Winter Garden, FL 55+ active adult communities & homes for sale - Page 45

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

8392 SW 54TH 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

Kings Ridge

2535 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711

$425,000

2 beds

2 baths

1,930 sq ft

House

2535 NEW CASTLE CT, CLERMONT, FL, 34711

Community: Kings Ridge

The Villages®

$479,000

2 beds

2 baths

1,142 sq ft

House

987 CANDLER PL, THE VILLAGES, FL, 32162

Community: The Villages®

Pelican Bay Daytona Beach

150 BLUE HERON DR B, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119

$239,700

3 beds

2 baths

1,365 sq ft

Condo

150 BLUE HERON DR B, DAYTONA BEACH, FL, ...

Community: Pelican Bay Daytona Beach

Kings Ridge

3572 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$369,000

2 beds

2 baths

1,745 sq ft

House

3572 CAPLAND AVE, CLERMONT, FL, 34711

Community: Kings Ridge

Stone Creek

5886 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481

$328,800

2 beds

2 baths

1,406 sq ft

House

5886 SW 93RD CIR, OCALA, FL, 34481

Community: Stone Creek

Kings Ridge

1990 FARMINGTON CT, CLERMONT, FL, 34711, Clermont, FL 34711

$440,000

3 beds

2 baths

2,148 sq ft

House

1990 FARMINGTON CT, CLERMONT, FL, 34711

Community: Kings Ridge

Sun City Center

$197,000

2 beds

2 baths

1,235 sq ft

Villa

2608 NEWCOMB CT, SUN CITY CENTER, FL, 33...

Community: Sun City Center

Esplanade at Wiregrass Ranch

4795 FRECCIA LOOP, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543

$850,000

3 beds

3 baths

3,087 sq ft

House

4795 FRECCIA LOOP, WESLEY CHAPEL, FL, 33...

Community: Esplanade at Wiregrass Ranch

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

Questions? Call us: (689) 407-5757

Pennbrooke Fairways

33409 PENNBROOKE PKWY, LEESBURG, FL, 347..., Leesburg, FL 34748

$329,247

3 beds

2 baths

2,111 sq ft

House

33409 PENNBROOKE PKWY, LEESBURG, FL, 347...

Community: Pennbrooke Fairways

Trilogy® Orlando

133 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736

$314,900

2 beds

2 baths

1,483 sq ft

House

133 CREPE MYRTLE DR, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

Spruce Creek North

6248 SW 110TH ST, OCALA, FL, 34476, Ocala, FL 34476

$179,900

2 beds

2 baths

1,008 sq ft

House

6248 SW 110TH ST, OCALA, FL, 34476

Community: Spruce Creek North

Trilogy® Orlando

815 HIDDEN MOSS DR, GROVELAND, FL, 34736, Groveland, FL 34736

$450,000

2 beds

3 baths

2,339 sq ft

House

815 HIDDEN MOSS DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

The Villages®

$589,000

2 beds

2 baths

1,522 sq ft

House

1302 LOPEZ LN, THE VILLAGES, FL, 32159

Community: The Villages®

Traditions at Lake Ruby

4016 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$421,900

4 beds

3 baths

1,927 sq ft

House

4016 CARTERET DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

The Villages®

$539,900

3 beds

2 baths

2,066 sq ft

House

1238 THUNDERBIRD WAY, THE VILLAGES, FL, ...

Community: The Villages®

Tampa Bay Golf and Country Club

9427 ROLLING CIR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$275,000

2 beds

2 baths

1,480 sq ft

Villa

9427 ROLLING CIR, SAN ANTONIO, FL, 33576

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

Solivita

154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759

$620,000

3 beds

4 baths

2,616 sq ft

House

154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347...

Community: Solivita

Ocala Preserve

4747 NW 35TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482

$325,000

2 beds

2 baths

1,666 sq ft

House

4747 NW 35TH LANE RD, OCALA, FL, 34482

Community: Ocala Preserve

Breakaway Trails

6 BLACK PINE WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$679,000

4 beds

4 baths

3,289 sq ft

House

6 BLACK PINE WAY, ORMOND BEACH, FL, 3217...

Community: Breakaway Trails

The Villages®

$799,000

3 beds

2 baths

2,000 sq ft

House

1064 ALCOVE LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

Tampa Bay Golf and Country Club

10230 OLD TAMPA BAY DR, SAN ANTONIO, FL,..., San Antonio, FL 33576

$325,000

2 beds

2 baths

1,599 sq ft

House

10230 OLD TAMPA BAY DR, SAN ANTONIO, FL,...

Community: Tampa Bay Golf and Country Club

Stone Creek

6683 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481

$464,900

3 beds

2 baths

1,958 sq ft

House

6683 SW 97TH TERRACE RD, OCALA, FL, 3448...

Community: Stone Creek

Kings Ridge

2131 BURLEY AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$294,999

2 beds

2 baths

1,394 sq ft

House

2131 BURLEY AVE, CLERMONT, FL, 34711

Community: Kings Ridge

The Villages®

$315,000

2 beds

2 baths

1,188 sq ft

House

2507 EVERWOOD CT, THE VILLAGES, FL, 3216...

Community: The Villages®

Latitude Margaritaville

430 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$360,000

2 beds

2 baths

1,160 sq ft

House

430 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...

House

1422 SEGOVIA PL, 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

The Villages®

$349,900

3 beds

2 baths

1,472 sq ft

House

2573 CARIBE DR, THE VILLAGES, FL, 32162

Community: The Villages®

Pennbrooke Fairways

507 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748

$173,000

2 beds

1 baths

708 sq ft

House

507 COTTAGE PARK LN, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

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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 45

109 communities near Winter Garden

3,517 homes near Winter Garden

3 beds

2 baths

2,366 sq ft

House

3 beds

2 baths

2,636 sq ft

House

2 beds

2 baths

1,880 sq ft

House

2 beds

3 baths

2,611 sq ft

House

2 beds

2 baths

1,433 sq ft

House

2 beds

2 baths

1,930 sq ft

House

2 beds

2 baths

1,142 sq ft

House

3 beds

2 baths

1,365 sq ft

Condo

2 beds

2 baths

1,745 sq ft

House

2 beds

2 baths

1,406 sq ft

House

3 beds

2 baths

2,148 sq ft

House

2 beds

2 baths

1,235 sq ft

Villa

3 beds

3 baths

3,087 sq ft

House

3 beds

2 baths

2,111 sq ft

House

2 beds

2 baths

1,483 sq ft

House

2 beds

2 baths

1,008 sq ft

House

2 beds

3 baths

2,339 sq ft

House

2 beds

2 baths

1,522 sq ft

House

4 beds

3 baths

1,927 sq ft

House

3 beds