Winter Park, FL 55+ active adult communities & homes for sale - Page 22

2,702 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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 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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4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

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

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

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Grand Haven

$200ks - $800ks

Grand Haven, Palm Coast, FL

New and Resale | Age-targeted | Built 1997 - present | 1,901 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 (6 reviews)

Trilogy® Orlando

$200ks - $500ks

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

5 rating (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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

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

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

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

New and Resale | Age-targeted | Built 1980 - present | 1,000 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)

Cresswind at Victoria Gar...

$300ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

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

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

Del Webb Sunbridge

$400ks - $800ks

Del Webb Sunbridge, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes

Heritage - The Cottages o...

$300ks

Heritage - The Cottages o..., Okahumpka, FL

New Construction | 55+ age-restricted | Built 2022 - present | 179 homes

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 216 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

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

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

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

The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

New Construction | 55+ age-restricted | Built 2023 - present | 450 homes

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Questions? Call us: (888) 625-4885

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

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

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes

10 RAINER PL, PALM COAST, FL, 32164

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Stonecrest

11193 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$332,750

3 beds

2 baths

1,974 sq ft

House

11193 SE 173RD PL, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Cresswind at Victoria Gardens

173 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724

$379,000

2 beds

2 baths

1,652 sq ft

House

173 OLD MOSS CIR, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

Arlington Ridge

4348 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748

$436,415

3 beds

3 baths

2,359 sq ft

House

4348 ANTIETAM CREEK TRL, LEESBURG, FL, 3...

Community: Arlington Ridge

Spruce Creek South

17832 SE 96TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$239,900

2 beds

2 baths

1,248 sq ft

House

17832 SE 96TH AVE, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

Four Seasons at Orlando

7964 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747

$489,000

4 beds

3 baths

2,261 sq ft

House

7964 HANSON BAY PL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

Pelican Bay Daytona Beach

120 GULL CIR, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119

$324,900

2 beds

3 baths

2,086 sq ft

Villa

120 GULL CIR, DAYTONA BEACH, FL, 32119

Community: Pelican Bay Daytona Beach

Del Webb Sunbridge

6323 DEW DROP LOOP, ST CLOUD, FL, 34771, St Cloud, FL 34771

$611,776

2 beds

2 baths

1,949 sq ft

House

6323 DEW DROP LOOP, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

Bridgewater at Viera

2273 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940

$605,000

4 beds

4 baths

2,375 sq ft

House

2273 GREAT BELT CIR, MELBOURNE, FL, 3294...

Community: Bridgewater at Viera

Spring Lake Towers

700 MIRROR TER 511, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881

$149,900

2 beds

2 baths

1,190 sq ft

Condo

700 MIRROR TER 511, WINTER HAVEN, FL, 33...

Community: Spring Lake Towers

Cindy Certified

5306 MEADOW SONG DR, OKAHUMPKA, FL, 3476..., Okahumpka, FL 34762

$360,000

3 beds

2 baths

1,725 sq ft

House

5306 MEADOW SONG DR, OKAHUMPKA, FL, 3476...

Lake Henry Estates

501 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844

$279,000

2 beds

2 baths

1,724 sq ft

House

501 EASTLAKE DR, HAINES CITY, FL, 33844

Community: Lake Henry Estates

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Latitude Margaritaville

237 SAND BAR LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124

$504,900

2 beds

2 baths

1,681 sq ft

House

237 SAND BAR LN, DAYTONA BEACH, FL, 3212...

Community: Latitude Margaritaville

Spruce Creek Country Club

12992 SE 91ST CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$480,000

2 beds

3 baths

2,446 sq ft

House

12992 SE 91ST CT, SUMMERFIELD, FL, 34491

Community: Spruce Creek Country Club

Cindy Certified

8373 LOREN COVE DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$415,000

3 beds

2 baths

1,694 sq ft

Townhouse

8373 LOREN COVE DR, MELBOURNE, FL, 32940

Esplanade at Highland Ranch

2594 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715

$395,000

2 beds

2 baths

1,732 sq ft

House

2594 STARGRASS CIR, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

Spruce Creek Country Club

11855 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$359,500

2 beds

2 beds

2 baths

1,770 sq ft

House

867 CORTEZ AVE, THE VILLAGES, FL, 32159

Community: The Villages®

Halifax Plantation

2757 PORTADOWN ST, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$369,990

5 beds

3 baths

2,474 sq ft

House

2757 PORTADOWN ST, ORMOND BEACH, FL, 321...

Community: Halifax Plantation

Cindy Certified

129 PRITCHARD DR, PALM COAST, FL, 32164, Palm Coast, FL 32164

$355,900

3 beds

2 baths

1,780 sq ft

House

129 PRITCHARD DR, PALM COAST, FL, 32164

The Timbers at Everlands

2173 ANTARUS DR, PALM BAY, FL, 32907, Palm Bay, FL 32907

$350,735

3 beds

3 baths

2,002 sq ft

House

2173 ANTARUS DR, PALM BAY, FL, 32907

Community: The Timbers at Everlands

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

Questions? Call us: (888) 625-4885

Pennbrooke Fairways

33236 GRAND CYPRESS WAY, LEESBURG, FL, 3..., Leesburg, FL 34748

$279,247

3 beds

2 baths

1,598 sq ft

House

33236 GRAND CYPRESS WAY, LEESBURG, FL, 3...

Community: Pennbrooke Fairways

Stonecrest

11299 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$274,500

3 beds

2 baths

2,068 sq ft

House

11299 SE 175TH LN, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Huntington at Hunter's Ridge

47 WRENDALE LOOP, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$346,000

2 beds

2 baths

1,603 sq ft

House

47 WRENDALE LOOP, ORMOND BEACH, FL, 3217...

Community: Huntington at Hunter's Ridge

Cindy Certified

8513 CATALISSA AVE, MELBOURNE, FL, 32940, Melbourne, FL 32940

$624,999

3 beds

3 baths

2,084 sq ft

909 EAGLES LNDG, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

The Villages®

5217 CAMBRIDGE CT, WILDWOOD, FL, 34785, Wildwood, FL 34785

$170,000

2 beds

2 baths

1,352 sq ft

Manufactured Home

5217 CAMBRIDGE CT, WILDWOOD, FL, 34785

Community: The Villages®

Vienna Square

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$280,000

3 beds

2 baths

1,935 sq ft

House

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33...

Community: Vienna Square

Summit Greens

1028 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711

$390,000

3 beds

2 baths

2,084 sq ft

House

1028 EVEREST ST, CLERMONT, FL, 34711

Community: Summit Greens

Plantation Bay Golf & Country Club

38 TREETOP CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$399,900

3 beds

3 baths

2,686 sq ft

House

38 TREETOP CIR, ORMOND BEACH, FL, 32174

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

Stonecrest

11860 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$524,800

3 beds

3 baths

2,222 sq ft

House

11860 SE 179TH ST, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Cindy Certified

1514 HAMLIN ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881

$349,900

3 beds

2 baths

2,035 sq ft

House

1514 HAMLIN ST, WINTER HAVEN, FL, 33881

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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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2,702 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 22

98 communities near Winter Park

2,702 homes near Winter Park

4 beds

3 baths

1,894 sq ft

House

4 beds

2 baths

1,754 sq ft

House

2 beds

2 baths

1,698 sq ft

House

3 beds

2 baths

2,593 sq ft

House

4 beds

2 baths

1,912 sq ft

House

3 beds

2 baths

1,974 sq ft

House

2 beds

2 baths

1,652 sq ft

House

3 beds

3 baths

2,359 sq ft

House

2 beds

2 baths

1,248 sq ft

House

4 beds

3 baths

2,261 sq ft

House

2 beds

3 baths

2,086 sq ft

Villa

2 beds

2 baths

1,949 sq ft

House

4 beds

4 baths

2,375 sq ft

House

2 beds

2 baths

1,190 sq ft

Condo

3 beds

2 baths

1,725 sq ft

House

2 beds

2 baths

1,724 sq ft

House

2 beds

2 baths

1,681 sq ft

House

2 beds

3 baths

2,446 sq ft

House

3 beds

2 baths

1,694 sq ft

Townhouse

2 beds