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Winter Park, FL 55+ active adult communities & homes for sale - Page 27

2,414 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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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 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
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 (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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Questions? Call us: (888) 625-4885
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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
5 rating (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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.
12...3
The Villages® 17984 SE 89TH ROTHWAY CT, THE VILLAGES, ..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

2,303 sq ft

|

House

17984 SE 89TH ROTHWAY CT, THE VILLAGES, ...
Community: The Villages®
Royal Harbor 4913 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$328,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

4913 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
Solivita 352 HAMRICK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$540,000

3 beds

|

3 baths

|

3,078 sq ft

|

House

352 HAMRICK DR, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Orlando 112 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

2 beds

|

2 baths

|

1,961 sq ft

|

House

112 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Esplanade at Highland Ranch 2535 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$745,000

3 beds

|

4 baths

|

3,011 sq ft

|

House

2535 STARGRASS CIR, CLERMONT, FL, 34715
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3058 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$399,000

2 beds

|

2 baths

|

1,003 sq ft

|

Townhouse

3058 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
The Villages® 4904 NE 123RD LN, OXFORD, FL, 34484, Oxford, FL 34484
$299,990

4 beds

|

4 baths

|

1,912 sq ft

|

House

4904 NE 123RD LN, OXFORD, FL, 34484
Community: The Villages®
Stonecrest 11180 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$297,000

2 beds

|

2 baths

|

1,417 sq ft

|

House

11180 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 807 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$172,000

2 beds

|

2 baths

|

1,430 sq ft

|

Manufactured Home

807 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 3404 CARRABELLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$275,000

2 beds

|

2 baths

|

1,188 sq ft

|

House

3404 CARRABELLE CT, THE VILLAGES, FL, 32...
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 9243 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$429,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

9243 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Latitude Margaritaville 794 JOLLYMON WAY, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$698,900

2 beds

|

3 baths

|

2,067 sq ft

|

House

794 JOLLYMON WAY, DAYTONA BEACH, FL, 321...
The Villages® 1239 CHAPARRAL DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$300,000

2 beds

|

2 baths

|

1,216 sq ft

|

House

1239 CHAPARRAL DR, THE VILLAGES, FL, 321...
Community: The Villages®
Lake Henry Estates 543 CLUBHILL DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$255,000

2 beds

|

2 baths

|

1,864 sq ft

|

House

543 CLUBHILL DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Compass Pointe 969 DANVILLE CIR, MELBOURNE, FL, 32904, Melbourne, FL 32904
$309,900

3 beds

|

2 baths

|

1,828 sq ft

|

House

969 DANVILLE CIR, MELBOURNE, FL, 32904
Community: Compass Pointe
Summer Trees 47 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$269,000

2 beds

|

2 baths

|

1,502 sq ft

|

House

47 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Lake Ashton 4184 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$349,900

3 beds

|

2 baths

|

1,816 sq ft

|

House

4184 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb at Viera 3013 TIDEPOOL PL, MELBOURNE, FL, 32940, Melbourne, FL 32940
$459,982

3 beds

|

2 baths

|

1,640 sq ft

|

House

3013 TIDEPOOL PL, MELBOURNE, FL, 32940
Community: Del Webb at Viera
Plantation Bay Golf & Country Club 440 LONG COVE RD, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$574,900

3 beds

|

2 baths

|

2,172 sq ft

|

House

440 LONG COVE RD, ORMOND BEACH, FL, 3217...
The Villages® 3154 MACK ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$350,000

3 beds

|

2 baths

|

1,440 sq ft

|

House

3154 MACK ST, 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.
Sullivan Ranch 21714 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$329,995

3 beds

|

2 baths

|

1,769 sq ft

|

House

21714 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Scottish Highlands 1315 NOBLE CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$275,000

2 beds

|

2 baths

|

1,176 sq ft

|

House

1315 NOBLE CT, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 733 JASON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$335,000

3 beds

|

2 baths

|

1,446 sq ft

|

House

733 JASON DR, LADY LAKE, FL, 32159
Community: The Villages®
Sandpiper Golf & Country Club 6307 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,395 sq ft

|

House

6307 EGRET DR, LAKELAND, FL, 33809
Arlington Ridge 3514 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$428,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

3514 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 12371 NE 48TH CIR, OXFORD, FL, 34484, Oxford, FL 34484
$449,875

4 beds

|

3 baths

|

2,611 sq ft

|

House

12371 NE 48TH CIR, OXFORD, FL, 34484
Community: The Villages®
Del Webb Orlando 1032 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

2 beds

|

2 baths

|

1,455 sq ft

|

House

1032 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Solivita 505 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$279,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

505 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 1041 REIDVILLE RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$379,000

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1041 REIDVILLE RD, THE VILLAGES, FL, 321...
Community: The Villages®
Scottish Highlands 1907 TWEED CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

1907 TWEED CT, LEESBURG, FL, 34788
Community: Scottish Highlands
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 26 JASMINE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$625,000

4 beds

|

4 baths

|

2,474 sq ft

|

House

26 JASMINE DR, PALM COAST, FL, 32137
Community: Grand Haven
Scottish Highlands 1416 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$229,900

3 beds

|

2 baths

|

1,736 sq ft

|

House

1416 ORKNEY DR, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 731 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$275,000

2 beds

|

2 baths

|

1,336 sq ft

|

House

731 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation Bay Golf & Country Club 513 WINGSPAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$1,499,999

4 beds

|

3 baths

|

3,072 sq ft

|

House

513 WINGSPAN DR, ORMOND BEACH, FL, 32174
Plantation Bay Golf & Country Club 732 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$347,900

2 beds

|

2 baths

|

1,510 sq ft

|

Townhouse

732 ALDENHAM LN, ORMOND BEACH, FL, 32174
The Villages® 5375 WERDEBAUGH WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$574,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

5375 WERDEBAUGH WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Solivita 235 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$324,900

2 beds

|

3 baths

|

1,935 sq ft

|

House

235 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Spruce Creek South 17841 SE 106TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$216,000

2 beds

|

2 baths

|

1,446 sq ft

|

House

17841 SE 106TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Cresswind at Victoria Gardens 261 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$597,000

3 beds

|

3 baths

|

2,804 sq ft

|

House

261 OLD MOSS CIR, DELAND, FL, 32724
Cresswind at Victoria Gardens 1369 HAYTON AVE, DELAND, FL, 32724, Deland, FL 32724
$285,000

2 beds

|

2 baths

|

1,512 sq ft

|

House

1369 HAYTON AVE, DELAND, FL, 32724
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.

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