Winter Garden, FL 55+ active adult communities & homes for sale - Page 64

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

1 2...3

On Top of the World

9107 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481

$294,999

3 beds

2 baths

1,784 sq ft

House

9107 SW 102ND CIR, OCALA, FL, 34481

Community: On Top of the World

Southshore Bay

17319 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598

$332,000

2 beds

2 baths

1,614 sq ft

Villa

17319 HOLLY WELL AVE, WIMAUMA, FL, 33598

Community: Southshore Bay

Pine Run Estates

9230 SW 101ST LN, OCALA, FL, 34481, Ocala, FL 34481

$170,000

2 beds

2 baths

1,459 sq ft

House

9230 SW 101ST LN, OCALA, FL, 34481

Community: Pine Run Estates

Del Webb Sunbridge

3122 VANGUARD CT, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771

$1,275,000

5 beds

4 baths

3,460 sq ft

House

3122 VANGUARD CT, SAINT CLOUD, FL, 34771

Community: Del Webb Sunbridge

Sun City Center

$109,900

2 beds

2 baths

960 sq ft

Villa

1811 BEDFORD LN 153, SUN CITY CENTER, FL...

House

15852 COBBLE MILL DR, WIMAUMA, FL, 33598

Community: Valencia Lakes

On Top of the World

9262 SW 102ND AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481

$449,999

3 beds

3 baths

2,703 sq ft

House

9262 SW 102ND AVENUE RD, OCALA, FL, 3448...

Community: On Top of the World

Oak Run

6635 SW 113TH PL, OCALA, FL, 34476, Ocala, FL 34476

$309,000

2 beds

2 baths

1,991 sq ft

House

6635 SW 113TH PL, OCALA, FL, 34476

Community: Oak Run

Lake Jovita Golf and Country Club

13444 TRAILING MOSS DR, DADE CITY, FL, 3..., Dade City, FL 33525

$850,000

4 beds

3 baths

2,685 sq ft

House

13444 TRAILING MOSS DR, DADE CITY, FL, 3...

Community: Lake Jovita Golf and Country Club

Sun City Center

$257,000

2 beds

2 baths

1,559 sq ft

Condo

804 MCCALLISTER AVE, SUN CITY CENTER, FL...

Community: Sun City Center

Stonecrest

17306 SE 112TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491

$429,900

3 beds

2 baths

1,955 sq ft

House

17306 SE 112TH COURT RD, SUMMERFIELD, FL...

Community: Stonecrest

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

Questions? Call us: (689) 407-5757

Highland Lakes

5606 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$279,900

3 beds

2 baths

1,919 sq ft

House

5606 LAVER ST, LEESBURG, FL, 34748

Community: Highland Lakes

VillageWalk at Lake Nona

11794 BARLETTA DR, ORLANDO, FL, 32827, Orlando, FL 32827

$649,987

3 beds

2 baths

1,949 sq ft

House

11794 BARLETTA DR, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

Oak Run

11014 SW 73RD CIR, OCALA, FL, 34476, Ocala, FL 34476

$262,000

3 beds

2 baths

1,774 sq ft

House

11014 SW 73RD CIR, OCALA, FL, 34476

Community: Oak Run

Stone Creek

17887 SW 72ND STREET RD, DUNNELLON, FL, ..., Dunnellon, FL 34432

$594,900

4 beds

3 baths

2,149 sq ft

House

17887 SW 72ND STREET RD, DUNNELLON, FL, ...

Community: Stone Creek

Spruce Creek Country Club

13235 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491

$365,000

2 beds

2 baths

2,149 sq ft

House

13235 SE 97TH TERRACE RD, SUMMERFIELD, F...

Community: Spruce Creek Country Club

The Villages®

$689,000

3 beds

2 baths

2,205 sq ft

House

1175 JOHNSTON PATH, THE VILLAGES, FL, 32...

Community: The Villages®

Scottish Highlands

2215 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788

$224,900

2 beds

2 baths

1,304 sq ft

Condo

2215 ORKNEY DR, LEESBURG, FL, 34788

Community: Scottish Highlands

Foxwood Lake Estates

4910 LOCH NESS DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$200,000

2 beds

2 baths

1,404 sq ft

Manufactured Home

4910 LOCH NESS DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

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

Questions? Call us: (689) 407-5757

Twin Lakes

2699 MIDSWEET AVE, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772

$585,000

3 beds

3 baths

2,365 sq ft

House

2699 MIDSWEET AVE, SAINT CLOUD, FL, 3477...

231 LAKE SUZANNE DR, LAKE WALES, FL, 338...

Community: Carlsberg Estates on Lake Suzanne

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

Questions? Call us: (689) 407-5757

On Top of the World

9764 SW 81ST LN, OCALA, FL, 34481, Ocala, FL 34481

$499,900

2 beds

2 baths

2,309 sq ft

House

9764 SW 81ST LN, OCALA, FL, 34481

Community: On Top of the World

Stone Creek

6648 SW 95TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$803,308

4 beds

4 baths

3,694 sq ft

House

6648 SW 95TH CIR, OCALA, FL, 34481

Community: Stone Creek

Cherrywood

10470 SW 61ST TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476

$214,800

2 beds

2 baths

1,320 sq ft

House

10470 SW 61ST TERRACE RD, OCALA, FL, 344...

Community: Cherrywood

The Villages®

$289,900

2 beds

2 baths

1,188 sq ft

Villa

2589 ERROL TER, THE VILLAGES, FL, 32162

Community: The Villages®

Lakes of Mount Dora

8683 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$475,000

3 beds

2 baths

1,968 sq ft

House

8683 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...

Community: Lakes of Mount Dora

Spruce Creek North

10800 SW 62ND AVE, OCALA, FL, 34476, Ocala, FL 34476

$217,000

3 beds

2 baths

1,526 sq ft

House

10800 SW 62ND AVE, OCALA, FL, 34476

Community: Spruce Creek North

Trilogy® Orlando

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

$549,000

2 beds

3 baths

2,074 sq ft

House

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

Community: Trilogy® Orlando

Cherrywood

10542 SW 62ND TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476

$179,000

2 beds

2 baths

1,254 sq ft

House

10542 SW 62ND TERRACE RD, OCALA, FL, 344...

Community: Cherrywood

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

Questions? Call us: (689) 407-5757

Solivita

504 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$245,000

2 beds

2 baths

1,512 sq ft

House

504 MILLIFIORA LN, KISSIMMEE, FL, 34759

Community: Solivita

Spruce Creek Preserve

11879 SW 137TH LOOP, DUNNELLON, FL, 3443..., Dunnellon, FL 34432

$185,000

2 beds

1 baths

943 sq ft

House

11879 SW 137TH LOOP, DUNNELLON, FL, 3443...

Community: Spruce Creek Preserve

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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 64

109 communities near Winter Garden

3,517 homes near Winter Garden

3 beds

2 baths

1,784 sq ft

House

2 beds

2 baths

1,614 sq ft

Villa

2 beds

2 baths

1,459 sq ft

House

5 beds

4 baths

3,460 sq ft

House

2 beds

2 baths

960 sq ft

Villa

3 beds

2 baths

2,039 sq ft

House

2 beds

2 baths

1,144 sq ft

Manufactured Home

2 beds

2 baths

1,442 sq ft

House

3 beds

3 baths

2,703 sq ft

House

2 beds

2 baths

1,991 sq ft

House

4 beds

3 baths

2,685 sq ft

House

2 beds

2 baths

1,559 sq ft

Condo

3 beds

2 baths

1,955 sq ft

House

3 beds

2 baths

1,919 sq ft

House

3 beds

2 baths

1,949 sq ft

House

3 beds

2 baths

1,774 sq ft

House

4 beds

3 baths

2,149 sq ft

House

2 beds

2 baths

2,149 sq ft

House

3 beds

2 baths

2,205 sq ft

House

2 beds