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

2,487 homes near Winter Park

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4 rating (17 reviews)

The Villages®

<$100k - $1Ms

The Villages®, The Villages, FL

New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes

4.7 rating (18 reviews)

Solivita

$100Ks - $600Ks

Solivita, Kissimmee, FL

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

3.6 rating (48 reviews)

Latitude Margaritaville

$300Ks - $900Ks

Latitude Margaritaville, Daytona Beach, FL

Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes

5 rating (1 reviews)

Plantation Bay Golf &...

$200Ks - $4Ms

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

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

4.5 rating (11 reviews)

Spruce Creek Country Club

$200Ks - $500Ks

Spruce Creek Country Club, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes

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5 rating (2 reviews)

Plantation at Leesburg

$100Ks - $500Ks

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

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes

5 rating (7 reviews)

Kings Ridge

$200Ks - $400Ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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

Grand Haven

$300Ks - $1Ms

Grand Haven, Palm Coast, FL

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

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Pelican Bay Daytona Beach

$100Ks - $500Ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes

4.7 rating (3 reviews)

Spruce Creek South

$100Ks - $300Ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes

5 rating (1 reviews)

Cypress Lakes

$100Ks - $200Ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

5 rating (3 reviews)

Lake Ashton

$200Ks - $800Ks

Lake Ashton, Lake Wales, FL

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

Venetian Bay

$200Ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

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Questions? Call us: (888) 625-4885

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 (2 reviews)

Heritage Isle

$200Ks - $500Ks

Heritage Isle, Viera, FL

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

5 rating (8 reviews)

Royal Highlands

$200Ks - $500Ks

Royal Highlands, Leesburg, FL

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

Del Webb at Viera

$300Ks - $800Ks

Del Webb at Viera, Melbourne, FL

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

5 rating (1 reviews)

VillageWalk at Lake Nona

$300Ks - $1Ms

VillageWalk at Lake Nona, Orlando, FL

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

5 rating (1 reviews)

Del Webb Sunbridge

$300Ks - $1Ms

Del Webb Sunbridge, St. Cloud, FL

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

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)

Sandpiper Golf & Coun...

$200Ks - $400Ks

Sandpiper Golf & Coun..., Lakeland, FL

New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes

3.6 rating (5 reviews)

Heritage Hills

$200Ks - $500Ks

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 - $600Ks

Cresswind at Victoria Gar..., DeLand, FL

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

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Questions? Call us: (888) 625-4885

Halifax Plantation

$200Ks - $700Ks

Halifax Plantation, Ormond Beach, FL

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

Breakaway Trails

$400Ks - $700Ks

Breakaway Trails, Ormond Beach, FL

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

4 rating (4 reviews)

Lakes of Mount Dora

$400Ks - $900Ks

Lakes of Mount Dora, Mount Dora, FL

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

4 rating (2 reviews)

Harbor Hills Country Club

$200Ks - $1Ms

Harbor Hills Country Club, Lady Lake, FL

New and Resale | Age-targeted | Built 1989 - present | 940 homes

4.8 rating (6 reviews)

Highland Lakes

$100Ks - $300Ks

Highland Lakes, Leesburg, FL

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

4.4 rating (16 reviews)

Del Webb Orlando

$300Ks - $400Ks

Del Webb Orlando, Davenport, FL

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

5 rating (2 reviews)

Bridgewater at Viera

$300Ks - $600Ks

Bridgewater at Viera, Melbourne, FL

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

4.1 rating (9 reviews)

Indian River Colony Club

$200Ks - $400Ks

Indian River Colony Club, Melbourne, FL

New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes

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Questions? Call us: (888) 625-4885

3.9 rating (7 reviews)

Summit Greens

$300Ks - $400Ks

Summit Greens, Clermont, FL

Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes

5 rating (1 reviews)

Royal Harbor

$200Ks - $400Ks

Royal Harbor, Tavares, FL

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

Lakeside Landings

$200Ks - $600Ks

Lakeside Landings, Oxford, FL

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

1 rating (1 reviews)

Sullivan Ranch

$300Ks - $600Ks

Sullivan Ranch, Mount Dora, FL

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

Highland Fairways

$100Ks - $300Ks

Highland Fairways, Lakeland, FL

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

1 2...3

Colonnades

4865 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$189,500

2 beds

2 baths

1,170 sq ft

Manufactured Home

4865 GOLDENVIEW LN, LAKELAND, FL, 33811

38748 LAKEVIEW WALK, LADY LAKE, FL, 3215...

Community: Harbor Hills Country Club

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Grand Haven

24 N PARK CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137

$795,000

4 beds

4 baths

3,580 sq ft

House

24 N PARK CIR, PALM COAST, FL, 32137

Community: Grand Haven

Heritage Landings

2577 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811

$349,900

3 beds

2 baths

1,649 sq ft

House

Community: Scottish Highlands

Bridgewater at Viera

8513 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$615,000

3 beds

4 baths

2,375 sq ft

House

8513 ALISTER DR, MELBOURNE, FL, 32940

Community: Bridgewater at Viera

Plantation Bay Golf & Country Club

39 LANDINGS LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$299,800

2 beds

2 baths

1,358 sq ft

Townhouse

39 LANDINGS LN, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

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Questions? Call us: (888) 625-4885

Royal Harbor

5305 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778

$336,400

3 beds

2 baths

1,824 sq ft

House

5305 INDIAN OCEAN LOOP, TAVARES, FL, 327...

Community: Royal Harbor

The Villages®

$1,499,999

3 beds

3 baths

3,693 sq ft

Villa

17339 SE 84TH FOXGROVE AVE, THE VILLAGES...

Community: The Villages®

Highland Lakes

26209 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$257,000

2 beds

2 baths

1,514 sq ft

House

26209 NEWCOMBE CIR, LEESBURG, FL, 34748

Community: Highland Lakes

Sandpiper Golf & Country Club

6104 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$380,000

3 beds

2 baths

1,807 sq ft

House

6104 SWALLOW DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Ridgehaven

433 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$515,160

4 beds

3 baths

2,487 sq ft

House

433 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...

Community: Ridgehaven

Heritage Hills

3677 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711

$384,900

3 beds

2 baths

1,672 sq ft

House

3677 SERENA LN, CLERMONT, FL, 34711

Community: Heritage Hills

Spruce Creek South

15895 SE 101ST CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$336,070

5 beds

3 baths

2,605 sq ft

House

15895 SE 101ST CIR, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

Royal Harbor

6153 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778

$289,000

2 beds

2 baths

1,307 sq ft

House

6153 SAILBOAT AVE, TAVARES, FL, 32778

Community: Royal Harbor

Lake James

$530,000

3 beds

2 baths

2,653 sq ft

House

7929 LAKE JAMES BLVD, LAKELAND, FL, 3381...

Community: Lake James

The Country Club of Mount Dora

7023 ARCADIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$484,900

3 beds

2 baths

1,745 sq ft

House

7023 ARCADIAN CT, MOUNT DORA, FL, 32757

Community: The Country Club of Mount Dora

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Venetian Bay

518 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168

$339,900

3 beds

3 baths

1,779 sq ft

House

518 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

Lake Ashton

4040 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$299,900

2 beds

2 baths

1,530 sq ft

House

4040 BIRKDALE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Venetian Bay

3329 TUSCANO AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$369,900

3 beds

2 baths

1,469 sq ft

House

3329 TUSCANO AVE, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Tohoqua Reserve

2713 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744

$410,930

2 beds

2 baths

1,943 sq ft

House

2713 SERENITY MEADOW DR, KISSIMMEE, FL, ...

Community: Tohoqua Reserve

Solivita

540 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$205,000

2 beds

2 baths

1,507 sq ft

House

540 GRAND CANAL DR, KISSIMMEE, FL, 34759

Community: Solivita

Twin Lakes

5040 GARDENROW DR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772

$324,580

2 beds

2 baths

1,322 sq ft

Villa

5040 GARDENROW DR, SAINT CLOUD, FL, 3477...

Community: Twin Lakes

The Villages®

$360,000

3 beds

2 baths

2,046 sq ft

House

912 VENTURA DR, THE VILLAGES, FL, 32159

Community: The Villages®

Del Webb Minneola

1521 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ..., Minneola, FL 34715

$599,000

2 beds

2 baths

2,101 sq ft

House

1521 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ...

Community: Del Webb Minneola

Del Webb Minneola

1320 ORANGE VALLEY RD, MINNEOLA, FL, 347..., Minneola, FL 34715

$419,980

2 beds

2 baths

1,471 sq ft

House

1320 ORANGE VALLEY RD, MINNEOLA, FL, 347...

Community: Del Webb Minneola

Del Webb Minneola

1316 ORANGE VALLEY RD, MINNEOLA, FL, 347..., Minneola, FL 34715

$414,160

2 beds

2 baths

1,405 sq ft

House

1316 ORANGE VALLEY RD, MINNEOLA, FL, 347...

Community: Del Webb Minneola

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Del Webb at Viera

3495 BUBBLES CT, MELBOURNE, FL, 32940, Melbourne, FL 32940

$380,400

2 beds

2 baths

1,579 sq ft

Villa

3495 BUBBLES CT, MELBOURNE, FL, 32940

Community: Del Webb at Viera

Traditions at Lake Ruby

3565 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$280,000

3 beds

2 baths

1,866 sq ft

House

3565 RALEIGH DR, WINTER HAVEN, FL, 33884

Community: Traditions at Lake Ruby

Spruce Creek Country Club

9029 SE 130TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$425,000

3 beds

3 baths

2,809 sq ft

House

9029 SE 130TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Royal Harbor

5789 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778

$449,000

4 beds

4 baths

2,997 sq ft

House

5789 BOUNTY CIR, TAVARES, FL, 32778

Community: Royal Harbor

Royal Harbor

5008 ADRIATIC AVE, TAVARES, FL, 32778, Tavares, FL 32778

$389,000

3 beds

2 baths

2,101 sq ft

House

5008 ADRIATIC AVE, TAVARES, FL, 32778

Community: Royal Harbor

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2,487 homes near Winter Park

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

90 communities near Winter Park

2,487 homes near Winter Park

2 beds

2 baths

1,170 sq ft

Manufactured Home

3 beds

2 baths

2,059 sq ft

House

2 beds

2 baths

1,505 sq ft

House

2 beds

2 baths

1,637 sq ft

House

3 beds

3 baths

2,471 sq ft

House

4 beds

4 baths

3,580 sq ft

House

3 beds

2 baths

1,649 sq ft

House

3 beds

2 baths

1,649 sq ft

House

2 beds

2 baths

1,385 sq ft

House

2 beds

2 baths

1,456 sq ft

Manufactured Home

2 beds

2 baths

1,251 sq ft

House

2 beds

2 baths

1,435 sq ft

House

2 beds

2 baths

1,310 sq ft

House

3 beds

4 baths

2,375 sq ft

House

2 beds

2 baths

1,358 sq ft

Townhouse

3 beds

2 baths

1,824 sq ft

House

3 beds

3 baths

3,693 sq ft

Villa

2 beds

2 baths

1,514 sq ft

House

3 beds

2 baths

1,807 sq ft

House

4 beds