Winter Park, FL 55+ active adult communities & homes for sale - Page 36

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

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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4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

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

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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 (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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

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

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)

Sandpiper Golf & Coun...

$100ks - $300ks

Sandpiper Golf & Coun..., Lakeland, FL

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

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

New and Resale | Age-targeted | Built 1980 - present | 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

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

The Country Club of Mount...

$200ks - $1Ms

The Country Club of Mount..., Mount Dora, FL

Resale Only | Age-targeted | Built 1991 - 2005 | 827 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

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

Heritage - The Cottages o...

$300ks

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

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

4.8 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

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

The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

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

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

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

11221 CARDING MILL LN, WINTER GARDEN, FL...

Community: Esplanade at McKinnon Groves

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Cindy Certified

836 GRAND RESERVE DR, BUNNELL, FL, 32110, Bunnell, FL 32110

$354,945

3 beds

2 baths

1,655 sq ft

House

836 GRAND RESERVE DR, BUNNELL, FL, 32110

The Villages®

$490,000

2 beds

2 baths

1,908 sq ft

House

3183 KEARNS COR, THE VILLAGES, FL, 32162

Community: The Villages®

Stonecrest

11584 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$339,900

2 beds

2 baths

1,702 sq ft

House

11584 SE 175TH ST, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Cindy Certified

1727 ECHELON POINT WAY, PALM BAY, FL, 32..., Palm Bay, FL 32907

$396,775

4 beds

2 baths

1,937 sq ft

House

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

Questions? Call us: (888) 625-4885

Plantation Bay Golf & Country Club

727 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$305,600

3 beds

3 baths

2,086 sq ft

Townhouse

727 ALDENHAM LN, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

Sandpiper Golf & Country Club

6008 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$364,900

3 beds

2 baths

1,857 sq ft

House

6008 SWALLOW DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Halifax Plantation

1317 MIDDLE LAKE DR, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174

$399,900

5 beds

3 baths

2,631 sq ft

House

1317 MIDDLE LAKE DR, ORMOND BEACH, FL, 3...

Community: Halifax Plantation

Grand Haven

90 W WATERSIDE PKWY, PALM COAST, FL, 321..., Palm Coast, FL 32137

$339,900

2 beds

2 baths

1,628 sq ft

House

90 W WATERSIDE PKWY, PALM COAST, FL, 321...

Community: Grand Haven

Cindy Certified

15033 LAKE BESSIE LOOP, WINTER GARDEN, F..., Winter Garden, FL 34787

$594,900

4 beds

3 baths

2,240 sq ft

House

15033 LAKE BESSIE LOOP, WINTER GARDEN, F...

Plantation Bay Golf & Country Club

57 BAY POINTE DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$870,000

4 beds

5 baths

4,379 sq ft

House

57 BAY POINTE DR, ORMOND BEACH, FL, 3217...

Community: Plantation Bay Golf & Country Club

Spruce Creek South

9900 SE 175TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$377,000

3 beds

2 baths

2,349 sq ft

House

9900 SE 175TH PL, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

Highland Lakes

5507 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$192,000

2 beds

2 baths

1,160 sq ft

House

5507 LAVER ST, LEESBURG, FL, 34748

Community: Highland Lakes

Colonnades

$134,900

2 beds

2 baths

1,170 sq ft

Manufactured Home

4959 COLONNADES CIR, LAKELAND, FL, 33811

Community: Colonnades

Colonnades

$204,900

2 beds

2 baths

1,150 sq ft

House

1618 COLONNADES CIR, LAKELAND, FL, 33811

Community: Colonnades

Carmel Condominium

1420 HUNTINGTON LN 2405, ROCKLEDGE, FL, ..., Rockledge, FL 32955

$169,900

2 beds

2 baths

1,008 sq ft

Condo

1420 HUNTINGTON LN 2405, ROCKLEDGE, FL, ...

Community: Carmel Condominium

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

Questions? Call us: (888) 625-4885

The Country Club of Mount Dora

1521 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$634,888

3 beds

3 baths

3,028 sq ft

House

1521 EDGEWATER DR, MOUNT DORA, FL, 32757

Community: The Country Club of Mount Dora

Plantation at Leesburg

25110 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748

$199,950

2 beds

2 baths

952 sq ft

House

25110 BELLEVUE, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Plantation at Leesburg

25224 WILD HERON, LEESBURG, FL, 34748, Leesburg, FL 34748

$125,000

2 beds

2 baths

1,300 sq ft

Manufactured Home

25224 WILD HERON, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$419,900

3 beds

2 baths

1,517 sq ft

House

1104 ALCOVE LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

Cindy Certified

2950 SUNSTAR DR, ST CLOUD, FL, 34772, St Cloud, FL 34772

$417,500

3 beds

2 baths

1,680 sq ft

House

2950 SUNSTAR DR, ST CLOUD, FL, 34772

Cresswind at Victoria Gardens

1689 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724

$399,900

2 beds

1142 MEADOWBEND DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$250,000

2 beds

2 baths

1,770 sq ft

House

1142 MEADOWBEND DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Arlington Ridge

4343 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748

$659,999

3 beds

2 baths

2,404 sq ft

House

4343 HERITAGE TRL, LEESBURG, FL, 34748

Community: Arlington 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.

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2,702 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 36

98 communities near Winter Park

2,702 homes near Winter Park

2 beds

2 baths

1,843 sq ft

House

3 beds

2 baths

2,945 sq ft

House

3 beds

2 baths

1,597 sq ft

Villa

2 beds

2 baths

1,499 sq ft

House

3 beds

3 baths

2,085 sq ft

House

3 beds

2 baths

1,655 sq ft

House

2 beds

2 baths

1,908 sq ft

House

2 beds

2 baths

1,702 sq ft

House

4 beds

2 baths

1,937 sq ft

House

4 beds

3 baths

2,302 sq ft

House

4 beds

2 baths

1,654 sq ft

House

2 beds

2 baths

1,608 sq ft

House

5 beds

2 baths

1,708 sq ft

House

3 beds

3 baths

1,857 sq ft

Townhouse

3 beds

3 baths

2,490 sq ft

House

3 beds

4 baths

2,776 sq ft

House

3 beds

3 baths

2,086 sq ft

Townhouse

3 beds

2 baths

1,857 sq ft

House

5 beds

3 baths

2,631 sq ft

House

2 beds