Winter Park, FL 55+ active adult communities & homes for sale - Page 10

2,259 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

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

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

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 (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)

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

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.

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

5 rating (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

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

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)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes

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Questions? Call us: (888) 625-4885

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

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 (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 (1 reviews)

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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 Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

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

The Country Club of Mount...

$200ks - $1Ms

The Country Club of Mount..., Mount Dora, FL

Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

5 rating (2 reviews)

Bridgewater at Viera

$300ks - $800ks

Bridgewater at Viera, Melbourne, FL

Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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

The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

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

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

Questions? Call us: (888) 625-4885

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

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

649 TERNBERRY FOREST DR, THE VILLAGES, F...

Community: The Villages®

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Questions? Call us: (888) 625-4885

The Villages®

$519,900

2 beds

2 baths

1,887 sq ft

House

754 CHAPMAN LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

Cresswind at Victoria Gardens

110 OVERTON GARDENS LN, DELAND, FL, 3272..., Deland, FL 32724

$370,000

3 beds

2 baths

1,863 sq ft

House

110 OVERTON GARDENS LN, DELAND, FL, 3272...

Community: Cresswind at Victoria Gardens

Stonecrest

10990 SE 170TH STREET RD, SUMMERFIELD, F..., Summerfield, FL 34491

$439,000

3 beds

3 baths

2,043 sq ft

House

10990 SE 170TH STREET RD, SUMMERFIELD, F...

Community: Stonecrest

The Villages®

$269,999

2 beds

2 baths

1,156 sq ft

Villa

448 CANTERBURY CT, THE VILLAGES, FL, 321...

Community: The Villages®

Harbor Hills Country Club

4044 PINNACLE PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$649,900

3 beds

3 baths

2,532 sq ft

House

4044 PINNACLE PL, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Gatherings of Lake Nona

7505 LAUREATE BLVD 2208, ORLANDO, FL, 32..., Orlando, FL 32827

$349,900

2 beds

2 baths

1,445 sq ft

Condo

7505 LAUREATE BLVD 2208, ORLANDO, FL, 32...

Community: Gatherings of Lake Nona

The Villages®

$459,000

3 beds

2 baths

1,539 sq ft

House

5711 HENRY LOOP, THE VILLAGES, FL, 32163

Community: The Villages®

Cresswind at Victoria Gardens

1130 GARDENSHIRE LN, DELAND, FL, 32724, Deland, FL 32724

$449,900

3 beds

3 baths

2,024 sq ft

House

1130 GARDENSHIRE LN, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

The Villages®

$274,900

2 beds

2 baths

1,156 sq ft

Villa

1838 ENDSLEY CT, THE VILLAGES, FL, 32162

Community: The Villages®

Spruce Creek Country Club

12859 SE 91ST TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491

$575,000

3 beds

3 baths

2,806 sq ft

House

12859 SE 91ST TERRACE RD, SUMMERFIELD, F...

Community: Spruce Creek Country Club

Trilogy® Orlando

164 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736

$499,999

3 beds

4 baths

2,379 sq ft

House

164 SILVER MAPLE RD, GROVELAND, FL, 3473...

Villa

2615 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...

Community: Del Webb Sunbridge

Plantation Bay Golf & Country Club

1169 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$349,000

3 beds

2 baths

1,910 sq ft

House

1169 KILKENNY LN, ORMOND BEACH, FL, 3217...

6116 ARMADA ST, TAVARES, FL, 32778

Community: Royal Harbor

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

Questions? Call us: (888) 625-4885

Bridgewater at Viera

1363 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940

$669,000

3 beds

3 baths

2,583 sq ft

House

1363 GREAT BELT CIR, MELBOURNE, FL, 3294...

Community: Bridgewater at Viera

Lake Ashton

4017 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$399,900

3 beds

2 baths

1,928 sq ft

House

4017 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Halifax Plantation

3137 KAILANI CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$330,000

3 beds

2 baths

1,684 sq ft

Villa

3137 KAILANI CT, ORMOND BEACH, FL, 32174

Community: Halifax Plantation

The Villages®

925 BEECHWOOD AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$150,000

2 beds

2 baths

960 sq ft

Manufactured Home

925 BEECHWOOD AVE, LADY LAKE, FL, 32159

Community: The Villages®

Spruce Creek Country Club

13902 SE 85TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$263,000

2 beds

2 baths

1,296 sq ft

House

13902 SE 85TH CT, SUMMERFIELD, FL, 34491

Community: Spruce Creek Country Club

Del Webb Sunbridge

2777 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771

$675,000

2 beds

3 baths

2,321 sq ft

House

2777 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...

Community: Del Webb Sunbridge

Plantation Bay Golf & Country Club

1117 HANSBERRY CT, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$349,500

2 beds

3 baths

1,604 sq ft

Townhouse

1117 HANSBERRY CT, ORMOND BEACH, FL, 321...

Community: Plantation Bay Golf & Country Club

Harbor Hills Country Club

4008 PINNACLE PLACE CT, LADY LAKE, FL, 3..., Lady Lake, FL 32159

$695,000

3 beds

3 baths

2,434 sq ft

House

4008 PINNACLE PLACE CT, LADY LAKE, FL, 3...

Community: Harbor Hills Country Club

Spruce Creek Country Club

9524 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$285,000

2 beds

2 baths

1,262 sq ft

House

9524 SE 124TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

The Villages®

$400,000

3 beds

2 baths

2,044 sq ft

House

1422 SEGOVIA PL, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$449,900

2 beds

2 baths

1,782 sq ft

House

1506 DELLANO WAY, THE VILLAGES, FL, 3215...

Community: The Villages®

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

Questions? Call us: (888) 625-4885

Solivita

941 SHOREHAVEN DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$339,000

3 beds

3 baths

2,325 sq ft

House

941 SHOREHAVEN DR, KISSIMMEE, FL, 34759

Community: Solivita

Del Webb Minneola

2458 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715

$725,000

3 beds

3 baths

2,260 sq ft

House

2458 DEL WEBB DR, MINNEOLA, FL, 34715

Community: Del Webb Minneola

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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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2,259 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 10

95 communities near Winter Park

2,259 homes near Winter Park

2 beds

2 baths

864 sq ft

Manufactured Home

4 beds

2 baths

2,028 sq ft

House

3 beds

2 baths

1,629 sq ft

House

3 beds

2 baths

1,768 sq ft

House

4 beds

3 baths

3,682 sq ft

House

2 beds

2 baths

1,887 sq ft

House

3 beds

2 baths

1,863 sq ft

House

3 beds

3 baths

2,043 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

3 baths

2,532 sq ft

House

2 beds

2 baths

1,445 sq ft

Condo

3 beds

2 baths

1,539 sq ft

House

3 beds

3 baths

2,024 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

3 baths

2,806 sq ft

House

3 beds

4 baths

2,379 sq ft

House

3 beds

2 baths

2,553 sq ft

House

3 beds

2 baths

2,109 sq ft

House

2 beds

2 baths

1,121 sq ft

Villa

2 beds