Winter Park, FL 55+ active adult communities & homes for sale

93 communities near Winter Park

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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

4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes

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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

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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

5 rating (1 reviews)

Plantation Bay Golf &...

$400ks - $2Ms

Plantation Bay Golf &..., Ormond Beach, FL

New and Resale | Age-targeted | Built 1988 - present | 3,500 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

Grand Haven

$200ks - $800ks

Grand Haven, Palm Coast, FL

New and Resale | Age-targeted | Built 1997 - present | 1,901 homes

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3.8 rating (6 reviews)

Trilogy® Orlando

$200ks - $500ks

Trilogy® Orlando, Groveland, FL

Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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 (3 reviews)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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

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

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Questions? Call us: (888) 625-4885

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

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

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

New and Resale | Age-targeted | Built 1980 - present | 1,000 homes

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

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

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

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

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

New and Resale | Age-targeted | Built 1985 - present | 976 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 Park? 55places can help!

Questions? Call us: (888) 625-4885

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2017 - present | 557 homes

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

Ridgehaven

$300ks - $600ks

Ridgehaven, Ormond Beach, FL

New Construction | 55+ age-restricted

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

The Country Club of Mount...

$200ks - $1Ms

The Country Club of Mount..., Mount Dora, FL

Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes

The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

New Construction | 55+ age-restricted | Built 2023 - present | 450 homes

4.4 rating (16 reviews)

Del Webb Orlando

$200ks - $500ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes

5 rating (2 reviews)

Bridgewater at Viera

$300ks - $800ks

Bridgewater at Viera, Melbourne, FL

Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 homes

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Questions? Call us: (888) 625-4885

5 rating (2 reviews)

Heritage Isle

$300ks - $500ks

Heritage Isle, Viera, FL

Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes

4 rating (4 reviews)

High Vista at Ridgewood L...

$200ks - $300ks

High Vista at Ridgewood L..., Davenport, FL

Resale Only | 55+ age-restricted | Built 1995 - 2005 | 623 homes

712 SHELTON ST, THE VILLAGES, FL, 32163

Community: The Villages®

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Questions? Call us: (888) 625-4885

New Heritage Landings

2778 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811

$334,900

3 beds

2 baths

1,685 sq ft

House

2003 BAYSIDE AVE, MOUNT DORA, FL, 32757

Community: Lakes of Mount Dora

New Pelican Bay Daytona Beach

340 BOB WHITE CT 3400, DAYTONA BEACH, FL..., Daytona Beach, FL 32119

$169,900

2 beds

2 baths

1,093 sq ft

Condo

340 BOB WHITE CT 3400, DAYTONA BEACH, FL...

Community: Pelican Bay Daytona Beach

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

Questions? Call us: (888) 625-4885

New Lake Ashton

4072 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$280,000

2 beds

2 baths

1,530 sq ft

House

4072 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

New Stonecrest

11081 SE 167TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$439,000

3 beds

3 baths

2,068 sq ft

House

11081 SE 167TH PL, SUMMERFIELD, FL, 3449...

Community: Stonecrest

New Bridgewater at Viera

9503 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$370,000

3 beds

2 baths

1,565 sq ft

House

9503 ALISTER DR, MELBOURNE, FL, 32940

Community: Bridgewater at Viera

New Lake James

7835 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810

$479,000

3 beds

2 baths

2,175 sq ft

House

7835 LAKE JAMES BLVD, LAKELAND, FL, 3381...

Community: Lake James

New Grand Haven

4 CHINIER ST, PALM COAST, FL, 32137, Palm Coast, FL 32137

$600,000

3 beds

2 baths

1,906 sq ft

House

4 CHINIER ST, PALM COAST, FL, 32137

Community: Grand Haven

New Spring Lake Towers

700 MIRROR TER 507, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881

$164,900

2 beds

2 baths

1,351 sq ft

Condo

700 MIRROR TER 507, WINTER HAVEN, FL, 33...

Community: Spring Lake Towers

New Lake Ashton

5312 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$334,900

3 beds

2 baths

1,700 sq ft

House

5312 NICKLAUS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

New Stonecrest

17808 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$349,500

3 beds

3 baths

2,282 sq ft

Villa

17808 SE 115TH CT, SUMMERFIELD, FL, 3449...

Community: Stonecrest

New The Villages®

401 CALHOUN CT, THE VILLAGES, FL, 32162, The Villages, FL 32162

$400,000

3 beds

2 baths

1,663 sq ft

Villa

401 CALHOUN CT, THE VILLAGES, FL, 32162

Community: The Villages®

New Royal Highlands

20618 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748

$324,900

3 beds

2 baths

1,945 sq ft

House

20618 QUEEN ALEXANDRA DR, LEESBURG, FL, ...

Community: Royal Highlands

New The Villages®

897 FOLKSTONE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162

$449,900

3 beds

2 baths

1,939 sq ft

House

897 FOLKSTONE WAY, THE VILLAGES, FL, 321...

House

125 CROOKED PINE RD, PORT ORANGE, FL, 32...

Community: Summer Trees

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

Questions? Call us: (888) 625-4885

New Plantation Bay Golf & Country Club

814 WESTLAKE DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$750,000

4 beds

3 baths

2,619 sq ft

House

814 WESTLAKE DR, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

New Breakaway Trails

38 WINDING CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174

$999,000

5 beds

5 baths

3,802 sq ft

House

38 WINDING CREEK WAY, ORMOND BEACH, FL, ...

Community: Breakaway Trails

Frequently Asked Questions

What size 55+ communities are there in Winter Park?

In Winter Park, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winter Park?

The smallest 55+ community in Winter Park has 178 homes, the largest has 178 homes, and the average community consists of 178 homes.

Are there new 55+ homes available in Winter Park?

Yes, there is new 55+ home available in Winter Park. The most recent community started in Winter Park include Rosalia Winter Park. There is also 1 community in Winter Park that offers new construction homes, including Rosalia Winter Park.

Are there gated 55+ communities in Winter Park?

Yes, there is gated 55+ community in Winter Park. The only 55+ community in Winter Park is gated. For instance, Rosalia Winter Park is a gated community with 178 homes.

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Want to learn more about 55+ communities in Winter Park?

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93 communities

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Winter Park, FL 55+ active adult communities & homes for sale

93 communities near Winter Park

2,350 homes near Winter Park

3 beds

2 baths

1,727 sq ft

House

3 beds

2 baths

1,713 sq ft

House

3 beds

2 baths

2,164 sq ft

House

3 beds

2 baths

2,031 sq ft

House

3 beds

2 baths

1,352 sq ft

House

3 beds

2 baths

1,685 sq ft

House

3 beds

2 baths

1,685 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

1,978 sq ft

House

2 beds

2 baths

1,762 sq ft

House

2 beds

2 baths

1,664 sq ft

House

3 beds

2 baths

1,847 sq ft

House

3 beds

2 baths

2,153 sq ft

House

4 beds

3 baths

2,643 sq ft

House

3 beds

2 baths

1,864 sq ft

House

2 beds

2 baths

1,093 sq ft

Condo

2 beds

2 baths

1,530 sq ft

House

3 beds

3 baths

2,068 sq ft

House

3 beds

2 baths

1,565 sq ft

House

3 beds