Winter Park, FL 55+ active adult communities & homes for sale - Page 9

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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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

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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

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

6283 RED HERRING DR, WINTER HAVEN, FL, 3...

Cindy Certified

416 LEMONGRASS RD, MINNEOLA, FL, 34715, Minneola, FL 34715

$564,990

4 beds

3 beds

2 baths

1,905 sq ft

House

4047 BIRKDALE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Venetian Bay

688 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$492,616

4 beds

2 baths

1,903 sq ft

House

688 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

The Villages®

$600,000

3 beds

2 baths

2,060 sq ft

House

4305 TIEDEMANN LOOP, 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

Lake Henry Estates

430 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844

$332,900

2 beds

2 baths

1,650 sq ft

House

430 HARBOURVIEW DR, HAINES CITY, FL, 338...

Community: Lake Henry Estates

The Villages®

$268,900

2 beds

2 baths

1,156 sq ft

House

965 AVALON AVE, THE VILLAGES, FL, 32159

Community: The Villages®

Vienna Square

1631 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$190,500

2 beds

2 baths

1,231 sq ft

Villa

1631 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

Lake Ashton

4028 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$330,000

2 beds

2 baths

1,784 sq ft

House

4028 PHOENICIAN WAY, WINTER HAVEN, FL, 3...

Community: Lake Ashton

Stonecrest

12192 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$345,000

2 beds

2 baths

1,519 sq ft

House

12192 SE 178TH ST, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Lake Ashton

4064 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$449,900

3 beds

2 baths

2,354 sq ft

House

4064 PHOENICIAN WAY, WINTER HAVEN, FL, 3...

Community: Lake Ashton

Latitude Margaritaville

961 BAMA BREEZE DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$890,000

3 beds

4 baths

2,575 sq ft

House

961 BAMA BREEZE DR, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Latitude Margaritaville

512 DAIQUIRI PL, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124

$409,900

2 beds

2 baths

1,464 sq ft

House

512 DAIQUIRI PL, DAYTONA BEACH, FL, 3212...

7714 BENT TREE LOOP, ST CLOUD, FL, 34773

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

Questions? Call us: (888) 625-4885

Heritage Hills

3640 SOLANA CIR 11B, CLERMONT, FL, 34711, Clermont, FL 34711

$275,000

2 beds

2 baths

1,374 sq ft

Villa

3640 SOLANA CIR 11B, CLERMONT, FL, 34711

Community: Heritage Hills

The Villages®

$560,000

3 beds

2 baths

1,685 sq ft

Villa

1922 GREELEYVILLE TER, THE VILLAGES, FL,...

Community: The Villages®

Cindy Certified

13356 PEACEFUL MELODY DR, WINTER GARDEN,..., Winter Garden, FL 34787

$684,990

4 beds

3 baths

2,235 sq ft

House

13356 PEACEFUL MELODY DR, WINTER GARDEN,...

The Villages®

$590,000

3 beds

2 baths

1,972 sq ft

House

2653 DAY LILY RUN, THE VILLAGES, FL, 321...

Community: The Villages®

Twin Lakes

2891 MIDSWEET AVE, ST CLOUD, FL, 34772, St Cloud, FL 34772

$345,390

2 beds

2 baths

1,321 sq ft

Villa

2891 MIDSWEET AVE, ST CLOUD, FL, 34772

Community: Twin Lakes

Twin Lakes

2774 BUCKEYE LN, ST CLOUD, FL, 34772, St Cloud, FL 34772

$335,910

2 beds

2 baths

1,321 sq ft

Villa

2774 BUCKEYE LN, ST CLOUD, FL, 34772

Community: Twin Lakes

The Villages®

$599,000

3 beds

2 baths

1,809 sq ft

Villa

5546 COTTRELL CT, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$520,000

3 beds

3 baths

2,075 sq ft

House

1025 WINNSBORO DR, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$450,000

3 beds

2 baths

1,570 sq ft

Villa

3477 MELBOURNE LN, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$349,000

3 beds

2 baths

1,392 sq ft

House

971 KINGMONT TER, THE VILLAGES, FL, 3216...

Community: The Villages®

Esplanade at McKinnon Groves

11397 BOURBON ROSE CIR, WINTER GARDEN, F..., Winter Garden, FL 34787

$840,000

4 beds

4 baths

2,717 sq ft

House

11397 BOURBON ROSE CIR, WINTER GARDEN, F...

Community: Esplanade at McKinnon Groves

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

Questions? Call us: (888) 625-4885

Esplanade at McKinnon Groves

11232 CARDING MILL LN, WINTER GARDEN, FL..., Winter Garden, FL 34787

$690,000

3 beds

3 baths

1,843 sq ft

House

11232 CARDING MILL LN, WINTER GARDEN, FL...

Community: Esplanade at McKinnon Groves

Kings Ridge

3613 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711

$350,000

2 beds

2 baths

1,441 sq ft

House

3613 WESTERHAM DR, CLERMONT, FL, 34711

Community: Kings Ridge

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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 9

98 communities near Winter Park

2,698 homes near Winter Park

3 beds

3 baths

3,004 sq ft

House

3 beds

2 baths

1,685 sq ft

Villa

3 beds

3 baths

2,580 sq ft

House

3 beds

2 baths

1,747 sq ft

House

4 beds

2 baths

2,103 sq ft

House

3 beds

2 baths

2,556 sq ft

House

2 beds

2 baths

1,650 sq ft

House

3 beds

2 baths

1,993 sq ft

House

3 beds

2 baths

1,495 sq ft

House

3 beds

4 baths

2,955 sq ft

House

3 beds

2 baths

1,878 sq ft

House

3 beds

2 baths

1,392 sq ft

House

3 beds

2 baths

2,068 sq ft

House

3 beds

2 baths

1,905 sq ft

House

4 beds

2 baths

1,903 sq ft

House

3 beds

2 baths

2,060 sq ft

House

2 beds

2 baths

1,650 sq ft

House

2 beds

2 baths

1,156 sq ft

House

2 beds

2 baths

1,231 sq ft

Villa

2 beds