Winter Garden, FL 55+ active adult communities & homes for sale - Page 4

3,497 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

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 rating (56 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

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

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

Questions? Call us: (689) 407-5757

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

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

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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 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.

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 (1 reviews)

Ocala Palms

$200ks - $300ks

Ocala Palms, Ocala, FL

Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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

3.8 rating (6 reviews)

Trilogy® Orlando

$200ks - $500ks

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 (5 reviews)

SummerGlen

$200ks - $400ks

SummerGlen, Ocala, FL

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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

Southshore Bay

$200ks - $500ks

Southshore Bay, Wimauma, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes

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 (4 reviews)

Spruce Creek South

$100ks - $200ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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

4 rating (4 reviews)

Lakes of Mount Dora

$300ks - $1Ms

Lakes of Mount Dora, Mount Dora, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 950 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

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

Questions? Call us: (689) 407-5757

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

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

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

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

5 rating (1 reviews)

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes

Mirada

$300ks - $500ks

Mirada, San Antonio, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes

3.8 rating (5 reviews)

Marion Landing

$100ks - $300ks

Marion Landing, Ocala, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes

2.3 rating (6 reviews)

Cherrywood

$100ks - $800ks

Cherrywood, Ocala, FL

Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes

Quail Meadow

$200ks - $400ks

Quail Meadow, Ocala, FL

Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes

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

Questions? Call us: (689) 407-5757

Pine Run Estates

$100ks - $200ks

Pine Run Estates, Ocala, FL

Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes

1981 FLORA PASS PL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

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

Questions? Call us: (689) 407-5757

New Ocala Palms

1927 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482

$465,000

4 beds

3 baths

2,550 sq ft

House

1927 NW 50TH CIR, OCALA, FL, 34482

Community: Ocala Palms

New Stone Creek

9557 SW 64TH LN, OCALA, FL, 34481, Ocala, FL 34481

$415,000

3 beds

2 baths

2,179 sq ft

House

9557 SW 64TH LN, OCALA, FL, 34481

Community: Stone Creek

New The Villages®

16856 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162

$300,000

3 beds

2 baths

1,527 sq ft

House

16856 SE 96TH CHAPELWOOD CIR, THE VILLAG...

Community: The Villages®

New Sun City Center

201 KINGS BLVD 5, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573

$93,000

2 beds

2 baths

960 sq ft

Condo

201 KINGS BLVD 5, SUN CITY CENTER, FL, 3...

Community: Sun City Center

New Trilogy® Orlando

187 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736

$465,000

2 beds

2 baths

2,296 sq ft

House

187 BALMY COAST RD, GROVELAND, FL, 34736

Community: Trilogy® Orlando

New SummerGlen

15597 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473

$247,277

2 beds

2 baths

1,759 sq ft

House

15597 SW 14TH AVENUE RD, OCALA, FL, 3447...

Community: SummerGlen

New Plantation at Leesburg

3600 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748

$305,000

2 beds

2 baths

1,868 sq ft

House

3600 MOUNT HOPE LOOP, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

New The Villages®

2007 RIOS CT, THE VILLAGES, FL, 32159, The Villages, FL 32159

$284,000

2 beds

2 baths

1,139 sq ft

Villa

2007 RIOS CT, THE VILLAGES, FL, 32159

Community: The Villages®

New Esplanade at Wiregrass Ranch

29719 CASSINO CT, WESLEY CHAPEL, FL, 335..., Wesley Chapel, FL 33543

$975,000

3 beds

3 baths

2,410 sq ft

House

29719 CASSINO CT, WESLEY CHAPEL, FL, 335...

Community: Esplanade at Wiregrass Ranch

New On Top of the World

9193 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481

$279,900

3 beds

2 baths

2,030 sq ft

House

9193 SW 91ST CIR, OCALA, FL, 34481

Community: On Top of the World

New Lake Jovita Golf and Country Club

12643 OAK HOLLOW CT, DADE CITY, FL, 3352..., Dade City, FL 33525

$749,900

4 beds

3 baths

2,656 sq ft

House

12643 OAK HOLLOW CT, DADE CITY, FL, 3352...

House

17115 SE 93RD TELLFIER TER, THE VILLAGES...

Community: The Villages®

The Villages®

17885 SE 91ST FREEDOM CT, OTHER, FL, 321..., Other, FL 32162

$5,000

2 beds

2 baths

1,285 sq ft

House

17885 SE 91ST FREEDOM CT, OTHER, FL, 321...

Community: The Villages®

Ridgehaven

168 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$330,740

3 beds

2 baths

1,572 sq ft

House

168 PARKHAVEN DR, ORMOND BEACH, FL, 3217...

Community: Ridgehaven

Pelican Bay Daytona Beach

357 GULL DR S, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119

$334,900

3 beds

3 baths

2,086 sq ft

House

357 GULL DR S, DAYTONA BEACH, FL, 32119

Community: Pelican Bay Daytona Beach

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

Questions? Call us: (689) 407-5757

On Top of the World

9994 SW 96TH ST, OCALA, FL, 34481, Ocala, FL 34481

$339,900

3 beds

2 baths

1,747 sq ft

House

9994 SW 96TH ST, OCALA, FL, 34481

Community: On Top of the World

Cresswind DeLand

1291 SAVOY LN, DELAND, FL, 32724, Deland, FL 32724

$524,990

3 beds

3 baths

2,289 sq ft

House

1291 SAVOY LN, DELAND, FL, 32724

Community: Cresswind DeLand

JB Ranch

6265 SW 88 LOOP, OCALA, FL, 34476, Ocala, FL 34476

$331,000

3 beds

2 baths

2,039 sq ft

House

6265 SW 88 LOOP, OCALA, FL, 34476

Community: JB Ranch

Royal Harbor

3370 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778

$352,900

3 beds

2 baths

1,893 sq ft

House

3370 SAINT LUCIA CT, TAVARES, FL, 32778

Community: Royal Harbor

Foxwood Lake Estates

1629 TALLY HO DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$187,000

2 beds

2 baths

1,482 sq ft

Manufactured Home

1629 TALLY HO DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

JB Ranch

9152 SW 60TH COURT RD, OCALA, FL, 34476, Ocala, FL 34476

$289,900

2 beds

2 baths

1,815 sq ft

Townhouse

9152 SW 60TH COURT RD, OCALA, FL, 34476

Community: JB Ranch

Carlsberg Estates on Lake Suzanne

241 LOURDES ST, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$297,000

2 beds

2 baths

1,251 sq ft

House

241 LOURDES ST, LAKE WALES, FL, 33859

Community: Carlsberg Estates on Lake Suzanne

Venetian Bay

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

$319,900

2 beds

2 baths

1,492 sq ft

Condo

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

Community: Venetian Bay

The Villages®

$310,000

2 beds

2 baths

1,116 sq ft

Villa

872 WINCHESTER CT, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$260,000

2 beds

2 baths

1,190 sq ft

Villa

16848 SE 94TH SUNNYBROOK CIR, THE VILLAG...

Community: The Villages®

Pelican Bay Daytona Beach

100 BLACK CROW CIR 4000, DAYTONA BEACH, ..., Daytona Beach, FL 32119

$294,900

3 beds

3 baths

1,869 sq ft

Condo

100 BLACK CROW CIR 4000, 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

Stonecrest

11086 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$259,900

2 beds

2 baths

1,348 sq ft

House

11086 SE 175TH PL, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Ocala Preserve

4976 NW 35TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482

$420,000

2 beds

2 baths

1,956 sq ft

House

4976 NW 35TH LANE RD, OCALA, FL, 34482

Community: Ocala 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.

How long do listings in 55+ communities in Winter Garden typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Winter Garden stay on the market for around 399 days. The average price of homes for sale in these communities is approximately $476,615, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Del Webb Oasis average around $476,615.

Want more information about active adult communities around Winter Garden?

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Call us: (689) 407-5757

3,497 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 4

113 communities near Winter Garden

3,497 homes near Winter Garden

2 beds

2 baths

1,756 sq ft

House

2 beds

3 baths

2,160 sq ft

House

2 beds

2 baths

1,221 sq ft

Villa

2 beds

2 baths

1,572 sq ft

House

3 beds

2 baths

2,130 sq ft

House

4 beds

3 baths

2,550 sq ft

House

3 beds

2 baths

2,179 sq ft

House

3 beds

2 baths

1,527 sq ft

House

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

2,296 sq ft

House

2 beds

2 baths

1,759 sq ft

House

2 beds

2 baths

1,868 sq ft

House

2 beds

2 baths

1,139 sq ft

Villa

3 beds

3 baths

2,410 sq ft

House

3 beds

2 baths

2,030 sq ft

House

4 beds

3 baths

2,656 sq ft

House

3 beds

2 baths

1,416 sq ft

House

3 beds

2 baths

1,862 sq ft

House

3 beds

2 baths

2,411 sq ft

House

2 beds