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

3,654 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

4.1 rating (55 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

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

4.2 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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

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.

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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

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

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 (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

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

Questions? Call us: (689) 407-5757

5 rating (1 reviews)

Ocala Palms

$200ks - $300ks

Ocala Palms, Ocala, FL

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

5 rating (5 reviews)

SummerGlen

$200ks - $400ks

SummerGlen, Ocala, FL

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

Southshore Bay

$200ks - $500ks

Southshore Bay, Wimauma, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 655 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

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 (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

5 rating (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

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

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

Questions? Call us: (689) 407-5757

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 (6 reviews)

Trilogy® Orlando

$200ks - $500ks

Trilogy® Orlando, Groveland, FL

Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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

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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

4 rating (4 reviews)

Lakes of Mount Dora

$300ks - $900ks

Lakes of Mount Dora, Mount Dora, FL

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

2.3 rating (6 reviews)

Cherrywood

$100ks - $800ks

Cherrywood, Ocala, FL

Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes

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

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

Questions? Call us: (689) 407-5757

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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

Pine Run Estates

$100ks - $200ks

Pine Run Estates, Ocala, FL

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

Mirada

$300ks - $500ks

Mirada, San Antonio, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes

5 rating (1 reviews)

Palm Cay

$100ks - $200ks

Palm Cay, Ocala, FL

Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

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

Questions? Call us: (689) 407-5757

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2017 - present | 557 homes

29314 PRINCEVILLE DR, SAN ANTONIO, FL, 3...

Community: Tampa Bay Golf and Country Club

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

Questions? Call us: (689) 407-5757

On Top of the World

9749 SW 97TH ST, OCALA, FL, 34481, Ocala, FL 34481

$249,900

3 beds

2 baths

1,904 sq ft

House

9749 SW 97TH ST, OCALA, FL, 34481

Community: On Top of the World

Venetian Bay

3621 CASELLO DR, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168

$349,900

3 beds

3 baths

1,827 sq ft

Townhouse

3621 CASELLO DR, NEW SMYRNA BEACH, FL, 3...

Community: Venetian Bay

The Villages®

$399,000

3 beds

2 baths

1,887 sq ft

House

1653 HOMER AVE, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$194,900

2 beds

2 baths

1,056 sq ft

Manufactured Home

1616 MYRTLE BEACH DR, THE VILLAGES, FL, ...

Community: The Villages®

Kings Ridge

3634 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711

$299,000

2 beds

2 baths

1,323 sq ft

House

3634 EVERSHOLT ST, CLERMONT, FL, 34711

2448 RAVENWOOD LN, 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

Mirada

31516 CABANA RYE AVE, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$498,900

3 beds

3 baths

2,387 sq ft

House

31516 CABANA RYE AVE, SAN ANTONIO, FL, 3...

Community: Mirada

Valencia Lakes

15644 AURORA LAKE CIR, WIMAUMA, FL, 3359..., Wimauma, FL 33598

$340,000

3 beds

2 baths

1,800 sq ft

Villa

15644 AURORA LAKE CIR, WIMAUMA, FL, 3359...

Community: Valencia Lakes

Latitude Margaritaville

168 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124

$419,900

2 beds

2 baths

1,466 sq ft

Townhouse

168 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...

Community: Latitude Margaritaville

Solivita

3810 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759

$725,000

3 beds

3 baths

3,064 sq ft

House

3810 VIA MAZZINI CT, KISSIMMEE, FL, 3475...

Community: Solivita

Lake Henry Estates

422 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844

$284,900

3 beds

2 baths

1,793 sq ft

House

422 HARBOURVIEW DR, HAINES CITY, FL, 338...

Community: Lake Henry Estates

SummerGlen

15788 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473

$295,000

3 beds

2 baths

1,827 sq ft

House

15788 SW 11TH TERRACE RD, OCALA, FL, 344...

Community: SummerGlen

Fountain View

$367,000

4 beds

2 baths

1,836 sq ft

House

1477 FOUNTAIN VIEW ST, ORMOND BEACH, FL,...

Community: Fountain View

Sun City Center

$269,000

2 beds

2 baths

1,651 sq ft

Condo

811 STAFFORDSHIRE LN 32, SUN CITY CENTER...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

The Villages®

5560 HERITAGE BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785

$127,600

2 beds

2 baths

910 sq ft

Manufactured Home

5560 HERITAGE BLVD, WILDWOOD, FL, 34785

Community: The Villages®

The Villages®

$317,000

3 beds

2 baths

1,392 sq ft

House

1819 CAPTIVA CT, THE VILLAGES, FL, 32162

Community: The Villages®

Southshore Bay

17173 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$624,900

3 beds

4 baths

2,775 sq ft

House

17173 SCUBA CREST ST, WIMAUMA, FL, 33598

Community: Southshore Bay

Spruce Creek Country Club

13589 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$324,900

3 beds

2 baths

1,719 sq ft

House

13589 SE 87TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Scottish Highlands

55 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788

$165,000

2 beds

2 baths

1,056 sq ft

House

55 ABERDEEN CIR, LEESBURG, FL, 34788

Community: Scottish Highlands

Sun City Center

$219,900

2 beds

2 baths

1,286 sq ft

Condo

1601 LAYTON CT, SUN CITY CENTER, FL, 335...

Community: Sun City Center

Sun City Center

$189,900

2 beds

2 baths

1,416 sq ft

Condo

2215 OLIVE BRANCH DR 6, SUN CITY CENTER,...

Community: Sun City Center

Trilogy® Orlando

115 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736

$330,000

3 beds

2 baths

1,856 sq ft

House

115 CRESCENT MOON DR, GROVELAND, FL, 347...

Community: Trilogy® Orlando

Stonecrest

17424 SE 111TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$260,000

3 beds

2 baths

1,446 sq ft

House

17424 SE 111TH AVE, SUMMERFIELD, FL, 344...

House

5588 GULF STREAM ST, TAVARES, FL, 32778

Community: Royal Harbor

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

Questions? Call us: (689) 407-5757

Pine Run Estates

9115 SW 102ND LN, OCALA, FL, 34481, Ocala, FL 34481

$138,750

2 beds

2 baths

1,040 sq ft

House

9115 SW 102ND LN, OCALA, FL, 34481

Community: Pine Run Estates

Venetian Bay

505 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168

$347,500

3 beds

3 baths

1,758 sq ft

House

505 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian 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.

Want more information about active adult communities around Winter Garden?

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3,654 homes

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

110 communities near Winter Garden

3,654 homes near Winter Garden

3 beds

2 baths

2,478 sq ft

House

3 beds

2 baths

2,101 sq ft

House

3 beds

2 baths

2,265 sq ft

House

3 beds

2 baths

1,959 sq ft

House

2 beds

2 baths

1,245 sq ft

House

3 beds

2 baths

1,904 sq ft

House

3 beds

3 baths

1,827 sq ft

Townhouse

3 beds

2 baths

1,887 sq ft

House

2 beds

2 baths

1,056 sq ft

Manufactured Home

2 beds

2 baths

1,323 sq ft

House

2 beds

2 baths

1,525 sq ft

House

2 beds

2 baths

1,147 sq ft

House

2 beds

2 baths

1,138 sq ft

Villa

3 beds

3 baths

2,387 sq ft

House

3 beds

2 baths

1,800 sq ft

Villa

2 beds

2 baths

1,466 sq ft

Townhouse

3 beds

3 baths

3,064 sq ft

House

3 beds

2 baths

1,793 sq ft

House

3 beds

2 baths

1,827 sq ft

House

4 beds