Winter Park, FL 55+ active adult communities & homes for sale - Page 40

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

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

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4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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 (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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

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

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Questions? Call us: (888) 625-4885

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

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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 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

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...

$300ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

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

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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

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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

Heritage - The Cottages o...

$300ks

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

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

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

The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

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

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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

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

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

823 SUNSHOWER DR, LADY LAKE, FL, 32159

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Cindy Certified

30314 EMERALD FOREST DR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$471,990

3 beds

3 baths

2,035 sq ft

House

30314 EMERALD FOREST DR, MOUNT DORA, FL,...

Harbor Hills Country Club

6115 LANDINGS BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$349,900

3 beds

2 baths

1,640 sq ft

House

6115 LANDINGS BLVD, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

The Villages®

$539,000

3 beds

2 baths

2,022 sq ft

House

2121 GERARDO AVE, THE VILLAGES, FL, 3215...

200 RIVERFRONT DR D101, PALM COAST, FL, ...

Community: Grand Haven

Del Webb Sunbridge

2691 RIVER CREEK LN, ST. CLOUD, FL, 3477..., St. Cloud, FL 34771

$629,999

4 beds

5 baths

2,866 sq ft

House

2691 RIVER CREEK LN, ST. CLOUD, FL, 3477...

Community: Del Webb Sunbridge

The Reserve at Victoria

938 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724

$597,195

4 beds

3 baths

2,405 sq ft

House

938 MEGANO BLVD, DELAND, FL, 32724

Community: The Reserve at Victoria

Cindy Certified

2363 EDESTUS DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$1,075,000

4 beds

4 baths

2,937 sq ft

House

2363 EDESTUS DR, MELBOURNE, FL, 32940

VillageWalk at Lake Nona

8418 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827

$479,999

3 beds

3 baths

1,810 sq ft

Townhouse

8418 LEATHERLEAF LN, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

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

Questions? Call us: (888) 625-4885

Latitude Margaritaville

264 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124

$599,000

2 beds

2 baths

1,922 sq ft

House

264 MARGARITAVILLE AVE, DAYTONA BEACH, F...

Community: Latitude Margaritaville

Plantation Bay Golf & Country Club

1109 HANSBERRY CT, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$292,000

2 beds

3 baths

1,604 sq ft

Townhouse

1109 HANSBERRY CT, ORMOND BEACH, FL, 321...

Community: Plantation Bay Golf & Country Club

High Vista at Ridgewood Lakes

223 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$289,990

3 beds

2 baths

1,774 sq ft

House

223 RIDGE VIEW DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

The Country Club of Mount Dora

9041 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757

$575,000

3 beds

3 baths

3,117 sq ft

House

9041 LAUREL RIDGE DR, MOUNT DORA, FL, 32...

Community: The Country Club of Mount Dora

Cindy Certified

8098 DOBRE WAY, MELBOURNE, FL, 32940, Melbourne, FL 32940

$565,000

4 beds

2 baths

1,857 sq ft

18 PICKWOOD PL, PALM COAST, FL, 32164

The Villages®

$339,500

3 beds

2 baths

1,840 sq ft

House

1033 OAK FOREST DR, THE VILLAGES, FL, 32...

Community: The Villages®

Cindy Certified

268 JYOTI DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$419,000

3 beds

2 baths

1,825 sq ft

House

268 JYOTI DR, DAVENPORT, FL, 33837

Sandpiper Golf & Country Club

5832 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$350,000

3 beds

2 baths

1,814 sq ft

House

5832 SWALLOW DR, LAKELAND, FL, 33809

House

1100 OCEAN LODGE RD, LADY LAKE, FL, 3215...

Cindy Certified

1233 PARKER RD, LAKELAND, FL, 33811, Lakeland, FL 33811

$499,900

2 baths

1,678 sq ft

House

9532 SE 173RD LN, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

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

Questions? Call us: (888) 625-4885

Cindy Certified

1477 HOLLY HILL RD, DAVENPORT, FL, 33837, Davenport, FL 33837

$429,999

4 beds

2 baths

2,124 sq ft

House

1477 HOLLY HILL RD, DAVENPORT, FL, 33837

Cindy Certified

7983 LOREN COVE DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$390,000

3 beds

2 baths

1,647 sq ft

Townhouse

7983 LOREN COVE DR, MELBOURNE, FL, 32940

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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 40

98 communities near Winter Park

2,702 homes near Winter Park

3 beds

2 baths

1,489 sq ft

House

3 beds

3 baths

2,208 sq ft

House

3 beds

2 baths

1,443 sq ft

Townhouse

3 beds

2 baths

1,857 sq ft

House

4 beds

2 baths

1,840 sq ft

House

3 beds

3 baths

2,035 sq ft

House

3 beds

2 baths

1,640 sq ft

House

3 beds

2 baths

2,022 sq ft

House

3 beds

2 baths

1,688 sq ft

House

3 beds

2 baths

2,066 sq ft

House

3 beds

2 baths

1,737 sq ft

House

3 beds

3 baths

2,167 sq ft

Condo

4 beds

5 baths

2,866 sq ft

House

4 beds

3 baths

2,405 sq ft

House

4 beds

4 baths

2,937 sq ft

House

3 beds

3 baths

1,810 sq ft

Townhouse

2 beds

2 baths

1,922 sq ft

House

2 beds

3 baths

1,604 sq ft

Townhouse

3 beds

2 baths

1,774 sq ft

House

3 beds