Winter Park, FL 55+ active adult communities & homes for sale - Page 20

2,414 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

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

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

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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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes

Grand Haven

$200ks - $800ks

Grand Haven, Palm Coast, FL

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

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2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 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

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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes

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

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Questions? Call us: (888) 625-4885

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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

4 rating (4 reviews)

Lakes of Mount Dora

$300ks - $1Ms

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

$300ks - $900ks

Harbor Hills Country Club, Lady Lake, FL

New and Resale | Age-targeted | Built 1989 - present | 940 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 (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 (1 reviews)

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

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Questions? Call us: (888) 625-4885

5 rating (2 reviews)

Heritage Isle

$300ks - $500ks

Heritage Isle, Viera, FL

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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

New and Resale | Age-targeted | Built 1985 - present | 976 homes

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2017 - present | 557 homes

Ridgehaven

$300ks - $600ks

Ridgehaven, Ormond Beach, FL

New Construction | 55+ age-restricted

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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

5 rating (1 reviews)

VillageWalk at Lake Nona

$300ks - $700ks

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes

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

Questions? Call us: (888) 625-4885

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

5 rating (2 reviews)

Bridgewater at Viera

$300ks - $800ks

Bridgewater at Viera, Melbourne, FL

Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 homes

172 PARKHAVEN DR, ORMOND BEACH, FL, 3217...

House

9333 SE 124TH PL, SUMMERFIELD, FL, 34491

Community: Grand Haven

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

Questions? Call us: (888) 625-4885

Plantation Bay Golf & Country Club

1444 SUNNINGDALE LN, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174

$479,000

3 beds

2 baths

2,172 sq ft

House

1444 SUNNINGDALE LN, ORMOND BEACH, FL, 3...

Community: Plantation Bay Golf & Country Club

Pennbrooke Fairways

333 RANCHWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$344,900

3 beds

2 baths

1,840 sq ft

House

333 RANCHWOOD DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Solivita

376 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759

$350,000

3 beds

2 baths

1,902 sq ft

House

376 INDIAN WELLS AVE, POINCIANA, FL, 347...

Community: Solivita

The Villages®

$569,000

3 beds

2 baths

1,929 sq ft

House

16967 SE 84TH COLERAIN CIR, THE VILLAGES...

Community: The Villages®

Summer Trees

61 CYPRESS POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128

$209,900

2 beds

2 baths

1,020 sq ft

House

61 CYPRESS POND RD, PORT ORANGE, FL, 321...

Community: Summer Trees

The Villages®

$186,000

1 beds

1 baths

955 sq ft

Villa

17412 SE 81ST NEWBERRY CT, THE VILLAGES,...

Community: The Villages®

Del Webb Oasis

13043 SANDCASTLE DR, WINTER GARDEN, FL, ..., Winter Garden, FL 34787

$899,000

3 beds

2 baths

1,943 sq ft

House

13043 SANDCASTLE DR, WINTER GARDEN, FL, ...

Community: Del Webb Oasis

Solivita

1317 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$269,000

2 beds

2 baths

1,363 sq ft

House

1317 LOMBARDI CT, KISSIMMEE, FL, 34759

Community: Solivita

Kings Ridge

2241 KINGSMILL WAY, CLERMONT, FL, 34711, Clermont, FL 34711

$399,900

3 beds

2 baths

2,124 sq ft

House

2241 KINGSMILL WAY, CLERMONT, FL, 34711

Community: Kings Ridge

Solivita

100 MERIDIAN AVE, POINCIANA, FL, 34759, Poinciana, FL 34759

$299,000

2 beds

2 baths

1,574 sq ft

House

100 MERIDIAN AVE, POINCIANA, FL, 34759

Community: Solivita

The Villages®

$305,000

3 beds

2 baths

1,392 sq ft

House

435 SANTA CLARA CIR, 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

Plantation at Leesburg

5338 TIGERS TAIL, LEESBURG, FL, 34748, Leesburg, FL 34748

$230,000

2 beds

2 baths

1,050 sq ft

House

5338 TIGERS TAIL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Venetian Bay

3338 BELLINO BLVD, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$779,000

3 beds

2 baths

1,918 sq ft

House

3338 BELLINO BLVD, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

The Villages®

$319,900

3 beds

2 baths

1,823 sq ft

House

501 HERRERA CT, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$239,900

2 beds

2 baths

1,175 sq ft

Villa

17263 SE 93RD DEMOSS CT, THE VILLAGES, F...

Community: The Villages®

Latitude Margaritaville

842 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124

$674,900

2 beds

3 baths

2,303 sq ft

House

842 ATTITUDE AVE, DAYTONA BEACH, FL, 321...

Community: Latitude Margaritaville

Spruce Creek Country Club

12531 SE 93RD COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491

$389,700

2 beds

3 baths

2,123 sq ft

House

12531 SE 93RD COURT RD, SUMMERFIELD, FL,...

Community: Spruce Creek Country Club

Huntington at Hunter's Ridge

23 FAWN HAVEN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$399,900

3 beds

3 baths

1,853 sq ft

House

23 FAWN HAVEN TRL, ORMOND BEACH, FL, 321...

Community: Huntington at Hunter's Ridge

Trilogy® Orlando

88 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736

$315,000

2 beds

2 baths

1,568 sq ft

House

88 BAYOU BEND RD, GROVELAND, FL, 34736

Community: Trilogy® Orlando

Lake Ashton

4179 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$379,900

3 beds

2 baths

2,229 sq ft

House

4179 ABERDEEN LN, LAKE WALES, FL, 33859

Community: Lake Ashton

The Villages®

$342,500

3 beds

2 baths

1,483 sq ft

House

16596 SE 77TH NORTHRIDGE CT, THE VILLAGE...

Community: The Villages®

Summit Chase Villas

12418 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778

$180,000

2 beds

2 baths

918 sq ft

Villa

12418 ORANGEWOOD CIR, TAVARES, FL, 32778

Community: Summit Chase Villas

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

Questions? Call us: (888) 625-4885

The Villages®

$425,000

3 beds

2 baths

1,642 sq ft

Villa

5450 SAMUEL ST, THE VILLAGES, FL, 32163

Community: The Villages®

Twin Lakes

2449 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772

$300,000

2 beds

2 baths

1,449 sq ft

Villa

2449 YELLOW BRICK RD, ST CLOUD, FL, 3477...

Community: Twin Lakes

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Frequently Asked Questions

What size 55+ communities are there in Winter Park?

In Winter Park, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winter Park?

The smallest 55+ community in Winter Park has 178 homes, the largest has 178 homes, and the average community consists of 178 homes.

Are there new 55+ homes available in Winter Park?

Yes, there is new 55+ home available in Winter Park. The most recent community started in Winter Park include Rosalia Winter Park. There is also 1 community in Winter Park that offers new construction homes, including Rosalia Winter Park.

Are there gated 55+ communities in Winter Park?

Yes, there is gated 55+ community in Winter Park. The only 55+ community in Winter Park is gated. For instance, Rosalia Winter Park is a gated community with 178 homes.

Want more information about active adult communities around Winter Park?

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2,414 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 20

93 communities near Winter Park

2,414 homes near Winter Park

2 beds

2 baths

1,613 sq ft

House

4 beds

3 baths

2,952 sq ft

House

3 beds

2 baths

1,572 sq ft

House

3 beds

2 baths

1,572 sq ft

House

3 beds

2 baths

1,454 sq ft

House

3 beds

2 baths

1,454 sq ft

House

2 beds

2 baths

1,410 sq ft

House

3 beds

2 baths

1,621 sq ft

House

2 beds

2 baths

2,148 sq ft

House

3 beds

2 baths

1,820 sq ft

House

3 beds

3 baths

2,043 sq ft

House

4 beds

2 baths

1,867 sq ft

House

4 beds

2 baths

1,867 sq ft

House

3 beds

2 baths

1,938 sq ft

Villa

2 beds

2 baths

1,603 sq ft

House

3 beds

2 baths

1,594 sq ft

House

3 beds

2 baths

2,172 sq ft

House

3 beds

2 baths

1,840 sq ft

House

3 beds

2 baths

1,902 sq ft

House

3 beds