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

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

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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

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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

1 2...3

Trilogy® Orlando

224 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736

$450,000

2 beds

3 baths

2,107 sq ft

House

224 SILVER MAPLE RD, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

The Villages®

$510,000

3 beds

2 baths

2,104 sq ft

House

1803 PALO ALTO AVE, THE VILLAGES, FL, 32...

Community: The Villages®

On Top of the World

10453 SW 99TH LN, OCALA, FL, 34481, Ocala, FL 34481

$499,900

2 beds

2 baths

2,097 sq ft

House

10453 SW 99TH LN, OCALA, FL, 34481

Community: On Top of the World

Sullivan Ranch

$599,000

6 beds

4 baths

3,499 sq ft

House

20946 SULLIVAN RANCH BLVD, MOUNT DORA, F...

Community: Sullivan Ranch

The Villages®

$375,000

3 beds

2 baths

1,905 sq ft

House

3017 BATALLY CT, 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

Palm Cay

8305 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481

$239,000

3 beds

2 baths

1,404 sq ft

House

8305 SW 107TH PL, OCALA, FL, 34481

Community: Palm Cay

Palm Cay

8329 SW 106TH ST, OCALA, FL, 34481, Ocala, FL 34481

$155,000

2 beds

2 baths

864 sq ft

House

8329 SW 106TH ST, OCALA, FL, 34481

Community: Palm Cay

Sun City Center

$467,000

3 beds

3 baths

2,216 sq ft

House

2221 PLATINUM DR, SUN CITY CENTER, FL, 3...

Community: Sun City Center

Venetian Bay

2820 S ASCIANO CT, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$849,900

4 beds

3 baths

2,314 sq ft

House

2820 S ASCIANO CT, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

Valencia del Sol

15433 SANTA POLA DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$349,900

2 beds

2 baths

1,599 sq ft

House

15433 SANTA POLA DR, WIMAUMA, FL, 33598

Community: Valencia del Sol

Trilogy® Orlando

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

$324,700

2 beds

2 baths

1,568 sq ft

Villa

383 ALCOVE DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

The Villages®

116 LYONIA LN, WILDWOOD, FL, 34785, Wildwood, FL 34785

$157,000

2 beds

2 baths

1,066 sq ft

Manufactured Home

116 LYONIA LN, WILDWOOD, FL, 34785

Community: The Villages®

Enclave at VillageWalk

10819 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827

$1,450,000

5 beds

6 baths

5,437 sq ft

House

10819 SAVONA WAY, ORLANDO, FL, 32827

Community: Enclave at VillageWalk

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

Questions? Call us: (689) 407-5757

Venetian Bay

424 LUNA BELLA LN 415, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168

$320,000

2 beds

2 baths

1,478 sq ft

Condo

424 LUNA BELLA LN 415, NEW SMYRNA BEACH,...

Community: Venetian Bay

Arlington Ridge

27143 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$369,900

3 beds

2 baths

1,699 sq ft

House

27143 ROANOKE DR, LEESBURG, FL, 34748

Community: Arlington Ridge

Spruce Creek Country Club

13166 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$349,000

2 beds

2 baths

1,913 sq ft

House

13166 SE 86TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

The Villages®

$359,900

3 beds

2 baths

1,684 sq ft

House

17065 SE 79TH MCLAWREN TER, THE VILLAGES...

Community: The Villages®

Majestic Oaks Ocala

5583 SW 83RD LN, OCALA, FL, 34476, Ocala, FL 34476

$325,000

3 beds

2 baths

2,127 sq ft

House

5583 SW 83RD LN, OCALA, FL, 34476

Community: Majestic Oaks Ocala

Valencia Lakes

16301 GARNET GLEN PL, WIMAUMA, FL, 33598, Wimauma, FL 33598

$589,000

3 beds

4 baths

2,723 sq ft

House

16301 GARNET GLEN PL, WIMAUMA, FL, 33598

Community: Valencia Lakes

Tampa Bay Golf and Country Club

29146 PRINCEVILLE DR, SAN ANTONIO, FL, 3..., San Antonio, FL 33576

$349,900

2 beds

2 baths

1,777 sq ft

House

29146 PRINCEVILLE DR, SAN ANTONIO, FL, 3...

Community: Tampa Bay Golf and Country Club

The Villages®

$389,999

3 beds

2 baths

1,569 sq ft

House

5754 SHEALY AVE, 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

The Villages®

$1,375,000

3 beds

3 baths

2,837 sq ft

House

4515 BIGGS PL, THE VILLAGES, FL, 32163

Community: The Villages®

Stone Creek

7639 SW 94TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$319,000

2 beds

2 baths

1,432 sq ft

House

7639 SW 94TH CIR, OCALA, FL, 34481

Community: Stone Creek

Solivita

141 MARABELLA LOOP, POINCIANA, FL, 34759, Poinciana, FL 34759

$299,999

3 beds

2 baths

1,786 sq ft

House

141 MARABELLA LOOP, POINCIANA, FL, 34759

Community: Solivita

Vienna Square

1620 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$219,900

2 beds

2 baths

1,329 sq ft

Villa

1620 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

On Top of the World

4947 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476

$249,000

3 beds

3 baths

1,828 sq ft

Townhouse

4947 SW 81ST LOOP, OCALA, FL, 34476

Community: On Top of the World

Lake Henry Estates

656 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844

$259,900

2 beds

2 baths

1,681 sq ft

House

656 SWEETWATER WAY, HAINES CITY, FL, 338...

Community: Lake Henry Estates

Spruce Creek Country Club

9479 SE 130TH STREET RD, SUMMERFIELD, FL..., Summerfield, FL 34491

$469,000

3 beds

3 baths

2,346 sq ft

House

9479 SE 130TH STREET RD, SUMMERFIELD, FL...

Community: Spruce Creek Country Club

Spruce Creek Country Club

9345 SE 136TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$464,900

2 beds

2 baths

1,989 sq ft

House

9345 SE 136TH PL, SUMMERFIELD, FL, 34491

Community: Spruce Creek Country Club

Solivita

2316 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$298,500

2 beds

2 baths

1,539 sq ft

Villa

2316 PALM TREE DR, KISSIMMEE, FL, 34759

Community: Solivita

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

Questions? Call us: (689) 407-5757

Colonnades

$195,500

2 beds

2 baths

1,224 sq ft

House

1678 COLONNADES CIR, LAKELAND, FL, 33811

Community: Colonnades

The Country Club of Mount Dora

9089 SAINT ANDREWS WAY, MOUNT DORA, FL, ..., Mount Dora, FL 32757

$335,000

3 beds

2 baths

1,587 sq ft

House

9089 SAINT ANDREWS WAY, MOUNT DORA, FL, ...

Community: The Country Club of Mount Dora

On Top of the World

9963 SW 82ND STREET RD, OCALA, FL, 34481, Ocala, FL 34481

$780,000

3 beds

3 baths

2,893 sq ft

House

9963 SW 82ND STREET RD, OCALA, FL, 34481

Community: On Top of the World

Thunderbird Hill

$185,000

2 beds

2 baths

1,242 sq ft

Halfplex

3718 THUNDERBIRD HILL CIR, SEBRING, FL, ...

Community: Thunderbird Hill

Ocala Preserve

3545 NW 56TH AVE, OCALA, FL, 34482, Ocala, FL 34482

$565,000

2 beds

3 baths

2,563 sq ft

House

3545 NW 56TH AVE, OCALA, FL, 34482

Community: Ocala Preserve

Spruce Creek Country Club

13185 SE 93RD TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491

$274,500

2 beds

2 baths

1,244 sq ft

House

13185 SE 93RD TERRACE RD, SUMMERFIELD, F...

Community: Spruce Creek Country Club

Lake Ashton

4189 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$539,000

2 beds

2 baths

2,227 sq ft

House

4189 LIMERICK DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Kings Ridge

3814 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711

$335,000

2 beds

2 baths

1,422 sq ft

House

3814 WESTERHAM DR, CLERMONT, FL, 34711

Community: Kings Ridge

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

Questions? Call us: (689) 407-5757

Lake Ashton

4081 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$399,500

3 beds

2 baths

2,027 sq ft

House

4081 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Encore at Fishhawk Ranch

6036 PLOVER MEADOW ST, LITHIA, FL, 33547, Lithia, FL 33547

$450,000

2 beds

3 baths

2,049 sq ft

House

6036 PLOVER MEADOW ST, LITHIA, FL, 33547

Community: Encore at Fishhawk Ranch

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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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Call us: (689) 407-5757

3,654 homes

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

110 communities near Winter Garden

3,654 homes near Winter Garden

2 beds

3 baths

2,107 sq ft

House

3 beds

2 baths

2,104 sq ft

House

2 beds

2 baths

2,097 sq ft

House

6 beds

4 baths

3,499 sq ft

House

3 beds

2 baths

1,905 sq ft

House

3 beds

2 baths

1,404 sq ft

House

2 beds

2 baths

864 sq ft

House

3 beds

3 baths

2,216 sq ft

House

4 beds

3 baths

2,314 sq ft

House

2 beds

2 baths

1,599 sq ft

House

2 beds

2 baths

1,568 sq ft

Villa

2 beds

2 baths

1,066 sq ft

Manufactured Home

5 beds

6 baths

5,437 sq ft

House

2 beds

2 baths

1,478 sq ft

Condo

3 beds

2 baths

1,699 sq ft

House

2 beds

2 baths

1,913 sq ft

House

3 beds

2 baths

1,684 sq ft

House

3 beds

2 baths

2,127 sq ft

House

3 beds

4 baths

2,723 sq ft

House

2 beds