Winter Park, FL 55+ active adult communities & homes for sale - Page 42

2,398 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 - $3Ms

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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Questions? Call us: (888) 625-4885

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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Questions? Call us: (888) 625-4885

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

$200Ks - $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

13883 SE 94TH AVE, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

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Esplanade at Highland Ranch

1038 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715

$635,000

3 beds

3 baths

2,287 sq ft

House

1038 TIMBERVALE TRL, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

Four Seasons at Orlando

2116 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747

$695,000

3 beds

3 baths

2,360 sq ft

House

2116 LIMESTONE TRL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

Four Seasons at Orlando

2074 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747

$625,000

3 beds

2 baths

2,130 sq ft

House

2074 FLORA PASS PL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

The Villages®

$715,000

3 beds

2 baths

1,922 sq ft

House

5835 TUPPER CT, THE VILLAGES, FL, 32163

Community: The Villages®

Traditions at Lake Ruby

3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$388,900

4 beds

3 baths

2,404 sq ft

House

3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

Venetian Bay

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

$499,000

3 beds

3 baths

2,040 sq ft

House

206 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

The Villages®

$323,500

2 beds

2 baths

1,295 sq ft

House

3349 CLARA CT, THE VILLAGES, FL, 32163

Community: The Villages®

Sandpiper Golf & Country Club

6381 EGRET DR APT 25, LAKELAND, FL, 3380..., Lakeland, FL 33809

$270,000

2 beds

2 baths

1,383 sq ft

Villa

6381 EGRET DR APT 25, LAKELAND, FL, 3380...

House

4234 MCCLOY AVE, THE VILLAGES, FL, 32163

Community: The Villages®

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Esplanade at Highland Ranch

2605 CLEMSON RIDGE CT, CLERMONT, FL, 347..., Clermont, FL 34715

$438,000

2 beds

2 baths

1,726 sq ft

House

2605 CLEMSON RIDGE CT, CLERMONT, FL, 347...

Community: Esplanade at Highland Ranch

The Villages®

$299,999

2 beds

2 baths

1,156 sq ft

Villa

3772 VISCAYA CT, THE VILLAGES, FL, 32163

Community: The Villages®

Traditions at Lake Ruby

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$320,000

3 beds

2 baths

2,109 sq ft

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

Del Webb Orlando

672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$389,900

2 beds

2 baths

1,956 sq ft

House

672 CORDOBA DR, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Spruce Creek Country Club

12855 SE 92ND COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491

$350,000

2 beds

2 baths

1,995 sq ft

House

12855 SE 92ND COURT RD, SUMMERFIELD, FL,...

Community: Spruce Creek Country Club

The Villages®

$169,900

2 beds

2 baths

1,036 sq ft

Manufactured Home

902 ROSE LN, THE VILLAGES, FL, 32159

Community: The Villages®

Del Webb Minneola

2759 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715

$465,000

2 beds

2 baths

1,405 sq ft

House

2759 PURPLE MEADOW CT, MINNEOLA, FL, 347...

Community: Del Webb Minneola

Traditions at Lake Ruby

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$399,900

4 beds

3 baths

2,320 sq ft

House

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

VillageWalk at Lake Nona

11846 NAUTICA DR, ORLANDO, FL, 32827, Orlando, FL 32827

$425,000

3 beds

3 baths

1,810 sq ft

Townhouse

11846 NAUTICA DR, 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

Legacy of Leesburg

5107 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$317,000

3 beds

2 baths

1,658 sq ft

House

5107 AURORA DR, LEESBURG, FL, 34748

Community: Legacy of Leesburg

Harbor Hills Country Club

39819 GROVE HTS, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$559,900

3 beds

2 baths

2,504 sq ft

House

39819 GROVE HTS, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

New Heritage Hills

3856 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711

$495,000

3 beds

2 baths

2,109 sq ft

House

3856 SANIBEL ST, CLERMONT, FL, 34711

Community: Heritage Hills

New Venetian Bay

2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$375,000

3 beds

3 baths

1,779 sq ft

House

2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

The Villages®

$1,899,000

4 beds

2 baths

3,865 sq ft

House

1345 HARLEY CIR, THE VILLAGES, FL, 32162

Community: The Villages®

Solivita

677 VIA CORSO CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$510,000

3 beds

3 baths

2,235 sq ft

House

677 VIA CORSO CT, KISSIMMEE, FL, 34759

Community: Solivita

The Villages®

$309,000

2 beds

2 baths

1,078 sq ft

Villa

748 HERNANDEZ DR, THE VILLAGES, FL, 3215...

Community: The Villages®

The Villages®

$214,500

2 beds

2 baths

1,300 sq ft

Manufactured Home

1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ...

Community: The Villages®

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The Villages®

$309,900

2 beds

2 baths

1,322 sq ft

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162

Community: The Villages®

Venetian Bay

3057 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$299,900

3 beds

3 baths

1,614 sq ft

Townhouse

3057 MELETO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

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2,398 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 42

90 communities near Winter Park

2,398 homes near Winter Park

3 beds

2 baths

2,103 sq ft

House

2 beds

2 baths

1,437 sq ft

Villa

3 beds

2 baths

1,508 sq ft

House

3 beds

2 baths

1,607 sq ft

House

2 beds

2 baths

1,575 sq ft

House

3 beds

3 baths

2,287 sq ft

House

3 beds

3 baths

2,360 sq ft

House

3 beds

2 baths

2,130 sq ft

House

3 beds

2 baths

1,922 sq ft

House

4 beds

3 baths

2,404 sq ft

House

3 beds

3 baths

2,040 sq ft

House

2 beds

2 baths

1,295 sq ft

House

2 beds

2 baths

1,383 sq ft

Villa

3 beds

2 baths

2,109 sq ft

House

3 beds

2 baths

2,251 sq ft

House

3 beds

2 baths

2,312 sq ft

House

3 beds

2 baths

1,905 sq ft

House

3 beds

2 baths

1,488 sq ft

House

3 beds

2 baths

1,488 sq ft

House

2 beds