Winter Park, FL 55+ active adult communities & homes for sale - Page 18

2,702 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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes

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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

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)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

Grand Haven

$200ks - $800ks

Grand Haven, Palm Coast, FL

New and Resale | Age-targeted | Built 1997 - present | 1,901 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 (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)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

5 rating (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

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

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Questions? Call us: (888) 625-4885

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 (1 reviews)

Sandpiper Golf & Coun...

$100ks - $300ks

Sandpiper Golf & Coun..., Lakeland, FL

New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

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

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

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

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

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

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

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)

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 (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes

Heritage - The Cottages o...

$300ks

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

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

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

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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 Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

New Construction | 55+ age-restricted | Built 2023 - present | 450 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

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

Questions? Call us: (888) 625-4885

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes

1 2...3

Lakes of Mount Dora

2281 HAMDEN WAY, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$435,990

3 beds

2 baths

1,614 sq ft

House

2281 HAMDEN WAY, MOUNT DORA, FL, 32757

Community: Lakes of Mount Dora

Stonecrest

17832 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$310,000

3 beds

3 baths

1,749 sq ft

House

17832 SE 115TH CT, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Alhambra Villas Condominiums

155 N HILL AVE 80, DELAND, FL, 32724, Deland, FL 32724

$140,000

2 beds

2 baths

979 sq ft

Condo

155 N HILL AVE 80, DELAND, FL, 32724

Community: Alhambra Villas Condominiums

VillageWalk at Lake Nona

11848 ZELKOVA LN, ORLANDO, FL, 32827, Orlando, FL 32827

$675,500

4 beds

4 baths

2,626 sq ft

House

11848 ZELKOVA LN, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

Kings Ridge

4334 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711

$379,000

2 beds

2 baths

1,989 sq ft

House

4334 HAMMERSMITH DR, CLERMONT, FL, 34711

Community: Kings Ridge

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Questions? Call us: (888) 625-4885

Bridgewater at Viera

8704 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$590,000

3 beds

3 baths

2,006 sq ft

House

8704 ALISTER DR, MELBOURNE, FL, 32940

Community: Bridgewater at Viera

Kings Ridge

1940 FARMINGTON CT, CLERMONT, FL, 34711, Clermont, FL 34711

$397,000

2 beds

$259,900

3 beds

2 baths

1,317 sq ft

House

13413 SE 101ST TER, BELLEVIEW, FL, 34420

Halifax Plantation

3324 WESTMEATH DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$639,900

4 beds

3 baths

2,724 sq ft

House

3324 WESTMEATH DR, ORMOND BEACH, FL, 321...

Community: Halifax Plantation

Solivita

230 BAY DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$296,000

2 beds

2 baths

1,489 sq ft

House

230 BAY DR, KISSIMMEE, FL, 34759

Community: Solivita

Pelican Bay Daytona Beach

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

$549,000

6 beds

4 baths

3,224 sq ft

House

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

Community: Pelican Bay Daytona Beach

The Villages®

$725,000

3 beds

2 baths

2,097 sq ft

House

17116 SE 79TH MCLAWREN TER, THE VILLAGES...

Community: The Villages®

Cindy Certified

2821 PLYMOUTH PL, KISSIMMEE, FL, 34741, Kissimmee, FL 34741

$370,000

3 beds

3 baths

1,838 sq ft

Villa

2821 PLYMOUTH PL, KISSIMMEE, FL, 34741

The Villages®

$1,195,000

3 beds

2 baths

2,051 sq ft

House

1579 MCELDOWNEY PL, THE VILLAGES, FL, 32...

Community: The Villages®

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

Questions? Call us: (888) 625-4885

Venetian Bay

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

$449,990

4 beds

3 baths

2,208 sq ft

House

119 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

Venetian Bay

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

$536,990

4 beds

4 baths

3,136 sq ft

House

117 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...

Community: Venetian Bay

The Villages®

$1,395,000

3 beds

3 baths

3,169 sq ft

House

4147 DESKIN LN, THE VILLAGES, FL, 32163

Community: The Villages®

Alhambra Villas Condominiums

151 N HILL AVE 100, DELAND, FL, 32724, Deland, FL 32724

$150,000

2 beds

2 baths

979 sq ft

Condo

151 N HILL AVE 100, DELAND, FL, 32724

Community: Alhambra Villas Condominiums

Twin Lakes

2516 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772

$285,000

2 beds

2 baths

1,346 sq ft

Halfplex

2516 DATURA LOOP, ST CLOUD, FL, 34772

Community: Twin Lakes

Twin Lakes

2720 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772

$449,000

3 beds

2 baths

1,863 sq ft

House

2720 GREENLANDS ST, ST CLOUD, FL, 34772

Community: Twin Lakes

Lakes of Mount Dora

3947 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$445,185

2 beds

2 baths

1,639 sq ft

House

3947 KENNEBUNK LOOP, MOUNT DORA, FL, 327...

Community: Lakes of Mount Dora

Lakes of Mount Dora

3949 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$480,900

4 beds

2 baths

2,034 sq ft

House

3949 KENNEBUNK LOOP, MOUNT DORA, FL, 327...

Community: Lakes of Mount Dora

The Reserve at Victoria

975 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724

$594,212

4 beds

3 baths

2,319 sq ft

House

975 MEGANO BLVD, DELAND, FL, 32724

Community: The Reserve at Victoria

Cindy Certified

34 PRESIDENTIAL LN, PALM COAST, FL, 3216..., Palm Coast, FL 32164

$369,900

5 beds

3 baths

1,980 sq ft

House

34 PRESIDENTIAL LN, PALM COAST, FL, 3216...

Cindy Certified

19 PINEAPPLE DR, PALM COAST, FL, 32164, Palm Coast, FL 32164

$369,900

5 beds

3 baths

1,980 sq ft

House

19 PINEAPPLE DR, PALM COAST, FL, 32164

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

Questions? Call us: (888) 625-4885

Cindy Certified

2410 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744

$489,990

4 beds

3 baths

2,151 sq ft

House

2410 RELAXING LN, KISSIMMEE, FL, 34744

Cindy Certified

48 PRATTWOOD LN, PALM COAST, FL, 32164, Palm Coast, FL 32164

$359,900

4 beds

2 baths

1,845 sq ft

House

48 PRATTWOOD LN, PALM COAST, FL, 32164

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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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2,702 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 18

98 communities near Winter Park

2,702 homes near Winter Park

3 beds

2 baths

1,614 sq ft

House

3 beds

3 baths

1,749 sq ft

House

2 beds

2 baths

979 sq ft

Condo

4 beds

4 baths

2,626 sq ft

House

2 beds

2 baths

1,989 sq ft

House

3 beds

3 baths

2,006 sq ft

House

2 beds

3 baths

1,722 sq ft

House

4 beds

2 baths

1,665 sq ft

House

4 beds

2 baths

1,665 sq ft

House

3 beds

2 baths

1,504 sq ft

House

4 beds

3 baths

2,151 sq ft

House

3 beds

3 baths

2,625 sq ft

House

4 beds

2 baths

1,990 sq ft

House

2 beds

2 baths

1,189 sq ft

Townhouse

3 beds

2 baths

1,405 sq ft

House

2 beds

2 baths

1,210 sq ft

House

2 beds

2 baths

1,410 sq ft

House

4 beds

3 baths

2,332 sq ft

House

2 beds

2 baths

1,912 sq ft

House

3 beds