Winter Park, FL 55+ active adult communities & homes for sale - Page 37

2,513 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

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

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

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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 (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

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

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

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 (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

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Questions? Call us: (888) 625-4885

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 (3 reviews)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

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

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

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

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

5 rating (1 reviews)

Cresswind at Victoria Gar...

$200ks - $600ks

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

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

4.1 rating (9 reviews)

Indian River Colony Club

$200ks - $400ks

Indian River Colony Club, Melbourne, FL

New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes

Tohoqua Reserve

$300ks - $600ks

Tohoqua Reserve, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2021 - present | 258 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

3.8 rating (5 reviews)

Traditions at Lake Ruby

$200ks - $300ks

Traditions at Lake Ruby, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

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

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

Questions? Call us: (888) 625-4885

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

1 2...3

Spruce Creek South

17505 SE 100TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$199,999

2 beds

2 baths

1,359 sq ft

Villa

17505 SE 100TH CT, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

Twin Lakes

2680 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772

$699,900

3 beds

3 baths

2,293 sq ft

House

2680 REDBLUSH TER, SAINT CLOUD, FL, 3477...

Community: Twin Lakes

Plantation at Leesburg

25100 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$165,000

2 beds

2 baths

1,144 sq ft

Manufactured Home

25100 PINE HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$875,000

3 beds

2 baths

2,617 sq ft

House

2237 BAYPOINT WAY, THE VILLAGES, FL, 321...

Community: The Villages®

Breakaway Trails

114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174

$589,000

3 beds

3 baths

2,754 sq ft

House

114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3...

House

4938 COLONNADES CIR, LAKELAND, FL, 33811

Villa

1928 PEACHTREE AVE, THE VILLAGES, FL, 32...

Community: The Villages®

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Questions? Call us: (888) 625-4885

Carmel Condominium

1410 HUNTINGTON LN 1106, ROCKLEDGE, FL, ..., Rockledge, FL 32955

$150,000

2 beds

2 baths

1,228 sq ft

Condo

1410 HUNTINGTON LN 1106, ROCKLEDGE, FL, ...

Community: Carmel Condominium

Tohoqua Reserve

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744

$415,000

3 beds

2 baths

2,087 sq ft

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...

Community: Tohoqua Reserve

The Villages®

$415,000

3 beds

2 baths

1,896 sq ft

House

1211 CABELLA CIR, THE VILLAGES, FL, 3215...

Community: The Villages®

Summer Trees

41 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128

$265,000

2 beds

2 baths

1,495 sq ft

House

41 CROOKED PINE RD, PORT ORANGE, FL, 321...

Community: Summer Trees

The Villages®

$295,000

2 beds

2 baths

1,156 sq ft

Villa

2050 FAIRVIEW LN, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$489,900

3 beds

2 baths

1,655 sq ft

Villa

552 WEKIVA ST, THE VILLAGES, FL, 32163

Community: The Villages®

Del Webb Minneola

2754 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715

$498,900

3 beds

2 baths

1,620 sq ft

House

2754 PURPLE MEADOW CT, MINNEOLA, FL, 347...

Community: Del Webb Minneola

Plantation at Leesburg

24215 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$424,900

2 beds

3 baths

2,755 sq ft

House

24215 BELLE MEDE DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Royal Highlands

4741 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748

$334,900

3 beds

2 baths

2,020 sq ft

House

4741 ST ANDREWS ARC, LEESBURG, FL, 34748

Community: Royal Highlands

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Royal Highlands

21506 QUEEN ANNE CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$299,999

3 beds

2 baths

2,041 sq ft

House

21506 QUEEN ANNE CT, LEESBURG, FL, 34748

Community: Royal Highlands

Trilogy® Orlando

146 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736

$345,000

3 beds

2 baths

1,728 sq ft

House

146 CREPE MYRTLE DR, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

Lakes of Mount Dora

2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757

$521,990

3 beds

2 baths

2,180 sq ft

House

2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3...

Community: Lakes of Mount Dora

Lakes of Mount Dora

3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$511,990

3 beds

2 baths

2,180 sq ft

House

3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327...

Community: Lakes of Mount Dora

Plantation Bay Golf & Country Club

1023 SUDBURY LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$2,349,999

4 beds

5 baths

3,832 sq ft

House

1023 SUDBURY LN, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

The Villages®

$239,000

2 beds

2 baths

1,121 sq ft

Villa

1717 MORENO PL, THE VILLAGES, FL, 32159

Community: The Villages®

Plantation at Leesburg

25051 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$159,900

2 beds

2 baths

1,468 sq ft

Manufactured Home

25051 BETTON HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Archers Mill

341 E MERIMONT LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$525,000

4 beds

3 baths

2,405 sq ft

House

341 E MERIMONT LN, ORMOND BEACH, FL, 321...

Community: Archers Mill

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

Questions? Call us: (888) 625-4885

Del Webb Sunbridge

6503 TRAILBLAZE BND, ST CLOUD, FL, 34771, St Cloud, FL 34771

$384,990

3 beds

3 baths

1,767 sq ft

Townhouse

6503 TRAILBLAZE BND, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

The Villages®

$279,900

2 beds

2 baths

1,156 sq ft

Villa

1952 MONTROSE CT, THE VILLAGES, FL, 3216...

Community: The Villages®

1…31 32 33 34 35 36 37 38 39 40 41 42 43…63

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2,513 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 37

90 communities near Winter Park

2,513 homes near Winter Park

2 beds

2 baths

1,359 sq ft

Villa

3 beds

3 baths

2,293 sq ft

House

2 beds

2 baths

1,144 sq ft

Manufactured Home

3 beds

2 baths

2,617 sq ft

House

3 beds

3 baths

2,754 sq ft

House

2 beds

2 baths

1,401 sq ft

House

2 beds

2 baths

1,185 sq ft

House

2 beds

2 baths

1,026 sq ft

House

2 beds

2 baths

1,192 sq ft

House

3 beds

2 baths

1,484 sq ft

House

3 beds

3 baths

2,032 sq ft

House

3 beds

2 baths

1,816 sq ft

House

2 beds

2 baths

1,188 sq ft

House

3 beds

2 baths

1,934 sq ft

House

2 beds

2 baths

1,296 sq ft

House

2 beds

2 baths

2,018 sq ft

House

2 beds

2 baths

1,482 sq ft

House

2 beds

2 baths

1,142 sq ft

House

3 beds

2 baths

1,715 sq ft

Villa

3 beds