Winter Park, FL 55+ active adult communities & homes for sale - Page 17

2,702 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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

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

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

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

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Grand Haven

$200ks - $800ks

Grand Haven, Palm Coast, FL

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

5 rating (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

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 (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

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Questions? Call us: (888) 625-4885

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)

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

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

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

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

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

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)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

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

Questions? Call us: (888) 625-4885

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)

Del Webb Sunbridge

$400ks - $800ks

Del Webb Sunbridge, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

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

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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

The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

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

5 rating (1 reviews)

VillageWalk at Lake Nona

$300ks - $700ks

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes

1 2...3

Heritage Isle

3156 QUINT DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$515,000

4 beds

3 baths

2,271 sq ft

House

3156 QUINT DR, MELBOURNE, FL, 32940

1770 WEEPING ELM CIR, PORT ORANGE, FL, 3...

4578 TROVITA CIR, WEST MELBOURNE, FL, 32...

Spruce Creek Country Club

13088 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$284,900

2 beds

2 baths

1,346 sq ft

House

13088 SE 86TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Cindy Certified

2562 WINTER SKY ST, KISSIMMEE, FL, 34744, Kissimmee, FL 34744

$519,060

4 beds

3 baths

2,397 sq ft

House

2562 WINTER SKY ST, KISSIMMEE, FL, 34744

Cindy Certified

1130 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$257,990

5 beds

2 baths

1,739 sq ft

House

1130 AMBER WAVES CT, LAKE WALES, FL, 338...

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

Questions? Call us: (888) 625-4885

Cindy Certified

1055 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837

$359,900

2 beds

2 baths

1,389 sq ft

House

6060 CONDOR DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Stonecrest

17996 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$365,000

3 beds

3 baths

1,800 sq ft

House

17996 SE 115TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

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

Questions? Call us: (888) 625-4885

Lakes of Mount Dora

8716 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$529,900

2 beds

2 baths

2,043 sq ft

House

8716 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...

Community: Lakes of Mount Dora

VillageWalk at Lake Nona

11731 EAGLE RAY LN, ORLANDO, FL, 32827, Orlando, FL 32827

$630,000

3 beds

2 baths

2,005 sq ft

House

11731 EAGLE RAY LN, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

The Villages®

$450,000

3 beds

2 baths

1,861 sq ft

House

764 BAISLEY TRL, THE VILLAGES, FL, 32162

Community: The Villages®

Grand Haven

455 RIVERFRONT DR A101, PALM COAST, FL, ..., Palm Coast, FL 32137

$799,000

3 beds

3 baths

2,167 sq ft

Condo

455 RIVERFRONT DR A101, PALM COAST, FL, ...

Community: Grand Haven

The Villages®

$539,000

3 beds

2 baths

1,854 sq ft

House

609 ORTEGA WAY, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$365,000

2 beds

2 baths

1,142 sq ft

House

2844 PLAINRIDGE LOOP, THE VILLAGES, FL, ...

Community: The Villages®

Cindy Certified

4747 HARRINGTON FIELDS DR, DAVENPORT, FL..., Davenport, FL 33837

$438,480

4 beds

3 baths

2,262 sq ft

16 PRINCETON LN, PALM COAST, FL, 32164

Palms at Serenoa

3408 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714

$370,000

2 beds

2 baths

1,627 sq ft

House

3408 TWIN FLOWER CT, CLERMONT, FL, 34714

Community: Palms at Serenoa

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

Questions? Call us: (888) 625-4885

Lakes of Mount Dora

2265 HAMDEN WAY, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$614,990

4 beds

4 baths

2,836 sq ft

House

2265 HAMDEN WAY, MOUNT DORA, FL, 32757

Community: Lakes of Mount Dora

Royal Harbor

3393 BALTIC SEA BLVD, TAVARES, FL, 32778, Tavares, FL 32778

$340,000

3 beds

2 baths

1,902 sq ft

House

3393 BALTIC SEA BLVD, TAVARES, FL, 32778

Community: Royal Harbor

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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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2,702 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 17

98 communities near Winter Park

2,702 homes near Winter Park

4 beds

3 baths

2,271 sq ft

House

3 beds

3 baths

2,267 sq ft

House

3 beds

2 baths

1,776 sq ft

House

3 beds

2 baths

1,608 sq ft

House

4 beds

2 baths

2,211 sq ft

House

2 beds

2 baths

1,932 sq ft

House

2 beds

2 baths

1,308 sq ft

House

4 beds

3 baths

2,664 sq ft

House

2 beds

2 baths

1,240 sq ft

House

3 beds

2 baths

1,457 sq ft

House

2 beds

2 baths

1,272 sq ft

Manufactured Home

3 beds

2 baths

1,392 sq ft

House

3 beds

2 baths

1,998 sq ft

House

2 beds

2 baths

1,346 sq ft

House

4 beds

3 baths

2,397 sq ft

House

5 beds

2 baths

1,739 sq ft

House

4 beds

3 baths

2,248 sq ft

House

2 beds

2 baths

1,282 sq ft

House

4 beds

3 baths

2,500 sq ft

House

4 beds