Winter Park, FL 55+ active adult communities & homes for sale - Page 44

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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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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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

5037 FALLGLO WAY, SAINT CLOUD, FL, 34772

Community: Twin Lakes

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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®

Pennbrooke Fairways

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

$139,500

1 beds

1 baths

588 sq ft

House

738 COTTAGE PARK LN, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Lakeside Landings

10199 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484

$364,900

3 beds

2 baths

1,537 sq ft

Villa

10199 MAINSAIL DR, OXFORD, FL, 34484

Community: Lakeside Landings

Solivita

157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$329,990

3 beds

3 baths

2,267 sq ft

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759

Community: Solivita

The Villages®

$719,900

4 beds

2 baths

2,534 sq ft

House

1819 ZIRCON PL, THE VILLAGES, FL, 32163

Community: The Villages®

Stonecrest

17409 SE 111TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$330,000

3 beds

2 baths

1,700 sq ft

House

17409 SE 111TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

Stonecrest

17446 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491

$314,900

3 beds

2 baths

1,681 sq ft

House

17446 SE 115TH TERRACE RD, SUMMERFIELD, ...

Community: Stonecrest

The Villages®

$360,000

3 beds

2 baths

1,512 sq ft

House

2377 LONGBOW TRL, THE VILLAGES, FL, 3216...

Community: The Villages®

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Questions? Call us: (888) 625-4885

High Vista at Ridgewood Lakes

457 GOLF VISTA CIR, DAVENPORT, FL, 33837, Davenport, FL 33837

$375,000

4 beds

3 baths

2,211 sq ft

House

457 GOLF VISTA CIR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Spruce Creek South

17970 SE 102ND CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$274,000

3 beds

2 baths

1,708 sq ft

House

17970 SE 102ND CT, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

The Villages®

$394,500

3 beds

2 baths

1,642 sq ft

House

516 LOMA PASEO DR, THE VILLAGES, FL, 321...

Community: The Villages®

Spruce Creek Country Club

9891 SE 138TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$284,900

3 beds

2 baths

1,760 sq ft

House

9891 SE 138TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Harbor Hills Country Club

6008 APEX WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$749,500

4 beds

3 baths

3,432 sq ft

House

6008 APEX WAY, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Legacy of Leesburg

27328 PINE STRAW RD, LEESBURG, FL, 34748, Leesburg, FL 34748

$375,000

3 beds

2 baths

1,894 sq ft

House

27328 PINE STRAW RD, LEESBURG, FL, 34748

Community: Legacy of Leesburg

Spruce Creek South

17533 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$254,900

2 beds

2 baths

1,534 sq ft

House

17533 SE 96TH CT, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

Four Seasons at Orlando

7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747

$729,500

3 beds

3 baths

2,754 sq ft

House

7748 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...

House

3218 MEDICI BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

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

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Venetian Bay

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

$569,000

3 beds

2 baths

1,987 sq ft

House

351 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

Ridgehaven

1320 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$418,420

4 beds

2 baths

1,908 sq ft

House

1320 OAKHAVEN AVE, ORMOND BEACH, FL, 321...

Community: Ridgehaven

The Villages®

$280,000

2 beds

2 baths

1,623 sq ft

Villa

1019 AVALON AVE, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$639,900

3 beds

3 baths

2,409 sq ft

House

1092 INCORVAIA WAY, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$325,000

3 beds

2 baths

1,265 sq ft

House

8039 SE 174TH BELHAVEN LOOP, THE VILLAGE...

Community: The Villages®

New Grand Haven

83 FRONT ST, PALM COAST, FL, 32137, Palm Coast, FL 32137

$1,250,000

4 beds

4 baths

3,259 sq ft

House

83 FRONT ST, PALM COAST, FL, 32137

Community: Grand Haven

Twin Lakes

2410 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772

$369,000

2 beds

2 baths

1,464 sq ft

Villa

2410 DATURA LOOP, SAINT CLOUD, FL, 34772

Community: Twin Lakes

New The Villages®

4774 COSENTINO CT, THE VILLAGES, FL, 321..., The Villages, FL 32163

$659,000

3 beds

2 baths

2,024 sq ft

House

4774 COSENTINO CT, THE VILLAGES, FL, 321...

Community: The Villages®

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

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New Solivita

2825 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$349,000

2 beds

2 baths

1,839 sq ft

Villa

2825 PALM TREE DR, KISSIMMEE, FL, 34759

Community: Solivita

New Summit Greens

916 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711

$319,000

3 beds

2 baths

1,872 sq ft

House

916 WOLF CREEK ST, CLERMONT, FL, 34711

Community: Summit Greens

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2,398 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 44

90 communities near Winter Park

2,398 homes near Winter Park

3 beds

2 baths

1,446 sq ft

Villa

3 beds

2 baths

1,477 sq ft

House

2 beds

2 baths

1,174 sq ft

Villa

3 beds

2 baths

2,000 sq ft

House

3 beds

3 baths

2,208 sq ft

House

3 beds

2 baths

1,652 sq ft

House

1 beds

1 baths

588 sq ft

House

3 beds

2 baths

1,537 sq ft

Villa

3 beds

3 baths

2,267 sq ft

House

4 beds

2 baths

2,534 sq ft

House

3 beds

2 baths

1,700 sq ft

House

3 beds

2 baths

1,681 sq ft

House

3 beds

2 baths

1,512 sq ft

House

4 beds

3 baths

2,211 sq ft

House

3 beds

2 baths

1,708 sq ft

House

3 beds

2 baths

1,642 sq ft

House

3 beds

2 baths

1,760 sq ft

House

4 beds

3 baths

3,432 sq ft

House

3 beds

2 baths

1,894 sq ft

House

2 beds