Winter Park, FL 55+ active adult communities & homes for sale - Page 6

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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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

$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

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

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

The Villages®

$299,900

2 beds

2 baths

1,165 sq ft

Villa

17773 SE 91ST FREEDOM CT, THE VILLAGES, ...

Community: The Villages®

Sandpiper Golf & Country Club

1038 PARAKEET TRL, LAKELAND, FL, 33809, Lakeland, FL 33809

$279,000

3 beds

2 baths

1,648 sq ft

House

1038 PARAKEET TRL, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

The Villages®

1003 MATTHEW AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$223,999

2 beds

2 baths

1,191 sq ft

Manufactured Home

1003 MATTHEW AVE, LADY LAKE, FL, 32159

Community: The Villages®

Stonecrest

17789 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$314,900

3 beds

3 baths

1,463 sq ft

House

17789 SE 113TH TER, SUMMERFIELD, FL, 344...

Community: Stonecrest

The Villages®

$749,900

4 beds

3 baths

2,248 sq ft

House

3031 HICKS PL, THE VILLAGES, FL, 32163

Community: The Villages®

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Questions? Call us: (888) 625-4885

The Villages®

$479,000

3 beds

2 baths

1,652 sq ft

House

845 VASQUEZ AVE, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$849,000

3 beds

2 baths

2,000 sq ft

House

949 ISLE OF PALMS PATH, THE VILLAGES, FL...

Community: The Villages®

Highland Fairways

1818 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810

$254,900

2 beds

2 baths

1,719 sq ft

House

1818 PRAIRIE DUNES CIR, LAKELAND, FL, 33...

Community: Highland Fairways

Stonecrest

17471 SE 110TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$374,000

3 beds

2 baths

2,020 sq ft

House

17471 SE 110TH TER, SUMMERFIELD, FL, 344...

Community: Stonecrest

New Trilogy® Orlando

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

$499,000

2 beds

3 baths

2,107 sq ft

House

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

Community: Trilogy® Orlando

Del Webb Oasis

13846 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787

$675,000

2 beds

3 baths

2,108 sq ft

House

13846 FRESH IVY ST, WINTER GARDEN, FL, 3...

Community: Del Webb Oasis

The Villages®

$739,000

3 beds

2 baths

1,927 sq ft

House

2416 BOILING SPRINGS CT, THE VILLAGES, F...

Community: The Villages®

The Villages®

$435,000

3 beds

2 baths

1,911 sq ft

House

17337 SE 80TH TURNBULL CT, THE VILLAGES,...

House

5714 CELEBRATION WAY, LEESBURG, FL, 3474...

1689 TRABUCO CANYON CT, KISSIMMEE, FL, 3...

Community: Solivita

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

Questions? Call us: (888) 625-4885

Heritage Isle

3122 GRAYSON DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$420,000

3 beds

2 baths

1,992 sq ft

House

3122 GRAYSON DR, MELBOURNE, FL, 32940

Community: Heritage Isle

Esplanade at Highland Ranch

1023 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715

$529,995

3 beds

3 baths

2,287 sq ft

House

1023 TIMBERVALE TRL, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

The Villages®

$282,000

2 beds

2 baths

1,120 sq ft

House

8065 SE 175TH COLUMBIA PL, THE VILLAGES,...

Community: The Villages®

Plantation at Leesburg

25533 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748

$225,000

2 beds

2 baths

1,352 sq ft

Manufactured Home

25533 BELLE HELENE, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$359,000

3 beds

2 baths

1,477 sq ft

House

1258 WEATON CT, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$449,000

3 beds

2 baths

1,611 sq ft

House

2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$385,000

3 beds

2 baths

1,737 sq ft

House

2241 HACKNEY WAY, THE VILLAGES, FL, 3216...

Community: The Villages®

New The Villages®

1803 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159

$525,000

3 beds

2 baths

2,104 sq ft

House

1803 PALO ALTO AVE, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$209,999

2 beds

2 baths

1,196 sq ft

Manufactured Home

928 OLEANDER ST, THE VILLAGES, FL, 32159

House

1016 PICKERING PATH, THE VILLAGES, FL, 3...

Community: The Villages®

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

Questions? Call us: (888) 625-4885

The Villages®

$499,000

3 beds

2 baths

1,696 sq ft

House

5617 STRICKLIN ST, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$698,000

3 beds

2 baths

2,579 sq ft

House

1865 CLAVERTON ST, THE VILLAGES, FL, 321...

Community: The Villages®

1 2 3 4 5 6 7 8 9 10 11 12 13 14…60

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2,377 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 6

90 communities near Winter Park

2,377 homes near Winter Park

2 beds

2 baths

1,165 sq ft

Villa

3 beds

2 baths

1,648 sq ft

House

2 beds

2 baths

1,191 sq ft

Manufactured Home

3 beds

3 baths

1,463 sq ft

House

4 beds

3 baths

2,248 sq ft

House

3 beds

2 baths

1,652 sq ft

House

3 beds

2 baths

2,000 sq ft

House

2 beds

2 baths

1,719 sq ft

House

3 beds

2 baths

2,020 sq ft

House

2 beds

3 baths

2,107 sq ft

House

2 beds

3 baths

2,108 sq ft

House

3 beds

2 baths

1,927 sq ft

House

3 beds

2 baths

1,911 sq ft

House

3 beds

2 baths

1,655 sq ft

House

2 beds

2 baths

1,248 sq ft

House

3 beds

2 baths

1,632 sq ft

House

2 beds

2 baths

1,407 sq ft

Townhouse

2 beds

2 baths

1,269 sq ft

House

2 beds

2 baths

1,187 sq ft

Villa

3 beds