Winter Garden, FL 55+ active adult communities & homes for sale - Page 86

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

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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

1 2...3

Latitude Margaritaville

519 HIGH TIDE LN, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124

$424,900

2 beds

2 baths

1,464 sq ft

House

519 HIGH TIDE LN, DAYTONA BEACH, FL, 321...

30409 TOKARA TER, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

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

Questions? Call us: (689) 407-5757

Tampa Bay Golf and Country Club

9933 SAUNTON DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$420,000

3 beds

2 baths

1,699 sq ft

House

9933 SAUNTON DR, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

On Top of the World

8707 SW 88TH COURT RD B, OCALA, FL, 3448..., Ocala, FL 34481

$139,950

2 beds

2 baths

1,622 sq ft

Villa

8707 SW 88TH COURT RD B, OCALA, FL, 3448...

Community: On Top of the World

Latitude Margaritaville

1032 SEA SHELL CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124

$470,000

3 beds

2 baths

1,563 sq ft

House

1032 SEA SHELL CT, DAYTONA BEACH, FL, 32...

Community: Latitude Margaritaville

The Villages®

5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785

$125,000

2 beds

2 baths

784 sq ft

Mobile Home

5562 LANSING DR, WILDWOOD, FL, 34785

Community: The Villages®

New Thunderbird Hill

3718 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872

$195,000

2 beds

2 baths

1,242 sq ft

Halfplex

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

Community: Thunderbird Hill

New The Villages®

105 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785

$164,500

2 beds

2 baths

1,344 sq ft

Manufactured Home

105 CYPRESS RD, WILDWOOD, FL, 34785

Community: The Villages®

The Villages®

$765,000

3 beds

2 baths

2,082 sq ft

House

917 RAMOS DR, THE VILLAGES, FL, 32159

Community: The Villages®

Legacy of Leesburg

5351 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$464,900

4 beds

5 baths

3,125 sq ft

House

5351 AURORA DR, LEESBURG, FL, 34748

House

2924 FRENCH OAK AVE, THE VILLAGES, FL, 3...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

Sun City Center

$275,000

2 beds

2 baths

1,312 sq ft

House

1730 W DEL WEBB BLVD, SUN CITY CENTER, F...

Community: Sun City Center

Ocala Preserve

5231 NW 48TH PL, OCALA, FL, 34482, Ocala, FL 34482

$254,000

2 beds

2 baths

1,552 sq ft

Villa

5231 NW 48TH PL, OCALA, FL, 34482

Community: Ocala Preserve

Sullivan Ranch

30106 KLADRUBY PT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$677,500

4 beds

4 baths

3,544 sq ft

House

30106 KLADRUBY PT, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

Legacy of Leesburg

27401 PINE STRAW RD, LEESBURG, FL, 34748, Leesburg, FL 34748

$329,900

3 beds

2 baths

2,031 sq ft

House

27401 PINE STRAW RD, LEESBURG, FL, 34748

Community: Legacy of Leesburg

The Villages®

111 SUGAR MAPLE AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785

$143,000

2 beds

2 baths

1,152 sq ft

Manufactured Home

111 SUGAR MAPLE AVE, WILDWOOD, FL, 34785

Community: The Villages®

Valencia Lakes

16133 COQUINA BAY LN, WIMAUMA, FL, 33598, Wimauma, FL 33598

$525,000

3 beds

3 baths

2,174 sq ft

House

16133 COQUINA BAY LN, WIMAUMA, FL, 33598

4936 SAWGRASS LAKE CIR, LEESBURG, FL, 34...

Community: Plantation at Leesburg

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

Questions? Call us: (689) 407-5757

Ocala Preserve

4232 NW 56TH CT, OCALA, FL, 34482, Ocala, FL 34482

$385,000

2 beds

2 baths

1,938 sq ft

House

4232 NW 56TH CT, OCALA, FL, 34482

Community: Ocala Preserve

Ocala Preserve

5365 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482

$239,900

3 beds

2 baths

1,552 sq ft

Villa

5365 NW 46TH LANE RD, OCALA, FL, 34482

Community: Ocala Preserve

New Ocala Preserve

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

$585,000

2 beds

3 baths

2,563 sq ft

House

3545 NW 56TH AVE, OCALA, FL, 34482

Community: Ocala Preserve

Plantation at Leesburg

25633 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748

$419,900

3 beds

2 baths

2,098 sq ft

House

25633 LAUREL VALLEY RD, LEESBURG, FL, 34...

Community: Plantation at Leesburg

Summit Greens

2366 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711

$368,000

3 beds

2 baths

1,725 sq ft

House

2366 PRAIRIE DUNES, CLERMONT, FL, 34711

Community: Summit Greens

Sun City Center

$350,000

3 beds

2 baths

1,902 sq ft

House

2227 NORTH CREEK CT, SUN CITY CENTER, FL...

Community: Sun City Center

New Spruce Creek Country Club

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

$277,000

2 beds

2 baths

1,244 sq ft

House

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

Community: Spruce Creek Country Club

On Top of the World

9266 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481

$200,000

3 beds

2 baths

1,644 sq ft

House

9266 SW 91ST CIR, OCALA, FL, 34481

Community: On Top of the World

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

Questions? Call us: (689) 407-5757

Pelican Bay Daytona Beach

348 BOB WHITE CT APT 9, DAYTONA BEACH, F..., Daytona Beach, FL 32119

$225,000

3 beds

3 baths

1,527 sq ft

Condo

348 BOB WHITE CT APT 9, DAYTONA BEACH, F...

Community: Pelican Bay Daytona Beach

Latitude Margaritaville

179 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$565,000

2 beds

2 baths

1,937 sq ft

House

179 GYPSY PALACE LN, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

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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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3,517 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 86

109 communities near Winter Garden

3,517 homes near Winter Garden

2 beds

2 baths

1,464 sq ft

House

3 beds

4 baths

2,616 sq ft

House

2 beds

2 baths

1,283 sq ft

House

3 beds

3 baths

2,893 sq ft

House

4 beds

3 baths

2,550 sq ft

House

3 beds

2 baths

1,699 sq ft

House

2 beds

2 baths

1,622 sq ft

Villa

3 beds

2 baths

1,563 sq ft

House

2 beds

2 baths

784 sq ft

Mobile Home

2 beds

2 baths

1,242 sq ft

Halfplex

2 beds

2 baths

1,344 sq ft

Manufactured Home

3 beds

2 baths

2,082 sq ft

House

4 beds

5 baths

3,125 sq ft

House

2 beds

2 baths

1,421 sq ft

House

2 beds

2 baths

1,662 sq ft

House

2 beds

2 baths

1,185 sq ft

House

3 beds

2 baths

1,591 sq ft

House

2 beds

2 baths

1,160 sq ft

House

2 beds

2 baths

1,491 sq ft

House

3 beds