Winter Park, FL 55+ active adult communities & homes for sale - Page 35

2,698 homes 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

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

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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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

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

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

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

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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 (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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

5 rating (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes

Grand Haven

$200ks - $800ks

Grand Haven, Palm Coast, FL

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

5 rating (8 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

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

5 rating (1 reviews)

Cresswind at Victoria Gar...

$300ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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 - $900ks

Lakes of Mount Dora, Mount Dora, FL

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

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

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

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

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

Questions? Call us: (888) 625-4885

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

Heritage - The Cottages o...

$300ks

Heritage - The Cottages o..., Okahumpka, FL

New Construction | 55+ age-restricted | Built 2022 - present | 179 homes

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

New and Resale | Age-targeted | Built 1985 - present | 976 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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes

Del Webb at Viera

$400ks - $1Ms

Del Webb at Viera, Melbourne, FL

New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

New and Resale | Age-targeted | Built 2005 - present | 700 homes

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

Questions? Call us: (888) 625-4885

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

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

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

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

4406 DAVOS DR, CLERMONT, FL, 34711

The Villages®

$490,000

3 beds

2 baths

1,918 sq ft

House

16767 SE 77TH NORTHRIDGE CT, THE VILLAGE...

Community: The Villages®

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Questions? Call us: (888) 625-4885

Cindy Certified

4125 PRIMA LAGO CIR, LAKELAND, FL, 33810, Lakeland, FL 33810

$365,000

2 baths

1,873 sq ft

House

67 PRESIDENT LN, PALM COAST, FL, 32164

Plantation at Leesburg

25509 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748

$294,000

2 beds

2 baths

1,823 sq ft

House

25509 LAUREL VALLEY RD, LEESBURG, FL, 34...

Community: Plantation at Leesburg

Solivita

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759

$374,900

2 beds

2 baths

2,101 sq ft

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...

Community: Solivita

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

Questions? Call us: (888) 625-4885

The Villages®

$1,325,000

3 beds

3 baths

2,042 sq ft

House

1040 COTTAGE DR, THE VILLAGES, FL, 32162

Community: The Villages®

Westhaven at Ovation - Townes Collection

12776 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787

$579,000

4 beds

4 baths

2,593 sq ft

Townhouse

12776 SUNSET WALK DR, WINTER GARDEN, FL,...

Community: Westhaven at Ovation - Townes Collection

Cindy Certified

1360 CORK DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$325,000

3 baths

2,224 sq ft

House

4387 DINNER LAKE BLVD, LAKE WALES, FL, 3...

Plantation at Leesburg

4632 NOTTOWAY DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$430,000

3 beds

3 baths

2,816 sq ft

House

4632 NOTTOWAY DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Cresswind at Hammock Oaks

956 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159

$729,999

3 beds

4 baths

2,776 sq ft

House

956 CLUB CRESSWIND DR, LADY LAKE, FL, 32...

House

3041 TOBAGO DR, HAINES CITY, FL, 33844

Twin Lakes

2315 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772

$330,000

2 beds

2 baths

1,351 sq ft

House

2315 DATURA LOOP, ST CLOUD, FL, 34772

4 PRINCESS LUISE LN, PALM COAST, FL, 321...

Cindy Certified

2541 MARTINS RUN, TAVARES, FL, 32778, Tavares, FL 32778

$285,000

3 beds

2 baths

1,425 sq ft

House

2541 MARTINS RUN, TAVARES, FL, 32778

Cindy Certified

5119 BUTTONSAGE DR, ST CLOUD, FL, 34772, St Cloud, FL 34772

$509,956

4 beds

2 baths

1,893 sq ft

House

5119 BUTTONSAGE DR, ST CLOUD, FL, 34772

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

Questions? Call us: (888) 625-4885

Lakes of Mount Dora

8220 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$499,000

3 beds

2 baths

2,132 sq ft

House

8220 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...

Community: Lakes of Mount Dora

Del Webb Minneola

2546 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715

$589,000

3 beds

2 baths

1,905 sq ft

House

2546 DEL WEBB DR, MINNEOLA, FL, 34715

Community: Del Webb Minneola

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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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2,698 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 35

98 communities near Winter Park

2,698 homes near Winter Park

2 beds

2 baths

1,383 sq ft

House

3 beds

2 baths

1,706 sq ft

House

4 beds

2 baths

1,625 sq ft

House

4 beds

2 baths

1,644 sq ft

House

3 beds

2 baths

1,918 sq ft

House

3 beds

2 baths

1,836 sq ft

House

3 beds

2 baths

1,672 sq ft

House

2 beds

2 baths

1,214 sq ft

Villa

3 beds

3 baths

1,860 sq ft

House

3 beds

2 baths

1,922 sq ft

House

3 beds

2 baths

1,917 sq ft

House

3 beds

2 baths

1,996 sq ft

House

3 beds

2 baths

1,897 sq ft

House

4 beds

2 baths

1,873 sq ft

House

2 beds

2 baths

1,823 sq ft

House

2 beds

2 baths

2,101 sq ft

House

3 beds

3 baths

2,042 sq ft

House

4 beds

4 baths

2,593 sq ft

Townhouse

3 beds

2 baths

1,510 sq ft

House

3 beds