Winter Park, FL 55+ active adult communities & homes for sale - Page 49

2,377 homes near Winter Park

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4 rating (17 reviews)

The Villages®

<$100k - $2Ms

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

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Grand Haven

$300Ks - $1Ms

Grand Haven, Palm Coast, FL

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

Pelican Bay Daytona Beach

$100Ks - $400Ks

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 - $400Ks

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

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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

5 rating (2 reviews)

Heritage Isle

$200Ks - $500Ks

Heritage Isle, Viera, FL

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

3.8 rating (6 reviews)

Trilogy® Orlando

$200Ks - $600Ks

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

Del Webb at Viera

$400Ks - $1Ms

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

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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)

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

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 - $800Ks

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

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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 - $800Ks

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

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

$300Ks - $400Ks

Royal Harbor, Tavares, FL

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

Lakeside Landings

$200Ks - $500Ks

Lakeside Landings, Oxford, FL

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

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Questions? Call us: (888) 625-4885

1 rating (1 reviews)

Sullivan Ranch

$200Ks - $700Ks

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

$229,900

2 beds

2 baths

1,317 sq ft

House

1690 COLONNADES CIR, LAKELAND, FL, 33811

Community: Colonnades

The Villages®

$225,000

1 beds

1 baths

875 sq ft

Villa

2598 HIALEAH AVE, THE VILLAGES, FL, 3216...

Community: The Villages®

Carillon Lakes

3913 SERENADE LN # 4, LAKELAND, FL, 3381..., Lakeland, FL 33811

$309,500

2 beds

2 baths

1,722 sq ft

Condo

3913 SERENADE LN # 4, LAKELAND, FL, 3381...

Community: Carillon Lakes

The Villages®

$299,900

2 beds

2 baths

1,148 sq ft

Villa

1964 RHETT RD, THE VILLAGES, FL, 32163

Community: The Villages®

Halifax Plantation

1121 KILLARNEY DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$634,900

3 beds

2 baths

2,131 sq ft

House

1121 KILLARNEY DR, ORMOND BEACH, FL, 321...

House

4928 HERON RUN CIR CIR, LEESBURG, FL, 34...

Community: Plantation at Leesburg

Bridgewater at Viera

2572 CHAPEL BRIDGE LN, MELBOURNE, FL, 32..., Melbourne, FL 32940

$647,000

3 beds

3 baths

2,683 sq ft

House

2572 CHAPEL BRIDGE LN, MELBOURNE, FL, 32...

Community: Bridgewater at Viera

Arlington Ridge

4002 RICHMOND XING, LEESBURG, FL, 34748, Leesburg, FL 34748

$399,999

3 beds

2 baths

2,188 sq ft

House

4002 RICHMOND XING, LEESBURG, FL, 34748

Community: Arlington Ridge

The Villages®

$329,900

2 beds

2 baths

1,203 sq ft

Villa

1899 GROESSER PL, THE VILLAGES, FL, 3216...

Community: The Villages®

Arlington Ridge

26747 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748

$410,000

3 beds

2 baths

2,004 sq ft

House

26747 WHITE PLAINS WAY, LEESBURG, FL, 34...

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...

Community: Lake Ashton

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Plantation at Leesburg

24841 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$159,000

2 beds

2 baths

1,040 sq ft

Manufactured Home

24841 PINE HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Highland Fairways

2324 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810

$210,000

2 beds

2 baths

1,355 sq ft

House

2324 SEA ISLAND CIR, LAKELAND, FL, 33810

Community: Highland Fairways

The Country Club of Mount Dora

1741 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$1,500,000

5 beds

5 baths

5,573 sq ft

House

1741 EDGEWATER DR, MOUNT DORA, FL, 32757

Community: The Country Club of Mount Dora

Scottish Highlands

918 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788

$245,000

2 beds

2 baths

1,380 sq ft

House

918 DUNDEE CIR, LEESBURG, FL, 34788

Community: Scottish Highlands

Lake Ashton

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$412,000

3 beds

2 baths

2,175 sq ft

House

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3...

Community: Lake Ashton

Solivita

729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$509,900

4 beds

4 baths

2,616 sq ft

House

729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759

Community: Solivita

Plantation Bay Golf & Country Club

875 PINEWOOD DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$408,000

3 beds

3 baths

2,101 sq ft

Townhouse

875 PINEWOOD DR, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

Halifax Plantation

3709 DONEGAL CIR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$489,000

3 beds

2 baths

2,186 sq ft

House

3709 DONEGAL CIR, ORMOND BEACH, FL, 3217...

Community: Halifax Plantation

Highland Lakes

26104 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$235,000

2 beds

2 baths

1,124 sq ft

House

26104 NEWCOMBE CIR, LEESBURG, FL, 34748

Community: Highland Lakes

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Plantation Bay Golf & Country Club

1245 HAMPSTEAD LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$499,900

3 beds

2 baths

1,870 sq ft

House

1245 HAMPSTEAD LN, ORMOND BEACH, FL, 321...

Community: Plantation Bay Golf & Country Club

Pennbrooke Fairways

730 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748

$135,247

2 beds

2 baths

850 sq ft

Manufactured Home

730 COTTAGE PARK LN, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Latitude Margaritaville

333 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124

$399,900

2 beds

2 baths

1,308 sq ft

House

333 POP TOP LN, DAYTONA BEACH, FL, 32124

Community: Latitude Margaritaville

Plantation Bay Golf & Country Club

39 MAGNOLIA DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$285,000

2 beds

2 baths

1,300 sq ft

Condo

39 MAGNOLIA DR, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

Summit Greens

2503 SQUAW CRK, CLERMONT, FL, 34711, Clermont, FL 34711

$374,900

3 beds

2 baths

1,919 sq ft

House

2503 SQUAW CRK, CLERMONT, FL, 34711

Community: Summit Greens

Lakeside Landings

4846 AUDREY MARIE CT, OXFORD, FL, 34484, Oxford, FL 34484

$449,700

4 beds

2 baths

2,200 sq ft

House

4846 AUDREY MARIE CT, OXFORD, FL, 34484

Community: Lakeside Landings

The Villages®

1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159

$282,000

2 beds

2 baths

1,092 sq ft

Manufactured Home

1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321...

Community: The Villages®

Solivita

619 TAPATIO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$540,000

5 beds

5 baths

2,881 sq ft

House

619 TAPATIO LN, KISSIMMEE, FL, 34759

Community: Solivita

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

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The Villages®

$439,900

3 beds

2 baths

1,887 sq ft

House

375 SIMPSON ST, THE VILLAGES, FL, 32162

Community: The Villages®

Spruce Creek Country Club

12592 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491

$470,000

3 beds

2 baths

2,413 sq ft

House

12592 SE 97TH TERRACE RD, SUMMERFIELD, F...

Community: Spruce Creek Country Club

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2,377 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 49

90 communities near Winter Park

2,377 homes near Winter Park

2 beds

2 baths

1,317 sq ft

House

1 beds

1 baths

875 sq ft

Villa

2 beds

2 baths

1,722 sq ft

Condo

2 beds

2 baths

1,148 sq ft

Villa

3 beds

2 baths

2,131 sq ft

House

3 beds

2 baths

1,757 sq ft

House

3 beds

2 baths

1,314 sq ft

House

3 beds

2 baths

1,876 sq ft

House

2 beds

2 baths

1,424 sq ft

House

3 beds

3 baths

2,683 sq ft

House

3 beds

2 baths

2,188 sq ft

House

2 beds

2 baths

1,203 sq ft

Villa

3 beds

2 baths

2,004 sq ft

House

2 beds

2 baths

2,148 sq ft

House

3 beds

3 baths

2,324 sq ft

House

3 beds

2 baths

1,720 sq ft

House

3 beds

2 baths

1,844 sq ft

House

3 beds

2 baths

1,762 sq ft

House

2 beds

2 baths

1,237 sq ft

House

3 beds