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

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

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.

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

1 2...3

Fountain View

$401,990

4 beds

3 baths

2,020 sq ft

House

1360 FOUNTAIN VIEW ST, ORMOND BEACH, FL,...

678 IRVINE RANCH RD, KISSIMMEE, FL, 3475...

Community: Solivita

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Questions? Call us: (888) 625-4885

Sandpiper Golf & Country Club

6380 EGRET DR 6, LAKELAND, FL, 33809, Lakeland, FL 33809

$275,000

2 beds

2 baths

1,326 sq ft

Villa

6380 EGRET DR 6, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Lake Ashton

4465 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859

$300,000

3 beds

2 baths

1,898 sq ft

House

4465 STRATHMORE DR, LAKE WALES, FL, 3385...

Community: Lake Ashton

Del Webb Sunbridge

2743 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771

$679,900

3 beds

3 baths

2,321 sq ft

House

2743 RIVER CREEK LN, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

Plantation at Leesburg

24947 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748

$275,000

3 beds

2 baths

1,653 sq ft

House

24947 CRANES ROOST CIR, LEESBURG, FL, 34...

Community: Plantation at Leesburg

Trilogy® Orlando

340 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736

$330,000

2 beds

2 baths

1,568 sq ft

House

340 ALCOVE DR, GROVELAND, FL, 34736

Community: Trilogy® Orlando

The Villages®

$275,000

3 beds

2 baths

1,229 sq ft

House

1806 ENGLEWOOD ST, THE VILLAGES, FL, 321...

Community: The Villages®

VillageWalk at Lake Nona

11844 ASTILBE DR, ORLANDO, FL, 32827, Orlando, FL 32827

$429,000

2 beds

2 baths

1,706 sq ft

Halfplex

11844 ASTILBE DR, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

Venetian Bay

3583 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$699,900

3 beds

2 baths

2,273 sq ft

House

3583 MARIBELLA DR, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

Grand Haven

5 SANDPIPER CT, PALM COAST, FL, 32137, Palm Coast, FL 32137

$569,999

3 beds

2 baths

1,942 sq ft

House

5 SANDPIPER CT, PALM COAST, FL, 32137

Community: Grand Haven

Latitude Margaritaville

221 SAND BAR LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124

$639,000

3 beds

2 baths

1,922 sq ft

House

221 SAND BAR LN, DAYTONA BEACH, FL, 3212...

Community: Latitude Margaritaville

Solivita

300 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$344,900

2 beds

3 baths

1,829 sq ft

House

300 SORRENTO RD, KISSIMMEE, FL, 34759

Community: Solivita

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

Questions? Call us: (888) 625-4885

The Villages®

$359,750

3 beds

2 baths

1,678 sq ft

House

9304 SE 170TH HUMPHREYS LOOP, THE VILLAG...

Community: The Villages®

The Villages®

$344,900

3 beds

2 baths

1,846 sq ft

House

3074 BRINE WAY, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$1,025,000

4 beds

3 baths

2,270 sq ft

House

4274 CASSANDRA CT, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

1222 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$179,000

2 beds

1 baths

936 sq ft

Manufactured Home

1222 ZAPATA PL, LADY LAKE, FL, 32159

Community: The Villages®

Grand Haven

34 SOUTHLAKE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137

$475,000

3 beds

2 baths

2,371 sq ft

House

34 SOUTHLAKE DR, PALM COAST, FL, 32137

Community: Grand Haven

Plantation at Leesburg

4730 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748

$304,900

2 beds

2 baths

1,568 sq ft

House

4730 SAWGRASS LAKE CIR, LEESBURG, FL, 34...

4127 KINGSLEY ST, CLERMONT, FL, 34711

Community: Kings Ridge

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

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The Villages®

$375,000

3 beds

2 baths

1,861 sq ft

House

401 BISHOPVILLE LOOP, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$574,900

3 beds

2 baths

1,988 sq ft

House

1440 ALESIO ST, THE VILLAGES, FL, 32163

Community: The Villages®

Kings Ridge

3445 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$409,000

3 beds

2 baths

1,816 sq ft

House

3445 CAPLAND AVE, CLERMONT, FL, 34711

Community: Kings Ridge

Kings Ridge

3716 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711

$314,900

2 beds

2 baths

1,572 sq ft

House

3716 KINGSWOOD CT, CLERMONT, FL, 34711

Community: Kings Ridge

The Villages®

$439,000

3 beds

2 baths

1,759 sq ft

House

3526 RIDGEWOOD PATH, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$435,000

3 beds

2 baths

2,179 sq ft

House

934 MOSES LOOP, THE VILLAGES, FL, 32162

Community: The Villages®

Spruce Creek Country Club

9476 SE 130TH STREET RD, SUMMERFIELD, FL..., Summerfield, FL 34491

$238,900

2 beds

2 baths

1,279 sq ft

House

9476 SE 130TH STREET RD, SUMMERFIELD, FL...

Community: Spruce Creek Country Club

Lake Ashton

4215 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$369,000

3 beds

2 baths

2,046 sq ft

House

4215 MUIRFIELD LOOP, LAKE WALES, FL, 338...

Community: Lake Ashton

Solivita

532 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$240,000

2 beds

2 baths

1,574 sq ft

House

532 GENOA DR, KISSIMMEE, FL, 34759

Community: Solivita

VillageWalk at Lake Nona

12074 GINKGO DR, ORLANDO, FL, 32827, Orlando, FL 32827

$475,000

3 beds

3 baths

1,830 sq ft

Townhouse

12074 GINKGO DR, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

Pelican Bay Daytona Beach

108 GREBE CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119

$379,900

3 beds

3 baths

2,079 sq ft

House

108 GREBE CT, DAYTONA BEACH, FL, 32119

Community: Pelican Bay Daytona Beach

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

Questions? Call us: (888) 625-4885

Halifax Plantation

3428 REXFORD CIR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$599,000

3 beds

2 baths

2,329 sq ft

House

3428 REXFORD CIR, ORMOND BEACH, FL, 3217...

Community: Halifax Plantation

The Villages®

$315,000

2 beds

2 baths

1,188 sq ft

Villa

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

Community: The Villages®

1 2 3 4 5 6 7 8 9 10 11 12 13 14…61

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 8

93 communities near Winter Park

2,414 homes near Winter Park

4 beds

3 baths

2,020 sq ft

House

5 beds

3 baths

3,323 sq ft

House

4 beds

4 baths

3,006 sq ft

House

4 beds

3 baths

3,813 sq ft

House

4 beds

3 baths

2,326 sq ft

House

2 beds

2 baths

1,326 sq ft

Villa

3 beds

2 baths

1,898 sq ft

House

3 beds

3 baths

2,321 sq ft

House

3 beds

2 baths

1,653 sq ft

House

2 beds

2 baths

1,568 sq ft

House

3 beds

2 baths

1,229 sq ft

House

2 beds

2 baths

1,706 sq ft

Halfplex

3 beds

2 baths

2,273 sq ft

House

3 beds

2 baths

1,942 sq ft

House

3 beds

2 baths

1,922 sq ft

House

2 beds

3 baths

1,829 sq ft

House

3 beds

2 baths

1,678 sq ft

House

3 beds

2 baths

1,846 sq ft

House

4 beds

3 baths

2,270 sq ft

House

2 beds