Winter Garden, FL 55+ active adult communities & homes for sale - Page 18

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

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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

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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

102 BOB WHITE CT # 102C, DAYTONA BEACH, ...

Community: Pelican Bay Daytona Beach

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

Questions? Call us: (689) 407-5757

Spruce Creek South

9499 SE 174TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$245,000

2 beds

2 baths

1,678 sq ft

House

9499 SE 174TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

Kings Ridge

3412 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$365,000

3 beds

2 baths

1,728 sq ft

House

3412 CAPLAND AVE, CLERMONT, FL, 34711

Community: Kings Ridge

Royal Palm

5415 SWORDFERN CT, PORT ORANGE, FL, 3212..., Port Orange, FL 32128

$414,900

3 beds

3 baths

1,942 sq ft

House

5415 SWORDFERN CT, PORT ORANGE, FL, 3212...

Community: Royal Palm

Colonnades

$290,000

2 beds

2 baths

1,751 sq ft

House

1635 COLONNADES CIR, LAKELAND, FL, 33811

Community: Colonnades

Ridgehaven

449 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$463,000

3 beds

3 baths

2,181 sq ft

House

449 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...

Community: Ridgehaven

Sun City Center

$400,000

2 beds

2 baths

1,878 sq ft

House

1809 WOLF LAUREL DR, SUN CITY CENTER, FL...

Community: Sun City Center

Summit Greens

793 HAWKS BLF, CLERMONT, FL, 34711, Clermont, FL 34711

$480,000

2 beds

3 baths

2,209 sq ft

House

793 HAWKS BLF, CLERMONT, FL, 34711

Community: Summit Greens

Sun City Center

$280,000

2 beds

2 baths

1,444 sq ft

Condo

717 MANCHESTER WOODS DR # 717, SUN CITY ...

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®

$304,900

2 beds

2 baths

1,351 sq ft

Villa

1001 GREYFORD LN, THE VILLAGES, FL, 3216...

Community: The Villages®

Spruce Creek North

6366 SW 115TH STREET RD, OCALA, FL, 3447..., Ocala, FL 34476

$192,000

2 beds

2 baths

1,144 sq ft

House

6366 SW 115TH STREET RD, OCALA, FL, 3447...

Community: Spruce Creek North

Latitude Margaritaville

253 COMPASS ROSE DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$600,000

2 beds

3 baths

2,067 sq ft

House

253 COMPASS ROSE DR, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

Sun City Center

$134,900

2 beds

2 baths

1,128 sq ft

Condo

1804 FOXHUNT DR B, SUN CITY CENTER, FL, ...

Community: Sun City Center

The Country Club of Mount Dora

9049 SAINT ANDREWS WAY, MOUNT DORA, FL, ..., Mount Dora, FL 32757

$368,000

2 beds

2 baths

1,978 sq ft

House

9049 SAINT ANDREWS WAY, MOUNT DORA, FL, ...

Community: The Country Club of Mount Dora

Tampa Bay Golf and Country Club

9936 CLEGHORN DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$304,900

3 beds

2 baths

1,772 sq ft

House

9936 CLEGHORN DR, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

Solivita

113 VENICE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$300,000

3 beds

2 baths

1,813 sq ft

House

113 VENICE LN, KISSIMMEE, FL, 34759

Community: Solivita

Pine Run Estates

10035 SW 91ST TER, OCALA, FL, 34481, Ocala, FL 34481

$189,900

3 beds

2 baths

1,456 sq ft

House

10035 SW 91ST TER, OCALA, FL, 34481

Community: Pine Run Estates

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

Questions? Call us: (689) 407-5757

On Top of the World

7934 SW 86TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481

$410,000

2 beds

2 baths

1,747 sq ft

House

7934 SW 86TH TERRACE RD, OCALA, FL, 3448...

Community: On Top of the World

Heritage Hills

3210 SONESTA CT B, CLERMONT, FL, 34711, Clermont, FL 34711

$276,500

2 beds

2 baths

1,374 sq ft

Villa

3210 SONESTA CT B, CLERMONT, FL, 34711

Community: Heritage Hills

The Villages®

$439,247

3 beds

2 baths

1,985 sq ft

House

752 HARVEY LN, THE VILLAGES, FL, 32162

Community: The Villages®

Spruce Creek South

17747 SE 97TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$289,900

3 beds

2 baths

2,026 sq ft

House

17747 SE 97TH AVE, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

Sun City Center

$246,900

2 beds

2 baths

1,756 sq ft

Halfplex

910 BLUEWATER DR, SUN CITY CENTER, FL, 3...

Community: Sun City Center

The Villages®

$339,900

3 beds

2 baths

1,496 sq ft

House

17718 SE 81ST WYNSTONE AVE, THE VILLAGES...

Community: The Villages®

The Villages®

$639,900

3 beds

3 baths

2,409 sq ft

House

1092 INCORVAIA WAY, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$429,999

3 beds

2 baths

1,927 sq ft

House

611 ALLENWOOD LOOP, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$469,000

3 beds

2 baths

1,982 sq ft

House

913 SOLEDAD WAY, THE VILLAGES, FL, 32159

Community: The Villages®

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

Questions? Call us: (689) 407-5757

The Villages®

$560,000

3 beds

2 baths

1,965 sq ft

House

1881 SASSPARILLA WAY, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$310,000

2 beds

2 baths

1,344 sq ft

House

2117 ZARAGOZA PL, THE VILLAGES, FL, 3215...

Community: The Villages®

Venetian Bay

354 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$329,999

2 beds

3 baths

1,837 sq ft

Townhouse

354 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

The Villages®

$420,000

3 beds

2 baths

1,392 sq ft

House

776 ALCOTT AVE, THE VILLAGES, FL, 32162

Community: The Villages®

Highland Fairways

3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810

$234,500

2 beds

2 baths

1,045 sq ft

House

3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33...

Community: Highland Fairways

Ocala Palms

2260 NW 51ST TER, OCALA, FL, 34482, Ocala, FL 34482

$335,000

3 beds

2 baths

1,950 sq ft

House

2260 NW 51ST TER, OCALA, FL, 34482

Community: Ocala Palms

Ocala Palms

4486 NW 53RD AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482

$485,000

3 beds

3 baths

1,894 sq ft

House

4486 NW 53RD AVENUE RD, OCALA, FL, 34482

Community: Ocala Palms

New Stone Creek

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

$335,000

2 beds

2 baths

1,432 sq ft

House

7639 SW 94TH CIR, 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

Oak Run

7393 SW 112TH PL, OCALA, FL, 34476, Ocala, FL 34476

$209,999

2 beds

2 baths

1,155 sq ft

House

7393 SW 112TH PL, OCALA, FL, 34476

Community: Oak Run

Highlands Ridge

4032 CARTER CREEK DR, AVON PARK, FL, 338..., Avon Park, FL 33825

$479,000

3 beds

3 baths

2,808 sq ft

House

4032 CARTER CREEK DR, AVON PARK, FL, 338...

Community: Highlands Ridge

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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 18

109 communities near Winter Garden

3,495 homes near Winter Garden

2 beds

2 baths

1,393 sq ft

House

3 beds

3 baths

1,759 sq ft

House

2 beds

2 baths

1,156 sq ft

House

2 beds

2 baths

1,400 sq ft

House

2 beds

2 baths

1,165 sq ft

Condo

2 beds

2 baths

1,678 sq ft

House

3 beds

2 baths

1,728 sq ft

House

3 beds

3 baths

1,942 sq ft

House

2 beds

2 baths

1,751 sq ft

House

3 beds

3 baths

2,181 sq ft

House

2 beds

2 baths

1,878 sq ft

House

2 beds

3 baths

2,209 sq ft

House

2 beds

2 baths

1,444 sq ft

Condo

2 beds

2 baths

1,351 sq ft

Villa

2 beds

2 baths

1,144 sq ft

House

2 beds

3 baths

2,067 sq ft

House

2 beds

2 baths

1,128 sq ft

Condo

2 beds

2 baths

1,978 sq ft

House

3 beds

2 baths

1,772 sq ft

House

3 beds