Winter Park, FL 55+ active adult communities & homes for sale - Page 8

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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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

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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

1332 CAMERO DR, THE VILLAGES, FL, 32159

Community: The Villages®

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Questions? Call us: (888) 625-4885

The Villages®

$642,000

3 beds

3 baths

2,488 sq ft

House

3095 KRAMER CT, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$500,000

3 beds

2 baths

1,951 sq ft

House

1868 DORIC AVE, THE VILLAGES, FL, 32162

Community: The Villages®

Lake Ashton

1061 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$449,900

3 beds

2 baths

2,069 sq ft

House

1061 SAWGRASS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

The Villages®

$683,200

3 beds

2 baths

1,939 sq ft

House

486 INDEPENDENCE PATH, THE VILLAGES, FL,...

Community: The Villages®

Oakview

$200,000

2 beds

2 baths

1,333 sq ft

Villa

1525 OAKVIEW CIR, WINTER HAVEN, FL, 3388...

Community: Oakview

Plantation at Leesburg

25345 GREEN HERON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748

$180,000

2 beds

2 baths

1,424 sq ft

House

25345 GREEN HERON DR, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

Gatherings of Lake Nona

7557 LAUREATE BLVD 6407, ORLANDO, FL, 32..., Orlando, FL 32827

$575,000

3 beds

2 baths

1,799 sq ft

Condo

7557 LAUREATE BLVD 6407, ORLANDO, FL, 32...

Community: Gatherings of Lake Nona

The Villages®

$263,120

2 beds

2 baths

1,144 sq ft

House

1231 ZAPATA PL, THE VILLAGES, FL, 32159

17571 SE 105TH TER, SUMMERFIELD, FL, 344...

Community: Spruce Creek South

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Questions? Call us: (888) 625-4885

The Villages®

$425,000

2 beds

2 baths

1,500 sq ft

House

641 STRATFORD LN, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$399,999

3 beds

2 baths

1,531 sq ft

House

5458 BACON TER, THE VILLAGES, FL, 32163

Community: The Villages®

Venetian Bay

3082 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$287,500

3 beds

3 baths

1,614 sq ft

Townhouse

3082 MELETO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Solivita

674 VINEYARD WAY 6747, POINCIANA, FL, 34..., Poinciana, FL 34759

$280,000

2 beds

2 baths

1,387 sq ft

House

674 VINEYARD WAY 6747, POINCIANA, FL, 34...

Community: Solivita

Grand Haven

21 RIVER LANDING DR, PALM COAST, FL, 321..., Palm Coast, FL 32137

$494,000

2 beds

2 baths

1,828 sq ft

Townhouse

21 RIVER LANDING DR, PALM COAST, FL, 321...

Community: Grand Haven

Heritage Hills

3572 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711

$379,000

3 beds

2 baths

1,672 sq ft

House

3572 KINLEY BROOKE LN, CLERMONT, FL, 347...

Community: Heritage Hills

Heritage Hills

3648 SOLANA CIR, CLERMONT, FL, 34711, Clermont, FL 34711

$279,899

2 beds

2 baths

1,374 sq ft

Villa

3648 SOLANA CIR, CLERMONT, FL, 34711

Community: Heritage Hills

The Villages®

$299,900

2 beds

2 baths

1,156 sq ft

Villa

389 SEVEN OAKS LN, THE VILLAGES, FL, 321...

Community: The Villages®

Kings Ridge

4065 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711

$378,000

2 beds

2 baths

1,997 sq ft

House

4065 KINGSLEY ST, CLERMONT, FL, 34711

Community: Kings Ridge

The Villages®

$267,900

3 beds

2 baths

1,392 sq ft

House

3105 BERWYN WAY, THE VILLAGES, FL, 32162

Community: The Villages®

Royal Highlands

4519 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$299,000

3 beds

2 baths

1,622 sq ft

House

4519 INVERNESS DR, LEESBURG, FL, 34748

Community: Royal Highlands

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

Questions? Call us: (888) 625-4885

Latitude Margaritaville

455 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$749,000

3 beds

3 baths

2,067 sq ft

House

455 CORAL REEF WAY, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Sandpiper Golf & Country Club

6381 EGRET DR 14, LAKELAND, FL, 33809, Lakeland, FL 33809

$239,000

2 beds

2 baths

1,526 sq ft

Villa

6381 EGRET DR 14, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Solivita

106 PRIMA DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$419,000

2 beds

3 baths

2,357 sq ft

House

106 PRIMA DR, POINCIANA, FL, 34759

Community: Solivita

Foxwood Lake Estates

1785 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$220,000

2 beds

2 baths

1,344 sq ft

Manufactured Home

1785 QUAIL HILL DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

Latitude Margaritaville

1065 CASTAWAY CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124

$587,900

2 beds

3 baths

2,067 sq ft

House

1065 CASTAWAY CT, DAYTONA BEACH, FL, 321...

Community: Latitude Margaritaville

The Villages®

$339,000

3 beds

2 baths

1,392 sq ft

House

518 SAN PEDRO DR, THE VILLAGES, FL, 3215...

Community: The Villages®

Latitude Margaritaville

497 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$449,900

2 beds

2 baths

1,608 sq ft

Halfplex

497 LOST SHAKER WAY, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

The Villages®

1204 OAK HAMMOCK LN, LADY LAKE, FL, 3215..., Lady Lake, FL 32159

$337,500

3 beds

2 baths

1,488 sq ft

House

1204 OAK HAMMOCK LN, LADY LAKE, FL, 3215...

Community: The Villages®

Palms at Serenoa

17718 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714

$425,000

2 beds

2 baths

1,822 sq ft

House

17718 BLAZING STAR CIR, CLERMONT, FL, 34...

Community: Palms at Serenoa

Grand Haven

3 VILLAGE VIEW DR, PALM COAST, FL, 32137, Palm Coast, FL 32137

$489,900

3 beds

2 baths

2,102 sq ft

House

3 VILLAGE VIEW DR, PALM COAST, FL, 32137

Community: Grand Haven

Pelican Bay Daytona Beach

436 SEA DUCK DR, DAYTONA BEACH, FL, 3211..., Daytona Beach, FL 32119

$440,000

3 beds

2 baths

2,095 sq ft

House

436 SEA DUCK DR, DAYTONA BEACH, FL, 3211...

Community: Pelican Bay Daytona Beach

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

Questions? Call us: (888) 625-4885

Spruce Creek Country Club

9203 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$319,000

3 beds

2 baths

1,721 sq ft

House

9203 SE 118TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Plantation at Leesburg

25243 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748

$330,000

3 beds

3 baths

2,512 sq ft

House

25243 RIVER CREST DR, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

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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 8

95 communities near Winter Park

2,259 homes near Winter Park

3 beds

3 baths

2,129 sq ft

House

3 beds

2 baths

2,004 sq ft

House

3 beds

2 baths

1,847 sq ft

House

3 beds

2 baths

1,495 sq ft

House

3 beds

2 baths

2,022 sq ft

House

3 beds

3 baths

2,488 sq ft

House

3 beds

2 baths

1,951 sq ft

House

3 beds

2 baths

2,069 sq ft

House

3 beds

2 baths

1,939 sq ft

House

2 beds

2 baths

1,333 sq ft

Villa

2 beds

2 baths

1,424 sq ft

House

3 beds

2 baths

1,799 sq ft

Condo

2 beds

2 baths

1,144 sq ft

House

4 beds

3 baths

2,561 sq ft

House

2 beds

2 baths

1,366 sq ft

House

2 beds

2 baths

1,296 sq ft

House

2 beds

2 baths

1,500 sq ft

House

3 beds

2 baths

1,531 sq ft

House

3 beds

3 baths

1,614 sq ft

Townhouse

2 beds