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Winter Park, FL 55+ active adult communities & homes for sale - Page 59

2,377 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $4Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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 (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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.
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
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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) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
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 - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
5 rating (2 reviews) Bridgewater at Viera
$300Ks - $800Ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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
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.
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
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$300Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Indian River Colony Club 1551 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940
$309,900

3 beds

|

2 baths

|

1,816 sq ft

|

House

1551 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Venetian Bay 3446 PONETA AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$439,000

3 beds

|

3 baths

|

2,103 sq ft

|

House

3446 PONETA AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Harbor Hills Country Club 6042 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$364,900

3 beds

|

2 baths

|

2,190 sq ft

|

House

6042 TOPSAIL RD, LADY LAKE, FL, 32159
The Villages® 7706 COUNTY ROAD 109D, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$255,000

3 beds

|

2 baths

|

2,128 sq ft

|

Manufactured Home

7706 COUNTY ROAD 109D, LADY LAKE, FL, 32...
Community: The Villages®
Solivita 1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$325,990

2 beds

|

2 baths

|

1,703 sq ft

|

House

1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
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Questions? Call us: (888) 625-4885
Twin Lakes 2666 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$645,000

4 beds

|

3 baths

|

2,935 sq ft

|

House

2666 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Latitude Margaritaville 867 BAMA BREEZE DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$479,000

2 beds

|

3 baths

|

1,748 sq ft

|

Villa

867 BAMA BREEZE DR, DAYTONA BEACH, FL, 3...
Cresswind at Victoria Gardens 161 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$360,000

2 beds

|

2 baths

|

1,510 sq ft

|

House

161 OLD MOSS CIR, DELAND, FL, 32724
Kings Ridge 3416 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,735 sq ft

|

House

3416 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
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.
Stonecrest 11246 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$250,000

2 beds

|

2 baths

|

1,312 sq ft

|

House

11246 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Indian River Colony Club 1531 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940
$289,000

2 beds

|

2 baths

|

1,642 sq ft

|

House

1531 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Arlington Ridge 26951 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$260,000

2 beds

|

2 baths

|

1,418 sq ft

|

Villa

26951 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Sullivan Ranch 30113 JUTLAND CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$679,000

4 beds

|

4 baths

|

3,320 sq ft

|

House

30113 JUTLAND CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 892 NASH LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,090 sq ft

|

House

892 NASH LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 925 BEECHWOOD AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$225,000

2 beds

|

2 baths

|

1,568 sq ft

|

Manufactured Home

925 BEECHWOOD AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 12328 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$280,000

3 beds

|

2 baths

|

1,495 sq ft

|

House

12328 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®
The Villages® 594 LACY PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,397 sq ft

|

House

594 LACY PL, THE VILLAGES, FL, 32162
Community: The Villages®
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.
Harbor Hills Country Club 5072 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$695,000

3 beds

|

3 baths

|

2,712 sq ft

|

House

5072 GREENS DR, LADY LAKE, FL, 32159
Venetian Bay 3325 PINTELLO AVE, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$394,500

4 beds

|

2 baths

|

1,662 sq ft

|

House

3325 PINTELLO AVE, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Twin Lakes 2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$299,999

2 beds

|

2 baths

|

1,464 sq ft

|

Halfplex

2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Heritage Hills 3538 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$310,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 BELLAND CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Lake Ashton 1336 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$695,000

3 beds

|

2 baths

|

2,773 sq ft

|

House

1336 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Harbor Hills Country Club 39640 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159
$529,900

3 beds

|

3 baths

|

2,531 sq ft

|

House

39640 HARBOR HILLS BLVD, LADY LAKE, FL, ...
Indian River Colony Club 1440 PATRIOT DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$350,000

4 beds

|

2 baths

|

2,424 sq ft

|

House

1440 PATRIOT DR, MELBOURNE, FL, 32940
Plantation Bay Golf & Country Club 804 MILLSTREAM LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$699,900

4 beds

|

2 baths

|

2,620 sq ft

|

House

804 MILLSTREAM LN, ORMOND BEACH, FL, 321...
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.
Plantation Bay Golf & Country Club 14 MAGNOLIA DR S # 14, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$259,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

14 MAGNOLIA DR S # 14, ORMOND BEACH, FL,...
Plantation Bay Golf & Country Club 3 TREETOP TRL, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$358,900

2 beds

|

3 baths

|

2,156 sq ft

|

House

3 TREETOP TRL, ORMOND BEACH, FL, 32174
Plantation Bay Golf & Country Club 14 MAGNOLIA DR S, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$259,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

14 MAGNOLIA DR S, ORMOND BEACH, FL, 3217...
Pelican Bay Daytona Beach 220 SURF SCOOTER DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$279,900

2 beds

|

2 baths

|

1,760 sq ft

|

Townhouse

220 SURF SCOOTER DR, DAYTONA BEACH, FL, ...
Sandpiper Golf & Country Club 5976 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$370,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

5976 CORMORANT CT, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Sandpiper Golf & Country Club 5992 TEAL TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$370,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

5992 TEAL TRL, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5970 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$375,000

3 beds

|

2 baths

|

1,582 sq ft

|

House

5970 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5987 TEAL TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$370,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

5987 TEAL TRL, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5920 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$375,000

3 beds

|

2 baths

|

1,582 sq ft

|

House

5920 CORMORANT CT, LAKELAND, FL, 33809
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.
Sandpiper Golf & Country Club 5926 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$385,000

3 beds

|

2 baths

|

1,640 sq ft

|

House

5926 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5933 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

2 beds

|

2 baths

|

1,321 sq ft

|

House

5933 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5927 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

2 beds

|

2 baths

|

1,321 sq ft

|

House

5927 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5921 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$385,000

3 beds

|

2 baths

|

1,640 sq ft

|

House

5921 CORMORANT CT, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3620 TRESTO ST, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$325,000

2 beds

|

3 baths

|

1,827 sq ft

|

Townhouse

3620 TRESTO ST, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
The Villages® 12312 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$289,900

4 beds

|

4 baths

|

1,912 sq ft

|

House

12312 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®

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2,377 homes
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