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

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

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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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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

2376 BRANCHVILLE TER, THE VILLAGES, FL, ...

Community: The Villages®

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Questions? Call us: (888) 625-4885

The Villages®

$274,000

2 beds

2 baths

1,160 sq ft

Villa

17431 SE 93RD RETFORD TER, THE VILLAGES,...

Community: The Villages®

The Villages®

$339,900

3 beds

2 baths

1,512 sq ft

House

8288 SE 176TH LAWSON LOOP, THE VILLAGES,...

Community: The Villages®

Solivita

1309 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$285,000

2 beds

2 baths

1,366 sq ft

House

1309 LOMBARDI CT, KISSIMMEE, FL, 34759

Community: Solivita

The Villages®

$440,000

3 beds

2 baths

1,967 sq ft

House

1253 GREENVILLE WAY, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$450,000

3 beds

2 baths

2,140 sq ft

House

1953 YEARLING WAY, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$440,000

3 beds

2 baths

1,699 sq ft

Villa

2861 LEICESTER TER, THE VILLAGES, FL, 32...

Community: The Villages®

Pelican Bay Daytona Beach

576 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119

$539,000

4 beds

4 baths

3,542 sq ft

House

576 PELICAN BAY DR, DAYTONA BEACH, FL, 3...

Community: Pelican Bay Daytona Beach

High Vista at Ridgewood Lakes

612 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837

$320,000

2 beds

2 baths

1,797 sq ft

House

612 VISTA OAKS WAY, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

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Pelican Bay Daytona Beach

140 BROWN PELICAN DR, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119

$269,000

3 beds

4 baths

1,455 sq ft

Villa

140 BROWN PELICAN DR, DAYTONA BEACH, FL,...

Community: Pelican Bay Daytona Beach

Kings Ridge

3645 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711

$319,000

2 beds

2 baths

1,423 sq ft

House

3645 ROLLINGBROOK ST, CLERMONT, FL, 3471...

Community: Kings Ridge

Plantation at Leesburg

4844 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$257,000

2 beds

2 baths

1,289 sq ft

House

4844 HERON RUN CIR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Lakes at Harmony

3224 OXBOW CT, HARMONY, FL, 34773, Harmony, FL 34773

$499,999

4 beds

4 baths

2,732 sq ft

House

3224 OXBOW CT, HARMONY, FL, 34773

Community: The Lakes at Harmony

Lake Ashton

5352 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$369,900

2 beds

2 baths

2,354 sq ft

House

5352 NICKLAUS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

The Villages®

$299,999

2 beds

2 baths

1,142 sq ft

House

883 AIKEN AVE, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

1763 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159

$148,500

2 beds

2 baths

1,306 sq ft

Manufactured Home

1763 W SCHWARTZ BLVD, LADY LAKE, FL, 321...

Community: The Villages®

Royal Harbor

6050 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778

$329,900

3 beds

2 baths

2,224 sq ft

House

6050 SAILBOAT AVE, TAVARES, FL, 32778

Community: Royal Harbor

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Questions? Call us: (888) 625-4885

The Lakes at Harmony

3470 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773

$285,000

3 beds

2 baths

1,426 sq ft

House

3470 SAGEBRUSH ST, HARMONY, FL, 34773

Community: The Lakes at Harmony

The Villages®

$339,900

3 beds

2 baths

1,392 sq ft

House

3737 COSMOS WAY, THE VILLAGES, FL, 32163

825 GLENDORA RD, POINCIANA, FL, 34759

Community: Solivita

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Royal Highlands

22149 DRAW BRIDGE DR, LEESBURG, FL, 3474..., Leesburg, FL 34748

$292,408

3 beds

2 baths

1,622 sq ft

House

22149 DRAW BRIDGE DR, LEESBURG, FL, 3474...

Community: Royal Highlands

Plantation at Leesburg

4644 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$249,000

2 beds

2 baths

1,456 sq ft

House

4644 RIVER RIDGE DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Venetian Bay

3355 BELLINO BLVD, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$740,000

3 beds

2 baths

2,267 sq ft

House

3355 BELLINO BLVD, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

Arlington Ridge

27203 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748

$299,900

2 beds

2 baths

1,822 sq ft

House

27203 WHITE PLAINS WAY, LEESBURG, FL, 34...

Community: Arlington Ridge

The Villages®

5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785

$129,000

2 beds

2 baths

784 sq ft

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785

Community: The Villages®

Stonecrest

17850 SE 125 CIR, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$399,500

3 beds

3 baths

2,423 sq ft

House

17850 SE 125 CIR, SUMMERFIELD, FL, 34491

Community: Stonecrest

Spruce Creek Country Club

13811 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$349,000

2 beds

2 baths

1,823 sq ft

House

13811 SE 85TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Palms at Serenoa

3417 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714

$330,000

2 beds

2 baths

1,627 sq ft

Villa

3417 TWIN FLOWER CT, CLERMONT, FL, 34714

Community: Palms at Serenoa

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

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Venetian Bay

3366 MONACO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$399,990

4 beds

2 baths

1,785 sq ft

House

3366 MONACO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

The Villages®

$339,900

3 beds

2 baths

1,442 sq ft

Villa

7357 SE 168TH MITZI ST, THE VILLAGES, FL...

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 6

90 communities near Winter Park

2,513 homes near Winter Park

2 beds

2 baths

2,211 sq ft

House

3 beds

2 baths

1,597 sq ft

House

3 beds

3 baths

2,273 sq ft

House

3 beds

2 baths

1,536 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

2 beds

2 baths

1,160 sq ft

Villa

3 beds

2 baths

1,512 sq ft

House

2 beds

2 baths

1,366 sq ft

House

3 beds

2 baths

1,967 sq ft

House

3 beds

2 baths

2,140 sq ft

House

3 beds

2 baths

1,699 sq ft

Villa

4 beds

4 baths

3,542 sq ft

House

2 beds

2 baths

1,797 sq ft

House

3 beds

4 baths

1,455 sq ft

Villa

2 beds

2 baths

1,423 sq ft

House

2 beds

2 baths

1,289 sq ft

House

4 beds

4 baths

2,732 sq ft

House

2 beds

2 baths

2,354 sq ft

House

2 beds

2 baths

1,142 sq ft

House

2 beds