Winter Park, FL 55+ active adult communities & homes for sale - Page 33

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

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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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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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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

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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

The Villages®

$149,900

2 beds

1 baths

940 sq ft

Manufactured Home

1635 PINEHURST DR, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$290,000

2 beds

2 baths

1,156 sq ft

Villa

1808 HALLANDALE LN, THE VILLAGES, FL, 32...

Community: The Villages®

High Vista at Ridgewood Lakes

213 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$279,999

2 beds

2 baths

1,542 sq ft

House

213 HIGH VISTA DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Solivita

1233 CAMBRIA BND, POINCIANA, FL, 34759, Poinciana, FL 34759

$665,000

2 beds

3 baths

2,872 sq ft

House

1233 CAMBRIA BND, POINCIANA, FL, 34759

Community: Solivita

Cresswind at Victoria Gardens

112 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724

$525,000

3 beds

2 baths

2,546 sq ft

House

112 BELLINGRATH TER, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

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Harbor Hills Country Club

5096 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$649,000

4 beds

3 baths

2,900 sq ft

House

5096 GREENS DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Spruce Creek Country Club

13608 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$329,000

2 beds

2 baths

1,678 sq ft

House

13608 SE 87TH CIR, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Del Webb Sunbridge

6430 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771

$474,990

3 beds

2 baths

1,626 sq ft

House

6430 ROVER WAY, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

Royal Highlands

5405 QUEEN VICTORIA DR, LEESBURG, FL, 34..., Leesburg, FL 34748

$299,900

3 beds

2 baths

1,923 sq ft

House

5405 QUEEN VICTORIA DR, LEESBURG, FL, 34...

Community: Royal Highlands

Spruce Creek South

10701 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$295,000

3 beds

2 baths

1,668 sq ft

House

10701 SE 179TH LN, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

The Villages®

$300,000

2 beds

2 baths

1,102 sq ft

Villa

1116 SAN BERNARDO RD, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$289,900

2 beds

2 baths

1,223 sq ft

Villa

3099 MELLE PL, THE VILLAGES, FL, 32163

Community: The Villages®

Del Webb Oasis

13360 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787

$585,000

3 beds

2 baths

2,000 sq ft

House

13360 SUNNY RETREAT LN, WINTER GARDEN, F...

House

13988 SE 86TH CIR, SUMMERFIELD, FL, 3449...

3073 RIVERDALE RD, THE VILLAGES, FL, 321...

Community: The Villages®

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Alamanda Key

543 HEMING WAY, MELBOURNE, FL, 32901, Melbourne, FL 32901

$399,500

3 beds

2 baths

1,937 sq ft

House

543 HEMING WAY, MELBOURNE, FL, 32901

Community: Alamanda Key

Venetian Bay

3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168

$895,000

3 beds

3 baths

2,852 sq ft

House

3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3...

Community: Venetian Bay

Esplanade at Highland Ranch

2359 CLEMBLUE RD, CLERMONT, FL, 34715, Clermont, FL 34715

$630,500

3 beds

3 baths

2,330 sq ft

House

2359 CLEMBLUE RD, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

Solivita

790 CARMEL LN, POINCIANA, FL, 34759, Poinciana, FL 34759

$440,000

4 beds

3 baths

2,430 sq ft

House

790 CARMEL LN, POINCIANA, FL, 34759

Community: Solivita

The Villages®

12392 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484

$295,000

4 beds

4 baths

2,002 sq ft

House

12392 NE 48TH LOOP, OXFORD, FL, 34484

Community: The Villages®

Pelican Bay Daytona Beach

144 MARSH WREN CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32119

$399,900

3 beds

2 baths

2,040 sq ft

House

144 MARSH WREN CT, DAYTONA BEACH, FL, 32...

Community: Pelican Bay Daytona Beach

The Villages®

4913 NE 122ND AVE, OXFORD, FL, 34484, Oxford, FL 34484

$390,000

4 beds

3 baths

2,629 sq ft

House

4913 NE 122ND AVE, OXFORD, FL, 34484

Community: The Villages®

Del Webb Sunbridge

2962 VOYAGER AVE, ST CLOUD, FL, 34771, St Cloud, FL 34771

$400,000

3 beds

3 baths

1,738 sq ft

Townhouse

2962 VOYAGER AVE, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

Del Webb Orlando

516 PAMPLONA PL, DAVENPORT, FL, 33837, Davenport, FL 33837

$317,400

2 beds

2 baths

1,445 sq ft

House

516 PAMPLONA PL, DAVENPORT, FL, 33837

Community: Del Webb Orlando

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The Villages®

$263,150

3 beds

2 baths

1,392 sq ft

House

8241 SE 176TH LAWSON LOOP, THE VILLAGES,...

Community: The Villages®

The Villages®

$380,000

2 beds

2 baths

1,196 sq ft

House

388 BRADLEY TER, THE VILLAGES, FL, 32162

Community: The Villages®

Kings Ridge

3656 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711

$349,900

3 beds

2 baths

1,498 sq ft

House

3656 EVERSHOLT ST, CLERMONT, FL, 34711

Community: Kings Ridge

Legacy of Leesburg

27601 COUNTRY STONE CT, LEESBURG, FL, 34..., Leesburg, FL 34748

$379,888

3 beds

2 baths

2,066 sq ft

House

27601 COUNTRY STONE CT, LEESBURG, FL, 34...

Community: Legacy of Leesburg

Colonnades

$175,000

2 beds

2 baths

1,144 sq ft

Manufactured Home

4802 COLONNADES CIR, LAKELAND, FL, 33811

Community: Colonnades

Solivita

305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759

$499,000

3 beds

3 baths

2,454 sq ft

House

305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475...

Community: Solivita

The Villages®

$369,000

3 beds

2 baths

1,635 sq ft

House

3435 INVERARY AVE, THE VILLAGES, FL, 321...

Community: The Villages®

Breakaway Trails

71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174

$450,000

4 beds

3 baths

2,295 sq ft

House

71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...

Community: Breakaway Trails

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

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The Villages®

$595,750

3 beds

3 baths

2,016 sq ft

House

1967 FLOWERSVILLE PL, THE VILLAGES, FL, ...

Community: The Villages®

Scottish Highlands

1 DURNESS CT 1, LEESBURG, FL, 34788, Leesburg, FL 34788

$185,000

2 beds

2 baths

1,200 sq ft

Condo

1 DURNESS CT 1, LEESBURG, FL, 34788

Community: Scottish Highlands

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2,513 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 33

90 communities near Winter Park

2,513 homes near Winter Park

2 beds

1 baths

940 sq ft

Manufactured Home

2 beds

2 baths

1,156 sq ft

Villa

2 beds

2 baths

1,542 sq ft

House

2 beds

3 baths

2,872 sq ft

House

3 beds

2 baths

2,546 sq ft

House

4 beds

3 baths

2,900 sq ft

House

2 beds

2 baths

1,678 sq ft

House

3 beds

2 baths

1,626 sq ft

House

3 beds

2 baths

1,923 sq ft

House

3 beds

2 baths

1,668 sq ft

House

2 beds

2 baths

1,102 sq ft

Villa

2 beds

2 baths

1,223 sq ft

Villa

3 beds

2 baths

2,000 sq ft

House

3 beds

2 baths

1,649 sq ft

House

3 beds

2 baths

2,806 sq ft

House

2 beds

2 baths

1,248 sq ft

House

2 beds

2 baths

1,308 sq ft

House

2 beds

2 baths

1,981 sq ft

House

2 beds

2 baths

1,510 sq ft

Townhouse

3 beds