Winter Park, FL 55+ active adult communities & homes for sale - Page 17

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

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

5 rating (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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

5 rating (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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 (8 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

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

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

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

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

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

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

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

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Questions? Call us: (888) 625-4885

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

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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

Heritage - The Cottages o...

$300ks

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

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

Del Webb at Viera

$400ks - $1Ms

Del Webb at Viera, Melbourne, FL

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

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

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

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes

1 2...3

The Villages®

3785 WHITNEY PARK LN, GREENACRES, FL, 33..., Greenacres, FL 33463

$549,000

4 beds

3 baths

2,078 sq ft

House

3785 WHITNEY PARK LN, GREENACRES, FL, 33...

4617 MANOR VIEW DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

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Questions? Call us: (888) 625-4885

Esplanade at Westview

5683 NEVIS TER, KISSIMMEE, FL, 34758, Kissimmee, FL 34758

$499,999

3 beds

3 baths

2,296 sq ft

House

5683 NEVIS TER, KISSIMMEE, FL, 34758

Community: Esplanade at Westview

Indian River Colony Club

1634 FRONTIER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$369,900

4 beds

3 baths

2,613 sq ft

House

1634 FRONTIER DR, MELBOURNE, FL, 32940

Community: Indian River Colony Club

Pelican Bay Daytona Beach

149 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119

$169,000

2 beds

2 baths

1,192 sq ft

Condo

149 BLUE HERON DR C, DAYTONA BEACH, FL, ...

Community: Pelican Bay Daytona Beach

Royal Harbor

4925 PORTSMOUTH ST, TAVARES, FL, 32778, Tavares, FL 32778

$299,900

3 beds

2 baths

1,469 sq ft

House

4925 PORTSMOUTH ST, TAVARES, FL, 32778

Community: Royal Harbor

The Villages®

$340,900

3 beds

2 baths

1,512 sq ft

House

770 GOLIATH PL, THE VILLAGES, FL, 32162

Community: The Villages®

Solivita

513 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759

$255,000

2 beds

2 baths

1,240 sq ft

House

513 VINEYARD WAY, POINCIANA, FL, 34759

Community: Solivita

The Villages®

$315,000

2 beds

2 baths

1,165 sq ft

Villa

17760 SE 84TH PEYTON CT, THE VILLAGES, F...

Community: The Villages®

Cindy Certified

3202 CASTERTON DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$629,000

4 beds

4 baths

2,262 sq ft

House

3202 CASTERTON DR, MELBOURNE, FL, 32940

Summit Chase Villas

12422 CLUBHOUSE CT, TAVARES, FL, 32778, Tavares, FL 32778

$180,000

2 beds

2 baths

935 sq ft

Villa

12422 CLUBHOUSE CT, TAVARES, FL, 32778

Community: Summit Chase Villas

Latitude Margaritaville

336 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$414,500

2 beds

2 baths

1,464 sq ft

House

336 GYPSY PALACE LN, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

High Vista at Ridgewood Lakes

801 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$299,500

3 beds

2 baths

1,754 sq ft

House

801 HIGH VISTA DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

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Questions? Call us: (888) 625-4885

Spruce Creek South

17760 SE 108 AVE, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$249,990

2 beds

2 baths

1,544 sq ft

House

17760 SE 108 AVE, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

Spruce Creek Country Club

13599 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$299,000

2 beds

2 baths

1,720 sq ft

House

13599 SE 87TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Colonnades

4821 LEISUREWOOD LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$190,000

2 beds

2 baths

1,211 sq ft

House

4821 LEISUREWOOD LN, LAKELAND, FL, 33811

Community: Colonnades

The Villages®

$459,900

3 beds

2 baths

1,611 sq ft

House

939 EBLING LOOP, THE VILLAGES, FL, 32163

Community: The Villages®

Royal Highlands

5049 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748

$369,900

3 beds

2 baths

2,147 sq ft

House

5049 ST ANDREWS ARC, LEESBURG, FL, 34748

Community: Royal Highlands

The Country Club of Mount Dora

9036 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757

$654,900

3 beds

3 baths

2,572 sq ft

House

9036 LAUREL RIDGE DR, MOUNT DORA, FL, 32...

Community: The Country Club of Mount Dora

Plantation at Leesburg

25121 MERIWEATHER RD, LEESBURG, FL, 3474..., Leesburg, FL 34748

$336,000

3 beds

2 baths

1,761 sq ft

House

25121 MERIWEATHER RD, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

Cindy Certified

1874 FLOURISH AVE, KISSIMMEE, FL, 34744, Kissimmee, FL 34744

$475,000

4 beds

3 baths

2,151 sq ft

House

1874 FLOURISH AVE, KISSIMMEE, FL, 34744

Latitude Margaritaville

419 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$429,000

2 beds

2 baths

1,464 sq ft

House

419 GYPSY PALACE LN, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

Cindy Certified

4 EDGE PL, PALM COAST, FL, 32164, Palm Coast, FL 32164

$599,000

4 beds

2 baths

2,467 sq ft

House

4 EDGE PL, PALM COAST, FL, 32164

Spruce Creek Country Club

9260 SE 121ST LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$325,000

2 beds

2 baths

1,575 sq ft

House

9260 SE 121ST LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

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

Questions? Call us: (888) 625-4885

Cindy Certified

39 POPLAR DR, PALM COAST, FL, 32164, Palm Coast, FL 32164

$319,900

3 beds

2 baths

1,602 sq ft

House

39 POPLAR DR, PALM COAST, FL, 32164

Esplanade at Highland Ranch

1279 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715

$675,000

3 beds

3 baths

2,311 sq ft

House

1279 ZEEK RIDGE ST, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

Solivita

3443 FALLBROOK DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$285,000

2 beds

2 baths

1,499 sq ft

Villa

3443 FALLBROOK DR, POINCIANA, FL, 34759

Community: Solivita

The Villages®

$405,000

2 beds

3 baths

1,921 sq ft

House

730 SAN MARINO DR, THE VILLAGES, FL, 321...

Community: The Villages®

Cindy Certified

7467 BLUEMINK LN, MELBOURNE, FL, 32940, Melbourne, FL 32940

$595,000

3 baths

1,905 sq ft

House

649 CONSERVATION BLVD, GROVELAND, FL, 34...

Community: Trilogy® Orlando

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

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The Villages®

$519,000

3 beds

2 baths

1,965 sq ft

House

857 ENISGROVE WAY, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$150,000

2 beds

2 baths

864 sq ft

Mobile Home

1020 NELL WAY, THE VILLAGES, FL, 32159

Community: The Villages®

1…11 12 13 14 15 16 17 18 19 20 21 22 23…68

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 17

98 communities near Winter Park

2,698 homes near Winter Park

4 beds

3 baths

2,078 sq ft

House

3 beds

2 baths

2,038 sq ft

House

3 beds

2 baths

2,360 sq ft

House

3 beds

2 baths

1,820 sq ft

House

3 beds

2 baths

1,858 sq ft

House

3 beds

3 baths

2,296 sq ft

House

4 beds

3 baths

2,613 sq ft

House

2 beds

2 baths

1,192 sq ft

Condo

3 beds

2 baths

1,469 sq ft

House

3 beds

2 baths

1,512 sq ft

House

2 beds

2 baths

1,240 sq ft

House

2 beds

2 baths

1,165 sq ft

Villa

4 beds

4 baths

2,262 sq ft

House

2 beds

2 baths

935 sq ft

Villa

2 beds

2 baths

1,464 sq ft

House

3 beds

2 baths

1,754 sq ft

House

2 beds

2 baths

1,544 sq ft

House

2 beds

2 baths

1,720 sq ft

House

2 beds

2 baths

1,211 sq ft

House

3 beds