Winter Park, FL 55+ active adult communities & homes for sale - Page 14

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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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 (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

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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

2812 DOOLITTLE ST, TAVARES, FL, 32778

Cindy Certified

2914 SUPERMARINE RD, TAVARES, FL, 32778, Tavares, FL 32778

$366,990

4 beds

2 baths

1,938 sq ft

House

2914 SUPERMARINE RD, TAVARES, FL, 32778

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

Questions? Call us: (888) 625-4885

Cindy Certified

2962 SUPERMARINE RD, TAVARES, FL, 32778, Tavares, FL 32778

$364,990

2 baths

1,342 sq ft

Manufactured Home

1537 E SCHWARTZ BLVD, LADY LAKE, FL, 321...

Community: The Villages®

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

Questions? Call us: (888) 625-4885

Latitude Margaritaville

389 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$389,900

2 beds

2 baths

1,308 sq ft

House

389 GYPSY PALACE LN, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

Cindy Certified

2938 SCARLETT DR, ST CLOUD, FL, 33331, St Cloud, FL 33331

$430,000

4 beds

3 baths

1,854 sq ft

House

2938 SCARLETT DR, ST CLOUD, FL, 33331

Scottish Highlands

21 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788

$162,500

2 beds

2 baths

960 sq ft

House

21 ABERDEEN CIR, LEESBURG, FL, 34788

Community: Scottish Highlands

The Villages®

$1,499,950

3 beds

3 baths

3,444 sq ft

House

1744 GIST CT, THE VILLAGES, FL, 32162

Community: The Villages®

Lakeside Landings

4994 GOLDEN EAGLE DR, OXFORD, FL, 34484, Oxford, FL 34484

$289,000

3 beds

2 baths

1,315 sq ft

House

4994 GOLDEN EAGLE DR, OXFORD, FL, 34484

Community: Lakeside Landings

Cresswind at Victoria Gardens

202 DRUMMOND LN, DELAND, FL, 32724, Deland, FL 32724

$399,900

2 beds

2 baths

1,839 sq ft

House

202 DRUMMOND LN, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

Westhaven at Ovation - Townes Collection

13953 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787

$499,900

3 beds

3 baths

1,770 sq ft

Townhouse

13953 EASDALE ALY, WINTER GARDEN, FL, 34...

Community: Westhaven at Ovation - Townes Collection

Pennbrooke Fairways

402 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748

$389,000

3 beds

2 baths

2,500 sq ft

House

402 GRAND VISTA TRL, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Gatherings of Lake Nona

7545 LAUREATE BLVD 7201, ORLANDO, FL, 32..., Orlando, FL 32827

$344,900

2 beds

2 baths

1,445 sq ft

Condo

7545 LAUREATE BLVD 7201, ORLANDO, FL, 32...

Community: Gatherings of Lake Nona

Latitude Margaritaville

213 BLUE STARFISH PL, DAYTONA BEACH, FL,..., Daytona Beach, FL 32124

$749,000

2 beds

3 baths

2,067 sq ft

House

213 BLUE STARFISH PL, DAYTONA BEACH, FL,...

Community: Latitude Margaritaville

Spruce Creek Country Club

9302 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$349,000

2 beds

2 baths

1,870 sq ft

House

9302 SE 120TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

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

Questions? Call us: (888) 625-4885

Scottish Highlands

2311 BONNIE VIEW CT, LEESBURG, FL, 34788, Leesburg, FL 34788

$225,000

2 beds

2 baths

1,479 sq ft

House

2311 BONNIE VIEW CT, LEESBURG, FL, 34788

Community: Scottish Highlands

Solivita

192 CASAVISTA DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$769,000

3 beds

3 baths

3,135 sq ft

House

192 CASAVISTA DR, POINCIANA, FL, 34759

Community: Solivita

The Villages®

$509,000

2 beds

4 baths

2,582 sq ft

Condo

1212 AVENIDA DE LAS CASAS, THE VILLAGES,...

Community: The Villages®

Cindy Certified

151 BRIDGER TRAIL CT, MINNEOLA, FL, 3471..., Minneola, FL 34715

$450,000

5 beds

3 baths

2,080 sq ft

803 WOLF CREEK ST, CLERMONT, FL, 34711

Community: Summit Greens

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

Questions? Call us: (888) 625-4885

The Villages®

$137,500

2 beds

1 baths

876 sq ft

House

1006 OREN AVE, THE VILLAGES, FL, 32159

Community: The Villages®

Cindy Certified

5728 PORTICO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758

$304,420

3 beds

2 baths

1,424 sq ft

House

5728 PORTICO PL, KISSIMMEE, FL, 34758

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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 14

98 communities near Winter Park

2,698 homes near Winter Park

3 beds

2 baths

1,821 sq ft

House

3 beds

2 baths

2,000 sq ft

House

3 beds

2 baths

1,590 sq ft

House

4 beds

2 baths

1,625 sq ft

House

4 beds

2 baths

1,938 sq ft

House

4 beds

2 baths

1,938 sq ft

House

3 beds

2 baths

2,261 sq ft

House

3 beds

2 baths

2,044 sq ft

House

3 beds

2 baths

1,240 sq ft

House

3 beds

2 baths

2,047 sq ft

House

3 beds

3 baths

2,009 sq ft

House

3 beds

2 baths

2,025 sq ft

House

3 beds

3 baths

2,131 sq ft

Townhouse

3 beds

2 baths

1,440 sq ft

House

3 beds

2 baths

1,907 sq ft

House

2 beds

2 baths

1,342 sq ft

Manufactured Home

2 beds

2 baths

1,308 sq ft

House

4 beds

3 baths

1,854 sq ft

House

2 beds

2 baths

960 sq ft

House

3 beds