Winter Park, FL 55+ active adult communities & homes for sale - Page 38

2,414 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

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

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

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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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 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

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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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2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

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

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

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Questions? Call us: (888) 625-4885

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

Lakes of Mount Dora, Mount Dora, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 950 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

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)

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

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

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

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Questions? Call us: (888) 625-4885

5 rating (2 reviews)

Heritage Isle

$300ks - $500ks

Heritage Isle, Viera, FL

Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

Ridgehaven

$300ks - $600ks

Ridgehaven, Ormond Beach, FL

New Construction | 55+ age-restricted

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

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

VillageWalk at Lake Nona

$300ks - $700ks

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

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

Questions? Call us: (888) 625-4885

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

5 rating (2 reviews)

Bridgewater at Viera

$300ks - $800ks

Bridgewater at Viera, Melbourne, FL

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

3218 ZIPPERER WAY, THE VILLAGES, FL, 321...

Community: The Villages®

Latitude Margaritaville

333 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124

$379,900

2 beds

2 baths

1,308 sq ft

House

333 POP TOP LN, DAYTONA BEACH, FL, 32124

Community: Latitude Margaritaville

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

Questions? Call us: (888) 625-4885

Sandpiper Golf & Country Club

5888 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$349,900

2 beds

2 baths

1,852 sq ft

House

5888 SANDPIPERS DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

The Villages®

$330,000

3 beds

2 baths

1,661 sq ft

House

8352 SE 176TH LAWSON LOOP, THE VILLAGES,...

Community: The Villages®

Plantation at Leesburg

5034 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$209,000

2 beds

2 baths

1,800 sq ft

Manufactured Home

5034 EL DESTINO DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Breakaway Trails

175 DEEP WOODS WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$660,000

5 beds

3 baths

2,959 sq ft

House

175 DEEP WOODS WAY, ORMOND BEACH, FL, 32...

Community: Breakaway Trails

Spruce Creek Country Club

11728 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$299,500

2 beds

2 baths

1,575 sq ft

House

11728 SE 91ST CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

The Villages®

$750,000

3 beds

3 baths

2,017 sq ft

House

1510 KNUDSON RUN, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$375,000

3 beds

2 baths

2,027 sq ft

House

17723 SE 81ST TIMBERWOOD TER, THE VILLAG...

Community: The Villages®

Four Seasons at Orlando

7977 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747

$475,000

3 beds

2 baths

2,130 sq ft

House

7977 HANSON BAY PL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

The Villages®

$399,000

3 beds

2 baths

1,850 sq ft

House

16672 SE 78TH LIVE OAK AVE, THE VILLAGES...

Community: The Villages®

Venetian Bay

3218 MODENA WAY, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168

$799,900

3 beds

2 baths

2,269 sq ft

House

3218 MODENA WAY, NEW SMYRNA BEACH, FL, 3...

Community: Venetian Bay

Highland Lakes

5932 MCENROE CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$230,000

2 beds

2 baths

1,210 sq ft

Villa

5932 MCENROE CT, LEESBURG, FL, 34748

House

752 OLD OAKS LN, LEESBURG, FL, 34748

9826 SE 178TH LN, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

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

Questions? Call us: (888) 625-4885

The Villages®

13877 COUNTY RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$236,000

4 beds

2 baths

1,960 sq ft

Manufactured Home

13877 COUNTY RD, LADY LAKE, FL, 32159

Community: The Villages®

Latitude Margaritaville

298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$599,900

2 beds

3 baths

2,139 sq ft

House

298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Plantation at Leesburg

4721 TARA VIEW RD, LEESBURG, FL, 34748, Leesburg, FL 34748

$309,900

3 beds

2 baths

1,979 sq ft

House

4721 TARA VIEW RD, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Heritage Hills

3538 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711

$295,000

2 beds

2 baths

1,374 sq ft

Villa

3538 FAIRWATERS CT B, CLERMONT, FL, 3471...

Community: Heritage Hills

Royal Highlands

4741 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$349,999

3 beds

2 baths

1,902 sq ft

House

4741 INVERNESS DR, LEESBURG, FL, 34748

Community: Royal Highlands

The Villages®

$884,900

3 beds

2 baths

2,299 sq ft

House

670 WOODBRIDGE WAY, THE VILLAGES, FL, 32...

Community: The Villages®

Foxwood Lake Estates

1679 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$165,000

2 beds

2 baths

1,248 sq ft

Manufactured Home

1679 FOXWAY DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

Pennbrooke Fairways

32747 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748

$219,247

2 beds

2 baths

1,192 sq ft

House

32747 WESTWOOD LOOP, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Solivita

246 NEW RIVER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$375,000

3 beds

2 baths

2,025 sq ft

House

246 NEW RIVER DR, KISSIMMEE, FL, 34759

Community: Solivita

Latitude Margaritaville

189 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$399,900

2 beds

2 baths

1,466 sq ft

House

189 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Halifax Plantation

1346 MIDDLE LAKE DR, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174

$364,999

3 beds

2 baths

1,672 sq ft

House

1346 MIDDLE LAKE DR, ORMOND BEACH, FL, 3...

Community: Halifax Plantation

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

Questions? Call us: (888) 625-4885

Lakes of Mount Dora

8064 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757

$399,900

3 beds

2 baths

1,625 sq ft

House

8064 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...

Community: Lakes of Mount Dora

Twin Lakes

5043 VANTAGE CT, ST. CLOUD, FL, 34772, St. Cloud, FL 34772

$499,000

3 beds

3 baths

2,365 sq ft

House

5043 VANTAGE CT, ST. CLOUD, FL, 34772

Community: Twin Lakes

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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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2,414 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 38

93 communities near Winter Park

2,414 homes near Winter Park

3 beds

2 baths

1,994 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

2 beds

2 baths

1,526 sq ft

Halfplex

3 beds

2 baths

2,200 sq ft

House

2 beds

2 baths

1,308 sq ft

House

2 beds

2 baths

1,852 sq ft

House

3 beds

2 baths

1,661 sq ft

House

2 beds

2 baths

1,800 sq ft

Manufactured Home

5 beds

3 baths

2,959 sq ft

House

2 beds

2 baths

1,575 sq ft

House

3 beds

3 baths

2,017 sq ft

House

3 beds

2 baths

2,027 sq ft

House

3 beds

2 baths

2,130 sq ft

House

3 beds

2 baths

1,850 sq ft

House

3 beds

2 baths

2,269 sq ft

House

2 beds

2 baths

1,210 sq ft

Villa

3 beds

2 baths

2,074 sq ft

House

3 beds

2 baths

1,392 sq ft

House

3 beds

2 baths

1,604 sq ft

House

2 beds