Winter Park, FL 55+ active adult communities & homes for sale - Page 11

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

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

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

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

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®

$675,000

3 beds

2 baths

2,228 sq ft

House

2983 SAINT THOMAS LN, THE VILLAGES, FL, ...

Community: The Villages®

Del Webb Sunbridge

2904 VOYAGER AVE, ST CLOUD, FL, 34771, St Cloud, FL 34771

$357,990

3 beds

3 baths

1,744 sq ft

Townhouse

2904 VOYAGER AVE, ST CLOUD, FL, 34771

1144 BEN MORE DR, LEESBURG, FL, 34788

House

21811 KING HENRY AVE, LEESBURG, FL, 3474...

3502 INNISBROOK DR, LAKELAND, FL, 33810

House

1565 LAKEWOOD DR, THE VILLAGES, FL, 3216...

Community: The Villages®

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Questions? Call us: (888) 625-4885

Solivita

112 SEVILLA CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$465,000

3 beds

3 baths

2,450 sq ft

House

112 SEVILLA CT, KISSIMMEE, FL, 34759

Community: Solivita

Royal Highlands

5729 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748

$469,900

3 beds

3 baths

2,402 sq ft

House

5729 KING JAMES AVE, LEESBURG, FL, 34748

Community: Royal Highlands

The Villages®

$259,000

2 beds

2 baths

1,160 sq ft

Villa

17385 SE 78TH DRAUGHTON CT, THE VILLAGES...

Community: The Villages®

The Villages®

$279,000

2 beds

2 baths

1,258 sq ft

Villa

5719 SPARTINA TER, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$634,700

3 beds

2 baths

1,887 sq ft

House

1615 SNELLING AVE, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$324,900

2 beds

2 baths

1,203 sq ft

House

3552 GROUBY RD, THE VILLAGES, FL, 32163

Community: The Villages®

Park Place

$365,000

3 beds

2 baths

1,879 sq ft

House

133 PARK PLACE CIR, PALM COAST, FL, 3216...

Community: Park Place

The Villages®

$385,000

3 beds

2 baths

1,669 sq ft

House

2129 ZARAGOZA PL, THE VILLAGES, FL, 3215...

Community: The Villages®

Four Seasons at Orlando

7774 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747

$699,000

3 beds

2 baths

1,969 sq ft

House

7774 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...

Community: Four Seasons at Orlando

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

Questions? Call us: (888) 625-4885

Kings Ridge

2282 FENTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$390,000

3 beds

2 baths

1,896 sq ft

House

2282 FENTON AVE, CLERMONT, FL, 34711

Community: Kings Ridge

The Villages®

$339,000

2 beds

2 baths

1,214 sq ft

Villa

1717 FRANCISCO ST, THE VILLAGES, FL, 321...

Community: The Villages®

Summer Trees

6034 WINDING RIDGE LN, PORT ORANGE, FL, ..., Port Orange, FL 32128

$499,900

4 beds

2 baths

1,880 sq ft

House

6034 WINDING RIDGE LN, PORT ORANGE, FL, ...

Community: Summer Trees

Arlington Ridge

26617 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748

$560,000

4 beds

3 baths

2,580 sq ft

House

26617 OTTER CREEK LN, LEESBURG, FL, 3474...

Community: Arlington Ridge

The Villages®

$300,000

2 beds

2 baths

1,203 sq ft

Villa

2747 DYSON LOOP, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$529,000

3 beds

2 baths

1,950 sq ft

House

4362 WATCH HILL ST, THE VILLAGES, FL, 32...

Community: The Villages®

Solivita

524 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$218,000

2 beds

2 baths

1,159 sq ft

Halfplex

524 GLENDORA RD, KISSIMMEE, FL, 34759

Community: Solivita

Plantation Bay Golf & Country Club

1234 CROWN POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174

$550,000

3 beds

2 baths

1,926 sq ft

House

1234 CROWN POINTE LN, ORMOND BEACH, FL, ...

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

3377 CATERINA DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$860,000

4 beds

4 baths

3,882 sq ft

House

3377 CATERINA DR, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Del Webb Sunbridge

6402 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771

$999,999

4 beds

3 baths

2,904 sq ft

House

6402 ROVER WAY, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

1…5 6 7 8 9 10 11 12 13 14 15 16 17…63

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2,513 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 11

90 communities near Winter Park

2,513 homes near Winter Park

3 beds

2 baths

2,228 sq ft

House

3 beds

3 baths

1,744 sq ft

Townhouse

2 beds

2 baths

1,937 sq ft

House

3 beds

2 baths

1,712 sq ft

House

2 beds

2 baths

1,213 sq ft

House

3 beds

2 baths

1,832 sq ft

House

2 beds

2 baths

1,389 sq ft

House

3 beds

2 baths

1,918 sq ft

House

3 beds

2 baths

1,814 sq ft

House

2 beds

2 baths

1,808 sq ft

House

2 beds

2 baths

1,118 sq ft

House

3 beds

2 baths

2,260 sq ft

House

3 beds

2 baths

1,928 sq ft

House

3 beds

2 baths

1,860 sq ft

House

3 beds

2 baths

2,347 sq ft

House

2 beds

2 baths

1,040 sq ft

Manufactured Home

2 beds

2 baths

1,922 sq ft

House

3 beds

2 baths

1,392 sq ft

House

2 beds

2 baths

1,464 sq ft

House

3 beds