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

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

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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

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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

6094 DELPHINA LOOP, THE VILLAGES, FL, 32...

Community: The Villages®

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Questions? Call us: (888) 625-4885

Solivita

525 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$330,000

2 beds

2 baths

2,064 sq ft

House

525 SHOREHAVEN DR, POINCIANA, FL, 34759

Community: Solivita

VillageWalk at Lake Nona

11959 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827

$429,900

3 beds

2 baths

1,554 sq ft

Halfplex

11959 FIORE DR, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

Royal Harbor

5486 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778

$388,000

3 beds

3 baths

2,284 sq ft

House

5486 BOUNTY CIR, TAVARES, FL, 32778

Community: Royal Harbor

The Villages®

$640,000

4 beds

3 baths

2,296 sq ft

House

1125 MAYNARD PATH, THE VILLAGES, FL, 321...

Community: The Villages®

Vienna Square

1709 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$259,000

2 beds

2 baths

1,164 sq ft

Villa

1709 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

Twin Lakes

2585 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772

$279,900

2 beds

2 baths

1,464 sq ft

Villa

2585 YELLOW BRICK RD, ST CLOUD, FL, 3477...

Community: Twin Lakes

Plantation Bay Golf & Country Club

1216 HAMPSTEAD LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$557,000

3 beds

2 baths

1,973 sq ft

House

1216 HAMPSTEAD LN, ORMOND BEACH, FL, 321...

Community: Plantation Bay Golf & Country Club

Lakes of Mount Dora

8923 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$399,900

3 beds

2 baths

1,926 sq ft

House

8923 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...

House

27106 CAMERONS RUN, LEESBURG, FL, 34748

Community: Arlington Ridge

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

Questions? Call us: (888) 625-4885

Lake Ashton

4429 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$349,900

3 beds

2 baths

1,847 sq ft

House

4429 TURNBERRY LN, LAKE WALES, FL, 33859

Community: Lake Ashton

Foxwood Lake Estates

5026 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810

$195,000

2 beds

2 baths

1,456 sq ft

Manufactured Home

5026 FOXWOOD BLVD, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

Royal Highlands

4802 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$425,000

2 beds

2 baths

3,034 sq ft

House

4802 GLEN COE ST, LEESBURG, FL, 34748

Community: Royal Highlands

Twin Lakes

2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772

$299,999

2 beds

2 baths

1,464 sq ft

Halfplex

2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3...

Community: Twin Lakes

Heritage Hills

3538 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711

$289,900

2 beds

2 baths

1,374 sq ft

Villa

3538 BELLAND CIR B, CLERMONT, FL, 34711

Community: Heritage Hills

Harbor Hills Country Club

39640 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159

$519,900

3 beds

3 baths

2,531 sq ft

House

39640 HARBOR HILLS BLVD, LADY LAKE, FL, ...

Community: Harbor Hills Country Club

Lake James

$495,900

3 beds

2 baths

1,886 sq ft

House

7911 LAKE JAMES BLVD, LAKELAND, FL, 3381...

Community: Lake James

Gatherings of Lake Nona

7545 LAUREATE BLVD 7208, ORLANDO, FL, 32..., Orlando, FL 32827

$416,990

2 beds

2 baths

1,368 sq ft

Condo

7545 LAUREATE BLVD 7208, ORLANDO, FL, 32...

Community: Gatherings of Lake Nona

Royal Highlands

4950 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$342,500

3 beds

2 baths

2,065 sq ft

House

4950 GLEN COE ST, LEESBURG, FL, 34748

House

5135 AURORA DR, LEESBURG, FL, 34748

6381 EGRET DR 28, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

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

Questions? Call us: (888) 625-4885

Summer Trees

125 CROOKED PINE RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128

$285,000

2 beds

2 baths

1,855 sq ft

House

125 CROOKED PINE RD, PORT ORANGE, FL, 32...

Community: Summer Trees

The Villages®

19201 SANDALWOOD DR # 19201, WILDWOOD, F..., Wildwood, FL 34785

$99,900

1 beds

1 baths

872 sq ft

Condo

19201 SANDALWOOD DR # 19201, WILDWOOD, F...

Community: The Villages®

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2,513 homes

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

90 communities near Winter Park

2,513 homes near Winter Park

3 beds

2 baths

1,454 sq ft

House

3 beds

2 baths

1,572 sq ft

House

3 beds

2 baths

1,454 sq ft

House

6 beds

10 baths

8,260 sq ft

House

3 beds

2 baths

1,601 sq ft

House

2 beds

2 baths

2,064 sq ft

House

3 beds

2 baths

1,554 sq ft

Halfplex

3 beds

3 baths

2,284 sq ft

House

4 beds

3 baths

2,296 sq ft

House

2 beds

2 baths

1,164 sq ft

Villa

2 beds

2 baths

1,464 sq ft

Villa

3 beds

2 baths

1,973 sq ft

House

3 beds

2 baths

1,926 sq ft

House

3 beds

2 baths

1,637 sq ft

House

2 beds

2 baths

1,545 sq ft

House

3 beds

2 baths

1,489 sq ft

House

3 beds

2 baths

1,757 sq ft

House

3 beds

2 baths

1,516 sq ft

House

2 beds

3 baths

2,074 sq ft

House

2 beds