Winter Park, FL 55+ active adult communities & homes for sale - Page 39

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

4890 PLEASANT HOLLOW TRL, LAKELAND, FL, ...

Community: Colonnades

House

816 SEA DUCK DR, DAYTONA BEACH, FL, 3211...

Community: Pelican Bay Daytona Beach

The Villages®

914 MENDOZA BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$330,000

2 beds

2 baths

1,156 sq ft

Villa

914 MENDOZA BLVD, LADY LAKE, FL, 32159

Community: The Villages®

Del Webb Orlando

418 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837

$346,500

3 beds

2 baths

1,713 sq ft

House

418 DEL SOL AVE, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Cindy Certified

412 NE AVE, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881

$260,000

2 baths

1,762 sq ft

House

6068 SWALLOW DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Indian River Colony Club

1618 FRONTIER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$319,321

2 beds

2 baths

1,664 sq ft

House

1618 FRONTIER DR, MELBOURNE, FL, 32940

Community: Indian River Colony Club

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Questions? Call us: (888) 625-4885

Cindy Certified

30310 EMERALD FOREST DR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$454,990

3 beds

2 baths

1,862 sq ft

House

30310 EMERALD FOREST DR, MOUNT DORA, FL,...

Highland Lakes

25904 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$299,900

3 beds

3 beds

2 baths

1,906 sq ft

House

4 CHINIER ST, PALM COAST, FL, 32137

Community: Grand Haven

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

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

Stonecrest

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

$329,900

3 beds

3 baths

2,282 sq ft

Villa

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

Community: Stonecrest

Pelican Bay Daytona Beach

108 LOON CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119

$292,500

3 beds

2 baths

1,661 sq ft

House

108 LOON CT, DAYTONA BEACH, FL, 32119

Community: Pelican Bay Daytona Beach

Cindy Certified

101 BRIARGATE LOOK, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$549,900

4 beds

2 baths

2,208 sq ft

House

101 BRIARGATE LOOK, ORMOND BEACH, FL, 32...

Royal Highlands

5745 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748

$269,999

2 beds

2 baths

1,280 sq ft

House

5745 KING JAMES AVE, LEESBURG, FL, 34748

Community: Royal Highlands

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

Questions? Call us: (888) 625-4885

Grand Haven

200 RIVERFRONT DR D103, PALM COAST, FL, ..., Palm Coast, FL 32137

$365,000

3 beds

2 baths

1,762 sq ft

Condo

200 RIVERFRONT DR D103, PALM COAST, FL, ...

Community: Grand Haven

Breakaway Trails

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

$974,900

5 beds

5 baths

3,802 sq ft

House

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

Community: Breakaway Trails

The Villages®

$395,000

3 beds

3 baths

1,652 sq ft

House

422 SAN MARINO DR, THE VILLAGES, FL, 321...

Community: The Villages®

The Timbers at Everlands

1857 CERULEAN DR, PALM BAY, FL, 32907, Palm Bay, FL 32907

$249,000

2 beds

2 baths

1,308 sq ft

Townhouse

1857 CERULEAN DR, PALM BAY, FL, 32907

Community: The Timbers at Everlands

Cindy Certified

4007 PRIMA LAGO CIR, LAKELAND, FL, 33810, Lakeland, FL 33810

$425,000

3 beds

2 baths

1,836 sq ft

63 PRESIDENT LN, PALM COAST, FL, 32164

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

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Venetian Bay

390 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$294,999

3 beds

3 baths

1,881 sq ft

Townhouse

390 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Huntington at Hunter's Ridge

85 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$385,000

2 beds

2 baths

1,816 sq ft

House

85 HUNTINGTON PL, ORMOND BEACH, FL, 3217...

Community: Huntington at Hunter's Ridge

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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 39

98 communities near Winter Park

2,702 homes near Winter Park

3 beds

2 baths

1,711 sq ft

House

2 beds

2 baths

1,852 sq ft

House

3 beds

2 baths

1,593 sq ft

House

2 beds

2 baths

972 sq ft

House

2 beds

2 baths

1,325 sq ft

House

4 beds

3 baths

2,108 sq ft

House

4 beds

3 baths

2,361 sq ft

House

4 beds

2 baths

1,862 sq ft

House

4 beds

3 baths

2,592 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

1,713 sq ft

House

3 beds

2 baths

1,451 sq ft

House

3 beds

2 baths

2,164 sq ft

House

2 beds

2 baths

1,352 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

1,862 sq ft

House

3 beds

2 baths

2,153 sq ft

House

4 beds

2 baths

1,644 sq ft

House

4 beds