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

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

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

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

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

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

5369 TEMPEST WAY, CLERMONT, FL, 34714

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

Questions? Call us: (888) 625-4885

The Country Club of Mount Dora

3022 ANDOVER CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$325,000

2 beds

2 baths

1,444 sq ft

House

3022 ANDOVER CT, MOUNT DORA, FL, 32757

Community: The Country Club of Mount Dora

Cindy Certified

2676 GIARDINO LOOP, KISSIMMEE, FL, 34741, Kissimmee, FL 34741

$349,000

3 beds

3 baths

1,700 sq ft

Townhouse

2676 GIARDINO LOOP, KISSIMMEE, FL, 34741

Halifax Plantation

3108 ACOMA DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$799,000

3 beds

3 baths

2,565 sq ft

House

3108 ACOMA DR, ORMOND BEACH, FL, 32174

Community: Halifax Plantation

Cindy Certified

5204 MEADOW SONG DR, OKAHUMPKA, FL, 3476..., Okahumpka, FL 34762

$390,000

4 beds

3 baths

2,291 sq ft

House

Community: Esplanade at Highland Ranch

Cindy Certified

7772 PARAGRASS AVE, MELBOURNE, FL, 32940, Melbourne, FL 32940

$549,900

3 beds

3 baths

1,933 sq ft

House

7772 PARAGRASS AVE, MELBOURNE, FL, 32940

The Villages®

$429,900

3 beds

2 baths

1,904 sq ft

House

1402 CAMERO DR, THE VILLAGES, FL, 32159

Community: The Villages®

Scottish Highlands

37 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788

$189,900

2 beds

2 baths

1,101 sq ft

House

37 GORDON CT, LEESBURG, FL, 34788

5761 MACAW PL, 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

Venetian Bay

3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$685,000

4 beds

2 baths

2,050 sq ft

House

3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

Huntington at Hunter's Ridge

14 FAWN HAVEN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$409,000

3 beds

2 baths

1,992 sq ft

House

14 FAWN HAVEN TRL, ORMOND BEACH, FL, 321...

Community: Huntington at Hunter's Ridge

Venetian Bay

121 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168

$439,990

4 beds

3 baths

2,081 sq ft

House

121 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

Royal Highlands

21516 CASTLE VIEW CT, LEESBURG, FL, 3474..., Leesburg, FL 34748

$380,000

3 beds

2 baths

1,798 sq ft

House

21516 CASTLE VIEW CT, LEESBURG, FL, 3474...

Community: Royal Highlands

Venetian Bay

168 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168

$461,990

4 beds

3 baths

2,201 sq ft

House

168 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

Cindy Certified

2789 AVALONIA DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$500,000

3 beds

2 baths

1,770 sq ft

House

2789 AVALONIA DR, MELBOURNE, FL, 32940

Venetian Bay

3147 TIGER PALM WAY, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168

$507,990

3 beds

3 baths

2,890 sq ft

House

3147 TIGER PALM WAY, NEW SMYRNA BEACH, F...

Community: Venetian Bay

Cindy Certified

1154 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$247,990

4 beds

2 baths

1,560 sq ft

House

1154 AMBER WAVES CT, LAKE WALES, FL, 338...

Carillon Lakes

3945 SERENADE LN 524, LAKELAND, FL, 3381..., Lakeland, FL 33811

$330,000

3 beds

2 baths

1,863 sq ft

Condo

3945 SERENADE LN 524, LAKELAND, FL, 3381...

Community: Carillon Lakes

Harbor Hills Country Club

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159

$617,500

3 beds

3 baths

3,024 sq ft

House

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215...

Community: Harbor Hills Country Club

Trilogy® Orlando

902 TIDAL POND DR, GROVELAND, FL, 34736, Groveland, FL 34736

$365,000

2 beds

2 baths

1,704 sq ft

House

902 TIDAL POND DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

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

Questions? Call us: (888) 625-4885

Palms at Serenoa

17766 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714

$414,777

3 beds

2 baths

1,722 sq ft

House

17766 BLAZING STAR CIR, CLERMONT, FL, 34...

Community: Palms at Serenoa

The Villages®

$1,190,000

3 beds

3 baths

2,673 sq ft

House

2741 DUNHAM DR, THE VILLAGES, FL, 32163

Community: The Villages®

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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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2,698 homes

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

98 communities near Winter Park

2,698 homes near Winter Park

3 beds

2 baths

2,175 sq ft

House

2 beds

2 baths

1,918 sq ft

House

3 beds

2 baths

2,413 sq ft

House

2 beds

2 baths

1,719 sq ft

House

2 beds

2 baths

1,421 sq ft

Villa

2 beds

2 baths

1,444 sq ft

House

3 beds

3 baths

1,700 sq ft

Townhouse

3 beds

3 baths

2,565 sq ft

House

4 beds

3 baths

2,291 sq ft

House

2 beds

2 baths

1,299 sq ft

House

4 beds

3 baths

2,241 sq ft

House

3 beds

2 baths

1,527 sq ft

House

3 beds

3 baths

2,084 sq ft

House

3 beds

3 baths

1,933 sq ft

House

3 beds

2 baths

1,904 sq ft

House

2 beds

2 baths

1,101 sq ft

House

3 beds

2 baths

1,527 sq ft

House

3 beds

2 baths

1,888 sq ft

House

3 beds

2 baths

1,803 sq ft

House

3 beds