$305,000

3 beds

2 baths

1,729 sq ft

House

8835 SW 52ND CT, OCALA, FL, 34476

Community: Majestic Oaks Ocala

The Villages®

$530,000

3 beds

2 baths

1,842 sq ft

House

2173 JASPER WAY, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

1042 AVENIDA SONOMA, LADY LAKE, FL, 3215..., Lady Lake, FL 32159

$425,000

3 beds

3 baths

2,271 sq ft

House

1042 AVENIDA SONOMA, LADY LAKE, FL, 3215...

Community: The Villages®

Solivita

1305 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$275,000

2 beds

2 baths

1,365 sq ft

House

1305 LOMBARDI CT, KISSIMMEE, FL, 34759

Community: Solivita

On Top of the World

9680 SW 103RD TER, OCALA, FL, 34481, Ocala, FL 34481

$299,900

2 beds

2 baths

1,342 sq ft

House

9680 SW 103RD TER, OCALA, FL, 34481

Community: On Top of the World

Twin Lakes

4909 W FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772

$519,000

3 beds

3 baths

2,365 sq ft

House

4909 W FOUNTAINWOOD DR, SAINT CLOUD, FL,...

Community: Twin Lakes

Spruce Creek North

11060 SW 63RD TER, OCALA, FL, 34476, Ocala, FL 34476

$182,000

3 beds

3 baths

1,834 sq ft

House

11060 SW 63RD TER, OCALA, FL, 34476

Community: Spruce Creek North

Baytree

579 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778

$218,000

2 beds

2 baths

1,024 sq ft

Villa

579 JUNIPER WAY, TAVARES, FL, 32778

Community: Baytree

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

Questions? Call us: (689) 407-5757

Heritage - The Cottages of Sanders Grove

28026 CYPRESS SPRINGS LOOP, OKAHUMPKA, F..., Okahumpka, FL 34762

$288,000

4 beds

2 baths

1,617 sq ft

House

28026 CYPRESS SPRINGS LOOP, OKAHUMPKA, F...

Community: Heritage - The Cottages of Sanders Grove

The Villages®

$525,000

3 beds

2 baths

2,687 sq ft

House

16950 SE 80TH BELLAVISTA CIR, THE VILLAG...

Community: The Villages®

Spruce Creek Country Club

12150 SE 91ST TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$339,000

2 beds

2 baths

1,870 sq ft

House

12150 SE 91ST TER, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Harbor Hills Country Club

6200 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$265,000

2 beds

2 baths

1,537 sq ft

Villa

6200 TOPSAIL RD, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

The Villages®

5180 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785

$255,000

3 beds

2 baths

1,932 sq ft

Manufactured Home

5180 LEXINGTON CIR, WILDWOOD, FL, 34785

Community: The Villages®

Twin Lakes

2621 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772

$472,440

3 beds

3 baths

1,982 sq ft

House

2621 REDBLUSH TER, SAINT CLOUD, FL, 3477...

Community: Twin Lakes

Majestic Oaks Ocala

4713 SW 89TH ST, OCALA, FL, 34476, Ocala, FL 34476

$295,295

3 beds

2 baths

1,672 sq ft

House

4713 SW 89TH ST, OCALA, FL, 34476

Community: Majestic Oaks Ocala

Stone Creek

10002 SW 77TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$389,900

2 beds

2 baths

1,676 sq ft

House

10002 SW 77TH LOOP, OCALA, FL, 34481

Community: Stone Creek

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

Questions? Call us: (689) 407-5757

VillageWalk at Lake Nona

11827 JAMES BAY DR, ORLANDO, FL, 32827, Orlando, FL 32827

$425,000

4 beds

3 baths

1,810 sq ft

Townhouse

11827 JAMES BAY DR, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

On Top of the World

8123 SW 95TH CT, OCALA, FL, 34481, Ocala, FL 34481

$609,900

3 beds

3 baths

2,490 sq ft

House

8123 SW 95TH CT, OCALA, FL, 34481

Community: On Top of the World

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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

3,517 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 59

109 communities near Winter Garden

3,517 homes near Winter Garden

3 beds

2 baths

1,600 sq ft

House

2 beds

2 baths

1,456 sq ft

Villa

3 beds

2 baths

2,068 sq ft

House

2 beds

2 baths

1,845 sq ft

House

2 beds

2 baths

1,460 sq ft

House

2 beds

2 baths

1,195 sq ft

House

2 beds

2 baths

1,593 sq ft

House

2 beds

2 baths

1,410 sq ft

Condo

2 beds

2 baths

1,657 sq ft

House

2 beds

2 baths

1,956 sq ft

House

3 beds

2 baths

1,837 sq ft

House

3 beds

2 baths

1,525 sq ft

House

3 beds

2 baths

2,665 sq ft

House

2 beds

2 baths

1,979 sq ft

House

3 beds

4 baths

2,651 sq ft

House

3 beds

2 baths

2,258 sq ft

House

3 beds

2 baths

2,520 sq ft

House

3 beds

3 baths

1,738 sq ft

Townhouse

3 beds

2 baths

2,085 sq ft

House

2 beds