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Winter Park, FL 55+ active adult communities & homes for sale - Page 18

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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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 (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
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 (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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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 (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 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.
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
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
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
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
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
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.
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
12...3
Arlington Ridge 3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$490,000

3 beds

|

2 baths

|

2,031 sq ft

|

House

3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Pelican Bay Daytona Beach 240 BOB WHITE CT 240, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119
$189,000

2 beds

|

2 baths

|

1,093 sq ft

|

Condo

240 BOB WHITE CT 240, DAYTONA BEACH, FL,...
The Villages® 1232 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$135,000

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

1232 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
Latitude Margaritaville 334 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$379,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

334 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
The Villages® 1204 BARCELONA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$343,800

2 beds

|

2 baths

|

1,562 sq ft

|

House

1204 BARCELONA DR, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Highland Lakes 5506 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$199,900

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

5506 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 3130 VANDENBERG CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$619,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

3130 VANDENBERG CT, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 4193 SILVANA WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$489,900

3 beds

|

2 baths

|

1,492 sq ft

|

Villa

4193 SILVANA WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Twin Lakes 5092 TWIN LAKES BLVD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$423,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

5092 TWIN LAKES BLVD, ST CLOUD, FL, 3477...
Community: Twin Lakes
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.
High Vista at Ridgewood Lakes 832 CUNNINGHAM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$345,000

2 beds

|

2 baths

|

1,803 sq ft

|

House

832 CUNNINGHAM DR, DAVENPORT, FL, 33837
Del Webb Sunbridge 6354 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771
$475,000

2 beds

|

2 baths

|

1,670 sq ft

|

House

6354 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
Plantation at Leesburg 3810 ST EMMA CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$355,000

3 beds

|

4 baths

|

2,473 sq ft

|

House

3810 ST EMMA CT, LEESBURG, FL, 34748
Royal Harbor 5135 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$334,999

3 beds

|

2 baths

|

1,766 sq ft

|

House

5135 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Sunbridge 2732 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$407,000

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2732 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
The Villages® 1550 LIME GROVE LN, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,200 sq ft

|

Villa

1550 LIME GROVE LN, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1947 TRANQUILITY LN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$449,900

3 beds

|

2 baths

|

1,654 sq ft

|

Villa

1947 TRANQUILITY LN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 5458 BACON TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

1,531 sq ft

|

House

5458 BACON TER, THE VILLAGES, FL, 32163
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.
Spruce Creek Country Club 9845 SE 138TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$279,000

2 beds

|

2 baths

|

1,638 sq ft

|

House

9845 SE 138TH LOOP, SUMMERFIELD, FL, 344...
Spruce Creek South 10681 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$170,000

2 beds

|

2 baths

|

1,296 sq ft

|

House

10681 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 9211 SE 179TH OSAGE PL, THE VILLAGES, FL..., The Villages, FL 32162
$309,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

9211 SE 179TH OSAGE PL, THE VILLAGES, FL...
Community: The Villages®
Stonecrest 12420 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$415,000

3 beds

|

3 baths

|

2,055 sq ft

|

House

12420 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2576 JUPITER WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$525,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

2576 JUPITER WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1946 LOADSTAR AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$398,500

3 beds

|

2 baths

|

1,544 sq ft

|

Villa

1946 LOADSTAR AVE, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 16865 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,855 sq ft

|

House

16865 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
Halifax Plantation 3225 LIENSTER CIR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$299,900

3 beds

|

2 baths

|

1,474 sq ft

|

House

3225 LIENSTER CIR, ORMOND BEACH, FL, 321...
Community: Halifax Plantation
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.
Solivita 93 OAK LEAF DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$349,900

3 beds

|

2 baths

|

2,141 sq ft

|

House

93 OAK LEAF DR, POINCIANA, FL, 34759
Community: Solivita
Lakeside Landings 10351 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484
$394,900

4 beds

|

3 baths

|

2,003 sq ft

|

House

10351 ADDISON SHORE WAY, OXFORD, FL, 344...
Community: Lakeside Landings
Palms at Serenoa 17615 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$420,000

3 beds

|

2 baths

|

1,822 sq ft

|

House

17615 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Breakaway Trails 2 CREEK BEND WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$769,000

4 beds

|

4 baths

|

3,098 sq ft

|

House

2 CREEK BEND WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
Carlsberg Estates on Lake Suzanne 483 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$259,000

2 beds

|

2 baths

|

1,406 sq ft

|

House

483 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1611 ALHAMBRA WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$370,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

1611 ALHAMBRA WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Latitude Margaritaville 533 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$423,500

2 beds

|

2 baths

|

1,464 sq ft

|

House

533 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Latitude Margaritaville 126 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$829,900

2 beds

|

3 baths

|

2,339 sq ft

|

House

126 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Spruce Creek Country Club 13280 SE 92ND COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$319,900

2 beds

|

2 baths

|

1,274 sq ft

|

House

13280 SE 92ND COURT RD, SUMMERFIELD, FL,...
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.
The Villages® 5769 SHEALY AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$565,000

3 beds

|

2 baths

|

2,026 sq ft

|

House

5769 SHEALY AVE, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1301 OAK FOREST DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,344 sq ft

|

House

1301 OAK FOREST DR, THE VILLAGES, FL, 32...
Community: The Villages®
Pelican Bay Daytona Beach 168 BERMUDA PETREL CT, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$242,000

2 beds

|

2 baths

|

1,260 sq ft

|

House

168 BERMUDA PETREL CT, DAYTONA BEACH, FL...
The Villages® 1769 APALACHEE AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1769 APALACHEE AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1404 PLANTATION DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$158,900

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1404 PLANTATION DR, LADY LAKE, FL, 32159
Community: The Villages®
Compass Pointe 689 DANVILLE CIR, MELBOURNE, FL, 32904, Melbourne, FL 32904
$309,000

3 beds

|

2 baths

|

1,948 sq ft

|

House

689 DANVILLE CIR, MELBOURNE, FL, 32904
Community: Compass Pointe

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