Winter Park, FL 55+ active adult communities & homes for sale - Page 50

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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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

Sandpiper Golf & Country Club

6325 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$255,000

3 beds

2 baths

1,441 sq ft

House

6325 EGRET DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

The Villages®

$949,000

3 beds

2 baths

1,871 sq ft

House

1573 NORFOLK AVE, THE VILLAGES, FL, 3216...

Community: The Villages®

Pelican Bay Daytona Beach

348 BOB WHITE CT 9, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119

$225,000

3 beds

3 baths

1,527 sq ft

Condo

348 BOB WHITE CT 9, DAYTONA BEACH, FL, 3...

Community: Pelican Bay Daytona Beach

Latitude Margaritaville

664 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$609,900

2 beds

2 baths

1,922 sq ft

House

664 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Grand Haven

17 SANDPIPER CT, PALM COAST, FL, 32137, Palm Coast, FL 32137

$850,000

4 beds

3 baths

3,196 sq ft

House

17 SANDPIPER CT, PALM COAST, FL, 32137

Community: Grand Haven

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Questions? Call us: (888) 625-4885

The Villages®

$327,500

2 beds

2 baths

1,206 sq ft

House

2845 CHARITY LOOP, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$299,900

2 beds

2 baths

1,332 sq ft

House

1133 DEL TORO DR, THE VILLAGES, FL, 3215...

Community: The Villages®

Spruce Creek Country Club

12546 SE 92ND TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$350,000

2 beds

2 baths

2,119 sq ft

House

12546 SE 92ND TER, SUMMERFIELD, FL, 3449...

Community: Spruce Creek Country Club

Scottish Highlands

304 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788

$200,000

2 beds

2 baths

1,278 sq ft

House

304 BRIGADOON CIR, LEESBURG, FL, 34788

Community: Scottish Highlands

The Villages®

$1,595,000

3 beds

3 baths

3,100 sq ft

House

664 TERNBERRY FOREST DR, THE VILLAGES, F...

Community: The Villages®

Solivita

543 VIA VITALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$425,000

3 beds

3 baths

2,235 sq ft

House

543 VIA VITALE CT, KISSIMMEE, FL, 34759

Community: Solivita

The Villages®

$399,999

3 beds

2 baths

2,044 sq ft

House

1422 SEGOVIA PL, THE VILLAGES, FL, 32162

Community: The Villages®

Four Seasons at Orlando

2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747

$379,990

2 beds

2 baths

1,778 sq ft

House

2160 ANTILLES CLUB DR, KISSIMMEE, FL, 34...

House

109 UNDERBRUSH TRL, PORT ORANGE, FL, 321...

328 INDIAN WELLS AVE, POINCIANA, FL, 347...

Community: Solivita

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Foxwood Lake Estates

4903 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$162,999

2 beds

2 baths

1,248 sq ft

Manufactured Home

4903 DEERWOOD DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

Twin Lakes

4921 CATALPA DR, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772

$539,900

3 beds

3 baths

2,365 sq ft

House

4921 CATALPA DR, SAINT CLOUD, FL, 34772

Community: Twin Lakes

Royal Harbor

3592 TROPICAL SEAS LOOP, TAVARES, FL, 32..., Tavares, FL 32778

$317,000

2 beds

2 baths

1,452 sq ft

House

3592 TROPICAL SEAS LOOP, TAVARES, FL, 32...

Community: Royal Harbor

Grand Haven

10 S WATERVIEW DR, PALM COAST, FL, 32137, Palm Coast, FL 32137

$779,000

3 beds

3 baths

2,643 sq ft

House

10 S WATERVIEW DR, PALM COAST, FL, 32137

Community: Grand Haven

Arlington Ridge

4436 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748

$390,000

3 beds

2 baths

2,028 sq ft

House

4436 ANTIETAM CREEK TRL, LEESBURG, FL, 3...

Community: Arlington Ridge

The Villages®

$1,299,999

3 beds

3 baths

3,693 sq ft

Villa

17339 SE 84TH FOXGROVE AVE, THE VILLAGES...

Community: The Villages®

Sullivan Ranch

21846 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$290,000

2 beds

2 baths

1,437 sq ft

House

21846 BELGIAN CT, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

High Vista at Ridgewood Lakes

247 TRAVIS LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$289,900

2 beds

2 baths

1,596 sq ft

House

247 TRAVIS LN, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Latitude Margaritaville

494 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$359,000

2 beds

2 baths

1,204 sq ft

House

494 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...

House

1923 USEPPA OAKS LN, THE VILLAGES, FL, 3...

Community: The Villages®

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

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The Villages®

$394,500

3 beds

2 baths

1,467 sq ft

House

2167 KERWOOD LOOP, THE VILLAGES, FL, 321...

Community: The Villages®

Heritage Isle

6488 VAN NESS DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$420,000

3 beds

2 baths

1,861 sq ft

House

6488 VAN NESS DR, MELBOURNE, FL, 32940

Community: Heritage Isle

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2,513 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 50

90 communities near Winter Park

2,513 homes near Winter Park

3 beds

2 baths

1,441 sq ft

House

3 beds

2 baths

1,871 sq ft

House

3 beds

3 baths

1,527 sq ft

Condo

2 beds

2 baths

1,922 sq ft

House

4 beds

3 baths

3,196 sq ft

House

2 beds

2 baths

1,206 sq ft

House

2 beds

2 baths

1,332 sq ft

House

2 beds

2 baths

2,119 sq ft

House

2 beds

2 baths

1,278 sq ft

House

3 beds

3 baths

3,100 sq ft

House

3 beds

3 baths

2,235 sq ft

House

3 beds

2 baths

2,044 sq ft

House

2 beds

2 baths

1,778 sq ft

House

2 beds

2 baths

1,483 sq ft

House

3 beds

2 baths

1,152 sq ft

Manufactured Home

2 beds

2 baths

1,259 sq ft

House

4 beds

2 baths

2,064 sq ft

House

3 beds

2 baths

2,227 sq ft

House

2 beds

2 baths

1,203 sq ft

Villa

3 beds