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

2,698 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

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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

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Questions? Call us: (888) 625-4885

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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

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

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

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.

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

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 (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

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Questions? Call us: (888) 625-4885

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

5 rating (8 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 - $900ks

Lakes of Mount Dora, Mount Dora, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

Legacy of Leesburg

$200ks - $400ks

Legacy of Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2017 | 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

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

Questions? Call us: (888) 625-4885

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

Heritage - The Cottages o...

$300ks

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

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

4.4 rating (16 reviews)

Del Webb Orlando

$200ks - $500ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

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

Del Webb at Viera

$400ks - $1Ms

Del Webb at Viera, Melbourne, FL

New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

New and Resale | Age-targeted | Built 2005 - present | 700 homes

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

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

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

1323 ORANGE VALLEY RD, MINNEOLA, FL, 347...

Community: Del Webb Minneola

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928 EASTMONT CT, THE VILLAGES, FL, 32162

6043 APEX WAY, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

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

Questions? Call us: (888) 625-4885

Carillon Lakes

4228 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$335,900

3 beds

2 baths

1,767 sq ft

House

4228 WINDCHIME LN, LAKELAND, FL, 33811

Community: Carillon Lakes

Spruce Creek Country Club

9120 SE 125TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$379,900

2 beds

2 baths

1,990 sq ft

House

9120 SE 125TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Cresswind at Victoria Gardens

108 AVENHAM DR, DELAND, FL, 32724, Deland, FL 32724

$460,000

3 beds

2 baths

2,240 sq ft

House

108 AVENHAM DR, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

Highland Lakes

5440 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$229,900

2 beds

2 baths

1,210 sq ft

Villa

5440 ROSEWALL CIR, LEESBURG, FL, 34748

Community: Highland Lakes

The Timbers at Everlands

2172 ANTARUS DR, PALM BAY, FL, 32907, Palm Bay, FL 32907

$342,075

3 beds

3 baths

2,002 sq ft

House

2172 ANTARUS DR, PALM BAY, FL, 32907

Community: The Timbers at Everlands

The Reserve at Victoria

1011 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724

$625,000

3 beds

631 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$464,500

3 beds

2 baths

1,608 sq ft

House

631 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Cindy Certified

823 ANDREW ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881

$345,190

4 beds

3 baths

2,061 sq ft

House

823 ANDREW ST, WINTER HAVEN, FL, 33881

The Villages®

$565,000

3 beds

2 baths

1,927 sq ft

House

1645 HOLLOW BRANCH WAY, THE VILLAGES, FL...

Community: The Villages®

Spruce Creek Country Club

9191 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$314,900

2 beds

2 baths

1,575 sq ft

House

9191 SE 118TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Venetian Bay

3102 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$419,900

3 beds

3 baths

1,916 sq ft

House

3102 MELETO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Park Place

$369,900

3 beds

2 baths

1,938 sq ft

House

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

Community: Park Place

Plantation at Leesburg

3916 MANOR OAKS CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$299,900

2 beds

2 baths

1,617 sq ft

House

3916 MANOR OAKS CT, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Spruce Creek Country Club

13662 SE 89TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$278,900

2 beds

2 baths

1,346 sq ft

House

13662 SE 89TH CT, SUMMERFIELD, FL, 34491

Community: Spruce Creek Country Club

The Villages®

$205,000

2 beds

2 baths

1,344 sq ft

Manufactured Home

920 SILVER OAK AVE, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$1,749,000

3 beds

3 baths

3,591 sq ft

House

1800 ST JAMES CIR, THE VILLAGES, FL, 321...

Community: The Villages®

Del Webb Oasis

15193 AQUA SOL LN, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787

$459,900

3 beds

2 baths

1,579 sq ft

Villa

15193 AQUA SOL LN, WINTER GARDEN, FL, 34...

Community: Del Webb Oasis

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

Questions? Call us: (888) 625-4885

Latitude Margaritaville

232 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124

$414,900

2 beds

2 baths

1,466 sq ft

House

232 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...

Community: Latitude Margaritaville

Compass Pointe

688 BROCKTON WAY, WEST MELBOURNE, FL, 32..., West Melbourne, FL 32904

$369,900

3 beds

2 baths

1,958 sq ft

House

688 BROCKTON WAY, WEST MELBOURNE, FL, 32...

Community: Compass Pointe

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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.

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2,698 homes

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

98 communities near Winter Park

2,698 homes near Winter Park

2 beds

3 baths

2,339 sq ft

House

3 beds

2 baths

2,287 sq ft

House

2 beds

2 baths

1,422 sq ft

House

3 beds

2 baths

2,202 sq ft

House

2 beds

2 baths

1,737 sq ft

House

4 beds

3 baths

2,671 sq ft

House

2 beds

2 baths

1,898 sq ft

House

2 beds

2 baths

1,425 sq ft

House

3 beds

2 baths

1,623 sq ft

House

3 beds

2 baths

1,640 sq ft

House

2 beds

2 baths

1,308 sq ft

House

2 beds

2 baths

1,560 sq ft

House

2 beds

2 baths

1,198 sq ft

Villa

2 beds

2 baths

1,464 sq ft

House

2 beds

2 baths

1,148 sq ft

House

4 beds

3 baths

2,615 sq ft

House

3 beds

2 baths

1,767 sq ft

House

2 beds

2 baths

1,990 sq ft

House

3 beds

2 baths

2,240 sq ft

House

2 beds