Winter Park, FL 55+ active adult communities & homes for sale - Page 52

2,513 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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

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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 (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

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

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

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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 (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

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

5 rating (7 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

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 (3 reviews)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

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

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

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

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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 (2 reviews)

Heritage Isle

$300ks - $500ks

Heritage Isle, Viera, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

5 rating (1 reviews)

Cresswind at Victoria Gar...

$200ks - $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

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

3.8 rating (5 reviews)

Traditions at Lake Ruby

$200ks - $300ks

Traditions at Lake Ruby, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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

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

Tohoqua Reserve

$300ks - $600ks

Tohoqua Reserve, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2021 - present | 258 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

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

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

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

Questions? Call us: (888) 625-4885

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

1 2...3

The Villages®

$305,000

2 beds

2 baths

1,322 sq ft

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$289,000

2 beds

2 baths

1,452 sq ft

House

16899 SE 96TH CHAPELWOOD CIR, THE VILLAG...

Community: The Villages®

Halifax Plantation

3751 CARRICK DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$674,900

3 beds

2 baths

2,163 sq ft

House

3751 CARRICK DR, ORMOND BEACH, FL, 32174

Community: Halifax Plantation

Harbor Hills Country Club

5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$639,000

4 beds

3 baths

2,544 sq ft

House

5066 GREENS DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Plantation Bay Golf & Country Club

1047 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$355,000

3 beds

3 baths

2,081 sq ft

Townhouse

1047 KILKENNY LN, ORMOND BEACH, FL, 3217...

Community: Plantation Bay Golf & Country Club

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

Questions? Call us: (888) 625-4885

Venetian Bay

3056 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$544,990

3 beds

4 baths

1,847 sq ft

Townhouse

3056 ISLES WAY, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

Trilogy® Orlando

134 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736

$340,000

3 beds

2 baths

1,644 sq ft

House

134 SILVER MAPLE RD, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

Spruce Creek Country Club

9019 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$399,900

3 beds

2 baths

2,419 sq ft

House

9019 SE 120TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Grand Haven

9 CREEKSIDE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137

$659,900

4 beds

4 baths

3,562 sq ft

House

9 CREEKSIDE DR, PALM COAST, FL, 32137

Community: Grand Haven

Cresswind at Victoria Gardens

1547 LAMBROOK DR, DELAND, FL, 32724, Deland, FL 32724

$338,000

2 beds

2 baths

1,651 sq ft

House

1547 LAMBROOK DR, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

Twin Lakes

2600 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772

$649,000

3 beds

3 baths

2,935 sq ft

House

2600 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...

Community: Twin Lakes

Royal Highlands

5619 PRINCE ANDREW CT, LEESBURG, FL, 347..., Leesburg, FL 34748

$249,900

3 beds

2 baths

1,776 sq ft

House

5619 PRINCE ANDREW CT, LEESBURG, FL, 347...

Community: Royal Highlands

Stonecrest

17306 SE 112TH CT RD, SUMMERFIELD, FL, 3..., Summerfield, FL 34491

$419,900

3 beds

2 baths

1,955 sq ft

House

17306 SE 112TH CT RD, SUMMERFIELD, FL, 3...

House

3078 SILVERMINES AVE, ORMOND BEACH, FL, ...

House

759 VILLA PARK RD, POINCIANA, FL, 34759

11280 SE 170TH LN, SUMMERFIELD, FL, 3449...

Community: Stonecrest

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

Questions? Call us: (888) 625-4885

Solivita

861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$424,000

2 beds

3 baths

2,379 sq ft

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759

Community: Solivita

Pennbrooke Fairways

127 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$153,000

2 beds

2 baths

1,086 sq ft

Manufactured Home

127 WESTWOOD DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Lake Ashton

4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859

$549,900

4 beds

3 baths

2,937 sq ft

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...

Community: Lake Ashton

Harbor Hills Country Club

39911 BAYVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$449,900

3 beds

2 baths

2,120 sq ft

House

39911 BAYVIEW DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Venetian Bay

3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$364,900

3 beds

2 baths

1,505 sq ft

House

3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Plantation Bay Golf & Country Club

1223 CROWN POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174

$389,900

3 beds

2 baths

1,950 sq ft

House

1223 CROWN POINTE LN, ORMOND BEACH, FL, ...

Community: Plantation Bay Golf & Country Club

Breakaway Trails

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

$559,000

3 beds

2 baths

2,366 sq ft

House

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

Community: Breakaway Trails

Lake Ashton

3834 LITCHFIELD LOOP, LAKE WALES, FL, 33..., Lake Wales, FL 33859

$599,900

2 beds

2 baths

1,792 sq ft

House

3834 LITCHFIELD LOOP, LAKE WALES, FL, 33...

Community: Lake Ashton

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

Questions? Call us: (888) 625-4885

The Villages®

$399,000

3 beds

2 baths

2,032 sq ft

House

17285 SE 85TH WILLOWICK CIR, THE VILLAGE...

Community: The Villages®

Solivita

627 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759

$225,000

2 beds

2 baths

1,071 sq ft

House

627 VINEYARD WAY, POINCIANA, FL, 34759

Community: Solivita

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2,513 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 52

90 communities near Winter Park

2,513 homes near Winter Park

2 beds

2 baths

1,322 sq ft

Villa

2 beds

2 baths

1,452 sq ft

House

3 beds

2 baths

2,163 sq ft

House

4 beds

3 baths

2,544 sq ft

House

3 beds

3 baths

2,081 sq ft

Townhouse

3 beds

4 baths

1,847 sq ft

Townhouse

3 beds

2 baths

1,644 sq ft

House

3 beds

2 baths

2,419 sq ft

House

4 beds

4 baths

3,562 sq ft

House

2 beds

2 baths

1,651 sq ft

House

3 beds

3 baths

2,935 sq ft

House

3 beds

2 baths

1,776 sq ft

House

3 beds

2 baths

1,955 sq ft

House

2 beds

2 baths

1,234 sq ft

Villa

3 beds

2 baths

2,568 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

1,784 sq ft

House

3 beds

2 baths

1,671 sq ft

House

3 beds

2 baths

1,677 sq ft

House

2 beds