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

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

5 rating (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

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

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)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

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 (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

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

Questions? Call us: (888) 625-4885

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

5 rating (8 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 - $900ks

Lakes of Mount Dora, Mount Dora, FL

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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

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

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

Questions? Call us: (888) 625-4885

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

Heritage - The Cottages o...

$300ks

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

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

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

Del Webb at Viera

$400ks - $1Ms

Del Webb at Viera, Melbourne, FL

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

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

House

1524 CERVANTES PL, THE VILLAGES, FL, 321...

Community: The Villages®

Cindy Certified

1772 LAVENDER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$1,450,000

3 beds

3 baths

2,695 sq ft

House

1772 LAVENDER DR, MELBOURNE, FL, 32940

The Villages®

$329,000

2 beds

2 baths

1,257 sq ft

Villa

1442 JOSHUA CT, THE VILLAGES, FL, 32163

Community: The Villages®

Twin Lakes

5094 SUNFALLS AVE, ST CLOUD, FL, 34772, St Cloud, FL 34772

$512,900

2 beds

3 baths

2,107 sq ft

House

5094 SUNFALLS AVE, ST CLOUD, FL, 34772

Community: Twin Lakes

Cresswind at Victoria Gardens

102 WESTCOTT LN, DELAND, FL, 32724, Deland, FL 32724

$419,900

3 beds

2 baths

2,005 sq ft

House

102 WESTCOTT LN, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

The Villages®

$555,000

3 beds

3 baths

2,043 sq ft

House

349 PACOLET TER, THE VILLAGES, FL, 32162

Community: The Villages®

Sandpiper Golf & Country Club

6019 CONDOR DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$285,000

2 beds

2 baths

1,459 sq ft

House

6019 CONDOR DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Stonecrest

11375 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$269,900

3 beds

2 baths

1,607 sq ft

House

11375 SE 175TH LN, SUMMERFIELD, FL, 3449...

Community: Stonecrest

The Villages®

$789,900

3 beds

2 baths

1,956 sq ft

House

2084 NORDIC LN, THE VILLAGES, FL, 32163

Community: The Villages®

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

Questions? Call us: (888) 625-4885

Highland Lakes

26032 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$204,900

2 beds

2 baths

1,196 sq ft

Villa

26032 NEWCOMBE CIR, LEESBURG, FL, 34748

Community: Highland Lakes

Sullivan Ranch

30022 DONNINGTON LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757

$389,900

3 beds

2 baths

1,990 sq ft

House

30022 DONNINGTON LOOP, MOUNT DORA, FL, 3...

Community: Sullivan Ranch

Spruce Creek South

17929 SE 107TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$229,900

2 beds

2 baths

1,356 sq ft

House

17929 SE 107TH CT, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

The Villages®

$299,000

2 beds

2 baths

1,156 sq ft

Villa

1457 SOTHELL ST, THE VILLAGES, FL, 32162

Community: The Villages®

Plantation at Leesburg

24445 MADEWOOD AVE, LEESBURG, FL, 34748, Leesburg, FL 34748

$357,000

2 beds

2 baths

2,051 sq ft

House

24445 MADEWOOD AVE, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Heritage Isle

3684 GURRERO DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$399,000

3 beds

2 baths

1,672 sq ft

House

3684 GURRERO DR, MELBOURNE, FL, 32940

Community: Heritage Isle

Del Webb at Viera

8763 BLISSFUL BREEZE TRL, MELBOURNE, FL,..., Melbourne, FL 32940

$424,120

2 beds

2 baths

1,579 sq ft

Villa

8763 BLISSFUL BREEZE TRL, MELBOURNE, FL,...

Community: Del Webb at Viera

Del Webb at Viera

8933 BLISSFUL BREEZE TRL, MELBOURNE, FL,..., Melbourne, FL 32940

$417,240

3 beds

2 baths

1,579 sq ft

Villa

8933 BLISSFUL BREEZE TRL, MELBOURNE, FL,...

Community: Del Webb at Viera

Venetian Bay

540 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168

$399,999

3 beds

3 baths

1,779 sq ft

House

540 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

Pelican Bay Daytona Beach

104 LAUGHING GULL CT, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119

$199,900

3 beds

3 baths

1,535 sq ft

Townhouse

104 LAUGHING GULL CT, DAYTONA BEACH, FL,...

Community: Pelican Bay Daytona Beach

Spruce Creek Country Club

12456 SE 92ND TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$344,900

2 beds

2 baths

2,016 sq ft

House

12456 SE 92ND TER, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

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

Questions? Call us: (888) 625-4885

Solivita

195 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$450,000

2 beds

2 baths

1,982 sq ft

House

195 CASAVISTA DR, KISSIMMEE, FL, 34759

Community: Solivita

The Villages®

$795,000

3 beds

3 baths

1,905 sq ft

House

3075 LICCIARDELLO PATH, THE VILLAGES, FL...

Community: The Villages®

Del Webb at Viera

3534 BUBBLES CT, MELBOURNE, FL, 32940, Melbourne, FL 32940

$476,000

2 beds

2 baths

1,405 sq ft

House

3534 BUBBLES CT, MELBOURNE, FL, 32940

Community: Del Webb at Viera

Solivita

885 PACIFIC RIDGE RD, POINCIANA, FL, 347..., Poinciana, FL 34759

$364,000

2 beds

2 baths

1,975 sq ft

House

885 PACIFIC RIDGE RD, POINCIANA, FL, 347...

Community: Solivita

Latitude Margaritaville

609 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124

$355,000

2 beds

2 baths

1,160 sq ft

House

609 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...

Community: Latitude Margaritaville

Pelican Bay Daytona Beach

433 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119

$700,000

5 beds

4 baths

3,698 sq ft

House

433 PELICAN BAY DR, DAYTONA BEACH, FL, 3...

Community: Pelican Bay Daytona Beach

Sandpiper Golf & Country Club

6109 KITTIWAKE DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$247,000

2 beds

2 baths

1,021 sq ft

House

6109 KITTIWAKE DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

The Villages®

728 PRADO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$239,000

2 beds

2 baths

1,144 sq ft

Manufactured Home

728 PRADO DR, LADY LAKE, FL, 32159

Community: The Villages®

Cindy Certified

3292 WINDBEAM CT, WINTER GARDEN, FL, 347..., Winter Garden, FL 34787

$899,000

3 beds

4 baths

2,872 sq ft

House

3292 WINDBEAM CT, WINTER GARDEN, FL, 347...

Carlsberg Estates on Lake Suzanne

452 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$399,000

3 beds

2 baths

1,979 sq ft

House

452 LAKE SUZANNE DR, LAKE WALES, FL, 338...

Community: Carlsberg Estates on Lake Suzanne

Heritage Hills

2819 MAYPORT ST, CLERMONT, FL, 34711, Clermont, FL 34711

$485,000

3 beds

2 baths

2,194 sq ft

House

2819 MAYPORT ST, CLERMONT, FL, 34711

Community: Heritage Hills

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

Questions? Call us: (888) 625-4885

Grand Haven

4 SCARLET OAK CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137

$1,275,000

4 beds

4 baths

3,178 sq ft

House

4 SCARLET OAK CIR, PALM COAST, FL, 32137

Community: Grand Haven

Kings Ridge

2109 GRAFTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$369,000

2 beds

2 baths

2,031 sq ft

House

2109 GRAFTON AVE, CLERMONT, FL, 34711

Community: Kings Ridge

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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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2,698 homes

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

98 communities near Winter Park

2,698 homes near Winter Park

3 beds

2 baths

1,766 sq ft

House

2 beds

2 baths

1,274 sq ft

House

3 beds

2 baths

1,672 sq ft

House

3 beds

3 baths

2,561 sq ft

House

4 beds

2 baths

2,100 sq ft

House

2 beds

2 baths

1,266 sq ft

Villa

3 beds

2 baths

2,197 sq ft

House

3 beds

2 baths

2,286 sq ft

House

3 beds

3 baths

2,695 sq ft

House

2 beds

2 baths

1,257 sq ft

Villa

2 beds

3 baths

2,107 sq ft

House

3 beds

2 baths

2,005 sq ft

House

3 beds

3 baths

2,043 sq ft

House

2 beds

2 baths

1,459 sq ft

House

3 beds

2 baths

1,607 sq ft

House

3 beds

2 baths

1,956 sq ft

House

2 beds

2 baths

1,196 sq ft

Villa

3 beds

2 baths

1,990 sq ft

House

2 beds

2 baths

1,356 sq ft

House

2 beds